Discount Mens Chukka Boots

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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
Sale
Clarks Bushacre 2 Boot(Men's) -Black Suede
Sale
Clarks Bushacre 2 Boot(Men's) -Black Waxy Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Dark Brown Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Dark Tan Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Grey Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Navy Leather
Sale
Clarks Bushacre 2 Boot(Men's) -Wheat Suede
Sale
$67.99
$100.00 32% off
Clarks Wallabee (Men's)
New!
Sale
Clarks Wallabee(Men's) -Beeswax/Beeswax Leather
Sale
Clarks Wallabee(Men's) -Black/Black Leather
Sale
$139.95
$135.00 - $160.00 up to 13% off
Clarks Stinson Hi Moc Toe Boot (Men's)
New!
Sale
Clarks Stinson Hi Moc Toe Boot(Men's) -Dark Tan Leather
Sale
$76.99 - $99.95
$100.00 - $110.00 up to 30% off
Steve Madden Harken Chukka Boot (Men's)
New!
Sale
Steve Madden Harken Chukka Boot(Men's) -Cognac Leather
Sale
$84.95 - $89.95
$90.00 up to 6% off
Wolverine Bedford Soft Toe Chukka Boot (Men's)
New!
Sale
Wolverine Bedford Soft Toe Chukka Boot(Men's) -Black Full Grain Leather
Sale
Wolverine Bedford Soft Toe Chukka Boot(Men's) -Brown Full Grain Leather
Sale
$104.99
$115.00 9% off
Nunn Bush Galloway Chukka Boot (Men's)
New!
Sale
Nunn Bush Galloway Chukka Boot(Men's) -Beige Suede
Sale
Nunn Bush Galloway Chukka Boot(Men's) -Dark Brown Suede
Sale
$55.95 - $56.00
$80.00 up to 30% off
Ariat Spitfire Chukka Boot (Men's)
New!
Sale
Ariat Spitfire Chukka Boot(Men's) -Brown Bomber Full Grain Leather
Sale
$99.95 - $109.95
$99.95 - $109.95 up to 9% off
Florsheim Montinaro Chukka Boot (Men's)
New!
Sale
Florsheim Montinaro Chukka Boot(Men's) -Saddle Tan Smooth Leather
Sale
Florsheim Montinaro Chukka Boot(Men's) -Black Smooth Leather
Sale
$99.95
$109.95 9% off
Timberland Killington Chukka Boot (Men's)
New!
Sale
Timberland Killington Chukka Boot(Men's) -Black Leather
Sale
Timberland Killington Chukka Boot(Men's) -Medium Brown Full Grain Leather/Mesh
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Timberland Killington Chukka Boot(Men's) -Navy Full Grain Leather/Mesh
Sale
$89.95 - $99.95
$125.00 up to 28% off
Clarks Broyd Mid Chukka Boot (Men's)
New!
Sale
Clarks Broyd Mid Chukka Boot(Men's) -Black Leather
Sale
$111.45
$140.00 20% off
Clarks Stinson Lo (Men's)
New!
Sale
Clarks Stinson Lo(Men's) -Black Leather
Sale
$89.99 - $99.95
$100.00 up to 10% off
Nunn Bush Galloway Plain Toe Chukka Boot (Men's)
New!
Sale
Nunn Bush Galloway Plain Toe Chukka Boot(Men's) -Navy Suede
Sale
Nunn Bush Galloway Plain Toe Chukka Boot(Men's) -Tan Crazy Horse Leather
Sale
$55.95
$80.00 30% off
Nunn Bush Lancaster Chukka Boot (Men's)
New!
Sale
Nunn Bush Lancaster Chukka Boot(Men's) -Black Oiled Leather
Sale
Nunn Bush Lancaster Chukka Boot(Men's) -Brown Oiled Leather
Sale
Nunn Bush Lancaster Chukka Boot(Men's) -Camel Suede
Sale
$55.95
$80.00 30% off
Dr. Martens Work Sussex 3 Eye Chukka (Men's)
New!
