Wicker Park Shops

Shop neighborhood
Apartment Number 9 (Closed)
1804 N. Damen Ave., Wicker Park
It’s weirdly appropriate for one of the most respected menswear stores in the Midwest to be owned and curated by chicks. Sisters Amy and Sarah Blessing do a stellar job of stocking their small-ish, slightly out-of-the-way shop with a heady mix of cool-guy closet staples (Band of Outsiders shirting, A.P.C. jeans, Billy Reid blazers) and heritage brands like Danner, Canada Goose, and Red Wing—arguably the best boots money can buy.
Wicker Park
Asrai Garden
1935 W. North Ave., Wicker Park
After picking up a gig at a local florist’s, college dropout Elizabeth Cronin fell hard for the craft and at 23, went out on her own. Over the 15 years she’s been in business, her space evolved into a goth-ish, fairy tale nook for everything from jewelry (Catbird, Ariko, and local Sarah Shikama are just a few standouts) to home décor (Santa Maria Novella candles, Leah Ball pottery) to vintage taxidermy—all deftly mixed with the fresh blooms that started it all. Photos: Dan Paz
Wicker Park
1659 North Damen Avenue, Wicker Park
This progressive, impeccably curated natural beauty boutique stocks a wide range (more than 100) of non-toxic brands from around the globe, including top skincare and makeup products from de Mamiel, Ilia, Kjaer Weis, Kypris, RMS, Tammy Fender, and our very own goop by Juice Beauty. The original shop debuted in 2015 in San Francisco and quickly gained a huge following. Sister locations have since opened in Manhattan, Brooklyn, Los Angeles, and here in Chicago, where there is an exclusive Tata Harper spa, much like the other locations.
Wicker Park
1509 N. Milwaukee Ave., Wicker Park
Kelly Whitesell and Elizabeth Del Castillo, the founders of this Wicker Park standby, are known for their trend-driven, yet somehow totally timeless sensibility, which is perfectly reflected in the boutique’s easy-to-navigate layout and eclectic buy (Judi Rosen denim, knits from Barcelona-based Yerse, and In God We Trust charm necklaces). And while the eponymous house line might skew a little young for some, for the right girl, the racks of retro-tinged dresses and printed separates are a sartorial goldmine. The apothecary, however, is a sure bet for just about everyone—think, D.S. & Durga fragrances and Qualitas candles.
Wicker Park
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