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Your one stop for singles in the Prairie State of Illinois. Match.com makes it easy to find Illinois singles through this free personals site. We have the hottest attractive and available Chicago, Illinois women/men on the internet from hot blondes to cute brunettes to sexy redheads. Where else can you meet thousands of available singles in Chicago looking for Chicago singles just like you?

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Local Conservative Singles in Chicago; Chicago Online Dating

3 more photos Active within 24 hours

kevin4143

Chicago, IL

If you want someone dependable

I am just checking this out , I am on this site to meet new and interesting people , I have wide range of interests from movies, plays, concerts, museums , grapping a good dinner , working out , enjoy...

5 more photos Active within 24 hours

darkhero78

Chicago, IL

Good guy looking not to finish last

Well I am a person who is obviously having a tough time finding that woman...as many of you women are having a tough time finding that man. I would rather get to know you by chatting with you instead ...

2 more photos Active within 24 hours

mmlmeese

Chicago, IL

Fun-loving Guy Looking to Share Laughs

I'm a fun loving jack of all trades who is into exploring what this world has to offer. I'm 100% new to this online dating scene so here it goes.... I keep a close circle of friends that I am ve...

5 more photos Active within 24 hours

exploringinchi

Chicago, IL

Rum Lover Seeks Diet Coke Lover to "Mix" With - You Bring The Diet Coke, I'll Bring The Rum and Fun

If you are a fan of Rush Limbaugh, Bill O'Reilly or Glen Beck we are not going to be a match. If you are still reading... I am equally comfortable in a tuxedo at a charity gala or in a t-shirt ...

3 more photos Active within 24 hours

willseph13

Chicago, IL

Sometimes it's better to be born lucky than smart. I shoot for both.

If you could cross James Dean and Will Ferrel, you'd probably come up with something close to me. Mainly, Will's musical talent and James' driving ability (I hope you get that joke). I'm a city boy bo...

8 more photos Active within 24 hours

AwkwardTurtles

Chicago, IL

Tongue in cheek, foot in mouth... and hand in the cookie jar.

I'm too worldly to be a hippie (if only slightly), don't have enough sense of style (or disdain for the world) to be a hipster, and there's no way I'm a frat guy (I use far too many parentheses). So i...

3 more photos Active within 24 hours

kman1025

Chicago, IL

I’m always thinking one step ahead, like a…carpenter...that makes stairs.

I recently moved to Chicago and am living by myself for the first time (which I love but I feel like I'm always running out of something in my apt). I'm very easy going and enjoy living in the moment ...

5 more photos Active within 24 hours

JthomB

Chicago, IL

Conversation always stimulating.

Someday I will be living on the beach to watch every sunrise and sunset... Until then, however, I will enjoy living here in Chicago. I have been here for over 2 years as I moved here for work. I am a...

6 more photos Active within 24 hours

laughwithme_now

Chicago, IL

you and me

you: making witty jokes, me: joking back; you: laughing with me, me: laughing at you...or with you :-P; you: cute, me: cuter; you: honest, me: completely trustworthy; you: cultured, me: the...

5 more photos Active within 24 hours

shirleyt27

Chicago, IL

Isme Jamilla!

I'm spontaneous but laid back at the same time. I play it by ear and figure things out as they come. I'm just looking for someone that is funny, caring and sweet. What else? Just ask because I've alre...

Active within 24 hours

ophelia1996

Chicago, IL

How do I explain myself in so few characters?

Honestly, I have no idea what to say here that could make up your mind any more or less than it already is by what you've found here. I have friends who love me and even think I'm funny. I have a fami...

2 more photos Active within 24 hours

VSmith959

Chicago, IL

Looking for someone to share a laugh or two.

The one thing to know about me is that I love to laugh. Remember that because there will be a test later. What about me is special, or should I say what makes me special. What makes me special is my f...

Active within 24 hours

cubbies1484

Chicago, IL

"I ain't saying I'm perfect, but I promise I'm worth it" ~ Sugarland

I'm an outgoing, extroverted, spontaneous 26 year old who is guaranteed to make you laugh :) I love my job and wouldn't trade it for the world. I am a third grade bilingual teacher and during my summe...

Active within 24 hours

lovelycurls00

Chicago, IL

A thousand mile journey begins with one step.

So, here it goes: A little about me- First and foremost I am a Christian. I am very family oriented. I'm usually on the quiet and shy side but enjoy laughing and having fun. I try my best to be kind a...

2 more photos Active within 24 hours

chigtown

Chicago, IL

Looking for my own personal Jon Gosselin...

If you have 8 children (preferably under the age of 10), are a deadbeat dad, own at least 1 ATV, have hair plugs, and only wear Ed Hardy clothing, then this is like a dream come true. It would also be...

3 more photos Active within 24 hours

jgranola

Chicago, IL

"My philosophy of dating is to just fart right away"

The other day I asked a friend what she thought my best/quirkiest trait was. Without hesitation she replied “your ability to quote, on command the entirety of Shoop by Salt’n Pepa”. . . . Uhm, yeah, s...