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Free Singles Chat in Chicago, IL

We're 100% free for everything! Chat with Chicago singles for free right now. Chat and IM with someone in your area, or you can talk to lots of singles at once in our chat room forum, it's better than a regular chat line.

Chicago Chat
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Our Chicago chat site is the best, meet someone today and maybe you'll be chatting with them on the phone tonight!
View single women, or single men.

niara1Chicago, IL
niara1 photoI'm funny outgoing love to try new things looking for a loyal honest man who i can have fun wit take me on a date just spoil (more)
kayhan234Chicago, IL
kayhan234 photoI'm cool, calm, laidback and gentle kind of guy. Very refined and well- cultured. I'm 100% Nigerian. Snapch at, twitter & (more)
mit4Chicago, IL
mit4 photoI am simple and I love to have fun. I love swimming and cooking.
hotnrisingChicago, IL
hotnrising photo$$$. MONEY.MONEY.MONEY.M ORE MONEY $$$ end of story .
mysilkrouteChicago, IL
mysilkroute photoI am new to Chicago. Looking forward to meet new people.
RichboistraightChicago, IL
Richboistraight photoif you like what you see inbox me and let's hold a conversation and see if we can kick it. We only human
adam1925Chicago, IL
adam1925 photoIm Adam from chicago just seeing if there is anyone intersting out there. Any questions don't hesitate to ask.
gasper2014Chicago, IL
gasper2014 photoFun loving down to earth, straight forward not into games type of guy.
87mommyof2Chicago, IL
87mommyof2 photoI'm filipina & puerto rican. I am a mother of two beautiful girls, if you cant handle me having childern don't bother talking (more)
scramseX23Chicago, IL
scramseX23 photowell to be honest im looking for frends, chat buddy online or maybe a lover. I'm looking for someone who likes to experiment (more)
Jay_6fiveChicago, IL
Jay_6five photoTattoo Artist, inbox for deals No kids of my own, no problem with other who do
mfkingerChicago, IL
mfkinger photoI'm a sous chef in Chicago. 28 and single. I'm looking for someone to spend some time with.
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5 conversation starters for Chicagoans

  1. Are you hungry? - Forget about going to the usual spot; consider going on the Chicago Food Tour of Lincoln Park. Enjoy two hours of food, fun and lots of walking as you stop into six area locations to nibble on a variety of mouth-watering treats. What a great way to see if you share similar tastes!
  2. Got room for dessert? - If the chemistry is there, maybe one spoon is all you’ll need! Forget what your mother told you! It’s okay to eat dessert first. Indulge your sweet tooth over banana cream pie at Bandera or concrete ice cream at Scooter’s.
  3. What’s your favorite sport? - Sure, there are plenty of opportunities to enjoy your favorite professional sports teams, but think outside the box and cheer on a lower level division or high school game. Whether it’s baseball, basketball, football or hockey, it’s always game time somewhere in town!
  4. Where did you grow up? - If your date is from the area, take the time to visit his or her old neighborhood or check out some places you’ve never really explored. Stay in town but go half a world away to Chinatown, Little Italy or Greek Town.
  5. What makes you laugh? - Comedy and Chicago go hand-in- hand. Catch an improv show at Second City or any number of smaller venues in town. Indulge your sense of humor with lots of laughter…a language everyone speaks!
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