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Men's Boots

The new chukka boot: refine your style.

Fresh details modernize the classic chukka: oiled leather and tire-tread soles or soft suede with sneaker styling.

SHOP: CHUKKA BOOTS

Men's Boots

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Red Wing 'Iron Ranger' 6 Inch Cap Toe Boot (Online Only)
Red Wing 'Iron Ranger' 6 Inch Cap Toe Boot (Online Only)
ALDO 'Yossef' Cap Toe Boot (Men)
ALDO 'Yossef' Cap Toe Boot (Men)
ALDO 'Yossef' Cap Toe Boot (Men)Was: $185.00Now: $109.9040% OFF
Andrew Marc 'Woodside' Chukka Boot (Men)
Andrew Marc 'Woodside' Chukka Boot (Men)
Andrew Marc 'Woodside' Chukka Boot (Men)Was: $200.00Now: $99.9050% OFF
Timberland 'Lost History' Wingtip Boot (Men)
Timberland 'Lost History' Wingtip Boot (Men)
UGG® 'Hannen' Plain Toe Waterproof Boot with Genuine Shearling (Men)
UGG® 'Hannen' Plain Toe Waterproof Boot with Genuine Shearling (Men)
UGG® 'Boysen' Waterproof Boot (Men)
UGG® 'Boysen' Waterproof Boot (Men)
UGG® 'Boysen' Waterproof Boot (Men)Was: $199.95Now: $129.9035% OFF
1901 'Calgary' Chukka Boot (Men)
1901 'Calgary' Chukka Boot (Men)
1901 'Andres' Chukka Boot (Men)
1901 'Andres' Chukka Boot (Men)
Johnston & Murphy 'Larsey' Plain Toe Boot (Online Only)
Johnston & Murphy 'Larsey' Plain Toe Boot (Online Only)
To Boot New York 'Ellery' Chelsea Boot (Men)
To Boot New York 'Ellery' Chelsea Boot (Men)
H by Hudson 'Osbourne' Chukka Boot (Men)
H by Hudson 'Osbourne' Chukka Boot (Men)
To Boot New York 'Colby' Chukka Boot (Men)
To Boot New York 'Colby' Chukka Boot (Men)
Timberland 'Brook Park' Chukka Boot (Men)
Timberland 'Brook Park' Chukka Boot (Men)
Cole Haan 'Warren' Chelsea Boot (Men)
Cole Haan 'Warren' Chelsea Boot (Men)
Price MatchedCole Haan 'Warren' Chelsea Boot (Men)Was: $248.00Now: $185.9025% OFF
Eastland 'Oakwood 1955' Plain Toe Boot (Men)
Eastland 'Oakwood 1955' Plain Toe Boot (Men)
Eastland 'Oakwood 1955' Plain Toe Boot (Men)Was: $155.00Now: $99.9035% OFF
Clarks® 'Beckery Hike' Moc Toe Boot (Men)
Clarks® 'Beckery Hike' Moc Toe Boot (Men)
H by Hudson 'Palmer' Cap Toe Boot (Men)
H by Hudson 'Palmer' Cap Toe Boot (Men)
Vince 'Harvey' Chelsea Boot (Men)
Vince 'Harvey' Chelsea Boot (Men)
UGG® 'Seton' Waterproof Chukka Boot (Men)
UGG® 'Seton' Waterproof Chukka Boot (Men)
Calvin Klein Jeans 'Marston' Chukka Boot (Men)
Calvin Klein Jeans 'Marston' Chukka Boot (Men)
Wolverine '1000 Mile - Centennial' Round Toe Boot (Men)
Wolverine '1000 Mile - Centennial' Round Toe Boot (Men)
UGG® Australia 'Wrangell' Boot (Men)
UGG® Australia 'Wrangell' Boot (Men)
UGG® 'Stoneman' Waterproof Boot (Men)
UGG® 'Stoneman' Waterproof Boot (Men)
UGG® 'Stoneman' Waterproof Boot (Men)Was: $229.95Now: $148.9035% OFF
UGG® 'Leighton' Chukka Boot (Men)
UGG® 'Leighton' Chukka Boot (Men)
UGG® 'Leighton' Chukka Boot (Men)Was: $159.95Now: $103.9035% OFF
Magnanni 'Hidalgo' Chukka Boot (Men)
Magnanni 'Hidalgo' Chukka Boot (Men)
Magnanni 'Hidalgo' Chukka Boot (Men)Was: $375.00Now: $239.9035% OFF
