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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56  items
Vagabond Shoemakers
James Chelsea Boots
Java
£145.00
Hunter
Original Chelsea Boots M
Black
£95.00
Hunter
Original Chelsea Boots M
Khaki
£95.00
Office
Bexley Formal Chelsea Boots
Brown
£49.00
Office
Bexley Formal Chelsea Boots
Black
£49.00
Selected Homme
Blake Chelsea Boots
Chocolate Brown Suede
£90.00
Selected Homme
Blake Chelsea Boots
Cognac
£110.00
Selected Homme
Blake Chelsea Boots
Rust Suede
£110.00
Selected Homme
Blake Chelsea Boots
Black Leather
£110.00
BIRKENSTOCK
Stalon Chelsea Boots M
Black
£165.00
Timberland
Larchmont Chelsea Boots
Black
£130.00
Dr. Martens
2976 Bex Chelsea Boots M
Black Smooth
£169.00
Dr. Martens
2976 Fur Lined Chelsea Boots M
Black
£159.00
Timberland
Stormbuck Chelsea Boots
Mid Brown
£140.00
BIRKENSTOCK
Stalon Chelsea Boots M
Mocca
£165.00
Walk London
Sean Chelsea Boots
Black
£75.00
Timberland
Larchmont Chelsea Boots
Mid Brown
£130.00
Walk London
Slick Chelsea Boots
Grey Suede
£70.00
Vagabond Shoemakers
Jeff Chelsea Boots
Black
£165.00
Vagabond Shoemakers
James Chelsea Boots
Black
£145.00
Office
Barkley 2 Chelsea Boots
Tan Suede
£59.00
Walk London
Slick Chelsea Boots
Black
£70.00
Office
Barkley 2 Chelsea Boots
Black Suede
£59.00
Barbour
Bedlington Chelsea Boots
Black
£139.00
Barbour
Farsley Chelsea Boots
Chocolate Leather
£125.00
Office
Barkley 2 Boots
Chocolate Burgundy Suede
£59.00
Office
Barkley 2 Chelsea Boots
Grey Navy Suede
£59.00
UGG
Neumel Chelsea Boots
Black
£130.00
Barbour
Bedlington Chelsea Boots
Chestnut Grain
£139.00
UGG
Neumel Chelsea Boots
Chestnut
£130.00
Dr. Martens
2976 Tract Chelsea Boots
Black
£119.00
Barbour
Farsley Chelsea Boots
Tan
£125.00
Dr. Martens
2976 Chelsea Boots
Black Ambassador
£149.00
Barbour
Farsley Chelsea Boots
Black
£125.00
UGG
Biltmore Chelsea Boots
Black
£130.00
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
Brooklyn Biker Chelsea Boots
Black High Shine
£40.00 £89.00 -56% SAVE 56%
Office
Bankshill Sports Chelsea Boots
Black Suede
£30.00 £65.00 -54% SAVE 54%
Office
Brooklyn Biker Chelsea Boots
Black Leather
£45.00 £89.00 -50% SAVE 50%
Office
Brussels Hybrid Sole Chelsea Boots
Black
£45.00 £65.00 -31% SAVE 31%
Office
Bankshill Sports Chelsea Boots
Khaki Suede
£20.00 £65.00 -70% SAVE 70%
Camper
Pix Chelsea Boots
Khaki
£80.00 £155.00 -49% SAVE 49%
Office
Barcelona High Throat Chelsea Boots
Tan
£40.00 £79.00 -50% SAVE 50%
Office
Brussels Hybrid Sole Chelsea Boots
Tan
£45.00 £65.00 -31% SAVE 31%
Office
Bethal Colour Block Suede Chelsea Boots
Khaki
£25.00 £79.00 -69% SAVE 69%
Office
Bethal Colour Block Suede Chelsea Boots
Dark Grey
£45.00 £79.00 -44% SAVE 44%
Office
Barcelona High Throat Chelsea Boots
Brown
£45.00 £79.00 -44% SAVE 44%
Office
Bolton Wedge Chelsea Boots
Brown Leather
£35.00 £65.00 -47% SAVE 47%
Camper
Pix Chelsea Boots
Black
£95.00 £155.00 -39% SAVE 39%
Office
Bitter Chelsea Boots
Black
£30.00 £52.00 -43% SAVE 43%
Office
Bitter Chelsea Boots
Brown
£30.00 £52.00 -43% SAVE 43%
Office
Bolton Wedge Chelsea Boots
Black Leather
£35.00 £65.00 -47% SAVE 47%
Viewed 56 of 56 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.