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

Saturday, July 25, 2026
Join us for Sapphic Saturday, a monthly celebration dedicated to women and non-binary folks in the LGBTQIA+ community. Gather at Sidetrack's iconic multi-level space to dance, connect, and celebrate with fellow sapphic community members in an energetic, welcoming atmosphere. Whether you're sipping a signature frozen cocktail or dancing to the beats, it's the perfect way to spend your Saturday evening with your people. This event was imported by Out x Out. Please visit the venue link to verify details.
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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.
Weekly
Wed, Jul 1
9 PM - 2 AM
Sidetrack, Chicago
Monthly Taylor Swift night at Sidetrack Chicago. Five hours of music videos, drag performances, and dance-offs with the LGBTQ+ community. Every Wednesday.
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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.
