Part of the Gay Chicago Guide — bars, events & things to do.
Sunday, June 21, 2026
Celebrate Pride Fest Sunday at Chicago's iconic video bar with a special appearance from Drag Race and The Traitors superstar Monét X Change. Kick off your afternoon with a free meet & greet (2-5pm courtesy of Q Care Plus), followed by Sunday Funday performances from Sasha Love & Opal with chances to win prizes. No cover charge, so come early for frozen cocktails and stay for the energy of one of the Midwest's most legendary LGBTQ+ spaces. 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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