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Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 10 D

Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 10 D

The ultimate camp boot is here with a soft suede upper, full leather lining, and rubber camp sole that keeps you dry while adding long-term durability. Our leather footbed houses a memory foam pad that ensures comfort during all-terrain wear. 100%... more

$248.00 $186.00

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Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 9 D

Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 9 D

The ultimate camp boot is here with a soft suede upper, full leather lining, and rubber camp sole that keeps you dry while adding long-term durability. Our leather footbed houses a memory foam pad that ensures comfort during all-terrain wear. 100%... more

$248.00 $186.00

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Best Seller
Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 9½ D

Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 9½ D

The ultimate camp boot is here with a soft suede upper, full leather lining, and rubber camp sole that keeps you dry while adding long-term durability. Our leather footbed houses a memory foam pad that ensures comfort during all-terrain wear. 100%... more

$248.00 $186.00

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Men's Findley Chukka Boots by Propet in Tan (Size 14 M)

Men's Findley Chukka Boots by Propet in Tan (Size 14 M)

Plain toe leather Chukka boot with detailed stitching. Long lasting high-density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

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Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 12 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 12 M)

A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

$110.00

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Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 9 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 9 M)

A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

$110.00

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TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 12

TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 12

A suede spin on the Desert Boot. The coffee undertones and fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible... more

$119.95 $99.99

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Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Medium DDB0248-105-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Medium DDB0248-105-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Medium DDB0248-105-M. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass... more

$141.50

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Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Wide DDB0248-11-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Wide DDB0248-11-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Wide DDB0248-11-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

$141.50

FREE shipping

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Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10 Wide DDB0248-10-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10 Wide DDB0248-10-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10 Wide DDB0248-10-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

$141.50

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TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 13

TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 13

A suede spin on the Desert Boot. The coffee undertones and fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible... more

$119.95 $99.99

FREE shipping

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Side Zip Leather Chukka Boots

Side Zip Leather Chukka Boots

Men's Karl Lagerfeld Side Zip Leather Chukka Boots - Brown - Casual boots Karl Lagerfeld Paris chukka boots in box leather 1.25 in / 30 mm stacked heel Round toe Laceup vamp Side zip eases on and off Pulltab at backstay Embossed metal ring at backstay... more

$375.00

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Bushacre Chukka Boot

Bushacre Chukka Boot

Men's Clarks Bushacre Chukka Boot - Brown - Casual boots Go for classic appeal in the Bushacre chukka boot from Clarks. The smooth leather upper and Ultimate Comfort footbed work together for high-quality style you can pair with any outfit. Leather or... more

$89.99

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Leather Chukka Boots

Leather Chukka Boots

Men's Bruno Magli Leather Chukka Boots - Brown - Casual boots Bruno Magli "Alto" chukka boots in leather Flat heel Round moc toe Lace-up vamp Rubber sole Made in Italy. more

$279.00

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Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 816107

Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 816107

The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more

$174.95

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Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 375601

Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 375601

The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more

$174.95

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TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 8.5

TOMS Men's Brown Waxy Suede Travel Lite Moc Chukka Sneaker Shoes, Size 8.5

A suede spin on the Desert Boot. The coffee undertones and fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible... more

$119.95 $99.99

FREE shipping

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Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 13 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 13 M)

A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

$110.00

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Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 10 1/2 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 10 1/2 M)

A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

$110.00

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Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 10 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 10 M)

A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

$110.00

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Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Medium DDB0248-11-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Medium DDB0248-11-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Medium DDB0248-11-M. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

$141.50

FREE shipping

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Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Wide DDB0248-105-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Wide DDB0248-105-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Wide DDB0248-105-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass... more

$141.50

FREE shipping

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Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Wide DDB0248-11-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Wide DDB0248-11-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Wide DDB0248-11-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more

$141.50

FREE shipping

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Coach Shoes | Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots | Color: Brown | Size: 10.5

Coach Shoes | Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots | Color: Brown | Size: 10.5

Coach Boots Mens 10.5 Brown Leather Chukka Boots Shoes Ankle Boots. Flaw: Leather Peeling On The Inside Please See Pictures. On The Outside No Flaws. Questions? Leave A Comment Below! more

$48.00

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Columbia Shoes | Columbia Three Passes Chukka Boot Men's Leather Lace Up Ankle Boots Size 10 | Color: Brown | Size: 10

Columbia Shoes | Columbia Three Passes Chukka Boot Men's Leather Lace Up Ankle Boots Size 10 | Color: Brown | Size: 10

