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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15  items
Dr. Martens
Harrema Chelsea Boots
Black
£99.00
Office
Bruno Chelsea Boots
Brown Leather
£65.00
Office
Bruno Chelsea Boots
Black Leather
£65.00
Dr. Martens
2976 Chelsea Boots
Black Leather
£149.00
Dr. Martens
2976 Chelsea Boots
Gaucho Crazyhorse
£149.00
Hudson London
Adlington Chelsea Boots
Black Suede
£70.00
Office
Barkley Chelsea Boots
Tan Suede
£35.40 £59.00 -40% SAVE 40%
Dr. Martens
Graeme Chelsea Boot
Black
£111.20 £139.00 -20% SAVE 20%
Office
Barkley Chelsea Boots
Grey Suede
£35.40 £59.00 -40% SAVE 40%
Office
Barkley Chelsea Boots
Black Suede
£38.00 £59.00 -36% SAVE 36%
Office
Barkley Chelsea Boots
Chocolate Suede
£38.00 £59.00 -36% SAVE 36%
Timberland
Stormbuck Chelsea Boots
Dark Brown Leather
£40.00 £130.00 -70% SAVE 70%
Office
Blake Chelsea Boots
Tan Suede
£35.00 £59.00 -41% SAVE 41%
Office
Buster Chelsea Boots
Black Suede
£30.00 £59.00 -50% SAVE 50%
Shoe the Bear
Kelvin Chelsea Boots
Sand Suede
£70.00 £129.95 -47% SAVE 47%
Viewed 15 of 15 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!