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Mens Ankle Boots

Men's ankle boots are practical for fall and winter. When the weather is chilly, a pair of men's ankle boots keep your feet warm and comfy. From chukka boots and Chelsea boots to waterproof and leather boots, our outstanding collection of men's ankle boots offers everything you could want. With men's ankle boots from brands like Timberland, UGG, Dr. Martens, Clarks, Frye and more, Shoes.com provides a great collection of ankle boots for men.
Dr. Martens 1460 8-Eye Boot
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Dr. Martens 1460 8-Eye Boot -Black Smooth Mono
Dr. Martens 1460 8-Eye Boot -Black Broder Leather
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Dr. Martens 1460 8-Eye Boot -Black Rainbow Patent Leather
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Dr. Martens 1460 8-Eye Boot -Black Skull Web Smooth Leather
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Dr. Martens 1460 8-Eye Boot -Black Softy T Full Grain Leather
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Dr. Martens 1460 8-Eye Boot -Cocoa Snowplow Waterproof Leather
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Dr. Martens 1460 8-Eye Boot -DMS Navy Orleans Textured Waxy Leather
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Dr. Martens 1460 8-Eye Boot -Dark Brown Virginia Nappa Leather
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Dr. Martens 1460 8-Eye Boot -Dark Taupe Orleans Textured Waxy Leather
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Dr. Martens 1460 8-Eye Boot -Green Antique Temperley Full Grain Leather
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Dr. Martens 1460 8-Eye Boot -O.T. Asia Backhand Full Grain Softy Leather
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Dr. Martens 1460 8-Eye Boot -Pink/Purple Ombre Backhand Leather
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Dr. Martens 1460 8-Eye Boot -Tan Carpathian
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Dr. Martens 1460 8-Eye Boot -Taupe Virginia Nappa Leather
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Dr. Martens 1460 8-Eye Boot -Aztec Crazy Horse
Dr. Martens 1460 8-Eye Boot -Bark Grizzly
Dr. Martens 1460 8-Eye Boot -Black Carpathian
Dr. Martens 1460 8-Eye Boot -Black Felix Rub Off Vegan
Dr. Martens 1460 8-Eye Boot -Black Greasy
Dr. Martens 1460 8-Eye Boot -Black Nappa
Dr. Martens 1460 8-Eye Boot -Black Smooth
Dr. Martens 1460 8-Eye Boot -Butterscotch Orleans Textured Waxy Leather
Dr. Martens 1460 8-Eye Boot -Cherry Red Smooth Leather
Dr. Martens 1460 8-Eye Boot -Chocolate Carpathian
Dr. Martens 1460 8-Eye Boot -Cognac Aqua Glide Full Grain Leather
Dr. Martens 1460 8-Eye Boot -DMS Navy Aqua Glide Full Grain Leather
Dr. Martens 1460 8-Eye Boot -Gaucho Crazyhorse Distressed Leather
Dr. Martens 1460 8-Eye Boot -George & Dragon Print Backhand
Dr. Martens 1460 8-Eye Boot -Green Smooth Leather
Dr. Martens 1460 8-Eye Boot -Grey Broder Leather
Dr. Martens 1460 8-Eye Boot -Gunmetal Orleans Textured Waxy Leather
Dr. Martens 1460 8-Eye Boot -Multi Backhand Full Grain Softy Leather
Dr. Martens 1460 8-Eye Boot -Navy Smooth Leather
Dr. Martens 1460 8-Eye Boot -Navy/Navy Smooth Leather
Dr. Martens 1460 8-Eye Boot -White Smooth
Dr. Martens 1460 8-Eye Boot -White Smooth Mono
Dr. Martens 1460 8-Eye Boot -White Smooth Rockabilly Leather
$99.95 - $154.95
$120.00 - $155.00 up to 25% off
Dr. Martens 2976 Chelsea Boot
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Dr. Martens 2976 Chelsea Boot -Gaucho Crazy Horse
Dr. Martens 2976 Chelsea Boot -Black Inuck
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Dr. Martens 2976 Chelsea Boot -Black Carpathian
Dr. Martens 2976 Chelsea Boot -Black Felix Rub Off Vegan
Dr. Martens 2976 Chelsea Boot -Black Smooth
Dr. Martens 2976 Chelsea Boot -Black Smooth Leather
Dr. Martens 2976 Chelsea Boot -Black Snowplow Water-Resistant
Dr. Martens 2976 Chelsea Boot -Cherry Red Bush
Dr. Martens 2976 Chelsea Boot -Cherry Red Smooth
Dr. Martens 2976 Chelsea Boot -Cherry Red Smooth Leather
Dr. Martens 2976 Chelsea Boot -Cocoa Snowplow Water-Resistant
$119.95 - $154.95
$145.00 - $155.00 up to 17% off
Dr. Martens Pascal 8-Eye Boot
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Dr. Martens Pascal 8-Eye Boot -Cherry Red Virginia
Dr. Martens Pascal 8-Eye Boot -Black Vintage Smooth Leather
