Transmasculine Alliance Chicago

Sidetrack's legendary Sunday show tunes tradition gets supersized during Pride Fest — grab some napkins and sing along to your favorite Broadway hits from 3-10pm. A room full of people who know every word, the kind of energy that only happens when a crowd is genuinely having the time of their lives, and enough nostalgia and joy to make you forget what day it is.

Sunday afternoons at Kit Kat Club belong to the tea dance crowd — a six-hour stretch of dancing, drag performances, and the kind of energy that makes a lazy weekend day feel like the best decision you made. The marTEAni special keeps the drinks flowing while the Kit Kat Divas keep the floor moving. It's the neighborhood's most reliable reason to get out and dance when the sun's still up.

Underwear-forward Sunday dance party at Cell Block Chicago — no cover, free coat check, and a packed floor of guys in their tighties and jockstraps dancing to 80s cruise hits. DJs Austin James and Nevin keep the energy high from 5:30pm to close. Dress code is optional, but the vibe is unmistakably fun and unapologetic.

Sunday night poker at Meeting House Tavern — a low-key game where the community gathers around the tables. Bring your chips, your strategy, and your friends. Games run regularly, and the vibe is welcoming whether you're a seasoned player or just learning the ropes.

Sunday nights at SoFo Tap belong to anyone brave enough to grab the mic. Hosted by Rhett Butlah, Bearaoke is a karaoke night where the energy is high, the crowd is genuinely supportive, and nothing's off limits—country, power ballads, whatever you've got. Free entry, 9pm to 1am. Just bring confidence and a song in your heart.

Late-night dancing and entertainment at Hydrate, where the weekend winds down and the dance floor heats up. A Sunday night staple for those who want to keep the party going into the early morning hours.