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Men's Designer Chelsea Boots Sale

Discover the timeless style of Chelsea boots at unbeatable prices in our men's sale collection. Featuring a range of styles from brands like Timberland, Jeffery West and more, you can take advantage of huge savings of up to 50% off in our men's designer Chelsea boots sale.

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Blundstone
Classic Leather Chelsea Boots - Black
- £152.95
- £179.95
- -15%
Blundstone
Classic Leather Chelsea Boots - Brown
- £152.95
- £179.95
- -15%
Jeffery West
Wing Leather Chelsea Boots - Castano
- £229.95
- £269.95
- -15%
Jeffery West
Leather Chelsea Boots - Woodland Snake
- £233.95
- £274.95
- -15%
Jeffery West
Carlito Leather Boots - Black
- £216.95
- £254.95
- -15%
Blundstone
Thermal Waterproof Chelsea Boots - Rustic Black
- £125.95
- £209.95
- -40%
Blundstone
Leather Chelsea Boots - Rustic Black
- £152.95
- £179.95
- -15%
Blundstone
Leather Chelsea Boots - Rustic Brown
- £152.95
- £179.95
- -15%
Blundstone
Thermal Waterproof Chelsea Boots - Rustic Brown
- £178.95
- £209.95
- -15%
Blundstone
Wax Suede Chelsea Boots - Steel Grey
- £135.95
- £159.95
- -15%
Jeffery West
Bolt Chelsea Boots - Black Selva
- £259.95
- £324.95
- -20%
Jeffery West
Creek Chelsea Boots - Navy
- £206.95
- £274.95
- -25%
Jeffery West
Pollination Chelsea Boots - Rossini
- £254.95
- £299.95
- -15%
Jeffery West
Print Snake Chelsea Boots - Natural Pitone
- £239.95
- £299.95
- -20%
Jeffery West
Snake Chelsea Boots - Woodland
- £219.95
- £274.95
- -20%
Jeffery West
Polished Leather Chelsea Boots - Mid Brown
- £220.95
- £259.95
- -15%
Jeffery West
Leather Brogue Chelsea Boots - Black
- £233.95
- £274.95
- -15%
Jeffery West
Skull Leather Chelsea Boots - Black
- £246.95
- £289.95
- -15%
Timberland
Attleboro Chelsea Boots - Dark Brown
- £67.95
- £134.95
- -50%
Timberland
Atwells Ave Chelsea Boots - Black
- £72.95
- £144.95
- -50%

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Browse our full men's Chelsea boots collection and find a wider range of styles from premium designer menswear brands. From leather Chelsea boots, to suede Chelsea boots, patterned styles and more, there's a huge range of options.