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    Leather Mens Ankle Boots

    1-36 of 576 results
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    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) -
Bronze Suede
    New
    Clarks Wallabee Boot(
Men's) -
Dark Green 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) -
Dark Brown Suede
    Clarks Wallabee Boot(
Men's) -
Maple Suede
    Clarks Wallabee Boot(
Men's) -
Petrol Blue Leather
    New
    Clarks Wallabee Boot(
Men's) -
Rust Vintage Suede
    New
    $127.95 - $199.95
    $140.00 - $200.00 up to 9% off
    Eastland Brooklyn (Men's)
    Eastland Brooklyn (Men's)
    Eastland Brooklyn (Men's)
    New!
    Sale
    Eastland Brooklyn(
Men's) -
Black Leather
    Eastland Brooklyn(
Men's) -
Burgundy Leather
    $114.95
    Florsheim Duke Boot (Men's)
    Florsheim Duke Boot (Men's)
    Florsheim Duke Boot (Men's)
    New!
    Sale
    Florsheim Duke Boot(
Men's) -
Cavello Kid Black
    Florsheim Duke Boot(
Men's) -
Cavello Kid Cognac
    $134.95
    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 Ajax
    Dr. Martens 1460 8-Eye Boot -
Black Greasy
    Sale
    Dr. Martens 1460 8-Eye Boot -
Black Python
    Sale
    Dr. Martens 1460 8-Eye Boot -
Cherry Red Smooth
    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 -
Navy Smooth Leather
    Sale
    Dr. Martens 1460 8-Eye Boot -
Union Jack/Black Smooth
    Sale
    Dr. Martens 1460 8-Eye Boot -
Black Pebble
    Dr. Martens 1460 8-Eye Boot -
Black Smooth Mono
    Dr. Martens 1460 8-Eye Boot -
White Smooth Mono
    $80.95 - $134.95
    $125.00 - $135.00 up to 40% off
    Dr. Martens Charlton 8-Eye Toe Cap Boot (Men's)
    Dr. Martens Charlton 8-Eye Toe Cap Boot (Men's)
    New!
    Sale
    Dr. Martens Charlton 8-Eye Toe Cap Boot(
Men's) -
Black Polished Smooth
    Sale
    $169.95
    $190.00 11% 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
    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 -
Burgundy
    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
    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
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    Giorgio Brutini Genuine Kidskin 80575 (Men's)
    New!
    Sale
    Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Black
    Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Cream
    Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Dark Brown
    Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Navy
    Giorgio Brutini Genuine Kidskin 80575(
Men's) -
Red
    $89.95
    Duckfeet Faborg Leather Ankle Boot
    Duckfeet Faborg Leather Ankle Boot
    Duckfeet Faborg Leather Ankle Boot
    Duckfeet Faborg Leather Ankle Boot
    Duckfeet Faborg Leather Ankle Boot
    New!
    Sale
    Duckfeet Faborg Leather Ankle Boot -
Blue Leather
    Duckfeet Faborg Leather Ankle Boot -
Cocoa Leather
    Duckfeet Faborg Leather Ankle Boot -
Green Leather
    Duckfeet Faborg Leather Ankle Boot -
Slate Leather
    $244.95
    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) -
Burnished Tan Leather
    New
    Rockport High Trend Toloni Boot(
Men's) -
Black Leather
    Rockport High Trend Toloni Boot(
Men's) -
Dark Brown Leather
    $134.95
    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
    $101.95 - $134.95
    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 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)
    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
    Clarks Bushacre 2 Boot(
Men's) -
Sand Suede
    Sale
    $84.95
    $99.00 14% off
    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
    Ariat Spot Hog (Men's)
    Ariat Spot Hog (Men's)
    Ariat Spot Hog (Men's)
    New!
    Sale
    Ariat Spot Hog(
Men's) -
Prairie Sand Full Grain Leather
    New
    Ariat Spot Hog(
Men's) -
Peanut Full Grain
    Sale
    $99.95 - $109.95
    $109.95 up to 9% off
    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) -
Bronze Nubuck
    New
    Clarks Desert Boot(
Men's) -
Camel Leather
    New
    Clarks Desert Boot(
Men's) -
Sand SixtyFive Suede
    Sale
    Clarks Desert Boot(
Men's) -
Sand Somerset
    Sale
    Clarks Desert Boot(
Men's) -
Amber Gold
    Clarks Desert Boot(
Men's) -
Beeswax
    Clarks Desert Boot(
Men's) -
Black Smooth
    Clarks Desert Boot(
Men's) -
Brown
    Clarks Desert Boot(
Men's) -
Dark Tan Suede
    New
    Clarks Desert Boot(
Men's) -
Dark Taupe Nubuck
    New
    Clarks Desert Boot(
Men's) -
Khaki Leather
    New
    Clarks Desert Boot(
Men's) -
Multicolour Suede
    New
    Clarks Desert Boot(
Men's) -
Navy Leather
    Clarks Desert Boot(
Men's) -
New Black 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) -
Terracotta Suede
    Clarks Desert Boot(
Men's) -
Wolf Suede
    New
    $82.45 - $180.45
    $130.00 - $400.00 up to 55% off
    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 -
Navy Waterproof Hi Suede
    Sale
    Dr. Martens 2976 Chelsea Boot -
Aztec Rugged Crazy Horse
    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 -
Tan Carpathian
    New
    $99.95 - $144.95
    $130.00 - $145.00 up to 26% 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
    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
    Ariat Sport Western Wide Square Toe Boot (Men's)
    Ariat Sport Western Wide Square Toe Boot (Men's)
    Ariat Sport Western Wide Square Toe Boot (Men's)
    New!
    Sale
    Ariat Sport Western Wide Square Toe Boot(
Men's) -
Black Deertan/Black Full Grain Leather
    Sale
    Ariat Sport Western Wide Square Toe Boot(
Men's) -
Fiddle Brown/Powder Brown Full Grain Leather
    Sale
    $129.95
    $144.95 10% off
    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
    Timberland Premium Chukka (Men's)
    Timberland Premium Chukka (Men's)
    New!
    Sale
    Timberland Premium Chukka(
Men's) -
Wheat Nubuck
    Sale
    $134.95
    $145.00 7% off
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    New!
    Sale
    Eastland Seneca(
Men's) -
Bomber Brown Leather
    Eastland Seneca(
Men's) -
Gray Leather
    Eastland Seneca(
Men's) -
Tan Waxee Leather
    Sale
    Eastland Seneca(
Men's) -
Natural Leather
    Eastland Seneca(
Men's) -
Navy Leather
    Eastland Seneca(
Men's) -
Peanut Leather
    $99.95 - $109.95
    $110.00 up to 9% off
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot
    New!
    Sale
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot -
Black Industrial Grizzly
    Sale
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot -
Teak Industrial Trailblazer
    Sale
    $125.95
    $145.00 13% off
    Dockers Randol Ankle Boot (Men's)
    Dockers Randol Ankle Boot (Men's)
    Dockers Randol Ankle Boot (Men's)
    New!
    Sale
    Dockers Randol Ankle Boot(
Men's) -
Black Oiled Tumbled Full Grain Leather
    New
    Dockers Randol Ankle Boot(
Men's) -
Red Brown Crazy Horse Leather
    New
    $109.95
    UGG Neumel Boot (Men's)
    UGG Neumel Boot (Men's)
    UGG Neumel Boot (Men's)
    New!
    Sale
    UGG Neumel Boot(
Men's) -
Chestnut
    Sale
    UGG Neumel Boot(
Men's) -
China Tea
    $110.95
    $140.00 21% off