Meet Singles in Chicago

Is it that time in your life that you are ready to find a single person who is interested in a serious relationship? Millions of singles use Zoosk to meet new people to date. Online dating takes the emotional stress out of the process of meeting available singles. Sign up now and start browsing pictures of Chicago singles. Zoosk online dating is the smart way to date!

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

Chicago Singles

  • Picture of Stephanie, 20, Female
  • Picture of Joshua M, 29, Male
  • Picture of Pacho93, 21, Male
  • Picture of Jerry85, 30, Male
  • Picture of A Zoosk member, 23, Female
  • Picture of southern_charmer, 23, Male
  • Picture of Mark, 25, Male
  • Picture of Inked_Nerd93, 21, Male
  • Picture of A Zoosk member, 18, Male
  • Picture of WickedEasygoing, 22, Female
  • Picture of lovelycjuanita, 20, Female
  • Picture of lissandro, 29, Male
  • Picture of Kimberly, 27, Female
  • Picture of BullsFan, 25, Male
  • Picture of DefinitelyKind, 25, Female
  • Picture of Sfonseca, 24, Male
  • Picture of A Zoosk member, 28, Female
  • Picture of Clay, 24, Male

Chicago Date Ideas - Meeting an Online Date in Public

Use Zoosk to meet Chicago singles 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 cocktails and tapas in the River North neighborhood, and if the two of you hit it off, browse some art galleries together.

Join Zoosk Online Dating for FREE!

Browse photos of Chicago singles, 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.