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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

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

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

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

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

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

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

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

Aldwin Chukka Boot

Men's Vintage Foundry Aldwin Chukka Boot - Black - Casual boots Step into timeless style with the Aldwin Chukka Boot from Vintage Foundry Co. Crafted from luxurious suede and featuring an EVA cushioned footbed along with a durable rubber sole, these... more

Alden For Unlined Chukka Boots

Men's J.Crew Alden For Unlined Chukka Boots - Brown - Casual boots Founded in Massachusetts by Charles H. Alden in 1884, the Alden Shoe Company is now in its fourth generation, making it the oldest shoemaker in New England. This handsome chukka is... more

Bridget Cozy Crepe Chukka Boot

Women's Hush Puppies Bridget Cozy Crepe Chukka Boot - Brown - Ankle boots The Hush Puppies Bridget Cozy Crepe Chukka boot lends long-wearing resilience and incredible super-soft comfort with a leather upper, removable memory foam Bounce insole, and... more

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

Gaspen Chukka Boot

Men's Crown Vintage Gaspen Chukka Boot - Green - Casual boots Transition from the weekend to the office with the Gaspen chukka boot from Crown Vintage. This pair features a classic silhouette and is elevated by detailed craftsmanship. What they are:... more

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

Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 9 W)

They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

Jimmy Chukka Boot

Men's Vance Co. Jimmy Chukka Boot - Gray - Casual boots Want to look impressive around the clock? Then choose the Jimmy chukka boot by Vance Co. This lace-up sneaker ensures above-par comfort levels with its Tru Comfort foam insole. EVA sole stays... more

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

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

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

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

Paonia Desert Chukka Boot

Men's Chaco Paonia Desert Chukka Boot - Green - Desert boots Elegant and casual in equal parts, the Paonia Desert chukka boot from Chaco makes a versatile addition to your shoe collection. This lace-up boot flaunts a waterproof, Gold-rated waxy suede... more

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

Chukka Desert Boots

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

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

Cold Bay Chukka Duck Boot

Men's Sperry Top-Sider Cold Bay Chukka Duck Boot - Black - Casual boots Take on chilly days in the Sperry Cold Bay Chukka duck boot. The cushioned details and rubber sole with Wave-SipingTM combine for a comfortable and secure addition to your... more

Chukka 2.1 Boots

Men's Boris Bidjan Saberi Chukka 2.1 Boots - Black - Casual boots Handcrafted ankle-high vegetable-tanned polished horse leather boots in black. Distressing and crinkling throughout. more

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

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 12 Wide DDB0248-12-W

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 12 Wide DDB0248-12-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

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

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

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 13 Medium DDB0248-13-M

Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 13 Medium DDB0248-13-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

® Neumel Boot Suede Classic Boots

Men's Ugg ® Neumel Boot Suede Classic 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 UGG®plush wool and finished with a... more

® Neumel Leather Classic Boots

Men's Ugg ® Neumel Leather Classic Boots Jeans - Blue - Straight jeans The Neumel stands as a testament to our commitment to combining premium materials with effortless style. This timeless chukka boot, crafted from luxurious leather, is adorned with... more

® Neumel Weather Ii Leather Cold Weather Boots

Men's Ugg ® Neumel Weather Ii Leather Cold Weather Boots - Black - Casual boots Your favorite chukka boot now incorporates waterproof features to help it look better for longer. Crafted with seam-sealed construction and waterproof leather lined in our... more

Mens Neumel Weather Ii Boots

Men's Ugg Mens Neumel Weather Ii Boots - Brown - Casual boots Your favorite chukka boot now incorporates waterproof features to help keep you looking better for longer. Crafted with seam-sealed construction and waterproof leather lined in our... more

Haqqen Sneaker Boot

Men's Madden Haqqen Sneaker Boot - Black - Hi-top sneakers No terrain is too tough when you are wearing the Haqqen sneaker boot from Madden. Colorblocked design with a lightweight EVA sole accentuates the sporty vibe of this chukka boot. Thanks to the... more

Marsell Boots

Women's Marsèll Marsell Boots - Black - Ankle boots Smooth leather chukka boot - round toe tip - front contrasting color laces fastening with metal details - suede leather lining - maxi rubber sole. Shoe runs to true size. 100% leather sole: 100%... more

Carson Boot

Men's Sorel Carson Boot - Brown - Casual boots Complete casual looks by adding the Carson boots to your look. These kicks from SOREL sport a chukka-inspired silhouette for a stylish touch but are crafted with waterproof leather and a rubber traction... more