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How to Write the University of Chicago Essays 2022-2023

UChicago is a rigorous, top-tier research university located in beautiful Hyde Park, Chicago. It’s famed for its outstanding academic programs, neo-gothic architecture, and prestigious school of economics. If you’re interested in delving deep into theory, bookishness, and the most hardcore of academic materials, UChicago might be just right for you. 

You can complete your UChicago application through the Coalition Application or Common Application. The essay questions for this season are on the UChicago website , and listed below. The first question, which boils down to “Why UChicago?,” is required yearly. The second question, a one-to-two page essay, is also required, but applicants can choose from a menagerie of exciting prompts that offer boundless opportunities for creativity and reflection. 

Read this UChicago essay example to inspire your writing and watch our video where we interviewed UChicago students about their essay topics.

Before You Begin Writing  

The University of Chicago’s prompts are famous (infamous? both?) for being different, quirky, and sometimes downright weird. Have you ever seen the word cheese or pie in a college essay prompt before? I’m guessing not. But don’t get discouraged or overwhelmed—the weirdness of the UChicago prompts makes them ripe with opportunity to explore your passions, interests, and personal oddities. 

You know that subject you avoid in casual conversation, because it turns you into a gushing ball of enthusiasm that could talk for hours ? UChicago wants to hear about it. Whether it’s feminist literature of Southeast Asia, modern perception of African art, or your job at Colonial Williamsburg, UChicago has happily passed you the mic. 

While your creative opportunity has few bounds, there are some key strategies to conquering the UChicago essays. Keep this checklist of things in mind as you write: 

Unconventional topics often require unconventional styles. 

UChicago essays should definitely be viewed as a piece of creative writing, rather than a dry analysis. When you are in college, you will be asked to write thesis-driven essays, but that’s not what the UChicago essays are asking for. You need to have a clear focus, but you should be comfortable disrupting the familiar rhythms of essay prose. This can mean vivid (and I mean vivid ) imagery, addressing the reader directly, sentence fragments, CAPS, lists, and anything else! Toss in some wild jargon from your field, phrases from another language, anything you’ve got—as long as you explain them. You should try to be imaginative, engaging, and colorful while maintaining an authentic voice and staying focused with your subject matter.

Communicate who you are as an academic.

The point of your essay is still to tell admissions officers about yourself. Give them an image of how you will perform in and contribute to an academic environment. You can’t just gush about your topic—you have to prove that you can engage with it at a highly intellectual level. Explain research protocol, cite specific books you’ve read, mention your AP and IB classes, or give examples of how you’ve collaborated with others to produce results. 

UChicago admissions don’t want a student who says “I love physics”; they want a student who says “I love physics so much that I stayed up until 4 am reading Cosmos by Carl Sagan, and I use meatballs to diagram the moons of Jupiter to my friends, and I took Calc III because I plan on studying mechanical engineering with a focus on aerospace materials.” Be detailed about your studies; be explicit in your interests. 

Marry yourself to your topic.

Be sure to include the first person; you are the main character here, not whatever subject you’re writing about. The subject is an avenue to tell admissions officers about you. You aren’t trying to get your latest film, your famous lasagna, or your community service project into the university— you are trying to get in . Don’t be afraid to center yourself. How do these objects from your past illuminate facets of your personality? What do your interests say about you ?

And, as always, answer the prompt!

Print out the prompt, circle key words, hang it on your mirror. Read it, then read it again, and again . Sit with the prompt, get some (probably crazy!) ideas, then repeat the process! Many UChicago prompts are dense in their weirdness. Some of them take time to even understand. Many prompts will reveal themselves to you in your everyday life (after you’ve read them over and over again). Some of them just take deep thought. The key is to keep thinking and focus on what the prompt is asking. You’ve got this!

All the UChicago Essay Prompts

Prompt 1: (required), how does the university of chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future please address with some specificity your own wishes and how they relate to uchicago., prompt 2: extended essay (required; choose one).

Option 1: Was it a cat I saw? Yo-no-na-ka, ho-ka-ho-ka na-no-yo (Japanese for “the world is a warm place”). Może jutro ta dama da tortu jeżom (Polish for “maybe tomorrow that lady will give a cake to the hedgehogs”). Share a palindrome in any language, and give it a backstory.

– Inspired by Leah Beach, Class of 2026, Lib Gray SB ’12, and Agnes Mazur AB ‘09

Option 2: What advice would a wisdom tooth have?

–Inspired by Melody Dias, Class of 2025

Option 3: You are on an expedition to found a colony on Mars, when from a nearby crater, a group of Martians suddenly emerges. They seem eager to communicate, but they’re the impatient kind and demand you represent the human race in one song, image, memory, proof, or other idea. What do you share with them to show that humanity is worth their time?

—Inspired by Alexander Hastings, Class of 2023, and Olivia Okun-Dubitsky, Class of 2026

Option 4: UChicago has been affiliated with over 90 Nobel laureates. But, why should economics, physics, and peace get all the glory? You are tasked with creating a new category for the Nobel Prize. Explain what it would be, why you chose your specific category, and the criteria necessary to achieve this accomplishment.

—Inspired by Isabel Alvarez, Class of 2026

Option 5: Genghis Khan with an F1 racecar. George Washington with a SuperSoaker. Emperor Nero with a toaster. Leonardo da Vinci with a Furby. If you could give any historical figure any piece of technology, who and what would it be, and why do you think they’d work so well together?

-Inspired by Braden Hajer, Class of 2025

Option 6: And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

Prompt 1 (Required)

The pressure’s on to be unique here, since EVERY SINGLE APPLICANT to UChicago will be answering this required question. Here’s what you need to do:

Provide a tangible connection to UChicago. 

This is composed of specific elements of the university that appeal to you, and UChicago’s website is a great place to delve into these. Be sure to be “particular,” as they stipulate, and give them the “specificity” they’re asking for. Examples include research opportunities at Argonne Labs, the marketing classes in the Business School, or an internship offered through the Creative Writing program. 

Don’t write about UChicago’s general attributes, like fame, prestige, or “intellectual rigor.” And please don’t try to be clever and refute the old canard that UChicago is the place “Where Fun Goes to Die.” Application readers have seen this hundreds, if not thousands of times. And besides, why talk about a tired UChicago stereotype when you can talk about something cool? 

Describe your intangible connection as well. 

How is UChicago a place that aligns with your values, dreams, and goals? How do you vibe with it? For example, if I wanted to write about the Creative Writing internship, I would state explicitly how it draws me in: 

“ I want to attend a college that values the innovative nature of indie comics publishing as much as I do. So, I’m impressed by UChicago’s commitment to providing internships in comics writing through Bult Publishing and The Artifice magazine. One of my goals as a writer is to gain firsthand experience in comics publishing, specifically small houses, and the Creative Writing program at UChicago hits the mark, resoundingly. ”

Engage with faculty and students, if possible. 

This is a perfect place to talk about specific interactions, like sitting in on an inspiring seminar during a campus visit, hearing a professor speak, or seeing how UChicago has prepared a friend for his career. 

However, always be sure to tie these experiences into your own goals and interests! For example, don’t just name-drop a certain Professor Smith. Instead, take the opportunity to find a personal connection to Smith’s research and how great UChicago is for supporting people like her. Your format should be

        Program/Individual/Major – UChicago’s Values – My values

If you want to learn more about a specific professor or their subject, don’t be afraid to politely email them or contact their department. Many love to talk about their work and their interests, or would love to put you in touch with current students. This will better inform you about the school and give you a great edge for this prompt. And, more importantly, you’ll probably get great advice for your higher education journey. Note: the earlier you prepare for this, the better!

It’s worth noting that there is no recommended essay length, but sticking to around 500 words should do the trick. It’s long enough to share the reasons you’ll thrive at UChicago, but not too long that the admissions officers will start to get bored.

Prompt 2: Extended Essay (Required, Choose One)

Choose one of the six extended essay options and upload a one- or two-page response. Please include the prompt at the top of the page.

Prompt 2, Option 1

Was it a cat i saw yo-no-na-ka, ho-ka-ho-ka na-no-yo (japanese for “the world is a warm place”). może jutro ta dama da tortu jeżom (polish for “maybe tomorrow that lady will give a cake to the hedgehogs”). share a palindrome in any language, and give it a backstory..

If you love linguistics and creative writing, this is a good choice for you. You have the freedom to pick any palindrome—a word or phase that says the same thing when read forward and back—and get as creative as you like. If you speak another language or have a unique cultural background, picking a palindrome in that language would be a great way to tie in your background.

Let’s look at a few examples of how you can turn a phrase into a story:

Draw, O coward!

Bring a moment from one of your extracurricular activities to life: Little beads of sweat rolled down from my temple to my chin, carrying the stage makeup caked on my face with them. My sweaty palms fumbled by my side to grab my plastic prop sword. My scene partner’s words fell on deaf ears as my director’s voice coursed through my head. Don’t forget to hit the O, she would say. My brain lagged behind the rest of my body. Before I could process what had happened, my sword was tightly gripped in my outstretched hand and my booming voice declared “Draw, O coward!”

Si Nummi immunis (Latin for “Give me my fee, and I warrant you free”)

Discuss a social issue you deeply care about: In the DA’s office, interns don’t do much—I was your standard coffee-getter and errand-runner. The one exception: looking at bail records. Every day, I could peek at who posted bail and for how much. While I originally approached it with a child-like curiosity, it quickly became disheartening. Looking at record after record of affluent offenders who paid their fee and went about their days made my heart ache for those who couldn’t afford bail, through no fault of their own. Every morning, on my trip to the coffee shop, a little voice in my head kept telling me: Nothing will change unless you take action.

दामाद (Dāmād, Hindi for “son in law”)

Tell a story of your family: No one dares to get in between a mother and her daughter. Especially my nani and mom. So, the day my dad marched up to my nani’s door and declared he was going to marry her daughter didn’t go as anticipated to say the least. “You will never be my dāmād. She is too good for you.” Was it his goofy smile or his naan baking skills that finally won her over? Whatever it was, he carries the title of dāmād as a badge of honor now.

Prompt 2, Option 2

What advice would a wisdom tooth have.

This is the shortest option of the bunch, making it one of the most open-ended prompts. You can interpret this question from several different angles, and here are some potential ideas:

The play on words angle

Wisdom teeth are named as such because they erupt later in life, when you typically have more wisdom. Your wisdom teeth might advise you that this is true, and you could share the life lessons you’ve learned as you’ve grown older, opening each paragraph with an age and an anecdote.

The foodie angle 

If you’re a big foodie or chef, your wisdom teeth might advise you on their favorite dishes they’ve seen/chewed. You could share those dishes and the stories behind them. For example, maybe all your favorite recipes are gathered from cooking with others, and you could share the story of how your family hosted an exchange student from Portugal and how they taught you to make pastéis de nata, and how your grandmother taught you how to make her pierogies while sharing life advice with you.

The “stuck inside” angle

Many people’s wisdom teeth never see the light of day and remain impacted in their gums. This could be a segue into telling a story of how you stayed engaged when quarantined or stuck indoors during a rainy day. For example, maybe you picked up sewing during the pandemic because you couldn’t go outside and now you make historical period gowns. Your wisdom teeth might advise you that sometimes boredom or idleness can help you find new inspiration.

The relevancy angle

While wisdom teeth aren’t very useful in the modern world, It’s believed that they helped our prehistoric ancestors quite a bit. Back then, humans needed to grind raw meat, nuts, and leaves, so these extra molars made it easier to break down food. Beyond that, dental hygiene probably wasn’t the best, so humans may have lost adult teeth, which the wisdom teeth would then replace. 

If you like fiction writing, you could imagine wisdom teeth in a room with other things that were once relevant, but are now obsolete, such as floppy disks, dinosaurs, sundials, etc. What would they say to each other? What are they all doing together?

The medical angle

Wisdom teeth are actually not routinely removed in countries outside of the US. As a result, some people interpret the industry as a ploy to make money from unsuspecting patients. If you’re going into the medical or dental field, you could use this prompt as a chance to comment on the state of medicine and why you feel healthcare needs to be reformed. 

Some argue that removing wisdom teeth still reduces the chances of complications down the line, while others think the surgery is riskier than leaving the wisdom teeth in. You could use this debate as a chance to share a time you did a cost-benefit analysis on an area of your life, such as the time you were deciding whether to work at a brand-new local jewelry shop that paid less but had more opportunities for growth, or to work at a grocery chain.

Prompt 2, Option 3

You are on an expedition to found a colony on mars, when from a nearby crater, a group of martians suddenly emerges. they seem eager to communicate, but they’re the impatient kind and demand you represent the human race in one song, image, memory, proof, or other idea. what do you share with them to show that humanity is worth their time.

Like all the others, this prompt is another way to showcase your creativity, but it also gives you the opportunity to reveal what you value. If you love art and history, you could show the Martians Botticelli’s Birth of Venus. If you’re an avid music fan, maybe you want to teach the aliens the iconic Thriller dance. Inexplicably fascinated by science? Show your new friends the benefits of penicillin. 

What’s important about this essay is not what you pick, but how you demonstrate its importance . Forget about writing a college application essay for a minute; you are tasked with saving the entire human race. That’s a lot of pressure. Anyone could show the Martians a picture of the pyramids of Egypt, but it’s all in the story you tell that will make them appreciate this is the greatest accomplishment of humans and the true test of their capabilities.

Let’s take the example of the student who writes about penicillin. What they shouldn’t do is write “ I would show the Martians penicillin because it was one of the biggest medical advancements that allowed for humanity to conquer infections that used to be deadly, allowing people to live longer and healthier lives.” While what they wrote is true, it reveals nothing about them. The item you choose will undoubtedly be important to not just humanity, but you, so your response needs to establish a personal connection.

So what should this student do? They could start their essay by telling a story of how they plan to find a sick Martian suffering from an infection and will inject them with penicillin to show the aliens its magical healing properties. Then, this student should go into what penicillin means to them. Did they volunteer at a hospital where they witnessed people recover from infections that could be deadly because of this medicine? Maybe penicillin saved their life and allowed them to pursue their research that could be the next scientific breakthrough. 

You can get creative and playful with the story you tell about the item you chose, but if you go with this option, you’ll want to spend more of your essay focused on how that choice made a difference, not just for humanity, but in your life. 

