Top Picks
Yours Wide & Extra Wide Chunky High Chelsea Boots In Black
MEGAN’S PICK DOROTHY PERKINSYours Wide & Extra Wide Chunky High Chelsea Boots In Black
£50.00 £42.50 DOROTHY PERKINS
Dr. Martens Womens Dmxl Zip Chelsea Boots Black Distressed Patent
FIONA’S PICK OFFICE SHOESDr. Martens Womens Dmxl Zip Chelsea Boots Black Distressed Patent
£181.16 £125.00 OFFICE SHOES
Gabor 'dublin' Chelsea Boots In Black
IMOGEN’S PICK DOROTHY PERKINSGabor 'dublin' Chelsea Boots In Black
£110.00 DOROTHY PERKINS
Vagabond Womens Dorah Chelsea Boots Black White
LAUREN’S PICK OFFICE SHOESVagabond Womens Dorah Chelsea Boots Black White
£155.00 OFFICE SHOES
Infinity Leather Salv Chelsea Leather Ankle Casual Wedge Heel Boots In Black
FREYA’S PICK DOROTHY PERKINSInfinity Leather Salv Chelsea Leather Ankle Casual Wedge Heel Boots In Black
£151.27 £117.99 DOROTHY PERKINS
How we pick

Nobody here is paid to push a brand. Megan, Fiona, Imogen, Lauren and Freya went through everything in black leather chelsea boots the way you would on a lunch break, scrolling, squinting at the fabric, checking the price twice. What made the list is what they'd actually put in their own basket. We look for pieces that wash well, sit right and don't cost silly money for what they are, and we mix up the shops so you're not just looking at one high street name over and over. Prices and stock come straight from the retailers and change often, so it's always worth a quick check before you buy.

We may earn a small commission if you buy through links on this page. It costs you nothing extra and helps keep the site running. How we make money

Under £509 pieces
QUIVE London Mayfair Suede Chelsea Boots - Brown / 5 UK
INSTOCK

QUIVE London Mayfair Suede Chelsea Boots - Brown / 5 UK

£49.99 INSTOCK
Leather boots woman s.Oliver Chelsea Optik
SNEAKIN

Leather boots woman s.Oliver Chelsea Optik

£41.45 SNEAKIN
Women Ethnic Plain Autumn Non-Slip Snow Boots Leather Block Heel Closed Toe Lace-Up Chelsea Boots
ROSELINLIN

Women Ethnic Plain Autumn Non-Slip Snow Boots Leather Block Heel Closed Toe Lace-Up Chelsea Boots

£26.99 ROSELINLIN
Evelyn Chelsea ankle boots for women Toms
MADE IN PARADIS

Evelyn Chelsea ankle boots for women Toms

£49.39 MADE IN PARADIS
−24%Xy London 'tabitha' Mid Block Heel Chelsea Boots With Buckles In Black
DOROTHY PERKINS

Xy London 'tabitha' Mid Block Heel Chelsea Boots With Buckles In Black

£49.99 £37.99 DOROTHY PERKINS
−50%OFFICE Womens Angelica Cleated Chelsea Boots Black Leather
OFFICE SHOES

OFFICE Womens Angelica Cleated Chelsea Boots Black Leather

£80.00 £40.00 OFFICE SHOES
−15%Yours Wide & Extra Wide Chunky High Chelsea Boots In Black
DOROTHY PERKINS

Yours Wide & Extra Wide Chunky High Chelsea Boots In Black

£50.00 £42.50 DOROTHY PERKINS
−50%OFFICE Womens Adeline Square Toe Chelsea Boots Black Leather
OFFICE SHOES

OFFICE Womens Adeline Square Toe Chelsea Boots Black Leather

£90.00 £45.00 OFFICE SHOES
−33%Pavers Heeled Leather Ankle Boots In Black
DOROTHY PERKINS

Pavers Heeled Leather Ankle Boots In Black

£74.61 £49.99 DOROTHY PERKINS
£50 to £1005 pieces
Sale Watcher42black leather chelsea boots on sale right nowSee them all →
Women's leather boots Ryłko Chelsea
SNEAKIN

