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- 900 N. Michigan Ave., Near North Side 60611
- 312-751-1519
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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
- 2035 N. Damen Ave., Bucktown/Wicker Park 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
- 1869 N. Damen Ave. , Bucktown/Wicker Park 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
- 2016 W. Concord Pl., Bucktown/Wicker Park 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
- 63 E. Oak Street, Near North Side 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
- 2145 N. Damen Ave., Bucktown/Wicker Park 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
- 3512 N. Southport Ave., Lakeview 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
- 1101 W. Fulton Market, West Loop 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
- 5314 N. Clark St., Andersonville/Edgewater 60640
- 773-989-9111
His Stuff
The go-to for low-maintenance, professional dudes who dig nice threads but hate the muss and the fuss. Co-owned by two fashion-forward men, this boutique outfits shoppers with Hugo Boss, Swiss Army... read more
- 1659 N. Damen Ave., Bucktown/Wicker Park 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
- 1035 W. Madison St. , West Loop 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
- 1211 W. Webster Ave. , Lincoln Park 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
- 729 W. Maxwell St., South Loop 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
- 1872 N. Damen Ave. , Wicker Park 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
- 3738 N. Southport Ave. , Lakeview 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
- 1015 W. Lake St., West Loop 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
- 1022 W. Armitage Ave. , Lincoln Park 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
- 2142 W Roscoe, Lakeview 60618
- 773-281-6577
Kickin'
Who's says pregnant women can just let it all go? Kickin' caters to those who want to stay in shape, in style. Jogging strollers, designer diaper bags, the stretchiest of workout clothes and a spa-... read more
- 3709 N. Southport Ave., Wrigleyville 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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