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Chelsea Boots

Compare 817 products from 9 shops

Women Men

Compare 817 products from 9 shops

Chelsea Boots

Compare 817 products from 9 shops

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-40%

Tod's

Leather Chelsea boots Black

Delivery: Delivery costs apply

$891.00 ~~$1,485.00~~

Mytheresa

-46%

BOSS

Ankle boots Brown

Delivery: $9.95

$124.00 ~~$230.00~~

Yoox

-30%

Tod's

Suede Chelsea boots Brown

Delivery: Delivery costs apply

$592.00 ~~$845.00~~

Mytheresa

-67%

Hogan

Ankle boots Brown

Delivery: free

$242.00 ~~$744.00~~

Yoox

See By Chloé See By Chloé Mallory leather Chelsea boots

-30%

BESTSELLER

See By Chloé

See By Chloé Mallory leather Chelsea boots Black

Delivery: Delivery costs apply

$437.00 ~~$624.00~~

Mytheresa

-81%

Tod's

Ankle boots Black

Delivery: $9.95

$141.00 ~~$725.00~~

Yoox

-6%

Paul Smith

Ankle boots Brown

Delivery: free

$305.00 ~~$325.00~~

Yoox

-20%

Bogner

Chesa Alpina leather Chelsea boots Black

Delivery: Delivery costs apply

$500.00 ~~$625.00~~

Mytheresa

-51%

Tod's

Ankle boots Black

Delivery: free

$491.00 ~~$995.00~~

Yoox

-30%

BESTSELLER

Tod's

Leather Chelsea boots Green

Delivery: Delivery costs apply

$924.00 ~~$1,320.00~~

Mytheresa

-67%

Santoni

Ankle boots Blue

Delivery: free

$293.00 ~~$890.00~~

Yoox

-20%

Hogan

Hogan H700 suede Chelsea boots Brown

Delivery: Delivery costs apply

$560.00 ~~$700.00~~

Mytheresa

-53%

Off-white

Ankle boots Green

Delivery: free

$218.00 ~~$468.00~~

Yoox

-40%

Tory Burch

T Monogram leather Chelsea boots Brown

Delivery: Delivery costs apply

$462.00 ~~$770.00~~

Mytheresa

-31%

ASTORFLEX

Ankle boots Black

Delivery: $9.95

$179.00 ~~$261.00~~

Yoox

Ermenegildo Zegna

Leather Chelsea boots Black

Delivery: Delivery costs apply

$2,080.00

Mytheresa

-20%

BESTSELLER

Moon Boot

Moon Boot Sneakers

Delivery: $45.00

$284.00 ~~$354.00~~

Balardi

Moncler

Aurea leather Chelsea boots Black

Delivery: Delivery costs apply

$1,265.00

Mytheresa

-77%

BESTSELLER

Emporio Armani

Ankle boots Black

Delivery: $9.95

$115.00 ~~$495.00~~

Yoox

-30%

Versace

Medusa leather Chelsea boots Black

Delivery: Delivery costs apply

$945.00 ~~$1,350.00~~

Mytheresa

-37%

Blundstone

Ankle boots Brown

Delivery: $9.95

$195.00 ~~$309.00~~

Yoox

BESTSELLER

Moncler

Kickstream rain boots Beige

Delivery: Delivery costs apply

$630.00

Mytheresa

Blundstone

Mens 558 Chelsea boots Men Black

Delivery: Delivery costs apply

$240.00

Simons

-20%

Tod's

Shearling-lined leather Chelsea boots Brown

Delivery: Delivery costs apply

$1,116.00 ~~$1,395.00~~

Mytheresa

-67%

Santoni

Ankle boots

Delivery: free

$567.00 ~~$1,720.00~~

Yoox

Moncler

Kickstream logo rain boots Black

Delivery: Delivery costs apply

$910.00

Mytheresa

-75%

Off-white

Ankle boots Black

Delivery: free

$341.00 ~~$1,338.00~~

Yoox

-30%

Le Monde Beryl

Le Monde Béryl Leather ankle boots Black

Delivery: Delivery costs apply

$763.00 ~~$1,090.00~~

