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Men's Boots

Boot up: The Chelsea. Men's boot guide.

The timeless Chelsea boot takes you from morning meetings to long nights out in a single, well-heeled step.

SHOP: DRESS BOOTS

Men's Boots

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Eastland 'Porter 1955' Cap Toe Boot (Men)
Eastland 'Porter 1955' Cap Toe Boot (Men)Was: $135.00Now: $89.9633% OFF
1901 'Brent' Chukka Boot (Men)
1901 'Brent' Chukka Boot (Men)Was: $89.95Now: $53.9640% OFF
(1)
Ariat 'Radcliffe' Boot
Ariat 'Radcliffe' BootWas: $169.95Now: $99.9640% OFF
Florsheim 'Jet' Chukka Boot
Florsheim 'Jet' Chukka BootWas: $135.00Now: $94.5030% OFF
(5)
Rockport 'Ledge Hill' Chukka Boot
Rockport 'Ledge Hill' Chukka BootWas: $145.00Now: $96.9633% OFF
(2)
Sebago 'Thayer' Chukka Boot
Sebago 'Thayer' Chukka BootWas: $155.00Now: $86.9940% OFF
Eastland 'Wyatt 1955' Moc Toe Boot (Men)
Eastland 'Wyatt 1955' Moc Toe Boot (Men)Was: $145.00Now: $99.9630% OFF
Caterpillar 'Vinson' Boot (Men)
Caterpillar 'Vinson' Boot (Men)Was: $154.00Now: $94.9935% OFF
Dr. Martens '1460' Boot (Men)
Dr. Martens '1460' Boot (Men)Was: $125.00Now: $85.8230% OFF
Dr. Martens 'Original 1460' Boot (Men)
Dr. Martens 'Original 1460' Boot (Men)Was: $120.00Now: $93.8220% OFF
Clarks® Originals 'Stinson' Moc Toe Chukka Boot
Clarks® Originals 'Stinson' Moc Toe Chukka BootWas: $110.00Now: $71.5735% OFF
SOREL 'Greely' Waterproof Chelsea Boot
SOREL 'Greely' Waterproof Chelsea BootWas: $130.00Now: $87.1033% OFF
(1)
Clarks® 'Senner Drive' Chukka Boot (Men)
Clarks® 'Senner Drive' Chukka Boot (Men)Was: $99.95Now: $69.9930% OFF
Kickers 'River 6' Chukka Boot
Kickers 'River 6' Chukka BootWas: $163.00Now: $89.9645% OFF
(1)
Hush Puppies® 'Outclass' Plain Toe Boot
Hush Puppies® 'Outclass' Plain Toe BootWas: $169.95Now: $66.9960% OFF
(1)
Ben Sherman 'Aberdeen' Chukka Boot (Men)
Ben Sherman 'Aberdeen' Chukka Boot (Men)Was: $130.00Now: $77.9840% OFF
Sperry Top-Sider® 'Harbor' Canvas Chukka Boot
Sperry Top-Sider® 'Harbor' Canvas Chukka BootWas: $99.95Now: $54.9945% OFF
Dr. Martens 'Tobias' Plain Toe Boot
Dr. Martens 'Tobias' Plain Toe BootWas: $79.95Now: $71.4110% OFF
Dr. Martens '2976' Boot
Dr. Martens '2976' BootWas: $120.00Now: $84.9525% OFF
Bed Stu 'Innovator' Boot (Online Only) (Men)
Bed Stu 'Innovator' Boot (Online Only) (Men)Was: $125.00Now: $83.9933% OFF
Bed Stu 'Innovator' Boot (Online Only) (Men)
Bed Stu 'Innovator' Boot (Online Only) (Men)Was: $125.00Now: $90.8525% OFF
Sebago 'Thayer' Chukka Boot
Sebago 'Thayer' Chukka BootWas: $155.00Now: $86.9940% OFF
J SHOES 'Selby' Chukka Boot
J SHOES 'Selby' Chukka BootWas: $150.00Now: $99.9033% OFF
(1)
Sperry Top-Sider® 'Avenue' Rain Boot (Men)
Sperry Top-Sider® 'Avenue' Rain Boot (Men)Was: $110.00Now: $99.985% OFF
Caterpillar 'Transform' Boot (Men)
Caterpillar 'Transform' Boot (Men)Was: $79.95Now: $60.0025% OFF
Joe's 'Cade' Chukka Boot (Men)
Joe's 'Cade' Chukka Boot (Men)Was: $120.00Now: $94.0020% OFF

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