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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.

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Men's Boots

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John Varvatos Collection 'Dylan' Chukka Boot
New MarkdownJohn Varvatos Collection 'Dylan' Chukka BootWas: $398.00Now: $129.9965% OFF
Sperry Top-Sider® 'Bahama' Moc Toe Boot
Sperry Top-Sider® 'Bahama' Moc Toe BootWas: $84.95Now: $42.4750% OFF
Sperry Top-Sider® 'Bahama' Boot
Sperry Top-Sider® 'Bahama' BootWas: $99.95Now: $49.9650% OFF
(2)
Quiksilver 'Bishop' Chukka Boot
Quiksilver 'Bishop' Chukka BootWas: $110.00Now: $54.9850% OFF
Frank Wright 'Totton' Chukka Boot
Frank Wright 'Totton' Chukka BootWas: $120.00Now: $69.9640% OFF
(1)
Ben Sherman 'Aberdeen' Chukka Boot (Men)
Ben Sherman 'Aberdeen' Chukka Boot (Men)Was: $130.00Now: $77.9840% OFF
Kickers 'Darius' Plain Toe Boot
Kickers 'Darius' Plain Toe BootWas: $167.00Now: $79.9750% OFF
Kickers 'Darius' Plain Toe Boot
Kickers 'Darius' Plain Toe BootWas: $167.00Now: $83.4950% OFF
Roberto Vasi 'Hudson' Camo Chukka Boot
Roberto Vasi 'Hudson' Camo Chukka BootWas: $130.00Now: $87.0733% OFF
Roberto Vasi 'Samuel' Boot
Roberto Vasi 'Samuel' BootWas: $129.95Now: $87.0733% OFF
Eastland 'Porter 1955' Cap Toe Boot (Men)
Eastland 'Porter 1955' Cap Toe Boot (Men)Was: $135.00Now: $89.9633% OFF
Kickers 'River 6' Chukka Boot
Kickers 'River 6' Chukka BootWas: $163.00Now: $89.9645% OFF
(1)
Joe's 'Cade' Chukka Boot (Men)
Joe's 'Cade' Chukka Boot (Men)Was: $120.00Now: $94.0020% OFF
Rockport 'Ledge Hill' Chukka Boot
Rockport 'Ledge Hill' Chukka BootWas: $145.00Now: $96.9633% OFF
(2)
John Varvatos Star USA 'Redding' Chukka Boot
John Varvatos Star USA 'Redding' Chukka BootWas: $198.00Now: $98.9850% OFF
John Varvatos Star USA 'Hipster' Chukka Boot
John Varvatos Star USA 'Hipster' Chukka BootWas: $198.00Now: $98.9850% OFF
(6)
J SHOES 'Selby' Chukka Boot
J SHOES 'Selby' Chukka BootWas: $150.00Now: $99.9033% OFF
(1)
Ariat 'Radcliffe' Boot
Ariat 'Radcliffe' BootWas: $169.95Now: $99.9640% OFF
Eastland 'Wyatt 1955' Moc Toe Boot (Men)
Eastland 'Wyatt 1955' Moc Toe Boot (Men)Was: $145.00Now: $99.9630% OFF
Bugatchi 'Vail' Chukka Boot (Men)
Bugatchi 'Vail' Chukka Boot (Men)Was: $210.00Now: $99.9650% OFF
(7)
Rogue 'Hawthorne' Boot
Rogue 'Hawthorne' BootWas: $175.00Now: $104.9640% OFF
Rockport 'RocSports Rugged' Moc Toe Boot
Rockport 'RocSports Rugged' Moc Toe BootWas: $160.00Now: $109.9630% OFF
(2)
Bugatchi 'Alta' Wingtip Boot (Men)
Bugatchi 'Alta' Wingtip Boot (Men)Was: $185.00 - $210.00Now: $110.9640% OFF
Tommy Bahama 'Editso' Plain Toe Boot
Tommy Bahama 'Editso' Plain Toe BootWas: $198.00Now: $116.9640% OFF
(1)
Tommy Bahama 'Editso' Plain Toe Boot
Tommy Bahama 'Editso' Plain Toe BootWas: $198.00Now: $116.9640% OFF
(5)
J.D. Fisk 'Colin' Boot
J.D. Fisk 'Colin' BootWas: $239.00Now: $118.9650% OFF
Keen 'Nopo' Boot
Keen 'Nopo' BootWas: $170.00Now: $119.9025% OFF
(7)
Rogue 'Hawthorne' Boot
Rogue 'Hawthorne' BootWas: $175.00Now: $122.5030% OFF
(1)
G-Star Raw 'District Carabiner' Moc Toe Boot
G-Star Raw 'District Carabiner' Moc Toe BootWas: $180.00Now: $123.9630% OFF
Cole Haan 'LunarGrand' Chukka Boot
Cole Haan 'LunarGrand' Chukka BootWas: $248.00Now: $123.9850% OFF
Rogue Plain Toe Boot
Rogue Plain Toe BootWas: $224.95Now: $134.9640% OFF
(1)
Rogue Plain Toe Boot
Rogue Plain Toe BootWas: $224.95Now: $134.9640% OFF
Rogue 'Drakon' Chukka Boot
