Chukka Shoes & Boots

Showing 3294 chukka shoes & boots

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Magnanni Regal Leather Chukka Boot
Magnanni Regal Leather Chukka Boot 

Details Sizing: True to size. Leather upper, manmade sole Round wingtip toe with medallion accent Brogued detail Lace-up closure for snug fit Lightly padded footbed Stitched welt midsole for durability Grip sole for traction Approx. 4” shaft height Imported

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Magnanni Gavin Chukka Boot
Magnanni Gavin Chukka Boot 

Burnished leather adds eye-catching color to a stylish Chukka boot built using Bologna construction for a flexible fit. Style Name:Magnanni Gavin Chukka Boot (Men). Style Number: 5170062. Available in stores.

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Mezlan Cabra Leather Chukka Boot
Mezlan Cabra Leather Chukka Boot 

Details Sizing: True to size. Leather upper and sole Tapered square burnished toe Textured finish Lace-up closure for snug fit Lightly padded footbed for comfort Stitched welt midsole for durability Partial grip heel for traction Approx. 4.5" shaft height Imported This item cannot be shipped to Delaware.

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Red Wing Shoes Foreman Chukka Men's Lace-up Boots
Red Wing Shoes Foreman Chukka Men's Lace-up Boots 

Click for Red Wing Heritage® cleaning instructions. Timeless appeal at its finest! Oiled leather upper with a rounded toe and tonal stitching for added appeal. Lace-up closure with rugged leather laces and three metal eyelets supplies customization for a comfortable fit. Full-leather footbed lining offers climate control to keep your feet cool and dry. All leather footbed molds to your feet creating an enduring customized fit with each wear. Steel shank for lateral support and stability. Durable rubber outsole. Made in the U.S.A. Measurements: Weight: 1 lb 11 oz Shaft: 4 1 2 in Product measurements were taken using size 11 width D (M).Weight of footwear is based on a single item not a pair.

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Cole Haan Men's ZERØGRAND Stitch Out Chukka
Cole Haan Men's ZERØGRAND Stitch Out Chukka 

Don't follow a trend. Reinterpret the classics with the ZERØGRAND Stitch Out Chukka; the chukka that melds a future vision. Crafted in rich oily leather and featuring stitch out construction that harks back to old-school chukka craftsmanship prevalent among heritage shoemakers, our latest ZERØGRAND reinvention features an extra layer in its EVA midsole for added comfort and flexibility. Wear yours with everything from cords to denim. Leather upper. Stitch out construction. EVA midsole with rubber outsole. Grand.OS technology.

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Cole Haan Men's ØriginalGrand Chukka
Cole Haan Men's ØriginalGrand Chukka 

Just when you thought things couldn't get any more interesting, we go and pull a stunt like this. Cole Haan has refreshed its ØriginalGrand collection with several new silhouettes, including a casual (but always dapper) chukka. This vachetta leather chukka is not your average boot by any measure, in part due to the progressive design and rich colorways. This release offers a storm welt, EVA midsole, and a rubber outsole with Grand.OS technology for ultimate comfort and lightweight flexibility. Vachetta leather upper. Natural storm welt. EVA midsole withrubber outsole. Grand.OS technology.

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Mezlan Moriles Chukka Boot
Mezlan Moriles Chukka Boot 

Rich calfskin construction defines a handsome chukka boot crafted in Spain and fitted with proprietary cushioning. Style Name:Mezlan Moriles Chukka Boot (Men). Style Number: 5417766. Available in stores.

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Clarks Men's Bushacre 2 Chukka Boot
Clarks Men's Bushacre 2 Chukka Boot 

The Bushacre 2 by Clarks Collection is one of our signature men’s chukka boots. Its recognizable shape is crafted of a smooth leather upper featuring a lace up front and sturdy rubber outsole. Pair with pants or jeans and you are sure to make a statement.

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Rick Owens Black Chukka Creeper Boots
Rick Owens Black Chukka Creeper Boots 

Ankle-high nubuck boots in faded black. Round toe. Tonal lace-up closure. Perforated detailing at collar. Tonal treaded rubber sole. Gunmetal-tone hardware. Tonal stitching.

