Meet Singles in Chicago

Are you looking for a single person to make your heart beat again? Or do you just want to meet someone new to sing a duet with at a karaoke bar in Chicago tomorrow night? Find dates on Zoosk. Chicago singles interested in dating and making new friends use Zoosk. Online dating is more convenient and comfortable than 'normal' offline dating. 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 aiviii, 28, Female
  • Picture of A Zoosk member, 28, Female
  • Picture of AlooChaat, 29, Female
  • Picture of Miss_realll, 27, Female
  • Picture of GAH6585, 30, Male
  • Picture of Gladiator007, 27, Male
  • Picture of Romantic, 24, Male
  • Picture of A Zoosk member, 22, Female
  • Picture of peisinoe, 27, Female
  • Picture of Maimera, 27, Female
  • Picture of Ibra, 23, Male
  • Picture of fancy1107, 23, Female
  • Picture of Danielle, 20, Female
  • Picture of Ana, 27, Female
  • Picture of La_chingona, 18, Female
  • Picture of Elyse, 25, Female
  • Picture of Apalomino5234, 29, Female
  • Picture of Toomuchfun, 25, 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..
  • Meet for cocktails and tapas in the River North neighborhood, and if the two of you hit it off, browse some art galleries together.
  • Have a beer together in Wicker Park-Bucktown area and if it feels right, continue the date with dinner.

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.