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Jake

With three outposts now in the Chicago area, this rapidly expanding boutique empire has made it easy to secure formerly hard-to-find labels like Willow and Riser Goodwin. The Rush Street location is our go-to: It’s ambitious in scope, healthily stocked, and has an infinitely inspiring environment.
From Chicago's Old Town/Gold Coast/River North neighborhood store listing.

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Samantha Chicago

Done up with chiffon pink shag carpets, milk-glass lamps, and a circular faux-ostrich couch, this boudoir-influenced spot presents clothing as unabashedly feminine as the decor.
From Chicago's Old Town/Gold Coast/River North neighborhood store listing.

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Koros Art + Style

Deliberately offbeat; denim is displayed in a bank of porcelain sinks (procured from a shuttered monastery) and a centuries-old altar serves as the register area.
From Chicago's West Loop neighborhood store listing.

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Ouest

Specializes in Gallic favorites, like Sonia Rykiel and Paul & Joe, and has a fanciful Frenchified look (bistro-tile floors, gilded wallpaper, peacock-feather-filled vases).

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Frannie

This younger cousin of old-guard Winnetka boutique Frances Heffernan stocks pieces that have a sense of quiet luxury.
From Chicago's Winnetka neighborhood store listing.

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Gray

It's not often that a boutique expands from the suburbs into the city, but that's exactly what happened with Winnetka-based Gray, which unveiled its second location in Chicago's Old Town early last year. As winning as that outpost is, we have a soft spot for the original.
From Chicago's Winnetka neighborhood store listing.

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Jake

New to the village is the latest branch of this wildly popular Chicago minichain. And as with the other Jake locations, it has a modern Hollywood Regency look—red lacquer cabinets, ornate oversize mirrors, chrome starburst chandeliers—and crisply minimal clothing hanging from brushed-metal racks.
From Chicago's Winnetka neighborhood store listing.

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Neapolitan

With a salon full of designer shoes visible through its giant plate-glass windows, it's difficult not to be drawn in by this upscale standard. But the patent Lanvin ballet flats and buckled Chloé pumps are just the beginning.
From Chicago's Winnetka neighborhood store listing.

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Barneys Co-op

Find a pitch-perfect assortment of Mayle tops, Sissi Rossi bags, and Daryl K-189 jeans in the city's only branch on this NYC chain.
From Chicago's Lincoln Park neighborhood store listing.

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Intermix

The newest Chicago branch of this minichain.
From Chicago's Lincoln Park neighborhood store listing.

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