While the name alone might elicit images of a place better suited for bachelorette parties, the Pink Monkey has been consistently recognized as one of the best Windy City Gentlemen’s Clubs. And the location (it is among the closet to the actual city of Chicago) and talent level make it an ideal choice for the Chicago bachelor party seeking a little adult entertainment.

The space is smaller than you think and it can get crowded around the stage - but you’re rolling with a bachelor party and should have your own area anyway. For that reason we say notify them ahead that you are coming and the club should accommodate. Just remember, this place is BYOB so make sure that part of your preparations is remembering to bring the booze.