Blind Wolf Comedy

Located below The Den, a 1920s greystone-turned-hotel in Lakeview, the Blind Wolf Speakeasy is an intimate, approachable bar, event venue and home to a free weekly comedy show. Blind Wolf Comedy hosts a rotating roster of local and touring comics every Wednesday at 8pm. There's no cost to attend, but you can reserve a seat through their Instagram page. It’s often hard to step out of the house without shelling out a small fortune, so this free show feels like uncovering a true hidden gem. It’s safe to say this is one of the best free things to do in Chicago.