Part of the Gay Chicago Guide — bars, events & things to do.
Monday, September 14, 2026
Join Pup Figaro for Squabble: A Game of Queeries, a Feud-style game show night where teams compete in hilarious, interactive rounds. It's the perfect blend of trivia, strategy, and queer humor in a laid-back setting with no cover charge—just strong drinks, good vibes, and plenty of laughs. Whether you're a game show fanatic or just looking for a fun Monday night out, this is your chance to test your knowledge and bond with your crew in Uptown's friendliest bar. This event was imported by Out x Out. Please visit the venue link to verify details.
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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
Tue, 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.
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.
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.
WeeklyMon, 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.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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