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Marc by Marc Jacobs

The Midwest flagship for this wildly popular line just opened in the thick of the North Damen shopping drag.
From Chicago's Bucktown/Wicker Park/Ukranian Village neighborhood store listing.

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P.45

To mark its 10th year in business, this Bucktown fixture is planning a renovation to lend its industrial interior a dose of organic warmth. In addition to a physical transformation it's pushing to bring in new labels: Established indies Ya-Ya and Lyell are joined by rising names Lorun and Marlova.
From Chicago's Bucktown/Wicker Park/Ukranian Village neighborhood store listing.

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Penelope's

Cheeky vintage-classroom decor—checkerboard tile floors, antique school maps—gives this Wicker Park favorite a certain Wonder Years nostalgia. The clothing is similarly retro-influenced.
From Chicago's Bucktown/Wicker Park/Ukranian Village neighborhood store listing.

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Robin Richman

Former knitwear designer Robin Richman just reinvented her shop, and the incarnation has an appealing industrial-folkloric mood: Gauzy hand-dyed Gary Graham dresses rest on antique wrought-iron racks and chunky bead necklaces drape from antique glass knobs.
From Chicago's Bucktown/Wicker Park/Ukranian Village neighborhood store listing.

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Roslyn

With little fanfare, Roslyn Dulyapaibul debuted her exquisite parlor-like boutique last fall, and it has quickly and quietly become one of the city's most outstanding resources for inspirational, hard-to-find labels.
From Chicago's Bucktown/Wicker Park/Ukranian Village neighborhood store listing.

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Scoop

The only Midwest branch of the trend-centric NYC-based boutique chain.
From Chicago's Bucktown/Wicker Park/Ukranian Village neighborhood store listing.

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Tangerine

Lori, Keri, and Alex Mandarino, the mother-daughter owners of Tangerine, are investing heavily this season in high-waisted Jainesse jeans, Mint Jodi Arnold gemstone-encrusted blouses, and pearl-studded hoops by local jeweler Coqui.
From Chicago's Bucktown/Wicker Park/Ukranian Village neighborhood store listing.

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Embrace

Part gourmet restaurant, part upscale gift boutique, this unusual hybrid is well worth seeking out—and half the adventure is actually finding it (it's located in an old theater down a long, romantically lit alley).
From Chicago's Hinsdale neighborhood store listing.

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Shop 10

Simply arranged except for the dramatically swagged brown velvet curtains (owner Lisa Cox used to design window treatments), this welcoming spot is the go-to place in Hinsdale for everyday-wearable pieces.
From Chicago's Hinsdale neighborhood store listing.

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Stockholm Objects

Swedish natives Åsa Anden (a former dentist) and Jessica Lederhausen (a onetime pro golfer) opened this airy Scandinavian-goods store three years ago to import merchandise they missed from home.
From Chicago's Hinsdale neighborhood store listing.

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