Chelsea Boots

Compare 2,263 products from 39 shops

Women Men

Compare 2,263 products from 39 shops

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Blundstone

587 Leather Unisex Boots - UK 8 - US 11 Women / 9 Men - EU 42 - Rustic Black - Size:UK 8

Delivery: free

£44.72

Legend Footwear

-68%

AllSaints

Cow Suede Creed Suede Chelsea Boots, Size: UK 12/US 13/EU 46 Black

Delivery: free

£64.00 ~~£199.00~~

AllSaints

Blundstone

585 Leather Unisex Chelsea Boots - Rustic Brown - Size:UK 10.5

Delivery: free

£85.32

Legend Footwear

BESTSELLER

Gabor

Women Ankle Boots, Ladies Chelsea Boots,Removable Insole,Slip Boots,Winter Boots,Low Boots,Half Boots,Bootie,Lined,Black (Schwarz) / 27,37.5 EU / 4.5

Delivery: Delivery costs apply

£125.00

Amazon

Blundstone

1919 Leather Unisex Ankle Boots - Brown Mustard - Size:UK 10.5

Delivery: free

£105.62

Legend Footwear

-20%

Dr. Martens

Womens Dr. Martens - 27486201 UN 2976 YS CRAZY HORSE BROWN - Size: UK 7 / eu 41 / us 8/9

Delivery: free

£136.00 ~~£170.00~~

lovethesales

Dr. Martens

2976 Leather Unisex Chelsea Boots - Black - Size:UK 6.5

Delivery: free

£54.87

Legend Footwear

-60%

AllSaints

Cow Suede Creed Suede Chelsea Boots, Size: UK 11/US 12/EU 45 Black

Delivery: free

£80.00 ~~£199.00~~

AllSaints

BESTSELLER

Blundstone

1917 Leather Unisex Ankle Boots - Black Navy - Size:UK 10.5

Delivery: free

£75.17

Legend Footwear

-20%

Dr. Martens

2976 YS Crazy Horse Womens Boots - Brown Leather - Size UK 3

Delivery: £2.99

£136.00 ~~£170.00~~

Secret Sales

-18%

Dr. Martens

Womens Dr. Martens - 11853001 UN 2976 SMOOTH BLACK - Size: UK 6.5 / eu 40 / us 7.5

