What we’re about
Tired of endless swiping, small talk that goes nowhere, and lonely nights on the couch?
So were we. That’s why we created What If Social – Chicago off line-first community where we actually meet in person.
This isn’t your average networking event or awkward singles mixer.
With help of our app we host curated dinners, mixers, and social adventures where you can connect with new people who want the same thing you do — friendship, fun, and maybe even romance — in a laid-back, real-world setting.
The app just launched so as the user base grows the unique matching will get more advanced!
What to expect when you join:
✅ Fun, welcoming events
✅ A mix of singles, couples, and friends — all looking to connect
✅ No ghosting or flaking — we reward people who show up
✅ A chance to be part of Chicago's most exciting new social experiment
So, what if you said yes to meeting new people?
Join the group, RSVP to an event, and come hang out with us.
Because life’s too short to spend it behind a screen.
Upcoming events
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CUPID'S DAY OFF- A VALENTINE-ISH EVENT!
Grapes and Grains, 858 West Lake Street, Chicago, IL, USCupid’s Day Off Event 💘🍾
Cupid’s taking the night off, so we’re doing things a little differently.
This Valentine-ish event is for singles and social people who want to meet new faces, make real connections, and actually have fun doing it.
Get Your Tickets
🎶 Live music
🥂 Complimentary champagne toast
👋 Meet IRL, not through a screen
Dress the vibe: Red, pink, or black.
Whether you come solo or with friends, this is the kind of night where conversations flow, the crowd feels approachable, and anything can happen.3 attendees
Past events
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