Part of the Gay Chicago Guide — bars, events & things to do.
Saturday, August 8, 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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Wed, Jul 22
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.
WeeklyWed, Jul 22
7 PM - 10 PM
Whiskey Girl Tavern, Chicago
Weekly queer country line-dancing night at Whiskey Girl Tavern, Edgewater, Chicago. Free, Wednesdays.
Wed, Jul 22
7 PM - 8:30 PM
Dorothy, Chicago
Intimate WLW songwriter showcase at Dorothy in Chicago — original songs and the personal stories behind each one, performed in a close-knit setting.
Wed, Jul 22
7 PM - 11 PM
Charlie's, Chicago
Weekly Wednesday line dancing at Charlie's for Chicago's queer country community. Two-step, drink specials, and $1 Jack Daniel's support for SCCDA.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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