Part of the Gay Chicago Guide — bars, events & things to do.
Friday, September 4, 2026
Get ready to test your trivia skills against some fierce drag queens at this hilarious game show showdown. Compete for prizes while the queens keep the laughs coming in this fun, interactive night that's equal parts brain power and entertainment. It's the perfect blend of friendly competition and community vibes—whether you're a trivia champion or just here for the drag performances and good times, you'll fit right in at this weekly favorite. This event was imported by Out x Out. Please visit the venue link to verify details.
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Thu, Jul 23
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.
WeeklyFri, Jul 24
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 27
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 27
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.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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