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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Thu, Jul 9
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.
Weekly
Fri, Jul 10
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, 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.
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