Part of the Gay Chicago Guide — bars, events & things to do.
Monday, September 7, 2026
Grab the mic and belt it out at this late-night karaoke show hosted by Tyler Meyer, Andrew, and Tyler Hall. Whether you're a shower singer or a seasoned performer, it's a laid-back space to have fun and connect with the community—no judgment, just good vibes and strong pours that'll keep the energy going well into the early morning hours. This event was imported by Out x Out. Please visit the venue link to verify details.
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Tue, Sep 1
7:30 PM - 9:30 PM
2Bears Tavern Uptown, Chicago
Weekly Tuesday poker night at 2Bears Tavern Uptown. Casual, social card games for all skill levels in a welcoming gay neighborhood bar.
Weekly
Thu, Sep 3
10 PM - 3:30 AM
2Bears Tavern Uptown, Chicago
Weekly Thursday open mic at 2Bears Tavern Uptown. No cover, no judgment—bring your voice or cheer on performers in a laid-back gay bar.
Weekly
Fri, Sep 4
7 PM - 10 PM
2Bears Tavern Uptown, Chicago
Weekly trivia game show at 2Bears Tavern Uptown featuring drag queens, prizes, and laughs. Fridays in Chicago—compete or just enjoy the performances.
Weekly
Fri, Sep 4
11 PM - 1:30 AM
2Bears Tavern Uptown, Chicago
Monthly gay game night at 2Bears Tavern Uptown. Join Deanie and Ruff for drinks, friendly competition, and community in a laid-back bear-friendly space.
Monthly
Mon, Sep 7
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.
WeeklyTue, Sep 8
7:30 PM - 9:30 PM
2Bears Tavern Uptown, Chicago
Weekly Tuesday poker night at 2Bears Tavern Uptown. Casual game for all skill levels—meet neighbors, play cards, enjoy strong drinks in a laid-back gay bar.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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