Best Seller
Sperry Men's Dockard Chukka Boots - Brown 7

Sperry Men's Dockard Chukka Boots - Brown 7

Sperry uses premium leather uppers with a rugged stitch-out design to create these Chelsea boots, fitted with gore panels to provide easy-on and easy-off versatility. more

$150.00

FREE shipping

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Sperry Men's Dockard Chukka Boots - Brown 7.5

Sperry Men's Dockard Chukka Boots - Brown 7.5

Sperry uses premium leather uppers with a rugged stitch-out design to create these Chelsea boots, fitted with gore panels to provide easy-on and easy-off versatility. more

$150.00

FREE shipping

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Best Seller
Sperry Men's Bahama Lug Navel Boots - Black 7

Sperry Men's Bahama Lug Navel Boots - Black 7

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Top-Sider Men's A/O Wedge Leather Chukka Boot, Size: 7 M, Blue

Sperry Top-Sider Men's A/O Wedge Leather Chukka Boot, Size: 7 M, Blue

The Sperry A/O Wedge Leather Chukka Boot is perfect to wear on a casual Friday at work. Its genuine handsewn moccasin construction ensures longevity of wear for prolonged use. This boot has a non-marking rubber outsole with razor-cut Wave-Siping for... more

$77.97

FREE shipping

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Sperry Top-Sider Men's A/O Wedge Leather Chukka Boot, Size: 10 M, Blue

Sperry Top-Sider Men's A/O Wedge Leather Chukka Boot, Size: 10 M, Blue

The Sperry A/O Wedge Leather Chukka Boot is perfect to wear on a casual Friday at work. Its genuine handsewn moccasin construction ensures longevity of wear for prolonged use. This boot has a non-marking rubber outsole with razor-cut Wave-Siping for... more

$77.97

FREE shipping

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Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 7 M, Olive Mesh

Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 7 M, Olive Mesh

Keeping you stylish and comfortable all day, the Sperry Cutwater Chukka Boot is something you won't want to take off. This breathable ankle boot is fitted with a non-marking, lugged, molded rubber outsole with Razor-Cut Wave-Siping for ultimate wet and... more

$54.98

FREE shipping

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Sperry Top-Sider Men's Gamefish Mukka Chukka Boot, Grey, 7.5 M US

Sperry Top-Sider Men's Gamefish Mukka Chukka Boot, Grey, 7.5 M US

Chukka boot more

$27.95

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Sperry Top-Sider Men's Gamefish Mukka Chukka Boot, Navy, 13 M US

Sperry Top-Sider Men's Gamefish Mukka Chukka Boot, Navy, 13 M US

Chukka boot more

$99.95

FREE shipping

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Sperry Top-Sider Men's Clipper Wool Chukka Boot, Tan, 8.5 M US

Sperry Top-Sider Men's Clipper Wool Chukka Boot, Tan, 8.5 M US

Chukka boot more

$64.87

FREE shipping

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Sperry Commander Chukka Boot

Sperry Commander Chukka Boot

Friends and Family Sale. 50% of Designer Brands.

Sperry Commander Chukka Boot. more

$140.00

FREE shipping

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Sperry Commander Chukka Boot

Sperry Commander Chukka Boot

Friends and Family Sale. 50% of Designer Brands.

Sperry Commander Chukka Boot. The Commander Chukka is a traditional oxford style chukka with a twist. Featuring premium leather uppers and a lightweight EVA midsole for extra comfort, this style has a non-marking rubber outsole with Wave-Siping for... more

$150.00

FREE shipping

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Sperry Men's Bahama Lug Navel Boots - Black 10

