Part of the Gay Chicago Guide — bars, events & things to do.
Monday, August 31, 2026
Get ready for a late-night vocal showdown hosted by Tyler Meyer, Andrew, and Tyler Hall—this is karaoke at its finest, running Monday night straight into Tuesday morning. Grab the mic, belt out your favorite hits, and soak in the sickening energy with a room full of fellow singers and cheering friends. It's the perfect excuse to let loose and show off your pipes in 2Bears' laid-back yet lively atmosphere. This event was imported by Out x Out. Please visit the venue link to verify details.
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Mon, Aug 24
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.
WeeklyMon, Aug 24
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 25
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 27
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
Fri, Aug 28
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, Aug 31
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.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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