Phone
    Call
    1 (888) 200 - 8414
    Mon - Fri: 8:00 AM - Midnight ET
    Sat - Sun: 8:00 AM - 11:00 PM ET
    FREE shipping and FREE exchanges. every day. no minimum.
    0 Cart
    Loading...
    Your cart is currently unavailable
    Loading...
    Advanced search is currently unavailable

    Mens Chelsea Boots

    1-36 of 84 results
     1 2 3 
    Sort by
    Display
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    New!
    Sale
    Dr. Martens 2976 Chelsea Boot -
Black Carpathian
    New
    Dr. Martens 2976 Chelsea Boot -
Gaucho Crazy Horse
    New
    Dr. Martens 2976 Chelsea Boot -
Aztec Rugged Crazy Horse
    Sale
    Dr. Martens 2976 Chelsea Boot -
Black Inuck
    Dr. Martens 2976 Chelsea Boot -
Black Smooth
    Dr. Martens 2976 Chelsea Boot -
Cherry Red Smooth
    Dr. Martens 2976 Chelsea Boot -
Milkshake Waterproof Hi Suede
    Dr. Martens 2976 Chelsea Boot -
Tan Carpathian
    New
    $115.95 - $144.95
    $130.00 - $145.00 up to 20% off
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    Blundstone Super 550 Series Boot
    New!
    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 -
Moss/Olive Suede
    Blundstone Super 550 Series Boot -
Navy
    Blundstone Super 550 Series Boot -
Rustic Black
    Blundstone Super 550 Series Boot -
Rustic Brown/Brown Gore/Gum Sole
    Blundstone Super 550 Series Boot -
Steel Grey/Black Gore
    Blundstone Super 550 Series Boot -
Stout Brown/Olive
    Blundstone Super 550 Series Boot -
Walnut
    $179.95
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    Blundstone Original 500 Series Boot
    New!
    Sale
    Blundstone Original 500 Series Boot -
Black
    Blundstone Original 500 Series Boot -
Black/Grey Gore
    Blundstone Original 500 Series Boot -
Brown/Multi
    Blundstone Original 500 Series Boot -
Stout Brown
    Blundstone Original 500 Series Boot -
Stout Brown/Burnt Orange
    Blundstone Original 500 Series Boot -
Stout Brown/Olive Gore
    Blundstone Original 500 Series Boot -
Stout Brown/Orange Gore
    $169.95
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    Blundstone Dress Series Boot
    New!
    Sale
    Blundstone Dress Series Boot -
Black
    Blundstone Dress Series Boot -
Brown
    Blundstone Dress Series Boot -
Brown Crazy Horse
    Blundstone Dress Series Boot -
Rustic Black
    Blundstone Dress Series Boot -
Rustic Brown
    Blundstone Dress Series Boot -
Rustic Brown Brogue
    $174.95
    Dr. Martens Wilde Low Chelsea Boot (Men's)
    Dr. Martens Wilde Low Chelsea Boot (Men's)
    Dr. Martens Wilde Low Chelsea Boot (Men's)
    Dr. Martens Wilde Low Chelsea Boot (Men's)
    New!
    Sale
    Dr. Martens Wilde Low Chelsea Boot(
Men's) -
Black Wax Polished Smooth
    Dr. Martens Wilde Low Chelsea Boot(
Men's) -
Cherry Red Antique Temperley
    Dr. Martens Wilde Low Chelsea Boot(
Men's) -
Oak Temperley
    $144.95
    Crevo Denham Chelsea Boot (Men's)
    Crevo Denham Chelsea Boot (Men's)
    Crevo Denham Chelsea Boot (Men's)
    Crevo Denham Chelsea Boot (Men's)
    Crevo Denham Chelsea Boot (Men's)
    Crevo Denham Chelsea Boot (Men's)
    New!
    Sale
    Crevo Denham Chelsea Boot(
Men's) -
Black Leather
    New
    Crevo Denham Chelsea Boot(
Men's) -
Chestnut Suede
    New
    Crevo Denham Chelsea Boot(
Men's) -
Black Suede
    Crevo Denham Chelsea Boot(
Men's) -
Brown Suede
    Crevo Denham Chelsea Boot(
Men's) -
Chestnut Leather
    $89.95
    Florsheim Casey Gore Boot (Men's)
    Florsheim Casey Gore Boot (Men's)
    Florsheim Casey Gore Boot (Men's)
    Florsheim Casey Gore Boot (Men's)
    New!
