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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 -Black Smooth Leather
    New
    Dr. Martens 2976 Chelsea Boot -Cherry Red Smooth Leather
    New
    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 -Cherry Red Antique Temperley
    Dr. Martens 2976 Chelsea Boot -Cherry Red Smooth
    Dr. Martens 2976 Chelsea Boot -Gaucho Crazy Horse
    Dr. Martens 2976 Chelsea Boot -Navy Antique Temperley
    Dr. Martens 2976 Chelsea Boot -Tan Carpathian
    $139.95 - $144.95
    Rockport Birch Lake Chelsea Boot (Men's)
    New!
    Sale
    Rockport Birch Lake Chelsea Boot(Men's) -Dark Shadow Suede
    Sale
    $87.95
    $130.00 32% 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
    $124.98
    $135.00 7% off
    Frye Edwin Chelsea Boot (Men's)
    New!
    Sale
    Frye Edwin Chelsea Boot(Men's) -Black
    Sale
    $164.95
    $328.00 50% 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
    Cole Haan Grantland Waterproof Chelsea Boot (Men's)
    New!
    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
    Cole Haan Grantland Waterproof Chelsea Boot(Men's) -Woodbury Waterproof Leather
    Sale
    $180.95
    $240.00 25% 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
    Dockers Sawtelle Twin Gore Boot (Men's)
    New!
    Sale
    Dockers Sawtelle Twin Gore Boot(Men's) -Red Brown Oiled Tumbled Full Grain Leather
    Sale
    $79.99
    $110.00 27% 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
    Florsheim Casey Gore Boot(Men's) -Cognac Leather
    Sale
    $89.95
    $120.00 25% off
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    Blundstone Xfoot Range Slip On Boot (Men's)
    Description:
    This slip-on boot features a water-resistant upper with elastic sides. It has heavy duty self cleaning tread designed to enhance stability and slip resistance underfoot in muddy, rugged, and outdoor conditions. Weatherproof 2.5mm oiled upper, SPS MAX comfort shock protection, ...
    Rugged meets tailored in this versatile boot. Features a full grain leather upper, leather lining, a rubber outsole, a plastic ...
    Born Hemlock (Men's)
    Description:
    Rugged meets tailored in this versatile boot. Features a full grain leather upper, leather lining, a rubber outsole, a plastic shank, a pull on tab and a leawood wrapped heel. Features Opanka hand-sewn construction and DRYZ® moisture-managing footbed. Shaft height ...
    With a rugged molded rubber outsole and stylish brogue detailing, the Madson Wingtip Waterproof Boot builds on Sorel's heritage of ...
    Sorel Madson Wingtip Waterproof Boot (Men's)
    Description:
    With a rugged molded rubber outsole and stylish brogue detailing, the Madson Wingtip Waterproof Boot builds on Sorel's heritage of creating functional outdoor boots infused with modern street appeal. Waterproof full grain leather upperEVA footbedRubber lug outsole for traction Shaft ...