street style: chicago

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So appealingly eccentric, from the draping chiffon top to the slouchy woolly shorts and long dramatic scarf.

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Chicly straightforward, with lush details like an ornate necklace and slightly embellished vest.

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Mod, with a modern twist: a streamlined dress zipped over a white top—finished off with a perfect Mia Farrow cropped hairstyle.

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Earthy touches—a flowing ethnic scarf, patchwork bag, and knit cap—prettily balance the glam effect of her sequined vest.

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We love this playful mix of a wintry trapper hat, a ladylike cropped jacket, and leggings tucked into boots.

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Irreverent touches—a half-gold, half-leather necklace, an avant-garde top—lend a bit of interest to an all-black outfit.

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The shortish pants, librarian cardigan, and chunky glasses worn together have a great, nerdy cool.

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Knotted casually around the neck, a lavish scarf adds a jolt of energy to an understated outfit.

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Thanks to the elaborately worked buckle, this leather belt doubles as jewelry.

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Citified equestrian done perfectly: body-hugging denim, to-the-knee boots, and a simple jacket and scarf.

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Boyish buffalo plaid, in the most girlish, feminine silhouette.

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Layered up but still so trim—and we adore the pairing of black socks and earthy brown wedge sandals.

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We love the unexpected pairing of a casual inky black vest and a glam champagne-hued party dress.

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The most elegant cold-weather ensemble: a softly bell-shaped wool skirt, crisp button-down, black tights, and simple boots.

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This super-clean winter-white coat is a stunning contrast to a black dress and sexy red heels.

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Snug and curvy, this vest gives a button-down and jeans an outrageously stylish dose of sex appeal.

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