Best Seller
Men's Timberland Davis Square Leather Boots, Tan Size 8.5 M

Men's Timberland Davis Square Leather Boots, Tan Size 8.5 M

Shoes by Timberland. Comes in Wheat, Size 8. 5 M. Leather and canvas chukkas, by the brand first known for their iconic wheat-colored boots. Upper features leather sourced by an environmentally progressive tannery along with the nearly indestructible... more

$87.99

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Blair.com

(475,000+)
SONOMA Goods for Life™ Braydon Men's Chukka Boots, Size: 8 Wide, Med Grey

SONOMA Goods for Life™ Braydon Men's Chukka Boots, Size: 8 Wide, Med Grey

The weathered finish of these men's SONOMA Goods for Life chukka boots gives them a distinctive vintage look. Boot Features Weathered finish Boot Construction Manmade upper Manmade/fabric lining TPR outsole Boot Details Round toe Lace-up closure Padded... more

$31.99

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Best Seller
Nunn Bush Galloway Men's Suede Chukka Boots, Size: 8 Wide, Blue (Navy)

Nunn Bush Galloway Men's Suede Chukka Boots, Size: 8 Wide, Blue (Navy)

From formal to casual, these men's Nunn Bush chukka boots give any outfit a handsome finish.Shoe Features Chukka styling Stitched details Breathable lining Flexible sole Shoe Construction Suede upper Leather lining Rubber outsole Shoe Details Round toe... more

$74.99

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Nunn Bush Galloway Men's Suede Chukka Boots, Size: medium (12), Blue (Navy)

Nunn Bush Galloway Men's Suede Chukka Boots, Size: medium (12), Blue (Navy)

From formal to casual, these men's Nunn Bush chukka boots give any outfit a handsome finish.Shoe Features Chukka styling Stitched details Breathable lining Flexible sole Shoe Construction Suede upper Leather lining Rubber outsole Shoe Details Round toe... more

$74.99

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Hank Op Chukka Boot

Hank Op Chukka Boot

Sizing: True to size. M=standard width. Round toe. Contrast stitching. Lace-up closure. Back pull-tab. Padded footbed. Stitched welt midsole. Grip sole. Approx. 4.5" shaft height. Imported more

$185.00 $89.97

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Timberland PRO Men's Disruptor Alloy Toe Chukka Boot A1BAK - Wheat, Size: 11, Tan

Timberland PRO Men's Disruptor Alloy Toe Chukka Boot A1BAK - Wheat, Size: 11, Tan

You won't have to sacrifice style for safety with this men's Disruptor chukka boot from Timberland . With its trendy chukka style and padded insole to fight fatigue, this work boot also has a variety of features to help keep you safe on the job. The... more

$140.00

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Timberland PRO Men's Disruptor Alloy Toe Chukka Boot A1BAK - Wheat, Size: 10.5, Tan

Timberland PRO Men's Disruptor Alloy Toe Chukka Boot A1BAK - Wheat, Size: 10.5, Tan

You won't have to sacrifice style for safety with this men's Disruptor chukka boot from Timberland . With its trendy chukka style and padded insole to fight fatigue, this work boot also has a variety of features to help keep you safe on the job. The... more

$140.00

FREE shipping

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Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 10.5, Barracuda Gold

Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 10.5, Barracuda Gold

Cleaning out the stalls, hauling hay and distributing food to livestock is extremely hard work. To help you accomplish the daily tasks on the farm, you should consider wearing these Georgia Farm & Ranch Chukka Work Boots. These Chukka boots have been... more

$144.00 $124.99

FREE shipping

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Donald Pliner Ericio Distressed Suede Chukka Boot at Nordstrom Rack - Mens Shoes - Mens Boots - Mens

Donald Pliner Ericio Distressed Suede Chukka Boot at Nordstrom Rack - Mens Shoes - Mens Boots - Mens

Sizing: True to size. Burnished plain toe. Distressed suede construction. Lace-up vamp. Topstitched detailing. Lightly cushioned footbed. Approx. 4.5" shaft height. Imported more

$245.00 $119.97

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Cole Haan 'Colton' Chukka Boot (Men) at Nordstrom Rack - Mens Shoes - Mens Boots - Mens Chukkas

Cole Haan 'Colton' Chukka Boot (Men) at Nordstrom Rack - Mens Shoes - Mens Boots - Mens Chukkas

