The University of Chicago supplemental essays are designed to test your creativity, reveal your curiosities, and highlight your unique spark. Known as the quirkiest prompts on the college essay circuit, the UChicago essays strike fear into the hearts of many aspiring Chicagoans. But in reality, the UChicago supplemental essays are one of the few places in a college essay where your personality can truly shine.
There are two UChicago supplemental essays. For the first essay, you’ll select from a series of prompts created by current students or create your own. For the second essay, you’ll explain why you want to attend UChicago and feel that it’s the right school for you. This blog post will guide you through answering each prompt so that you can approach your UChicago essays with confidence.
UChicago’s 2023-2024 Prompts
Extended Essay Questions
- 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.
—Inspired by Emmett Cho, Class of 2027 - “Where have all the flowers gone?” – Pete Seeger. Pick a question from a song title or lyric and give it your best answer.
—Inspired by Ryan Murphy, AB’21 - “Vlog,” “Labradoodle,” and “Fauxmage.” Language is filled with portmanteaus. Create a new portmanteau and explain why those two things are a “patch” (perfect match).
—Inspired by Garrett Chalfin, Class of 2027 - 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.
—Inspired by Sonia Chang, Class of 2025, and Mirabella Blair, Class of 2027 - 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?
—Inspired by Adam Heiba, Class of 2027 - There are unwritten rules that everyone follows or has heard at least once in their life. But of course, some rules should be broken or updated. What is an unwritten rule that you wish didn’t exist? (Our custom is to have five new prompts each year, but this year we decided to break with tradition. Enjoy!)
—Inspired by Maryam Abdella, Class of 2026 - 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!
“Why UChicago?” Essay
- 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.
Extended Essay Questions
We need to address the elephant in the room. These essays do not have a word limit. Instead, you need to upload a document with a 1-2 page answer. This raises a lot of questions for students. Is the page double- or single-spaced? Or 1.5-spaced? Times New Roman font or Comic Sans? How big should the margins be?
Relax. Unless formatting is essential to your essay in some way, just keep your margins, spacing, and font standard. Double-spaced is generally advised. Again, unless your formatting is part of the essay itself, you’ll want to make it so ordinary that it isn’t noticed.
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.
—Inspired by Emmett Cho, Class of 2027
Like many of these prompts, Option 1 begins with some examples and then explains what kind of examples they are. Then, the prompt suggests that you come up with your own examples and explain them to the reader. But what does the prompt actually mean?
Let’s start with the simplest example. Pencils write, erasers erase writing. But then a pencil can just write again, effectively “erasing” the power of the eraser. In this way, pencils and erasers undo each other and both are necessary. Similarly, if you square a number by giving it an exponent of two, you can undo that process by giving it a square root. Lastly, during the process of beta decay, neutrons turn into protons, while electron capture causes protons to become neutrons, undoing the effects of beta decay.
Once you’ve come up with your own example of two things which undo each other, see what you can do to bring your personality, background, and unique areas of knowledge into your short essay response. It’s totally possible to discuss topics like beta decay and exponents with a clinical, distanced tone, but you can bring in anecdotes from your life, puns or jokes, topics you’ve researched, or career paths you aspire toward.
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.
—Inspired by Ryan Murphy, AB’21
If you’re inclined toward music or writing, then this might be the prompt for you. Alternatively, if your application looks very STEM-focused or doesn’t provide an indication of your media consumption—what kinds of books you read or movies you watch—then this prompt might give you a chance to add nuance to your application by showing a different side of yourself.
There are many angles you can take this question. Once you’ve settled upon your favorite question from a song title or lyric, you can answer it by discussing politics, ethics, rhetoric, or even physics or sociology. Song lyrics tend to ask ambiguous, open-ended questions, which allows you to show your unique personality and worldview in your answer.
Still stuck? Here are a few examples of how to approach this question (please come up with your own unique, authentic responses):
- Olivia Rodrigo’s song “vampire” asks, “How’s the castle built off people you pretend to care about?” You could respond with your views on the role of major corporations in contemporary society.
- 2Pac’s song “Changes” asks, “Is life worth livin’?” You could respond with a discussion of your growth into a self-confident person who sees their future clearly.
- Taylor Swift’s song “Lover” asks, “Have I known you twenty seconds or twenty years?” You could respond by discussing a person who has had a major impact on your life.
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).
—Inspired by Garrett Chalfin, Class of 2027
This prompt will be great for you if you enjoy playing with language and considering the flexibility of linguistic expression—or if you have a humorous portmanteau you’ve come up with! Still, you’ll want your imagined portmanteau to have some dimension and allow you to give the reader a sense of your personality.
If you love this prompt but are having trouble thinking of portmanteaus, try playing a game of word association with yourself. Look up a random word generator and in response to the word, write down whatever you first think of. See if those words fit together or give you inspiration!