Prompt 2, Option 4

Uchicago has been affiliated with over 90 nobel laureates. but, why should economics, physics, and peace get all the glory you are tasked with creating a new category for the nobel prize. explain what it would be, why you chose your specific category, and the criteria necessary to achieve this accomplishment..

The Nobel Prize is awarded to those who have “conferred the greatest benefit to mankind” in the categories of Physics, Chemistry, Physiology or Medicine, Literature, and Peace. Through this prompt, UChicago wants to know what matters to you, and they want to see your analytical and creative side shine through your selection process.

You can take a more straightforward angle or a more unconventional one with this prompt. A straightforward angle would involve selecting a “serious” category that fits neatly into the existing ones, such as Sustainability, Education, Technology, or Music. 

The unconventional angle would mean coming up with, well, something more unusual. Maybe you think there should be a Nobel Prize in Cooking, Hiking, Crocheting, or Speed Reading.

The category itself doesn’t matter as much as your connection to it, as you’ll need to explain why you chose it. Make sure your essay touches on both the personal significance of the category as well as its implications for mankind. For example, maybe you chose cooking because it’s soothing for you as a home chef, but it also has the power to improve the mood of those eating the meal. Food has also brought people from different backgrounds and cultures together throughout millenia. 

Continuing this cooking example, your selection criteria could involve a competition where cooks from around the world are asked to create dishes in three categories: one from their own culture, one from another culture, and a meal for ten that costs no more than $1/plate. This competition would highlight the cultural aspects of cooking, but also raise awareness of food insecurity and the challenge of creating nutritious meals at a low cost.

In addition to the criteria you need to receive the accolade, you could include examples of previous winners or people you would like to nominate for the prize.

UChicago prides itself on the accomplishments of its alumni, but the school gives every student the opportunity to excel within their own right. They want you to be a future Nobel Prize winner, so if you don’t feel like you fit into the traditional categories, here’s your chance to show them how you will succeed and change the world for the better.

Prompt 2, Option 5

Genghis khan with an f1 racecar. george washington with a supersoaker. emperor nero with a toaster. leonardo da vinci with a furby. if you could give any historical figure any piece of technology, who and what would it be, and why do you think they’d work so well together.

There’s three important things your response to this prompt needs to incorporate: what wacky pairing you choose, what their interaction would look like, and why the world absolutely needs to witness this combo.

Let’s take a look at a sample pairing a student might choose:

Who and What?

While you could choose any random figure and item, this essay will be most successful if you choose either someone or something that has personal significance to you (although it will be strongest if both your person and technology relate to you!). So for example, if a student loves graphic design, they might choose to give Walt Disney an iPad and Apple Pencil. 

This might not be the wackiest combo they could choose, but notice how both relate to the student and their passion. Growing up on Disney animation was what prompted this student to start doodling when they were younger, which eventually led to an interest in graphic design. Their iPad is their sketchbook, home to thousands of designs that they can create at their fingertips. This student wants to see what their inspirational figure would do with the piece of technology they cherish the most.

How do they interact?

This is where you can infuse more creativity into your essay. What will separate an okay response from a good or great one is how well you can show the interaction between these two unlikely players. Using the example of Walt Disney, this student could describe some of the tools they have used and apply it to a drawing of Mickey Mouse. Maybe they think Disney would have made a new movie every week if he had that advanced technology at his fingertips and the student shares the concept behind his latest character design. 

Whatever you choose to do, the interaction of a historical figure with modern technology would be ridiculous and hilarious. If you’ve taken anything away from UChicago based on their prompts, it should be the value they place on creativity, so don’t throw away this opportunity to inject some creativity into your response.

Why should we care?

The last thing you’ll want to make sure of in your essay is to pull back from the absurdity of the moment and reflect on why this odd combination is important. Even if it only has a deeper significance to you, we still want to know why you chose this pairing over every other.

Our student would probably elaborate on what Disney animation meant to them growing up at this point in the essay. They might explain that if they were influenced by the stories and visuals Walt Disney created, they can only imagine how many more kids all over the world would have had the same experience if he was able to use modern technology to develop his projects. 

You don’t have to follow this exact model in your response, but keep these different aspects of the prompt in mind as you write. As long as you can tell an engaging story of the item and historical figure interacting, and find a personal connection, you can really pick any person and item.

Prompt 2, Option 6

In the spirit of adventurous inquiry (and with the encouragement of one of our current students) choose one of our past prompts (or create a question of your own). be original, creative, thought provoking. draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the university of chicago; take a little risk, and have fun.

Again, this prompt is, on the surface, granting you a lot of leeway. UChicago even ends it with an exclamation point! But you should always remember: they expect a disciplined, thorough, rigorous essay. Don’t let your sense of fun and frolic drown out your serious intellectual ideas.

Pick a prompt that inspires you to write, and connects with your academic interests. If a prompt jumps out at you, and you’re immediately filled with ideas, it’s probably a good fit. Just take it slowly, jot your thoughts down, and get to work. 

Involve your personal connection to that prompt. If you’re not answering any of the 6 prompts UChicago has issued this year, the onus is on you to prove that you and the archival prompt you’ve picked are a match made in heaven. This means having a lot of knowledge and personal investment in your subject matter, and an angle/perspective totally unique to you. 

If making your own question, remember this: YOUR QUESTION IS YOUR HOOK. So make sure it’s not a question that could be found on a standard-issue application, like “When did I overcome a challenge?” or “What’s a place that feels like home?” These prompts are everywhere. They won’t get the job done, and they won’t make an unforgettable first impression. But “Why did I lock myself in the basement and watch The Bee Movie for eighteen hours?” That’s a different story. 

If you look at past UChicago prompts, they tend to be fond of certain things: numbered lists, fairy tales, common phrases, and items of pop culture that can be re-contextualized. They also like hearing your answers to famous questions, and you might have a unique answer to “Et tu, Brute?” or “Do you like pina coladas and getting caught in the rain?” Just remember that the novelty of the question, while the hook of your essay, is not its substance. If your biography and scholarly interests don’t involve pina coladas, or rain, you might just have to pick a different question to answer – as wonderful as that eternal question is.

UChicago essays take a lot of time and thought—but don’t overthink it. The university wants to hear what you have to say, in its full form. That’s why they give you a page limit, and not a word limit—no last minute cutting! Fully develop your ideas in a way that feels natural. If a paragraph needs to be a little thicker, or if you need to include a longer quote from your favorite author, don’t worry about it. These essays can be fun to write and extremely effective.

You can look up lots of examples of essays online, but try not to get intimidated. It’s the nature of the UChicago essays to encourage everyone to showcase their expertise—which is exactly what you should try to do! You may read sample essays and think, “Wow. I’ve never spent a month in Arizona digging up fossils. How can I ever compete?” Try to reframe the essays as a Giant Celebration of everyone’s achievements and interests not a Competition.

If you’ve written your UChicago essay and are looking for feedback, you might want to check out our free peer essay review and paid expert essay review . Since the UChicago essay prompts are weird, it’s important to get an extra set of eyes on them to make sure they are clear and engaging! You can also improve your own writing skills by editing other students’ essays.

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5 UChicago Supplemental Essay Examples

• essay topic
• college application essays

The University of Chicago is one of the most competitive U.S. universities known for its economics, statistics and mathematics undergraduate programs. But for college applicants, the school is probably best known for its out-of-the-box, creative supplemental essay prompts.

To apply to UChicago , students must submit an additional supplemental essay – what’s referred to as the Extended Essay. UChicago releases 5 new essay prompts inspired by their students every year, along with a set of past prompts applicants can choose from.

While students are encouraged to be creative, how creative can you (or should you) be? For those interested in applying to UChicago , here are a few examples of essays that worked:

Prompt from 2016-2017 season:

Vestigiality refers to genetically determined structures or attributes that have apparently lost most or all of their ancestral function, but have been retained during the process of evolution. In humans, for instance, the appendix is thought to be a vestigial structure. Describe something vestigial (real or imagined) and provide an explanation for its existence. —Inspired by Tiffany Kim, Class of 2020

University of Chicago ‘21

“People often ask me if I’m scared that I’ll go deaf in the other ear, too. The thought echos in my head sometimes, and it’s certainly an ear-y thought, but I’m not too worried. In some ways, losing a part of my hearing has made the world louder. Instead of focusing on what I lost, I began to appreciate what I always had. Every moment—whether it be the off-tune singing of my little brother in the shower, or the melodious chords from my ukulele—is something to note.”

Prompt from 2015-2016 season:

Joan of Arkansas. Queen Elizabeth Cady Stanton. Babe Ruth Bader Ginsburg. Mash up a historical figure with a new time period, environment, location, or occupation, and tell us their story. — Inspired by Drew Donaldson, Class of 2016

University of Chicago ‘20

“The ball flies to Scottie Pippen, he pulls up, but the shot bounces out. The crowd goes silent. But Rodman grabs the rebound, hooks it to Jordan who scores a three pointer. Everyone in the stadium goes wild, except one man: Napoléon Bonaparte.  “All according to plan” he whispers to himself.

Little does the public know, Napoleon instructed his stars to keep the game close. In reality his superstars could have won easily.  But he needs to attract national attention for the next part of his plan.  

As a child Napoleon obsessed over pop culture. He couldn’t believe the power celebrities held in society; people would trust them with their children, beliefs, and even their spending. After Reagan’s election, he strived to tap into this power. Napoleon would conquer America.”

Prompt from 2014-2015 season:

A neon installation by the artist Jeppe Hein in UChicago’s Charles M. Harper Center asks this question for us: “Why are you here and not somewhere else?” — Inspired by Erin Hart, Class of 2016.

University of Chicago ‘19

“I am here because I can’t be in two places at once. That’s definitely a law of physics or some kind of science I don’t know much about, but that’s the short answer to why I’m not somewhere else, or lots of other places. To know why I’m here, on Earth, in America, in California, in Berkeley, at my house sitting on my favorite worn leather couch, with light from three windows making it hard to see my laptop screen, is a longer story.”

In French, there is no difference between “conscience” and “consciousness”. [...] All of these require explanation in order to properly communicate their meaning, and are, to varying degrees, untranslatable. Choose a word, tell us what it means, and then explain why it cannot (or should not) be translated from its original language. — Inspired by Emily Driscoll, Class of 2018

“Raising the issue of translatable versus untranslatable words is futile; new words should enter a language because of a cultural need to express a specific idea, not just because they can be translated from other languages. Terminology is always a function of development: when a new concept – be it tangible or intangible – enters a society, the language evolves and adapts so that its speakers can discuss the new topic.”

What’s so odd about odd numbers? — Inspired by Mario Rosasco, Class of 2009.

“Why was Six Afraid of Seven?

In the beginning there was zero, and then there was One. Zero and One ruled the universe with undisputed power; together they formed the perfect union. Perfection diminished when One began to feel superior to Zero, and departed his company to rule alone. He quickly discovered the powers of addition, and created Two. Two was to be his new companion, to help oppress the rest of the numerical universe. One began training Two in the dark magic he had discovered. However, Two found One to be a little unhinged, and he sensed a certain instability.”

———-

Interested in reading these students full personal statements, and their creative responses to UChicago’s supplemental essay? Unlock all of them in one go with  our curated package ! 

Our  premium plans  offer different level of profile access and data insights that can help you get into your dream school. Unlock any of our  packages  or search our  undergraduate profile database  to find specific profiles that can help you make an informed choice about where to apply! 

About The Author

Frances was born in Hong Kong and received her bachelor’s degree from Georgetown University. She loves super sad drama television, cooking, and reading. Her favorite person on Earth isn’t actually a member of the AdmitSee team - it’s her dog Cooper.

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The 7 UChicago Essay Prompts: How to Write Stellar Responses

College Essays

The University of Chicago is famous for its unique essay topics. They're some of the most creative and off-the-wall essay prompts you'll see when applying to colleges, and it can sometimes be confusing to know how to tackle them.

What should you write about in your UChicago essays? How can you show that you're intelligent, creative, and worthy of a place at their school? As someone who spent a long time on my UChicago essays (and who got into the school), I've figured out exactly what UChicago is looking for in these essays.

 Read on to learn all about the UChicago essays, what the admissions team expects to see in your responses, what topics you should write about, and which topics you should avoid. In this guide, we also suggest sample essay ideas for each of the 2022/2023 UChicago supplement essay prompts and analyze past University of Chicago essay samples so you can see what a great UChicago essay looks like.

What Are the UChicago Essays?

Before you can begin figuring out how you'll write your UChicago essays, you should know which prompts you'll be seeing and the rules for each one. You'll need to write two essays, and the UChicago essay prompts you must answer are commonly referred to as Question 1 and Question 2.

Question 1: Why UChicago?

The Question 1 prompt is the only UChicago supplement essay that stays the same each year, and it's also the only prompt that all applicants must answer (for Question 2 you'll have multiple prompts to choose from).

For this question, you'll need to write an essay that explains why you want to attend the University of Chicago and why you think the school is a good fit for you and your goals. UChicago doesn't have strict word limits for essays, but they suggest a response of 1-2 pages.

Here's the prompt:

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

The nice part about this prompt is that it's a pretty standard "why this school" essay . And luckily for you, we have a complete guide that walks you through how to knock this type of essay out of the park.

Question 2: Extended Essay

For Question 2, you have a choice of six essay prompts, and you'll choose the one you want to respond to. The essay prompts for this question change every year, and while there are always around six prompts, some years there may be one more or one less to choose from.

These are the more unique and offbeat essay prompts that UChicago is known for. Many of them were created by UChicago alumni and current students. Again, UChicago asks you submit a response 1-2 pages long.

Below are the essay prompts for the 2022/2023 school year.

Essay Option 2: “Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer.

Essay Option 3: “Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match).

Essay Option 4: A jellyfish is not a fish. Cat burglars don’t burgle cats. Rhode Island is not an island. Write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept.

Essay Option 5: Despite their origins in the Gupta Empire of India or Ancient Egypt, games like chess or bowling remain widely enjoyed today. What modern game do you believe will withstand the test of time, and why?

Essay Option 6: And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

The world is your oyster when it comes to answering UChicago essay prompts.

How to Answer the University of Chicago Essay Prompts

In this section, we explain what UChicago wants to see in your essays, give ideas for topics to write about for each of the essays, and discuss topics you are better off avoiding.

