Part of the Gay Chicago Guide — bars, events & things to do.

Friday, July 17, 2026
Get ready to test your trivia skills against some fabulous drag queen hosts in this interactive game show where wit and knowledge compete for prizes. Hosted by Tia Pet, this weekly Friday night event brings high-energy fun and laughs to 2Bears' laid-back atmosphere—perfect for a night of friendly competition and community vibes. Whether you're a trivia buff or just here for the entertainment and good company, you'll find yourself cheering on fellow players and soaking up the fun. This event was imported by Out x Out. Please visit the venue link to verify details.
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Tue, Aug 25
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, Aug 27
10 PM - 3:30 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.
Weekly
Fri, Aug 28
7 PM - 10 PM
2Bears Tavern Uptown, Chicago
Weekly drag trivia game show hosted by Tia Pet at 2Bears Tavern Uptown. Compete for prizes, enjoy performances, and connect with the queer community every Friday.
Weekly
Mon, Aug 31
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, Aug 31
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. Sing your heart out in a laid-back, lively gay bar atmosphere.
Weekly
Tue, Sep 1
7:30 PM - 9:30 PM
2Bears Tavern Uptown, Chicago
Weekly Tuesday poker night at 2Bears Tavern Uptown. Casual, social card games for all skill levels in a welcoming gay neighborhood bar.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.


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