Non-Binary Support Group

Chicago's weekly floating after-work meetup for bears and bear enthusiasts — no pretense, just cold drinks, good company, and a room full of people who get it. Every second Thursday at SoFo Tap, 5–9pm. Free.

Jacky Couture & Friends bring glamour and pageant royalty to Kit Kat Club every Thursday. Expect breathtaking drag performances, high-energy entertainment, and a rotating cast of talented performers from 6 to 9 PM. The package includes appetizers, your choice of entree, two martinis, and a two-hour seating — all while $10 martinis flow throughout the night. Book your table online or by phone.

Fast-paced stand-up meets interactive chaos — Mary Kelly and Sharron Palm host a night that feels like a pride parade exploded into a comedy show. Expect drag, popstar trivia, audience games, and a rotating lineup of LGBTQ+ comics who actually know how to work a room. Back for its third year and fresh off an Edinburgh Fringe run, this is the kind of show that reminds you why queer comedy hits different.

When life breaks, imagination hits back. Olivia was supposed to be a pro soccer player. Instead, she's stuck on the couch, watching the windows across the street and turning strangers into stories. Funny, queer, and emotionally unfiltered, WINDOWS is a wildly inventive new play about identity, ambition, care, and what it takes to imagine a future when the one you trained for is gone. Winner of the Queery New Works Festival. Running time: 100 minutes, no intermission.

Thursday nights at Hydrate belong to Club Flamingo, Chicago's alt-night for everyone who lives for New Wave, post-punk, synth-pop, and dark wave. Rotating DJs spin a mix of 80s dance, 90s alternative, indie dance, and underground classics—the kind of night where the dance floor gets genuinely weird and wonderful. Hosted by Big John.

Thursday nights at Cell Block mean the backroom opens at 9 p.m. right after Windy City Jacks wraps up — a reliably packed evening in Boystown's most unapologetically kinky space. No dress code, 21+ with valid ID, and a crowd that knows how to have a good time.