For this University of Chicago supplement essay, UChicago wants to know why you want to attend their school, what you hope to get out of attending, and how University of Chicago will help you achieve their goals. Basically, they want to know why you think their school is a better fit for you than all the other schools out there. For more analysis of this essay, check out our in-depth guide to the Why UChicago essay .

What Do They Want to See in Your Response?

The "why our school?" is probably the most common essay prompt you'll see on college applications. Why do schools, including UChicago, ask this question?

UChicago wants to first see that you really want to go to their school. Students who love a school are more likely to accept an offer of admission and attend it, and they are more likely to be committed to their studies, participate in extracurriculars, and give back after they graduate. Your passion for UChicago should be shining through in this essay.

Next, UChicago wants to see that you've done your research on their school and have an idea of what opportunities you want to take advantage of while there. You can do this by mentioning specific things you like about UChicago or that you plan to take advantage of as a student there. Potential things to discuss include professors you admire or are interested in working with, specific classes you want to take, and extracurriculars you want to participate in.

Finally, UChicago wants to see that you are a good match for their school. Your essay should explain how you'll make the best use of what UChicago offers, how your strengths match the opportunities they provide, and how UChicago will help you reach your goals for the future.

Potential Topics to Write About

There are many ways you could approach this essay prompt; although since UChicago is best known for its academics (as opposed to killer sports teams, for example), most people will discuss the academic side for at least part of their response. Below is a list of possible topics; most people will discuss one to three topics in their essay.

• Majors or classes you're especially interested in
• UChicago's core curriculum
• Professors whose work you admire and whom you'd like to study with or conduct research with
• Unique events like Scav and Kuviasungnerk/Kangeiko
• Research opportunities you'd like to have
• University of Chicago students you've met who you admire
• Volunteer opportunities
• Financial aid opportunities UChicago offers that make it possible for you to attend

Topics to Avoid

The key here is to avoid generic topics that could apply to practically any school or any student. You want it to be clear in your response what opportunities the University of Chicago offers you that no other school does and how you're going to make use of them. Topics that won't show this include discussing:

• How pretty the campus is
• Chicago weather
• The food on campus
• Where UChicago places on college ranking lists
• Your future major and career path without connecting it back to what UChicago offers
• Bashing other schools

The extended essay is when you can get especially creative. These prompts require you to move outside your comfort zone of typical essay topics and answer in a way that gives readers insight into who you are and what you care about. Remember: Question 2 is required, but you have six different prompts to choose from for this essay response.

Your response to Question 1 is meant to show what you like about UChicago and how you’re going to make the most of the opportunities it offers. Question 2 is less about UChicago and more about you. The admissions team wants to see who you are and what's important to you. Three main things they'd like to see in your essay response are:

• Your personality
• Your thirst for knowledge

Who are you? What have been the important events in your life? What kind of person are you? What do you love learning about? These are the questions UChicago wants you to answer. They want to know what's important to you, what events from your past shaped you, what kind of person you are now, and what you want to accomplish in the future. 

UChicago is particularly interested in students who love learning and have a lot of interests in different fields and topics. A mathematician who also does ballet? A creative writing major who started her own business? Bring it on! Make sure to show your love for learning in your essay.

Your passions and goals don't always need to be lofty though; in the second example essay below you can see how the writer took a quirky interest and managed to connect it to larger ideas. If you can connect one of your pet passions to an essay topic, do so!

The great thing about these UChicago essay prompts is you can write about almost anything you want to since they're so different from each other and give you lots of chances to be creative. And you can tackle it from any angle you want. On their website , UChicago states that "[This essay] can be approached with utter seriousness, complete fancy, or something in between." Just remember, you want this essay to give UChicago a good idea of the type of person you are and what's important to you.

Essay Option 1

Exponents and square roots, pencils and erasers, beta decay and electron capture. Name two things that undo each other and explain why both are necessary.

You're allowed to let your imagination run wild with this prompt. You should try to find a pair of objects that the admissions panel didn’t think of, something wholly original that only you would think of. For this prompt, they want to see how imaginative you can be, but the most important part of this essay is justifying why your pairing makes sense and why it matters . The pair you choose will show off your personality, creativity, and cultural experiences. 

Make your response as wacky and original as you like, but remember to tie it back to yourself and your interests a nd/or potential major. For instance, say you go with the idea of an art conservator and the passage of time. You could discuss how time degrades the materials of a work of art, and then an art conservationist revitalizes the work, only to have the passage of time wear it down again. This would be an excellent segue into writing about your interest in history, creative writing, or U Chicago’s Department of Art History Conservation Science Teaching Program . 

You could also write about how you developed an interest in these subjects, and what other interests you have could be applicable . Weaving your story into your essay will show UChicago that you’re creative and intellectually curious. This can include your niche interests, quirky hobbies, or pet projects.

Essay Option 2

“Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer.

This is a classic UChicago question that allows you to answer the question literally...or not. (The year I applied, the version of this question was "Describe your table.") So, if this exemple were your actual song lyric, you address, where have all the flowers gone? You could answer this literally and describe how, for instance, flowers are changing colors in response to climate change . Perhaps you could then discuss your interest in horticulture and what led you to pursue that field.

Or (as always with UChicago essays), you can take it in a totally unexpected direction. This prompt is a chance to put your interpretive and reasoning skills into action. In fact, you could almost think of it like a riddle, except that the answer is anything that you can come up with and justify:

“Where Do Broken Hearts Go?” A valid question in a world where loneliness has been declared a public health emergency and social isolation can increase the likelihood of heart disease by as much as 29% ! 

“Do You Remember Rock and Roll Radio?” Likely not, considering radio listening has been trending downward for years, especially amongst young listeners and Rock Music is at the lowest point in its popularity since about 1960 . Where does this leave you, a young would-be guitar player with an interest in U Chicago’s ethnomusicology program ?

“Do You Really Want to Hurt Me?” Perhaps you do, considering recent studies show a decline in empathy and corresponding rise in narcissism .

You get the idea. Whatever question you choose, don’t worry too much about having a great answer for it; the idea is to find a context for the question that is meaningful to you and relates to your interests , which will give UChicago insight into your values and personality, two things they want to see in these essays!

Essay Option 3

“Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match).

This prompt is a bit sillier, but you still have the chance to show U Chicago your personality and unique worldview. This prompt gives you a chance to play with language and create something that expresses a meaning that we don’t have a word for. The best way to go about this is to think of two areas that are important to you and find a pair of rhyming words related to each and combine them.

So, for instance, if you’re math-oriented but somewhat spiritual, you could take words from both mathematics and spirituality, and come up with something like “stamystics” (statistics+mystics). You could talk about how you became interested in math and how it relates to your spirituality, and so forth.

If you are more interested in sports than spirituality, you could come up with something like “mathleticism.” You could write about how you had to train your mind in order to grasp difficult or advanced mathematical concepts and, inversely, how your understanding of math deepens your appreciation of sports.

What U Chicago is looking for here is how you can connect two seemingly unrelated concepts and find a bridge between them. They’re looking for problem-solving in addition to insight into your personality.

Essay Option 4

A jellyfish is not a fish. Cat burglars don’t burgle cats. Rhode Island is not an island. Write an essay about some other misnomer, and either come up with and defend a new name for it or explain why its inaccurate name should be kept.

This prompt gives you an opportunity to think about familiar things in a new way. We probably don’t think much about peanuts not being nuts, but it’s obvious once you think about it that they are legumes. But, on the other hand, they are also closely related to peas–so the name has some validity. Even though they’re not actually nuts, they do taste like nuts…so is it wrong to call them nuts? Think about other examples that exist in your fields of interest.

And of course, be sure to let your experiences, interests, and values shape the way you rename or defend your misnomer . That way, UChicago will get a good idea of who you are and what’s meaningful to you!

Essay Option 5

Despite their origins in the Gupta Empire of India or Ancient Egypt, games like chess or bowling remain widely enjoyed today. What modern game do you believe will withstand the test of time, and why?

This prompt is your chance to be more overtly academic in your response . In writing about how this game will remain relevant in the future, you’ll be able to show your knowledge of history, culture, politics, economics, religion, scientific discovery…and so on! Choose a game that interests you in some way that you can tie into your personal history and academic interests. 

While brainstorming possible games will be really fun, the most important part of this essay is justifying why you think something that’s relevant today will continue to be relevant in the future. Think about what cultural, social, and political changes could be possible and what the implications of that could be for people today. As long as you’re creative, descriptive, and thorough, your response can range from serious to silly and meet the requirements for this prompt.

Essay Option 6

And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you aren't feeling any of the other five optional prompts, you can respond to this one, which asks you to choose and respond to a past UChicago optional essay prompt, or write and respond to your own prompt. With either option, you'll want to consider your identity, interests, strengths, and goals, and let those factors inform which prompt you choose, how you write your own prompt, and how you craft your response.

You may not feel up to the task of writing your own prompt, but you might like the idea of tracking down an old prompt that catches your eye. Read through the past prompts and consider which one will allow you to play to your strengths . If there's a particular experience or skill that you want to showcase in your response, select a prompt that is conducive to that.

Alternatively, if there's a specific experience you want to write about, you can write your own prompt and respond to it. To write your prompt, use the tone and structure of the existing UChicago prompts as a guide. It'll probably come as no surprise that your original prompt should fit right in with the ones provided on the application. This means you might have to be a little goofy, cryptic, or risky...and that's a good thing!

Though this option allows you to write your own prompt if you so choose, it's important to remember that your response to the prompt should still focus on showcasing who you are , what strengths you will bring to UChicago as a student, and why UChicago is the perfect place for you. Don't get too carried away trying to impress admissions with punny phrases or cryptic logic; be authentic, be bold, and be you.

Some people shy away from this prompt because they feel like it's "cheating" or less impressive to not follow one of the specific prompts that UChicago gives. However, this isn't true! As long as you write a compelling essay that gives readers a better insight into who you are, your essay will strengthen your application. For what it's worth, when I applied to UChicago, this is the prompt I chose, and I was still accepted to the school.

UChicago wants you to be creative here, so there aren't many topics that are off limits. However, you're trying to convince them that you'd be a great and interesting student to add to their school, so make sure you use your essay to show who you are and why UChicago would want to admit you.

This means you should avoid responses that don't give readers a good idea of who you are. For example, if you choose essay option 1, don't just state that “taco cat” is funny because it reminds you of your favorite meme. Instead, tie it back to yourself and your life by explaining its relevance, like making tacos with your abuela and fending off the family cat’s attempts to steal tacos. 

Because these prompts are creative, it can be easy to run away with them, but always remember to answer the prompt completely and give UChicago better insight into who you are.

Additionally, don't feel that certain University of Chicago essay prompts are "better" or more impressive than others . UChicago wouldn't have chosen these essay topics if they didn't think applicants could write outstanding responses to them, so please choose the prompt that you feel you can write the best essay for.

University of Chicago Essay Examples

In this section are two University of Chicago essay examples, each written by an accepted applicant.

Below each UChicago supplement essay we discuss what makes the essay work so well.

Dear University of Chicago,

And now you inquire as to my wishes? They're simple, accept me for who I am! Why can't you just love and not ask why? Not ask about my assets or my past? I'm living in the now, I'm waiting for you to catch up, but you're too caught up in my past, I offer us a future together, not a past to dwell upon. Whenever I'm around you, I just get that tingle deep inside me that tells me you're the one; you have that air of brilliance and ingenuity that I crave in a person, you're so mature and sophisticated, originality is really your strongest and most admirable trait. I wish we could be together, I still think in my heart of hearts we were meant to be, but you have to meet me halfway, dear. I'm on one knee here with tears welling up in my eyes, the fireworks are timed and ready to light up the night sky for you, just say 'I accept...you.'

Why Does This Essay Work?

• Creative take on a standard prompt: The writer chose a very unique angle for this essay: comparing the University of Chicago to a lover. He's probably the first applicant to answer the essay prompt this way, which definitely makes this a memorable essay. In fact, UChicago loved this essay so much that they mailed it out to thousands of potential applicants (which actually got them a bit of backlash ). You absolutely don't have to take as unique an approach to this essay as the above writer did, but doing so can definitely help your essay stand out.
• It answers the entire prompt: Even though this is an unusual essay, the writer still manages to answer everything the prompt asks for. He mentions his goal for the future (to become a lawyer), mentions varied interests he has (the Gothic era, the philosopher Kierkegaard), and explains what he likes about UChicago (the brilliance, ingenuity, and originality the school offers). He even manages to mention that he visited campus three times, which shows a serious interest in the school. If you choose to write an especially offbeat essay, it's key to do what this essay did and still answer the prompt while being creative.

This essay is from several years ago, so it doesn't use a current prompt, but it's still helpful to read and analyze.

Share with us a few of your favorite books, poems, authors, films, plays, pieces of music, musicians, performers, paintings, artists, blogs, magazines, or newspapers. Feel free to touch on one, some, or all of the categories listed, or add a category of your own.

Now let's take a look at the successful essay:

The Illuminati changed my life. Three years ago, I found my first ambigram in one of my favorite novels, Angels and Demons by Dan Brown. I turned the page, and there it was: the word "Illuminati" printed into the exact center of the book. It was styled like a newspaper masthead, exquisite and complex, yet oddly symmetric. Curious, I rotated the book upside-down.

Impossibly, the inverted word was still "Illuminati." Gazing closer, I realized that the letters, I-L-L-U-M, actually shaped into a flipped I-N-A-T-I. Suddenly, I was reading it in both directions. My eyes waltzed along the broad curves and sharp twists of the calligraphy, striking poses in a glamorous font against a sheet of creamy whiteness, sliding between the dense vertical strokes, peering at the edge of the defined serif as it angled away, then bent boldly toward me. Every line was deliberate, every flourish smiling with purpose, and the whole word balanced on the delicate cord that joined two letters into one. It was unforgettable.

Ambigrams are words that can be read from different directions. Actually, "ambigram" is an umbrella term that encompasses dozens of distinct types of visual wordplay. The most popular ones are rotational, mirror image, and-my personal favorites-symbiotic ambigrams, which can spell two different things when viewed normally and upside-down.

Compelled by the striking art, I could not help but try my own hand at designing ambigrams, and slowly I felt the pitiful stick-figure artist inside me shrink away as my inner energetic graphic designer sprang up. Before early volleyball tournaments, I work myself up by filling up pages and pages of experimental letter combinations, gleefully satisfied at the way that a rounded lowercase "a" was a perfect upside-down lowercase "e." In my AP Literature class, I drew "She's a witch!" which revealed, when flipped, "Communist" to reflect Arthur Miller's contemporary motives for writing The Crucible. On a challenge from a friend, I even drew an ambigram of "Jay-Z" and "Beyonce" on a bumpy bus ride back from a leadership retreat.

