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

Friday, August 14, 2026
Put your trivia skills to the test at this drag-hosted game night where you'll compete against the queens for prizes. Hosted by Tia Pet, it's the perfect blend of laughs, competition, and community—ideal for a fun Friday night out with friends. Whether you're a trivia buff or just here for the entertainment and good vibes, expect a lively evening of wit, charm, and friendly competition at this beloved neighborhood spot. This event was imported by Out x Out. Please visit the venue link to verify details.
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Mon, Aug 10
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 10
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, Aug 11
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 13
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
Mon, Aug 17
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 17
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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