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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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    Dr. Martens 2976 Chelsea Boot
    New!
    Sale
    Dr. Martens 2976 Chelsea Boot -Cherry Red Antique Temperley
    Sale
    Dr. Martens 2976 Chelsea Boot -Tan Carpathian
    Sale
    Dr. Martens 2976 Chelsea Boot -Black Carpathian
    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 Smooth
    Dr. Martens 2976 Chelsea Boot -Cherry Red Smooth Leather
    Dr. Martens 2976 Chelsea Boot -Gaucho Crazy Horse
    Dr. Martens 2976 Chelsea Boot -Navy Antique Temperley
    $114.95 - $144.95
    $140.00 - $145.00 up to 21% off
    Dr. Martens Fusion Steel Toe Chelsea Boot
    New!
    Sale
    Dr. Martens Fusion Steel Toe Chelsea Boot -Bark Industrial Bear Leather
    Sale
    Dr. Martens Fusion Steel Toe Chelsea Boot -Black Industrial Full Grain Leather
    Sale
    $124.95
    $135.00 7% off
    Keen The 59 Chelsea Boot (Men's)
    New!
    Sale
    Keen The 59 Chelsea Boot(Men's) -Magnet
    Sale
    $111.95
    $140.00 20% off
    Ariat Midtown Rambler Chelsea Boot (Men's)
    New!
    Sale
    Ariat Midtown Rambler Chelsea Boot(Men's) -Barn Brown Leather
    Sale
    $109.95
    $139.95 21% off
    Sebago Rutland Chelsea Boot (Men's)
    New!
    Sale
    Sebago Rutland Chelsea Boot(Men's) -Black Nubuck
    Sale
    Sebago Rutland Chelsea Boot(Men's) -Medium Brown Leather
    Sale
    $123.95
    $165.00 25% off
    Born Hemlock (Men's)
    New!
    Sale
    Born Hemlock(Men's) -Castagno Full Grain Leather
    Sale
    $109.95
    $125.00 12% off
    UGG Leif Chelsea Boot (Men's)
    New!
    Sale
    UGG Leif Chelsea Boot(Men's) -British Tan Leather
    Sale
    $159.95
    $200.00 20% off
    Timberland Carter Notch Plain Toe Chelsea Boot (Men's)
    New!
    Sale
    Timberland Carter Notch Plain Toe Chelsea Boot(Men's) -Chocolate Riptide Chamois Full Grain Leather
    Sale
    Timberland Carter Notch Plain Toe Chelsea Boot(Men's) -Black Riptide Galloper Full Grain Leather
    Timberland Carter Notch Plain Toe Chelsea Boot(Men's) -Turkish Coffee Poseidon Full Grain Leather
    $112.95 - $134.95
    $150.00 up to 25% off
    Florsheim Casey Gore Boot (Men's)
    New!
    Sale
    Florsheim Casey Gore Boot(Men's) -Black Leather
    Sale
    Florsheim Casey Gore Boot(Men's) -Brown Leather
    Sale
    $89.95
    $120.00 25% off
    Fiorentini + Baker Etex Leather Chelsea Boot (Men's)
    New!
    Sale
    Fiorentini + Baker Etex Leather Chelsea Boot(Men's) -Black Leather
    Sale
    Fiorentini + Baker Etex Leather Chelsea Boot(Men's) -Chocolate Leather
    Sale
    $195.00
    $400.00 51% off
    Florsheim Rockit Buckle Boot (Men's)
    New!
    Sale
    Florsheim Rockit Buckle Boot(Men's) -Black Leather
    Sale
    Florsheim Rockit Buckle Boot(Men's) -Brown Leather
    Sale
    $100.95
    $135.00 25% off
    Florsheim Limited Indie Gore Boot (Men's)
    New!
    Sale
    Florsheim Limited Indie Gore Boot(Men's) -Black Milled Leather
    Sale
    Florsheim Limited Indie Gore Boot(Men's) -Chocolate Smooth Leather
    Sale
    Florsheim Limited Indie Gore Boot(Men's) -Toffee Milled Leather
    Sale
    $130.95
    $175.00 25% off