In the last few months, I have also practiced drawing ambigrams as fast as I can. I dream about the day when I can effortlessly write out a message saying "Hi, how are you today?" normally and "The password is cherry268" upside-down, without pausing or rotating the paper. I imagine a world in which everyone had this ability, and could literally write two things at once. How would that change communication? Encryption? Trust? My legs swing comfortably from this innovative edge, excited to take a stab at the answers.

The best part about the ambigram is that it refuses to define itself as just one thing. It is a linguistic passion, a cryptographic endeavor, an artistic design, and an ironic illusion. I relish the fact that ambigrams force both the artist and the audience to reject first glances and embrace secret identities.

This may just be a nerdy obsession, but ambigrams have taught me far more than how to sketch fancy words. Their multidimensional truth implies that my hobbies of both writing Italian sonnets and solving logical riddles are not opposing functions of my left and right brains, but rather, a perfect conglomeration of my passion for creating and solving puzzles. The beauty of the most surprising combinations reminds me to take bold risks in both my life and my designs.

Above all else, ambigrams have taught me that I can create the impossible. I can make true and false the same word depending on something as simple as a 180-degree head turn. Victory can be defeat. Open can be closed. Am amateur piano player with an obsession for cryptology can learn how to program iPhone apps and get the game-winning kill at the varsity volleyball championship. A girl with divorced parents can make time for both families, and an inspired teenager from California can write her name into world history--both normally and upside-down.

- Samantha M.

Why This Essay Works

• Shows passion: This essay focuses on a pretty unusual and specific topic: ambigrams. While many people may not even know what an ambigram is, the writer is clearly passionate about them. She discusses how much time she spends trying to create different ambigrams, what her goals for ambigram creating are, and some of her favorite ambigrams she's created. UChicago loves people who are passionate about something, even if it's an unusual or offbeat interest. It makes UChicago believe those students will bring that passion with them onto campus.
• Gives insight into the writer's personality: The majority of this essay is about the author's interest in ambigrams, but she also manages to cleverly slip in multiple other references to her personality and interests. From her essay, we learn that she's a volleyball player, writes Italian sonnets, and loves solving puzzles. Adding these details gives UChicago a fuller look at what makes her tick.
• Connects it to a bigger picture: The writer chose to write about a very specific topic—ambigrams—but was still able to connect that to bigger concepts, such as communication, truth, and how she's able to balance her different interests. She's able to take a quirky topic and show how it influences her worldview.

Final Advice: UChicago Essays

When answering the University of Chicago essay prompts, keep in mind that the main reason UChicago is reading these essays is to find out who you are as a person and if you'd be a good fit at their school.

The University of Chicago wants students who are passionate about learning, creative, are excited to make the most of their time on campus, and have big dreams for themselves, and the UChicago supplement questions are designed to help you show these sides of yourself to the school.

For the "Why UChicago?" prompt, you'll want to show the school why you want to go there, why you think you're a good fit for the school, and how UChicago will help you achieve your goals during college and beyond.

For the extended essay, you can (and should) be more creative. These UChicago essays are more "out there," and in your response, you should show your personality and passion for learning.

For both University of Chicago essays, remember to show who you are and what you're passionate about, include details about yourself and the school to help you stand out from other essays, and mention your plans and goals for the future.

What's Next?

If you want a more in-depth look how to write about Question 1, check out our guide to the Why UChicago Essay , which includes an additional sample essay along with analysis of how to answer this prompt.

Are you working on the Common App essay ? Read our breakdown of the Common App prompts and our guide to picking the best prompt for you.

If you're planning to take the SAT or ACT one last time , try out some of our famous test prep guides, like "How to Get a Perfect Score on the SAT" and "15 Key ACT Test Day Tips."

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Christine graduated from Michigan State University with degrees in Environmental Biology and Geography and received her Master's from Duke University. In high school she scored in the 99th percentile on the SAT and was named a National Merit Finalist. She has taught English and biology in several countries.

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Last updated March 28, 2023

Every piece we write is researched and vetted by a former admissions officer. Read about our mission to pull back the admissions curtain.

Blog > Essay Advice , Private University , Supplementals > How to Write the UChicago Supplemental Essays

How to Write the UChicago Supplemental Essays

Admissions officer reviewed by Ben Bousquet, M.Ed Former Vanderbilt University

Written by Alex McNeil, MA Admissions Consultant

Key Takeaway

The University of Chicago requires you to write two supplemental essays. For both, you’ll upload a separate document instead of pasting your essay into a textbox.

In this post, we’ll address the elephant in the room (those pesky, infamous UChicago prompts), and we’ll go over the best strategy for answering them.

Let’s dive in.

Prompt #1: The Quirky Prompt

First, some logistics. You’re required to choose from one of the following six prompts, and your answer should be one to two pages in length. Make sure you put your prompt choice at the top of the page!

Now for the strategy. Perhaps some of the most famous prompts in college admissions, the University of Chicago questions are well-known for being quite odd. But their quirky and intellectual spirit perfectly lines up with the learning culture at UChicago.

To show that you belong at the University of Chicago, you’ll need to choose the best prompt for you and answer it in a way that aligns with what UChicago admissions officer are looking for. It should also align with your cohesive application narrative .

Since Chicago is known for its robust intellectual culture, these essays are your opportunity to show that you belong in that culture. No matter the prompt you choose, your approach should be intellectual, creative, and even interrogative. You should show a passion for the life of the mind and a natural ability to pose and answer questions. Your unique perspective and original thought should be clear. In short, you want to show that you can hold your own in a UChicago classroom.

Let’s take a look at the prompts.

1. Was it a cat I saw? Yo-no-na-ka, ho-ka-ho-ka na-no-yo (Japanese for “the world is a warm place”). Moze jutro ta dama da tortu jezom (Polish for “maybe tomorrow that lady will give a cake to the hedgehogs”). Share a palindrome in any language, and give it a backstory.

—Inspired by Leah Beach, Class of 2026, Lib Gray SB ’12, and Agnes Mazur AB ‘09

Here, you can pick any of your favorite palindromes. You might pick one in English, or, if another language is important to you, you could find one in another language, too. Your backstory could be funny or serious. But it should definitely be thoughtful and creative. Write about the person who invented it, the situation that led to its first utterance, or even a mytholgy behind it.

2. What advice would a wisdom tooth have?

—Inspired by Melody Dias, Class of 2025

Avoid. Cliches. If you pick this one, please don’t write about a truism your admissions officer will have read a thousand times. You’ve got to have a real piece of wisdom. It can still be fun or humorous or creative, if that’s who you are. But don’t let it be generic.

3. You are on an expedition to found a colony on Mars, when from a nearby crater, a group of Martians suddenly emerges. They seem eager to communicate, but they’re the impatient kind and demand you represent the human race in one song, image, memory, proof, or other idea. What do you share with them to show that humanity is worth their time?

—Inspired by Alexander Hastings, Class of 2023, and Olivia Okun-Dubitsky, Class of 2026

You can take this essay in so many different directions. You can take a more intellectual approach and choose something about which you are an expert. You could use the prompt as an opportunity to exhibit a particular passion for art, music, math, or more. Or you could take a more creative approach and choose something a bit unconventional. As you’re deciding how to answer the prompt, you can think about which areas of your application need bolstering. Is your application STEM heavy so you want to show a bit of your humanities background? Are you missing a little personality, so you want to say a bit about your interest in art? Figuring out where gaps are can help give you direction.

4. UChicago has been affiliated with over 90 Nobel laureates. But, why should economics, physics, and peace get all the glory? You are tasked with creating a new category for the Nobel Prize. Explain what it would be, why you chose your specific category, and the criteria necessary to achieve this accomplishment.

—Inspired by Isabel Alvarez, Class of 2026

This prompt is maybe the tamest of the six options. Your answer could be more straightforward, too. Maybe you genuinely believe that there should be a Nobel Prize in the study of history or sociology. If you can make your case, great! Your answer doesn’t have to be quirky. It can simply be genuine and thoughtful. Of course, you can still have fun with the question, if you want. Answers like “babysitting” or “pizza making” will probably catch your UChicago admissions officer’s attention. You’ll just have to be careful to actually answer the prompt: include your explanation, the “why” behind it, and the necessary criteria. Remember that the goal of your essay is to show that you’re a good cultural fit for UChicago, so be mindful of what your answer contributes to your overall application narrative.

5. Genghis Khan with an F1 racecar. George Washington with a SuperSoaker. Emperor Nero with a toaster. Leonardo da Vinci with a Furby. If you could give any historical figure any piece of technology, who and what would it be, and why do you think they’d work so well together?

—Inspired by Braden Hajer, Class of 2025

What do you notice about the examples at the beginning of the prompt? They’re all funny and totally out of left field. They’re pairings of famous people with some of the most random objects you can think of. If you want, you can take that formula and run with it: pick your favorite historical figure, then pick a random object that is memorable and humorous but that you can also make a good argument for. Alternatively, you can take the opposite approach. Pick a piece of technology you want to write about, and then match it up with a historical figure that makes for an interesting story. Your essay can show creativity, humor, ingenuity, critical thought, and more.

6. In the spirit of adventurous inquiry, pose your own question or choose one of our past prompts. Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun.

This option is the most bold. If it’s good enough, you may even inspire future prompts. But if you’re going to take the risk, you’ve got to go big. Your prompt should be one that’s truly thought provoking and original. Study current and past prompts to get the tone right. You’ll want to write several drafts of the prompt to get the wording just right. Run it by your friends, loved ones, and teachers to get feedback. And once you have the prompt, your essay will have to match it in quality and level of thought. Good luck!

Prompt #2: Why UChicago

After answering your odd prompt, you’ll quickly shift back into a standard “why us” essay with this next prompt.

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

As with any “why us” essay, you’ll want to start with some research. Look into academic and campus life. Reflect on UChicago’s values, mission, and motto. Do in-person or virtual information sessions or campus tours, and go down any rabbit holes that call to you. In particular, spend time looking at courses, faculty, student research, clubs and organizations, communities you align with, educational atmospheres that are appealing, and interesting research or internship opportunities.

Once you’ve figured out what you like about UChicago, return to the question at the center of the prompt: how does it “satisfy your desire for a particular kind of learning, community, and future?”

One part of this prompt that students often neglect is the “your own wishes” detail. Your essay shouldn’t just be about UChicago—it should be about why UChicago and you are a good mutual fit!

So in your essay, lay out your own wishes—your goals, hopes, and plans—and describe the specific parts of the University of Chicago experience that will help you fulfill those wishes. It’s all about showing fit.

And you’re off! It’s time to start your UChicago essays. I know these are some of the most daunting ones, but relax and have some fun with them. If you haven't already, be sure to check out our post on the University of Chicago Common Data Set and our How to Get into University of Chicago guide. And if you find yourself needing more essay support, you can always look to the Essay Academy, our digital college essay course that covers everything you could ever want to know about college essays.

Liked that? Try this next.

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UChicago Essay Examples (And Why They Worked)

The following essay examples were written by several different authors who were admitted to University of Chicago and are intended to provide examples of successful UChicago application essays. All names have been redacted for anonymity. Please note that CollegeAdvisor.com has shared these essays with admissions officers at University of Chicago in order to deter potential plagiarism.

For more help with your UChicago supplemental essays, check out our UChicago Essay Guide ! For more guidance on personal essays and the college application process in general, sign up for a monthly plan to work with an admissions coach 1-on-1.

Question 1 (Required; Choose one) How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

When I visited UChicago, a friend invited me to step into her Comparative Literature class: Monstrosity and the Monstrous. Desperate for refuge from the cold (as a Bay Area resident, I hadn’t packed for the Chicago winter), I quickly obliged. I expected to silently observe, but when I mentioned that I’d read Antigone , her professor was thrilled–he immediately invited me into the discussion. For an hour and a half, we weighed the pros and cons of civil disobedience: did Antigone’s actions permanently destabilize Thebes, and in the modern day, when does protesting against a government cross the line? Was Antigone justified in interpreting the will of the gods? And, if so, would Sophocles support pardoning well-intentioned criminals? Beyond the enthralling analysis of the play, I was captivated by the spirit of UChicago: a campus that invites everyone (including a loitering high school student) to contribute and develop their ideas.

Now, it’s surreal to imagine taking “The Economics of Crime” from someone as renowned as Professor Levitt (I’ve been a fan since reading Freakonomics ) and staying after class to clarify the finer points of the latest Freakonomics podcast (I particularly enjoyed “Speak Softly and Carry Big Data,” on using data analysis to perfect foreign policy decisions). I hope to add to UChicago’s legacy of pushing the boundaries of our economic understanding by participating in undergraduate research, and perhaps put my findings to use through crafting social policy for the Harris School’s Public Policy Practicum. Prior to graduating, I’ll sample tastes of future careers through the Fried Public Policy and Service Program or the Trott Business Program. Simultaneously, as someone who enjoys conversing and respectfully challenging ideas, I look forward to immersing myself in the Core Curriculum and obtaining a strong foundation of knowledge. Above all, I appreciate that UChicago teaches students how to think, encourages dialogue, and prompts students to question norms.

Beyond an unparalleled education, UChicago boasts an incredible student body. Whether it’s over $1 milkshakes, at a desk beneath the stunning glass dome of the Mansueto library, or over a game of pick-up basketball, students at UChicago have a reputation for cultivating the most interesting conversations, both miscellaneous and profound. I hope that culture will only intensify within groups like the student government, Muslim Student Association, or the (undefeated) Model United Nations team. Though I look forward to Scav, the prospect of another scavenger hunt is even more enticing; over the next four years, my peers and I will discover the impact we intend to have on the world. Whether I end up delving into politics, finance, or the nonprofit sector, I know UChicago will guide me through that process–more importantly, as a member of a campus of visionaries, I hope to learn how I’ll change any field I enter. I look forward to four life-changing years–this time, with a warm winter coat.

Why this UChicago essay worked, from an ex-admissions officer

The author of this essay did a great job highlighting their familiarity with the faculty’s research and the university’s traditions. In doing so, admissions officers know that this student conducted the necessary research and is not solely interested in the university based on its rankings and reputation but rather the intangibles- the things that set UChicago apart, from other colleges/universities.