Delivery: free

£139.00 ~~£170.00~~

lovethesales

Blundstone

2307 Leather Unisex Chelsea Boots - Black Green - Size:UK 10.5

Delivery: free

£85.32

Legend Footwear

-50%

Moon Boot

Luna suede Chelsea boots Brown

Delivery: Delivery costs apply

£97.00 ~~£195.00~~

Mytheresa

Loake

Blenheim Leather Mens Chelsea Boots - Black - Size:UK 10.5

Delivery: free

£105.62

Legend Footwear

-60%

Woolrich

Suede Chelsea Boots with Lug Sole size 39

Delivery: £10.92

£96.96 ~~£242.41~~

GLAMOOD

-71%

AllSaints

Mens Cow Leather Steam Leather Chelsea Boots, Size: UK 12/US 13/EU 46 Black

Delivery: free

£56.80 ~~£199.00~~

AllSaints

BESTSELLER

Russell & Bromley

BURLINGTON Chelsea Boot Brown

Delivery: Delivery costs apply

£295.00

Russell & Bromley

Blundstone

1316 Leather Unisex Ankle Boots - Black Red - Size:UK 10.5

Delivery: free

£156.37

Legend Footwear

Moncler

Kickstream logo rain boots Black

Delivery: Delivery costs apply

£520.00

Mytheresa

BESTSELLER

Blundstone

1448 Leather Womens Ankle Boots - Black - Size:UK 7.5

Delivery: free

£34.57

Legend Footwear

Tommy Hilfiger Lightweight Leather Chelsea Boots

-30%

BESTSELLER

Tommy Hilfiger

Lightweight Leather Chelsea Boots Black

Delivery: £4.90

£105.00 ~~£150.00~~

Tommy Hilfiger

Blundstone

584 Leather Unisex Ankle Boots - Rustic Brown - Size:UK 10.5

Delivery: free

£105.62

Legend Footwear

-38%

Hunter

Refined Chelsea Logo Slim Fit Womens Boots - Black Rubber - Size UK 5

Delivery: £2.99

£74.99 ~~£119.99~~

Secret Sales

Prada

Logo leather platform Chelsea boots Black

Delivery: Delivery costs apply

£1,100.00

Mytheresa

Hunter

Original Insulated Chelsea Rubber Mens Ankle Boots - Black - Size:UK 11

Delivery: free

£54.87

Legend Footwear

-12%

Blundstone

Womens 500 Original Unisex Boot - Brown Leather - Size UK 13

Delivery: £2.99

£153.60 ~~£175.00~~

Secret Sales

-12%

Hunter

Womens Commando Womens Short Wellingtons - Black - Size: 4

Delivery: free

£115.00 ~~£130.00~~

lovethesales

-50%

Tower London

Harbour Leather Mens Dark Brown Chelsea Boots - Size UK 6.5

Delivery: £2.99

£63.00 ~~£125.00~~

Secret Sales

AllSaints

Womens Cow Leather Hallie Leather Boots, Size: UK7.5/US10.5/EU40.5 Black

Delivery: free

£199.00

AllSaints

-65%

Ganni

Rubber Chelsea Ankle Boots size 36

Delivery: £10.92

£113.63 ~~£324.65~~

GLAMOOD

-60%

AllSaints

Cow Leather Matrix Leather Work Chelsea Boots, Size: UK 12/US 13/EU 46 Black

Delivery: free

£99.20 ~~£249.00~~

AllSaints

-18%

Dr. Martens

Dr 2976 Smooth Unisex Chelsea Boot - Black Leather - Size UK 6.5

Delivery: £2.99

£139.00 ~~£170.00~~

Secret Sales

AllSaints

Leather Skiff Chelsea Boots, Size: UK 10/US 11/EU 44 Grey

Delivery: free

£199.00

AllSaints

-18%

Blundstone

Unisex 1944 Rustic Brown/Mustard Chelsea Boot - Size UK 3

Delivery: £2.99

£159.83 ~~£195.00~~

Secret Sales

Hunter

Original Chelsea Tri Colour Logo Backstrap Rubber Womens Ankle Boots - Black - Size:UK 6

Delivery: free

£54.87

Legend Footwear

Prada

Leather Chelsea boots Black

Delivery: Delivery costs apply

£1,070.00

Mytheresa

BESTSELLER

Birkenstock

Highwood Slip On Mid Natural Leather Womens Chelsea Boots - UK 5.5 - US 8 Women - EU 39 - Black - Size:UK 5.5

