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Ozark Chukka Boot

Ozark Chukka Boot

Men's Nunn Bush Ozark Chukka Boot - Brown - Casual boots Perfect your look with the Ozark chukka boot from Nunn Bush. Enhanced with brogue-inspired details, this lace-up boot comes with a memory foam insole that delivers maximum comfort. Leather upper.... more

$104.99 $69.98

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Crewson Crazy Horse Leather Chukka Boots

Crewson Crazy Horse Leather Chukka Boots

Men's Dr. Martens Crewson Crazy Horse Leather Chukka Boots - Brown - Casual boots Taking cues from our 6-eye 101 silhouette, the Crewson Chukka boot unites our heritage markings in one of our lightest ever constructions. Engineered with functionality... more

$150.00

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Tadesse Chukka Boot

Tadesse Chukka Boot

Men's Vince Camuto Tadesse Chukka Boot - Brown - Casual boots With a classic style made to pair well with a favorite professional or semi-formal fit, the Tadesse chukka boot is a great add to your wardrobe. The Flex 365 Technology keeps you extra... more

$178.99 $109.98

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Otto Plain Toe Chukka Boot

Otto Plain Toe Chukka Boot

Men's Nunn Bush Otto Plain Toe Chukka Boot - Black - Casual boots The classic design of the Otto plain toe chukka boot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more

$79.99

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Ozark Chukka Boot

Ozark Chukka Boot

Men's Nunn Bush Ozark Chukka Boot - Brown - Casual boots Perfect your look with the Ozark chukka boot from Nunn Bush. Enhanced with brogue-inspired details, this lace-up boot comes with a memory foam insole that delivers maximum comfort. Leather upper.... more

$99.99

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Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 16 M)

Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 16 M)

These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... more

$100.99 $69.99

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Otto Plain Toe Chukka Boot

Otto Plain Toe Chukka Boot

Men's Nunn Bush Otto Plain Toe Chukka Boot - Blue - Casual boots The classic design of the Otto plain toe chukka boot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more

$79.99

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Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Black (Size 14 M)

Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Black (Size 14 M)

These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... more

$100.99 $69.99

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Vaughn Chukka Boot

Vaughn Chukka Boot

Men's Vance Co. Vaughn Chukka Boot - Black - Casual boots Opt for the Vance Co. Vaughn chukka boot that goes well with your off-duty style as well as party looks. Rendered in soft vegan synthetic, this boot displays embossed accents for an interesting... more

$79.99

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Neumel Leather Shoes Chukka Boots

Neumel Leather Shoes Chukka Boots

Women's Ugg Neumel Leather Shoes Chukka Boots - Purple - Ankle boots Combining premium materials and effortless style, the Neumel is our iconic Heritage chukka. A timeless boot made of rich suede, it's lined in upcycled UGGplush wool and finished with... more

$140.00 $97.99

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Odell Wingtip Chukka Boots

Odell Wingtip Chukka Boots

Men's Nunn Bush Odell Wingtip Chukka Boots - Brown - Casual boots Nunn Bush brings stylish flair to a classic chukka silhouette in a striking wingtip toe and perforations for a handsome finish. Leather upper; manmade sole. more

$99.99

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Aldridge Chukka Boot

Aldridge Chukka Boot

Men's Thomas & Vine Aldridge Chukka Boot - Black - Casual boots The Aldridge chukka boot from Thomas & Vine is an essential footwear for casual occasions. This lace-up shoe includes an embossed suede heel for added flair and a second pair of contrast... more

$59.99

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Charleroi Chukka Boot

Charleroi Chukka Boot

Men's ALDO Charleroi Chukka Boot - Black - Casual boots You can count on the Aldo Charleroi chukka boot to keep you in style. The ankle boot, made with leather, has a rubber sole for reliable comfort and support. A gentle heel gives you that elevated... more

$159.99 $109.98

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Suede Chukka Boots

Suede Chukka Boots

Men's Scarosso Suede Chukka Boots - Natural - Casual boots Material:Calf Leather/Calf Leather/Calf Suede/Rubber. This item may not be on sale in France, UK, Italy, Belgium and Switzerland. more