A few days ago, I had the pleasure of visiting UChicago’s campus. What I found was exactly what I’d hoped for: an absurdly specific and drawn-out debate over which poem was better, The Iliad, or The Odyssey.

It happened in a dorm. After my official tour, a good friend of mine, Lizzie, who I’d met two summers ago on a writer’s retreat offered to show me around campus. The insider tour: coveted by many, enjoyed by few. As we were leaving the common space on her floor in Max P., we were discussing our respective class schedules. We came to find that we were doing similar coursework with regard to Classical studies, and with a simple groan at my mention of the adventures of Achilles in Ilion, the battle began.

Quickly, I found myself drawing my spear—the initial jab: “The portrayal of Odysseus in The Odyssey is lackluster and inconsistent with prior descriptions at best.”

She dodged, “Maybe, but The Iliad is just a bunch of gore. I want a real story.” The phalanxes were starting to form; war cries echoing, bouncing off doors which held the empty beds of students wintering at Mansueto, I stopped.

“Listen,” I said, with a ring reminiscent of a sword being gloriously drawn from its sheath. “Homer may not have even been the mind behind much of The Odyssey . On top of that, how do you reconcile Odysseus’ supposed military genius spanning ten years with his seemingly cavalier attitude towards his men’s safety on the voyage home?” In turn, she threw her arms up with a sigh of exasperation—a shield, a deflection.

“Maybe, but Achilles’ melodramatic fits aren’t worth reading. If I wanted to witness overwrought pouting, I’d go find a four-year-old. Besides, an inconsistency doesn’t damn a story to the pits of inadequacy.”

Round and round we went, like Achilles and Hector around the city of Ilion, neither of us gaining an inch, and neither of us drawing nearer escape. But then, for us, escape wasn’t the point, was it? It was the chase. The Iliad would have been far less exciting had Achilles settled for glory, fought for Agamemnon, and killed Hector immediately. Likewise, The Odyssey is nothing but a story of a journey, and therefore wouldn’t have a leg to stand on without the chase. From my point of view, this is what UChicago is all about—the chase; the journey—the questions asked and examined, not only those answered. Lizzie and I never came to a conclusion about which poem is better (thankfully we could agree that The Aeneid was objectively well written, and well told), but we had a riveting, impassioned conversation on a dime. My favorite part of this? It happened on the way to her Physics discussion.

That’s why I love UChicago; this is what I crave. The perpetual hall pass to unapologetically geek out with fellow cats whom curiosity didn’t kill, but strengthened. To walk by the chapel, and hear the bells playing Kiss the Girl, to sit in the Reading Room and write, to marvel at the marketing genius behind the naming of Grounds of Being ; to have conversations with poetry nerds, language lovers, people who can rant about the beauty of the C7 chord or the curvature of a parabolic function. I can only see myself in a place that emphasizes interdisciplinary studies, that offers a slew of majors, minors, and career courses—that not just allows, but encourages exploration—that finds its students discussing Homer on the way to a physics class. I would not be able to function without the camaraderie that comes with the $1 shake, or the friendships born of mutual vitriol at the notion of their disappearance. This community is not tied, but melded together—one that challenges, one that nips stagnancy in the bud. So, paint me maroon and point me towards Axelrod; I’m ready to join this Odyssey-loving, manhole-cover-thieving, Royal Tenenbaum-esque family.

In this essay, the writer connected her seemingly random conversation with a friend to the interdisciplinary focus of the university and the ways in which, others challenge her views. Oftentimes, when we think of a college education- there is so much focus on the rankings, reputation, and major, career opportunities, return on investments, and salary– all of which, are very important; however, one could argue that that true purpose of college is to challenge yourself, to step outside of your comfort zone, meet new people and challenge others as well. This writer understands those values are paramount to an education at UChicago. The admissions officer reading this essay, knows this student will thrive at UChicago, but most importantly, this student will leave UChicago in a better place than where they found it by challenging those around them.

Question 2: Extended Essay (Required; Choose one)

Editor’s Note: The UChicago supplemental essays change each year, as the University is known to reach out to newly admitted and current students for essay prompts. These are examples of previous successful approaches to essay prompts.

2017-2018 UChicago Essay Prompt

What’s your armor.

I won’t knock on wood for luck if the wood isn’t demonstrably pure as the waters of the Piscine Molitor. When I say I won’t, I don’t mean that I will knock on a table, or a bench occasionally through gritted teeth if I’m in dire need of cosmic intervention, no, I mean I will not, under any circumstance, on a train, a plane, or even in Spain, knock on anything other than natural, uncoated in any way, wood. I recognize the scientific irrationality, not just of superstitions, but of being picking nits within a particular superstition. I have my reasons.

Two years ago, while scrolling through my Instagram feed, I stumbled across a disconcerting “fact” that probably wasn’t a fact . The post asserted that more than ninety-percent of all wooden tables, benches, chairs, etc are not, in fact, strictly wooden. Rather, they are a mix of synthetic materials and wood. Granted, in most cases, the synthetic is likely just a coat of protective varnish, but you see, that tarnishes the product for the superstitious. It was a moment of earth-shattering ramifications. In a matter of three seconds, I questioned every bit of trust I’d ever placed in the universe. It all seemed futile, meaningless. Now, I’m not knocking on wood, I’m knocking on wood that has been coated once, twice, ninety-six times with preservative varnish. At that point, it’s just a synthetic graveyard with a foundation of wood. There is no luck to be found in an ungodly cemetery of bones like that. I might as well knock on glass, or grass, or a plastic container. It surpasses trivial in the scheme of things, but imagine I were to have something especially important looming, something that has the potential to frame the context of the rest of my life, something like college applications. Why would I take a chance on something that merely resembles pure wood for luck? I wouldn’t. I’d run straight outside, find the nearest tree (the only real guarantee), and knock until my knuckles resembled shredded calf-liver. It’s really not worth the risk.

Why does it even matter, though? Who, and/or what enforces frivolous matters like outdated pseudo-religious compulsions? I like to imagine that there is a being in charge of each superstition, both the common and obscure. The Being of Repetition would oversee all attempts to cheat one’s destiny by uttering a word thirty-seven times, the Being of Self-Induced Discomfort would superintend those who hold their breath while they cross bridges or drive past cemeteries, and the Being of Sylvan Knocks would assure that not a single soul who bops their knuckles on a tarnished, synthetic-wood abomination receives their prize of favor. This being watches and keeps tabs on those foolish enough to put their faith in the preternatural equivalent of fool’s gold, and shames them by leaving their worlds deservedly unaltered. However, those who are devoted enough to search out the nearest tree and give it a few raps for good measure, will find magnificent rewards from their generous karmic sugar daddy. Call me a purist, call me ridiculous, but I’m convinced that this is the indisputable truth.

So convinced, in fact, that those closest to me have picked up on my idiosyncratic neurosis. I’ve been lucky enough to enjoy the friendship of observant souls, one of whom, named Jack, happens to be a skilled woodworker. Upon confessing to him my cognitive dissonance of being vehemently non-superstitious, while also controlled like a marionette by this irrational belief, he took it upon himself to, at the very least, ease the inconvenience of finding a tree in my panic. He gave me a teardrop-shaped, knuckle-sized piece of pure wood. Not just that, but he put a small hole in it so that it would fit on my keychain. I carry it everywhere. I give it a little knock every now and then just for the extra luck. Knowing that no matter the place, no matter the scenario, I’m always in the good graces of the Being of Sylvan Knocks means that I never again have to add “find a tree” to my mental to-do list. It means release—means freedom.

Maybe one day I’ll get over my manneristic malady, but until that day comes, I’ll keep carrying my teardrop everywhere I go, and hope that Jack never tells me that my charm is anything less than Piscine pure, unadulterated luck. Knock on wood, right?

2013-2014 UChicago Essay Prompt:

The mantis shrimp can perceive both polarized light and multispectral images; they have the most complex eyes in the animal kingdom. human eyes have color receptors for three colors (red, green, and blue); the mantis shrimp has receptors for sixteen types of color, enabling them to see a spectrum far beyond the capacity of the human brain. seriously, how cool is the mantis shrimp:  mantisshrimp.uchicago.edu . what might they be able to see that we cannot what are we missing.

The red and purple hues of the sunset warm the chilly summer evening; the soft pastels blend perfectly under my fingers to emanate the photograph; each Van Gogh and Renoir mesmerize me as I creep through the brightly lit museum. Photographs and paintings capture the beauty that we see with our eyes. Our almighty sense of sight allows us to be immersed by the extraordinary, but at the same time, it hinders us.

Although breath-taking to witness, the mantis shrimp, majestic as a unicorn or narwhal from the outside, relates more closely to a soul-sucking dementor. Its mighty claws enable it to chomp nearby prey instantaneously. Is it possible that the violent behavior of a mantis shrimp is related in someway to its heightened abilities of sight?

Segregation, discrimination, isolation; so many “tion”s can be attributed to our sense of vision. In elementary school, the concept of being popular is already engrained in our minds. As a first grader, I got my first glimpse of this when a girl was forced to tell her best friend that they couldn’t hang out anymore because she “wasn’t cool enough.” And what deems someone to be popular? Of course, attitude and self-confidence are key, but popularity is equally derived from having the newest backpack and sparkly shoes that light up with each step. In the 1940s, having “the look” meant blonde hair and blue eyes with the emanating threat of concentration camps and execution. America, the land of the free, cannot forget its very own history of segregation that nearly split the nation in two. People were belittled and harassed due to the color of their skin. Throughout history, mankind has associated superiority with skin color and race. Our sense of sight has limited us oftentimes to fixate on seeing instead of understanding.

The kaleidoscopic exoskeleton of the mantis shrimp indicates its very own evolutionary emphasis on beauty. Why else would one attempt to look so radiant if not to mate and produce heirs? I would probably be pretty picky too if I had such a powerful pair of eyes—fixating on each segment, each tentacle, each antenna. Over the centuries, the selectivity of the mantis shrimp possibly eliminated less attractive members from the gene pool. It never thought “Oh well, maybe she has a nice personality and a good sense of humor.” In a world of plastic Barbie dolls and glossy magazine covers, I would hate to see an even greater emphasis on aesthetics.

As a child, I read A Wrinkle in Time and journeyed to the planet Ixchel where Madeline L’Engle’s fictional character Meg tries to explain the concept of seeing to a creature with no eyes. In response the beast states, “We do not know what things look like, as you say… We know what things are like. It must be a very limiting thing, this seeing.” As a child, I pondered the difficultly of explaining sight to someone incapable of it and all the words that a person wouldn’t understand—light, dark, colors, shades. When I initially read this prompt about the mantis shrimp, I was reminded of this passage. The difficulty of imagining all that the mantis shrimp can see is possibly just as difficult as it is for someone who is blind to imagine the red of a robin’s belly, the illustrious light blue sky, or the shades of skin tones. I was originally perplexed by the idea that seeing can be “a very limiting thing.” Over half a decade later, as I reread Madeline L’Engle’s words, I find the truth in this phrase. We do not need sight. It is convenient being able to color coordinate files and match shoes with shirts, but the ability to see can often overpower our other senses. We judge and make first impressions by the way a person dresses, often neglecting what that person says or thinks or knows.

Perhaps the mantis shrimp’s eyes allow it to see further than our color spectrum, into infrared, ultraviolet, or radio waves. Maybe this allows it to see its predators inching closer before they devise an attack. The shrimp’s vision could possibly replace its sense of feeling and hearing—observing sound waves in the wavy, salty sea or having thermal imaging abilities. However, the extent to its abilities is far greater than we can perceive. It would be impossible to imagine the full capabilities of the mantis shrimp without having a “Freaky Friday” moment and switching brains. As humans, we have become too accustomed to our perception of superiority that it is difficult to imagine abilities greater than our own. What we lack, we attempt to compensate for with technology and scientific advancements. We have escaped the mentality of our cavemen and cavewomen ancestors—scavenging for food and hiding from predators. Machine guns and others weapons of mass destruction have given humans the mindset that we are on the top of the food chain.

The short novel Flatland by Edwin A. Abbott was enforced upon my Geometry class over spring break. Although initially a lesson about the multiple dimensions, Flatland also explores the challenge of explaining higher realms to those who cannot experience it. The king of Pointland is so narrow-minded and insular that he refuses to believe that there are objects larger than he is. When confronted with a square, all he sees is another point. As humans, our abilities are limited as well. We do not have the innate skills of the mantis shrimp with its sixteen receptors; however, centuries of innovation have made us inept to fully perceive the skills we are incapable of.

The mantis shrimp can see a greater spectrum of rays and waves and possibly some great unknown, but perhaps, it is better that its abilities remain a mystery. At this time, we are probably not ready for such visual capabilities; our current ones have already proven to be overbearing. Maybe the best things in life are not meant to be seen because they must be felt or understood.

These UChicago essay examples were compiled by the advising team at CollegeAdvisor.com . If you want to get help writing your UChicago application essays from CollegeAdvisor.com Admissions Experts , register with CollegeAdvisor.com today.

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UChicago Supplemental Essays 2024-25 – Prompts and Advice

July 8, 2024

UChicago has long been known for its “provocative” essay prompts, viewing them as a chance for “students to talk about themselves, their tastes, and their ambitions.” The University of Chicago admissions committee invites you to approach the UChicago supplemental essays with “utter seriousness, complete fancy, or something in between.” While writing this “uncommon essay” sounds like a real lark, we have to keep in mind the sobering facts that UChicago admits just 4% of applicants, and the mid-50% SAT range of those who enroll is 1510-1560. This level of competition places the UChicago essay prompts squarely in the spotlight.

(Want to learn more about How to Get Into UChicago? Visit our blog entitled:  How to Get Into the University of Chicago: Admissions Data and Strategies  for all of the most recent admissions data as well as tips for gaining acceptance.)

When applying to an institution like the University of Chicago that rejects 19 of every 20 applicants, you’ll need to put maximum effort into every area of the application, including the two UChicago supplemental essays. Below are UChicago’s supplemental prompts for the 2024-25 admissions cycle along with our advice for composing a winning essay.

UChicago Essay Prompts – Question 1  (Required)

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

For the absurd level of uniqueness in the prompt choices in Question #2, Question #1 is as common as they come—the good ol’ “Why Us?” essay, Chicago style!