Delivery: free

£105.62

Legend Footwear

-10%

BESTSELLER

Birkenstock

Black Leather Chelsea Boot

Delivery: Delivery costs apply

£148.77 ~~£165.31~~

Miinto

Dr. Martens

Embury Wyoming Leather Unisex Chelsea Boots - Black - Size:UK 6.5

Delivery: free

£54.87

Legend Footwear

-40%

BESTSELLER

Tod's

Leather Chelsea boots Black

Delivery: Delivery costs apply

£549.00 ~~£915.00~~

Mytheresa

AllSaints

Cow Leather Bloom Chelsea Boots, Size: UK 10/US 11/EU 44 Black

Delivery: free

£199.00

AllSaints

Bogner

Chesa Alpina leather Chelsea boots Black

Delivery: Delivery costs apply

£395.00

Mytheresa

Dr. Martens

2976 Chelsea Boots Nubuck Unisex Chelsea Boots - Brown - Size:UK 6.5

Delivery: free

£105.62

Legend Footwear

Christian Louboutin

CL croc-effect leather ankle boots Black

Delivery: Delivery costs apply

£1,200.00

Mytheresa

BESTSELLER

Birkenstock

Highwood Slip On Mid Suede Leather Unisex Chelsea Boots - Mocca - Size:UK 5.5

Delivery: free

£54.87

Legend Footwear

-18%

Dr. Martens

2976 Mens Leather Chelsea Boots - (Black) - Size UK 9

Delivery: £2.99

£139.00 ~~£170.00~~

Secret Sales

Dr. Martens

2976 Chelsea Boots Leather Unisex Boots - UK 5 - US 7 Women / 6 Men - EU 38 - Black - Size:UK 5

Delivery: free

£65.02

Legend Footwear

-26%

Dr. Martens

2976 Leonore II Chelsea Leather Womens Dark Brown Boots - Size UK 3

Delivery: £2.99

£134.00 ~~£180.00~~

Secret Sales

Blundstone

1615 Suede Unisex Ankle Boots - UK 9.5 - US 12.5 Women / 10.5 Men - EU 43.5 - Dark Olive - Size:UK 9.5

Delivery: free

£75.17

Legend Footwear

-18%

Dr. Martens

2976 Womens Leather Chelsea Boots - (Black) - Size UK 3

Delivery: £2.99

£139.00 ~~£170.00~~

Secret Sales

Birkenstock

Highwood Slip On Mid Leather Mens Chelsea Boots - Black - Size:UK 7.5

Delivery: free

£105.62

Legend Footwear

-30%

Tory Burch

T Monogram leather Chelsea boots Brown

Delivery: Delivery costs apply

£311.00 ~~£445.00~~

Mytheresa

-36%

Wrangler

Hill Chelsea Leather Dark Brown Mens Boots - Size UK 8

Delivery: £2.99

£63.98 ~~£99.99~~

Secret Sales

Timberland

Stormbucks Leather Textile Mens Ankle Boots - Black - Size:UK 10.5

Delivery: free

£54.87

Legend Footwear

-18%

Timberland

FOOTWEAR - Ankle boots on YOOX.COM Brown

Delivery: £9.00

£82.00 ~~£100.00~~

Yoox.com

-40%

Sandro

Leather boots Brown

Delivery: free

£233.40 ~~£389.00~~

Sandro

Dr. Martens

2976 Chelsea Boots Leather Unisex Chelsea Boots - Black - Size:UK 6.5

Delivery: free

£95.47

Legend Footwear

-12%

Blundstone

Unisex 500 Stout Brown Chelsea Boot Leather - Size UK 9.5

Delivery: £2.99

£153.60 ~~£175.00~~

Secret Sales

Timberland

Larchmont II Leather Textile Mens Chelsea Boots - Brownie - Size:UK 11.5

Delivery: free

£54.87

Legend Footwear

Dr. Martens

Womens Dr. Martens 2976 Smooth Leather YS Womens Black Boots - Size: UK 6.5 / eu 40 / us 7.5

Delivery: free

£170.00

lovethesales

-12%

Blundstone

Womens 510 Orignal Unisex Boot - Black Leather - Size UK 4

Delivery: £2.99

£153.60 ~~£175.00~~

Secret Sales

Hunter

Original Chelsea Rubber Womens Ankle Boots - UK 6 - US 8 Women - EU 39 - Black - Size:UK 6

Delivery: free

£52.84

Legend Footwear

UGG

Chelsea Boots, male, Brown, 8 UK, Neumel Chelsea

Delivery: Delivery costs apply

£169.62

Miinto

-65%

Jil Sander

Leather Chelsea Boots with Chunky Sole size 39

Delivery: £10.92

£301.49 ~~£861.41~~

GLAMOOD

UGG

Neumel Chelsea Boot Brown

Delivery: Delivery costs apply

£161.73

Miinto

Gabor

Womens Chelsea Boots, Womens Ankle Boots, Comfortable Extra Width (H), Black 57, 38 EU Weit

