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Chicago's 13 best shoe shops

Whether you're a shoe fanatic or need something comfy and functional, these are the best shoe stores for women and men

Photograph: Marzena Abrahamik
Barneys New York

It can be argued that perusing the best shoe stores in Chicago is the best kind of shopping. After all, shoes can take an outfit from boring to fabulous, they can make a great first impression and they never make you feel fat. Whether you need new shoes for Valentine's Day date night, comfy kicks for exploring the city, or you know, just because, these 13 shops are a great place to start. 

RECOMMENDED: Best clothing stores in Chicago

1

Lori's Designer Shoes and Accessories

In a collective quest for the latest in designer shoes, stylish women cautiously navigate this 4,500-square-foot Lincoln Park boutique's thigh-high stacks of shoeboxes. The shop's large selection (curated by Lori herself) includes major brands like Dolce Vita and Jeffrey Campbell and makes battling the weekend crowds worth it. Lori's also stocks a small selection of handbags, jewelry and apparel. 

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Lincoln Park
2

Click Shoes

You know that big rush of happiness that comes along with scoring a great pair of shoes at a great price? You'll experience a lot of that at this staple shoe store on Southport. It's often referred to as a "hidden gem" for good reason. The shop is known for its stylish shoes, accessories, and apparel—brands like Vince Camuto and Sam Edelman, Sundry, Michael Lauren and more–often at hefty discounts.

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Southport Corridor
3

Florodora Shoes

Critics' pick

Housed in the same historic Monadnock Building as the original Florodora boutique, this sibling features some of the most unique women’s shoes in the city. The selection includes funky, smaller brands like Coclico, Ann Roth and Mea Shadow. In addition to kicks, the shop also stocks accessories like handbags, jewelry and even hosiery. The storefront was actually occupied by a shoe store called Hassel’s about 100 years ago, so we like to think that the space is going back to its roots.

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Loop
4

City Soles

Critics' pick

Put your best foot forward by stepping into this stylish Windy City shoe spot. Ladies can pick up chic heels by Andrew Kayla and ponyhair flats by Kate Ferguson, while men can snag classic shoes from Damen Frost and loafers by Audacia. Style like this doesn’t come cheap (surprise, surprise), but you get what you pay for with amazing quality and unique selection.

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Wicker Park
5

A Pied

Critics' pick

The charming A Pied isn't huge, but we always find something we love at this Roscoe Village women's shoe boutique: flats, booties, pumps, wellies, heels, sandals—you name it, owner Trudy Robinson has it. Even better: Her shoes are cute, comfortable and always unique. While you may not have heard of all the brands she sells, her shoes will definitely get you some attention.

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Roscoe Village
6

Dursen Shoes

Dapper dudes know this Chicago shoe shop is the spot to score quality and stylish dress shoes, oxfords, boots and loafers at prices that won't break their budgets. (Seriously—they start at $85). Stop by to browse the selection of American-designed, genuine Italian leather footwear, or feel free to stay awhile and play some pool and its newly opened flagship location. 

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Wicker Park
7

Akira–Downtown Footwear

Akira is a young Chicago fashionista’s dream—the perfect combination of youthful trends and affordability. The footwear stores are even more enthralling than the awesome men’s and women’s clothing stores, as new, innovative designers cover tables with spiked boots and platforms. You can also often find student-friendly sales and tons of new stock.

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Loop
8

BucketFeet

Chicago-based shoe retailers BucketFeet are just one of the many stores to take up residence in Block 37. This shop stocks a wide selection of the brand's signature shoes, each decorated with an artist's custom design. New designs are added frequently, so check back often to find the latest footwear masterpieces. You'll also find a location in Bucktown.

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Loop
9

Tom's Shoes

Shop for those ubiquitous slip-on shoes and contribute to a great cause, all while getting your caffeine fix. One of the few Tom's locations to boast a "One for One" coffee shop, this Wicker Park spot is a great place to kill a few birds with one stone. Try a lavender latte while browsing men's and women's shoes, eyewear, apparel and accessories. 

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Wicker Park
10

Nordstrom

This department store’s reputation for service is well-earned. Throughout four floors of shopping fun, pleasant clerks are helpful without being pushy. Returns are always, without a doubt, hassle-free and there’s a shoe department the size of Montana selling every style, size and type of footwear you have ever imagined. The varied selection storewide is sure to please everyone from high-maintenance designer divas to no-fuss grumpy gramps.

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River North
11

Bloomingdale's

In the 900 North Michigan building, Bloomingdale's has everything you would expect from a big and notable department store, meaning a large makeup department; all styles and prices of women's dresses; an entire floor dedicated to trendy and pricey tops, denim and casual dresses for women; and a solid shoe department on the first floor. (While it's not as big as Nordstrom's or as designer-focused as Barneys, Bloomie's shoe department is always a safe bet for great footwear.) There's truly something for everyone here.

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Magnificent Mile
12

Barneys New York

Professionals, fashion lovers and socialites head to this beautiful and luxurious department store for top designer and private label apparel, including clothing, jewelry, bags, accessories—and perhaps our favorite—loads of high-end shoes. On the top level you'll find an amazing gift shop with goodies for babies, hostesses and birthday pals, plus Fred's restaurant, a favorite spot for ladies who lunch. (Just don't forget your AmEx.)

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Gold Coast
13

The Fifth Avenue Man

After closing in 2014, Saks Fifth Avenue Men’s Store has reopened across the street as The Fifth Avenue Man, a store-within-a-store on the 6th and 7th floors of Saks. In the spacious and chic shop, you’ll find Burberry London suits ($1,195–$1,495) and looks from Dolce & Gabbana, Versace, Alexander McQueen and many more elite designers. The store also has an expanded denim section with looks from AG ($178 and up) and Rag & Bone ($255 and up), plus one of the largest men’s shoe sections in the Midwest. 

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Magnificent Mile

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