The Randolph Street Market Festival in Chicago is one of the Midwest’s most celebrated flea market‑style events, blending urban vintage culture with antiques and design in a way few regional markets match. Often called the “mecca of cool” and recognized nationally for its curated selection of more than 200 dealers, this market draws collectors and shoppers from across the Midwest searching for mid‑century furniture, vintage fashion, vinyl records and handmade goods. It mixes indoor and outdoor spaces with live music, food and global goods, making it feel less like a typical flea and more like a cultural festival that showcases the best of midwest flea markets culture.