Top Picks
Elle Sport Waterproof Wellington Ankle Boot With Warm Fur Lining In Brown
NADIA’S PICK DOROTHY PERKINSElle Sport Waterproof Wellington Ankle Boot With Warm Fur Lining In Brown
£46.05 £35.00 DOROTHY PERKINS
R.M. Williams Comfort Craftsman Chelsea Boots - Black
GEMMA’S PICK STUARTS LONDONR.M. Williams Comfort Craftsman Chelsea Boots - Black
£425.00 STUARTS LONDON
Black Bogs rubber chelsea boots
MEGAN’S PICK THE DOUBLE FBlack Bogs rubber chelsea boots
£475.00 £142.50 THE DOUBLE F
Hunter ORIGINAL CHELSEA women's Mid Boots in Black
FREYA’S PICK SPARTOOHunter ORIGINAL CHELSEA women's Mid Boots in Black
£94.99 SPARTOO
F-MODE Gem-Trim Leather Chelsea Boots
ZARA’S PICK FITFLOPF-MODE Gem-Trim Leather Chelsea Boots
£160.00 FITFLOP
How we pick

These picks came from Nadia, Gemma, Megan, Freya and Zara, 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 £506 pieces
Women’s Original Chelsea Wellington Boots
BLACKS

Women’s Original Chelsea Wellington Boots

£44.97 BLACKS
Women’s Windsor Chelsea Boots
BLACKS

Women’s Windsor Chelsea Boots

£45.00 BLACKS
Women’s Play Chelsea Neoprene Boots
BLACKS

Women’s Play Chelsea Neoprene Boots

£42.97 BLACKS
Green Label Women's Windsor Chelsea Boots
BLACKS

Green Label Women's Windsor Chelsea Boots

£37.47 BLACKS
−24%Elle Sport Waterproof Wellington Ankle Boot With Warm Fur Lining In Brown
DOROTHY PERKINS

Elle Sport Waterproof Wellington Ankle Boot With Warm Fur Lining In Brown

£46.05 £35.00 DOROTHY PERKINS
−24%Elle Sport Women's Waterproof Wellington Ankle Boot with warm Fur Lining in Brown
MISSPAP

Elle Sport Women's Waterproof Wellington Ankle Boot with warm Fur Lining in Brown

£46.05 £35.00 MISSPAP
£50 to £1009 pieces
Women’s Refined Stitch Detail Chelsea Wellington Boots
BLACKS

Women’s Refined Stitch Detail Chelsea Wellington Boots

£75.00 BLACKS
Hunter ORIGINAL CHELSEA women's Mid Boots in Black
SPARTOO

Hunter ORIGINAL CHELSEA women's Mid Boots in Black

£94.99 SPARTOO
Kg Kurt Geiger 'holly' Boots In Black
DOROTHY PERKINS

Kg Kurt Geiger 'holly' Boots In Black

£99.00 DOROTHY PERKINS
Women’s Original Colour Splash Chelsea Wellington Boots
BLACKS

Women’s Original Colour Splash Chelsea Wellington Boots

£55.00 BLACKS
−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
−21%Barbour Womens Halton Chelsea Welly Boots Brown Military
OFFICE SHOES

Barbour Womens Halton Chelsea Welly Boots Brown Military

£69.62 £55.00 OFFICE SHOES
−20%Blowfish Womens Dover Fur Lined Chelsea Boots Dark Brown
OFFICE SHOES

Blowfish Womens Dover Fur Lined Chelsea Boots Dark Brown

£75.00 £60.00 OFFICE SHOES
−56%Steve Madden Womens Glennis Chelsea Boots Taupe Suede Natural
OFFICE SHOES

Steve Madden Womens Glennis Chelsea Boots Taupe Suede Natural

£159.09 £70.00 OFFICE SHOES
−31%Hunter Boots Womens Elements Insulated Chelsea Dark Olive Green
OFFICE SHOES

Hunter Boots Womens Elements Insulated Chelsea Dark Olive Green

£130.43 £90.00 OFFICE SHOES
Worth the splurge10 pieces
Hunter Chelsea Tri Colour women's Wellington Boots in Black
SPARTOO

Hunter Chelsea Tri Colour women's Wellington Boots in Black

£124.99 SPARTOO
F-MODE Gem-Trim Leather Chelsea Boots
FITFLOP

F-MODE Gem-Trim Leather Chelsea Boots

£160.00 FITFLOP
Hunter Original Womens Chelsea Red women's Wellington Boots in Red
SPARTOO

Hunter Original Womens Chelsea Red women's Wellington Boots in Red

£114.99 SPARTOO
Hunter ORIGINAL CHELSEA BOOT women's Wellington Boots in Green
SPARTOO

Hunter ORIGINAL CHELSEA BOOT women's Wellington Boots in Green

£143.00 SPARTOO
R.M. Williams Comfort Craftsman Chelsea Boots - Black
STUARTS LONDON

R.M. Williams Comfort Craftsman Chelsea Boots - Black

£425.00 STUARTS LONDON
−35%Vagabond Womens Dorah Chelsea Boots Dark Bordo Brown
OFFICE SHOES

Vagabond Womens Dorah Chelsea Boots Dark Bordo Brown

£153.85 £100.00 OFFICE SHOES
−22%Infinity Leather Medi789 Ankle Chelsea Boots In Bottle Green
DOROTHY PERKINS

Infinity Leather Medi789 Ankle Chelsea Boots In Bottle Green

£164.09 £127.99 DOROTHY PERKINS
−20%Vionic Savannah Chelsea Ankle Boots In Brown
DOROTHY PERKINS

Vionic Savannah Chelsea Ankle Boots In Brown

£169.99 £135.99 DOROTHY PERKINS
−70%Black Bogs rubber chelsea boots
THE DOUBLE F

Black Bogs rubber chelsea boots

£475.00 £142.50 THE DOUBLE F
−30%GANNI BLACK MID CHELSEA BOOT
FERRARIS BOUTIQUE

GANNI BLACK MID CHELSEA BOOT

£384.29 £269.00 FERRARIS BOUTIQUE

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