Best for full nudity: The Admiral is the most famous strip club in town and the only place to enjoy full nudity. The downside? No booze. Which, when you’re talking strip clubs and bachelor parties, is quite an enormous downside.
Best all-around experience: Pink Monkey lets you bring in booze from outside (which, handily, you can buy next door), the girls are hot, the food (filet mignon and herb-roasted chicken Vesuvio) is good, and if you’re really into it, you can become a lifetime member... for only 10k. Grab the bachelor’s credit card and sign him up.
Best alternate option: If you want a break from meathead strip club bouncers and $11 drinks, burlesque is a fine and growing option to see some skin in Chicago. Debonair Social Club transforms into a French noir flophouse for the weekly No Tell Motel, and local burlesque acts like Vaudezilla and Kiss Kiss Cabaret perform regularly around the city.
Weirdest experience: If you’re looking for something REALLY different and random that you DEFINITELY need to be drunk for, Crabby Kim’s is the place to get weird. It’s a bikini bar, which means the bartenders wear nothing but bikinis and high heels. It’s also a dive bar in the middle of nowhere with questionable clientele, which makes the experience... well, memorable. Unless you black out.