Mens Chelsea Boots

Invest a pair of timeless men's Chelsea boots for day or night. Whatever the weather; simply slip on with some straight leg denims or spice up a suit with this classic style.

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30  items
Office
Bravo Chelsea Boots
Beige Suede
£72.00
Office
Barkley 2 Chelsea Boots
Grey Navy Suede
£59.00
Office
Bitter Chelsea Boots
Brown
£52.00
Office
Barkley 2 Chelsea Boots
Tan Suede
£59.00
Office
Bitter Chelsea Boots
Black
£52.00
Office
Barkley 2 Boots
Chocolate Burgundy Suede
£59.00
Office
Barkley 2 Chelsea Boots
Black Suede
£59.00
Dr. Martens
2976 Fur Lined Chelsea Boots
Cask Ambassador
£159.00
Dr. Martens
Harrema Chelsea Boots
Black
£99.00
Dr. Martens
2976 Tract Chelsea
Black
£119.00
Barbour
Farsley Chelsea Boots
Black
£125.00
Dr. Martens
2976 Fur Lined Chelsea Boots
Black
£159.00
Dr. Martens
2976 Tract Chelsea
Gaucho Crazyhorse
£119.00
Barbour
Farsley Chelsea Boots
Brown
£125.00
Dr. Martens
Harrema Chelsea Boots
Gaucho Crazyhorse
£99.00
UGG
Biltmore Chelsea Boots
Black
£130.00
Dr. Martens
2976 Chelsea Boots
Black Ambassador
£149.00
UGG
Biltmore Chelsea Boots
Stout
£130.00
Dr. Martens
2976 Chelsea Boots
Gaucho Crazyhorse
£149.00
Dr. Martens
2976 Chelsea Boots
Black Leather
£149.00
Office
Bravo Chelsea Boots
Tan Suede
£25.00 £72.00 -66% SAVE 66%
Office
Benjamin Heavy Chelsea Boots
Black Leather
£45.00 £89.00 -50% SAVE 50%
Walk London
Alfie Chelsea Boots
Brown
£40.00 £60.00 -34% SAVE 34%
Vagabond Shoemakers
Harvey Chelsea Boots
Chocolate Suede
£75.00 £125.00 -40% SAVE 40%
Walk London
Alfie Chelsea Boots
Black
£40.00 £60.00 -34% SAVE 34%
Office
Bruno Chelsea Boots
Brown Leather
£40.00 £65.00 -39% SAVE 39%
Office
Bruno Chelsea Boots
Black Leather
£35.00 £65.00 -47% SAVE 47%
Office
Barkley Chelsea Boots
Grey Suede
£35.00 £59.00 -41% SAVE 41%
Dr. Martens
Graeme Chelsea Boots
Black
£65.00 £139.00 -54% SAVE 54%
Hudson London
Adlington Chelsea Boots
Black Suede
£35.00 £70.00 -50% SAVE 50%
Viewed 30 of 30 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 shoe collection. With a timeless design that strikes the perfect balance between comfort and smart-casual style, the Chelsea boot has been a popular choice for decades - and we get why! Ideal whether you're adding some sophistication to a laid-back outfit at the weekend or teaming them with a suit for a contemporary office look, a pair of black or brown leather Chelsea boots are a match made in heaven!