Part of the Gay Chicago Guide — bars, events & things to do.
Friday, September 18, 2026
Kick off your Friday with Sidetrack's legendary Show Tunes singalong, where the crowd belts Broadway hits at full volume across the venue's seven connected rooms. The party ramps up with Ru's Drag Race All Stars performances, followed by a full dance floor from 9pm until close. Grab one of those famous frozen cocktails, hit the rooftop when the weather's right, and enjoy it all with zero cover charge. 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.
Sat, Sep 12
9 PM - 3 AM
Sidetrack, Chicago
Weekly gay dance party at Sidetrack in Chicago's Northalsted, 9pm to 3am every Saturday. No cover.
Monthly
Sun, Sep 13
3 PM - 9 PM
Sidetrack, Chicago
Weekly Broadway singalong at Sidetrack's Main, Cherry, and North Bars. High-energy show tunes, frozen cocktails, and community every Sunday in Northalsted.
WeeklySun, Sep 13
9 PM - 2 AM
Sidetrack, Chicago
Weekly late-night dance party across Sidetrack's four bars. No cover, multiple dance floors, party music until early morning. Every Sunday.
Weekly
Mon, Sep 14
8 PM - 2 AM
Sidetrack, Chicago
Weekly Broadway singalong at Sidetrack Chicago. No cover, high-energy show tunes night where the whole gay bar sings together. Every Monday.
Weekly
Tue, Sep 15
8 PM - 10 PM
Sidetrack, Chicago
Weekly trivia hosted by Stew at Sidetrack gay bar. No cover, pop videos until 2am, seven connected rooms. Laid-back weeknight vibe.
WeeklyWed, Sep 16
6 PM - 9 PM
Sidetrack, Chicago
Undercover Wrestler meets at Sidetrack every third Wednesday 6-9pm — a free social for wrestlers and fans with gear encouraged and clothes check.
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.