Mytheresa

-53%

Santoni

Ankle boots Black

Delivery: free

$471.00 ~~$1,008.00~~

Yoox

-30%

Ganni

Metallic leather Chelsea boots Yellow

Delivery: Delivery costs apply

$349.00 ~~$498.00~~

Mytheresa

-68%

Panchic

Ankle boots Black

Delivery: $9.95

$82.00 ~~$255.00~~

Yoox

-40%

Tod's

Leather Chelsea boots Brown

Delivery: Delivery costs apply

$891.00 ~~$1,485.00~~

Mytheresa

Tod's

Tods Boots Black

Delivery: $45.00

$1,067.00

Balardi

-20%

Hogan

Sonia leather Chelsea boots Black

Delivery: Delivery costs apply

$568.00 ~~$710.00~~

Mytheresa

Tod's

Tods Boots Brown

Delivery: $45.00

$1,067.00

Balardi

-30%

Tod's

Suede Chelsea boots Blue

Delivery: Delivery costs apply

$742.00 ~~$1,060.00~~

Mytheresa

-66%

Dolce & Gabbana

Ankle boots Black

Delivery: free

$515.00 ~~$1,501.00~~

Yoox

-20%

Bogner

Chamonix shearling and suede snow boots Brown

Delivery: Delivery costs apply

$664.00 ~~$830.00~~

Mytheresa

-66%

Versace

Ankle boots Black

Delivery: free

$575.00 ~~$1,709.00~~

Yoox

Tod's

Leather ankle boots Red

Delivery: Delivery costs apply

$1,175.00

Mytheresa

-33%

Santoni

Ankle boots Black

Delivery: free

$547.00 ~~$815.00~~

Yoox

-20%

Bogner

Arosa shearling-lined leather Chelsea boots Black

Delivery: Delivery costs apply

$568.00 ~~$710.00~~

Mytheresa

-51%

Tod's

Ankle boots Black

Delivery: free

$491.00 ~~$995.00~~

Yoox

-30%

Giorgio Armani

Suede ankle boots Brown

Delivery: Delivery costs apply

$1,029.00 ~~$1,470.00~~

Mytheresa

-61%

Tod's

Ankle boots Black

Delivery: free

$388.00 ~~$995.00~~

Yoox

-40%

Coperni

Bridge denim cowboy boots Blue

Delivery: Delivery costs apply

$696.00 ~~$1,160.00~~

Mytheresa

-41%

Moma

Ankle boots Black

Delivery: free

$326.00 ~~$548.00~~

Yoox

-40%

Tod's

Suede Chelsea boots Beige

Delivery: Delivery costs apply

$705.00 ~~$1,175.00~~

Mytheresa

-43%

Camper

Ankle boots Black

Delivery: $9.95

$139.00 ~~$242.00~~

Yoox

-60%

Ganni

Studs ankle boots Black

Delivery: Delivery costs apply

$310.00 ~~$775.00~~

Mytheresa

-76%

Moschino

Ankle boots Black

Delivery: free

$241.00 ~~$995.00~~

Yoox

-20%

Proenza Schouler

x Sorel Caribou leather Chelsea boots White

Delivery: Delivery costs apply

$464.00 ~~$580.00~~

Mytheresa

-75%

Emporio Armani

Ankle boots Blue

Delivery: $9.95

$95.00 ~~$381.00~~

Yoox

Canada Goose

Pender padded snow boots Black

Delivery: Delivery costs apply

$870.00

Mytheresa

-58%

Tod's

Ankle boots Red

Delivery: free

$327.00 ~~$775.00~~

Yoox

Moncler

Peak City leather ankle boots Black

Delivery: Delivery costs apply

$1,265.00

Mytheresa

-59%

Panchic

Ankle boots Grey

Delivery: $9.95

$88.00 ~~$214.00~~

Yoox

Christian Louboutin

St Emilia embellished leather ankle boots Black

Delivery: Delivery costs apply

$2,155.00

Mytheresa

-61%

Tod's

Ankle boots Red

Delivery: free

$446.00 ~~$1,137.00~~

Yoox

-30%

Bogner

Turin shearling-trimmed suede ankle boots Beige

Delivery: Delivery costs apply

$469.00 ~~$670.00~~

Mytheresa

-31%

ASTORFLEX

