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

Tuesday, June 16, 2026
Test your Pokémon knowledge at Sidetrack's special trivia night hosted by Stew. Whether you're a casual fan or a dedicated trainer, it's a fun way to spend your Tuesday evening in one of the Midwest's most iconic gay bars. No cover charge, frozen cocktails flowing, and plenty of friendly competition — perfect for a mid-week hangout on Halsted. This event was imported by Out x Out. Please visit the venue link to verify details.
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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.
Monthly
Thu, 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.

Thu, Jun 18
9 PM - 2 AM
Sidetrack, Chicago
Latin music party at Sidetrack with drag performances. $3 frozen cocktails, dancing, and sing-alongs Thursday nights. Doors at 3pm.
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