Free Shipping. No Minimum.

Grey Mens Chukka Boots

Clarks Bushacre 2 Boot (Men's)
New!
Sale
Clarks Bushacre 2 Boot(Men's) -Grey Leather
Sale
$58.95
$100.00 41% off
UGG Neumel Boot (Men's)
New!
Sale
UGG Neumel Boot(Men's) -Salty Blue Suede
UGG Neumel Boot(Men's) -White Pepper Suede
$129.95 - $149.95
Dunham Royalton Chukka (Men's)
New!
Sale
Dunham Royalton Chukka(Men's) -Flagstone Leather
$149.95
UGG Dustin Chukka Boot (Men's)
New!
Sale
UGG Dustin Chukka Boot(Men's) -Seal Suede
$99.95
Timberland Davis Square Fabric/Leather Chukka Boot (Men's)
New!
Sale
Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Medium Grey Nubuck/Cordura® Fiber
Sale
$54.95
$80.00 31% off
Clarks Wallabee (Men's)
New!
Sale
Clarks Wallabee(Men's) -Grey Suede
$139.95 - $140.00
Naot Pilot (Men's)
New!
Sale
Naot Pilot(Men's) -Gray Suede
Naot Pilot(Men's) -Oily Coal Nubuck
Naot Pilot(Men's) -Vintage Grey Leather
$239.95
Frye Murray Chukka Boot (Men's)
New!
Sale
Frye Murray Chukka Boot(Men's) -Grey Leather
Sale
$267.99
$298.00 10% off
Rockport Sharp & Ready Chukka Boot (Men's)
New!
Sale
Rockport Sharp & Ready Chukka Boot(Men's) -Castlerock Grey Leather
New
$87.95 - $134.95
$139.95 - $140.00 up to 4% off
Dr. Martens Bonny II Chukka Boot
New!
Sale
Dr. Martens Bonny II Chukka Boot -Grey Canvas
Sale
$69.99 - $84.95
$75.00 - $85.00 up to 13% off
UGG Neumel Unlined Leather Chukka Boot (Men's)
New!
Sale
UGG Neumel Unlined Leather Chukka Boot(Men's) -Charcoal Unlined Leather
$74.95 - $124.95
$100.00 - $125.00 up to 25% off
Hush Puppies Bridgeport (Men's)
New!
Sale
Hush Puppies Bridgeport(Men's) -Classic Taupe Suede
$109.95
Lucky Brand Mason Chukka Boot (Men's)
New!
Sale
Lucky Brand Mason Chukka Boot(Men's) -Cement Leather
$89.95 - $111.95
Eastland Jack Chukka Boot (Men's)
New!
Sale
Eastland Jack Chukka Boot(Men's) -Grey Full Grain Leather
$124.95
Florsheim Edge Chukka Boot (Men's)
New!
Sale
Florsheim Edge Chukka Boot(Men's) -Charcoal Nubuck
$109.95
Frye Ludlow Chukka Sneaker (Men's)
New!
Sale
Frye Ludlow Chukka Sneaker(Men's) -Charcoal Wool
Sale
$108.99
$128.00 15% off
ara Ethan 28803 Chukka Boot (Men's)
New!
Sale
ara Ethan 28803 Chukka Boot(Men's) -Stone Grey Suede
Sale
$164.95
$199.00 17% off
UGG Cali Chukka Sneaker (Men's)
New!
Sale
UGG Cali Chukka Sneaker(Men's) -Seal Suede
$179.95
UGG Freamon Canvas Chukka Boot (Men's)
New!
Sale
UGG Freamon Canvas Chukka Boot(Men's) -Seal Suede/Canvas
Sale
$84.95
$110.00 23% off
Crevo Longport (Men's)
New!
Sale
Crevo Longport(Men's) -Charcoal Leather
$79.95
Lugz Breech Wallaby Work Boot (Men's)
New!
Sale
Lugz Breech Wallaby Work Boot(Men's) -Charcoal/Dark Charcoal/Grey Thermabuck
Sale
$44.99
$89.99 50% off
Chaco Thompson Chukka Boot (Men's)
New!
Sale
Chaco Thompson Chukka Boot(Men's) -Dark Gull Gray Nubuck/Full Grain Leather
$129.95
Crevo Alameda Chukka Boot (Men's)
New!
Sale
Crevo Alameda Chukka Boot(Men's) -Gray Suede
$79.95
Vlado Valentino Chukka (Men's)
New!
Sale
Vlado Valentino Chukka(Men's) -Grey Leather
$94.95 - $149.95
$150.00 up to 37% off
UGG Maksim Camo Chukka Boot (Men's)
New!
Sale
UGG Maksim Camo Chukka Boot(Men's) -Brindle Suede
Sale
$64.95
$130.00 50% off
Dr. Martens Holt Chukka Boot (Men's)
New!
Sale
Dr. Martens Holt Chukka Boot(Men's) -Charcoal/Gunmetal Hairy Suede/Mesa
$129.99 - $134.95
Stacy Adams Astro 53404 (Men's)
New!
Sale
Stacy Adams Astro 53404(Men's) -Gray Suede
$79.95 - $89.95
$90.00 up to 11% off
Bostonian Dezmin Mid Boot (Men's)
New!
Sale
Bostonian Dezmin Mid Boot(Men's) -Grey Suede
$119.95
Bearpaw Gabe Chukka Boot (Men's)
New!
Sale
Bearpaw Gabe Chukka Boot(Men's) -Gray II Cow Suede
$74.95