Part of the Gay Chicago Guide — bars, events & things to do.
Sunday, June 28, 2026
Sidetrack opens early at 11am for the Chicago Pride Parade, with the parade live on the big screens in air conditioning, cocktails, and every bar open all day. The party rolls into the weekly Sunday Funday After Dark dance party on the rooftop and dancefloor, going til 2am. Note: no Show Tunes this Sunday. This event was imported by Out x Out. Please visit the venue link to verify details.
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Mon, Jun 22
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 23
8 PM - 10 PM
Sidetrack, Chicago
Test your trivia skills at Sidetrack's Heated Rivalry Edition every Tuesday. No cover, competitive vibes, frozen cocktails, and tough questions at Chicago's gay bar.
Wed, Jun 24
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, Jun 25
9 PM - 2 AM
Sidetrack, Chicago
Weekly K-Pop night at Sidetrack's gay bars in Chicago. Dance to K-Pop videos and performances with the LGBTQIA+ community every Thursday.
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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.
Robbie S.
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.
Robbie S.
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.
Robbie S.
