13,462 online now

The Google of
online dating

— The Boston Globe

Completely free

— TIME

A favorite hangout
for internet goers

— The Village Voice

A perfect example
of the Web 2.0 revolution

— New York Post

Join Us!

You've answered match questions, so your highest possible match is %

Online Dating in Chicago, Illinois

Join the best dating site on Earth

OkCupid makes online dating in Chicago easy! You are currently viewing a list of singles in Chicago that are members of OkCupid's free online dating site. Learn more about each available single by clicking on a username or image. Join OkCupid and find more singles in Chicago that you didn't even know existed.

Create your account

Show me

People

Age

Located near me

Answer a few questions to get targeted matches

My Self-Summary I'm obsessive/compulsive. I used to really focus on trying to mitigate my OCD with hints of moderation, but now I've resorted to kicking ass. OkCupid is going to dominate the world. Dr. Neil Clark Warren , enjoy your TV commercials while you've got 'em. (And don't spend that eighty million dollars...

—% Match

—% Friend

—% Enemy

Do you match sammy?Find out!

My favorite books, movies, music, and food A) I'll list authors becase that's a shorter list than actual books: Neal Stephenson, George R.R. Martin, Steven King, Tim Powers B) This changes will alarming regularity, so I'll just mention the last really cool thing I saw, which was The Wild Bunch. Normally I don't like westerns,...

—% Match

—% Friend

—% Enemy

Do you match kaynorr?Find out!

The most private thing I’m willing to admit here I say "bisexual" because I'm trying to keep an open mind, just in case my person is not of the socially-accepted gender. But I wonder sometimes if I'm not really a lesbian, because I have never really had a successful relationship with a man. That doesn't mean I'm giving up on men, just... that I...

—% Match

—% Friend

—% Enemy

Do you match jupiterjazz?Find out!

You should message me if you're not easily offended . your idea of a relationship is based on how silly and goofy you can be with one another. the sillier you are, the happier we are. enjoys the simplest things of life that means if you're looking for a "smart, educated, funny man" then I already know the first thing...

—% Match

—% Friend

—% Enemy

Do you match Spyd3r?Find out!

My Self-Summary Update: Ok, I don't live in a small town anymore. I live in the city, near UIC, where I'm studying History. I'll rewrite things when I figure out something that I like the sound of. Hello. I live in a dreadful little place about 40 miles west of Chicago. My current job is to get people...

—% Match

—% Friend

—% Enemy

Do you match TheInstigator?Find out!

The first things people usually notice about me Usually my eyes cause they almost look black. I've also been told on numerous occasions that I look like Jack Black and Kevin Smith . 2009 update: I think now that people notice the beard. To set the record straight I'm growing it in a contest with a few buddies, haven't shaved since Sept. 14th,...

—% Match

—% Friend

—% Enemy

Do you match Tony_of_Steel?Find out!

My favorite books, movies, music, and food Books- Catcher in the Rye, Sex Drugs and Coco Puffs, Me talk Pretty One Day, Dry and many more Movies- Breakfast at Tiffany's, The Usual Suspects, Closer, Lock Stock and 2 Smokin' Barrels, and Almost Famous Music- I love music and here is just a few that I thought off the...

—% Match

—% Friend

—% Enemy

Do you match BlueJay?Find out!

You should message me if you wanna chat. or maybe if you want to make fun of me... but only if it is creative or funny, as perceived by me. otherwise i will deem you pathetic and tell everyone of your short-fallings.

—% Match

—% Friend

—% Enemy

Do you match Bighapa?Find out!

What I’m doing with my life I'm going to be a math professor someday. I am studying logic . This encompasses model theory, set theory, computability theory, reverse mathematics, and other diverse subjects. I am a math teacher at the U of Chicago. I watch more TV than I might like to admit, because it's a good break from math...

—% Match

—% Friend

—% Enemy

Do you match rachellouise?Find out!

My favorite books, movies, music, and food My favorite a) Books: The Other Boleyn Girl, The Queen's Fool, The Shopaholic series, Divine Secrets Of The Ya-Ya Sisterhood, Baggage, Wicked, The Princess Diaries series, The Harry Potter series, Bridget Jones's Diary (both of them), Watchers, Leaves Of Grass, Primary Colors, White Oleander,...

—% Match

—% Friend

—% Enemy

Do you match NarcZebra?Find out!