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Vince Men's Suede Scott Chukka Boot
Vince Men's Suede Scott Chukka Boot 

Suede chukka boot with a contrast sole * Suede upper * Leather lining * Padded insole * Synthetic sole

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Kenneth Cole Reaction Men's Desert Sun Su Chukka Boot
Kenneth Cole Reaction Men's Desert Sun Su Chukka Boot 

Casual stitch out chukka boot with a mixed materials upper

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Cole Haan Benton Welt Chukka Boot - Wide Width Available
Cole Haan Benton Welt Chukka Boot - Wide Width Available 

Nubuck upper, leather sole Round toe Topstitched detail Contrast trim and back panel detail Lace-up Lightly padded insole Welting detail Approx. 4.5" shaft height Imported

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Crockett Jones Crockett & Jones Crockett and Jones Tetbury Calf Boot in Dark Brown
Crockett Jones Crockett & Jones Crockett and Jones Tetbury Calf Boot in Dark Brown 

Made in England this chukka boot is made from the finest calf leather, and Dainite rubber soles for all weather wear. Calf Leather Dainte sole Made in England

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John Varvatos Madison Etched Leather Chukka Boots
John Varvatos Madison Etched Leather Chukka Boots 

Versatile chukka boots crafted from smooth leather Leather upper Almond toe Lace-up vamp Leather lining and sole Made in Italy

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UGG Men's Harkley Sneaker
UGG Men's Harkley Sneaker 

Featuring plush wool, a cushioning foam insole, and velvety suede, this versatile chukka delivers style in spades.

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Steve Madden Ivon Chukka Boot
Steve Madden Ivon Chukka Boot 

Leather upper, manmade sole Round toe Lace-up vamp Topstitched detail Approx. 3.75" shaft height Imported

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Massimo Matteo 5-Eye Chukka Wing Men's Lace-up Boots
Massimo Matteo 5-Eye Chukka Wing Men's Lace-up Boots 

Take that vintage look to a whole new level with the 5-Eye Chukka Wing. Premium leather upper with a wingtip design. Traditional lace closure. Leather lining and insole. Leather outsole. Made in Italy. Measurements: Heel Height: 1 in Weight: 1 lb Product measurements were taken using size 7 width M.Weight of footwear is based on a single item not a pair.

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Grenson MEN'S MARCUS SUEDE CHUKKA BOOTS
Grenson MEN'S MARCUS SUEDE CHUKKA BOOTS 

Grenson's dark brown suede Marcus three-eye chukka boots are styled with a plain toe and stacked heel. 0.75"/20mm heel (approximately). 4.25"/110mm shaft (approximately). Plain toe. Pull tab at topline. Stacked heel. Stitched welt. Dark brown round laces. Lace-up style. Lined with leather. Stitched leather sole. Available in Dark Brown. Imported.;SUEDE

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Dr. Martens Mayport Chukka Boots
Dr. Martens Mayport Chukka Boots 

Leather: Cowhide Contrast yellow threading Chukka boots Lace-up at top Imported, China This item cannot be gift-boxed

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Crockett Jones Crockett & Jones Men's Tetbury Chukka Boots
Crockett Jones Crockett & Jones Men's Tetbury Chukka Boots 

Crockett & Jones black smooth calfskin Tetbury chukka boots are embellished with a stacked leather heel. 1.25"/30mm heel (approximately). Tapered square toe. Stacked leather heel. Stitched welt. Tonal stitching. Black round laces. Two eyes. Lace-up style. Dainite-studded rubber sole. Available in Black. Made in England.

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Prada Scamosciato Studded Sport Suede Chukka Boot
Prada Scamosciato Studded Sport Suede Chukka Boot 

Prada chukka boot in sport suede. Round toe with round, flat studs at welt. Two-eye lace-up front. Rubber crepe outsole. Made in Italy.

