Chelsea Boots

Compare 1,886 products from 29 shops

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Compare 1,886 products from 29 shops

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Dr. Martens

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

Delivery: free

£54.87

Legend Footwear

-47%

Fat Face

FatFace Evelyn Black Standard/Wide Fit Leather Chelsea Ankle Boots

Delivery: £4.95

£40.00 ~~£75.00~~

FatFace

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

Gabor

Dublin Wide Navy Suede Womens Chelsea Boots 72.061.46 Blue

Delivery: Delivery costs apply

£110.00

Amazon

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

-20%

Charles & Keith

Lando Metallic-Buckle Chelsea Boots Brown

Delivery: £4.00

£71.20 ~~£89.00~~

Charles & Keith

Blundstone

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

Delivery: free

£85.32

Legend Footwear

Tower London

Harbour Leather Mens Dark Brown Chelsea Boots - UK 10

Delivery: Delivery costs apply

£63.00

Amazon

BESTSELLER

Ecco

Ecco Soft 5 Leather Womens Ankle Boots - Black - Size:UK 6.5-7

Delivery: free

£87.35

Legend Footwear

Silver Street London

Mens Leather Argyll Chelsea Boot (Brown, 11 UK, numeric_11)

Delivery: Delivery costs apply

£48.00

Amazon

BESTSELLER

Blundstone

1448 Leather Womens Ankle Boots - Black - Size:UK 5.5

Delivery: free

£34.57

Legend Footwear

UGG

Mens Neumel Chelsea Boot, Rocky Oak, 11 UK

Delivery: Delivery costs apply

£128.99

Amazon

Ecco

Ecco Soft 7 470463 Leather Womens Chelsea Boots - Black Black - Size:UK 5-5.5

Delivery: free

£115.77

Legend Footwear

Generic

Mens Ankle Boots Chelsea Round Toe Waterproof Faux Leather Weave Casual Booties for Men,Burgundy,9.5 UK Red

Delivery: Delivery costs apply

£37.99

Amazon

Dr. Martens

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

Delivery: free

£54.87

Legend Footwear

-36%

Dr. Martens

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

Delivery: £2.99

£108.43 ~~£170.00~~

Secret Sales

Dr. Martens

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

Delivery: free

£95.47

Legend Footwear

Gabor

Flamboyant Womens Ankle Boots 6.5 UK Burgundy Patent Red

Delivery: Delivery costs apply

£135.00

Amazon

Blundstone

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

Delivery: free

£105.62

Legend Footwear

Generic

Mens Chelsea Boots Casual Comfortable Slip-On Dress Men Ankle Fashion Boot Suede Boots for Men,Black,6.5 UK

Delivery: Delivery costs apply

£56.99

Amazon

Blundstone

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

Delivery: free

£85.32

Legend Footwear

-29%

Dr. Martens

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

Delivery: £2.99

£121.09 ~~£170.00~~

Secret Sales

Birkenstock

Highwood Slip On Mid Natural Leather Womens Chelsea Boots - Black - Size:UK 5.5

Delivery: free

£75.17

Legend Footwear

Gabor

Womens Chelsea Boots, Womens Ankle Boots, Moderate Extra Width (G), Engl Brown 43, 6 UK

Delivery: Delivery costs apply

£140.00

Amazon

Timberland

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

Delivery: free

£54.87

Legend Footwear

Silver Street London

Mens Miller Chelsea Boot, Black, 8 UK

Delivery: Delivery costs apply

£41.40

Amazon

BESTSELLER

Birkenstock

Highwood Slip On Mid Suede Leather Unisex Chelsea Boots - Mocca - Size:UK 4.5

Delivery: free

£54.87

Legend Footwear

Timberland

Mens Woodhull Chelsea Basic Boots, Black Full Grain, 6.5 UK

Delivery: Delivery costs apply

£70.19

Amazon

Blundstone

1609 Leather Unisex Ankle Boots - UK 10.5 - US 13.5 Women / 11.5 Men - EU 45 - Antique Brown - Size:UK 10.5

Delivery: free

£54.87

Legend Footwear

Generic

Mens Chelsea Hiking Boots Casual Mens Side Zipper Work Ankle Boots Non-Slip Boots for Men Comfortable, Lightweight and Durable,Brown,8.5 UK

Delivery: Delivery costs apply

£66.99

Amazon

Red Wing Shoes

Classic Chelsea Leather Mens Ankle Boots - UK 10 - US 11 Men - EU 44 - Black - Size:UK 10

