Lip Service Karaoke

Wednesday nights at Jackhammer mean it's time to grab the mic and show off your pipes. Lip Service Karaoke is where the regulars come to belt out their favorites in front of a supportive crowd that actually wants you to succeed. It's low-pressure fun with high energy — the kind of midweek reset that keeps people coming back.

Thursday evenings at Jackhammer belong to the bears — cheap drinks, good company, and a room full of people who get it. No pretense, just solid neighborhood bar vibes where you can actually have a conversation and make friends.

Fetish Friday brings the heat with a night dedicated to gear, leather, and everything in between. Jackhammer's regulars and newcomers alike come for the unapologetic celebration of kink culture, the packed dance floor, and a room full of people who know exactly what they're here for. Dress to express—this is where the community comes to be fully, authentically itself.

Queer women, trans, and non-binary folks — this is your Pride celebration. Vespertine takes over The Hole for a four-hour daytime event that answers the question "Does kink belong at Pride?" with a resounding hell yes. Expect interactive hands-on learning, safe scene play, and a room full of people ready to express themselves through fetish and BDSM. Fetish dress code required (leather, PVC, uniform, goth, rope, neoprene — get creative). $30 tickets in advance; 21+.

A night built for himbos, bimbos, and everyone who loves them — big juicy bodies, big juicy beats, and a dance floor ready to move. Hosted by KAM, Aaron, Himboy, Ben Trotter, Jeb Bush, and Very Vinny, with DJs Miss Toto, JANKY, Prosperity Room, and Saint Devera spinning all night. Think pink, mini skirts, thongs, and pure fun. The vibe is beats that make you flick your wrists and shake it.

All-vinyl queer disco sleaze on Pride weekend — FunkStick brings the heat to Jackhammer after the Chicago Pride Parade with resident DJ Connie Kway-Lewd spinning rare disco all night, plus a rotating lineup of guest DJs (Tony Breed, Buyers Club, DaiGroovie, Xym0x) in The Hole, a drag performance by eRiS, local queer artists, and infused treats from The Baked Baker. Sliding scale pricing means no one gets turned away for lack of funds. All bodies, all genders, all backgrounds welcome.