Sale
Dr. Martens Work Sussex 3 Eye Chukka(Men's) -Black Bear Track
Sale
Dr. Martens Work Sussex 3 Eye Chukka(Men's) -Dark Brown Bear Track
Sale
$84.98
$95.00 11% off
G.H. Bass & Co. Bennett Chukka (Men's)
New!
Sale
G.H. Bass & Co. Bennett Chukka(Men's) -Black Tumbled Leather
Sale
$99.99
$135.00 26% off
Dansko Jake Plain Toe Chukka Boot (Men's)
New!
Sale
Dansko Jake Plain Toe Chukka Boot(Men's) -Black Antiqued Calf
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Dansko Jake Plain Toe Chukka Boot(Men's) -Taupe Milled Nubuck
Sale
$125.95
$194.95 35% 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
Sale
$109.99
$120.00 8% off
Cole Haan GrandPro Chukka Sneaker (Men's)
New!
Sale
Cole Haan GrandPro Chukka Sneaker(Men's) -Black Leather
Sale
Cole Haan GrandPro Chukka Sneaker(Men's) -Black Oiled Velour Suede
Sale
$74.97 - $112.95
$150.00 up to 50% off
Florsheim NDNS Chukka Boot (Men's)
New!
Sale
Florsheim NDNS Chukka Boot(Men's) -Black Leather
Sale
$97.95
$130.00 25% off
Clarks Atticus Limit Chukka Boot (Men's)
New!
Sale
Clarks Atticus Limit Chukka Boot(Men's) -Navy Nubuck
Sale
Clarks Atticus Limit Chukka Boot(Men's) -Taupe Nubuck
Sale
$94.45 - $134.95
$135.00 up to 30% off
Clarks Stratton Limit Boot (Men's)
New!
Sale
Clarks Stratton Limit Boot(Men's) -Black Leather
Sale
Clarks Stratton Limit Boot(Men's) -Brown Leather
Sale
$67.97 - $107.99
$135.00 up to 50% off
Florsheim Dusk Chukka Boot (Men's)
New!
Sale
Florsheim Dusk Chukka Boot(Men's) -Brown Smooth Leather
Sale
$79.96
$100.00 20% off
Dr. Martens Bonny II Chukka Boot
New!
Sale
Dr. Martens Bonny II Chukka Boot -Mid Olive Knit Textile/Cascade Split
Sale
$71.99 - $89.95
$80.00 - $90.00 up to 20% off
Lugz Breech Wallaby Work Boot (Men's)
New!
Sale
Lugz Breech Wallaby Work Boot(Men's) -Charcoal/Dark Charcoal/Grey Thermabuck
Sale
Lugz Breech Wallaby Work Boot(Men's) -Golden Wheat/Bark/Cream/Gum Thermabuck
Sale
$44.99
$89.99 50% off
Lugz Mantle Mid Chukka Boot (Men's)
New!
Sale
Lugz Mantle Mid Chukka Boot(Men's) -Black Synthetic
Sale
$43.99
$54.99 20% off
UGG Neumel Boot (Men's)
New!
Sale
UGG Neumel Boot(Men's) -Redwood
Sale
$95.95 - $129.95
$130.00 - $150.00 up to 36% off
Caterpillar Mitch Chukka Boot (Men's)
New!
Sale
Caterpillar Mitch Chukka Boot(Men's) -Dark Beige Leather
Sale
$78.95
$90.00 12% off
Deer Stags James Chukka Boot (Men's)
New!
Sale
Deer Stags James Chukka Boot(Men's) -Black Simulated Leather
Sale
Deer Stags James Chukka Boot(Men's) -Dark Luggage Simulated Leather
Sale
$39.99
$60.00 33% off
Nunn Bush Littleton Plain Toe Chukka Boot (Men's)
New!
Sale
Nunn Bush Littleton Plain Toe Chukka Boot(Men's) -Brown Leather
Sale
Nunn Bush Littleton Plain Toe Chukka Boot(Men's) -Tan Leather
Sale
$71.95
$90.00 20% off