11 Chelsea Boots That Never Go Out of Style

They're truly iconic.

chelsea bootschelsea boots

If there's one boot that's made for walking, it's definitely the Chelsea boot. This classic style was popularized in the mod-era 1960s, and it's been rocking the sidewalks ever since. Shop these pairs you can wear now and always.

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Cole Haan Landsman Ankle Boots
amazon.com
$150.00

It doesn't get much more classic than this Chelsea boot from Cole Haan. The low block heel is perfect for days with lots of walking. 

More: Ankle Boots to Wear Everywhere This Fall

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Jack Rogers Liddy Waterproof Booties
Jack Rogers
Jack Rogers Liddy Waterproof Booties

from $42.63

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Suede-covered stretch panels give this Chelsea boot a sleeker look. It's also waterproof, so you don't have to worry about unexpected downpours!

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Marc Jacobs Rocket Chelsea Ankle Boots
amazon.com
$395.00

Once you have a basic Chelsea boot, this metallic version is a fun addition. We'd wear them with an all-black outfit. 

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Marc Fisher LTD Yale Chelsea Boot
nordstrom.com
$179.95

Your look will literally be on point with these Chelsea boots. The patent leather keeps you shining through gloomy winter days.

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Tony Bianco Fraya Chelsea Boots
amazon.com
$169.96

This go-with-everything black leather boot has an oversized pull-tab that'll help you get out the door even quicker. 

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Dolce Vita Colb Chelsea Booties
Dolce Vita
Dolce Vita Colb Chelsea Booties

from $55.99

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Here's proof that Chelsea boots don't have to be black. Lighten up your shoe collection with this style from Dolce Vita in a versatile taupe suede.

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Rag & Bone Walker Booties
Rag & Bone
Rag & Bone Walker Booties

$475.00

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No one does effortless cool like Rag & Bone. Up the edge factor in your winter looks with these leather Chelsea boots. They also come in black suede.

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Joie Barlow Booties
Joie
Joie Barlow Booties

from $64.42

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Prefer a low profile? You'll love Joie's popular Barlow booties. The slim, refined look goes especially well with cuffed skinny jeans and flowy dresses.

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Alexander Wang Spencer Ball Chain Chelsea Boots
shopbop.com
$1,038.03

You'll stand out with these ball chain-trimmed Chelsea boots, yet they're still simple enough to rock on the daily. 

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Emu Australia
EMU Australia Pioneer Deluxe Wool Waterproof Boots
amazon.com
$189.95

Take on harsh winters with these Chelsea boots that are fully lined with plush wool. The waterproof design makes them way chicer than the average pair of snow boots.

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Arno Cooperative
Arno Cooperative Bianca Truffle Suede Booties
arnocooperative.com
$265.00

A stacked 3.25-inch heel makes these Chelsea boots the perfect day-to-night style. Even better: They're handmade in Tuscany.

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chelsea boots best 2018
Alexander Wang
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