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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Tue, Jul 7
6:30 PM - 8:30 PM
Kit Kat Lounge, Chicago
Weekly Wednesday drag cabaret at Kit Kat Lounge featuring live performances, dinner, and cocktails. Glamorous entertainment in an intimate supper club setting.
Weekly
Tue, Jul 7
6:30 PM - 8:30 PM
Cell Block, Chicago
Weekly Tuesday evening at Cell Block in Chicago — uninhibited fun at the city's most unapologetic leather bar. Doors close at 7:30pm sharp.
Weekly
Tue, Jul 7
7 PM - 12 AM
Charlie's, Chicago
Weekly Tuesday karaoke at Charlie's in Chicago with hosted chaos, song sabotage, and comedy. Hosted by Bella DeBalle and Sutton Fister.
Weekly
Tue, Jul 7
7 PM - 11 PM
Splash, Chicago
Weekly Bravo trivia, $8 martinis, and bottomless drinks with pizza at Splash. Watch Summer House, Vanderpump Rules, and WWHL every Tuesday.
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