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

Friday, October 23, 2026
Gear up for Jackhammer's monthly fetish celebration, where leather and kink culture take center stage. DJ Chomper keeps the energy high on the dance floor as you embrace the unapologetically bold vibe The Hole is known for. Free entry before 10PM makes it easy to dive into Chicago's leather and fetish scene—come ready to celebrate, explore, and connect with your community. This event was imported by Out x Out. Please visit the venue link to verify details.
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Wed, Oct 14
9 PM - 1 AM
Jackhammer, Chicago
Weekly gay karaoke night at Jackhammer's leather bar. Sing upstairs or in The Hole. RSVP through Sickening Events. Every Wednesday.
Monthly
Thu, Oct 15
8 PM - 2 AM
Jackhammer, Chicago

Fri, Oct 16
9 PM - 4 AM
Jackhammer, Chicago

Sun, Oct 18
6 PM - 2 AM
Jackhammer, Chicago

Wed, Oct 21
9 PM - 1 AM
Jackhammer, Chicago
Weekly gay karaoke night at Jackhammer's leather bar. Sing upstairs or in The Hole. RSVP through Sickening Events. Every Wednesday.
Monthly
Thu, Oct 22
6 PM - 10 PM
Jackhammer, Chicago
Bear Happy Hour at Jackhammer, Chicago
MonthlyLet people know you're going, see who else is attending, and share the event with friends.


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