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  • 1432 W. Chicago Ave. , Chicago 60642
  • 312-526-3164

Seek Vintage

After ten years of collecting, owners Chris Hunt and Audra Yeomans have stocked their shop with clothing, housewares and cool finds like vintage Haeger planters and old cocktail sets and shakers. I... read more

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  • 1112 N. Ashland Ave. , Chicago 60622
  • 773-252-6996

Kokorokoko

Come here for a wardrobe remix, where the owners have stocked the shelves with garb from twenty years ago. Find sneakers, boots, garrishly-colored tops and scarves, apallingly perfect sweatshirts a... read more

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  • 1872 N. Damen Ave. , Chicago 60647
  • 773-252-1888

Michelle Tan

Tan's designs are simple and straightforward with clean lines and amazing fits. Her craft also aids her in the selection of indie other indie designers lining the racks (even one dedicated to up an... read more

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  • 1509 N. Milwaukee Ave. , Chicago 60622
  • 773-486-0830

Eskell

Owners Kelly and Elizabeth used to compete in high school for best dressed until they realized they were better off combining their talents and together they opened Eskell. Featuring their own line... read more

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  • 1919 W. Division St., Chicago 60622
  • 773-252-2520

Casa de Soul

Browse through a wide array of merchandise from one-of-a-kind hoodies and vintage tees to over-priced little dresses, indie magazines, jewelry and decor interior pieces from Africa and Asia. Ladies... read more

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  • 1951 W. Division St. , Chicago 60622
  • 773-342-0093

Habit

Clean lines, simple designs and surprisingly decent prices dominate the wardrobe at this independent boutique. Designed to showcase up and coming and fashion forward designers, Habit consistently s... read more

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  • 1629 N. Damen Ave. , Chicago 60647
  • 773-772-7357

Bebe

Borderline sexy/trashy, in that just-got-out-of-the-club-in-South-Beach kinda way. Vibrant, bright colors, short hemlines, and saran wrap fitting dresses-- the word modest is not in Bebe's dictiona... read more

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  • 1714 N. Damen Avenue, Chicago 60647
  • 773-276-2998

Marc Jacobs

A staple of any fashionista's closet, Marc Jacobs pulls inspiration from various eras of great 20th century design. Backed by a cadre of hip musician types (Kim Gordon) and Hollywood it girls (Chl... read more

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  • 835 N Michigan Ave., Chicago 60611
  • 312-335-1818

A Pea in the Pod

Being pregnant is not an excuse to let your fashion fall flat, nor do you need to compromise comfort. A Pea in the Pod offers chic maternity wear with boutique brands made to fit every tummy size. ... read more

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  • 1643 N. Damen Ave, Chicago 60647
  • 773-862-4523

p.45

Customer service at this WP boutique vacillates between stuck up and warm and friendly but the high price tags always stay the same. The clothes tend to be fair weather as well with the occasional ... read more

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  • 1563 N. Milwaukee Ave., Chicago 60622
  • 773-235-6778

American Apparel

Founded in L.A. in 2003, hipsters flocked to work within the white-lacquered walls of American Apparel, hawking their rainbow of basics, and looking the other way when their friends swiped a hoodie... read more

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  • 1426 N Milwaukee Ave., Chicago 60642
  • 773-360-8182

Brooklyn Industries

Started with messenger bags made from billboard vinyl, now becoming a full-fledged New York institution. Artist-owned and managed retailer runs under the philosophy: LIVE, WORK, CREATE and creative... read more

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  • 1702 Milwaukee Ave. , Chicago 60647
  • 773-227-9930
  • Perk

Scoop

Unadorned space requires a bit of digging to "scoop" finds from racks abound with everything from obscure designers to Missoni and Alice + Olivia treasures. Wide range of contemporary and designer ... read more

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  • 1532 N. Milwaukee, Chicago 60622
  • 773-235-3727

Reckless Records

The place for vinyl in Chicago. With huge selections of new and used albums, cool listening stations and the ubiquitous hipsters behind the register, there's not much sense shopping for records els... read more

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  • 1442 N. Milwaukee Ave. , Chicago 60642
  • 773-278-7130

The Silver Room

Premiere destination for youthful, edgy jewelry and clothes. Specializes in sterling silver, but also offers various other products. Either way, this store tops out in quantity. Whether you're look... read more

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