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.

Show filters Hide filters
Sort by: Recommended

Sort by

26  items
NEW
Timberland
Larchmont Chelsea Boots
Mid Brown
£130.00
NEW
Barbour
Bedlington Chelsea Boots
Chestnut Grain
£139.00
NEW
Vagabond Shoemakers
James Chelsea Boots
Black
£145.00
NEW
Vagabond Shoemakers
Jeff Chelsea Boots
Black
£165.00
NEW
Barbour
Bedlington Chelsea Boots
Black
£139.00
NEW
Barbour
Farsley Chelsea Boots
Chocolate Leather
£125.00
NEW
UGG
Neumel Chelsea Boots
Chestnut
£130.00
NEW
UGG
Neumel Chelsea Boots
Black
£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
Gaucho Crazyhorse
£119.00
Dr. Martens
2976 Tract Chelsea Boots
Black
£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%
Viewed 26 of 26 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.