This popular resale/consignment shop in Wicker Park is known for its quirky vintage wares. In addition to eclectic clothing and jewelry, Lenny and Me offers a selective array of classic and contemporary women’s hats. The shop sells a rotating collection of twenty-five to thirty hats on any given day: “church lady” pillboxes, wool caps, fur-lined bombers and beautifully crafted vintage cloches. But if you’re looking for something to wear to a Cubs game, you’ll have to go to Lids; at this kitschy hipster shop, there’s nary a baseball cap in sight.