Rogue 'Drakon' Chukka BootWas: $198.00Now: $138.6030% OFF
Dr. Martens 'Bentley' Boot
Dr. Martens 'Bentley' BootWas: $210.00Now: $139.9633% OFF
(6)
Andrew Marc 'Gotham' Plain Toe Boot (Men)
Andrew Marc 'Gotham' Plain Toe Boot (Men)Was: $218.00Now: $141.7035% OFF
(1)
Bugatchi 'Zernatt' Plain Toe Boot (Men)
Bugatchi 'Zernatt' Plain Toe Boot (Men)Was: $240.00Now: $143.9640% OFF
Boemos Plain Toe Boot (Men)
Boemos Plain Toe Boot (Men)Was: $221.00Now: $148.0733% OFF
J.D. Fisk 'Inverness' Round Toe Boot
J.D. Fisk 'Inverness' Round Toe BootWas: $299.00Now: $148.9650% OFF
(1)
J.D. Fisk 'Inverness' Round Toe Boot
J.D. Fisk 'Inverness' Round Toe BootWas: $299.00Now: $148.9650% OFF
Rogue 'Platon' Wingtip Boot
Rogue 'Platon' Wingtip BootWas: $224.95Now: $149.9633% OFF
Boemos Suede Chelsea Boot (Men)
Boemos Suede Chelsea Boot (Men)Was: $226.00Now: $151.4233% OFF
Blackstone 'AM 12' Cap Toe Boot (Men)
Blackstone 'AM 12' Cap Toe Boot (Men)Was: $257.00Now: $154.2040% OFF
Cole Haan 'Glenn' Chukka Boot
Cole Haan 'Glenn' Chukka BootWas: $228.00Now: $159.9630% OFF
Cole Haan 'LunarGrand' Chukka Boot (Men)
Cole Haan 'LunarGrand' Chukka Boot (Men)Was: $278.00Now: $159.9640% OFF
UGG® Australia 'Rockville II' Boot (Men)
UGG® Australia 'Rockville II' Boot (Men)Was: $249.95Now: $159.9735% OFF
(24)
Andrew Marc 'Roxbury' Boot (Men)
Andrew Marc 'Roxbury' Boot (Men)Was: $268.00Now: $160.8040% OFF
(5)
Andrew Marc 'Forest' Plain Toe Boot (Men)
Andrew Marc 'Forest' Plain Toe Boot (Men)Was: $248.00Now: $161.2035% OFF
Rogue 'Kuaka' Boot
Rogue 'Kuaka' BootWas: $275.00Now: $164.9640% OFF
Bacco Bucci 'Cotton' Boot (Men)
Bacco Bucci 'Cotton' Boot (Men)Was: $255.00Now: $164.9635% OFF
(1)
Red Wing Suede Chukka Boot (Men)
Red Wing Suede Chukka Boot (Men)Was: $260.00Now: $169.9035% OFF
Red Wing Suede Chukka Boot (Men)
Red Wing Suede Chukka Boot (Men)Was: $260.00Now: $169.9035% OFF
(1)
Red Wing Moc Toe Boot (Men)
Red Wing Moc Toe Boot (Men)Was: $260.00Now: $169.9035% OFF
(3)
Red Wing Suede Moc Toe Boot (Men)
Red Wing Suede Moc Toe Boot (Men)Was: $260.00Now: $169.9035% OFF
Red Wing Suede Chukka Boot (Men)
Red Wing Suede Chukka Boot (Men)Was: $260.00Now: $169.9035% OFF
Andrew Marc 'Willets' Chukka Boot (Men)
Andrew Marc 'Willets' Chukka Boot (Men)Was: $298.00Now: $178.8040% OFF
Lloyd 'Hengelo' Chukka Boot
Lloyd 'Hengelo' Chukka BootWas: $269.00 - $279.00Now: $179.96 - $279.0033% OFF
(1)
Andrew Marc 'Forte' Zip Boot (Men)
Andrew Marc 'Forte' Zip Boot (Men)Was: $268.00Now: $187.6030% OFF
Eastland 'Baxter 1955' Moc Toe Boot
Eastland 'Baxter 1955' Moc Toe BootWas: $285.00Now: $189.9633% OFF
Rogue 'Zeppole' Boot
Rogue 'Zeppole' BootWas: $275.00Now: $192.5030% OFF
(1)
Blackstone 'AM 08' Boot (Men)
Blackstone 'AM 08' Boot (Men)Was: $329.00Now: $197.4040% OFF
Bacco Bucci 'Rockey' Cap Toe Boot (Men)
Bacco Bucci 'Rockey' Cap Toe Boot (Men)Was: $295.00Now: $198.9633% OFF
Trask 'Garnet' Chelsea Boot
Trask 'Garnet' Chelsea BootWas: $350.00Now: $219.9635% OFF
(3)
Lucchese Ostrich & Calfskin Cowboy Boot (Men)
Lucchese Ostrich & Calfskin Cowboy Boot (Men)Was: $320.00Now: $224.9030% OFF
(3)
Trask 'Glacier' Boot
Trask 'Glacier' BootWas: $385.00Now: $249.9635% OFF
(1)
Lucchese Square Toe Leather Boot (Men)
Lucchese Square Toe Leather Boot (Men)Was: $380.00Now: $264.9030% OFF
Lucchese 'Jesse' Western Boot (Men)
Lucchese 'Jesse' Western Boot (Men)Was: $350.00Now: $279.9020% OFF

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