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

Sunday, August 9, 2026
Chop Shop, Chicago
2033 W North Ave, Chicago, IL 60647, United StatesSwifties, this one's for you. The touring Eras Tour (Drag Version) drag brunch lands at Chop Shop in Wicker Park for a morning show, with a cast of queens lip-syncing their way through Taylor Swift's eras album by album. Seating opens early with the show over brunch and mimosas, plus Swiftie trivia games and an audience acoustic-set moment where a brave fan can take the mic. Come in your favorite era and bring friendship bracelets to trade. Reserved seating, so grab tickets ahead.
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Sun, Sep 13
6 PM - 11 PM
Dorothy, Chicago

Sun, Sep 13
7 PM - 11 PM
Charlie's, Chicago
Weekly Sunday karaoke at Charlie's, Chicago's country-western gay bar. Hosted by Sutton Fister with affordable drinks and a welcoming crowd.
Weekly
Sun, Sep 13
7 PM - 9 PM
Meeting House Tavern, Chicago
Weekly Sunday poker night at Meeting House Tavern in Andersonville. No cover, laid-back vibe, community-focused. Perfect for locals and travelers.
Weekly
Sun, Sep 13
9 PM - 2 AM
Sidetrack, Chicago
Weekly late-night dance party across Sidetrack's four bars. No cover, multiple dance floors, party music until early morning. Every Sunday.
Weekly
Sun, Sep 13
9 PM - 1 AM
The SoFo Tap, Chicago
Weekly gay karaoke night in Chicago. No cover, judgment-free zone for bear and cub culture. Sing or cheer on the patio every Sunday.
Weekly
Sun, Sep 13
10 PM - 4 AM
Hydrate Nightclub, Chicago
Late-night Sunday dance party at Hydrate Nightclub in Chicago — throwbacks, hip-hop, and the hottest hits with no cover, starting at 10pm every week.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.


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