Part of the Gay Chicago Guide — bars, events & things to do.
Friday, July 10, 2026
Get ready to test your trivia skills against the wit and charm of drag queen host Tia Pet in this hilarious weekly game show! Whether you're a trivia champion or just here for the laughs, expect an evening of fun competition, sharp humor, and plenty of entertainment. It's the perfect blend of brains, beauty, and sass—come ready to play, cheer on your team, and soak up the lively energy of the bar. This event was imported by Out x Out. Please visit the venue link to verify details.
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Mon, Jul 13
7:30 PM - 9:30 PM
2Bears Tavern Uptown, Chicago
2Bears Tavern Uptown's free feud-style game night every Monday at 7:30pm, hosted by Pup Figaro — teams compete on LGBTQ+ poll questions for prizes.
Weekly
Mon, Jul 13
11:59 PM - 3:30 AM
2Bears Tavern Uptown, Chicago
Weekly Monday karaoke at 2Bears Tavern Uptown. Hosted by Tyler Meyer, Andrew, and Tyler Hall. Late-night singing in a welcoming gay space.
Weekly
Tue, Jul 14
7:30 PM - 9:30 PM
2Bears Tavern Uptown, Chicago
Weekly Tuesday poker night at 2Bears Tavern Uptown. All skill levels welcome. No gambling—just cards, friends, and prizes in a laid-back gay bar vibe.
Weekly
Thu, Jul 16
10 PM - 1 AM
2Bears Tavern Uptown, Chicago
Weekly Thursday open mic at 2Bears Tavern Uptown. Sign up at 10PM, show starts 10:30PM. Live performances, community vibes, gay bar atmosphere.
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Your complete guide to LGBTQ+ Chicago — the best gay bars, annual events, neighborhoods, hotels, and things to do in the Windy City.
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The Chosen Few Picnic, drag brunches from Boystown to Andersonville, and Queen! at Smartbar — plus our guide to the best gay events all July.
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Robbie S.From cruise bars in Rogers Park to the Chicago Eagle, here's every corner of Chicago's leather and kink scene — the birthplace of IML.
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