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  • 3451 N. Southport Ave., Chicago 60657
  • 773-248-8604

Cerato Boutique

Owner Tracey Glibowski vows not to be just another boutique; to that end, she focuses exclusively on Chicago designers. Browse over Frei Designs tunics, Kristin Hassan skirts and shorts by Eskell. ... read more

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  • 900 N. Michigan Ave., Chicago 60611
  • 312-751-1519

space519

Touting itself as a "refined general store," this is a one-stop shop for the carefree, or for those with seriously expendable incomes. Selection of goods ranges from antique hotel chandeliers and t... read more

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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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  • 1407 N. Wells St., Chicago 60610
  • 312-654-0482

Wildflowers Lingerie

Hidden away in a corner of Old Town's gaslight courtyard, this little gem of a lingerie store meets the refined panty palate on a reasonable level. Pricier than Vic's Secret but less so than some h... read more

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  • 700 N. Michigan Ave. , Chicago 60611
  • 312-255-8123

Zara

Some say it's an upscale H&M. Some say it's brilliant. Some say it's pronounced "Zay-Rah." They're wrong. Either way, Chicago just landed Zara's largest North American retail outlet, and it's c... read more

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  • 2035 N. Damen Ave., Chicago 60646
  • 773-489-1311

Roslyn

This airy little boutique offers well-chosen pieces by hard to find designers from New York, Los Angeles and Europe like Liz Mclean, Ong, and Vena Cava. Each collection is highlighted by a framed d... read more

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  • 4703 N. Lincoln Ave., Chicago 60625

DLR Clothing

The only way shopping at DLR is going to break the bank is if you go every day, which you might want to do since there's so much great stuff at budget prices. Simple, modern shift dresses and cute ... read more

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  • 1647 N. Damen Ave. , Chicago 60647
  • 773-862-1133

Belly Dance Maternity

Don't forgo fashion just because you're knocked up. While service can be on the slow side -- who wants to carry around armloads of clothes at 7 months pregnant -- the selection of designers like Ch... 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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  • 1869 N. Damen Ave. , Chicago 60646
  • 773-782-1660

Red Eye Eyewear

Something for every budget, this seemingly upscale eye boutique offers a great selection of unique designs. Find frames for under $100 with them rarely breaking $300. It's obvious that owner Matt l... read more

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  • 2016 W. Concord Pl., Chicago 60647
  • (773) 276-0905

Beta Boutique

What's better than a permanent sample sale? One housed in a cute boutique setting in Chicago's trendiest neighborhood. Snatch up apparel from designers like like Rory Becca, Alice Roi and Ulla John... read more

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  • 1744 W. 18th St. , Chicago 60608
  • 312-850-2574

Golden Age

Obscure zines, local art, jewelry, funky tops and mixed media (think: Super 8 shorts) make this Pilsen storefront feel like something you'd find in the East Village or Ginza. Instead: Pilsen, right... read more

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  • 63 E. Oak Street, Chicago 60611
  • 312-255-1170

Jimmy Choo

Not for the flat-footed, Jimmy Choo's signature teeteringly expensive heels have taken their place among the most well-heeled in town. Becoming an instant Oak Street favorite this little shop boast... read more

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  • 37 N. Carpenter St., Chicago 60607
  • 312-633-2100

The Oprah Store

If you can't score tickets to The Oprah Show, this might just be the next best thing. Stocked with every imaginable item that you could embroider with the "O" moniker, as well as a plethora of self... read more

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  • 2145 N. Damen Ave., Chicago 606014
  • 773-235-6090

Personal Privilege

Men's clothes on one side, women's on the other, this Bucktown boutique keeps things simple. Men can browse great designs by lines like Christian Audigier, Rebel Spirit, Toxic Waste and Mission whi... read more

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  • 3512 N. Southport Ave., Chicago 60657
  • 773-244-1300

Perchance

Designed to inspire a boutique in Paris, Perchance landed on the Southport corridor last fall, bringing with it as much feminine fashion as one little shop could muster. Classic pieces like trenchc... read more

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  • 1101 W. Fulton Market, Chicago 60607
  • 312-243-4754

Pivot Boutique

Chicago's first shop dedicated soley to eco-fashion. All the high end designer offerings are made from organic or sustainable materials like organic cotton, bamboo and soy. Not for your typical tre... read more

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  • 3657 N. Southport Ave., Chicago 60657
  • 773-525-6870

Cerulean 1

If you don't remember, Cerulean 1 was the dark shade of blue in the 64-count box of crayons that you had in 2nd grade. This men's and women's boutique took on the moniker inspired by the color of t... read more

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  • 1659 N. Damen Ave., Chicago 60647
  • 773-489-0101

Riley

Once a women's clothing boutique called Daffodil Hill, owner Stephanie Riley decided to take things in a new direction in 2007, relaunching the store as Riley. Gleaming wood floors, leather chairs ... read more

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  • 3527 N. Southport Ave., Chicago 60657
  • 773-248-9866

M2 Boutique

The perfect place to find a gift for your girlfriend's birthday party. Candles, journals, and coctail books gifts line the shelves, everything in cute packages that just scream Happy 28! Stylish ha... read more

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