Part of the Gay Chicago Guide — bars, events & things to do.
Tuesday, September 15, 2026
Test your poker skills and compete with fellow players in a laid-back, no-cover atmosphere. It's the perfect low-key night out at a bar known for its friendly vibe and unpretentious crowd—whether you're a seasoned player or just looking for a fun evening with good people. This event was imported by Out x Out. Please visit the venue link to verify details.
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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.
Weekly
Fri, Sep 11
7 PM - 10 PM
2Bears Tavern Uptown, Chicago
Weekly drag queen trivia at 2Bears Tavern Uptown. Test your skills, laugh with fabulous hosts, no cover. Friday nights in Chicago's gay scene.
Weekly
Mon, Sep 14
7:30 PM - 9:30 PM
2Bears Tavern Uptown, Chicago
Weekly Feud-style game show night at 2Bears Tavern Uptown. Teams compete in trivia and strategy rounds with queer humor. No cover, strong drinks, Mondays.
Weekly
Mon, Sep 14
11:59 PM - 3:30 AM
2Bears Tavern Uptown, Chicago
Weekly Monday karaoke at 2Bears Tavern Uptown. No cover, strong pours, hosted by Tyler Meyer and Andrew. Low-key late-night fun for everyone.
WeeklyThu, Sep 17
10 PM - 3:30 AM
2Bears Tavern Uptown, Chicago
Weekly Thursday open mic at 2Bears Tavern Uptown. No cover, no pretense—perform or enjoy local artists in a friendly gay bar crowd.
WeeklyFri, Sep 18
7 PM - 10 PM
2Bears Tavern Uptown, Chicago
Weekly drag queen trivia at 2Bears Tavern Uptown. Test your skills, win prizes, and enjoy strong drinks in a no-cover, welcoming gay bar. Fridays.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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