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The Best Shopping in Chicago

From the glitzy shops on North Michigan Avenue's Magnificent Mile, you may be led to believe that Chicago is all about labels, department stores, and glamour, but scratch the city's surface and you'll find a wealth of antiques, bookstores, home decor, vintage boutiques, housewares, and independent designers that make Chicago a little-known shopping destination.
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5219 N Clark St, Chicago, IL 60640, USA
Brimfield specializes in antique glassware, vintage signs, custom upholstered chairs and plaid blankets, pillows and furnishings of every conceivable style and design. The owners began collecting antiques in the UK in the late 1990s and opened...
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2327, 833 W Washington Blvd, Chicago, IL 60607, USA
Chances are you’ve seen Maria Pinto’s works at some point in recent years—she’s known for dressing the likes of First Lady Michelle Obama, Oprah Winfrey, and Brooke Shields. That fan base is only growing with the opening of her West Loop Style...
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2850 N Lincoln Ave, Chicago, IL 60657, USA
Brimming with all things pulp and ink, and oozing the olfactory enjoyment that is 'old book smell,' Powell's Bookstores are a Chicago institution. Focusing on academic and scholarly works for the past four decades and counting, their three...
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1432 W Chicago Ave, Chicago, IL 60642, USA
Teenage Mutant Ninja Turtles T-shirts, Members Only jackets, Beavis and Butthead outerwear, Max Headroom sunglasses… oh yes, these are all the droids we’re looking for. Visitors on the hunt for totally tubular leg warmers, an...
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2780 N Lincoln Ave, Chicago, IL 60614, USA
This Lincoln Park destination, besides being one of the only designer-toy shops in the Midwest, has gained a reputation for being one of the best designer-toy shops in the world. It stocks a wildly diverse selection of vinyl figures and...
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851 W Randolph St, Chicago, IL 60607, USA
This skin-care sanctuary just opened its doors in Fulton Market’s bustling neighborhood after spending two years in Roscoe Village, where it built an obsessive following for its handmade products. The line was inspired by the...
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1472 N Milwaukee Ave, Chicago, IL 60622, USA
This charming little store on Milwaukee is stuffed with vintage goods in primo condition. Beautiful chunks of costume jewelry and frilly fascinators share space with lush leather handbags and sparkling glassware. Nothing in the store is cheaply...
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3020 N Lincoln Ave, Chicago, IL 60657, USA
Like most good thrift stores, the Brown Elephant is hit or miss. Sometimes you can find great books, T-shirts, and super-cheap vinyl—other times, nothing appeals, and you just wander around until your feet hurt. This shop is well organized,...
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1528 N Milwaukee Ave # 1, Chicago, IL 60622, USA
It’s always been about affordable vintage goods at this Wicker Park boutique, which sells contemporary dresses and tops from Amuse, men’s hats from Brixton, denim from skinny-jean pros Just USA, rompers from Los Angeles–based En...