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$65 - $100 Mens Chukka Boots

Clarks Stinson Hi Moc Toe Boot (Men's)
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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
Clarks Desert Boot (Men's)
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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) -Taupe Canvas
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$98.99 - $130.00
$130.00 - $140.00 up to 29% off
UGG Dustin Chukka Boot (Men's)
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Sale
UGG Dustin Chukka Boot(Men's) -Black Suede
UGG Dustin Chukka Boot(Men's) -Chestnut Suede
UGG Dustin Chukka Boot(Men's) -Seal Suede
UGG Dustin Chukka Boot(Men's) -True Navy Suede
$99.95
Ariat Spitfire Chukka Boot (Men's)
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Ariat Spitfire Chukka Boot(Men's) -Aged Mahogany Leather
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Full Grain Leather
$99.95 - $109.95
Twisted X Boots MDM0059 Driving Mocs Chukka Boot (Men's)
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Sale
Twisted X Boots MDM0059 Driving Mocs Chukka Boot(Men's) -Brown/Brown Print Leather
Sale
$79.95
$114.99 30% off
TOMS Chukka Boot Leather (Men's)
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TOMS Chukka Boot Leather(Men's) -Black Melange Woven
$97.95
Twisted X Boots MDM0057 Driving Moc Chukka (Men's)
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Twisted X Boots MDM0057 Driving Moc Chukka(Men's) -Oiled Saddle/Blue Leather
Sale
$83.95
$114.99 27% off
Clarks Stinson Lo (Men's)
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Sale
Clarks Stinson Lo(Men's) -Beeswax Leather
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Clarks Stinson Lo(Men's) -Black Leather
Sale
$89.99
$100.00 10% off
Dr. Martens Work Sussex 3 Eye Chukka (Men's)
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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
Twisted X Boots MDM0014 (Men's)
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Twisted X Boots MDM0014(Men's) -Copper Leather
Sale
$83.95
$109.99 24% off
UGG Neumel Unlined Leather Chukka Boot (Men's)
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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 Bonny II Chukka Boot
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Dr. Martens Bonny II Chukka Boot -Dark Brown CJ Beauty Textured Leather/Olive Nylon
New
Dr. Martens Bonny II Chukka Boot -Grey Canvas
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Dr. Martens Bonny II Chukka Boot -Taupe Canvas
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Dr. Martens Bonny II Chukka Boot -Black Broder/Canvas
Dr. Martens Bonny II Chukka Boot -DMS Olive Canvas
$69.99 - $84.95
$75.00 - $85.00 up to 13% off
Clarks Cotrell Top Chukka Boot (Men's)
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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
Wolverine Bedford Soft Toe Chukka Boot (Men's)
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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
UGG Camino Chukka Boot (Men's)
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UGG Camino Chukka Boot(Men's) -Black Suede/Nubuck
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$89.95 - $134.95
$135.00 up to 33% off
Florsheim Montinaro Chukka Boot (Men's)
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Florsheim Montinaro Chukka Boot(Men's) -Saddle Tan Smooth Leather
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Florsheim Montinaro Chukka Boot(Men's) -Black Smooth Leather
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$99.95
$110.00 9% off
Rockport Rydley Chukka Boot (Men's)
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Rockport Rydley Chukka Boot(Men's) -Taupe Nubuck
Sale
$97.99 - $114.95
$115.00 up to 15% off
Caterpillar Mitch Chukka Boot (Men's)
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Sale
Caterpillar Mitch Chukka Boot(Men's) -Dark Beige Leather
Sale
$74.95
$90.00 17% off
UGG Dagmann Chukka Boot (Men's)
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UGG Dagmann Chukka Boot(Men's) -Olive Suede
Sale
$89.95 - $199.95
$200.00 up to 55% off
Steve Madden Harken Chukka Boot (Men's)
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Steve Madden Harken Chukka Boot(Men's) -Cognac Leather
Sale
$44.95 - $79.95
$90.00 up to 11% off
Rockport Marshall Chukka Boot (Men's)
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Rockport Marshall Chukka Boot(Men's) -Cognac Leather
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Rockport Marshall Chukka Boot(Men's) -Dark Brown Leather
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$89.45 - $119.95
$120.00 up to 25% off
Steve Madden Hestonn (Men's)
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Sale
Steve Madden Hestonn(Men's) -Tan Leather
Sale
$79.95
$90.00 11% off
Dr. Martens Ember Desert Boot (Men's)
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Sale
Dr. Martens Ember Desert Boot(Men's) -Tan Westfield Leather
Sale
$99.99 - $119.95
$120.00 up to 17% off
Lucky Brand Mason Chukka Boot (Men's)
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Sale
Lucky Brand Mason Chukka Boot(Men's) -Black Leather
Lucky Brand Mason Chukka Boot(Men's) -British Tan Leather
Lucky Brand Mason Chukka Boot(Men's) -Chocolate Leather
$89.95 - $111.95
Stacy Adams Dabney Plain Toe Chukka Boot 24977 (Men's)
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Sale
Stacy Adams Dabney Plain Toe Chukka Boot 24977(Men's) -Black Suede Suede
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Stacy Adams Dabney Plain Toe Chukka Boot 24977(Men's) -Chestnut Suede
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Stacy Adams Dabney Plain Toe Chukka Boot 24977(Men's) -Navy Suede
Sale
$86.45
$100.00 14% off
Timberland Killington Chukka Boot (Men's)
New!
Sale
Timberland Killington Chukka Boot(Men's) -Black Leather
Sale
$79.95
$125.00 36% off
Wolverine Bedford Steel Toe Chukka Boot (Men's)
New!
Sale
Wolverine Bedford Steel Toe Chukka Boot(Men's) -Black Full Grain Leather
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Wolverine Bedford Steel Toe Chukka Boot(Men's) -Brown Full Grain Leather
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$76.95 - $92.95
$120.00 up to 36% off