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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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    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
    Sperry Top-Sider Gold Crepe Chelsea Boot(Men's) -Grey Suede
    $153.95 - $219.95
    $219.95 - $220.00 up to 30% off
    Dr. Martens 2976 Chelsea Boot
    New!
    Sale
    Dr. Martens 2976 Chelsea Boot -Cherry Red Smooth Leather
    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 -Gaucho Crazy Horse
    $109.95 - $144.95
    $145.00 up to 24% off
    Clarks Clarkdale Gobi Chelsea Boot (Men's)
    New!
    Sale
    Clarks Clarkdale Gobi Chelsea Boot(Men's) -Grey Suede
    New
    Clarks Clarkdale Gobi Chelsea Boot(Men's) -Black Suede
    Sale
    Clarks Clarkdale Gobi Chelsea Boot(Men's) -Dark Brown Suede
    Clarks Clarkdale Gobi Chelsea Boot(Men's) -Olive Suede
    Clarks Clarkdale Gobi Chelsea Boot(Men's) -Tobacco Suede
    $152.99 - $169.95
    $170.00 up to 10% off
    Dr. Martens 101 6-Eye Boot
    New!
    Sale
    Dr. Martens 101 6-Eye Boot -White Smooth Leather
    Sale
    Dr. Martens 101 6-Eye Boot -Black Brando Full Grain Waxy Leather
    Dr. Martens 101 6-Eye Boot -Black Harvest Waxy Soft Leather
    Dr. Martens 101 6-Eye Boot -Black Smooth
    Dr. Martens 101 6-Eye Boot -Black Smooth Leather/Chelsea Zip-Up
    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 Vintage Smooth Leather
    Dr. Martens 101 6-Eye Boot -Tan Harvest Waxy Soft Leather
    $94.95 - $144.95
    $135.00 - $145.00 up to 30% off
    Robert Wayne Oklahoma Chelsea Boot (Men's)
    New!
    Sale
    Robert Wayne Oklahoma Chelsea Boot(Men's) -Mushroom Microsuede
    Sale
    $49.95
    $90.00 44% off
    Dr. Martens Fellside SD Chelsea Boot (Men's)
    New!
    Sale
    Dr. Martens Fellside SD Chelsea Boot(Men's) -Bark Industrial Bear Tumbled Leather
    Sale
    Dr. Martens Fellside SD Chelsea Boot(Men's) -Black Industrial Full Grain Leather
    Sale
    $105.00 - $129.95
    $140.00 up to 25% off
    UGG Baldvin Chelsea Boot (Men's)
    New!
    Sale
    UGG Baldvin Chelsea Boot(Men's) -Chestnut Suede
    Sale
    $149.95
    $200.00 25% off
    ECCO Kenton Chelsea Boot (Men's)
    New!
    Sale
    ECCO Kenton Chelsea Boot(Men's) -Coffee Cow Leather
    Sale
    $150.00
    $220.00 32% off
    Clarks Desert Peak Chelsea Boot (Men's)
    New!
    Sale
    Clarks Desert Peak Chelsea Boot(Men's) -Beeswax Cow Full Grain Leather
    Sale
    $134.99
    $150.00 10% off
    Dunham Graham-DUN Chelsea Boot (Men's)
    New!
    Sale
    Dunham Graham-DUN Chelsea Boot(Men's) -Black Leather
    Sale
    Dunham Graham-DUN Chelsea Boot(Men's) -Chocolate Leather
    Sale
    $111.95
    $165.00 32% off
    Dockers Stanwell Plain Toe Chelsea Boot (Men's)
    New!
    Sale
    Dockers Stanwell Plain Toe Chelsea Boot(Men's) -Black Oily Tumbled Full Grain
    Sale
    Dockers Stanwell Plain Toe Chelsea Boot(Men's) -Chocolate Oily Tumbled Full Grain
    Sale
    Dockers Stanwell Plain Toe Chelsea Boot(Men's) -Dark Tan Burnished Crazyhorse
    Sale
    $69.99
    $90.00 22% off