$430.00 $323.00

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Neumel Leather Shoes Chukka Boots

Neumel Leather Shoes Chukka Boots

Men's Ugg Neumel Leather Shoes Chukka Boots - Brown - Casual boots Combining premium materials and effortless style, the Neumel is our iconic Heritage chukka. A timeless boot made of rich suede, it's lined in upcycled UGGplush wool and finished with a... more

$140.00 $97.99

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Kezar Waterproof Suede Chukka Boots

Kezar Waterproof Suede Chukka Boots

Men's Sorel Kezar Waterproof Suede Chukka Boots - Brown - Casual boots Sorel "Kezar" waterproof suede boots. Round moccasin toe. Laceup vamp. Logo at tongue. Wool/polyester lining. EVA footbed. Sawtooth rubber sole. Imported. more

$195.00

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Neumel Leather Shoes Chukka Boots

Neumel Leather Shoes Chukka Boots

Women's Ugg Neumel Leather Shoes Chukka Boots - Black - Ankle boots Combining premium materials and effortless style, the Neumel is our iconic Heritage chukka. A timeless boot made of rich suede, it's lined in upcycled UGGplush wool and finished with a... more

$140.00 $97.99

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Vandick Chukka Boot

Vandick Chukka Boot

Men's Sandro Moscoloni Vandick Chukka Boot - Black - Casual boots The Vandick chukka boot from Sandro Moscoloni proves a versatile must-have with a classic design to finish off favorite fits. This leather pair's cushioned footbed adds a comfortable... more

$198.99

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Chandler Weatherproof Leather Chukka Boots

Chandler Weatherproof Leather Chukka Boots

Men's Allen Edmonds Chandler Weatherproof Leather Chukka Boots - Brown - Casual boots Allen Edmonds "Chandler" chukka boots in waterproof leather 360º bench welt construction for durability and stability 0.50 in / 15 mm stacked heel Round toe Laceup... more

$495.00

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Milton Chukka Boot

Milton Chukka Boot

Men's Vintage Foundry Milton Chukka Boot - Brown - Casual boots Elevate your casual elegance with the Milton chukka boot from Vintage Foundry Co. Crafted from supple suede and featuring an EVA cushioned footbed paired with a durable rubber sole, these... more

$109.99

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Bushacre 3 Chukka Boot

Bushacre 3 Chukka Boot

Men's Clarks Bushacre 3 Chukka Boot - Brown - Casual boots If you're looking for a shoe that delivers quality and style, the men's Bushacre 3 desert boot from Clarks is a perfect match! This lace-up chukka features the brand's Extreme Comfort System,... more

$89.99

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Detroit Chukka Boot

Detroit Chukka Boot

Men's Hush Puppies Detroit Chukka Boot - Brown - Casual boots Own your weekend look with the Detroit chukka boot by Hush Puppies. It features water-resistant WorryFree® leather upper, recycled sock lining and supportive Bounce® and Memory foam footbed... more

$99.99 $69.98

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Neumel Leather Shoes Chukka Boots

Neumel Leather Shoes Chukka Boots

Men's Ugg Neumel Leather Shoes Chukka Boots - Blue - Casual boots Combining premium materials and effortless style, the Neumel is our iconic Heritage chukka. A timeless boot made of rich suede, it's lined in upcycled UGGplush wool and finished with a... more

$140.00 $97.99

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Morris Peak Chukka Boot

Morris Peak Chukka Boot

Men's Clarks Morris Peak Chukka Boot - Brown - Casual boots The Morris Peak chukka boot from Clarks is as practical as it is stylish. Made of responsibly sourced leather in a premium tumbled finish, this casual boot includes waterproof technology to... more

$99.99

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Rugged Bucks Chukka Boot

Rugged Bucks Chukka Boot

Men's Rockport Rugged Bucks Chukka Boot - Brown - Casual boots Venture out in the wilderness with utmost comfort in the Rockport Rugged Bucks chukka boot. A flexible and outdoor-friendly design, this boot showcases Hydro-Shield construction that... more

