Meet Single Men in Chicago

Are you single in Chicago and searching for a single man to tie the nuptial knot with? Or would you just like someone new to go to a candy store and share a bag of sweets with this week? Find dates on Zoosk. Chicago single men interested in dating and making new friends use Zoosk. Your odds of meeting people improve the more you put yourself out there. Online dating gets you out there without leaving home. Sign up now and start flirting with single men in Chicago. Zoosk online dating is the smart way to date!

Date smarter.™ Use Zoosk to meet your next date.

Chicago Single Men

  • Picture of petejg, 28, Male
  • Picture of Brad1259, 26, Male
  • Picture of Sonny, 25, Male
  • Picture of A Zoosk member, 27, Male
  • Picture of A Zoosk member, 24, Male
  • Picture of martydubs, 23, Male
  • Picture of swagbob, 27, Male
  • Picture of Ross, 27, Male
  • Picture of A Zoosk member, 23, Male
  • Picture of A Zoosk member, 24, Male
  • Picture of A Zoosk member, 28, Male
  • Picture of nomar, 28, Male
  • Picture of A Zoosk member, 23, Male
  • Picture of William, 27, Male
  • Picture of Nate, 23, Male
  • Picture of A Zoosk member, 23, Male
  • Picture of Almighty, 24, Male
  • Picture of M.Tetsu, 27, Male

Chicago Date Ideas - Meeting an Online Date in Public

Use Zoosk to meet Chicago single men online, then setup a date to meet at a public place in real life, IRL! Here are a few Chi-Town date ideas:

  • Meet at a coffee house in the Loop and then, if there seems to be a spark, go pick up a slice or sit down for a pie..
  • Meet over a bite to eat in Greektown and if all goes well, go out for cocktails or dessert..
  • Grab a burger together on Randolph Street, then if you and your date are hitting it off, head to a wine bar for a glass of vino.
  • Meet for pizza in Lakeview, then try bowling or a game of pool at Southport.

Join Zoosk Online Dating for FREE!

Browse photos of Chicago single men, flirt with potential matches and set up a date in Chicago for tonight! Zoosk has millions of single members looking to meet new people, have fun and find that someone special.