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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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Dr. Martens 2976 Chelsea Boots M Black Leather
Dr. Martens
2976 Chelsea Boots M
Black Leather
£169.00
Dr. Martens 2976 Tract Chelsea Boots Black
Dr. Martens
2976 Tract Chelsea Boots
Black
£139.00
Dr. Martens 2976 Tract Chelsea Boots Gaucho Crazyhorse
Dr. Martens
2976 Tract Chelsea Boots
Gaucho Crazyhorse
£139.00
Timberland Larchmont Chelsea Boots Rust Full Grain
Timberland
Larchmont Chelsea Boots
Rust Full Grain
£155.00
Barbour Farsley Chelsea Boots Teak
CYBER EVENT
Barbour
Farsley Chelsea Boots
Teak
£103.20 £129.00 -20% SAVE 20%
OFFICE Bachelor Crepe Look Chelsea Boots Brown Suede
CYBER EVENT
OFFICE
Bachelor Crepe Look Chelsea Boots
Brown Suede
£45.49 £64.99 -30% SAVE 30%
OFFICE Burnham Chelsea Boots Black
CYBER EVENT
OFFICE
Burnham Chelsea Boots
Black
£43.99 £54.99 -20% SAVE 20%
OFFICE Blenheim Chelsea Boots Tan Leather
CYBER EVENT
OFFICE
Blenheim Chelsea Boots
Tan Leather
£59.99 £74.99 -20% SAVE 20%
Dr. Martens 2976 Chelsea Boots Olive
Dr. Martens
2976 Chelsea Boots
Olive
£179.00
Barbour Farsley Chelsea Boots Black
Barbour
Farsley Chelsea Boots
Black
£129.00
Leather
OFFICE Blenheim Chelsea Boots Brown Leather
OFFICE
Blenheim Chelsea Boots
Brown Leather
£74.99
NEW
OFFICE Brockhurst Smart Chelsea Boots Black Leather
OFFICE
Brockhurst Smart Chelsea Boots
Black Leather
£72.99
UGG Neumel Chelsea Boots M Chestnut
UGG
Neumel Chelsea Boots M
Chestnut
£130.00
BIRKENSTOCK Highwood Chelsea Boots Mocha
BIRKENSTOCK
Highwood Chelsea Boots
Mocha
£170.00
UGG Neumel Chelsea Boots M Black
UGG
Neumel Chelsea Boots M
Black
£130.00
Leather
OFFICE Blenheim Chelsea Boots Black Leather
OFFICE
Blenheim Chelsea Boots
Black Leather
£74.99
Vagabond Shoemakers Cameron Chelsea Boots Java
Vagabond Shoemakers
Cameron Chelsea Boots
Java
£160.00
Dr. Martens 2976 Chelsea Boots Black
Dr. Martens
2976 Chelsea Boots
Black
£169.00
NEW
BIRKENSTOCK Highwood Chelsea Boots Taupe
BIRKENSTOCK
Highwood Chelsea Boots
Taupe
£170.00
NEW
OFFICE Brockhurst Smart Chelsea Boots Tan Leather
OFFICE
Brockhurst Smart Chelsea Boots
Tan Leather
£72.99
Vagabond Shoemakers Cameron Chelsea Boots Black
Vagabond Shoemakers
Cameron Chelsea Boots
Black
£160.00
Dr. Martens 2976 Chelsea Boots Gaucho Crazyhorse
Dr. Martens
2976 Chelsea Boots
Gaucho Crazyhorse
£159.00
Leather
OFFICE Bruno Chelsea Boots Brown Leather
OFFICE
Bruno Chelsea Boots
Brown Leather
£74.99
Timberland Larchmont Chelsea Boots Mid Brown
Timberland
Larchmont Chelsea Boots
Mid Brown
£130.00
OFFICE Bachelor Crepe Look Chelsea Boots Black Suede
CYBER EVENT
OFFICE
Bachelor Crepe Look Chelsea Boots
Black Suede
£45.49 £64.99 -30% SAVE 30%
OFFICE Burford Cleated Chelsea Boots Black Leather
CYBER EVENT
OFFICE
Burford Cleated Chelsea Boots
Black Leather
£52.49 £74.99 -30% SAVE 30%
OFFICE Burford Cleated Chelsea Boots Brown Leather
CYBER EVENT
OFFICE
Burford Cleated Chelsea Boots
Brown Leather
£52.49 £74.99 -30% SAVE 30%
OFFICE Brampton Chunky Chelsea Boots Brown
CYBER EVENT
OFFICE
Brampton Chunky Chelsea Boots
Brown
£47.99 £59.99 -20% SAVE 20%
OFFICE Brampton Chunky Chelsea Boots Black
CYBER EVENT
OFFICE
Brampton Chunky Chelsea Boots
Black
£47.99 £59.99 -20% SAVE 20%
OFFICE Beacon Chelsea Boots Grey Suede
OFFICE
Beacon Chelsea Boots
Grey Suede
£50.00 £69.99 -29% SAVE 29%
OFFICE Beacon Chelsea Boots Chocolate Suede
OFFICE
Beacon Chelsea Boots
Chocolate Suede
£50.00 £69.99 -29% SAVE 29%
OFFICE Beacon Chelsea Boots Black Suede
OFFICE
Beacon Chelsea Boots
Black Suede
£50.00 £69.99 -29% SAVE 29%
OFFICE Beacon Chelsea Boots Tan Suede
OFFICE
Beacon Chelsea Boots
Tan Suede
£50.00 £69.99 -29% SAVE 29%
OFFICE Beacon Chelsea Boots Navy Suede
OFFICE
Beacon Chelsea Boots
Navy Suede
£50.00 £69.99 -29% SAVE 29%
Leather
Poste Peterson Chelsea Boots Brown Leather
Poste
Peterson Chelsea Boots
Brown Leather
£45.00 £125.00 -64% SAVE 64%
WIDE FIT
OFFICE Wide Fit Barkley 2 Boots Tan Suede
OFFICE
Wide Fit Barkley 2 Boots
Tan Suede
£40.00 £64.99 -38% SAVE 38%
Timberland Larchmont Chelsea Boots Black
CYBER EVENT
Timberland
Larchmont Chelsea Boots
Black
£124.00 £155.00 -20% SAVE 20%
Walk London Antonio Chelsea Boots Brown
Walk London
Antonio Chelsea Boots
Brown
£45.00 £75.00 -40% SAVE 40%
Selected Homme Blake Chelsea Boots Cognac
Selected Homme
Blake Chelsea Boots
Cognac
£30.00 £110.00 -73% SAVE 73%
OFFICE Barkley 2 Chelsea Boots Tan Suede
OFFICE
Barkley 2 Chelsea Boots
Tan Suede
£38.99 £64.99 -40% SAVE 40%
Leather
OFFICE Bruno Chelsea Boots Black Leather
CYBER EVENT
OFFICE
Bruno Chelsea Boots
Black Leather
£52.49 £74.99 -30% SAVE 30%
Viewed 41 of 41 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.