$99.99

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Corazon Chukka Boot

Corazon Chukka Boot

Men's Carlos By Carlos Santana Corazon Chukka Boot - Blue - Casual boots Add tailored appeal to any outfit with the Corazon chukka boot from Carlos by Carlos Santana. A soft suede upper, breathable leather lining, and sleek 3-eye lace-up keep this... more

$119.99

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Leandro Chukka Boot

Leandro Chukka Boot

Men's Vince Camuto Leandro Chukka Boot - Brown - Casual boots Whether it's a casual gathering or a formal meeting, the Leandro Chukka boot from Vince Camuto is a relevant pick. Classic lace-up silhouette with luxe leather upper and light burnished toe... more

$109.99 $49.98

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Otto Plain Toe Chukka Boot

Otto Plain Toe Chukka Boot

Men's Nunn Bush Otto Plain Toe Chukka Boot - Black - Casual boots The classic design of the Otto plain toe chukka boot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more

$89.99

FREE shipping

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Vandick Chukka Boot

Vandick Chukka Boot

Men's Sandro Moscoloni Vandick Chukka Boot - Blue - Casual boots The Vandick chukka boot from Sandro Moscoloni proves a versatile must-have with a classic design to finish off favorite fits. This leather pair's cushioned footbed adds a comfortable... more

$198.99

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Keith Chukka Boot

Keith Chukka Boot

Men's Drew Keith Chukka Boot - Brown - Casual boots Stay stylish without sacrificing comfort with the Keith chukka boot from Drew. This ankle boot features a Gel System footbed and sole to absorb impact! Leather upper. Lace-up closure. Padded collar.... more

$193.99

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Belmont Chukka Boot

Belmont Chukka Boot

Men's Blake McKay Belmont Chukka Boot - Brown - Casual boots The Belmont chukka boot by Blake McKay will never go out of style. Flaunting a rich leather upper with burnished toe and classic 2-eye lacing, this heeled boot exudes class from every angle.... more

$109.99

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Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Black (Size 12 M)

Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Black (Size 12 M)

These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... more

$100.99 $69.99

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Morello Chukka Boot

Morello Chukka Boot

Men's Carlos By Carlos Santana Morello Chukka Boot - Blue - Casual boots Sharpen up a formal look with the suave Morello chukka boot from Carlos by Carlos Santana. Croc-print detailing along the leather upper brings in ferocious style, while the... more

$149.99

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Kyron Chukka Boot

Kyron Chukka Boot

Men's Stacy Adams Kyron Chukka Boot - Brown - Casual boots Upgrade your tailored wardrobe with the Kyron chukka boot from Stacy Adams. The textured suede design with burnished accents offer a rugged finish to balance out your handsome looks. Suede... more

$79.99 $39.98

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Brown Chukka Desert Boots

Brown Chukka Desert Boots

Men's COACH Brown Chukka Desert Boots - Black Ankle-high paneled coated canvas and buffed leather desert boots in brown. more

$295.00 $103.00

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Chukka Desert Boots

Chukka Desert Boots

Men's Agnona Chukka Desert Boots - Black Ankle-high suede desert boots in beige. more

$1,235.00 $371.00

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Strutt Lx Chukka Work Boot

Strutt Lx Chukka Work Boot

Men's Lugz Strutt Lx Chukka Work Boot - Brown - Casual boots Never underestimate this chukka work boot from Lugz. The Strutt LX boot has a memory foam cushioned footbed and a chunky slip-resistant rubber sole to keep you from sliding no matter the... more

$79.99

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Chukka 2.1 Boots

Chukka 2.1 Boots

Men's Boris Bidjan Saberi Chukka 2.1 Boots - Black - Casual boots Handcrafted vegetable-tanned culatta horse leather boots in black. more

$1,460.00 $672.00

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Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 10.5M 690774413320

Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 10.5M 690774413320

Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 10.5M 690774413320. 5M more

$167.00

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Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 8.5M 690774413283

Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 8.5M 690774413283

Rockport Prestige Point Chukka Steel Toe Work Boot - Men's Brown 8.5M 690774413283. 5M more

$167.00

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