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North Side

Though this French women's boutique has more than 40 locations worldwide, its quiet Chicago shop is the first in the United States. Most of the pieces in the whimsical collection, including flirty floral dresses ($238) and asymmetrical silk wrap skirts ($298), are incredibly comfortable and slightly daring. Here's the best part: Everything in the store, with the exception of the coats, is machine washable.

Venue name: Cotelac
Address: 1159 W Webster Ave

Cross street: at Racine Ave
Venue phone: 773-281-2330
Website: http://cotelacusa.com
Transport: El stop: Brown, Purple (rush hrs), Red to Fullerton.
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