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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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  • 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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  • 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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  • 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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  • 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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  • 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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  • 1035 W. Madison St. , Chicago 60607
  • 773-492-9373

Tribeca

The kind of boutique where you almost always find one great item that you have to buy. The usual brands dominate: Michael Stars, Joe's Jeans and Trina Turk but you can also find local designer Cynd... read more

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  • 1211 W. Webster Ave. , Chicago 60614
  • 773-296-2141

Kaveri

Owner Kaveri Satpathy aims to offer something a little different than the basic boutique offerings. Drawing inspiration from the London shopping districts of her youth, Kaveri attempts to emulate t... read more

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  • 729 W. Maxwell St., Chicago 60607
  • 773-563-9470

Lyssa on Maxwell

With most items costing upwards of $300 and more still in size 6 or below, this high-end boutique isn't for everyone. But for those fit the bill, so to speak, they'll find plenty of beautiful piece... read more

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  • 3738 N. Southport Ave. , Chicago 60613
  • 773-549-2876

Tula

This narrow, cozy shop offers some of the best boutique shopping Southport has to offer. Luxurious cashmeres, cowl neck coats, sweater shawls and silk tops dominate the racks. Selections of lesser-... read more

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  • 1015 W. Lake St., Chicago 60607
  • 773-226-2247

Bess and Loie

Named after the owner's fashionable grandmothers, this handbag boutique is consistently worth stopping into. Vintage wallpaper and little candy dishes throughout the store make it all the more plea... read more

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  • 1022 W. Armitage Ave. , Chicago 60614
  • 773-248-1022

Entendre Couture

Elegant and classic, this boutique offers urban-chic designs for both guys and gals. Dark wood floors, steel fixtures, chandeliers and heavy curtains accent fine clothing. Staff provides personaliz... read more

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  • 3709 N. Southport Ave., Chicago 60613
  • 773-472-6717

Mint Julep

To draw in smart shoppers, Mint Julep's owner, Sara Bruno, has come up with a pretty sweet deal. Half the store is filled with clothing under $100, the other half includes higher-end designers with... read more

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  • 3829 N. Southport Ave., Chicago 60613
  • 773-388-2201

Ciao Bella

Owned and operated by a former flight attendant, this boutique specializes in trendy, travel-friendly clothing. There's a fair amount of chic frocks with Italian labels, but you'll also find cute, ... read more

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  • 1167 W. Madison Ave., Chicago 60607
  • 773-226-6677

2 Sisters

Spot for boutique shoppers on a budget. Spacious, well-lit shop packs a continuously revolving collection of thoughtful and chic pieces, but at the kind of prices you might expect to see at the mal... read more

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  • 873 N. Rush St., Chicago 60611
  • 312-587-1000

Ikram

Ikram puts Chicago on the style map with true couture finds for even the snobbiest fashionista. Designers like Thakoon, Alexander McQueen and Rodarte line the racks, all with prices that just might... read more

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  • 826 W. Armitage Ave. , Chicago 60614
  • 773-281-0999

Eliana Lily

Owner Eliana Lily's favorite motto is: Life is not a dress rehearsal. Thus, she wants to make sure you're always dressed in the very best. Racks of designers like Nancy Rose, Vanessa Witke, David K... read more

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