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Discount Mens Chukka Boots

Clarks Bushacre 2 Boot (Men's)
New!
Sale
Clarks Bushacre 2 Boot(Men's) -Beeswax Leather
Sale
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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$58.95
$100.00 41% off
Clarks Stinson Hi Moc Toe Boot (Men's)
New!
Sale
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
Rockport Charson Lace Up Ankle Boot (Men's)
New!
Sale
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
Rockport Rugged Bucks Waterproof Boot (Men's)
New!
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Rockport Rugged Bucks Waterproof Boot(Men's) -Boston Tan
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Rockport Rugged Bucks Waterproof Boot(Men's) -New Black Leather
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Rockport Rugged Bucks Waterproof Boot(Men's) -Tan Full Grain Leather
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$100.00
$120.00 17% off
ECCO Turn GORE-TEX Chukka Tie Boot (Men's)
New!
Sale
ECCO Turn GORE-TEX Chukka Tie Boot(Men's) -Mocha Cow Oil Nubuck
Sale
$144.95 - $229.95
$170.00 - $230.00 up to 15% off
Clarks Desert Boot (Men's)
New!
Sale
Clarks Desert Boot(Men's) -Beeswax Full Grain Leather
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Clarks Desert Boot(Men's) -Black/Black Suede
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Clarks Desert Boot(Men's) -Bordeaux Suede
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Clarks Desert Boot(Men's) -Brown/Brown 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) -Oak Suede
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Clarks Desert Boot(Men's) -Olive/Olive Suede
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Clarks Desert Boot(Men's) -Sand/Sand Suede
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Clarks Desert Boot(Men's) -Taupe Canvas
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$98.99 - $130.00
$130.00 - $140.00 up to 29% off
Dunham Johnson Chukka (Men's)
New!
Sale
Dunham Johnson Chukka(Men's) -Black Leather
Sale
$111.95
$150.00 25% off
Twisted X Boots MDM0059 Driving Mocs Chukka Boot (Men's)
New!
Sale
Twisted X Boots MDM0059 Driving Mocs Chukka Boot(Men's) -Brown/Brown Print Leather
Sale
$79.95
$114.99 30% off
Cole Haan Original Grand Chukka Boot (Men's)
New!
Sale
Cole Haan Original Grand Chukka Boot(Men's) -Black Leather/Black
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Cole Haan Original Grand Chukka Boot(Men's) -Woodbury Leather/Ivory
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$149.99 - $152.95
$180.00 up to 17% off
Rockport Dustyn Chukka Boot (Men's)
New!
Sale
Rockport Dustyn Chukka Boot(Men's) -Black Leather
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Rockport Dustyn Chukka Boot(Men's) -New Caramel Leather
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$110.00
$125.00 12% off
Twisted X Boots MDM0057 Driving Moc Chukka (Men's)
New!
Sale
Twisted X Boots MDM0057 Driving Moc Chukka(Men's) -Oiled Saddle/Blue Leather
Sale
$83.95
$114.99 27% off
Clarks Desert Trek (Men's)
New!
Sale
Clarks Desert Trek(Men's) -Nut Brown Suede/Full Grain Leather
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$125.95 - $139.95
$140.00 up to 10% off
Timberland Davis Square Fabric/Leather Chukka Boot (Men's)
New!
Sale
Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Black Nubuck/Cordura® EcoMade Fiber
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$54.95
$80.00 31% off
Cole Haan Wagner Grand Apron Chukka Boot (Men's)
New!
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Cole Haan Wagner Grand Apron Chukka Boot(Men's) -Java Nubuck Waterproof Leather
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Cole Haan Wagner Grand Apron Chukka Boot(Men's) -Mesquite Waterproof Leather
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$239.99
$280.00 14% off
Clarks Stinson Lo (Men's)
New!
Sale
Clarks Stinson Lo(Men's) -Beeswax Leather
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Clarks Stinson Lo(Men's) -Black Leather
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$89.99
$100.00 10% off
Rockport Sharp & Ready Chukka Boot (Men's)
New!
Sale
Rockport Sharp & Ready Chukka Boot(Men's) -Saddle Brown Leather
Sale
$117.99 - $155.99
$139.95 - $140.00 up to 16% off
Timberland Davis Square Plain Toe Chukka Boot (Men's)
New!
Sale
Timberland Davis Square Plain Toe Chukka Boot(Men's) -Black Iris Nubuck/Cordura® EcoMade Fiber
Sale
$59.95
$90.00 33% off
UGG Neumel Unlined Leather Chukka Boot (Men's)
New!
Sale
UGG Neumel Unlined Leather Chukka Boot(Men's) -Black Suede
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UGG Neumel Unlined Leather Chukka Boot(Men's) -Burgundy Suede
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UGG Neumel Unlined Leather Chukka Boot(Men's) -Moss Green Suede
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$74.95 - $124.95
$100.00 - $125.00 up to 25% off
Dr. Martens Work Sussex 3 Eye Chukka (Men's)
New!