Note that your essay should not be repetitive and explain the same portmanteau over and over, or provide dozens of reasons in favor of your portmanteau without any consideration of the reasons against. For instance, “patch” is a fun portmanteau of “perfect” and “match,” but “patch” is already a word, which provides the potential for confusion. Make sure you can give a thoughtful and well-rounded argument for your portmanteau, even if it is tongue-in-cheek. Consider the ways in which your imagined portmanteau might be useful in your daily life, how it might be uniquely useful to you, and how it might be useful (or useless) to others.
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.
—Inspired by Sonia Chang, Class of 2025, and Mirabella Blair, Class of 2027
Like Option 3, Option 4 is a great prompt for you if you’re a wordsmith or pun-master or poet—or an aspiring one! This prompt gives you the opportunity to pick an interesting word or phrase and explore its metaphorical, figurative, and humorous implications if taken literally. If you’re someone who often takes things literally, you might be especially interested in this prompt.
Once you’ve come up with your misnomer, you’ll have to decide whether you want to defend its name or suggest a change. If you defend its name, be sure to develop a well-rounded argument, even if satirical; address opposing viewpoints, explain yourself from a few different angles, and make sure your essay culminates in an insightful, interesting, and/or entertaining point. If you come up with your own name, you’ll need to make sure your argument is thoughtful and your new name has reasons beyond the practical to support it.
Consider that this essay prompt, although casual, will give the reader insight into how you might write an argumentative essay for a UChicago course, or approach a lively classroom discussion. Whether your essay has a creative structure or a standard one, a lighthearted tone or a serious one, the essay should feel cohesive, purposeful, and well-argued.
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?
—Inspired by Adam Heiba, Class of 2027
This prompt allows you to discuss your own interest in a particular game which may have become a significant part of your social and/or intellectual life. Do you play D&D with your friends every weekend? Have you joined a Muggle Quidditch community? Do you connect with your grandparents over Clue?
Whatever modern game speaks to you, you can discuss its impacts up-close and far away. A game stands the test of time by engaging a wide range of players. Maybe D&D brings your creative side out, and you believe its worldbuilding nature will allow it to continue evolving for centuries. Maybe you feel like the massive fandom behind Muggle Quidditch will allow it to live on, and its ability to create community has spoken to you. And maybe Clue has helped your family grow closer, representing to you a broader cultural shift.
You can interpret the term “game” and the descriptor “modern” loosely while answering this prompt. Just be sure to clarify how you’re using those terms at the beginning of your essay if you do employ them creatively! Also, remember that your reader might not be familiar with the intricacies of your game of interest, so you may want to explain the rules or objectives briefly in your essay’s introduction.
Option 6: There are unwritten rules that everyone follows or has heard at least once in their life. But of course, some rules should be broken or updated. What is an unwritten rule that you wish didn’t exist? (Our custom is to have five new prompts each year, but this year we decided to break with tradition. Enjoy!)
—Inspired by Maryam Abdella, Class of 2026
This prompt will work well for you if you are a forward-thinking change-maker, a skeptic, a revolutionary, or an out-of-the-box thinker. Remember, these are the unwritten rules that “everyone” (you can interpret this word loosely) follows or has heard. These aren’t federal laws that need amendments or school policies worth updating. Instead, they’re cultural norms, societal expectations, or familial obligations which you believe are behind the times.
Consider the position from which you view the world as you respond to this prompt. How will the dissolution or evolution of this unwritten rule impact people who are different from you? Will the impact be positive, negative, or neutral? How might other people included in your definition of “everyone” feel about changing or discarding this unwritten rule?
As you compose your answer, you’ll also want to discuss how you will improve the rule, or what might fill the void left behind this rule. You could also consider discussing how the rule would be broken in the first place—on an individual level, or by many people all at once. Lastly, be sure to tie your essay back to your own personal life and experience at least once or twice in your essay. Ultimately, this essay is about you!
Option 7: 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 these prompts weren’t creative and open-ended enough for you, you can come up with your own. Given that some of the prompts are so open-ended that you can almost discuss whatever you want, be sure to only select this option if you have a cohesive, coherent, and thoughtful idea. Consider giving yourself a specific prompt (which can even be included in the essay itself) to guide your writing process.
In addition, do your best not to turn this essay response into something that could’ve been submitted to another college or university. After all, UChicago’s prompts stand out because they are looking for students who stand out. If your essay response doesn’t stand out, you’re putting your application in jeopardy.
That said, if you have an excellent idea that would feel forced if applied to any of the six prompts above, then you have free reign here. Good luck!
“Why UChicago?” Essay
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.
Like many colleges and universities, UChicago’s admissions officers want to know why you specifically want to attend UChicago. What programs, courses, professors, clubs, or opportunities are available to you only at UChicago? What aspects of the campus culture speak to you? Why do you see yourself as a part of UChicago’s community?
Note that prompt’s emphasis on specificity. Use concrete details and sentences which could apply to no other institution than UChicago. Indicate how your unique future plans would be best served by learning and studying at UChicago. If you’re stuck, read through their website, watch videos about UChicago, and visit the campus if you’re able. Good luck!
If you need help polishing up your UChicago supplemental essays, check out our College Essay Review service. You can receive detailed feedback from Ivy League consultants in as little as 24 hours.