Delivery: free

£54.87

Legend Footwear

BESTSELLER

Churchs

Bottle Green Ketsby Brogue Ankle Boots Size 38

Delivery: £5.00

£365.00

HEWI

BESTSELLER

Hunter

Original Chelsea Rubber Womens Ankle Boots - Black - Size:UK 5

Delivery: free

£34.57

Legend Footwear

CAT Cat Footwear Mens Excursion Chelsea Boot, Leather Brown, 6 UK

BESTSELLER

CAT

Cat Footwear Mens Excursion Chelsea Boot, Leather Brown, 6 UK

Delivery: Delivery costs apply

£80.23

Amazon

BESTSELLER

Blundstone

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

Delivery: free

£75.17

Legend Footwear

-30%

Tommy Hilfiger

Lightweight Leather Chelsea Boots Brown

Delivery: £4.90

£105.00 ~~£150.00~~

Tommy Hilfiger

Blundstone

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

Delivery: free

£156.37

Legend Footwear

Clarks

Solsbury Easy Mens Chelsea Boots Brown

Delivery: Delivery costs apply

£119.99

Amazon

Loake

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

Delivery: free

£105.62

Legend Footwear

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

BESTSELLER

Skechers

Mens RESMENT-Korver Chelsea Boot Side Zip Hiking, CDB, 8.5 Extra Wide US Brown

Delivery: Delivery costs apply

£68.13

Amazon

Ecco

Ecco Nouvelle 216223 Leather Womens Ankle Boots - Black - Size:UK 8-8.5

Delivery: free

£24.42

Legend Footwear

Generic

Mens Pointed Toe PU Leather Chelsea Boots Pull on Office Dress Shoes Flat Heel Business Shoes,Black,12.5 UK

Delivery: Delivery costs apply

£48.99

Amazon

Hunter

Original Insulated Chelsea Rubber Womens Ankle Boots - UK 5 - US 7 Women - EU 38 - Black - Size:UK 5

Delivery: free

£44.72

Legend Footwear

Vagabond

Amina Womens Low Heel Leather Brogue Chelsea Boots (Black, UK 4)

Delivery: Delivery costs apply

£110.90

Amazon

Blundstone

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

Delivery: free

£125.92

Legend Footwear

Gabor

Womens Chelsea Boots, Womens Ankle Boots, Best Fitting, Saddle 24, 5-5.5 UK

Delivery: Delivery costs apply

£120.00

Amazon

Hunter

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

Delivery: free

£24.42

Legend Footwear

BESTSELLER

Clarks

Mens Burchill Up Chelsea Boot, Taupe Suede, 6 UK Grey

Delivery: Delivery costs apply

£170.00

Amazon

Timberland

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

Delivery: free

£54.87

Legend Footwear

Timberland

Mens Elmhurst Chelsea Basic Boots, Mid Brown Full Grain, 6.5 UK

Delivery: Delivery costs apply

£91.61

Amazon

Blundstone

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

Delivery: free

£105.62

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

BESTSELLER

Hunter

Original Chelsea Rubber Womens Ankle Boots - Yellow - Size:UK 7

Delivery: free

£14.27

Legend Footwear

UGG Mens Chelsea Lug Fashion Boot, Chestnut, 10 UK

UGG

Mens Chelsea Lug Fashion Boot, Chestnut, 10 UK Brown

Delivery: Delivery costs apply

£151.99

Amazon

Dr. Martens

2976 Chelsea Boots Nubuck Unisex Chelsea Boots - Brown - Size:UK 9.5

Delivery: free

£105.62

Legend Footwear

BESTSELLER

Generic

MenS Chelsea Ankle Boots, Smart Leather Look Lace-Up Short Boots with Elastic Side Panels, Non-Slip Sole, Autumn Winter Business Casual Shoes for Offi Black