How to write a winning “Why University of Chicago?” essay

• Specify how you will take advantage of UChicago’s endless resources, both inside and outside of the classroom.
• Cite specific academic programs, professors, research opportunities, internship/externship programs, study abroad programs, student-run organizations, etc.
• Show evidence of how your past/current endeavors will carry over onto the University’s campus community.
• Lastly, note any special talents and passions that you bring to the University of Chicago.

Examples of items to include in a “Why UChicago?” essay

Examples of items that quality “Why UChicago?” essays may touch upon include:

• Two-thirds of UChicago professors live in Hyde Park, making for a particularly cohesive campus.
• 80% of undergrads elect to participate in undergraduate research .
• Additionally, the quarter system allows students to explore a greater number of courses each year in a more in-depth manner.
• 85% of UChicago classes enroll fewer than 25 students.
• The school has 160+ research centers, institutes, and committees.

UChicago Supplemental Essays (Continued)

• Many students win Rhodes, Marshall, and Fulbright Scholarships after graduation.
• The Jeff Metcalf Internship Program also offers 3,500 paid internships.
• UChicago has 450 student organizations .
• The university sponsors 66 study abroad programs in 31 cities ; many include chances to study with UChicago professors around the globe.

Of course, these are just a small sampling of the thousands of possible features that could be part of a successful essay, but we hope this helps your brainstorming session take flight!

Question 2: Extended Essay (Required; Choose one)

Before offering a few words about how one might address each of the following prompts, we want to stress to future UChicago applicants that there is no right way to talk about color-infused expressions, demoted planets, or Fermi estimation problems. What matters is that your response to any of the following prompts demonstrates your excellence and creativity as a writer. If the first five prompts don’t appeal to you, there is no downside in constructing your own via option #6.

University of Chicago Supplemental Essays

Essay option 1.

We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents.

An applicant can quite easily take this in a very serious or seriously humorous direction. Our only suggestion is that your rule doesn’t include the phrase, “If it’s yellow, let it mellow.” Or, it can. This is the UChicago supplemental section. Anything goes. Get weird.

Essay Option 2

“Ah, but I was so much older then / I’m younger than that now” – Bob Dylan. In what ways do we become younger as we get older?

As with all UChicago questions, you can take this in a serious or off-the-wall direction. For example, as we get older, many of us need additional physical and/or mental support, similar to young children. Alternatively, we may adopt a “younger” attitude as we get older, perhaps not caring as much about what others think about us, or vowing to live life more spontaneously. Or, you could get a little wild and talk about how the version of yourself in any given photograph will seem younger and younger the older you get. Overall, if ruminating on Bob Dylan lyrics appeals to you, knock yourself out. If not, keep moving down the list of prompts…

Essay Option 3

Pluto, the demoted planet. Ophiuchus, the thirteenth Zodiac. Andy Murray, the fourth to tennis’s Big Three. Every grouping has something that doesn’t quite fit in. Tell us about a group and its unofficial member, why (or why not) should it be excluded?

A few years back, UChicago offered a prompt for imagining that the moon was made of cheese or Neptune from soap. To that prompt, we advised that it didn’t matter if you wrote about a quasar made of Jergens Enriching Shea Butter or Jupiter’s moons constructed from Bored Ape NFTs—your imagination and writing ability are what matters here. The latter half of that advice remains applicable to this prompt. There are an endless number of interesting groups that may be worth unpacking, so if you happen to have one in mind, go wild. The explanation will be far more important than the group itself.

Essay Option 4

“Daddy-o”, “Far Out”, “Gnarly”: the list of slang terms goes on and on. Sadly, most of these aren’t so “fly” anymore – “as if!” Name an outdated slang from any decade or language that you’d bring back and explain why you totally “dig it.”

If you, as a ridiculously busy applicant, have time to spare, this is a pretty fun prompt to ponder. The only downside is that—since this is so specific— you may not be able to reuse your composition for any other college to which you are applying. That said, if you’ve always felt called to muse about the near-constant use of “Booyah” in the ’90s or reflect on a Spanish slang word from the 70s that your grandmother still says on a regular basis, your day has come.

Essay Option 5

How many piano tuners are there in Chicago? What is the total length of chalk used by UChicago professors in a year? How many pages of books are in the Regenstein Library? These questions are among a class of estimation problems named after University of Chicago physicist Enrico Fermi. Create your own Fermi estimation problem, give it your best answer, and show us how you got there.

This essay affords applicants a chance to flex their intellectual muscles and show off a talent for navigating complex answers. As illustrated in the built-in examples, the estimation problems may be straightforward (number of book pages in a library) or zany (total length of chalk used in a year). Your explanation of how you arrived at your answer is where the real creativity comes in.

Essay Option 6

And, as always… the classic choose your own adventure option! In the spirit of adventurous inquiry, choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you elect to go with an archived prompt, you can locate some past entries around the internet such as here and here . There are also a number of past prompts listed directly on the UChicago admissions website . A good number of applicants we have worked with avail themselves of the flexibility offered by this restriction-free offering.

How important are the UChicago essay prompts?

The University of Chicago lists six factors as being “very important” to the admissions committee and the essays are among them. In addition to the essays, UChicago most heavily weighs the rigor of your secondary school record, recommendations, extracurricular activities, talent/ability, and character/personal qualities. Clearly, the Common App and supplemental essays are among the most important considerations for the University of Chicago in its decision-making process.

UChicago Supplemental Essays – Personalized Assistance

Lastly, if you are interested in working with one of College Transitions’ experienced and knowledgeable essay coaches as you craft your UChicago supplemental essays, we encourage you to get a quote  today.

Ready to start working on your essays? You might consider checking out the following:

• Common App Essay Prompts
• 10 Instructive Common App Essay Examples
• College Application Essay Topics to Avoid
• How to Brainstorm a College Essay
• 25 Inspiring College Essay Topics
• “Why This College?” Essay Examples
• How to Write the Community Essay
• College Essay

Dave Bergman

Dave has over a decade of professional experience that includes work as a teacher, high school administrator, college professor, and independent educational consultant. He is a co-author of the books The Enlightened College Applicant (Rowman & Littlefield, 2016) and Colleges Worth Your Money (Rowman & Littlefield, 2020).

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UChicago Prompts Out for 2016-2017

• Post author By Top Tier Admissions
• Post date June 17, 2016

UPDATE: Aug. 9th

University of Chicago Adds Early Decision 1 and Early Decision 2

Chicago once again has shaken things up, introducing ED I and ED 2 along with their traditional early action program.

• As of a couple of weeks ago, Chicago now has ED1 November 1 (and ED2 January 1) in addition to Early Action November 1. SAT and ACT scores are now self-reported at first, same as APs. Of course, if you are admitted you have to send an official score report, but this seems sensible—why penalize the 90% who aren’t admitted with score report fees?

College Essays Count!

Here they come!!!  College’s supplemental  essay prompts are starting to be released with The University of Chicago leading the charge. Two supplement prompts have been posted, one of which is required and the other optional.

Question 1 (Required):

• How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

Question 2 (Optional):

• Share with us a few of your favorite books, poems, authors, films, plays, pieces of music, musicians, performers, paintings, artists, blogs, magazines, or newspapers. Feel free to touch on one, some, or all of the categories listed, or add a category of your own.

U Chicago has become known for their quirky essay prompts, generated each year by current students.  This year their six extended essay prompt options don’t disappoint. Students must choose one of the six which range anywhere from creating your own idiom and telling of its origin to describing something vestigial and providing an explanation for its existence. They are:

Essay Option 1. What is square one, and can you actually go back to it? —Inspired by Maya Shaked, Class of 2018

Essay Option 2. Once, renowned physicist Werner Heisenberg said: “There is a fundamental error in separating the parts from the whole, the mistake of atomizing what should not be atomized. Unity and complimentarity constitute reality.” Whether it’s Georges Seurat’s pointillism in “A Sunday on La Grande Jatte,” the 1995-96 Chicago Bulls, quantum physics, or any other field of your choosing, when can the parts be separated from the whole and when can they not?—Inspired by Ender Sahin, Class of 2020

Essay Option 3. The ball is in your court—a penny for your thoughts, but say it, don’t spray it. So long as you don’t bite off more than you can chew, beat around the bush, or cut corners, writing this essay should be a piece of cake. Create your own idiom, and tell us its origin—you know, the whole nine yards. PS: A picture is worth a thousand words. —Inspired by April Bell, Class of 2017, and Maya Shaked, Class of 2018 (It takes two to tango.)

Essay Option 4. Alice falls down the rabbit hole. Milo drives through the tollbooth. Dorothy is swept up in the tornado. Neo takes the red pill. Don’t tell us about another world you’ve imagined, heard about, or created. Rather, tell us about its portal. Sure, some people think of the University of Chicago as a portal to their future, but please choose another portal to write about. —Inspired by Raphael Hallerman, Class of 2020

Essay Option 5. Vestigiality refers to genetically determined structures or attributes that have apparently lost most or all of their ancestral function, but have been retained during the process of evolution. In humans, for instance, the appendix is thought to be a vestigial structure. Describe something vestigial (real or imagined) and provide an explanation for its existence. —Inspired by Tiffany Kim, Class of 2020

Essay Option 6. In the spirit of adventurous inquiry, pose your own question or choose one of our past prompts . Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun.

Whether you are writing your Common App essay or going after supplements, keeping admissions officers interested and engaged and letting the know how you think is key.  Here are some of our tips for doing so:

Top Tier’s Top Quick and Easy Essay Tips

• Demonstrate who YOU are outside of your grades and test scores through your writing.
• Choose Your Words Carefully.
• Most college essays have a word limit which means you need to carefully consider every word you enter into the Common Application, whether for a main essay, a supplement, or a why essay, etc.
• Use ACTION Words In Your Writing.
• Admissions officers want to read about the action you’ve taken, the progress you’ve made, the work you are doing, the scholarly evidence you offer –so action words are key!
• Use a Great Opening Hook.

BAD HOOKS: 

• I had no idea how poor people in Africa were until saw them when I went on safari in Kenya last summer.
• College holds vast potentialities for the optimization of my intellect and ability to succeed in the personal financial arena.
• I was up late last night trying to figure out what to write for my college essay when the idea finally hit me!

GOOD HOOKS: 

• I am my own favorite fictional character.
• Every October, the dry winds arrive, the sky clears, and at night the hills above my house cut a black profile against the stars.
• I first got into politics the day the cafeteria outlawed creamed corn.

Get To Work

Use your summer wisely – start working on your essay(s) NOW so they can be fine-tuned for submission. Keep posted as we’ll be posting  more school’s supplements and plenty of college essay writing tips as the summer progresses.

Need help now? Check out our Essay Guidance Program ; you won’t be disappointed.

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How to Write the UChicago Supplemental Essays 2020-2021

Padya Paramita

July 8, 2019

A Guide to the UChicago Supplemental Essays 2020-2021

You probably already know that admission into the University of Chicago, with its acceptance rate of only 7.9%, is far from guaranteed. But as you gear up to apply, you might get further thrown off by the essays you have to write. Alongside the required classic “why UChicago” question, this highly selective school also presents you with some rather unusual prompts in the UChicago supplemental essays 2020-2021 .  

You don’t expect to see references to Costco or Harry Potter when you’re getting into the mindset for convincing admissions officers why you’re a good fit for a school, and yet these have been part of past UChicago prompts. It goes without saying that UChicago’s quirky prompts aren’t your typical supplemental essay questions. But despite their unique nature, the goal of the university is the same as any other school -  to understand your perspective, to get a sense of your goals, and determine whether your values align with those that UChicago looks for in its students. To guide you through each of the prompts, I have outlined the questions, how to go about tackling them, and more tips to help you write the UChicago supplemental essays 2020-2021 .

The UChicago Supplemental Essays 2020-2021

UChicago prides itself on its thought provoking supplemental essay prompts. Use these as an opportunity to introduce yourself, what you’re passionate about, and your ambitions and goals. Although there is no set word limit for any of the prompts, InGenius Prep counselor Natalia Ostrowski, who worked as the Assistant Director of Admissions at UChicago, recommends that you limit the first essay (“Why UChicago”) to a page (double spaced in 12 point font). The second essay - the more weird and unusual one of the two - should be about two pages, double spaced and in 12 point font. 

The voice in your essay can be serious, you can let your creativity completely loose, or you can find an in-between take on any issue you’re writing about. According to Natalia, “UChicago admissions officers want to see how you connect ideas and get a front-row view into your critical thinking, intellectual curiosity and excitement for knowledge.” 

So without further ado, let’s go through all of the prompts - including each of the odd ones - for the UChicago supplemental essays 2020-2021, and ways you should dissect and answer them:

Question 1 (Required)

How does the University of Chicago, as you know it now, satisfy your desire for a particular kind of learning, community, and future? Please address with some specificity your own wishes and how they relate to UChicago.

Although there is no strict word limit on this “why UChicago” essay, don’t go overboard with what you like about the university. Admissions officers already know it’s a great school. How do you narrow down what you love about the college? Well, look at the question for hints. The question asks that you elaborate on how UChicago can help meet your needs when it comes to the following:

When reading your response to this question, admissions officers are looking for whether you’ve done your homework on UChicago to determine how much you’d fit into the college. Below are a few questions that Natalia suggests you ask yourself to brainstorm for this essay:

• Why is the Core important to you? (And don’t just copy/paste what you wrote for Columbia and vice versa — they’ll know) 
• What specific majors are you interested in and why? 
• Has it always been your dream to work with [ insert professor here ] or study abroad in [ insert location here ]? Why? 
• Which activities are you excited to contribute to? Why do you want to be a Maroon (yes, UChicago has sports!)?

Emphasize the community aspect - how do you hope to find your people on campus? Is it 

the opportunity to participate in student organizations such as Humor Magazine or the intramural wiffleball team that call out to you? Or are you keen to explore Chicago’s Revival Community Improv Theater within walking distance of the college? You might want to continue your community involvement work from high school by participating in the Neighborhood Schools Program, The Civic Knowledge Project, or one of the college’s several organizations that help give back to the greater Chicago community. 

