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Details

This What If Social event is all about bringing people together — whether you’re single, taken, new to the city, or just looking to meet new friends. It’s a chance to connect, unwind, and share a night of good conversation in one of Chicago’s coziest spots.

Last events sold out--grab your spot: Tickets

✨ What to expect:

  • A welcoming, stylish atmosphere
  • Typically 60+ attendees (also advertised other locations)
  • Craft cocktails and wine at a hand-built bar
  • New connections and great conversations

Bring a friend or come on your own — everyone leaves with new stories and new people to know.

📍 Grapes & Grains, West Loop
Tickets

Because the best nights start with a simple “What If.”

Dating and Relationships
Eating & Drinking
Friendships
Social Networking
Singles

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