Men’s Chelsea Boots

Invest a pair of timeless men's Chelsea boots for seasonal footwear you can rely on. Whether you’re keeping it casual with some denim jeans or looking to spice up a suit, choose the classic Chelsea boot in black, brown, tan or grey leather or suede.

Black Chelsea Boots  |   Brown Chelsea Boots  |   Tan Chelsea Boots  |   Grey Chelsea Boots

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46  items
Vegan
Hunter Original Chelsea Boots M Black
Hunter
Original Chelsea Boots M
Black
£95.00
Selected Homme
Blake Chelsea Boots
Black Leather
£110.00
Selected Homme
Blake Chelsea Boots
Cognac
£110.00
Selected Homme
Blake Chelsea Boots
Rust Suede
£90.00
Selected Homme
Blake Chelsea Boots
Chocolate Brown Suede
£90.00
Dr. Martens
2976 Bex Chelsea Boots M
Black Smooth
£169.00
Dr. Martens
2976 Fur Lined Chelsea Boots M
Black
£159.00
Sustainable
Timberland Stormbuck Chelsea Boots Mid Brown
Timberland
Stormbuck Chelsea Boots
Mid Brown
£140.00
Office
Bolton Wedge Chelsea Boots
Brown Leather
£74.99
Sustainable
Timberland Larchmont Chelsea Boots Mid Brown
Timberland
Larchmont Chelsea Boots
Mid Brown
£130.00
Vagabond Shoemakers
James Chelsea Boots
Black
£145.00
Office
Barkley 2 Chelsea Boots
Tan Suede
£59.00
Office
Barkley 2 Boots
Chocolate Burgundy Suede
£59.00
Sustainable
UGG Neumel Chelsea Boots Black
UGG
Neumel Chelsea Boots
Black
£130.00
Sustainable
UGG Neumel Chelsea Boots Chestnut
UGG
Neumel Chelsea Boots
Chestnut
£130.00
Office
Barkley 2 Chelsea Boots
Grey Navy Suede
£59.00
Dr. Martens
2976 Tract Chelsea Boots
Gaucho Crazyhorse
£119.00
Dr. Martens
2976 Tract Chelsea Boots
Black
£119.00
Office
Bolton Wedge Chelsea Boots
Black Leather
£74.99
Barbour
Farsley Chelsea Boots
Tan
£125.00
Dr. Martens
2976 Chelsea Boots
Black Ambassador
£149.00
UGG
Biltmore Chelsea Boots
Black
£130.00
Barbour
Farsley Chelsea Boots
Black
£125.00
Office
Bruno Chelsea Boots
Brown Leather
£65.00
Office
Bruno Chelsea Boots
Black Leather
£65.00
UGG
Biltmore Chelsea Boots
Stout
£130.00
Dr. Martens
2976 Chelsea Boots
Gaucho Crazyhorse
£149.00
Dr. Martens
2976 Chelsea Boots M
Black Leather
£149.00
Vagabond Shoemakers
James Chelsea Boots
Java
£55.00 £145.00 -63% SAVE 63%
Office
Bankshill Sports Chelsea Boots
Black Suede
£25.00 £65.00 -62% SAVE 62%
Office
Brooklyn Biker Chelsea Boots
Black High Shine
£25.00 £89.00 -72% SAVE 72%
Office
Brooklyn Biker Chelsea Boots
Black Leather
£35.00 £89.00 -61% SAVE 61%
Office
Bexley Formal Chelsea Boots
Black
£35.00 £49.00 -29% SAVE 29%
Office
Brussels Hybrid Sole Chelsea Boots
Black
£35.00 £65.00 -47% SAVE 47%
Office
Bethal Colour Block Suede Chelsea Boots
Dark Grey
£35.00 £79.00 -56% SAVE 56%
Office
Barcelona High Throat Chelsea Boots
Brown
£30.00 £79.00 -63% SAVE 63%
Sustainable
Timberland Larchmont Chelsea Boots Black
Timberland
Larchmont Chelsea Boots
Black
£70.00 £130.00 -47% SAVE 47%
Office
Brussels Hybrid Sole Chelsea Boots
Tan
£35.00 £65.00 -47% SAVE 47%
Sustainable
Camper Pix Chelsea Boots Khaki
Camper
Pix Chelsea Boots
Khaki
£60.00 £155.00 -62% SAVE 62%
BIRKENSTOCK
Stalon Chelsea Boots M
Black
£80.00 £165.00 -52% SAVE 52%
Office
Bexley Formal Chelsea Boots
Brown
£15.00 £49.00 -70% SAVE 70%
Walk London
Sean Chelsea Boots
Black
£35.00 £75.00 -54% SAVE 54%
Vagabond Shoemakers
Jeff Chelsea Boots
Black
£40.00 £165.00 -76% SAVE 76%
Sustainable
Camper Pix Chelsea Boots Black
Camper
Pix Chelsea Boots
Black
£60.00 £155.00 -62% SAVE 62%
Barbour
Bedlington Chelsea Boots
Chestnut Grain
£95.00 £139.00 -32% SAVE 32%
Office
Bitter Chelsea Boots
Black
£30.00 £52.00 -43% SAVE 43%
Viewed 46 of 46 products
Looking for a staple shoe to carry you through the seasons? A pair of men's Chelsea boots are a must-have in every collection. With a timeless design that toes the line between comfort and smart-casual style, it’s no surprise that the Chelsea boot has been a longstanding footwear favourite. Whether you're adding some sophistication to a laid-back outfit for a weekend of fun or teaming them with a suit for a contemporary office look, men’s leather or suede Chelsea boots will be the pair you slip on time and time again. Take your pick from our range of boots in muted hues like black, brown, tan and grey.