Top Picks
Leather Chelsea Boots
CHLOE’S PICK LA REDOUTELeather Chelsea Boots
£100.00 LA REDOUTE
Women's boots Ilse Jacobsen Hornbæk
MEGAN’S PICK SNEAKINWomen's boots Ilse Jacobsen Hornbæk
£101.53 SNEAKIN
Women’s Play Chelsea Neoprene Boots
TAMSIN’S PICK BLACKSWomen’s Play Chelsea Neoprene Boots
£42.97 BLACKS
Black Bogs rubber chelsea boots
MAGGIE’S PICK THE DOUBLE FBlack Bogs rubber chelsea boots
£475.00 £142.50 THE DOUBLE F
Greyfield Mid Chelsea Leather Lace-Up Ankle Boots
DANI’S PICK LA REDOUTEGreyfield Mid Chelsea Leather Lace-Up Ankle Boots
£125.00 LA REDOUTE
How we pick

These picks came from Chloe, Megan, Tamsin, Maggie and Dani, 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.

Under £504 pieces
Men’s Refined Chelsea Wellington Boots
BLACKS

Men’s Refined Chelsea Wellington Boots

£48.97 BLACKS
Women’s Original Chelsea Wellington Boots
BLACKS

Women’s Original Chelsea Wellington Boots

£37.97 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
£50 to £10010 pieces
Sweaty Betty Tempo Train Adjustable Crew Neck Sweatshirt, Red, Women's
SWEATY BETTY

Sweaty Betty Tempo Train Adjustable Crew Neck Sweatshirt, Red, Women's

£90.00 SWEATY BETTY
Gabor 'lourdes' Chelsea Boots In Navy
DOROTHY PERKINS

Gabor 'lourdes' Chelsea Boots In Navy

£95.00 DOROTHY PERKINS
Gabor 'lourdes' Chelsea Boots In Black
DOROTHY PERKINS

Gabor 'lourdes' Chelsea Boots In Black

£95.00 DOROTHY PERKINS
Boots Geox Spherica EC1
SNEAKIN

Boots Geox Spherica EC1

£86.31 SNEAKIN
Women's boots Helly Hansen Adore
MADE IN PARADIS

Women's boots Helly Hansen Adore

£84.61 MADE IN PARADIS
Women’s Commando Chelsea Boots
BLACKS

Women’s Commando Chelsea Boots

£60.00 BLACKS
Pallagrade Chelsea S Ankle Boots
LA REDOUTE

Pallagrade Chelsea S Ankle Boots

£95.00 LA REDOUTE
−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
−48%Barbour Womens Evie Chelsea Boots Trench Brown Suede
OFFICE SHOES

Barbour Womens Evie Chelsea Boots Trench Brown Suede

£134.62 £70.00 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
Worth the splurge11 pieces
Leather Chelsea Boots
LA REDOUTE

Leather Chelsea Boots

£100.00 LA REDOUTE
Spherica EC1 Leather Chelsea Boots
LA REDOUTE

Spherica EC1 Leather Chelsea Boots

£140.00 LA REDOUTE
Leather High Chelsea Boots
LA REDOUTE

Leather High Chelsea Boots

£102.00 LA REDOUTE
Women's boots Ilse Jacobsen Hornbæk
SNEAKIN

Women's boots Ilse Jacobsen Hornbæk

£101.53 SNEAKIN
Leather Chelsea boots Aigle Eperon
SNEAKIN

Leather Chelsea boots Aigle Eperon

£108.30 SNEAKIN
Greyfield Mid Chelsea Leather Lace-Up Ankle Boots
LA REDOUTE

Greyfield Mid Chelsea Leather Lace-Up Ankle Boots

£125.00 LA REDOUTE
Boots Palladium Tropper WP
SNEAKIN

Boots Palladium Tropper WP

£118.45 SNEAKIN
−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 Mon944 Leather Wedge Heel Ankle Zip Up Chelsea Boots In Black
DOROTHY PERKINS

Infinity Leather Mon944 Leather Wedge Heel Ankle Zip Up Chelsea Boots In Black

£176.91 £137.99 DOROTHY PERKINS
−70%Black Bogs rubber chelsea boots
THE DOUBLE F

Black Bogs rubber chelsea boots

£475.00 £142.50 THE DOUBLE F
−23%Infinity Leather Scop110 Chelsea Leather Ankle Zip Biker Boots In Black
DOROTHY PERKINS

Infinity Leather Scop110 Chelsea Leather Ankle Zip Biker Boots In Black

£214.27 £164.99 DOROTHY PERKINS

More like this

See all in Rubber Boots →
Rubber Boots Made for WalkingRubber BootsRubber Boots Made for WalkingBurgundy Rubber Ankle Boots: The EditRubber BootsBurgundy Rubber Ankle Boots: The EditGrey Rubber Lace Up Boots We’d Buy AgainRubber BootsGrey Rubber Lace Up Boots We’d Buy AgainBlue Rubber Ankle Boots We Love Right NowRubber BootsBlue Rubber Ankle Boots We Love Right NowThe Rubber Walking Boots Your Shoe Rack NeedsRubber BootsThe Rubber Walking Boots Your Shoe Rack NeedsBlue Rubber Lace Up Boots Worth Adding to Your WardrobeRubber BootsBlue Rubber Lace Up Boots Worth Adding to Your Wardrobe