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.

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35  items
NEW
BIRKENSTOCK
Stalon Chelsea Boots M
Mocca
£165.00
NEW
Stutterheim
Rainwalker Chelsea Boots
Black Grey
£135.00
NEW
Stutterheim
Rainwalker Chelsea Boots
Black
£135.00
NEW
Stutterheim
Rainwalker Chelsea Boots
Black Green
£135.00
Camper
Pix Chelsea Boots
Black
£155.00
Walk London
Sean Chelsea Boots
Black
£75.00
Walk London
Slick Chelsea Boots
Black
£70.00
Timberland
Larchmont Chelsea Boots
Mid Brown
£130.00
Walk London
Slick Chelsea Boots
Grey Suede
£70.00
Barbour
Bedlington Chelsea Boots
Chestnut Grain
£139.00
Vagabond Shoemakers
James Chelsea Boots
Black
£145.00
Vagabond Shoemakers
Jeff Chelsea Boots
Black
£165.00
Barbour
Bedlington Chelsea Boots
Black
£139.00
Barbour
Farsley Chelsea Boots
Chocolate Leather
£125.00
UGG
Neumel Chelsea Boots
Black
£130.00
UGG
Neumel Chelsea Boots
Chestnut
£130.00
Office
Bitter Chelsea Boots
Brown
£52.00
Office
Bitter Chelsea Boots
Black
£52.00
Office
Barkley 2 Chelsea Boots
Tan Suede
£59.00
Office
Barkley 2 Chelsea Boots
Grey Navy Suede
£59.00
Office
Barkley 2 Boots
Chocolate Burgundy Suede
£59.00
Office
Barkley 2 Chelsea Boots
Black Suede
£59.00
Dr. Martens
2976 Tract Chelsea Boots
Black
£119.00
Dr. Martens
2976 Tract Chelsea Boots
Gaucho Crazyhorse
£119.00
Barbour
Farsley Chelsea Boots
Tan
£125.00
Barbour
Farsley Chelsea Boots
Black
£125.00
UGG
Biltmore Chelsea Boots
Black
£130.00
Dr. Martens
2976 Chelsea Boots
Black Ambassador
£149.00
Office
Bruno Chelsea Boots
Black Leather
£65.00
Office
Bruno Chelsea Boots
Brown 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
Office
Benjamin Heavy Chelsea Boots
Black Leather
£45.00 £89.00 -50% SAVE 50%
Dr. Martens
Harrema Chelsea Boots
Gaucho Crazyhorse
£55.00 £99.00 -45% SAVE 45%
Viewed 35 of 35 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.