In Great Pre-Owned Condition. See Pictures For More Detail. Item Sold As Is - As Seen In Pictures. Pre-Owned No Rips/Tears- All Pre-Owned Shoes May Have Varying Degrees Of Scuffing, Scratches, Creases, Dents View Pictures To Determine The Degree Of... more

$39.00

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Carhartt Shoes | Carhartt Chukka Boots | Color: Brown | Size: 8.5

Carhartt Shoes | Carhartt Chukka Boots | Color: Brown | Size: 8.5

Carhartt Leather Chukka Boots more

$50.00

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Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 213405

Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 213405

The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more

$174.95

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Fin & Feather Men's Chukka - 10 Tan Boot E

Fin & Feather Men's Chukka - 10 Tan Boot E

*Footwear designed to take you off the trail where the going can be treacherous *Tumbled full grain leather upper *Multi-layer CUSH-N-EEZ® construction for added stability and shock-absorbency *Velvet-eez® cushioned innersole *DRI-LEX® two-zone comfort... more

$124.95

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Fin & Feather Men's Chukka - 8 Tan Boot E4

Fin & Feather Men's Chukka - 8 Tan Boot E4

*Footwear designed to take you off the trail where the going can be treacherous *Tumbled full grain leather upper *Multi-layer CUSH-N-EEZ® construction for added stability and shock-absorbency *Velvet-eez® cushioned innersole *DRI-LEX® two-zone comfort... more

$124.95

FREE shipping

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Fin & Feather Men's Chukka - 8 Brown Boot D

Fin & Feather Men's Chukka - 8 Brown Boot D

*Footwear designed to take you off the trail where the going can be treacherous *Tumbled full grain leather upper *Multi-layer CUSH-N-EEZ® construction for added stability and shock-absorbency *Velvet-eez® cushioned innersole *DRI-LEX® two-zone comfort... more

$124.95

FREE shipping

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Territory Boots Redwoods Chukka Boot - Brown - 10

Territory Boots Redwoods Chukka Boot - Brown - 10

The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more

$109.99

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Territory Boots Redwoods Chukka Boot - Brown - 9

Territory Boots Redwoods Chukka Boot - Brown - 9

The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more

$109.99

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Territory Boots Redwoods Chukka Boot - Brown - 8.5

Territory Boots Redwoods Chukka Boot - Brown - 8.5

The Redwoods chukka boot from Territory will be perfect for that easy business casual look. The 6 mm Tru Comfort Foamâ„¢ insole, round toe, and cushioned collar tongue will let you travel anywhere with ease. An EVA outsole, genuine leather, and lace-up... more

$109.99

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Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 8 D

Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 8 D

The ultimate camp boot is here with a soft suede upper, full leather lining, and rubber camp sole that keeps you dry while adding long-term durability. Our leather footbed houses a memory foam pad that ensures comfort during all-terrain wear. 100%... more

$248.00 $186.00

go to store
Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 13 D

Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 13 D

The ultimate camp boot is here with a soft suede upper, full leather lining, and rubber camp sole that keeps you dry while adding long-term durability. Our leather footbed houses a memory foam pad that ensures comfort during all-terrain wear. 100%... more

$248.00 $186.00

go to store
Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 12 D

Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 12 D

The ultimate camp boot is here with a soft suede upper, full leather lining, and rubber camp sole that keeps you dry while adding long-term durability. Our leather footbed houses a memory foam pad that ensures comfort during all-terrain wear. 100%... more

$248.00 $186.00

go to store
Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 11 D

Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 11 D

The ultimate camp boot is here with a soft suede upper, full leather lining, and rubber camp sole that keeps you dry while adding long-term durability. Our leather footbed houses a memory foam pad that ensures comfort during all-terrain wear. 100%... more

$248.00 $186.00

go to store
Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 11½ D

Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 11½ D

The ultimate camp boot is here with a soft suede upper, full leather lining, and rubber camp sole that keeps you dry while adding long-term durability. Our leather footbed houses a memory foam pad that ensures comfort during all-terrain wear. 100%... more

$248.00 $186.00

go to store
Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 10½ D

Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 10½ D

The ultimate camp boot is here with a soft suede upper, full leather lining, and rubber camp sole that keeps you dry while adding long-term durability. Our leather footbed houses a memory foam pad that ensures comfort during all-terrain wear. 100%... more

$248.00 $186.00

go to store
Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 8½ D

Brooks Brothers Men's Hayden Camp Chukka Shoes | Tan | Size 8½ D

The ultimate camp boot is here with a soft suede upper, full leather lining, and rubber camp sole that keeps you dry while adding long-term durability. Our leather footbed houses a memory foam pad that ensures comfort during all-terrain wear. 100%... more

$248.00 $186.00

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More information about Men's Shoes

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