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

Thursday, June 18, 2026
Network with LGBTQ+ professionals and allies at Chicago's iconic video bar. Your $20 cash entry includes two drink tickets and a door prize ticket, with proceeds benefiting Alma Chicago. It's the perfect opportunity to make meaningful connections in one of the Midwest's most welcoming spaces. This event was imported by Out x Out. Please visit the venue link to verify details.
Have feedback on this description? Let us knowLet people know you're going, see who else is attending, and share the event with friends.

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.
Monthly
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.
Catch your city's vibe or the global LGBTQ+ scene.
No spam, unsubscribe anytime.

Your complete guide to LGBTQ+ Chicago — the best gay bars, annual events, neighborhoods, hotels, and things to do in the Windy City.

This week in gay Chicago: four days of Pride-season nightlife, from Sidetrack's anniversary party to dance floors across Boystown and Andersonville. Plus Windy City Times' new 30 Under 30 class, Patagonia's lawsuit against Pattie Gonia, the Tonys' gayest moments, and our full Capital Pride 2026 guide.

Every Chicago pro team's Pride Night in one place — Cubs, White Sox, Sky, Fire FC, the Pride Bowl tournament, plus the Bulls and Blackhawks games that fall outside Pride Month.

Memorial Day weekend means three of the year's biggest gay events happening at the same time. Here's how to pick — plus every other LGBTQ+ event worth your May 2026.
