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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)
Timberland 'Wodehouse Lost History' Boot (Men)
Timberland 'Wodehouse Lost History' Boot (Men)
Johnston & Murphy 'Larsey' Plain Toe Boot (Online Only)
Johnston & Murphy 'Larsey' Plain Toe Boot (Online Only)
Børn 'Harrison' Chukka Boot (Online Only) (Men)
Børn 'Harrison' Chukka Boot (Online Only) (Men)
Price MatchedBørn 'Harrison' Chukka Boot (Online Only) (Men)Was: $125.00Now: $110.0010% OFF
Timberland Earthkeepers® Side Zip Boot
Timberland Earthkeepers® Side Zip Boot
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
Red Wing 'Iron Ranger' 6 Inch Cap Toe Boot (Online Only)
Red Wing 'Iron Ranger' 6 Inch Cap Toe Boot (Online Only)
Vince 'Harvey' Chelsea Boot (Men)
Vince 'Harvey' Chelsea Boot (Men)
Blundstone Footwear Chelsea Boot
Blundstone Footwear Chelsea Boot
Cole Haan 'Warren' Chelsea Boot (Men)
Cole Haan 'Warren' Chelsea Boot (Men)
Tod's 'Quinn' Ankle Boot
Tod's 'Quinn' Ankle Boot
Frye 'Tyler' Cap Toe Boot (Men)
Frye 'Tyler' Cap Toe Boot (Men)
UGG® 'Stoneman' Waterproof Boot (Men)
UGG® 'Stoneman' Waterproof Boot (Men)
UGG® 'Stoneman' Waterproof Boot (Men)Was: $229.95Now: $148.9035% OFF
Magnanni 'Hidalgo' Chukka Boot (Men)
Magnanni 'Hidalgo' Chukka Boot (Men)
Magnanni 'Hidalgo' Chukka Boot (Men)Was: $375.00Now: $239.9035% OFF
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 Reaction 'Thank Me Later' Boot (Men)
Kenneth Cole Reaction 'Thank Me Later' Boot (Men)
Aigle 'Parcours® 2 Bottillon' Waterproof Boot (Men)
Aigle 'Parcours® 2 Bottillon' Waterproof Boot (Men)
UGG® 'Parkhurst' Cap Toe Boot (Men)
UGG® 'Parkhurst' Cap Toe Boot (Men)
Woolrich 'Woodwright' Leather & Canvas Moc Toe Boot (Men)
Woolrich 'Woodwright' Leather & Canvas Moc Toe Boot (Men)
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 'Brook Park' Chukka Boot (Men)
Timberland 'Brook Park' Chukka Boot (Men)
Calvin Klein 'Ballard' Chukka Boot (Men)
Calvin Klein 'Ballard' Chukka Boot (Men)
Price MatchedCalvin Klein 'Ballard' Chukka Boot (Men)Was: $130.00Now: $89.9030% OFF
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
John Varvatos Star USA 'Hipster' Chukka Boot (Men)
Clarks® Originals 'Jink' Desert Boot (Men)
Clarks® Originals 'Jink' Desert Boot (Men)
Clarks® Originals 'Desert' Boot (Men)
Clarks® Originals 'Desert' Boot (Men)
Clarks® Originals 'Desert' Boot (Men)Was: $130.00Now: $77.9040% OFF
John Varvatos Star USA 'Barrett' Plain Toe Boot (Men) (Online Only)
John Varvatos Star USA 'Barrett' Plain Toe Boot (Men) (Online Only)
UGG® 'Neumel' Chukka Boot (Men)
UGG® 'Neumel' Chukka Boot (Men)
Cole Haan 'Cranston' Water Resistant Chukka Boot (Men)
Cole Haan 'Cranston' Water Resistant Chukka Boot (Men)
The Rail 'Canton' Chelsea Boot (Men)
The Rail 'Canton' Chelsea Boot (Men)
UGG® 'Hannen' Plain Toe Waterproof Boot with Genuine Shearling (Men)
UGG® 'Hannen' Plain Toe Waterproof Boot with Genuine Shearling (Men)
Timberland Earthkeepers® 'Originals' Boot (Men)
Timberland Earthkeepers® 'Originals' Boot (Men)
1901 'Montrose' Chelsea Boot (Men)
1901 'Montrose' Chelsea Boot (Men)
UGG® 'Hendren TL' Waterproof Zip Boot (Men)
UGG® 'Hendren TL' Waterproof Zip Boot (Men)
Campobello 'Alden' Chelsea Boot (Men)
Campobello 'Alden' Chelsea Boot (Men)
Tretorn 'New Gunnar' Waterproof Rain Boot (Men)
Tretorn 'New Gunnar' Waterproof Rain 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 'Earthkeepers® - Brook Park' Chukka Boot (Men)
Timberland 'Earthkeepers® - Brook Park' Chukka Boot (Men)
Timberland 'Newport Bay' Chukka Boot (Men)
Timberland 'Newport Bay' Chukka Boot (Men)
Vince Camuto 'Bradbury' Chelsea Boot (Men)
Vince Camuto 'Bradbury' Chelsea Boot (Men)
Clarks® 'Montacute Duke' Boot (Men)
Clarks® 'Montacute Duke' Boot (Men)
Price MatchedClarks® 'Montacute Duke' Boot (Men)Was: $140.00Now: $109.9020% OFF
ECCO 'Holbrok' Plain Toe Boot (Men)
ECCO 'Holbrok' Plain Toe Boot (Men)
ECCO 'Holbrok' Plain Toe Boot (Men)Was: $199.95Now: $119.9640% 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
Timberland 'Thorton' Waterproof Hiking Boot (Men)
Timberland 'Thorton' Waterproof Hiking Boot (Men)
Price MatchedTimberland 'Thorton' Waterproof Hiking Boot (Men)Was: $150.00Now: $109.9025% OFF

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