If you’re into women’s vintage clothing, look no further than Tilly Vintage in Chicago. You can’t miss the storefront because there are always 4 or 5 mannequins dressed to the hilt standing outside the store on the sidewalk, rain or shine. Be warned, if you get claustrophobic easily, Tilly may be a little much for you. Otherwise, prepare yourself for vintage dresses, jackets, scarves, hats, and jewelry from floor to ceiling in space about 10×10 feet (maybe smaller). Believe it or not, there is a dressing room.
I live down the street from Tilly and it’s always my go-to for an interesting piece of jewelry you won’t find anywhere else. I even purchased the earrings and bracelet I wore for my wedding here. The store owner, whose name is not Tilly, is usually there and can tell you a story behind almost any piece in the store. She’s also really reasonable about her prices and sometimes cuts a deal if you’re buying multiple items.
Tilly is located in the heart of Andersonville, Chicago’s traditionally Swedish neighborhood. Although many of the original Swedish stores have been replaced, Tilly is tucked between two iconic spots, Svea Diner and Simon’s Tavern, both cash only and well worth a visit. Simon’s still has an old school jukebox with a great mix of new and old albums. Definitely check out some of the antique and design stores nearby, too — Brownstone, Scout, Brimfield, and Andersonville Antiques.