Delivery: Delivery costs apply

£101.26

Amazon

BESTSELLER

Blundstone

510 Leather Unisex Slip On Boots - UK 9.5 - US 12.5 Women / 10.5 Men - EU 43.5 - Black - Size:UK 9.5

Delivery: free

£54.87

Legend Footwear

Tod's

Leather ankle boots Red

Delivery: Delivery costs apply

£730.00

Mytheresa

-34%

Valentino Garavani

Chelsea Boots, female, Black, 3 1/2 UK, Stivale

Delivery: Delivery costs apply

£746.47 ~~£1,131.00~~

Miinto

-18%

Hunter

Womens Original Chelsea Boots - Navy - Size UK 5 Blue

Delivery: £2.99

£74.10 ~~£90.00~~

Secret Sales

-20%

Dr. Martens

Womens Dr. Martens 2976 YS Crazy Horse Womens Brown Boots - Size: 6

Delivery: free

£136.00 ~~£170.00~~

lovethesales

-40%

See By Chloé

Bonni leather Chelsea boots Brown

Delivery: Delivery costs apply

£222.00 ~~£370.00~~

Mytheresa

-20%

Dr. Martens

Unisex 2976 Ambassador Leather Black Boots - Size UK 3

Delivery: £2.99

£136.00 ~~£170.00~~

Secret Sales

-30%

Ganni

Metallic leather Chelsea boots Yellow

Delivery: Delivery costs apply

£240.00 ~~£344.00~~

Mytheresa

HUGO BOSS Mens Tunley Chelsea Boots in Black Leather - Size UK 6

-58%

BESTSELLER

HUGO BOSS

Mens Tunley Chelsea Boots in Black Leather - Size UK 6

Delivery: £2.99

£100.98 ~~£238.99~~

Secret Sales

-35%

Ganni

Black Outdoor Chelsea Boots

Delivery: Delivery costs apply

£213.15 ~~£326.25~~

Miinto

-24%

Toms

Toms Bennet Nubuck Womens Black Boots Nubuck Leather - Size UK 3

Delivery: £2.99

£95.51 ~~£125.00~~

Secret Sales

Blundstone

519 Leather Unisex Ankle Boots - Brown Olive - Size:UK 10.5

Delivery: free

£125.92

Legend Footwear

Dune London Womens Ladies Palmo - Chunky Leather Chelsea Boots - Black material_leather1 - Size UK 3

-70%

BESTSELLER

Dune London

Womens Ladies Palmo - Chunky Leather Chelsea Boots - Black material_leather1 - Size UK 3

Delivery: £2.99

£50.00 ~~£169.00~~

Secret Sales

-58%

Ganni

Low Cut Western Chelsea Boots Black

Delivery: Delivery costs apply

£250.00 ~~£595.00~~

Labels

-14%

Blundstone

Womens 550 Classic Unisex Boot - Brown Leather - Size UK 10

Delivery: £2.99

£159.36 ~~£185.00~~

Secret Sales

UGG

Chelsea Boots, female, Black, 5 UK, Neumel Chelsea

Delivery: Delivery costs apply

£158.34

Miinto

-22%

FLY London

Womens Camel Brown Rawi Chelsea Leather Ankle Pull-On Classic Comfort Boots - Size UK 3

Delivery: £2.99

£149.99 ~~£192.99~~

Secret Sales

Dr. Martens

2976 Virginia Leather Womens Chelsea Boots - Black - Size:UK 7

Delivery: free

£95.47

Legend Footwear

Barbour Nimbus Womens Chelsea Wellies - Black - Size UK 8

-16%

BESTSELLER

Barbour

Nimbus Womens Chelsea Wellies - Black - Size UK 8

Delivery: £2.99

£58.43 ~~£69.95~~

Secret Sales

Loake

Chatsworth Leather Mens Ankle Boots - Black - Size:UK 10.5

Delivery: free

£156.37

Legend Footwear

-25%

Dr. Martens

Chelsea Boots, female, Black, 4 UK, 2976 Bex Smooth Leather Chelsea Boots

Delivery: Delivery costs apply

£143.55 ~~£191.40~~

Miinto

Hunter

Original Chelsea Gloss Rubber Womens Ankle Boots - Black Black - Size:UK 7

Delivery: free

£24.42

Legend Footwear

-55%

Diesel

Chelsea Boots, male, Brown, 10 UK, Chelsea Boot

Delivery: Delivery costs apply

£135.72 ~~£302.76~~

Miinto

Russell & Bromley

BURLINGTON Classic Chelsea Boot Beige

Delivery: Delivery costs apply

£275.00

Russell & Bromley

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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.

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

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