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

Tuesday, September 8, 2026
Join fellow players for a laid-back weekly poker game night at 2Bears Tavern Uptown. It's a casual, no-pressure way to test your skills, meet neighbors, and enjoy strong pours in a friendly, unpretentious space. Perfect for poker enthusiasts and curious newcomers alike looking for a fun Tuesday night out. This event was imported by Out x Out. Please visit the venue link to verify details.
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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.
Weekly
Mon, Sep 7
11:59 PM - 3:30 AM
2Bears Tavern Uptown, Chicago
Weekly Monday karaoke at 2Bears Tavern Uptown. Host the mic, connect with the community, and enjoy strong pours into the early morning.
Weekly
Thu, Sep 10
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.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.


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