    Sale
    Florsheim Casey Gore Boot(
Men's) -
Black Leather
    Florsheim Casey Gore Boot(
Men's) -
Brown Leather
    Florsheim Casey Gore Boot(
Men's) -
Cognac Leather
    $119.95
    Bogs Carson (Men's)
    Bogs Carson (Men's)
    Bogs Carson (Men's)
    New!
    Sale
    Bogs Carson(
Men's) -
Black
    Bogs Carson(
Men's) -
Coffee
    $124.95
    Born Hemlock (Men's)
    Born Hemlock (Men's)
    Born Hemlock (Men's)
    New!
    Sale
    Born Hemlock(
Men's) -
Castagno Full Grain Leather
    Sale
    Born Hemlock(
Men's) -
Chestnut Full Grain Leather
    $109.95
    $110.00 - $125.00 up to 12% off
    Keen Tyretread Waterproof Chelsea Boot (Men's)
    Keen Tyretread Waterproof Chelsea Boot (Men's)
    Keen Tyretread Waterproof Chelsea Boot (Men's)
    New!
    Sale
    Keen Tyretread Waterproof Chelsea Boot(
Men's) -
Black
    Sale
    Keen Tyretread Waterproof Chelsea Boot(
Men's) -
Peanut
    $103.95 - $139.95
    $140.00 up to 26% off
    Timberland Carter Notch Plain Toe Chelsea Boot (Men's)
    Timberland Carter Notch Plain Toe Chelsea Boot (Men's)
    Timberland Carter Notch Plain Toe Chelsea Boot (Men's)
    Timberland Carter Notch Plain Toe Chelsea Boot (Men's)
    New!
    Sale
    Timberland Carter Notch Plain Toe Chelsea Boot(
Men's) -
Black Riptide Galloper Full Grain Leather
    New
    Timberland Carter Notch Plain Toe Chelsea Boot(
Men's) -
Chocolate Riptide Chamois Full Grain Leather
    New
    Timberland Carter Notch Plain Toe Chelsea Boot(
Men's) -
Turkish Coffee Poseidon Full Grain Leather
    New
    $134.95 - $149.95
    OluKai Makaloa Chelsea Boot (Men's)
    OluKai Makaloa Chelsea Boot (Men's)
    OluKai Makaloa Chelsea Boot (Men's)
    New!
    Sale
    OluKai Makaloa Chelsea Boot(
Men's) -
Black/Black
    New
    OluKai Makaloa Chelsea Boot(
Men's) -
Kona Coffee/Kona Coffee
    New
    $199.95
    Caterpillar Hoffman Chelsea Boot (Men's)
    Caterpillar Hoffman Chelsea Boot (Men's)
    Caterpillar Hoffman Chelsea Boot (Men's)
    New!
    Sale
    Caterpillar Hoffman Chelsea Boot(
Men's) -
Black Coffee Full Grain Leather
    New
    Caterpillar Hoffman Chelsea Boot(
Men's) -
Black Full Grain Leather
    New
    $89.99
    IZOD Nino Boot (Men's)
    IZOD Nino Boot (Men's)
    IZOD Nino Boot (Men's)
    New!
    Sale
    IZOD Nino Boot(
Men's) -
Black Soft Calf PU
    Sale
    IZOD Nino Boot(
Men's) -
Tan Burnished Calf PU
    Sale
    $57.45
    $69.00 17% off
    Born Buck Chelsea Boot (Men's)
    Born Buck Chelsea Boot (Men's)
    Born Buck Chelsea Boot (Men's)
    Born Buck Chelsea Boot (Men's)
    New!
    Sale
    Born Buck Chelsea Boot(
Men's) -
Black Leather/Fabric
    Born Buck Chelsea Boot(
Men's) -
Ironstone Water Resistant Nubuck
    Born Buck Chelsea Boot(
Men's) -
Mahogany Leather/Fabric
    $108.95
    Dr. Martens Oakford Chelsea Boot (Men's)
    Dr. Martens Oakford Chelsea Boot (Men's)
    Dr. Martens Oakford Chelsea Boot (Men's)
    Dr. Martens Oakford Chelsea Boot (Men's)
    New!
