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12 Chelsea Boots You'll Want to Wear Everywhere

No pedicure, no problem.

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Ask a team of eight editors the difference between a chelsea boot and an ankle boot, and you'll get a different answer each time. (Chelsea's are technically booties! They're supposed to have a loop on the back! Ankle boots always have a heel!) Despite the varied opinions, there is an overall consensus: Chelsea boots are comfy, versatile, and can be worn year-round, which makes them a must-have in every woman's closet. Shop the best on the market, below.

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1
Best for the Office
'Yale' Chelsea Boot
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Marc Fisher LTD Nordstrom
$125.96

I can't say enough great things about Marc Fisher's pointy-toe chelsea boots, which come in nine (!) different styles. They're insanely comfortable, and look great when you're heading to those post-work drinks straight from the office. Pick the ivory or snakeskin if you want a pair you can wear year-round. 

2
The Confidence Booster
Très Vivier Buckle Chelsea Boot
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Roger Vivier Nordstrom
$1,150.00

If you're not already the boss, you'll look (and feel) like one in Roger Vivier's buckled chelsea boots. The square-toe heels run a bit small, so make sure to order half a size up. 

3
Best for Wide Feet
The Day Boot
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Everlane
$225.00

Everlane's chelsea boots with a two-inch stacked heel and a side zipper are what dreams are made of. Hundreds of reviewers rave about how soft and comfortable they are, plus they fit well for people with wide feet.  

4
Best Quality
Melissa Chelsea Boot
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Frye
$298.00

It would be a sin not to purchase at least one pair of Frye boots in your lifetime. The iconic boot brand is known for its incredible quality with its built-to-last durability made for work or play, and the Melissa chelsea boots give off a vintage feel.

5
Best for Everyday
Blundstone 550 Chelsea Boot
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Blundstone Free People
$200.00

You don't have to be in the desert to rock these with jeans or a dress. (Though they are a great excuse to plan a trip out west.)

6
Most Versatile
Women's Refined Slim Fit Quilted Gloss Chelsea Boots
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Hunter
$155.00

Say goodbye to traditional rainboots and swap them with these glossy waterproof chelseas. You'll want to wear them even when it's not monsooning outside. Trust. 

7
The Classic Pair
Duchess Chelsea Boot
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Thursday Boots
$160.00

Expect lots of compliments every time you slide on a pair of Thursday Boots' chelsea boots with the statement pull tab in the back. 

8
For a Rustic Look
Essential Chelsea Boot
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FP Collection Free People
$188.00

Fall in love with FP Collection's Spanish-made chelsea/clog hybrids that were made for the weekends. 

9
The Insta-Worthy Pair
Study Spike Heel Chelsea Bootie
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Christian Louboutin Nordstrom
$1,045.00

If you're fancy and you know it, these spiked heel Christian Louboutin booties—and street style photographers—are calling your name. 

10
Best for Date Night
UO Anna Crocodile Cap Toe Chelsea Boot
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Urban Outfitters
$98.00

The award for the perfect date night shoe goes to these crocodile cap toe chelsea boots. They're cute enough to make a statement, but low-key enough not to take away from that amazing dress you're wearing.  

11
The Edgy Pair
Kori Cutout Leather Chelsea Boots
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Alexander Wang Net-a-Porter
$595.00

Okay, so these Alexander Wang boots walk a fine line between an ankle and chelsea boot, but how can you not obsess over the cut-out heel? They would look amazing with a white tee and jeans for an effortless look. 

12
Most Supportive
Two-Tone Patent Leather Chelsea Boots
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Prada Moda Operandi
$850.00

No need to commit to a full-on rain boot or snow boot—these two-tone Prada chunky patent leather boots with rubber soles will save you in all kinds of weather with their no-skid traction underneath.

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