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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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Calvin Klein Jeans 'Marston' Chukka Boot (Men)
Calvin Klein Jeans 'Marston' Chukka Boot (Men)
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)
1901 'Calgary' Chukka Boot (Men)
1901 'Calgary' Chukka Boot (Men)
1901 'Andres' Chukka Boot (Men)
1901 'Andres' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
Cole Haan 'Warren' Chelsea Boot (Men)
Cole Haan 'Warren' Chelsea Boot (Men)
Vince 'Harvey' Chelsea Boot (Men)
Vince 'Harvey' Chelsea Boot (Men)
Frye 'Tyler' Cap Toe Boot (Men)
Frye 'Tyler' Cap Toe Boot (Men)
Aquatalia 'Carter' Weatherproof Cap Toe Boot (Men)
Aquatalia 'Carter' Weatherproof Cap Toe Boot (Men)
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)
To Boot New York 'Braeden Mid' Wingtip Boot (Men)
To Boot New York 'Braeden Mid' Wingtip Boot (Men)
New MarkdownTo Boot New York 'Braeden Mid' Wingtip Boot (Men)Was: $398.00Now: $237.9040% OFF
Kenneth Cole New York 'Smash Bash' Cap Toe Zip Boot (Men)
Kenneth Cole New York 'Smash Bash' Cap Toe Zip Boot (Men)
Aigle 'Parcours® 2 Bottillon' Waterproof Boot (Men)
Aigle 'Parcours® 2 Bottillon' Waterproof Boot (Men)
Woolrich 'Woodwright' Leather & Canvas Moc Toe Boot (Men)
Woolrich 'Woodwright' Leather & Canvas Moc Toe Boot (Men)
Blondo 'Gustave' Waterproof Chukka Boot (Men)
Blondo 'Gustave' Waterproof Chukka Boot (Men)
Eastland 'Orson 1955 x Bonobos' Moc Toe Boot (Men)
Eastland 'Orson 1955 x Bonobos' Moc Toe Boot (Men)
Tod's 'Quinn' Ankle Boot
Tod's 'Quinn' Ankle Boot
Timberland 'Wodehouse Lost History' Boot (Men)
Timberland 'Wodehouse Lost History' 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
UGG® 'Eaglin' Waterproof Snow Boot
UGG® 'Eaglin' Waterproof Snow Boot
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
Børn 'Harrison' Chukka Boot (Online Only) (Men)
Børn 'Harrison' Chukka Boot (Online Only) (Men)
Magnanni 'Raiden' Monk Strap Chukka Boot (Men)
Magnanni 'Raiden' Monk Strap 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)
UGG® 'Foerster' Pull-On Boot (Men)
UGG® 'Foerster' Pull-On Boot (Men)
ALDO 'Prearia' Boot (Men)
ALDO 'Prearia' Boot (Men)
Tretorn 'New Gunnar' Waterproof Rain Boot (Men)
Tretorn 'New Gunnar' Waterproof Rain Boot (Men)
The Rail 'Canton' Chelsea Boot (Men)
The Rail 'Canton' Chelsea Boot (Men)
UGG® 'Hendren TL' Waterproof Zip Boot (Men)
UGG® 'Hendren TL' Waterproof Zip Boot (Men)
Wolverine '1000 Mile - Centennial' Round Toe Boot (Men)
Wolverine '1000 Mile - Centennial' Round Toe Boot (Men)
Vince Camuto 'Bradbury' Chelsea Boot (Men)
Vince Camuto 'Bradbury' Chelsea Boot (Men)
Vince Camuto 'Branx' Chukka Boot (Men)
Vince Camuto 'Branx' Chukka Boot (Men)
Deer Stags 'Mean' Leather Chukka Boot (Men)
Deer Stags 'Mean' Leather Chukka Boot (Men)
Price MatchedDeer Stags 'Mean' Leather Chukka Boot (Men)Was: $79.95Now: $60.0025% OFF
Timberland 'Brook Park' Chukka Boot (Men)
Timberland 'Brook Park' Chukka Boot (Men)
Timberland 'Earthkeepers® - Brook Park' Chukka Boot (Men)
Timberland 'Earthkeepers® - Brook Park' Chukka Boot (Men)
Clarks® 'Montacute Duke' Boot (Men)
Clarks® 'Montacute Duke' Boot (Men)
Price MatchedClarks® 'Montacute Duke' Boot (Men)Was: $140.00Now: $109.9020% OFF
Clarks® 'Muckers' Waterproof Snow Boot (Men)
Clarks® 'Muckers' Waterproof Snow Boot (Men)
Clarks® 'Muckers' Waterproof Snow Boot (Men)Was: $150.00Now: $89.9040% OFF
UGG® 'Leighton' Chukka Boot (Men)
UGG® 'Leighton' Chukka Boot (Men)
Joe's 'Blake' Plain Toe Boot (Men)
Joe's 'Blake' Plain Toe Boot (Men)
Kenneth Cole New York 'Mind over Matter' Cap Toe Boot (Men)
Kenneth Cole New York 'Mind over Matter' Cap Toe Boot (Men)
Kenneth Cole Reaction 'Thank Me Later' Boot (Men)
Kenneth Cole Reaction 'Thank Me Later' Boot (Men)
Timberland 'Jefferson Summit' Waterproof Hiking Boot (Men)
Timberland 'Jefferson Summit' Waterproof Hiking Boot (Men)
Price MatchedTimberland 'Jefferson Summit' Waterproof Hiking Boot (Men)Was: $160.00Now: $111.9530% OFF
Joe's 'Adams' Boot (Men)
Joe's 'Adams' Boot (Men)
Joe's 'Adams' Boot (Men)Was: $230.00Now: $138.0040% OFF
ECCO 'Findlay' Chukka Boot (Men)
ECCO 'Findlay' Chukka Boot (Men)

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