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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.

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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.

rolyatregorChicago, IL
rolyatregor photoHey, Im a hopeless romantic have not given up on true love. Im a fair person, outgoing and love to make ppl smile. I treat pp (more)
mr_suckafree21Chicago, IL
mr_suckafree21 photoIf you do what you always did you'll get what you always got! Hmu ladies, high above these other cats??????????
nick5411Chicago, IL
nick5411 photohey just checking this site to see if its good. im a cool as person never on bull and knows how to have fun. if you think you (more)
Sir_G18Chicago, IL
Sir_G18 photoDeleting this soon
fizz12Chicago, IL
fizz12 photoCool as hell
markcubs31Chicago, IL
markcubs31 photoMy name is mark I'm looking to possibly date or relationship was here before nothing happen. guessing cause I'm very bony & n (more)
shysummaChicago, IL
shysumma photoWhat up!! coo guy looking for a smart, coo, and down to earth type of female. Single, got my own spot, car, work, I'm real ko (more)
83jay23Chicago, IL
83jay23 photoNew to this.Just checking it out.
reub_reubChicago, IL
reub_reub photoSomewhere between iconic & psychotic. Expert in creating exclusivity. Movies give me life. BAUS is my middle name. In love wi (more)
thelawfunChicago, IL
thelawfun photoJust ask. I'm not good in this
Blue3101Chicago, IL
Blue3101 photoBlah blah
bookerstevenChicago, IL
bookersteven photo??????????????????? ???
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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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