The Hamakua chukka boot, born from the bold landscape of the Big Island, offers unsurpassed comfort and crafted style. Wide ankle opening Roomy toe box Hand-sewn moc stitching. Men's OluKai Hamakua Ankle Boot - Black/Dark Shadow Boots

Men's OluKai Hamakua Ankle Boot -...

Shoebuy.com
OluKai
$149.95
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The Hamakua chukka boot, born from the bold landscape of the Big Island, offers unsurpassed comfort and crafted style. Wide ankle opening Roomy toe box Hand-sewn moc stitching. Men's OluKai Hamakua Ankle Boot - Dark Wood/Toffee Boots

Men's OluKai Hamakua Ankle Boot -...

Shoebuy.com
OluKai
$149.95
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Brand & Style - Timberland Brook Prk Width - Wide (E,W) True Color - Chka Black Upper Material - Leather Outsole Material - Man-Made Heel Height - 0.75 Inches If you're looking for... Timberland Brook Prk Men W Round Toe Leather Black Chukka Boot

Timberland Brook Prk Men W Round Toe...

Walmart.com
Timberland
$170.00 $93.99

45%

Off
Brand & Style - SAS Statesman Width - Wide (E,W) True Color - Black Upper Material - Leather Outsole Material - Man-Made Heel Height - 0.75 Inches Find high-quality SAS shoes with great... SAS Statesman Men W Square Toe Leather Chukka Boot

SAS Statesman Men W Square Toe...

Walmart.com
$255.00 $129.99

49%

Off
Sizing: True to size. W=wide width. Almond toe. Leather construction. Metallic toe and heel detail. Lace-up closure. Contrast outsole. Flex sole. Padded insole. Approx. 4" shaft height.... Cole Haan Zerogrand Chukka Boot - Wide Width Available at Nordstrom Rack - Mens Shoes - Mens Casual

Cole Haan Zerogrand Chukka Boot -...

Nordstrom Rack
Cole Haan
$278.00 $149.97

46%

Off
Clean lines and classic design mark a sharp chukka boot with versatile appeal.Sizing: True to size. W=wide width. Lace-up vamp. Approx. 4" shaft height, 11" opening circumference. Imported Cole Haan Grover Chukka Boot (Wide Width Available) at Nordstrom Rack - Mens Shoes - Mens Casual Boo

Cole Haan Grover Chukka Boot (Wide...

Nordstrom Rack
Cole Haan
$230.00 $129.97

43%

Off
Dapper suede chukka boots in high-top silhouette. Suede upper. Heel pull tab. Lace-up closure. Leather lining. Rubber sole. Made in Italy. - Color: Dark Brown - Sizes: 7 Uk (8 Us),5 Uk (6... Tod's Polacco Gomma Suede Chukka Boots - Dark Brown : Tod's Shoes

Tod's Polacco Gomma Suede Chukka...

Saks Fifth Ave
Tod's
$495.00
EXCLUSIVELY OURS . Layered pair with contrasting stitching details. Suede upper. Lace-up style. Rubber sole. Made in Italy. - Colors: Royal Blue,Grey - Sizes:... Saks Fifth Avenue Collection Double Layer Suede Chukka Boots

Saks Fifth Avenue Collection Double...

Saks Fifth Ave
$348.00
EXCLUSIVELY OURS. Chukka boots with welt trim and contrast stitches. Leather upper. Heel pull tab. Lace-up closure. Padded insole. Leather sole. Made in Italy. - Color: Brown - Sizes:... Saks Fifth Avenue Collection Leather Chukka Boots - Brown

Saks Fifth Avenue Collection Leather...

Saks Fifth Ave
$348.00
Contrast rubber sole adds interest to suede boot. Suede upper. Almond toe. Lace-up vamp. Leather lining. Rubber sole. Padded insole. Made in Italy. - Color: Coastal-Graphite - Sizes:... Vince Jackson Suede Chukka Boots - Coastal-Graphite

Vince Jackson Suede Chukka Boots -...

Saks Fifth Ave
$395.00
Lace-up chukka shaped in buttery suedeSuede upperLace-up styleLeather liningLeather and rubber solePadded insoleMade in Italy. - Color: Cognac - Sizes: 42 (9),46 (13),44 (11),41 (8),45... Rag & Bone Spencer Suede Chukka Boots - Cognac

Rag & Bone Spencer Suede Chukka Boots...

Saks Fifth Ave
Rag & Bone
$495.00
Refined chukka boots rendered in fine calf leather. Italian calf leather upper. Lace-up closure. Leather lining and sole. Padded insole. Made in Italy. - Color: Luggage - Sizes: 8 M,12 M,9... Vince Alberto Calf Leather Chukka Boots - Luggage

Vince Alberto Calf Leather Chukka...

Saks Fifth Ave
$395.00
Richly textured deerskin shapes these chukka boots for a rugged update to a classic style. Leather upper. Leather lining. Padded insole. Rubber sole. Made in Italy. - Color: Chocolate -... To Boot New York Clemmons Deerskin Chukka Boots - Chocolate

To Boot New York Clemmons Deerskin...

Saks Fifth Ave
To Boot New York
$395.00
Soft suede shapes casual chukka boots finished with a warm, luxurious cashmere lining. Suede upper. Cashmere lining. Padded insole. Rubber sole. Made in Italy. - Color: Light Brown - Sizes:... To Boot New York Brewer Suede Chukka Boots - Light Brown

To Boot New York Brewer Suede Chukka...

Saks Fifth Ave
To Boot New York
$398.00
The Herman Survivors boots, wide width are a sturdy pair of work boots that will keep you comfortable no matter the situation. They feature a steel toe, making them ideal for working on a... Herman Survivors - Men's Big Timber II Work Boots, Wide Width

Herman Survivors - Men's Big Timber...