Since you have space, you can provide context on who you are, your passions, and the kind of values you hope to bring to UChicago. Whatever you choose to write about, make sure you prioritize what you’re looking for from your college experience and how UChicago is the ideal place to explore these interests or goals. Show admissions officers that you have done your research and can convincingly argue for your place at the school, clearly outlining the parts of campus you wish to commit to.

Question 2: Extended Essay (Required; Choose One)

Now we get to the more peculiar essays. At first - and even second or third glance - these questions are out of the box in comparison to other schools’ supplemental essays. But where do you even start? Natalia affirms that, “Admissions officers want to see how your brain works. It doesn’t matter what you write about or which question you answer — your ideas and how you write about those ideas is what matters.” 

She also adds that from your essay, “Admissions officers will be able to have a glimpse of who you might be in the classroom, or when you’re deep in discussion in the dining halls or dorms, or walking through the snowy Harper Quad on your way to get some hot chocolate at Hallowed Grounds.” 

The takeaway for admissions officers reading your UChicago supplemental essays 2020-2021 should be to understand what makes you tick and how you are going to contribute to the community. This is the goal you should keep in mind throughout your writing process.

Essay Option 1

Who does Sally sell her seashells to? How much wood can a woodchuck really chuck if a woodchuck could chuck wood? Pick a favorite tongue twister (either originally in English or translated from another language) and consider a resolution to its conundrum using the method of your choice. Math, philosophy, linguistics... it's all up to you (or your woodchuck).

—Inspired by Blessing Nnate, Class of 2024

This is one of the most open-ended questions among the UChicago supplemental essays 2020-2021 , because with a convincing enough argument, you might just be able to sway admissions officers to believe - or not - that a certain tongue twister has an answer that we might not have thought about before. Here are some tongue twisters — with questions ingrained in them — to help get you started on your brainstorm:

• Peter Piper picked a peck of pickled peppers. How many pickled peppers did Peter Piper pick?
• Can you can a can as a canner can can a can?
• She saw Sharif's shoes on the sofa. But was she so sure those were Sharif's shoes she saw?
• Which witch switched the Swiss wristwatches?
• To begin to toboggan first buy a toboggan, but don't buy too big a toboggan. Too big a toboggan is too big a toboggan to buy to begin to toboggan.

Don’t get so caught up in the tongue twister that you miss the second half of the question: “method of your choice.” Use this question to discuss your potential major or interest, because after all these are your supplemental essays. How can a certain law in physics explain if you can “can a canner?” Does the law of demand and supply in economics help answer the question of “How many pickled peppers did Peter Piper pick?” This is a great question to combine both your imagination and creativity alongside your curiosity within your academic interest.

Essay Option 2

What can actually be divided by zero?

—Inspired by Mai Vu, Class of 2024

This is another open-ended prompt. Since, unlike the last question, the college hasn’t specified that you should use an academic subject to explain your answer, your options are truly unlimited in how you choose to answer the question. This prompt isn’t one where you should bring up your academic interests unless they flow in organically. But it is a great opportunity to show your humorous side and make the admissions officers laugh.

You can reflect on a real-life incident that occurred that helped you have a certain realization, or you can be more hypothetical and come up with your own math problem. Whatever you choose, it’s crucial that you explain why you’ve drawn a certain conclusion. What does “being divided by zero” mean to you? Why do you believe X object cannot actually be divided by zero? Since there are no specifications, you can use a concrete object such as chairs, or a more abstract example, such as happiness or grief.

Download Every Supplemental Prompt Here!

Essay option 3.

The seven liberal arts in antiquity consisted of the Quadrivium — astronomy, mathematics, geometry, and music — and the Trivium — rhetoric, grammar, and logic. Describe your own take on the Quadrivium or the Trivium. What do you think is essential for everyone to know?

—Inspired by Peter Wang, Class of 2022

This prompt from the UChicago supplemental essays 2020-2021 is a great place to show the school that you’re not afraid to tie everyday mundane things to academic areas. Think about how you use topics such as astronomy or grammar in daily life. To tackle this prompt, you could talk about a particular mathematical formula that you believe everyone should know. Or you could take the Trivium route and explore how grammar has evolved over time.

Remember though, that you are encouraged to get as creative as you want with these, so if you want to use examples from a language that originated in a fantasy novel or film that you enjoy, you could take that risk. This question, like prompt 1, leans in a more academic direction than the others - since it explicitly brings up fields that you’d study in school and/or college. So if you’re not a fan of creative writing, this question might be more approachable for you since the answer can be framed with a scholarly angle. Whichever approach you choose, make sure to not emphasize the question, “what is essential for everyone to know?” but rather why you believe it’s important for every single person.

Essay Option 4

Subway maps, evolutionary trees, Lewis diagrams. Each of these schematics tells the relationships and stories of their component parts. Reimagine a map, diagram, or chart. If your work is largely or exclusively visual, please include a cartographer's key of at least 300 words to help us best understand your creation.

—Inspired by Maximilian Site, Class of 2020

If you’re an artist, or a visual thinker, this could be a great prompt to attempt. Since the question doesn’t specify whether the map you create can be from a real or fictional place, you can go all out and pursue anything you like. It can be on a smaller scale — such as your neighborhood growing up, or far bigger such as the entire continent of Asia.

One factor to keep in mind is to make sure that the subject has relevance to you. Since these essays help admissions understand what makes you unique and helps them make their decision, think about how you can use your choice of map to convey an interest or goal. If you want to be a computer scientist for example, you can reimagine the map for Silicon Valley to your convenience and explain why you’ve done so.

Essay Option 5

"Do you feel lucky? Well, do ya, punk?" - Eleanor Roosevelt. Misattribute a famous quote and explore the implications of doing so.

—Inspired by Chris Davey, AB’13

This is definitely a more lighthearted prompt among the UChicago supplemental essays 2020-2021, that allows space both for creativity as well as a chance to demonstrate your interest in a particular topic. You could, for example, take a quote from The Office or a well known internet meme and assign it to someone such as Albert Einstein or Abraham Lincoln. The more important aspect of this prompt is the second half of the question: the implications of misattributing a quote. How is an industry — or even the world — impacted if someone who is reputable has their viewpoint misunderstood? 

This can be a particularly interesting topic to explore if you’re keen on English or journalism, as students applying to UChicago often are. What are the consequences of misquoting someone? Take the quote and persona you’ve chosen and imagine how the world — or a community — would be shifted if people start believing that they used an uncharacteristic statement. Analyze how such an incident can shift dynamics, through a lens that you’re passionate about, such as sociology, politics, or literature. 

Essay Option 6

Engineer George de Mestral got frustrated with burrs stuck to his dog’s fur and applied the same mechanic to create Velcro. Scientist Percy Lebaron Spencer found a melted chocolate bar in his magnetron lab and discovered microwave cooking. Dye-works owner Jean Baptiste Jolly found his tablecloth clean after a kerosene lamp was knocked over on it, consequently shaping the future of dry cleaning. Describe a creative or interesting solution, and then find the problem that it solves.

—Inspired by Steve Berkowitz, AB’19, and Neeharika Venuturupalli, Class of 2024

UChicago appreciates students who “ dig deeper, push further, and ask bigger questions ” — and this question is an effective way to demonstrate that you have the traits that the school looks for in its students. Think carefully about what you wish to cover here — there really are no limits on your topic as the prompt suggests that your solution can be creative. Don’t be afraid to think out of the box. For example, you might find the perfect answer to the question of “milk first or cereal first?” by discovering a solution that explains exactly why one is more efficient than the other. 

By explaining what the solution is — and its subsequent problem — you not only get to apply your knowledge and understanding of a topic, you get to kill two birds with one stone and convey your area of interest to the admissions officer as well. For this prompt, I’d recommend having a third party read the essay to see if the logic you’ve used in solving the problem does indeed make sense. You don’t have to be scientific at all in your explanation - you just have to convince the reader.

Essay Option 7

In the spirit of adventurous inquiry (and with the encouragement of one of our current students!) choose one of our past prompts (or create a question of your own). Be original, creative, thought provoking. Draw on your best qualities as a writer, thinker, visionary, social critic, sage, citizen of the world, or future citizen of the University of Chicago; take a little risk, and have fun!

If you don’t like any of the other options, why not look at 30 of the previous years’ questions that UChicago has provided to inspire you. The question “How are apples and oranges supposed to be compared? Possible answers involve, but are not limited to, statistics, chemistry, physics, linguistics, and philosophy” might appeal to you more than any of the new prompts for UChicago supplemental essays 2020-2021 . And that is okay. 

Note that UChicago is giving you an incredible amount of choice here by providing access to their past prompts. If you decide to go the alternative route and come up with your own question, it HAS to be good enough. It wouldn’t be the wisest decision to go with your own lame prompt with the plethora of options in your arsenal. 

While UChicago doesn’t prefer that you answer questions 1-6 rather than 7, carefully weigh your options before you decide to pick number 7. Is there nothing you might have to say for the first 6 essay questions? If that is indeed the case, and you’re willing to take the risk (and UChicago appreciates risk-takers) put your unique spin on a previous - or completely original - question!

Additional Tips for Writing the UChicago Supplemental Essays 2020-2021

Now that you’ve taken a look at the prompts for the UChicago supplemental essays 2020-2021 , here are a few tips to help your brainstorming process: 

• Standout essays for standout prompts - The prompts for the UChicago supplemental essays 2020-2021 are without a doubt, highly unique. It’s okay to feel intimidated, and you might choose a prompt which asks for a more academic-leaning response if you’re not a creative writer. While it’sfine to find an option that’s tailored towards your assets, note that other applicants will be writing all sorts of weird and highly imaginative essays. So you need to come up with something memorable and original to stand out among the competition.
• Consider multiple approaches - Each of the questions for the UChicago supplemental essays 2020-2021 have different routes you can choose. For some, such as the “misattribute a famous quote” prompt or the topic of your choice questions, you can write about anything. So don’t restrict yourself into thinking there is a right answer. While it might feel like the college may want you to answer a certain way, UChicago wants to understand your personality and background. Stay true to yourself and authentically convey who you are and the way you view the world.
• Don’t let the prompts discourage you from applying to the school - While the prompts set by the University of Chicago are definitely unusual and undoubtedly tricky, they are not impossible to answer. The school has set a standard for similarly quirky questions and hundreds of students still get in every year. So the minute you see these on the Common App, don’t be tempted to run away and remove UChicago from your school list. It’s a great school, and if you have a strong application to compete with other top students, don’t miss out on the chance just because the supplemental essays seem a little intimidating!

The UChicago supplemental essays 2020-2021 can add depth to your application and help admissions officers understand who you are and what you’re looking for from your college experience. The “why UChicago” prompt is your chance to convey how you would be a good fit at UChicago and vice versa. On the other hand, the essay question is a great component to capitalize on so that admissions officers understand your interests, creativity, and how you view the world. The task at hand might seem like a tough uphill battle, but it’s definitely not impossible. Good luck!

Tags : Uchicago supplemental essays 2020-2021 , university of chicago application essays , university of chicago essays , university of chicago , uchicago supplemental essay tips

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UChicago Supplemental Essays Session

This session will discuss how to engage with college-specific supplement questions that students are likely to encounter, using real examples to help students understand what works – and what doesn’t. Attendance at a personal statement session or familiarity with personal statement writing is encouraged before attending this session.

An uncommon approach yields creative College essays

Earlier this summer, prospective students around the globe with an interest in the University of Chicago received an email with six unusual essay topics . The writing prompts included references to Oscar Wilde, the Transformer action movies, Susan Sontag, AB’51, and physicist Werner Heisenberg. And this little gem: “So where is Waldo, really?”

The annual release of UChicago’s essay prompts has become an eagerly awaited event — an imaginative exercise that often inspires even more imaginative responses. For many students and alumni, the essay questions help define the College’s wit and sense of intellectual adventure. It’s also a communal undertaking, with the majority of topics coming from current or past College students.

“We want the students to write about things that don’t show up in a workshop on writing college essays,” said Grace Chapin, senior admissions counselor.

In famous past essay questions, students have been invited to write how they feel about Wednesday, to find the meaning in the super-sized mustard at Costco, or to invent the history of an object. One essay question was simply, “Find x.” Another asked, “How did you get caught?”

Funny, poignant, thought-provoking and deadly serious essays pour in every fall and winter. Laura Castelnuovo, a second-year from New York City, chose the essay question: “Everyone knows there are two types of people in the world. What are they?” Her answer began like this:

For centuries, one thing has divided the human population like no other: the tomato. No, I don't mean the never-used alternate pronunciation or even the settled debate of fruit vs. vegetable, I mean that in my experiences I have encountered only two types of people: those who love tomatoes and those who hate them. These Newtonian-ly equal and opposing groups can be found at salad bars and dinner tables worldwide, taking their stance. Because when that fruit is sliced, battle lines are drawn.

The essay prompts are chosen from suggestions from current students and recent alumni. More than a thousand people sent in essay questions this year. Andy Jordan, a fourth-year in economics from Doylestown, Penn., has submitted a few questions for consideration since he applied to the College. “I enjoyed writing the essay when I applied in 2008,” Jordan said. “I answered the question with an entire essay of questions.”

His prompt, “Don’t write about reverse psychology,” appeared on the list for the Class of 2016. While this didn’t earn him a free T-shirt or cash prize, he said his friends were impressed.

“A good set of essay questions will give every student a chance to let their voice shine through,” Chapin said. They supplement the Common Application essay, which usually has a broad prompt like “evaluate a significant experience, achievement, risk you have taken, or ethical dilemma you have faced and its impact on you.”

Prospective students are also asked to write an essay explaining why they want to come to UChicago, and to explain some of their favorite books or media. Add those to the “uncommon” essay question and the essay for the Common Application, and each applicant writes a total of four essays.

“We learn a lot by reading these essays,” Chapin said. “You can’t write it the day before it’s due, so we see extremely high-quality writing from the applicants.” The admissions officers read tens of thousands of essays between November and March, seeing the unique personality of each student between the generalities on the Common Application and the thoughtful and often funny essays from the supplement.  

Having found a fitting way to tackle the essays soon becomes a source of pride for the students. Hundreds of admitted students have posted their essays to the UChicago Class of 2016 group on Facebook, where they are met with encouragement and delight from fellow students. “It’s always a conversation topic during Orientation Week,” Chapin said. The shared experience lets people who have just met discuss something besides their hometown and course of study.

