Top Picks
Women's leather Chelsea boots Ryłko Triss
ESME’S PICK MADE IN PARADISWomen's leather Chelsea boots Ryłko Triss
£71.85 MADE IN PARADIS
Vagabond Womens Dorah Chelsea Boots Black White
IMOGEN’S PICK OFFICE SHOESVagabond Womens Dorah Chelsea Boots Black White
£155.00 OFFICE SHOES
Dr. Martens Maybole Chelsea Boots at Free People in Black, Size: US
CHLOE’S PICK FREE PEOPLEDr. Martens Maybole Chelsea Boots at Free People in Black, Size: US
£190.00 FREE PEOPLE
Lotus 'lottie' Ankle Boots In Black
NADIA’S PICK DOROTHY PERKINSLotus 'lottie' Ankle Boots In Black
£65.00 DOROTHY PERKINS
OFFICE Womens Arielle Ribbed Chelsea Boots Black Leather
GEMMA’S PICK OFFICE SHOESOFFICE Womens Arielle Ribbed Chelsea Boots Black Leather
£80.00 £56.00 OFFICE SHOES
How we pick

These picks came from Esme, Imogen, Chloe, Nadia and Gemma, who each chose the one they'd happily wear themselves. That's the whole test really. Would we buy it, would we wear it more than once, and does it look like the photo once it arrives? We skip anything that looks cheap up close, cap how many pieces come from any one shop, and keep the list fresh as stock changes. We earn a small commission if you buy through our links, it never costs you more, and it never decides what gets picked.

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 £507 pieces
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
Elsie Elasticated Side Suedette Ankle Boots in Black / UK
TOKYO LAUNDRY

Elsie Elasticated Side Suedette Ankle Boots in Black / UK

£19.99 TOKYO LAUNDRY
Wide Fit Black Round Toe Basic Chelsea Ankle Boot
PRETTYLITTLETHING

Wide Fit Black Round Toe Basic Chelsea Ankle Boot

£17.50 PRETTYLITTLETHING
−20%Boohoo Wide Fit Faux Suede Low Block Chelsea Boots In Black
DOROTHY PERKINS

Boohoo Wide Fit Faux Suede Low Block Chelsea Boots In Black

£23.00 £18.40 DOROTHY PERKINS
−56%Dorothy Perkins Wide Fit Maias Block Heel Chelsea Boots In Black
DOROTHY PERKINS

Dorothy Perkins Wide Fit Maias Block Heel Chelsea Boots In Black

£45.45 £20.00 DOROTHY PERKINS
−25%Ivachy Simple Casual Round Toe Elastic Band Platform Chelsea Boots In Black
DOROTHY PERKINS

Ivachy Simple Casual Round Toe Elastic Band Platform Chelsea Boots In Black

£43.00 £32.25 DOROTHY PERKINS
−15%Ajvani Mid Block Heel Pointed Toe Smart Casual Chelsea Ankle Boots In Black
DOROTHY PERKINS

Ajvani Mid Block Heel Pointed Toe Smart Casual Chelsea Ankle Boots In Black

£39.99 £33.99 DOROTHY PERKINS
£50 to £1004 pieces
Lotus 'lottie' Ankle Boots In Black
DOROTHY PERKINS

Lotus 'lottie' Ankle Boots In Black

£65.00 DOROTHY PERKINS
Women's leather Chelsea boots Ryłko Triss
MADE IN PARADIS

Women's leather Chelsea boots Ryłko Triss

£71.85 MADE IN PARADIS
−37%OFFICE Womens Allie Buckle Strap Ankle Chelsea Boots Black Leather
OFFICE SHOES

OFFICE Womens Allie Buckle Strap Ankle Chelsea Boots Black Leather

£79.37 £50.00 OFFICE SHOES
Sale Watcher11black block heel chelsea boots on sale right nowSee them all →
−30%OFFICE Womens Arielle Ribbed Chelsea Boots Black Leather
OFFICE SHOES

OFFICE Womens Arielle Ribbed Chelsea Boots Black Leather

£80.00 £56.00 OFFICE SHOES
Worth the splurge4 pieces
Vagabond Womens Dorah Chelsea Boots Black White
OFFICE SHOES

Vagabond Womens Dorah Chelsea Boots Black White

£155.00 OFFICE SHOES
Dr. Martens Maybole Chelsea Boots at Free People in Black, Size: US
FREE PEOPLE

Dr. Martens Maybole Chelsea Boots at Free People in Black, Size: US

£190.00 FREE PEOPLE
Dr. Martens Maybole Chelsea Boots at Free People in Black/Cherry, Size: US
FREE PEOPLE

Dr. Martens Maybole Chelsea Boots at Free People in Black/Cherry, Size: US

£190.00 FREE PEOPLE
−20%Naturalizer Verney Boots In Black
DOROTHY PERKINS

Naturalizer Verney Boots In Black

£189.99 £151.99 DOROTHY PERKINS

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