Part of the Gay Chicago Guide — bars, events & things to do.
Monday, August 31, 2026
Kick off your week with Sidetrack's legendary Musical Monday, where show tunes and sing-alongs take center stage. Expect an energetic night of music videos and group singalongs in this iconic multi-level space, perfect for connecting with Chicago's vibrant LGBTQIA+ community while enjoying frozen cocktails and pure theatrical joy. This event was imported by Out x Out. Please visit the venue link to verify details.
Have feedback on this description? Let us knowDrag brunches, circuit nights & every party worth knowing in Chicago — in your inbox every week.
Tue, Aug 25
8 PM - 10 PM
Sidetrack, Chicago
Weekly trivia night hosted by Stew at Sidetrack, followed by Pop Favorite Videos. Compete for bragging rights with Chicago's LGBTQ+ community every Tuesday.
Wed, Aug 26
9 PM - 2 AM
Sidetrack, Chicago
Monthly Wednesday night dance party at Sidetrack featuring Dua Lipa and Ariana Grande hits. Gay video dance party in Chicago's welcoming venue.
Monthly
Thu, Aug 27
9 PM - 2 AM
Sidetrack, Chicago
All Things K-POP at Sidetrack goes full BTS on Aug 27 — K-pop videos and dancing 9pm-2am in the Main and Cherry Bars.
Fri, Aug 28
4 PM - 9 PM
Sidetrack, Chicago
Weekly Friday show tunes party at Sidetrack Chicago. Video dance party, frozen cocktails, drag race viewing, and dancing. Start your weekend with the gay community.
WeeklyFri, Aug 28
9 PM - 2 AM
Sidetrack, Chicago
Weekly gay dance party at Sidetrack in Chicago's Northalsted, running 9pm to 2am every Friday after the afternoon Show Tunes set.
Sat, Aug 29
5 PM - 9 PM
Sidetrack, Chicago
Monthly women-centered dance night for sapphic and queer women at Sidetrack. Video parties, cocktails, and community in Chicago's multi-level venue.
MonthlyLet people know you're going, see who else is attending, and share the event with friends.
Your complete guide to LGBTQ+ Chicago — the best gay bars, annual events, neighborhoods, hotels, and things to do in the Windy City.
Robbie S.
Everything you need for Chicago's Haunted Halsted Halloween Parade — the route, the costume contest, the Northalsted bars that go all out, and where to stay that's gay.
Robbie S.
Parvati Shallow's Survivor brunch, Queen! celebrates Lucy's birthday, and G.E.M. turns five at Jackhammer — plus 92 ways to fill your weekend.
Robbie S.
A citywide guide to the best gay bars and clubs in Chicago — Northalsted's neon-lit video bars, Andersonville's laid-back locals, historic South Side spots and everything between.
Robbie S.
Laid-back patios, karaoke, and the least pretentious crowd in the city — here's where Chicago's bears, cubs, and otters actually hang out, night by night.
Robbie S.
From cruise bars in Rogers Park to the Chicago Eagle, here's every corner of Chicago's leather and kink scene — the birthplace of IML.
Robbie S.