Ankle boots Brown

Delivery: $9.95

$179.00 ~~$261.00~~

Yoox

-30%

BESTSELLER

A.Emery

Leo leather ankle boots Black

Delivery: Delivery costs apply

$875.00 ~~$1,250.00~~

Mytheresa

-51%

BESTSELLER

Tod's

Ankle boots Brown

Delivery: free

$491.00 ~~$995.00~~

Yoox

Prada

Logo leather platform Chelsea boots Black

Delivery: Delivery costs apply

$2,200.00

Mytheresa

-30%

Frau

Ankle boots Blue

Delivery: $9.95

$144.00 ~~$205.00~~

Yoox

Christian Louboutin

CL croc-effect leather ankle boots Black

Delivery: Delivery costs apply

$2,145.00

Mytheresa

-56%

Tod's

Ankle boots Black

Delivery: free

$373.00 ~~$845.00~~

Yoox

-20%

Rick Owens

Beatle leather platform Chelsea boots Black

Delivery: Delivery costs apply

$1,612.00 ~~$2,015.00~~

Mytheresa

-68%

Tod's

Ankle boots Brown

Delivery: free

$230.00 ~~$725.00~~

Yoox

-20%

Rick Owens

Beatle Mega Tractors leather Chelsea boots Black

Delivery: Delivery costs apply

$1,652.00 ~~$2,065.00~~

Mytheresa

-59%

BESTSELLER

Santoni

Ankle boots

Delivery: free

$321.00 ~~$780.00~~

Yoox

-30%

Isabel Marant

Ildred suede ankle boots Brown

Delivery: Delivery costs apply

$949.00 ~~$1,355.00~~

Mytheresa

-64%

Doucal's

Ankle boots Brown

Delivery: free

$206.00 ~~$577.00~~

Yoox

Prada

Leather Chelsea boots Black

Delivery: Delivery costs apply

$1,950.00

Mytheresa

-5%

Camper

Ankle boots Black

Delivery: $9.95

$183.00 ~~$193.00~~

Yoox

Prada

Monolith leather ankle boots Black

Delivery: Delivery costs apply

$2,200.00

Mytheresa

-25%

Berwick 1707

Ankle boots Brown

Delivery: free

$277.00 ~~$371.00~~

Yoox

-20%

Max Mara

Monogram rain boots Black

Delivery: Delivery costs apply

$728.00 ~~$910.00~~

Mytheresa

-51%

Moma

Ankle boots Black

Delivery: $9.95

$193.00 ~~$390.00~~

Yoox

sacai

Leather Chelsea boots Black

Delivery: Delivery costs apply

$1,265.00

Mytheresa

-30%

Lumberjack

Ankle boots Black

Delivery: $9.95

$99.00 ~~$141.00~~

Yoox

Moncler

Kickstream rain boots Black

Delivery: Delivery costs apply

$630.00

Mytheresa

-49%

Diemme

Ankle boots Blue

Delivery: free

$269.00 ~~$529.00~~

Yoox

-60%

Proenza Schouler

Bronco suede Chelsea boots Beige

Delivery: Delivery costs apply

$570.00 ~~$1,425.00~~

Mytheresa

-63%

Santoni

Ankle boots Red

Delivery: free

$468.00 ~~$1,280.00~~

Yoox

Gucci

Sylke suede Chelsea boots Brown

Delivery: Delivery costs apply

$2,095.00

Mytheresa

-40%

Tod's

Ankle boots Red

Delivery: free

$480.00 ~~$802.00~~

Yoox

-30%

Rick Owens

Beatle Tractor leather ankle boots Beige

Delivery: Delivery costs apply

$1,197.00 ~~$1,710.00~~

Mytheresa

-65%

BESTSELLER

Karl Lagerfeld

Ankle boots White

Delivery: $9.95

$119.00 ~~$342.00~~

Yoox

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Chelsea Boots

A classic ankle boot that originated in Victorian times, Chelsea boots have elastic sides which run from just above the welt to the top of the boot. Popular with both men and women, the Stylight online shop has a range of boots from brands such as s.Oliver.

