Join Throwback Dating community members on the lawn at Ravinia for a picnic and to see Blues Traveler perform!

Join us for a fun and social night on the rooftop at AZUL, exclusively for singles ages 40–60!

Join us for a fun and social night at TopGolf Naperville, exclusively for singles ages 45–60!

Join Throwback Dating community members on the lawn at Ravinia for a picnic and to see Chicago perform!

Join Throwback Dating community members for a relaxing walk and talk in Highland Park.

A fun, low-pressure mixer for singles 40+ to connect, laugh, and celebrate dating again—no apps, just real people.

Join Throwback Dating community members at the Wells Street Art Fest and rock out to the 80's with 16 Candles Band!

Join Throwback Dating community members at Bub City for some Live Band Karaoke and fun!

First dates don’t have to be awkward. Join us for tips + real talk on building connection from the start. Singles 40+ welcome!

Come join us for a fun night of mixing, matching, and playing games with other singles - it's going to be a blast!

Ready to meet new people and try something fun? Join us for an exciting afternoon of lighthearted pickleball and connection at SPF.

This isn’t just another singles event. It’s a community where dating over 40, isn’t something to stress over—it’s something to celebrate.

A candid conversation between men and women about their experiences in today's modern dating world so that we can begin to heal the divide.

Join us for some laughs at Second City followed by sushi dinner in Old Town with a group of amazing singles from Chicago.

Mingle with other high-quality singles from the Chicago area in a relaxed and welcoming atmosphere.

Join Throwback Dating March 28th at Sideouts for live music, drinks & merch—all to support NAMI & mental health awareness!

Join us for Sip & Scene as we chat about the award-winning film "A Complete Unknown" over drinks and good company!

Mingle with other high-quality singles in a relaxed and welcoming atmosphere. Join us at the Ambassador Chicago!

Join us for fun night of Texas Hold'em and meet great people. This event will be curated with up to 12 professional individuals who all happen to be single.

Join us for an all out 80's dance party with Sixteen Candles at the House of Blues!

This event is for singles age 45 to 62.

Imagine what it’s like walking into a room of professionals, and everyone is single!  

Join Throwback Dating & Tony P’s Productions for a fun night of meeting high quality singles from the Chicago area.

Get a jumpstart on your New Years celebrations with our Eve of The Eve Party on a private rooftop in River North, Chicago.

Dance to 80’s and 90’s music, play fun relay games and get to know other upscale singles with a beautiful backdrop of Chicago at night.