Sale
Dr. Martens Work Sussex 3 Eye Chukka(Men's) -Black Bear Track
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Dr. Martens Work Sussex 3 Eye Chukka(Men's) -Dark Brown Bear Track
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$84.98
$95.00 11% off
Frye Murray Chukka Boot (Men's)
New!
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Frye Murray Chukka Boot(Men's) -Cognac Leather
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Frye Murray Chukka Boot(Men's) -Grey Leather
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$267.99
$298.00 10% off
Twisted X Boots MDM0014 (Men's)
New!
Sale
Twisted X Boots MDM0014(Men's) -Copper Leather
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$83.95
$109.99 24% off
Timberland Britton Hill Clean Chukka Boot (Men's)
New!
Sale
Timberland Britton Hill Clean Chukka Boot(Men's) -Black Full Grain Leather
Sale
$129.99
$150.00 13% off
Dr. Martens Bonny II Chukka Boot
New!
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Dr. Martens Bonny II Chukka Boot -Grey Canvas
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Dr. Martens Bonny II Chukka Boot -Taupe Canvas
Sale
$69.99 - $84.95
$75.00 - $85.00 up to 13% off
UGG Camino Chukka Boot (Men's)
New!
Sale
UGG Camino Chukka Boot(Men's) -Black Suede/Nubuck
Sale
$89.95 - $134.95
$135.00 up to 33% off
Clarks Cotrell Top Chukka Boot (Men's)
New!
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Clarks Cotrell Top Chukka Boot(Men's) -Black Oily Full Grain Leather
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Clarks Cotrell Top Chukka Boot(Men's) -Tobacco Full Grain Leather
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$93.95
$110.00 15% off
UGG Dagmann Chukka Boot (Men's)
New!
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UGG Dagmann Chukka Boot(Men's) -Olive Suede
Sale
$89.95 - $199.95
$200.00 up to 55% off
Wolverine Bedford Soft Toe Chukka Boot (Men's)
New!
Sale
Wolverine Bedford Soft Toe Chukka Boot(Men's) -Black Full Grain Leather
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Wolverine Bedford Soft Toe Chukka Boot(Men's) -Brown Full Grain Leather
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$88.95
$115.00 23% off
Clarks Tilden Top Chukka Boot (Men's)
New!
Sale
Clarks Tilden Top Chukka Boot(Men's) -Black Full Grain Leather
Sale
$102.99
$115.00 10% off
New Balance 3020v1 Chukka Boot (Men's)
New!
Sale
New Balance 3020v1 Chukka Boot(Men's) -Bitter Chocolate/Brindle
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New Balance 3020v1 Chukka Boot(Men's) -Black/Black
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$134.95
$159.95 16% off
Rockport Rydley Chukka Boot (Men's)
New!
Sale
Rockport Rydley Chukka Boot(Men's) -Taupe Nubuck
Sale
$97.99 - $114.95
$115.00 up to 15% off
Cole Haan Colton Chukka Boot (Men's)
New!
Sale
Cole Haan Colton Chukka Boot(Men's) -Copper/Peacoat Leather
Sale
$212.95
$250.00 15% off
ara Ethan 28803 Chukka Boot (Men's)
New!
Sale
ara Ethan 28803 Chukka Boot(Men's) -Black Suede
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ara Ethan 28803 Chukka Boot(Men's) -Brown Suede
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ara Ethan 28803 Chukka Boot(Men's) -Stone Grey Suede
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$164.95
$199.00 17% off
Florsheim Montinaro Chukka Boot (Men's)
New!
Sale
Florsheim Montinaro Chukka Boot(Men's) -Saddle Tan Smooth Leather
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Florsheim Montinaro Chukka Boot(Men's) -Black Smooth Leather
Sale
$99.95
$110.00 9% off
Deer Stags Seattle Boot (Men's)
New!
Sale
Deer Stags Seattle Boot(Men's) -Black
Sale
Deer Stags Seattle Boot(Men's) -Luggage
Sale
$59.99
$80.00 25% off
Frye Ludlow Chukka Sneaker (Men's)
New!
Sale
Frye Ludlow Chukka Sneaker(Men's) -Charcoal Wool
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Frye Ludlow Chukka Sneaker(Men's) -Cognac Canvas
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Frye Ludlow Chukka Sneaker(Men's) -Loden Wool
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Frye Ludlow Chukka Sneaker(Men's) -Olive Canvas
Sale
$103.95 - $108.99
$128.00 up to 19% off
Caterpillar Mitch Chukka Boot (Men's)
New!
Sale
Caterpillar Mitch Chukka Boot(Men's) -Dark Beige Leather
Sale
$74.95
$90.00 17% off