Shop Men's Chelsea Boots and Chukka Boots

185 Total Items

185 Total Items

Men's Dr. Martens Hardie Chelsea Boots in Black color
Dr. Martens
$119.99

Men's Dr. Martens Hardie Chelsea Boots

$119.99
Men's B-52 Easy Dress Shoes in Dark Brown color
B-52
$79.99
$49.98

Men's B-52 Easy Dress Shoes

$79.99
$49.98
Men's Dockers Camden Dress Shoes in Black color
Dockers
$84.99
$69.98

Men's Dockers Camden Dress Shoes

$84.99
$69.98
Men's Florsheim Vibe Plain Toe Chukka Dress Boots in Brown CH color
Florsheim
$120.00

Men's Florsheim Vibe Plain Toe Chukka Dress Boots

$120.00
Men's Thomas & Vine Hanford Chelsea Dress Boots in Cognac color
Thomas & Vine
$199.99
$39.98

Men's Thomas & Vine Hanford Chelsea Dress Boots

$199.99
$39.98
Men's Bogs Footwear Arcata Chelsea Camo Chelsea Winter Boots in Mossy Oak color
Bogs Footwear
$169.99

Men's Bogs Footwear Arcata Chelsea Camo Chelsea Winter Boots

$169.99
Men's Clarks Bushacre 3 Chukka Boots in Beeswax Leather color
Clarks
$109.99
$99.98

Men's Clarks Bushacre 3 Chukka Boots

$109.99
$99.98
Men's Deer Stags Rockland Chelsea Boots in Brown/DarkBrown color
Deer Stags
$89.99

Men's Deer Stags Rockland Chelsea Boots

$89.99
Men's Clarks Bushacre 2 Chukka Boots in Dark Brown color
Clarks
$99.99
$79.98

Men's Clarks Bushacre 2 Chukka Boots

$99.99
$79.98
Men's TWISTED X Chukka Driving Moc Dress Shoes in Bomber/Tan color
TWISTED X
$149.99
$129.98

Men's TWISTED X Chukka Driving Moc Dress Shoes

$149.99
$129.98
Men's Born Hemlock Dress Shoes in Brown color
Born
$134.99

Men's Born Hemlock Dress Shoes

$134.99
Men's Florsheim Lodge Plain Toe 3 Eye Chukka Boot Dress Shoes in Crazy Horse Br color
Florsheim
$139.99

Men's Florsheim Lodge Plain Toe 3 Eye Chukka Boot Dress Shoes

$139.99
Men's Florsheim Lodge Plain Toe 3 Eye Chukka Boot Dress Shoes in Crazy Horse Bk color
Florsheim
$139.99

Men's Florsheim Lodge Plain Toe 3 Eye Chukka Boot Dress Shoes

$139.99
Men's Carhartt Detroit ESD Chukka Work Boots in Black/Gum color
Carhartt
$124.99

Men's Carhartt Detroit ESD Chukka Work Boots

$124.99
Men's Vance Co. Salter Chelsea Boots in Walnut color
Vance Co.
$109.99
$79.98

Men's Vance Co. Salter Chelsea Boots

$109.99
$79.98
Men's Vance Co. Salter Chelsea Boots in Black color
Vance Co.
$109.99
$79.98

Men's Vance Co. Salter Chelsea Boots

$109.99
$79.98
Men's Vance Co. Stratton Chukka Boots in Walnut color
Vance Co.
$109.99
$79.98

Men's Vance Co. Stratton Chukka Boots

$109.99
$79.98
Men's Vance Co. Stratton Chukka Boots in Black color
Vance Co.
$109.99
$79.98

Men's Vance Co. Stratton Chukka Boots

$109.99
$79.98
Men's Dingo Boot Camino Chelsea Boots in White color
Dingo Boot
$149.00

Men's Dingo Boot Camino Chelsea Boots

$149.00
Men's Dingo Boot Camino Chelsea Boots in Brown color
Dingo Boot
$149.00

Men's Dingo Boot Camino Chelsea Boots

$149.00
Men's Dingo Boot Camino Chelsea Boots in Black cherry color
Dingo Boot
$149.00

Men's Dingo Boot Camino Chelsea Boots

$149.00
Men's Dingo Boot Camino Chelsea Boots in Black color
Dingo Boot
$149.00

Men's Dingo Boot Camino Chelsea Boots

$149.00
Men's Florsheim Rucci Plain Toe Chukka Dress Boots in Cognac color
Florsheim
$154.99
$134.98

Men's Florsheim Rucci Plain Toe Chukka Dress Boots

$154.99
$134.98
Men's Florsheim Rucci Plain Toe Chukka Dress Boots in Black color
Florsheim
$154.99
$134.98

Men's Florsheim Rucci Plain Toe Chukka Dress Boots

$154.99
$134.98
...