    Sale
    Dr. Martens Oakford Chelsea Boot(
Men's) -
Black Grizzly
    Dr. Martens Oakford Chelsea Boot(
Men's) -
Dark Brown Grizzly
    Dr. Martens Oakford Chelsea Boot(
Men's) -
Tan Grizzly
    $114.95
    Born Mac (Men's)
    Born Mac (Men's)
    Born Mac (Men's)
    New!
    Sale
    Born Mac(
Men's) -
Black Full Grain Leather
    Born Mac(
Men's) -
Black/Black Full Grain Leather
    Sale
    $118.95
    $119.00 - $130.00 up to 8% off
    Merrell Brevard Chelsea Boot (Men's)
    Merrell Brevard Chelsea Boot (Men's)
    Merrell Brevard Chelsea Boot (Men's)
    Merrell Brevard Chelsea Boot (Men's)
    New!
    Sale
    Merrell Brevard Chelsea Boot(
Men's) -
Brindle
    New
    Merrell Brevard Chelsea Boot(
Men's) -
Shetland
    New
    Merrell Brevard Chelsea Boot(
Men's) -
Black
    $149.95
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    Stacy Adams Santee Ankle Boot 25043 (Men's)
    New!
    Sale
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
Black Lizard Print Leather
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
Brown Lizard Print Leather
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
Gray Lizard Print Leather
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
Navy Lizard Print Leather
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
Red Lizard Print Leather
    Stacy Adams Santee Ankle Boot 25043(
Men's) -
White Lizard Print Leather
    $89.95
    Dockers Sawtelle Twin Gore Boot (Men's)
    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
    Duckfeet Roskilde Chelsea Boot
    Duckfeet Roskilde Chelsea Boot
    Duckfeet Roskilde Chelsea Boot
    Duckfeet Roskilde Chelsea Boot
    Duckfeet Roskilde Chelsea Boot
    Duckfeet Roskilde Chelsea Boot
    Duckfeet Roskilde Chelsea Boot
    New!
    Sale
    Duckfeet Roskilde Chelsea Boot -
Black/Red Leather
    New
    Duckfeet Roskilde Chelsea Boot -
Brown Leather
    Duckfeet Roskilde Chelsea Boot -
Cocoa Leather
    Duckfeet Roskilde Chelsea Boot -
Cocoa/Red Leather
    Duckfeet Roskilde Chelsea Boot -
Slate Leather
    Duckfeet Roskilde Chelsea Boot -
Slate/Red Leather
    $224.95
    Johnston & Murphy Byatt Gore Boot (Men's)
    Johnston & Murphy Byatt Gore Boot (Men's)
    New!
    Sale
    Johnston & Murphy Byatt Gore Boot(
Men's) -
Dark Brown Oiled Full Grain Leather
    Sale
    $127.95
    $150.00 15% off
    Related Products
    The Byatt Gore Boot offers a classic and refined look to perfectly complement modern, sophisticated style. Stitch-out constructionFull grain leather ...
    Johnston & Murphy Byatt Gore Boot (Men's)
    Description:
    The Byatt Gore Boot offers a classic and refined look to perfectly complement modern, sophisticated style. Stitch-out constructionFull grain leather upperMoisture-wicking mesh and sheepskin liningMolded removable footbed with memory foam cushioningRubber outsole Additional Info Fall Fashion Fit: True to Size ...
    This plain toe double gore slip-on boot features a hand-burnished leather upper, a fully cushioned insole for added comfort, and ...
    Stacy Adams Caraby 24908 (Men's)
    Description:
    This plain toe double gore slip-on boot features a hand-burnished leather upper, a fully cushioned insole for added comfort, and a rubber sole. Additional Info Twin Gore , Fall , Fall Fashion , Leather , Black Friday - Cyber Monday ...
    The Lyme Chelsea Boot is built to last with an unlined and deconstructed design. Subtle rib detail around heelAir cushioned ...
    Dr. Martens Lyme Chelsea Boot (Men's)
    Description:
    The Lyme Chelsea Boot is built to last with an unlined and deconstructed design. Subtle rib detail around heelAir cushioned sole Additional Info Twin Gore , Fall Fashion , Leather , Summertime Sale Fit: True to Size Insole: Leather/Synthetic Outsole: ...