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Dr. Martens Pascal 8-Eye Boot -Black Virginia
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Dr. Martens Pascal 8-Eye Boot -Charcoal Antique Temperley
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Dr. Martens Pascal 8-Eye Boot -Dark Brown New Vibrance Croco Leather
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Dr. Martens Pascal 8-Eye Boot -Navy/Oxblood/White Brit Smooth Leather/PU
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Dr. Martens Pascal 8-Eye Boot -Pale Gold Glitter Polyurethane
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Dr. Martens Pascal 8-Eye Boot -Pewter Glitter Polyurethane
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Dr. Martens Pascal 8-Eye Boot -Purple Multi Glitter Polyurethane
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Dr. Martens Pascal 8-Eye Boot -Tan Naturesse
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Dr. Martens Pascal 8-Eye Boot -Turquoise Glitter Polyurethane
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Dr. Martens Pascal 8-Eye Boot -Black Harvest Waxy Soft Leather
Dr. Martens Pascal 8-Eye Boot -Black Velvet
Dr. Martens Pascal 8-Eye Boot -Cherry Red Antique Temperley
Dr. Martens Pascal 8-Eye Boot -Dress Blues Virginia
Dr. Martens Pascal 8-Eye Boot -Dusty Violet Velvet
Dr. Martens Pascal 8-Eye Boot -Multi Glitter PU
Dr. Martens Pascal 8-Eye Boot -Richard Dadd Crystal Suede
Dr. Martens Pascal 8-Eye Boot -Tan Harvest Waxy Soft Leather
Dr. Martens Pascal 8-Eye Boot -Taupe Wanderlust Fine Canvas
$89.95 - $149.95
$120.00 - $155.00 up to 32% off
Blundstone Super 550 Series Boot
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Blundstone Super 550 Series Boot -Antique Brown Leather
Blundstone Super 550 Series Boot -Black
Blundstone Super 550 Series Boot -Black/Red Gore/Red Sole
Blundstone Super 550 Series Boot -Crazy Horse Leather
Blundstone Super 550 Series Boot -Grizzly Brown Leather
Blundstone Super 550 Series Boot -Redwood
Blundstone Super 550 Series Boot -Rustic Black
Blundstone Super 550 Series Boot -Rustic Brown
Blundstone Super 550 Series Boot -Rustic Brown Brogue Leather
Blundstone Super 550 Series Boot -Steel Grey Leather
Blundstone Super 550 Series Boot -Stout Brown/Olive
Blundstone Super 550 Series Boot -Walnut
$189.99 - $199.95
Dr. Martens Jadon 8-Eye Boot
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Dr. Martens Jadon 8-Eye Boot -Black Polished Smooth
Dr. Martens Jadon 8-Eye Boot -Blue Vintage Leather
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Dr. Martens Jadon 8-Eye Boot -White Polished Smooth Leather
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Dr. Martens Jadon 8-Eye Boot -Black Ze You Velvet
Dr. Martens Jadon 8-Eye Boot -Cherry Red Cambridge Brush Off/Vegan
Dr. Martens Jadon 8-Eye Boot -Multi Daze Backhand Full Grain Leather
$127.95 - $204.95
$170.00 - $205.00 up to 25% off
Clarks Bushacre 2 Boot (Men's)
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Clarks Bushacre 2 Boot(Men's) -Beeswax Leather
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Clarks Bushacre 2 Boot(Men's) -Black Leather
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Clarks Bushacre 2 Boot(Men's) -Black Suede
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Clarks Bushacre 2 Boot(Men's) -Black Waxy Leather
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Clarks Bushacre 2 Boot(Men's) -Dark Brown Leather
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Clarks Bushacre 2 Boot(Men's) -Dark Olive Leather
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Clarks Bushacre 2 Boot(Men's) -Dark Tan Leather
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Clarks Bushacre 2 Boot(Men's) -Grey Leather
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Clarks Bushacre 2 Boot(Men's) -Navy Leather
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Clarks Bushacre 2 Boot(Men's) -Taupe Distressed Suede
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Clarks Bushacre 2 Boot(Men's) -Wheat Suede
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Clarks Bushacre 2 Boot(Men's) -Wine Leather
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Clarks Bushacre 2 Boot(Men's) -Brown Suede
$58.95 - $99.95
$100.00 up to 41% off
Dr. Martens 1490 10-Eyelet Boot
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Dr. Martens 1490 10-Eyelet Boot -Cherry Red Smooth Leather
