Flex

Locktober comes to Jackhammer with Chicago Chastity Club hosting an all-levels gathering for everyone from seasoned cage players to curious key holders just starting out. Nine hours to connect with people who get it, in a space that's genuinely welcoming to all experience levels. Free entry, fetish gear and themed attire encouraged.

A high-energy, underground pup-focused party on the first Friday of every month. Heavy bass, low lights, and a packed dance floor that doesn't let up from 9pm to 4am. Built for the community by the community, this is a night centered on movement, connection, and shared presence—whether you're dancing in the main space or finding your own vibe in The Hole. Come ready to engage and let go.

Saturday night at Jackhammer — the kind of evening that brings the neighborhood together for dancing, drinks, and good company. A reliably fun scene in a space that's been welcoming people exactly as they are for over two decades.

Chicago's kinkiest karaoke night happens every Wednesday at Jackhammer, hosted by Tim Bell. Step up to the mic and let it out, or settle in and watch the beautiful chaos unfold — this is a midweek release where bold performances, uninhibited energy, and a no-judgment crowd take over. Free to attend, first-come first-served; sign-ups happen on-site, so arrive early if you want the mic.

Eleven years of bears, beats, and all-night dancing — Megawoof is back at Jackhammer for a celebration that's become legendary in Chicago's bear community. Eight hours of dancing with Tim Arnold and Goonz (making his Chicago debut) behind the decks. This is the kind of night that reminds you why this community knows how to throw a party.

Chicago's kinkiest karaoke night happens every Wednesday at Jackhammer, hosted by Tim Bell. Step up to the mic and let it out, or settle in and watch the beautiful chaos unfold — this is a midweek release where bold performances, uninhibited energy, and a no-judgment crowd take over. Free to attend, first-come first-served; sign-ups happen on-site, so arrive early if you want the mic.