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    Mens Chelsea Boots

    Looking for a pair of men's Chelsea boots for the fall and winter seasons? With all colors and sizes and variety of styles and features, we have the best collection of fashionable Chelsea boots for men. Choose from brands like Dr. Martens, Keen, Timberland and Born. With our top brands and low prices, you're sure to find the ideal pair of men's Chelsea boots.
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    Timberland Carter Notch Plain Toe Chelsea Boot (Men's)
    New!
    Sale
    Timberland Carter Notch Plain Toe Chelsea Boot(Men's) -Dark Brown Full Grain Leather
    Sale
    Timberland Carter Notch Plain Toe Chelsea Boot(Men's) -Black Riptide Galloper Full Grain Leather
    Sale
    Timberland Carter Notch Plain Toe Chelsea Boot(Men's) -Turkish Coffee Poseidon Full Grain Leather
    Sale
    $112.95
    $150.00 25% off
    Cole Haan Grantland Waterproof Chelsea Boot (Men's)
    New!
    Sale
    Cole Haan Grantland Waterproof Chelsea Boot(Men's) -Woodbury Waterproof Leather
    Sale
    Cole Haan Grantland Waterproof Chelsea Boot(Men's) -Black Waterproof Leather
    Sale
    Cole Haan Grantland Waterproof Chelsea Boot(Men's) -Burnt Chili Waterproof Leather
    Sale
    $180.95
    $240.00 25% off
    Sperry Top-Sider Gold Crepe Chelsea Boot (Men's)
    New!
    Sale
    Sperry Top-Sider Gold Crepe Chelsea Boot(Men's) -Black Full Grain Leather
    Sale
    Sperry Top-Sider Gold Crepe Chelsea Boot(Men's) -Dark Snuff Suede
    Sale
    Sperry Top-Sider Gold Crepe Chelsea Boot(Men's) -Sand Suede
    Sale
    $153.95
    $219.95 30% off
    Blundstone Super 550 Series Boot
    New!
    Sale
    Blundstone Super 550 Series Boot -Grizzly Brown Leather
    New
    Blundstone Super 550 Series Boot -Rustic Black Brogue Leather
    New
    Blundstone Super 550 Series Boot -Rustic Brown/Brown Gore/Gum Sole
    Sale
    Blundstone Super 550 Series Boot -Steel Grey/Black Gore
    Sale
    Blundstone Super 550 Series Boot -Black
    Blundstone Super 550 Series Boot -Black/Red Gore/Red Sole
    Blundstone Super 550 Series Boot -Brown Crazy Horse
    Blundstone Super 550 Series Boot -Rustic Black
    Blundstone Super 550 Series Boot -Rustic Brown
    Blundstone Super 550 Series Boot -Rustic Brown Brogue Leather
    New
    Blundstone Super 550 Series Boot -Steel Grey Leather
    New
    Blundstone Super 550 Series Boot -Stout Brown/Olive
    Blundstone Super 550 Series Boot -Walnut
    $135.95 - $194.95
    $194.95 up to 30% off
    Dr. Martens 2976 Chelsea Boot
    New!
    Sale
    Dr. Martens 2976 Chelsea Boot -Charro/Dark Brown Brando/Hi Suede Waterproof
    Sale
    Dr. Martens 2976 Chelsea Boot -Cherry Red Antique Temperley
    Sale
    Dr. Martens 2976 Chelsea Boot -Navy Antique Temperley
    Sale
    Dr. Martens 2976 Chelsea Boot -Black Carpathian
    Dr. Martens 2976 Chelsea Boot -Black Felix Rub Off Vegan
    Dr. Martens 2976 Chelsea Boot -Black Inuck
    Dr. Martens 2976 Chelsea Boot -Black Smooth
    Dr. Martens 2976 Chelsea Boot -Black Smooth Leather
    Dr. Martens 2976 Chelsea Boot -Cherry Red Bush
    Dr. Martens 2976 Chelsea Boot -Cherry Red Smooth
    Dr. Martens 2976 Chelsea Boot -Cherry Red Smooth Leather
    Dr. Martens 2976 Chelsea Boot -Gaucho Crazy Horse
    $109.95 - $144.95
    $145.00 up to 24% off
    Dr. Martens 101 6-Eye Boot
    New!
    Sale
    Dr. Martens 101 6-Eye Boot -Black Brando Full Grain Waxy Leather
    Dr. Martens 101 6-Eye Boot -Black Smooth
    Dr. Martens 101 6-Eye Boot -Black Vintage Smooth Leather
    Dr. Martens 101 6-Eye Boot -Cherry Red Smooth
    Dr. Martens 101 6-Eye Boot -Oxblood Brando Full Grain Waxy Leather
    Dr. Martens 101 6-Eye Boot -Oxblood Vintage Smooth Leather
    Dr. Martens 101 6-Eye Boot -Smokethorn Brando Full Grain Waxy Leather
    Dr. Martens 101 6-Eye Boot -White Smooth Leather
    $129.95 - $134.95
    Blundstone Casual Series Slip-On Boot
    New!
    Sale
    Blundstone Casual Series Slip-On Boot -Stout Brown/Brown Gore
    Sale
    Blundstone Casual Series Slip-On Boot -Rustic Brown
    $121.95 - $174.95
    $174.95 up to 30% off
    Dr. Martens Lyme Chelsea Boot (Men's)
    New!
    Sale
    Dr. Martens Lyme Chelsea Boot(Men's) -Black Slippery Waterproof Nubuck Leather
    Sale
    Dr. Martens Lyme Chelsea Boot(Men's) -Navy Bronx Suede
    Sale
    Dr. Martens Lyme Chelsea Boot(Men's) -Black Grizzly
    Dr. Martens Lyme Chelsea Boot(Men's) -Dark Brown Grizzly
    Dr. Martens Lyme Chelsea Boot(Men's) -Tan Grizzly
    Dr. Martens Lyme Chelsea Boot(Men's) -Tan Slippery Waterproof Nubuck Leather
    $87.95 - $119.95
    $110.00 - $120.00 up to 20% off