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    Leather Mens Ankle Boots

    1-36 of 615 results
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    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
    Dr. Martens 2976 Chelsea Boot
    Dr. Martens 2976 Chelsea Boot
    New!
    Sale
    Dr. Martens 2976 Chelsea Boot -
Cherry Red Antique Temperley
    New
    Dr. Martens 2976 Chelsea Boot -
Aztec Rugged Crazy Horse
    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 -
Cherry Red Smooth
    Dr. Martens 2976 Chelsea Boot -
Gaucho Crazy Horse
    Dr. Martens 2976 Chelsea Boot -
Milkshake Waterproof Hi Suede
    Dr. Martens 2976 Chelsea Boot -
Navy Antique Temperley
    Dr. Martens 2976 Chelsea Boot -
Tan Carpathian
    $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
    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
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    New!
    Sale
    Clarks Desert Boot(
Men's) -
Khaki Leather
    New
    Clarks Desert Boot(
Men's) -
Multicolour Suede
    New
    Clarks Desert Boot(
Men's) -
Amber Gold
    Sale
    Clarks Desert Boot(
Men's) -
Beeswax
    Clarks Desert Boot(
Men's) -
Black Smooth
    Clarks Desert Boot(
Men's) -
Bronze Nubuck
    Clarks Desert Boot(
Men's) -
Brown
    Clarks Desert Boot(
Men's) -
Camel Leather
    Clarks Desert Boot(
Men's) -
Charcoal Suede
    Clarks Desert Boot(
Men's) -
Dark Green Suede
    Clarks Desert Boot(
Men's) -
Dark Tan Suede
    Clarks Desert Boot(
Men's) -
Dark Taupe Nubuck
    Clarks Desert Boot(
Men's) -
Navy Leather
    Clarks Desert Boot(
Men's) -
New Black Suede
    Clarks Desert Boot(
Men's) -
Nut Brown Suede
    Clarks Desert Boot(
Men's) -
Off White Interest Suede
    Clarks Desert Boot(
Men's) -
Petrol Blue Leather
    New
    Clarks Desert Boot(
Men's) -
Rust Leather
    Clarks Desert Boot(
Men's) -
Taupe Distressed Suede
    Clarks Desert Boot(
Men's) -
Wolf Suede
    New
    $105.45 - $179.95
    $130.00 - $180.00 up to 19% off
    Dr. Martens 1460 8-Eye Boot (Men's)
    Dr. Martens 1460 8-Eye Boot (Men's)
    Dr. Martens 1460 8-Eye Boot (Men's)
    Dr. Martens 1460 8-Eye Boot (Men's)
    Dr. Martens 1460 8-Eye Boot (Men's)
    Dr. Martens 1460 8-Eye Boot (Men's)
    Dr. Martens 1460 8-Eye Boot (Men's)
    Dr. Martens 1460 8-Eye Boot (Men's)
    New!
    Sale
    Dr. Martens 1460 8-Eye Boot(
Men's) -
Aztec Crazy Horse
    Dr. Martens 1460 8-Eye Boot(
Men's) -
Bark Grizzly
    Dr. Martens 1460 8-Eye Boot(
Men's) -
Black Smooth
    Dr. Martens 1460 8-Eye Boot(
Men's) -
Black Nappa
    Dr. Martens 1460 8-Eye Boot(
Men's) -
Cherry Red Smooth
    Dr. Martens 1460 8-Eye Boot(
Men's) -
Green Smooth
    Dr. Martens 1460 8-Eye Boot(
Men's) -
White Smooth
    $124.95 - $134.95
    Frye Phillip Harness (Men's)
    Frye Phillip Harness (Men's)
    Frye Phillip Harness (Men's)
    New!
    Sale
    Frye Phillip Harness(
Men's) -
Black Soft Vintage Leather
    Frye Phillip Harness(
Men's) -
Dark Brown
    $317.95
    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
    Florsheim Mogul Chukka Boot II (Men's)
    Florsheim Mogul Chukka Boot II (Men's)
    Florsheim Mogul Chukka Boot II (Men's)
    New!
    Sale
    Florsheim Mogul Chukka Boot II(
Men's) -
Black Smooth Leather
    New
    Florsheim Mogul Chukka Boot II(
Men's) -
Cognac Smooth Leather
    New
    $119.95
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    New!
    Sale
    Clarks Bushacre 2 Boot(
Men's) -
Beeswax Leather
    Sale
    Clarks Bushacre 2 Boot(
Men's) -
Black Suede
    Sale
    Clarks Bushacre 2 Boot(
Men's) -
Brown Suede
    Sale
    Clarks Bushacre 2 Boot(
Men's) -
Dark Brown Leather
    Sale
    $84.95
    $99.00 14% off
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    Dr. Martens 1460 8-Eye Boot
    New!
    Sale
    Dr. Martens 1460 8-Eye Boot -
Black Soft Buck
    New
    Dr. Martens 1460 8-Eye Boot -
Graphite Grey Soft Buck
    New
    Dr. Martens 1460 8-Eye Boot -
Black Python
    Sale
    Dr. Martens 1460 8-Eye Boot -
Green Smooth
    Sale
    Dr. Martens 1460 8-Eye Boot -
Grey Python
    Sale
    Dr. Martens 1460 8-Eye Boot -
Union Jack/Black Smooth
    Sale
    Dr. Martens 1460 8-Eye Boot -
Black Ajax
    Dr. Martens 1460 8-Eye Boot -
Black Greasy
    Dr. Martens 1460 8-Eye Boot -
Black Pebble
    Dr. Martens 1460 8-Eye Boot -
Black Smooth Mono
    Dr. Martens 1460 8-Eye Boot -
Cherry Red Smooth
    Dr. Martens 1460 8-Eye Boot -
Lake Blue Soft Buck
    New
    Dr. Martens 1460 8-Eye Boot -
Navy Smooth Leather
    Dr. Martens 1460 8-Eye Boot -
White Smooth Mono
    $99.99 - $134.95
    $125.00 - $135.00 up to 26% off
    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
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    New!
