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.

Black Chelsea Boots  |   Brown Chelsea Boots  |   Tan Chelsea Boots  |   Grey Chelsea Boots

Show filters Hide filters
Sort by: Recommended

Sort by

41  items
CYBER EVENT
Barbour
Farsley Chelsea Boots
Teak
£103.20 £129.00 -20% SAVE 20%
CYBER EVENT
CYBER EVENT
OFFICE
Burnham Chelsea Boots
Black
£43.99 £54.99 -20% SAVE 20%
CYBER EVENT
OFFICE
Blenheim Chelsea Boots
Tan Leather
£59.99 £74.99 -20% SAVE 20%
CYBER EVENT
CYBER EVENT
CYBER EVENT
CYBER EVENT
OFFICE
Brampton Chunky Chelsea Boots
Brown
£47.99 £59.99 -20% SAVE 20%
CYBER EVENT
OFFICE
Brampton Chunky Chelsea Boots
Black
£47.99 £59.99 -20% SAVE 20%
OFFICE
Beacon Chelsea Boots
Grey Suede
£50.00 £69.99 -29% SAVE 29%
OFFICE
Beacon Chelsea Boots
Black Suede
£50.00 £69.99 -29% SAVE 29%
OFFICE
Beacon Chelsea Boots
Tan Suede
£50.00 £69.99 -29% SAVE 29%
OFFICE
Beacon Chelsea Boots
Navy Suede
£50.00 £69.99 -29% SAVE 29%
Leather
Poste Peterson Chelsea Boots Brown Leather
Poste
Peterson Chelsea Boots
Brown Leather
£45.00 £125.00 -64% SAVE 64%
WIDE FIT
OFFICE Wide Fit Barkley 2 Boots Tan Suede
OFFICE
Wide Fit Barkley 2 Boots
Tan Suede
£40.00 £64.99 -38% SAVE 38%
CYBER EVENT
Timberland
Larchmont Chelsea Boots
Black
£124.00 £155.00 -20% SAVE 20%
Walk London
Antonio Chelsea Boots
Brown
£45.00 £75.00 -40% SAVE 40%
Selected Homme
Blake Chelsea Boots
Cognac
£30.00 £110.00 -73% SAVE 73%
OFFICE
Barkley 2 Chelsea Boots
Tan Suede
£38.99 £64.99 -40% SAVE 40%
Leather
OFFICE Bruno Chelsea Boots Black Leather
CYBER EVENT
OFFICE
Bruno Chelsea Boots
Black Leather
£52.49 £74.99 -30% SAVE 30%
Viewed 41 of 41 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.