MEET GREAT PEOPLE. SKIP THE apps.

Chicago’s social club for active, socially-minded singles over 40.

Real people. Real conversation. Real connection.
We bring singles together for fun, in-person experiences that make meeting new people easy and enjoyable.

Monthly Mixers & Game Nights

Fun Activities & Social Outings

Friendly, Welcoming Community

Tired of the dating apps?

ready to meet face to face?

you’re in the right place!

Imagine Walking into a room full of people in your age range— engaging, FUN, and open to new connections—and every single one of them is single.

At Throwback Dating, we bring together singles who are ready to meet in real life at events designed to spark natural conversations and genuine connections.

From pasta-making classes and pickleball to game nights, live music, and more, our events create a relaxed, no-pressure atmosphere where you can share laughs, enjoy great conversations, and see if there’s chemistry right there in the moment.

  • “Great evening for meeting new singles! Great conversation and the ability to meet people without a website.”

    Bill

  • “Megan has a knack for connecting people—it’s just part of her genius. It was a great night! Met wonderful people and I got a date with two gentleman.”

    Gina

  • “It was a wonderful event. I met tons of great people, men and women, and also had a great time. Very well organized, even inspired me to make pasta on my own.”

    Phil

  • "You show up alone but you feel like you're not alone. Everyone is so laid back that you can talk to whomever you want. It was my first singles event in my life so I felt awkward at first, but had a great time."

    Ryan

How It Works

At Throwback Dating, we do things differently.

Our simple application process helps us verify your identity and get to know you better—so we can thoughtfully curate events filled with people who share your values, lifestyle, and interests. There’s no membership fee—you simply pay for the events you'd like to attend.

We currently offer two types of events:

  • Monthly Mixers for singles ages 45 to 65

  • Community-Only Events based on shared interests or activities, exclusively for those who’ve completed our application and interview process

Every event is designed to be relaxed, welcoming, and fun — the perfect environment for natural conversations and meaningful connections. Whether you meet a new friend, discover a shared passion, or feel a spark with someone special, you’ll leave feeling glad you came.

Have Questions?

Schedule a quick 15-minute call with Megan HERE to learn more before applying.

We’re excited to help you feel optimistic about dating again!

Upcoming events

ACTIVATE GAMES NAPERVILLE

Friday, September 12th | 7:00pm

Activate Games, Naperville

SKYLINE SINGLES SOIRÉE

Thursday, September 18th | 6:30pm

Avli on The Park, Chicago

CUBS VS METS GAME

Thursday, September 25th | 5:30pm

The Dugout Bar, Chicago

LIVE JAZZ ON THE CLIFF

Friday, October 3rd | 5:30pm

The Cliff Dwellers, Chicago

THROWBACK DATING 1-YEAR ANNIVERSARY DANCE PARTY

Saturday, October 18th | 7:00pm

Galeria Chicago, Chicago

FALL DINNER & WINE PAIRING

Tuesday, October 28th | 7:00pm

Pixca Seasonal American Bistro, Highland Park

ACTIVATE GAMES NAPERVILLE

Friday, November 7th | 7:00pm

Activate Games, Naperville