Meet Singles Over 50 in Chicago

Are you a Chicago single looking for a someone single over 50 leading to a marriage made in heaven? Meet singles over 50 in Chicago on Zoosk. Online dating is fun and much more efficient than traditional introductions. Start browsing pictures of Chicago singles over 50 and flirt with those you like. Date smarter. Try Zoosk online dating.

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

Chicago Singles Over 50

  • Picture of A Zoosk member, 50, Female
  • Picture of FILA, 52, Male
  • Picture of LITO, 54, Male
  • Picture of fleshsexy001, 54, Male
  • Picture of lovingyou, 56, Male
  • Picture of A Zoosk member, 62, Female
  • Picture of luckygirl, 54, Female
  • Picture of Terri, 60, Female
  • Picture of Janna, 62, Female
  • Picture of A Zoosk member, 50, Female
  • Picture of johnr7, 64, Male
  • Picture of A Zoosk member, 54, Male
  • Picture of David, 52, Male
  • Picture of Larry, 56, Male
  • Picture of Ambal, 50, Female
  • Picture of SunRiver PDX, 61, Female
  • Picture of King James, 52, Male
  • Picture of Bruno, 55, 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 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..
  • 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 drinks and appetizers in Near North Side.
  • 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.