UGG® 'Parkhurst' Cap Toe Boot (Men)
UGG® 'Parkhurst' Cap Toe Boot (Men)
Blundstone Footwear Chelsea Boot
Blundstone Footwear Chelsea Boot
Aigle 'Parcours® 2 Bottillon' Waterproof Boot (Men)
Aigle 'Parcours® 2 Bottillon' Waterproof Boot (Men)
Kenneth Cole Reaction 'Cap-S Off' Zip Boot (Men)
Kenneth Cole Reaction 'Cap-S Off' Zip Boot (Men)
Kenneth Cole Reaction 'Cap-S Off' Zip Boot (Men)Was: $140.00Now: $81.9540% OFF
Woolrich 'Woodwright' Leather & Canvas Moc Toe Boot (Men)
Woolrich 'Woodwright' Leather & Canvas Moc Toe Boot (Men)
Cole Haan 'Paul' Chukka Boot
Cole Haan 'Paul' Chukka Boot
Eastland 'Orson 1955 x Bonobos' Moc Toe Boot (Men)
Eastland 'Orson 1955 x Bonobos' Moc Toe Boot (Men)
Andrew Marc 'Woodside' Chukka Boot (Men)
Andrew Marc 'Woodside' Chukka Boot (Men)
Andrew Marc 'Woodside' Chukka Boot (Men)Was: $218.00Now: $109.9050% OFF
Timberland 'Wodehouse Lost History' Boot (Men)
Timberland 'Wodehouse Lost History' Boot (Men)
UGG® 'Eaglin' Waterproof Snow Boot
UGG® 'Eaglin' Waterproof Snow Boot
Tod's 'Quinn' Ankle Boot
Tod's 'Quinn' Ankle Boot
Frye 'Tyler' Cap Toe Boot (Men)
Frye 'Tyler' Cap Toe Boot (Men)
New MarkdownFrye 'Tyler' Cap Toe Boot (Men)Was: $348.00Now: $208.8040% OFF
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
Price MatchedJohn Varvatos Star USA 'Hipster' Chukka Boot (Men)Was: $198.00Now: $116.9040% OFF
1901 'Tristan' Chukka Boot (Men)
1901 'Tristan' Chukka Boot (Men)
To Boot New York 'Anderson' Chelsea Boot (Men)
To Boot New York 'Anderson' Chelsea Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Barrett' Plain Toe Boot (Men) (Online Only)
John Varvatos Star USA 'Barrett' Plain Toe Boot (Men) (Online Only)
Clarks® Originals 'Desert' Boot (Men)
Clarks® Originals 'Desert' Boot (Men)
Clarks® Originals 'Desert' Boot (Men)Was: $130.00Now: $77.9040% OFF
UGG® 'Neumel' Chukka Boot (Men)
UGG® 'Neumel' Chukka Boot (Men)
UGG® 'Hendren TL' Waterproof Zip Boot (Men)
UGG® 'Hendren TL' Waterproof Zip Boot (Men)
Timberland Earthkeepers® 'Originals' Boot (Men)
Timberland Earthkeepers® 'Originals' Boot (Men)
Red Wing 'Iron Ranger' 6 Inch Cap Toe Boot (Online Only)
Red Wing 'Iron Ranger' 6 Inch Cap Toe Boot (Online Only)
UGG® 'Hannen' Waterproof Boot (Men)
UGG® 'Hannen' Waterproof Boot (Men)
UGG® 'Hannen' Plain Toe Waterproof Boot with Genuine Shearling (Men)
UGG® 'Hannen' Plain Toe Waterproof Boot with Genuine Shearling (Men)
The Rail 'Canton' Chelsea Boot (Men)
The Rail 'Canton' Chelsea Boot (Men)
Ted Baker London 'Camroon 2' Chelsea Boot (Men)
Ted Baker London 'Camroon 2' Chelsea Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
Paul Smith 'Falconer' Suede Chelsea Boot (Men)
Paul Smith 'Falconer' Suede Chelsea Boot (Men)
Vince Camuto 'Bradbury' Chelsea Boot (Men)
Vince Camuto 'Bradbury' Chelsea Boot (Men)
Timberland 'Earthkeepers® - Brook Park' Chukka Boot (Men)
Timberland 'Earthkeepers® - Brook Park' Chukka Boot (Men)

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