Part of the Gay Chicago Guide — bars, events & things to do.
Monday, September 14, 2026
Grab the mic and belt out your favorites at this late-night karaoke experience hosted by Tyler Meyer, Andrew, and Tyler Hall. Running Monday nights into Tuesday mornings, SERVE! Vocal Edition brings a fun, unpretentious energy to 2Bears' welcoming room—no cover, no attitude, just strong pours and good vibes. Whether you're a karaoke regular or jumping in for the first time, it's the perfect low-key way to end your night in Uptown. 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.
WeeklyMon, 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
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.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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