History

Chelsea boots, also known as dealer boots, were originally worn for horse riding in the Victorian era. Gaining popularity in the mod scene of the 1960s, dealer boots were even featured in the first three Star Wars films, stained white and worn by the Empire's stormtroopers. Their pull-on design makes them a popular choice today for a smart and tailored look.

When to Wear Chelsea Boots

Style your boots with a pair of relaxed fit jeans and a shirt for a smart yet chilled out look. Why not team your boots with your favourite suit? they're versatile enough to be dressed up for an interview or down for an evening at the pub. Leave your Onitsuka Tiger trainers at home and step out in a smart pair of Maripé boots and a blazer for a look that's sure to turn heads.

Styling

The perfect boot to wear with jeans and a crisp Emporio Armani shirt, Chelsea boots are as versatile as they are comfortable. Whether you opt for a buckled boot or simply swap your Reebok sneakers for a pair of boots with contrasting coloured elastic, you can be sure that your look is tailored and stylish.

Materials

Why not visit the Stylight online shop today, where you will find a wide variety of Chelsea boots in various materials from leather to suede. Stylish suede dealer boots are a great alternative to your usual Bullboxer sneakers for a smart yet relaxed weekend look paired with jeans or chinos and a t-shirt, so go all modish with our fabulous selection of Chelsea boots and browse our online store today.

The Chelsea Boot: No Longer a Man’s Best Friend

On the hunt for a simple, sleek and easy boot to slip on when you’re on the go? Eliminate any frustration and get inspired by your guy’s closet with a pair of Chelsea boots.

Chelsea boots have long been regarded as a shoe staple for men, but now they’ve trickled on over to womenswear. Strike a feminine chord with your ensembles featuring Chelsea boots by taking into consideration the three factors below:

Skin-Revealing Silhouettes

When slipping on your Chelsea boots, swap your skinny jeans for bare legs. Swing around in your mini dress or heat things up with a slitted skirt to offset the traditional shape. Consider a stacked heel for your Chelsea boots, which will flatter and lengthen your gams.

Flirty Fabrics

The recent trend of Chelsea boots has resulted in the shoe to be available in an array of fabrics. Whether leather or suede, take your Chelsea boots and wear them with a lace dress, a delicate yet coy fabric. This is a favorite uniform among festival-goers and urban dwellers for good reason, so take note.

Dainty Designs

Usually paired with solids or preppy prints, go in the opposite direction with ladylike prints like florals or polka dots. Whether on a classic trouser or trenchcoat, florals and polka dots will offset the rugged Chelsea boot. No matter which prints you combine and how, the Chelsea boot will keep your ensemble grounded and neat.

We’ve borrowed several items and trends from the boys. Now it’s time to welcome the Chelsea boot into your shoe collection by pulling them on and never taking them off.

... Contine reading

Chelsea Boots

Chelsea Boots

Chelsea Boots

Chelsea Boots

History

When to Wear Chelsea Boots

Styling

Materials

The Chelsea Boot: No Longer a Man’s Best Friend

Skin-Revealing Silhouettes

Flirty Fabrics

Dainty Designs

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Chelsea Boots

Chelsea Boots

Chelsea Boots

Chelsea Boots

History

When to Wear Chelsea Boots

Styling

Materials

The Chelsea Boot: No Longer a Man’s Best Friend

Skin-Revealing Silhouettes

Flirty Fabrics

Dainty Designs

This season’s trends

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands

Favorite Brands