Women's leather boots Ryłko Chelsea

£81.03 SNEAKIN
Women's boots Ryłko Chelsea Janina
SNEAKIN

Women's boots Ryłko Chelsea Janina

£81.03 SNEAKIN
−33%Blowfish Womens Dover Fur Lined Chelsea Boots Black
OFFICE SHOES

Blowfish Womens Dover Fur Lined Chelsea Boots Black

£74.63 £50.00 OFFICE SHOES
−30%Converse CHUCK TAYLOR ALL STAR LUGGED HEEL CHELSEA BOOT women's Mid Boots in Black
SPARTOO

Converse CHUCK TAYLOR ALL STAR LUGGED HEEL CHELSEA BOOT women's Mid Boots in Black

£105.00 £73.50 SPARTOO
−15%Infinity Leather Tamaris Leather Classic High Pull-On Chelsea Ankle Boots In Black
DOROTHY PERKINS

Infinity Leather Tamaris Leather Classic High Pull-On Chelsea Ankle Boots In Black

£117.64 £99.99 DOROTHY PERKINS
Worth the splurge11 pieces
Vagabond Womens Dorah Chelsea Boots Black White
OFFICE SHOES

Vagabond Womens Dorah Chelsea Boots Black White

£155.00 OFFICE SHOES
OFFICE Womens Kody Knee High Chelsea Boots Black Leather
OFFICE SHOES

OFFICE Womens Kody Knee High Chelsea Boots Black Leather

£100.00 OFFICE SHOES
ECCO DRESS CLASSIC 35 - Women's Leather Chelsea Boot - Black
ECCO

ECCO DRESS CLASSIC 35 - Women's Leather Chelsea Boot - Black

£120.00 ECCO
Gabor 'dublin' Chelsea Boots In Black
DOROTHY PERKINS

Gabor 'dublin' Chelsea Boots In Black

£110.00 DOROTHY PERKINS
Danner Bull Run Chelsea Boots - Black
STUARTS LONDON

Danner Bull Run Chelsea Boots - Black

£229.00 STUARTS LONDON
R.M. Williams Comfort Craftsman Chelsea Boots - Black
STUARTS LONDON

R.M. Williams Comfort Craftsman Chelsea Boots - Black

£425.00 STUARTS LONDON
−22%Infinity Leather Salv Chelsea Leather Ankle Casual Wedge Heel Boots In Black
DOROTHY PERKINS

Infinity Leather Salv Chelsea Leather Ankle Casual Wedge Heel Boots In Black

£151.27 £117.99 DOROTHY PERKINS
−31%Dr. Martens Womens Dmxl Zip Chelsea Boots Black Distressed Patent
OFFICE SHOES

Dr. Martens Womens Dmxl Zip Chelsea Boots Black Distressed Patent

£181.16 £125.00 OFFICE SHOES
−37%Dr. Martens 2976 Hi Chelsea Boot Black Milled Nappa women's Mid Boots in Black
SPARTOO

Dr. Martens 2976 Hi Chelsea Boot Black Milled Nappa women's Mid Boots in Black

£200.00 £126.00 SPARTOO
−15%Pataugas AINOA CHELSEA NAPPA women's Mid Boots in Black
SPARTOO

Pataugas AINOA CHELSEA NAPPA women's Mid Boots in Black

£152.00 £129.20 SPARTOO
−15%United nude Bull Chelsea women's Mid Boots in Black
SPARTOO

United nude Bull Chelsea women's Mid Boots in Black

£343.00 £291.55 SPARTOO

More like this

See all in Chelsea Boots →
Waterproof Chelsea Boots That Make Any OutfitChelsea BootsWaterproof Chelsea Boots That Make Any OutfitWedge Chelsea Boots That Make Any OutfitChelsea BootsWedge Chelsea Boots That Make Any OutfitThe White Chelsea Boots We’re Eyeing Up This SeasonChelsea BootsThe White Chelsea Boots We’re Eyeing Up This SeasonShop Our Favourite Black Square Toe Chelsea BootsChelsea BootsShop Our Favourite Black Square Toe Chelsea BootsBrown Faux Leather Chelsea Boots We’ve Been SavingChelsea BootsBrown Faux Leather Chelsea Boots We’ve Been SavingThe Grey Chelsea Boots Your Shoe Rack NeedsChelsea BootsThe Grey Chelsea Boots Your Shoe Rack Needs