Part of the Gay Chicago Guide — bars, events & things to do.
Saturday, August 22, 2026
Steppenwolf 1700 Theater, Chicago
1700 N Halsted St, Chicago, IL 60614, United StatesThrough a hybrid of storytelling, stand-up, and theatre, Claire Lochmueller's one-trans-woman dark-comedy memoir traces a journey from a childhood in the Catholic Church and a JROTC military school to a career as an award-winning trans theatre-maker. CRACKS navigates gender identity, substance abuse, and finding joy in a story about how, through laughter and tears, two lives became one trans identity. A two-night run in Steppenwolf's LookOut series at the 1700 Theater.
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Fri, Aug 21
11 PM - 1:30 AM
2Bears Tavern Uptown, Chicago
Monthly Nintendo Switch gaming party at 2Bears Tavern Uptown. Join the queer community for games, drinks, and laid-back fun every Friday.
Monthly
Fri, Aug 21
11 PM - 4 AM
Charlie's, Chicago
Monthly blackout dance party at Charlie's Chicago. High-energy nights with DJ Foster, hosted by Persephone Brooklyn and Pixel. Every Friday.
Monthly
Fri, Aug 21
11:30 PM - 4 AM
Hydrate Nightclub, Chicago
Sat, Aug 22
11 AM - 3 PM
Lark Restaurant & Bar, Chicago
Saturday drag brunch at Lark in Northalsted, Chicago: rotating themed shows from local queens with a bottomless brunch package, 11am to 3pm.
Weekly
Sat, Aug 22
11 AM - 3:30 PM
Kit Kat Lounge, Chicago
Weekly Sunday drag brunch at Kit Kat Lounge in Chicago's Northalsted. Rotating themed shows, cocktails, and brunch with Chicago's gay crowd.
Sat, Aug 22
12 PM - 4 PM
Roscoe's Tavern, Chicago
Served! Drag Brunch runs every Saturday at Roscoe's Tavern in Chicago's Northalsted, hosted by Batty Davis with two seatings and bottomless mimosas.
WeeklyLet people know you're going, see who else is attending, and share the event with friends.
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