Sperry Men's Bahama Lug Navel Boots - Black 10

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Green 13

Sperry Men's Bahama Lug Navel Boots - Green 13

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Green 7

Sperry Men's Bahama Lug Navel Boots - Green 7

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Black 8.5

Sperry Men's Bahama Lug Navel Boots - Black 8.5

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Black 9.5

Sperry Men's Bahama Lug Navel Boots - Black 9.5

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Black 11.5

Sperry Men's Bahama Lug Navel Boots - Black 11.5

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Green 7.5

Sperry Men's Bahama Lug Navel Boots - Green 7.5

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Black 13

Sperry Men's Bahama Lug Navel Boots - Black 13

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Black 10.5

Sperry Men's Bahama Lug Navel Boots - Black 10.5

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Green 9

Sperry Men's Bahama Lug Navel Boots - Green 9

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Black 11

Sperry Men's Bahama Lug Navel Boots - Black 11

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Black 8

Sperry Men's Bahama Lug Navel Boots - Black 8

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Green 12

Sperry Men's Bahama Lug Navel Boots - Green 12

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Green 10

Sperry Men's Bahama Lug Navel Boots - Green 10

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Green 8.5

Sperry Men's Bahama Lug Navel Boots - Green 8.5

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

go to store
Sperry Men's Bahama Lug Navel Boots - Green 10.5

Sperry Men's Bahama Lug Navel Boots - Green 10.5

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

go to store
Sperry Men's Bahama Lug Navel Boots - Green 9.5

Sperry Men's Bahama Lug Navel Boots - Green 9.5

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

go to store
Sperry Men's Bahama Lug Navel Boots - Black 12

Sperry Men's Bahama Lug Navel Boots - Black 12

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Black 7.5

Sperry Men's Bahama Lug Navel Boots - Black 7.5

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Black 9

Sperry Men's Bahama Lug Navel Boots - Black 9

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Men's Bahama Lug Navel Boots - Green 11

Sperry Men's Bahama Lug Navel Boots - Green 11

Lightweight and breathable, these lug boots from Sperry are designed with a classic herringbone pattern and offer all-day comfort. more

$70.00

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Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 9 M, Olive Mesh

Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 9 M, Olive Mesh

Keeping you stylish and comfortable all day, the Sperry Cutwater Chukka Boot is something you won't want to take off. This breathable ankle boot is fitted with a non-marking, lugged, molded rubber outsole with Razor-Cut Wave-Siping for ultimate wet and... more

$54.98

FREE shipping

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Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 14 M, Red Mesh

Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 14 M, Red Mesh

Keeping you stylish and comfortable all day, the Sperry Cutwater Chukka Boot is something you won't want to take off. This breathable ankle boot is fitted with a non-marking, lugged, molded rubber outsole with Razor-Cut Wave-Siping for ultimate wet and... more

$54.98

FREE shipping

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Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 8 M, Red Mesh

Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 8 M, Red Mesh

Keeping you stylish and comfortable all day, the Sperry Cutwater Chukka Boot is something you won't want to take off. This breathable ankle boot is fitted with a non-marking, lugged, molded rubber outsole with Razor-Cut Wave-Siping for ultimate wet and... more

$54.98

FREE shipping

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Sperry Top-Sider Men's A/O Wedge Leather Chukka Boot, Size: 12 M, Blue

Sperry Top-Sider Men's A/O Wedge Leather Chukka Boot, Size: 12 M, Blue

The Sperry A/O Wedge Leather Chukka Boot is perfect to wear on a casual Friday at work. Its genuine handsewn moccasin construction ensures longevity of wear for prolonged use. This boot has a non-marking rubber outsole with razor-cut Wave-Siping for... more

$77.97

FREE shipping

go to store
Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 13 M, Olive Mesh

Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 13 M, Olive Mesh

Keeping you stylish and comfortable all day, the Sperry Cutwater Chukka Boot is something you won't want to take off. This breathable ankle boot is fitted with a non-marking, lugged, molded rubber outsole with Razor-Cut Wave-Siping for ultimate wet and... more

$54.98

FREE shipping

go to store
Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 10.5 M, Olive Mesh

Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 10.5 M, Olive Mesh

Keeping you stylish and comfortable all day, the Sperry Cutwater Chukka Boot is something you won't want to take off. This breathable ankle boot is fitted with a non-marking, lugged, molded rubber outsole with Razor-Cut Wave-Siping for ultimate wet and... more

$54.98

FREE shipping

go to store
Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 8 M, Olive Mesh

Sperry Top-Sider Men's Cutwater Chukka Boot, Size: 8 M, Olive Mesh

Keeping you stylish and comfortable all day, the Sperry Cutwater Chukka Boot is something you won't want to take off. This breathable ankle boot is fitted with a non-marking, lugged, molded rubber outsole with Razor-Cut Wave-Siping for ultimate wet and... more

$54.98

FREE shipping

go to store
Sperry Top-Sider Men's A/O Wedge Leather Chukka Boot, Size: 9 M, Blue

Sperry Top-Sider Men's A/O Wedge Leather Chukka Boot, Size: 9 M, Blue

The Sperry A/O Wedge Leather Chukka Boot is perfect to wear on a casual Friday at work. Its genuine handsewn moccasin construction ensures longevity of wear for prolonged use. This boot has a non-marking rubber outsole with razor-cut Wave-Siping for... more

$77.97

FREE shipping

go to store

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