Shop Men's Chelsea Boots and Chukka Boots

239 Total Items

239 Total Items

Men's HEYDUDE Branson Chelsea Boots in Walnut color
HEYDUDE
$99.99
$59.98

Men's HEYDUDE Branson Chelsea Boots

$99.99
$59.98

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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 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 Roberto Chelsea Boot in Black color
Vintage Foundry Co
$129.99
$99.98

Men's Vintage Foundry Co Roberto Chelsea Boot

$129.99
$99.98
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 Vintage Foundry Co Roberto Chelsea Boot in Taupe color
Vintage Foundry Co
$129.99
$99.98

Men's Vintage Foundry Co Roberto Chelsea Boot

$129.99
$99.98
Men's New York and Company Parker Boot Chelsea Dress Boots in Brown color
New York and Company
$49.99
$44.98

Men's New York and Company Parker Boot Chelsea Dress Boots

$49.99
$44.98
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 Brown color
Vintage Foundry Co
$174.99
$154.98

Men's Vintage Foundry Co Orson Boots

$174.99
$154.98
Men's Vintage Foundry Co Orson Boots in Black color
Vintage Foundry Co
$174.99
$154.98

Men's Vintage Foundry Co Orson Boots

$174.99
$154.98
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 Eastland Norway Chelsea Boots in Black color
Eastland
$149.99

Men's Eastland Norway Chelsea Boots

$149.99
Men's Reserved Footwear Zion Dress Shoes in Black color
Reserved Footwear
$54.99
$49.98

Men's Reserved Footwear Zion Dress Shoes

$54.99
$49.98
Men's Reserved Footwear Zion Dress Shoes in Cognac color
Reserved Footwear
$54.99
$49.98

Men's Reserved Footwear Zion Dress Shoes

$54.99
$49.98
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 Caterpillar Striver Chelsea Work Boots in Brown color
Caterpillar
$109.99

Men's Caterpillar Striver Chelsea Work Boots

$109.99
Men's Bull Boxer Land Boots in Dark Brown color
Bull Boxer
$99.99
$59.98

Men's Bull Boxer Land Boots

$99.99
$59.98
Men's Florsheim Forge Plain Toe Gore Dress Boots in Cognac color
Florsheim
$114.99
$109.98

Men's Florsheim Forge Plain Toe Gore Dress Boots

$114.99
$109.98
Men's Florsheim Forge Plain Toe Gore Dress Boots in Black color
Florsheim
$114.99
$109.98

Men's Florsheim Forge Plain Toe Gore Dress Boots

$114.99
$109.98
Men's Florsheim Forge Plain Toe Chukka Dress Boots in Cognac color
Florsheim
$114.99
$109.98

Men's Florsheim Forge Plain Toe Chukka Dress Boots

$114.99
$109.98
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