Meet Single Men in Chicago

Is it that time in your life that you are ready to find a single man who is interested in a serious relationship? Or would you just like someone new to go to a neighborhood festival with this weekend? Zoosk makes it easy for you to connect with Chicago single men to date. Everyone's using online dating these days. Zoosk has millions of users around the globe. Sign up now and find someone you'd like to get to know better. Zoosk online dating is the smart way to date!

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

Chicago Single Men

  • Picture of Vova, 26, Male
  • Picture of Gus, 26, Male
  • Picture of Mihnea90, 27, Male
  • Picture of John, 28, Male
  • Picture of TomasM, 29, Male
  • Picture of Ramsey, 19, Male
  • Picture of cliff, 27, Male
  • Picture of A Zoosk member, 25, Male
  • Picture of doodoocaacaapoopoo, 28, Male
  • Picture of VelozmenteArriesgado, 27, Male
  • Picture of howie22, 23, Male
  • Picture of A Zoosk member, 20, Male
  • Picture of A Zoosk member, 22, Male
  • Picture of joshthedude, 20, Male
  • Picture of hmu, 24, Male
  • Picture of A Zoosk member, 26, Male
  • Picture of Steven, 29, Male
  • Picture of Jesus0123, 26, 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 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 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.