Part of the Gay Chicago Guide — bars, events & things to do.
Friday, June 19, 2026
RuPaul's Drag Race and Project Runway star UTICA takes over Sidetrack for a special appearance as part of Chicago Pride Fest weekend celebrations. Get ready for an unforgettable night at the Midwest's largest gay bar, where seven connected rooms and multiple dance floors set the stage for high-energy performances and dancing until late night. Whether you're catching the show or soaking in the electric Pride weekend atmosphere, this is a must-see moment in Chicago's queer scene. This event was imported by Out x Out. Please visit the venue link to verify details.
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Tue, Jun 16
8 PM - 10 PM
Sidetrack, Chicago
Test your Pokémon knowledge at Sidetrack's weekly trivia night. No cover, frozen cocktails, and friendly competition every Tuesday on Halsted.
Wed, Jun 17
6 PM - 9 PM
Sidetrack, Chicago
Monthly wrestling happy hour at Sidetrack. Wrestling gear encouraged, clothes check available. Meet wrestlers, kinksters, and enthusiasts.
Wed, Jun 17
9 PM - 2 AM
Sidetrack, Chicago
Monthly Lady Gaga dance party at Sidetrack Chicago. Drag performances, videos, and dance-offs every Wednesday. LGBTQ+ nightlife.
MonthlyThu, Jun 18
5:30 PM - 7:30 PM
Sidetrack, Chicago
Network with LGBTQ+ professionals at Sidetrack Chicago. $20 entry includes two drinks and a raffle ticket. Proceeds benefit Alma Chicago.
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