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

Tuesday, June 16, 2026
Join us for Poker In The Rear, our weekly Texas Hold'em game night hosted by Taylor Grimes! Whether you're a seasoned player or just looking to learn, all skill levels are welcome—this is about having fun and winning prizes, not gambling. Settle in with a strong drink, friendly faces, and the perfect laid-back vibe to enjoy a night of cards and community at the bar. This event was imported by Out x Out. Please visit the venue link to verify details.
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Mon, Jul 20
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 21
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 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.
Weekly
Fri, 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.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.

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