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10 bestChelsea Boots Mensof December 2025

112M consumers helped this year.

15% off

1

UGG Men's Biltmore Chelsea Boot, Stout, 10 UK
UGG Men's Biltmore Chelsea Boot, Stout, 10 UK

UGG

10.0

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10% off

2

Timberland Men's Davis Square Hiker Hiking Boots, Wheat Nubuck, 8 UK
Timberland Men's Davis Square Hiker Hiking Boots, Wheat Nubuck, 8 UK

Timberland

10.0

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34% off

3

UGG Men's Neumel Chelsea CLASSIC BOOT, Chestnut, 9 UK
UGG Men's Neumel Chelsea CLASSIC BOOT, Chestnut, 9 UK

UGG

9.8

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4

V12 Rancher, Men's Non-Safety Chelsea Boot, Brown, Size 9
V12 Rancher, Men's Non-Safety Chelsea Boot, Brown, Size 9

V12

9.6

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5

Timberland Men's Woodhull Chelsea Basic Boots, Black Full Grain, 9 UK
Timberland Men's Woodhull Chelsea Basic Boots, Black Full Grain, 9 UK

Timberland

9.4

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Related productsUp to 42% off

Hoggs of Fife - Banff Mens Leather Chelsea Boot/Dealer Boots/Ankle Pull on boot - Burnished Tan EU 45/10 UK

Hoggs of Fife - Banff Mens Leather Chelsea Boot/Dealer Boots/Ankle Pull on boot - Burnished Tan EU 45/10 UK

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Hush Puppies Men's Tyrone Chelsea Boot, Black, 9 UK

Hush Puppies Men's Tyrone Chelsea Boot, Black, 9 UK

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Hush Puppies Men's Justin Chelsea Boot, Tan, 8 UK

Hush Puppies Men's Justin Chelsea Boot, Tan, 8 UK

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Hoggs of Fife - Banff Mens Leather Chelsea Boot/Dealer Boots/Ankle Pull on boot - Walnut Brown EU 43/9 UK

Hoggs of Fife - Banff Mens Leather Chelsea Boot/Dealer Boots/Ankle Pull on boot - Walnut Brown EU 43/9 UK

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6

Thomas Crick Men's 'Bamford' Formal Chelsea Boots, Classic, Comfortable and Stylish Boots for Any Occasion, Made with Leather For an Effortless and Chic Look (Black/Wood)
Thomas Crick Men's 'Bamford' Formal Chelsea Boots, Classic, Comfortable and Stylish Boots for Any Occasion, Made with Leather For an Effortless and Chic Look (Black/Wood)

Thomas Crick

9.2

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20% off

7

Bruno Marc Men's Urban-06 Suede Leather Chelsea Ankle Boots URBAN-06,Size 10,Tan,URBAN-06
Bruno Marc Men's Urban-06 Suede Leather Chelsea Ankle Boots URBAN-06,Size 10,Tan,URBAN-06

Bruno Marc

8.9

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6% off

8

Bruno Marc Men's Chelsea Boots Ankle Boots Formal Boots for Men SBBO2218M-E,Size 10,Brown,SBBO2218M-E
Bruno Marc Men's Chelsea Boots Ankle Boots Formal Boots for Men SBBO2218M-E,Size 10,Brown,SBBO2218M-E

Bruno Marc

8.7

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8% off

9

Cat Footwear Men's Excursion Chelsea Boot, Leather Brown, 10 UK
Cat Footwear Men's Excursion Chelsea Boot, Leather Brown, 10 UK

Caterpillar

8.4

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10

Thomas Crick Men's 'Bateman' Formal Chelsea Boots, Classic, Comfortable and Stylish Boots for Any Occasion, Made with Leather (Black/Black Suede/Tan Suede/Tan)
Thomas Crick Men's 'Bateman' Formal Chelsea Boots, Classic, Comfortable and Stylish Boots for Any Occasion, Made with Leather (Black/Black Suede/Tan Suede/Tan)

Thomas Crick

8.2

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