Delivery: Delivery costs apply

£51.99

Amazon

Aigle

Carville 2 Rubber Womens Ankle Boots - Noir - Size:UK 6.5

Delivery: free

£14.27

Legend Footwear

London Brogues

Mens Leather Twin Gusset Chelsea Boot Chestnut UK 12 Brown

Delivery: Delivery costs apply

£89.95

Amazon

BESTSELLER

Red Wing Shoes

Classic Chelsea Suede Leather Mens Ankle Boots - Hawthorne - Size:UK 10.5

Delivery: free

£105.62

Legend Footwear

BESTSELLER

Blowfish

Womens Chillin Chelsea Boot, Smokey Grey Prospector, 6.5 UK

Delivery: Delivery costs apply

£87.69

Amazon

Vivobarefoot

Geo Chelsea Leather Womens Ankle Boots - Obsidian - Size:UK 8.5

Delivery: free

£105.62

Legend Footwear

-47%

Fat Face

FatFace Chocolate Brown Mens Leather Chelsea Boot

Delivery: £4.95

£45.00 ~~£85.00~~

FatFace

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

Charles & Keith

Lando Metallic-Buckle Chelsea Boots Black

Delivery: free

£89.00

Charles & Keith

Ecco

Ecco Soft 7 470463 Leather Womens Ankle Boots - Black - Size:UK 5-5.5

Delivery: free

£65.02

Legend Footwear

Timberland

Mens Crestfield Chelsea Boots, Black, 8.5 UK

Delivery: Delivery costs apply

£193.23

Amazon

Birkenstock

Highwood Slip On Mid Natural Leather Womens Chelsea Boots - Chocolate - Size:UK 4.5

Delivery: free

£105.62

Legend Footwear

Clarks

Clarkdale Gobi, Mens Chelsea Boots, Brown (Mahogany Leather -), 7 UK (41 EU)

Delivery: Delivery costs apply

£89.99

Amazon

Timberland

Larchmont II Leather Textile Mens Slip On Boots - Wheat - Size:UK 10.5

Delivery: free

£125.92

Legend Footwear

Clarks

Mens Jaxen EasyChelsea Boots, Brown Tumb, 39.5 EU

Delivery: Delivery costs apply

£96.96

Amazon

Dr. Martens

2976 Virginia Leather Womens Chelsea Boots - Black - Size:UK 5

Delivery: free

£95.47

Legend Footwear

-10%

Blundstone

Chelsea Boots, male, Green, 10 UK, Olive Leather Weatherproof Boots

Delivery: Delivery costs apply

£176.18 ~~£195.75~~

Miinto

Hunter

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

Delivery: free

£52.84

Legend Footwear

Tommy Hilfiger

Mens Comfort Leather Chelsea Boots, Black (Black), 10.5

Delivery: Delivery costs apply

£106.95

Amazon

Loake

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

Delivery: free

£156.37

Legend Footwear

BESTSELLER

Generic

Mens Suede Leather Chelsea Boots Slip On Dress Ankle Boots Formal and Casual Fashion Footwear (Beige,11.5)

Delivery: Delivery costs apply

£44.99

Amazon

BESTSELLER

Blundstone

1612 Leather Unisex Ankle Boots - Rustic Brown Camo - Size:UK 7.5

Delivery: free

£105.62

Legend Footwear

Charles & Keith

Darra Ridged-Sole Chelsea Boots Red

Delivery: free

£95.00

Charles & Keith

Blundstone

1445 Leather Unisex Ankle Boots - Brown Pebble - Size:UK 9.5

Delivery: free

£125.92

Legend Footwear

-15%

Hunter

Original Chelsea Mens Boots - Olive - Size UK 11 Brown

Delivery: £2.99

£88.10 ~~£104.00~~

Secret Sales

Blundstone

1944 Nubuck Unisex Ankle Boots - Rustic Brown Mustard - Size:UK 10.5

Delivery: free

£125.92

Legend Footwear

Generic

Mens Boots Casual PU Leather Chelsea Dress Shoes Zipper on Side Mid Calf Boots for Men,Black 1,8.5 UK

Delivery: Delivery costs apply

£55.99

Amazon

Vivobarefoot

Geo Chelsea Win Leather Womens Slip On Boots - Obsidian - Size:UK 5

Delivery: free

£156.37

Legend Footwear

-18%

Hunter

Womens Original Chelsea Boots - Navy - Size UK 6 Blue

Delivery: £2.99

£74.10 ~~£90.00~~

Secret Sales

Red Wing Shoes

Classic Chelsea Leather Womens Ankle Boots - Black - Size:UK 5.5

Delivery: free

£115.77

Legend Footwear

-61%

Ganni

Fitted Chelsea Western Boot Black

Delivery: Delivery costs apply

£230.00 ~~£595.00~~

Labels

Blundstone

508 Leather Unisex Slip On Boots - Black Red - Size:UK 13

Delivery: free

£161.45

Legend Footwear

-55%

Diesel

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

Delivery: Delivery costs apply

£135.72 ~~£302.76~~

Miinto

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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