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$59.76
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The Herman Survivors boots, wide width are a sturdy pair of work boots that will keep you comfortable no matter the situation. They feature a steel toe, making them ideal for working on a... Herman Survivors - Men's Big Timber II Work Boots, Wide Width

Herman Survivors - Men's Big Timber...

Walmart.com
$59.76
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The Herman Survivors boots, wide width are a sturdy pair of work boots that will keep you comfortable no matter the situation. They feature a steel toe, making them ideal for working on a... Herman Survivors - Men's Big Timber II Work Boots, Wide Width

Herman Survivors - Men's Big Timber...

Walmart.com
$59.76
Free Shipping
The Herman Survivors boots, wide width are a sturdy pair of work boots that will keep you comfortable no matter the situation. They feature a steel toe, making them ideal for working on a... Herman Survivors - Men's Big Timber II Work Boots, Wide Width

Herman Survivors - Men's Big Timber...

Walmart.com
$59.76
Free Shipping
The Herman Survivors boots, wide width are a sturdy pair of work boots that will keep you comfortable no matter the situation. They feature a steel toe, making them ideal for working on a... Herman Survivors - Men's Big Timber II Work Boots, Wide Width

Herman Survivors - Men's Big Timber...

Walmart.com
$59.76
Free Shipping
The Herman Survivors boots, wide width are a sturdy pair of work boots that will keep you comfortable no matter the situation. They feature a steel toe, making them ideal for working on a... Herman Survivors - Men's Big Timber II Work Boots, Wide Width

Herman Survivors - Men's Big Timber...

Walmart.com
$59.76
Free Shipping
The Herman Survivors boots, wide width are a sturdy pair of work boots that will keep you comfortable no matter the situation. They feature a steel toe, making them ideal for working on a... Herman Survivors - Men's Big Timber II Work Boots, Wide Width

Herman Survivors - Men's Big Timber...

Walmart.com
$59.76
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Burnished suede shapes this ruggedly handsome chukka boot traced in contrast stitching. Suede upper. Leather lining. Treaded rubber sole. Padded insole. Imported. - Color: Dark Tan - Sizes:... John Varvatos Star USA Hipster Suede Chukka Boots - Dark Tan

John Varvatos Star USA Hipster Suede...

Saks Fifth Ave
John Varvatos
$198.00
Pull-on ankle boots for all-weather comfort. Shaft, 5.25". Waterproof leather upper. Felt lining. Rubber sole. Padded insole. Imported. - Color: Black - Size: 13 Sorel Paxson Chukka Boot - Black

Sorel Paxson Chukka Boot - Black

Saks Fifth Ave
Sorel
$140.00
Deerskin ankle boots with lightweight rubber sole. Deerskin upper. Lace-up style. Padded insole. Rubber sole. Made in Italy. - Color: Dark Brown - Sizes: 7 Uk (8 Us),5 Uk (6 Us),9.5 Uk... Ermenegildo Zegna Deerskin Chukka Boots - Dark Brown : Ermenegildo Zegna Shoes

Ermenegildo Zegna Deerskin Chukka...

Saks Fifth Ave
$650.00
Soft suede completes a classic chukka style. Suede upper. Leather lining. Leather sole. Imported. - Color: Brown - Size: 11.5 Uk (12.5 Us) Church's Suede Chukka Desert Boots - Brown : Church's Shoes

Church's Suede Chukka Desert Boots -...

Saks Fifth Ave
$615.00
Appealing chukka boots in textured and waxed leather. Leather upper. Round toe. Slip-on style. Leather lining. Rubber sole. Padded insole. Made in Italy. - Color: Dark Brown - Sizes: 7 Uk... Z Zegna Cali Printed Shark Leather Chukka Boots - Dark Brown : Z Zegna Shoes

Z Zegna Cali Printed Shark Leather...

Saks Fifth Ave
$395.00
Classic leather boots with unique tie dye sole. Leg circumference 12". Leather upper. Lace-up style. Leather lining. Rubber sole. Padded insole. Made in Italy. - Color: Castagna - Sizes: 7... Fratelli Rossetti Tie Dye Sole Leather Chukka Boots - Castagna : Fratelli Rossetti Shoes

Fratelli Rossetti Tie Dye Sole...

Saks Fifth Ave
Fratelli
$730.00
Velvety suede in a classic chukka with a sawtooth sole. Suede upper. Almond toe. Lace-up front. Leather lining. Rubber sole. Made in Italy. - Color: Royal - Sizes: 8 Us Ee,10 Us Ee,12 Us... Salvatore Ferragamo Lagos Suede Chukka Boots - Royal

Salvatore Ferragamo Lagos Suede...

Saks Fifth Ave
Salvatore Ferragamo
$695.00
Rich burnished calf suede in a classic chukka style. Calf suede upper. Lace-up front. Back ankle tab. Calf leather lining. Rubber and leather sole. Made in Italy. - Color: Sand - Size: 40... Belstaff Warren Burnished Suede Chukka Boots - Sand

Belstaff Warren Burnished Suede...

Saks Fifth Ave
Belstaff
$575.00 $345.00

40%

Off
Weather-proof chukkas with comfort technology. Leather upper. Lace-up. Leather and textile lining. Zerogrand padded insole. Rubber sole. Imported. - Color: Woodberry - Size: 8 Cole Haan Zerogrand Tumbled Chukka Boots - Woodberry : Cole Haan Shoes

Cole Haan Zerogrand Tumbled Chukka...

Saks Fifth Ave
Cole Haan
$280.00