Check out burlesque and comedy
High Hat Club (address and info)
There are plenty of places to see burlesque in the burlesque-heavy town that is Chicago, but only one Wiggle Room at The High Hat Club. The regular burlesque-and-live-comedy mashup features the World Famous Chicago Starlets, local comics, craft cocktails, and, uh, Creole-Italian fare.
Watch a live fetish show at Festival of Flesh
Uptown Underground Theatre (address and info)
The long-running monthly Festival of Flesh may have a new location at the Uptown Underground Theater, but it’s still offering the same bizarre stage antics -- which may or may not include cinder blocks, sledgehammers, aerialists, chainsaws, and flesh hooks, but will definitely include plenty of leather. Win prizes from a local sex shop while learning dangerous new material for the bedroom/sex dungeon.