Meet Singles Over 50 in Chicago

Are you hoping to meet a someone single over 50 to start your romantic journey with? Or are you only looking for someone to go out with this week in Chicago? Over 30 million single people are using Zoosk to find people to date. Online dating is more convenient and comfortable than 'normal' offline dating. 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 Singles Over 50

  • Picture of MLSavvy, 63, Female
  • Picture of OhSeannyBoy, 51, Male
  • Picture of Alex, 57, Female
  • Picture of Seriousgolfer, 62, Female
  • Picture of tony, 52, Male
  • Picture of Chicky, 59, Female
  • Picture of kelvin_needs_love, 57, Male
  • Picture of frenchconnection, 50, Female
  • Picture of Kismet, 56, Female
  • Picture of Eric, 55, Male
  • Picture of poeta, 53, Male
  • Picture of A Zoosk member, 53, Male
  • Picture of SweetPatricia, 51, Female
  • Picture of A Zoosk member, 54, Male
  • Picture of barbara, 66, Female
  • Picture of Joseph, 70, Male
  • Picture of navyman44, 51, Male
  • Picture of cuteOne, 67, Male

Chicago Date Ideas - Meeting an Online Date in Public

Use Zoosk to meet Chicago singles over 50 online, then setup a date to meet at a public place in real life, IRL! Here are a few Chi-Town date ideas:

  • Meet over a bite to eat in Greektown and if all goes well, go out for cocktails or dessert..
  • Meet for drinks and appetizers in Near North Side.
  • Meet for pizza in Lakeview, then try bowling or a game of pool at Southport.
  • 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 over 50, 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.