Shop Men's Chukka Boots

68 Total Items

68 Total Items

Men's TWISTED X Chukka Driving Moc Dress Shoes in Bomber/Tan color
TWISTED X
$140.99
$129.98

Men's TWISTED X Chukka Driving Moc Dress Shoes

$140.99
$129.98
Men's TWISTED X Original Chukka Driving Moc Dress Shoes in Bomber color
TWISTED X
$134.99
$129.98

Men's TWISTED X Original Chukka Driving Moc Dress Shoes

$134.99
$129.98
Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots in Coyote color
Carhartt
$104.99

Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots

$104.99
Men's Thomas & Vine Booker Chukka Boots in Cognac color
Thomas & Vine
$159.99
$69.98

Men's Thomas & Vine Booker Chukka Boots

$159.99
$69.98
Men's Reserved Footwear Keith Dress Shoes in Grey color
Reserved Footwear
$64.99
$54.98

Men's Reserved Footwear Keith Dress Shoes

$64.99
$54.98
Men's Reserved Footwear Keith Dress Shoes in Black color
Reserved Footwear
$64.99
$54.98

Men's Reserved Footwear Keith Dress Shoes

$64.99
$54.98
Men's Reserved Footwear Keith Dress Shoes in Cognac color
Reserved Footwear
$64.99
$54.98

Men's Reserved Footwear Keith Dress Shoes

$64.99
$54.98
Men's Vintage Foundry Co Milton Chukka Dress Boots in Brown color
Vintage Foundry Co
$149.99
$114.98

Men's Vintage Foundry Co Milton Chukka Dress Boots

$149.99
$114.98
Men's Vintage Foundry Co Milton Chukka Dress Boots in Navy color
Vintage Foundry Co
$149.99
$114.98

Men's Vintage Foundry Co Milton Chukka Dress Boots

$149.99
$114.98
Men's Thomas & Vine Aldridge Dress Boots in Cognac color
Thomas & Vine
$164.99
$69.98

Men's Thomas & Vine Aldridge Dress Boots

$164.99
$69.98
Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots in Brown color
Carhartt
$104.99

Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots

$104.99
Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots in Black color
Carhartt
$104.99

Men's Carhartt Haslett Moc Toe Canvas Chukka Work Boots

$104.99
Men's Vance Co. Franco Wide Chukka Dress Boots in Black Wide color
Vance Co.
$84.99
$69.98

Men's Vance Co. Franco Wide Chukka Dress Boots

$84.99
$69.98
Men's Vintage Foundry Co Marlow Chukka Dress Boots in Black color
Vintage Foundry Co
$149.99
$114.98

Men's Vintage Foundry Co Marlow Chukka Dress Boots

$149.99
$114.98
Men's Vintage Foundry Co Marlow Chukka Dress Boots in Brown color
Vintage Foundry Co
$149.99
$114.98

Men's Vintage Foundry Co Marlow Chukka Dress Boots

$149.99
$114.98
Men's Thomas & Vine Banks Chukka Boots in Cognac color
Thomas & Vine
$189.99
$69.98

Men's Thomas & Vine Banks Chukka Boots

$189.99
$69.98
Men's Thomas & Vine Banks Chukka Boots in Charcoal color
Thomas & Vine
$189.99
$69.98

Men's Thomas & Vine Banks Chukka Boots

$189.99
$69.98
Men's Vintage Foundry Co Lewis Dress Chukka Boots in Brown color
Vintage Foundry Co
$119.99
$89.98

Men's Vintage Foundry Co Lewis Dress Chukka Boots

$119.99
$89.98
Men's New York and Company Luciano Chukka Dress Boots in Black color
New York and Company
$59.99
$49.98

Men's New York and Company Luciano Chukka Dress Boots

$59.99
$49.98
Men's New York and Company Luciano Chukka Dress Boots in Cognac color
New York and Company
$59.99
$49.98

Men's New York and Company Luciano Chukka Dress Boots

$59.99
$49.98
Men's Vance Co. Barett Dress Boots in Blue color
Vance Co.
$109.99
$74.98

Men's Vance Co. Barett Dress Boots

$109.99
$74.98
Men's Vance Co. Barett Dress Boots in Grey color
Vance Co.
$109.99
$74.98

Men's Vance Co. Barett Dress Boots

$109.99
$74.98
Men's Vance Co. Barett Dress Boots in Black color
Vance Co.
$109.99
$74.98

Men's Vance Co. Barett Dress Boots

$109.99
$74.98
Men's Vintage Foundry Co Aldwin Dress Chukka Boots in Black color
Vintage Foundry Co
$134.99
$104.98

Men's Vintage Foundry Co Aldwin Dress Chukka Boots

$134.99
$104.98