Dr. Martens 1490 10-Eyelet Boot -Black Felix Rub Off Vegan
Dr. Martens 1490 10-Eyelet Boot -Black Harvest Waxy Soft Leather
Dr. Martens 1490 10-Eyelet Boot -Black Smooth Leather
Dr. Martens 1490 10-Eyelet Boot -Black Virginia Nappa Leather
Dr. Martens 1490 10-Eyelet Boot -Cherry Red Cambridge Brush Vegan
Dr. Martens 1490 10-Eyelet Boot -Tan Harvest Waxy Soft Leather
$144.95 - $149.95
UGG Neumel Boot (Men's)
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UGG Neumel Boot(Men's) -Taupe Suede
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UGG Neumel Boot(Men's) -Black
UGG Neumel Boot(Men's) -Charcoal Suede
UGG Neumel Boot(Men's) -Chestnut
UGG Neumel Boot(Men's) -Chestnut Leather
UGG Neumel Boot(Men's) -Chestnut Two Tone Suede
UGG Neumel Boot(Men's) -Cordovan Cow Suede
UGG Neumel Boot(Men's) -Espresso Cow Suede
UGG Neumel Boot(Men's) -New Navy Suede
UGG Neumel Boot(Men's) -Salty Blue Suede
UGG Neumel Boot(Men's) -White Pepper Suede
$107.95 - $149.95
$130.00 - $150.00 up to 23% off
Timberland Earthkeepers Originals 6
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Timberland Earthkeepers Originals 6
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$149.95
$160.00 6% off
Blundstone Dress Series Boot
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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
$184.95
UGG Classic Mini (Men's)
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UGG Classic Mini(Men's) -Bluette Twinface
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UGG Classic Mini(Men's) -Moss Green Twinface
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UGG Classic Mini(Men's) -Seal Twinface
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UGG Classic Mini(Men's) -Black
UGG Classic Mini(Men's) -Chestnut
$113.95 - $149.95
$150.00 up to 24% off
UGG Classic Toggle Waterproof Boot (Men's)
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UGG Classic Toggle Waterproof Boot(Men's) -Black Suede/Leather
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UGG Classic Toggle Waterproof Boot(Men's) -Chestnut Burnished Suede
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UGG Classic Toggle Waterproof Boot(Men's) -Stout Suede/Nubuck
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UGG Classic Toggle Waterproof Boot(Men's) -True Navy Suede
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$99.95 - $141.95
$190.00 up to 47% off
Blundstone Thermal Series Boot
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Blundstone Thermal Series Boot -Black Leather
Blundstone Thermal Series Boot -Rustic Brown
$214.95
Rockport Charson Lace Up Ankle Boot (Men's)
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Rockport Charson Lace Up Ankle Boot(Men's) -Black Leather
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Rockport Charson Lace Up Ankle Boot(Men's) -Dark Brown Leather
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$120.00 - $130.00
$140.00 up to 14% off
Clarks Stinson Hi Moc Toe Boot (Men's)
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Clarks Stinson Hi Moc Toe Boot(Men's) -Taupe Distressed Suede
New
Clarks Stinson Hi Moc Toe Boot(Men's) -Beeswax Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Black Oily Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Black Suede
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Clarks Stinson Hi Moc Toe Boot(Men's) -Brown Oily Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Dark Olive Leather
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Clarks Stinson Hi Moc Toe Boot(Men's) -Sand Suede
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$89.99 - $109.95
$100.00 - $110.00 up to 18% off
UGG Harkley Ankle Boot (Men's)
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UGG Harkley Ankle Boot(Men's) -Espresso Cow Suede
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UGG Harkley Ankle Boot(Men's) -Black Suede
UGG Harkley Ankle Boot(Men's) -Charcoal Cow Suede
UGG Harkley Ankle Boot(Men's) -Chestnut Suede
UGG Harkley Ankle Boot(Men's) -True Navy Suede
$113.95 - $149.95
$150.00 up to 24% off
Dunham Royalton Boot (Men's)
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Dunham Royalton Boot(Men's) -Brown Leather
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$119.95
$160.00 25% off
Clarks Desert Boot (Men's)
