Part of the Gay Chicago Guide — bars, events & things to do.
Monday, July 27, 2026
Get ready for Uptown's late-night singsation! Join hosts Tyler Meyer, Andrew, and Tyler Hall for an unforgettable evening of singing and karaoke that'll keep the energy high until the early morning hours. Whether you're belting out your favorite hits or cheering on fellow performers, this is your chance to shine in a welcoming space where everyone's voice matters. Come as you are and let loose with a community that celebrates you. This event was imported by Out x Out. Please visit the venue link to verify details.
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Mon, Jul 20
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 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.
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