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Your one stop for singles in the Prairie State of Illinois. Match.com is how people know you're located in Illinois and ready to meet the right one. We have the hottest attractive and available Chicago, Illinois women/men on the internet from hot blondes to cute brunettes to sexy redheads. Select from thousands of Chicago date choices on the largest online dating site.

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Local Gay Singles in Chicago; Chicago Online Dating

Single Gay Men

5 more photos Active within 24 hours

BenC426

Chicago, IL

Look for someone to share a pot of coffee and a good laugh.

I'm a friendly, caring guy with a strong sense of integrity. Friends say I am too nice sometimes and I wouldn't hurt a fly...but I can bring the pain if I need to (well, at least I like to think so). ...

5 more photos Active within 24 hours

Sullishot6

Chicago, IL

Is there sugar in it? Then yes!

Small town guy living in the city. Looking for someone to experience city life with. Or friends to make memories. Making people feel good about themselves and laughing are just a few of my favorite th...

3 more photos Active within 1 hour

latin29pr

Chicago, IL

looking for a life partner

i amlooking for guys who are 21 to 35 who knows what they want out of life i am looking for hispanic or white who are tops i am not looking for a hook up i am looking for someone whowants a committmen...

12 more photos Active within 24 hours

RBA2301

Chicago, IL

Let's see...

I m a very simple and secure man. I like the outdoors ( also big fan of road trips ) and a big sports kinda guy. Honest and sometimes a bit blunt. Great energy and a hopeful believer that one day...

10 more photos Active within 24 hours

cristeready

Chicago, IL

still trying to decide if this many options is actually helping things.

i work a lot. and when i don't work, i feel obliged to be doing something i deem to be important or character defining like training for marathons or working on competitions. because of this, i someti...

8 more photos IM me now!

Casper_Y

Chicago, IL

New experiences welcomed..

Hi everyone! I'm Casper. I live in Chicago, USA on the northern part of the city, and work about 20 minutes away. I have a nice place that I like, and enjoy coming home to at the end of the day. When ...

5 more photos Active within 24 hours

corwinex

Chicago, IL

Looking for a smart, funny, attractive guy who is also supportive but not clingy.

The summary of me, a difficult task but none the less I’ll give it a go. I enjoy the casual life more so than one of status, not that it’s a bad thing, it’s just not me. I love the idea of the outdoor...

9 more photos Active within 24 hours

Cactus_roots

Chicago, IL

Spontaneous planner...

A little about me... Sort of a self-proclaimed goofball when I'm not working. Ambitious, yet balanced and usually up for anything as long as there's potential for fun and laughter. I'm happy for the m...