The tradition behind the unique essay questions is at least 30 years old. A question from 1984 invited the students to imagine themselves as astronauts on Mars, and asked them whether they would prefer to be teleported, molecule by molecule, back to earth, or to be the person running the teleporting machine.

The College Admissions office usually sees a flood of questions about the essays from applying students as their deadlines approach. This year, the officers created an instant meme for their Tumblr page with some simple advice: “Keep Calm and Study On.”

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How To Tackle The Weirdest Supplemental Essay Prompts For This Application Cycle

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Writing the college essay

How do you write a letter to a friend that shows you’re a good candidate for the University of Pennsylvania? What reading list will help the Columbia University admissions committee understand your interdisciplinary interests? How can you convey your desire to attend Yale by inventing a course description for a topic you’re interested in studying?

These are the challenges students must overcome when writing their supplemental essays . Supplemental essays are a critical component of college applications—like the personal statement, they provide students with the opportunity to showcase their authentic voice and perspective beyond the quantitative elements of their applications. However, unlike the personal essay, supplemental essays allow colleges to read students’ responses to targeted prompts and evaluate their candidacy for their specific institution. For this reason, supplemental essay prompts are often abstract, requiring students to get creative, read between the lines, and ditch the traditional essay-writing format when crafting their responses.

While many schools simply want to know “why do you want to attend our school?” others break the mold, inviting students to think outside of the box and answer prompts that are original, head-scratching, or downright weird. This year, the following five colleges pushed students to get creative—if you’re struggling to rise to the challenge, here are some tips for tackling their unique prompts:

University of Chicago

Prompt: We’re all familiar with green-eyed envy or feeling blue, but what about being “caught purple-handed”? Or “tickled orange”? Give an old color-infused expression a new hue and tell us what it represents. – Inspired by Ramsey Bottorff, Class of 2026

What Makes it Unique: No discussion of unique supplemental essay prompts would be complete without mentioning the University of Chicago, a school notorious for its puzzling and original prompts (perhaps the most well-known of these has been the recurring prompt “Find x”). This prompt challenges you to invent a new color-based expression, encouraging both linguistic creativity and a deep dive into the emotional or cultural connotations of color. It’s a prompt that allows you to play with language, think abstractly, and show off your ability to forge connections between concepts that aren’t typically linked—all qualities that likewise demonstrate your preparedness for UChicago’s unique academic environment.

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How to Answer it: While it may be easy to get distracted by the open-ended nature of the prompt, remember that both the substance and structure of your response should give some insight into your personality, perspective, and characteristics. With this in mind, begin by considering the emotions, experiences, or ideas that most resonate with you. Then, use your imagination to consider how a specific color could represent that feeling or concept. Remember that the prompt is ultimately an opportunity to showcase your creativity and original way of looking at the world, so your explanation does not need to be unnecessarily deep or complex—if you have a playful personality, convey your playfulness in your response; if you are known for your sarcasm, consider how you can weave in your biting wit; if you are an amateur poet, consider how you might take inspiration from poetry as you write, or offer a response in the form of a poem.

The goal is to take a familiar concept and turn it into something new and meaningful through a creative lens. Use this essay to showcase your ability to think inventively and to draw surprising connections between language and life.

Harvard University

Prompt: Top 3 things your roommates might like to know about you.

What Makes it Unique: This prompt is unique in both form and substance—first, you only have 150 words to write about all 3 things. Consider using a form other than a traditional essay or short answer response, such as a bullet list or short letter. Additionally, note that the things your roommate might like to learn about you do not necessarily overlap with the things you would traditionally share with an admissions committee. The aim of the prompt is to get to know your quirks and foibles—who are you as a person and a friend? What distinguishes you outside of academics and accolades?

How to Answer it: First and foremost, feel free to get creative with your response to this prompt. While you are producing a supplemental essay and thus a professional piece of writing, the prompt invites you to share more personal qualities, and you should aim to demonstrate your unique characteristics in your own voice. Consider things such as: How would your friends describe you? What funny stories do your parents and siblings share that encapsulate your personality? Or, consider what someone might want to know about living with you: do you snore? Do you have a collection of vintage posters? Are you particularly fastidious? While these may seem like trivial things to mention, the true creativity is in how you connect these qualities to deeper truths about yourself—perhaps your sleepwalking is consistent with your reputation for being the first to raise your hand in class or speak up about a cause you’re passionate about. Perhaps your living conditions are a metaphor for how your brain works—though it looks like a mess to everyone else, you have a place for everything and know exactly where to find it. Whatever qualities you choose, embrace the opportunity to think outside of the box and showcase something that admissions officers won’t learn about anywhere else on your application.

University of Pennsylvania

Prompt: Write a short thank-you note to someone you have not yet thanked and would like to acknowledge.

What Makes it Unique: Breaking from the traditional essay format, this supplement invites you to write directly to a third party in the form of a 150-200 word long letter. The challenge in answering this distinct prompt is to remember that your letter should say as much about you, your unique qualities and what you value as it does about the recipient—all while not seeming overly boastful or contrived.

How to Answer it: As you select a recipient, consider the relationships that have been most formative in your high school experience—writing to someone who has played a large part in your story will allow the admissions committee some insight into your development and the meaningful relationships that guided you on your journey. Once you’ve identified the person, craft a thank-you note that is specific and heartfelt—unlike other essays, this prompt invites you to be sentimental and emotional, as long as doing so would authentically convey your feelings of gratitude. Describe the impact they’ve had on you, what you’ve learned from them, and how their influence has shaped your path. For example, if you’re thanking a teacher, don’t just say they helped you become a better student—explain how their encouragement gave you the confidence to pursue your passions. Keep the tone sincere and personal, avoid clichés and focus on the unique role this person has played in your life.

University of Notre Dame

Prompt: What compliment are you most proud of receiving, and why does it mean so much to you?

What Makes it Unique: This prompt is unique in that it invites students to share something about themselves by reflecting on someone else’s words in 50-100 words.

How to Answer it: The key to answering this prompt is to avoid focusing too much on the complement itself and instead focus on your response to receiving it and why it was so important to you. Note that this prompt is not an opportunity to brag about your achievements, but instead to showcase what truly matters to you. Select a compliment that truly speaks to who you are and what you value. It could be related to your character, work ethic, kindness, creativity, or any other quality that you hold in high regard. The compliment doesn’t have to be grand or come from someone with authority—it could be something small but significant that left a lasting impression on you, or it could have particular meaning for you because it came from someone you didn’t expect it to come from. Be brief in setting the stage and explaining the context of the compliment—what is most important is your reflection on its significance and how it shaped your understanding of yourself.

Stanford University

Prompt: List five things that are important to you.

What Makes it Unique: This prompt’s simplicity is what makes it so challenging. Stanford asks for a list, not an essay, which means you have very limited space (50 words) to convey something meaningful about yourself. Additionally, the prompt does not specify what these “things” must be—they could be a physical item, an idea, a concept, or even a pastime. Whatever you choose, these five items should add depth to your identity, values, and priorities.

How to Answer it: Start by brainstorming what matters most to you—these could be values, activities, people, places, or even abstract concepts. The key is to choose items or concepts that, when considered together, provide a comprehensive snapshot of who you are. For example, you might select something tangible and specific such as “an antique telescope gifted by my grandfather” alongside something conceptual such as “the willingness to admit when you’re wrong.” The beauty of this prompt is that it doesn’t require complex sentences or elaborate explanations—just a clear and honest reflection of what you hold dear. Be thoughtful in your selections, and use this prompt to showcase your creativity and core values.

While the supplemental essays should convey something meaningful about you, your values, and your unique qualifications for the university to which you are applying, the best essays are those that are playful, original, and unexpected. By starting early and taking the time to draft and revise their ideas, students can showcase their authentic personalities and distinguish themselves from other applicants through their supplemental essays.

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The Chicago Blog

Smart and timely features from our books and authors

What to Read for Women in Translation Month

In honor of Women in Translation Month, we are pleased to share this exciting list of recent books from the University of Chicago Press and our marketing distribution client publishers that evidence the evocative power of women’s writing from around the globe.

From The University of Chicago Press

Slashing Sounds

A Bilingual Edition

Jolanda Insana, Translated by Catherine Theis

The first collection of Italian poet Jolanda Insana’s work to be published in English, featuring transgressive poems that evidence the power of language.

A Blue Tale and Other Stories

Marguerite Yourcenar, Translated by Alberto Manguel

This story collection is a welcome port of entry for any reader not yet familiar with Marguerite Yourcenar’s works.

Pow! Right in the Eye!

Thirty Years behind the Scenes of Modern French Painting

Berthe Weill, Edited by Lynn Gumpert and Translated by William Rodarmor with an Introduction by Marianne Le Morvan and Foreword by Julie Saul and Lynn Gumpert

Memoir of a provocative Parisian art dealer at the heart of the 20th-century art world, available in English for the first time.

From Swan Isle

Celia in the Revolution, New edition

Elena Fortún, Translated by Michael Ugarte, With a Foreword by Nuria Capdevila-Argüelles

The first major English translation of the final book in the expansive and essential “Celia” series by Elena Fortún.

Returning from Silence

Jenny’s Story

Michèle Sarde, Translated by Rupert Swyer

A novel that tells the story of a Jewish family in World War II and reaches deep into Jewish history.

From Brandeis University Press

Blanche Bendahan, Translated by Yaëlle Azagury and Frances Malino

A first-ever English translation of a compelling work by a forerunner of modern Sephardi feminist literature.

From Seagull Books

The Moon in Foil

Zuska Kepplová, Translated by Magdalena Mullek

A glimpse into the world of young people, modern nomads, roving in search of a new and promising life.

Eight Studies for Experts

Eva Menasse, Translated by Simon Pare

A collection of unique, profound, and witty stories that relate animals’ peculiarities to human attitudes.

Shining Sheep

Ulrike Almut Sandig, Translated by Karen Leeder

A collection of vital, melancholic, elemental, and vibrantly contemporary poems.

The Questionable Ones

Judith Keller, Translated by Tess Lewis

A brilliant collection of micro-fiction, reflecting our fragmented times.

No Storm, Just Weather

Judith Kuckart, Translated by Alexander Booth

An engaging exploration of romance focusing on disparate ages of lovers.

Wendy Guerra, Translated by Nancy Naomi Carlson and Esperanza Hope Snyder

Poems from a critically acclaimed Cuban writer available in English for the first time.

Samira Negrouche, Translated by Nancy Naomi Carlson

Poetry that serves as an evocative portrayal of diverse landscapes and cultures.

Becoming Animal

Teresa Präauer, Translated by Kári Driscoll

An unveiling of the presence of captivating figures and creatures throughout history.

Katari´na Kucbelova´, Translated by Julia Sherwood and Peter Sherwood

A beautifully written and moving story about the power of tradition and the importance of women’s stories.

From Karolinum Press, Charles University

A World Apart and Other Stories

Czech Women Writers at the Fin de Siècle, Second Edition

Edited and Translated by Kathleen Hayes

A collection of short stories by Czech women from the turn of the twentieth century.

Why So Easily . . . Some Family Reasons for the Velvet Revolution

A Sociological Essay

Ivo Možný, Translated by Phil Jones

A famed essay examines the Velvet Revolution from a sociological perspective.

Transfigured Night

Libuše Moníková, Translated by Anne Posten With an Afterword by Helga Braunbeck

A vision of late-twentieth-century Prague from an acclaimed Czech novelist.

Malvina, or Spoken Word in the Novel

Ewa Szary-Matywiecka, Translated by Magdalena Ozarska

Examines what is now widely considered to be Poland’s first psychological novel.

Beyond the World of Men

Women’s Fiction at the Czech Fin de Siècle

Edited and translated by Geoffrey Chew

An inclusive collection of modern Czech short fiction that features overlooked women writers.

Find all of these books and more in translation on our website or from your favorite bookseller .

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Your chance of acceptance, your chancing factors, extracurriculars, looking for uchicago supplemental essay examples.

Hello all! I'm applying to UChicago and was hoping to find some successful examples of their supplemental essays. Do you know where I can find some or did you come across any useful strategies while writing yours? Appreciate any help!

Hello! It's a great idea to look at examples to get a better understanding of what UChicago might be looking for in their supplemental essays. You're in luck because UChicago is known for its unique and creative essay prompts, which can make for some exciting examples!

Firstly, I recommend checking out the UChicago Admissions website itself. They often feature past years' successful essays from admitted students. This is a valuable resource that shows exactly what UChicago appreciated in those essays. You can find some examples here: https://collegeadmissions.uchicago.edu/apply/uchicago-supplemental-essay-questions

Another great source for sample essays is CollegeVine, whose guides cover a variety of schools, including UChicago. You can check out this link for guidance on writing UChicago supplemental essays: https://blog.collegevine.com/how-to-write-the-uchicago-essays-2023-2024

For actual example essays from real students, take a look at this article: https://blog.collegevine.com/uchicago-essay-example

Remember, these essays are an opportunity to demonstrate your creativity, critical thinking, and passion for learning. A unique and well-executed response will make a memorable impression on the admissions committee. Good luck!

About CollegeVine’s Expert FAQ

CollegeVine’s Q&A seeks to offer informed perspectives on commonly asked admissions questions. Every answer is refined and validated by our team of admissions experts to ensure it resonates with trusted knowledge in the field.

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Can Stress Actually Turn Your Hair Gray?

Experts have been pondering the question for years. Here’s what we know (so far).

Credit... Joyce Lee for The New York Times

Supported by

By Sarah Klein

• Aug. 13, 2024

Q: I went through a tough time two years ago, and my hair has since become much more gray. Could it be a result of the stress?

It’s natural to assume that stress contributes to gray hair. Just look at the various presidents who left office with many more silvery strands than when they went in.

But if you dig into the research, you’ll find that few studies on the topic exist. And while some have found associations between premature graying and stress, no research has proved the link.

“There’s still a lot we don’t know,” said Dr. Paradi Mirmirani, a dermatologist at the Kaiser Permanente Vallejo Medical Center in Northern California.

The Science of Stress and Gray Hair

In past studies, researchers have asked participants to fill out questionnaires about their hair color and stress levels, and then the scientists would see if they could link them.

In one study published in 2016 , for instance, scientists surveyed more than 1,100 young Turkish adults and found that the 315 who reported prematurely graying hair had higher stress levels than those who didn’t. (Those with premature graying also had histories of alcohol use and chronic disease, and they had parents who went gray at a young age.)

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