Shop Men's Chelsea Boots and Chukka Boots

147 Total Items

147 Total Items

Men's Nunn Bush Circuit DC Plain Toe Chukka Boots in Brown Multi color
Nunn Bush
$89.99
$64.98

Men's Nunn Bush Circuit DC Plain Toe Chukka Boots

$89.99
$64.98
Men's Carhartt FW5233-M Wedge Steel Toe Chelsea Work Boots in Dark Bison color
Carhartt
$159.99

Men's Carhartt FW5233-M Wedge Steel Toe Chelsea Work Boots

$159.99
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 Vintage Foundry Co Orson Boots in Cognac color
Vintage Foundry Co
$174.99
$154.98

Men's Vintage Foundry Co Orson Boots

$174.99
$154.98
Men's Eastland Norway Chelsea Boots in Oak color
Eastland
$149.99

Men's Eastland Norway Chelsea Boots

$149.99
Men's Rockport Cassius Chelsea Boots in Brown Oat color
Rockport
$159.99

Men's Rockport Cassius Chelsea Boots

$159.99
Men's Rockport Cassius Chelsea Boots in Dark Natural color
Rockport
$159.99

Men's Rockport Cassius Chelsea Boots

$159.99
Men's Rockport Cassius Chelsea Boots in Black color
Rockport
$159.99

Men's Rockport Cassius Chelsea Boots

$159.99
Men's Nunn Bush Otis II Boots in Tan Leather color
Nunn Bush
$119.99

Men's Nunn Bush Otis II Boots

$119.99

See Price in Bag

Men's Nunn Bush Otis II Boots in Brown Leather color
Nunn Bush
$119.99

Men's Nunn Bush Otis II Boots

$119.99

See Price in Bag

Men's Nunn Bush Otis II Boots in Black Tumble color
Nunn Bush
$119.99

Men's Nunn Bush Otis II Boots

$119.99

See Price in Bag

Men's Deer Stags Brayden Dress Shoes in Brown color
Deer Stags
$99.99
$69.98

Men's Deer Stags Brayden Dress Shoes

$99.99
$69.98
Men's Carhartt Frontier Chelsea Work Boots in Mossy Brown color
Carhartt
$134.99

Men's Carhartt Frontier Chelsea Work Boots

$134.99
Men's Eastland Herman Dress Chelsea Boots in Brown color
Eastland
$134.99

Men's Eastland Herman Dress Chelsea Boots

$134.99
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 Lyle Boots in Taupe color
Vintage Foundry Co
$159.99
$139.98

Men's Vintage Foundry Co Lyle Boots

$159.99
$139.98
Men's Vintage Foundry Co Lyle Boots in Brown color
Vintage Foundry Co
$159.99
$139.98

Men's Vintage Foundry Co Lyle Boots

$159.99
$139.98
Men's Vintage Foundry Co Lyle Boots in Black color
Vintage Foundry Co
$159.99
$139.98

Men's Vintage Foundry Co Lyle Boots

$159.99
$139.98
Men's Reserved Footwear Ryder Dress Shoes in Black color
Reserved Footwear
$64.99
$54.98

Men's Reserved Footwear Ryder Dress Shoes

$64.99
$54.98
Men's Reserved Footwear Ryder Dress Shoes in Tan color
Reserved Footwear
$64.99
$54.98

Men's Reserved Footwear Ryder Dress Shoes

$64.99
$54.98
Men's Vintage Foundry Co Charles Chelsea Dress Boots in Tan color
Vintage Foundry Co
$149.99
$139.98

Men's Vintage Foundry Co Charles Chelsea Dress Boots

$149.99
$139.98
Men's Vintage Foundry Co Charles Chelsea Dress Boots in Black color
Vintage Foundry Co
$149.99
$139.98

Men's Vintage Foundry Co Charles Chelsea Dress Boots

$149.99
$139.98
...