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Clarks Desert Boot(Men's) -Sand/Sand Suede
New
Clarks Desert Boot(Men's) -Bordeaux Suede
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Clarks Desert Boot(Men's) -Mahogany Suede
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Clarks Desert Boot(Men's) -Navy Canvas
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Clarks Desert Boot(Men's) -Olive/Olive Suede
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Clarks Desert Boot(Men's) -Taupe Canvas
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Clarks Desert Boot(Men's) -Beeswax Full Grain Leather
Clarks Desert Boot(Men's) -Black/Black Suede
Clarks Desert Boot(Men's) -Brown
Clarks Desert Boot(Men's) -Brown/Brown Suede
Clarks Desert Boot(Men's) -Oak Suede
$93.95 - $129.95
$130.00 - $140.00 up to 33% off
Dr. Martens Newton 8-Eye Boot
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Dr. Martens Newton 8-Eye Boot -Cherry Red Temperley
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Dr. Martens Newton 8-Eye Boot -Indigo Temperley Analine Burnished Leather
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Dr. Martens Newton 8-Eye Boot -Black Mono Temperley Analine Burnished Leather
Dr. Martens Newton 8-Eye Boot -Black Temperley
$69.95 - $124.95
$125.00 up to 44% off
Dr. Martens Church Monkey Boot
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Dr. Martens Church Monkey Boot -Black Vintage Smooth
Dr. Martens Church Monkey Boot -Oxblood Vintage Smooth
$139.95
Steve Madden Hestonn (Men's)
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Steve Madden Hestonn(Men's) -Tan Leather
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$79.95
$90.00 11% off
UGG Neumel Waterproof Chukka Boot (Men's)
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UGG Neumel Waterproof Chukka Boot(Men's) -True Navy Full Grain Leather
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UGG Neumel Waterproof Chukka Boot(Men's) -Black Full Grain Leather
UGG Neumel Waterproof Chukka Boot(Men's) -Charcoal Full Grain Leather
UGG Neumel Waterproof Chukka Boot(Men's) -Grizzly Full Grain Leather
$114.95 - $179.95
$180.00 up to 36% off
Timberland 6
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Timberland 6
$189.95
Dr. Martens 101 6-Eye Boot
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Dr. Martens 101 6-Eye Boot -Cherry Red Smooth Standard Leather
Dr. Martens 101 6-Eye Boot -Black Vintage Smooth Leather
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Dr. Martens 101 6-Eye Boot -Oxblood Vintage Smooth Leather
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Dr. Martens 101 6-Eye Boot -Black Harvest Waxy Soft Leather
Dr. Martens 101 6-Eye Boot -Black Smooth Standard Leather
Dr. Martens 101 6-Eye Boot -Cherry Red Smooth
Dr. Martens 101 6-Eye Boot -Tan Harvest Waxy Soft Leather
$104.95 - $134.95
$135.00 - $140.00 up to 25% off
Rockport Sharp & Ready Chukka Boot (Men's)
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Rockport Sharp & Ready Chukka Boot(Men's) -Black Leather
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Rockport Sharp & Ready Chukka Boot(Men's) -Saddle Brown Leather
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Rockport Sharp & Ready Chukka Boot(Men's) -Brown/Brown Leather
Rockport Sharp & Ready Chukka Boot(Men's) -Castlerock Grey Leather
Rockport Sharp & Ready Chukka Boot(Men's) -Tobacco Suede
$116.99 - $155.00
$139.95 - $140.00 up to 16% off
Timberland Icon Ankle Boot (Men's)
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Timberland Icon Ankle Boot(Men's) -Grape Leaf Thread Canvas
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Timberland Icon Ankle Boot(Men's) -Pure Cashmere Thread Canvas
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$104.95 - $112.95
$150.00 up to 30% off
OluKai Kohala Ankle Boot (Men's)
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OluKai Kohala Ankle Boot(Men's) -Dark Wood/Dark Wood
OluKai Kohala Ankle Boot(Men's) -Toffee/Toffee
$200.00
ECCO Turn GORE-TEX Chukka Tie Boot (Men's)
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ECCO Turn GORE-TEX Chukka Tie Boot(Men's) -Mocha Cow Oil Nubuck
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ECCO Turn GORE-TEX Chukka Tie Boot(Men's) -Black Cow Oil Nubuck
ECCO Turn GORE-TEX Chukka Tie Boot(Men's) -Cocoa Brown Cow Oil Nubuck
$129.95 - $229.95
$170.00 - $230.00 up to 24% off