    Sale
    Johnston & Murphy Copeland Chukka Boot(
Men's) -
Black Tumbled Full Grain Leather
    Johnston & Murphy Copeland Chukka Boot(
Men's) -
Camel Suede
    Johnston & Murphy Copeland Chukka Boot(
Men's) -
Dark Gray Suede
    Johnston & Murphy Copeland Chukka Boot(
Men's) -
Navy Suede
    Johnston & Murphy Copeland Chukka Boot(
Men's) -
Red Brown Oiled Full Grain Leather
    Johnston & Murphy Copeland Chukka Boot(
Men's) -
Tan Oiled Full Grain
    Johnston & Murphy Copeland Chukka Boot(
Men's) -
Taupe Water-Resistant Suede
    $149.95 - $154.95
    Merrell Moab Rover Mid Waterproof Boot (Men's)
    Merrell Moab Rover Mid Waterproof Boot (Men's)
    Merrell Moab Rover Mid Waterproof Boot (Men's)
    Merrell Moab Rover Mid Waterproof Boot (Men's)
    Merrell Moab Rover Mid Waterproof Boot (Men's)
    New!
    Sale
    Merrell Moab Rover Mid Waterproof Boot(
Men's) -
Black
    Merrell Moab Rover Mid Waterproof Boot(
Men's) -
Castle Rock
    Merrell Moab Rover Mid Waterproof Boot(
Men's) -
Espresso
    Merrell Moab Rover Mid Waterproof Boot(
Men's) -
Merrell Tan
    $139.95
    Florsheim Essex (Men's)
    Florsheim Essex (Men's)
    Florsheim Essex (Men's)
    New!
    Sale
    Florsheim Essex(
Men's) -
Black
    Florsheim Essex(
Men's) -
Dark Cherry
    $129.95
    Rockport High Trend Toloni Boot (Men's)
    Rockport High Trend Toloni Boot (Men's)
    Rockport High Trend Toloni Boot (Men's)
    Rockport High Trend Toloni Boot (Men's)
    New!
    Sale
    Rockport High Trend Toloni Boot(
Men's) -
Black Leather
    Rockport High Trend Toloni Boot(
Men's) -
Burnished Tan Leather
    Rockport High Trend Toloni Boot(
Men's) -
Dark Brown Leather
    $134.95
    Rockport Rugged Bucks Waterproof Moc Toe Boot (Men's)
    Rockport Rugged Bucks Waterproof Moc Toe Boot (Men's)
    Rockport Rugged Bucks Waterproof Moc Toe Boot (Men's)
    New!
    Sale
    Rockport Rugged Bucks Waterproof Moc Toe Boot(
Men's) -
Dark Tan Full Grain Leather
    Sale
    Rockport Rugged Bucks Waterproof Moc Toe Boot(
Men's) -
New Black Leather
    Sale
    $109.95
    $120.00 8% off
    Stacy Adams Madison 00015 (Men's)
    Stacy Adams Madison 00015 (Men's)
    Stacy Adams Madison 00015 (Men's)
    Stacy Adams Madison 00015 (Men's)
    Stacy Adams Madison 00015 (Men's)
    Stacy Adams Madison 00015 (Men's)
    New!
    Sale
    Stacy Adams Madison 00015(
Men's) -
Black Kidskin
    Stacy Adams Madison 00015(
Men's) -
Brown Kidskin
    Stacy Adams Madison 00015(
Men's) -
Steel Grey Kidskin
    Stacy Adams Madison 00015(
Men's) -
Taupe Kidskin Leather
    Stacy Adams Madison 00015(
Men's) -
White Kidskin Leather
    $134.95
    Florsheim Duke Boot (Men's)
    Florsheim Duke Boot (Men's)
    New!
    Sale
    Florsheim Duke Boot(
Men's) -
Cavello Kid Black
    Sale
    $94.95
    $135.00 30% off
    Dr. Martens Jadon 8-Eye Boot
    Dr. Martens Jadon 8-Eye Boot
    Dr. Martens Jadon 8-Eye Boot
    New!
    Sale
    Dr. Martens Jadon 8-Eye Boot -
Black Polished Smooth
    Dr. Martens Jadon 8-Eye Boot -
Cherry Red Polished Smooth
    $169.95
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    New!
    Sale
    Clarks Wallabee Boot(
Men's) -
Multicolour Suede
    New
    Clarks Wallabee Boot(
Men's) -
Beeswax/Beeswax Leather
    Clarks Wallabee Boot(
Men's) -
Black/Black Leather
    Clarks Wallabee Boot(
Men's) -
Black/Black Suede
    Clarks Wallabee Boot(
Men's) -
Bronze Suede
    Clarks Wallabee Boot(
Men's) -
Dark Brown Suede
    Clarks Wallabee Boot(
Men's) -
Dark Green Suede
    Clarks Wallabee Boot(
Men's) -
Maple Suede
    Clarks Wallabee Boot(
Men's) -
Navy Leather
    Clarks Wallabee Boot(
Men's) -
Petrol Blue Leather
    Clarks Wallabee Boot(
Men's) -
Rust Vintage Suede
    $139.95 - $199.95