A rubber-injected leather sole and heavy storm welt add versatile practicality to a stylish paneled chukka boot. Leather upper and lining/leather and rubber sole more

$249.97

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Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 11.5, Barracuda Gold

Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 11.5, Barracuda Gold

Cleaning out the stalls, hauling hay and distributing food to livestock is extremely hard work. To help you accomplish the daily tasks on the farm, you should consider wearing these Georgia Farm & Ranch Chukka Work Boots. These Chukka boots have been... more

$144.00 $124.99

FREE shipping

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Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 10, Barracuda Gold

Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 10, Barracuda Gold

Cleaning out the stalls, hauling hay and distributing food to livestock is extremely hard work. To help you accomplish the daily tasks on the farm, you should consider wearing these Georgia Farm & Ranch Chukka Work Boots. These Chukka boots have been... more

$144.00 $124.99

FREE shipping

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Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 12, Barracuda Gold

Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 12, Barracuda Gold

Cleaning out the stalls, hauling hay and distributing food to livestock is extremely hard work. To help you accomplish the daily tasks on the farm, you should consider wearing these Georgia Farm & Ranch Chukka Work Boots. These Chukka boots have been... more

$144.00 $124.99

FREE shipping

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Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 9, Barracuda Gold

Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 9, Barracuda Gold

Cleaning out the stalls, hauling hay and distributing food to livestock is extremely hard work. To help you accomplish the daily tasks on the farm, you should consider wearing these Georgia Farm & Ranch Chukka Work Boots. These Chukka boots have been... more

$144.00 $124.99

FREE shipping

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Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 11, Barracuda Gold

Georgia Boot Men’s Leather 5" Chukka Wedge Work Boot Wide Width Available - Brown, Size: 11, Barracuda Gold

Cleaning out the stalls, hauling hay and distributing food to livestock is extremely hard work. To help you accomplish the daily tasks on the farm, you should consider wearing these Georgia Farm & Ranch Chukka Work Boots. These Chukka boots have been... more

$144.00 $124.99

FREE shipping

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Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 12

Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 12

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 11

Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 11

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supplies a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 9

Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 9

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 7

Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 7

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 8

Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 8

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 10

Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 10

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 9.5

Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 9.5

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 12

Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 12

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 9

Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 9

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 7

Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 7

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 7.5

Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 7.5

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 10

Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 10

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supplies a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 8.5

Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 8.5

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

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SM Men's Sawyer Brown Chukka Boot, Size: 10

SM Men's Sawyer Brown Chukka Boot, Size: 10

Look the part when you head out with your friends in these men's Sawyer chukka boots from SM . These ankle boots are crafted from durable synthetic leather and feature a classic lace-up front. The padded collar combines with the cushioned footbed to... more

$39.99 $31.99

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Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 10.5

Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 10.5

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

go to store
Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 8

Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 8

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

go to store
Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 8.5

Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 8.5

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supplies a comfy fit. A rubber outsole grips... more

$39.99 $31.99

go to store
Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 8

Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 8

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supplies a comfy fit. A rubber outsole grips... more

$39.99 $31.99

go to store
Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 7.5

Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 7.5

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supplies a comfy fit. A rubber outsole grips... more

$39.99 $31.99

go to store
Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 7.5

Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 7.5

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

go to store
Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 8.5

Route 66 Men's Bonneville Suede Chukka Boot - Tan, Size: 8.5

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

go to store
Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 9.5

Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 9.5

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supplies a comfy fit. A rubber outsole grips... more

$39.99 $31.99

go to store
SM Men's Sawyer Brown Chukka Boot, Size: 9.5

SM Men's Sawyer Brown Chukka Boot, Size: 9.5

Look the part when you head out with your friends in these men's Sawyer chukka boots from SM . These ankle boots are crafted from durable synthetic leather and feature a classic lace-up front. The padded collar combines with the cushioned footbed to... more

$39.99 $31.99

go to store
Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 10.5

Route 66 Men's Bonneville Suede Chukka Boot - Black, Size: 10.5

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supply a comfy fit. A rubber outsole grips... more

$39.99 $31.99

go to store
Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 10.5

Route 66 Men's Bonneville Suede Chukka Boot - Gray, Size: 10.5

Stay on-trend when you step out in this men's Bonneville chukka boot by Route 66 . A soft suede upper gives this fashion boot its textured look and feel, while fabric lining and a lightly padded insole supplies a comfy fit. A rubber outsole grips... more

$39.99 $31.99

go to store

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