Part of the Gay Chicago Guide — bars, events & things to do.

Friday, July 3, 2026
Kick off your Friday with an all-night celebration of show tunes, drag, and dance at Sidetrack! Start with three hours of your favorite musical theater hits, then catch RuPaul's Drag Race All Stars before the dance floor takes over for the Friday Night Dance Party. With no cover charge and the rooftop opening early evening, it's the perfect way to transition from happy hour into a night of pure LGBTQ+ celebration and community vibes. This event was imported by Out x Out. Please visit the venue link to verify details.
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Sun, Jun 28
11 AM - 2 AM
Sidetrack, Chicago
Sidetrack opens 11am for the Chicago Pride Parade on the big screens June 28, then Sunday Funday After Dark dancing til 2am. No Show Tunes this Sunday.

Sun, Jun 28
9 PM - 2 AM
Sidetrack, Chicago
Weekly gay dance party at Sidetrack in Chicago's Northalsted. High-energy beats, music videos, and frozen cocktails every Sunday night.
Weekly
Mon, Jun 29
8 PM - 2 AM
Sidetrack, Chicago
Weekly show tunes night at Sidetrack in Chicago. Sing along to Broadway hits, dance, and enjoy frozen cocktails with the LGBTQ+ community.
Weekly
Tue, Jun 30
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.
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Your complete guide to LGBTQ+ Chicago — the best gay bars, annual events, neighborhoods, hotels, and things to do in the Windy City.

It's Chicago Pride weekend. The 55th Pride Parade rolls down Halsted on Sunday under the “Free to Be Proud” banner, and we mapped 78 events to get you there — Pride power hours at Scarlet, a Men's Room glow party at Sidetrack, drag brunches at Roscoe's and Kit Kat, and parade-day parties up and down Boystown.

A neighborhood-by-neighborhood map of gay and gay-friendly Chicago — the vibe, the bars, and what it's actually like to live in each, from Boystown to the South Side.
