Meet Singles Over 50 in Chicago

Are you having trouble finding a someone single over 50 for happily ever after? Or do you just want someone to sing a duet with at a karaoke bar in Chicago tomorrow night? Millions of singles use Zoosk to meet new people to date. Online dating helps you branch out into social circles that you haven't encountered yet. Start browsing pictures of Chicago singles over 50 and flirt with those you like. Zoosk online dating is the smart way to date!

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

Chicago Singles Over 50

  • Picture of A Zoosk member, 69, Male
  • Picture of Karl, 52, Male
  • Picture of A Zoosk member, 51, Female
  • Picture of A Zoosk member, 71, Male
  • Picture of SweetPatricia, 51, Female
  • Picture of xxSuperAcexx, 51, Male
  • Picture of desireddennis07, 56, Male
  • Picture of chizey, 74, Female
  • Picture of A Zoosk member, 50, Male
  • Picture of Dawn, 51, Female
  • Picture of rpg999, 50, Female
  • Picture of ObviouslyFriendly, 51, Female
  • Picture of Chips48, 68, Male
  • Picture of michael, 52, Male
  • Picture of Hello, 51, Male
  • Picture of Joy4Life, 50, Female
  • Picture of A Zoosk member, 53, Female
  • Picture of vagablond, 65, Female

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 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 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.
  • 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 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.