Mens Chelsea Boots

The timeless style you will turn to again and again, the sleek Chelsea boot can be paired with a slim fitted suit or jeans and is the ultimate boot must-have.

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44  items
Dr. Martens
2976 Chelsea Boots
Black Leather
£139.00
Ted Baker
Travic Chelsea Boots
Brown
£129.00
Office
Buster Chelsea Boots
Black Suede
£59.00
Dr. Martens
2976 Chelsea Boots
Gaucho Crazyhorse
£139.00
Timberland
Stormbuck Chelsea Boots
Dark Brown Leather
£135.00
Timberland
Larchmont Chelsea
Oakwood Nubuck Leather
£125.00
Timberland
Larchmont Chelsea Boots
Gaucho Saddleback
£125.00
Walk London
Hornchurch Chelsea Boots
Stone Suede
£60.00
Hudson London
Adlington Chelsea Boots
Black Suede
£70.00
Dr. Martens
Graeme Chelsea Boot
Black
£129.00
Office
Barkley Chelsea Boots
Black Suede
£59.00
Office
Barkley Chelsea Boots
Grey Suede
£59.00
Office
Barkley Chelsea Boots
Tan Suede
£59.00
Office
Barkley Chelsea Boots
Chocolate Suede
£59.00
Office
Barkley Chelsea Boots
Brown Waxy Leather
£59.00
Office
Buster Chelsea Boots
Beige Suede
£59.00
Office
Barnaby Chelsea Boots
Black Suede
£59.00
Office
Blake Chelsea Boots
Tan Suede
£59.00
Office
Blake Chelsea Boots
Brown Leather
£59.00
Office
Bruno Chelsea Boots
Black Leather
£65.00
Office
Bruno Chelsea Boots
Brown Leather
£65.00
Ted Baker
Travic Chelsea Boots
Black
£129.00
Poste
Cappuccino Chelsea Boots
Khaki Suede
£55.00 £110.00 -50% SAVE 50%
Ask the Missus
Danish Chelsea Boots
Black Suede Black Sole
£15.00 £59.99 -75% SAVE 75%
Ask the Missus
Danish Chelsea Boots
Beige Suede
£20.00 £59.99 -67% SAVE 67%
Office
Impact Chelsea Boots
Cognac Suede
£30.00 £59.99 -50% SAVE 50%
Ask the Missus
Igloo Chelsea Boots
Rust Suede
£30.00 £89.99 -67% SAVE 67%
Ask the Missus
Igloo Chelsea Boots
Khaki Suede
£30.00 £89.99 -67% SAVE 67%
Poste
Poste For Offspring Chelsea Boots
Sand Nubuck
£54.00 £135.00 -60% SAVE 60%
Poste
Poste For Offspring Chelsea Boots
Tobacco Nubuck
£54.00 £135.00 -60% SAVE 60%
Vagabond
Roy Chelsea Boots
Black Suede
£60.00 £110.00 -46% SAVE 46%
Vagabond
Johnny Chelsea Boots
Black
£65.00 £120.00 -46% SAVE 46%
Shoe the Bear
Sorvad Chelsea Boots
Black Leather
£70.00 £139.95 -50% SAVE 50%
Shoe the Bear
Sorvad Chelsea Boots
Grey Suede
£70.00 £139.95 -50% SAVE 50%
Office
Impala Chelsea Boots
Mahogany Suede
£25.00 £69.99 -65% SAVE 65%
Office
Impala Chelsea Boots
Beige Suede
£25.00 £69.99 -65% SAVE 65%
Office
Inferno Chelsea Boots
Dark Tan Leather
£35.00 £69.99 -50% SAVE 50%
Office
Locked Chelsea Boots
Black Suede
£40.00 £79.99 -50% SAVE 50%
Office
Locked Chelsea Boots
Beige Suede
£30.00 £79.99 -63% SAVE 63%
Ask the Missus
Lightweight Chelsea Boots
Black Suede
£40.00 £79.99 -50% SAVE 50%
Ask the Missus
Lightweight Chelsea Boots
Sand Suede
£30.00 £79.99 -63% SAVE 63%
Poste
Poste Chelsea Boots
Anthracite Suede
£40.00 £99.00 -60% SAVE 60%
Poste
Poste Chelsea Boots
Cognac Nubuck
£50.00 £99.00 -50% SAVE 50%
Shoe the Bear
Kelvin Chelsea Boots
Black Suede
£55.00 £129.95 -58% SAVE 58%
Viewed 44 of 44 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!