The best streetwear and vintage stores in Chicago

This West Loop retailer has a meticulously curated collection of sneakers and apparel for both men and women. Featuring brands like Comme Des Garcons, Dries Van Noten and Acne Studios, the fashion-hub also sells its own branded apparel with other companies like footwear giants Converse and Salomon. You can find bedazzled Diesel belts, Jacquemus handbags and distinctive Bode overshirts. If you’re looking to expand your wardrobe and stop traffic with your style, Notre is a must-visit.

Keep your streetwear collection up to date by hitting up this local retailer. SVRN (pronounced sovereign) boasts some of the most sought after and luxury brands, including industry collaborations like Rick Owens x Moncler. If the striking minimalist interior design won’t lure in you, stop by for some of their community events like Sommelier Sundays.

South Loop’s Jugrnaut has been an active member of the streetwear and vintage scene in Chicago since 2007. The shop has an array of apparel options from customized denim to expressive hoodies—both Jugrnaut-branded options and vintage wear are available. Homegrown in Chicago, the retailer often partners with local businesses to produce merchandise, such as a collaboration with Gino’s East. Stop by to shop locally, stock up on Chicago-bred brands and collect some great vintage finds.

TRASH Vintage leads a strip of vintage and consignment stores along 18th Street in Pilsen. The racks and racks of yesteryear clothing are a gold mine for anyone who loves sifting for just the right garment. From fur trench coats to pleated bell-bottoms, the collection has relics from every decade to keep your wardrobe up-to-date on the latest trends. TRASH sells both in-person and online through their frequently-updated Etsy shop. 

Located a block west of TRASH Vintage on 18th Street, Knee Deep Vintage is another can't-miss. For 16 years, this vintage store nestled within Pilsen has been offering an alluring collection of colorful and unique finds. From “'50s party dresses to grungy '90s duds,” Knee Deep has something for everyone. On a typical day, you'll find collectors and folks looking for some sartorial flair browsing the racks of T-shirts, denim, workwear, dresses and other timeless garments.

Add Round Two to your Milwaukee Avenue shopping spree. Among the many retailers along the main commercial strip of Wicker Park, Round Two has one of the most curated collections of streetwear and sporty vintage selections. Its extensive wall of available shoes and sneakers mirror some of the most in-demand styles. Head to the second level to find vintage T-shirts, jerseys and jackets from your favorite sports teams and beyond.

This stylish retailer has the perfect mix of vintage selections and new streetwear must-haves. If you’re looking to trade in some of your most prized possessions, Urban Jungle also does in-store buying and trading. Whether you’re looking for Balenciaga or the perfect throwback denim jacket, skim through the racks at Urban Jungle and you'll probably find what you’re looking for (and more!).

Adding to the splendor of Wicker Park, the Goody Vault boasts a detailed curation of vintage finds. Rooted in the motto “Repair. Rework. Reimagine,” this retailer specializes in everything from the '20s to the '70s, and even recycled pieces as bags. The available apparel are notable for their quality craftsmanship that have undeniably stood the test of time. Keep an eye out for weekly partnerships with artisanal brands at the Vault, as well as vibrant weekend events like DJ sets and workshops.

Established in 2019, this boutique grew out of its owners’ Chicago apartment and into a Fulton Market location. It recently relaunched at a new space in Wicker Park, where you'll find a curated selection of street-based apparel that showcase everything from outerwear to vintage varsity jackets to rare ‘90s graphic tees.