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

Slow Dance Dating is a thoughtfully curated, invite-only experience that blends matchmaking, guided connection, and playful human interaction... similar to speed dating, without the rush.

If you want 2026 to be the year you feel healthier, lighter, stronger, more energized, and more magnetic... this is for you.

A Virtual Dating Experience for singles 45+ that brings dating back to conversation, curiosity, and connection.

Join Throwback Dating’s Singles In Service to make the season brighter for kids in need.

Come and get to know the members of the Throwback Dating community and have a blast before the holidays!

A cozy Throwback Daters evening in Highland Park.

Meet fun singles who love jazz and Chicago!

Meet fun singles who love baseball and Chicago!

Join us for the Skyline Singles Soirée, an exclusive rooftop mixer for singles 50 and over who want to connect, converse, and share an unforgettable evening in one of Chicago’s most stunning settings.

Join us for an unforgettable Throwback Dating night at Activate Games Naperville, where play meets connection!

Join Throwback Dating community members on the lawn for a Sixteen Candles Band show at Cantigny for Saturday Sun Sets.

Join Throwback Dating community members for a fun night of live jazz, scenic views of Chicago, connection, and Navy Pier fireworks.

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

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!