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Bucktown/Wicker Park

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If edginess has an epicenter in Chicago, it's the intersection of Milwaukee, North, and Damen Avenues; Damen is a particularly good destination for shopping. Start at Jolie Joli (No. 1623), which sells fashion-forward clothes for both sexes, then move on to p.45 (No. 1643) and Helen Yi (No. 1645) for women's wear from small and up-and-coming designers. Belly Dance Maternity (No. 1647) stocks supremely flattering clothes for pregnant women; Psycho Baby (No. 1630) has stylish togs for kids. Moving north, there's Tangerine (No. 1719) and Clothes Minded (No. 1735), for eclectic selections of clothes and clutches; Apartment Number 9 (No. 1804), for men; and custom T-shirts at the T-Shirt Deli (No. 1739). For the house, you'll find exotic furniture and ornamented pillows at Embelezar (No. 1639); modern furniture and rugs at Stitch (No. 1723); and Chinese and Tibetan antiques at Pagoda Red (No. 1714). Stop for lunch at Caffè De Luca (No. 1721), a casual place with good sandwiches and salads.

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