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Rag & Bone Spencer Chukka Men's Boots
Rag & Bone Spencer Chukka Men's Boots 

Dash around town in the stylish and riveting Spencer Chukka from rag bone. Chukka boot design. Genuine leather upper. Lace closure with metal eyelets. Pull-tab at the back. Smooth leather lining. Lightly padded leather insole. Stacked heel. Leather outsole. Made in Italy and Imported. This item may ship with an attached security tag. Merchandise returned without the original security tag attached or a damaged tag may not qualify for a refund. Measurements: Weight: 1 lb 15 oz Shaft: 5 in Product measurements were taken using size 44.5 (US 11.5) width D - Medium.Weight of footwear is based on a single item not a pair.

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Rush by Gordon Rush Dolan Chukka Boot
Rush by Gordon Rush Dolan Chukka Boot 

Details Sizing: True to size. Suede upper, manmade sole Round toe Lace-up closure Lightly padded footbed Stitched welt midsole Approx. 4" shaft height Imported

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Irish Setter Men's 3835 Countrysider Waterproof Chukka Casual Shoe
Irish Setter Men's 3835 Countrysider Waterproof Chukka Casual Shoe 

This handsome leather boot performs as well in the field as it does around town.

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Cole Haan Men's Kennedy Grand Postman II Oxford
Cole Haan Men's Kennedy Grand Postman II Oxford 

The kennedy collection represents the entire array of fashion dress shoes (chelsea, chukka, postman, single monk and wingtip boot.

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Red Wing Shoes Shoes Weekender Chukka Boot in Copper
Red Wing Shoes Shoes Weekender Chukka Boot in Copper 

S.B. Foot Tanning Co. is best known for oil-tanned leather which is used to build a variety of timeless Red Wing styles. This leather is water, stain and perspiration resistant, and has a more natural look and feel because less finishing materials have been applied, allowing its natural beauty to shine through. Oil-tanned leather is exceptionally durable and has been used to build countless work boots throughout Red Wing's 108+ year history. - Leather: Copper Rough

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Heschung HESCHUNG MEN'S GENET SUEDE CHUKKA BOOTS
Heschung HESCHUNG MEN'S GENET SUEDE CHUKKA BOOTS 

Heschung's grey suede Genet two-eye chukka boots are styled with a plain toe and durable crepe sole. 1"/25mm heel (approximately). 3.5"/90mm shaft (approximately). Plain toe. Debossed logo at lightly padded tongue. Rubber heel. Stitched welt. Black round laces. Lace-up style. Lined with leather. Rubber crepe sole. Available in Anthracite (grey). Imported.;SUEDE

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Rag & Bone Spencer Chukka Boot
Rag & Bone Spencer Chukka Boot 

Details Sizing: True to size. Reference size chart for European conversion. Suede upper, manmade sole Round toe Lace-up closure Back pull-tab Lightly padded footbed Welt midsole Approx: 5" shaft height Made in Italy

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Tod's MEN'S LEATHER CHUKKA BOOTS
Tod's MEN'S LEATHER CHUKKA BOOTS 

Tod's smooth black leather two-eye chukka boots are styled with a plain toe. This Italian-crafted pair features a rubber sole with the label's signature pebble detail. 1"/25mm heel (approximately). 3.75"/95mm shaft (approximately). Plain toe. Signature debossed "T" at quarter panel. Padded collar. EVA heel. Black round laces. Lace-up style. Lined with leather. Rubber sole with signature pebble detail. Available in Black. Made in Italy.;LEATHER

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Trask Brady Chukka
Trask Brady Chukka 

Details Sizing: True to size. Suede upper, manmade sole Round toe Lace-up vamp Suede construction Topstitched detail Approx. 3.75" shaft height Imported

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Vince Fredrick Suede Chukka Boots
Vince Fredrick Suede Chukka Boots 

Leather: Cowhide Chukka boots Lace-up at top Rubber sole Made in Italy This item cannot be gift-boxed

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Tod's MEN'S SUEDE CHUKKA BOOTS
Tod's MEN'S SUEDE CHUKKA BOOTS 

Constructed of navy suede, Tod's two-eye chukka boots feature a durable leather sole inset with the house's signature pebble-injected rubber. 0.75"/20mm midsole (approximately). 3.75"/95mm shaft (approximately). Plain toe. Signature debossed "T" at quarter panel. Stacked heel. Black leather piping. Navy round laces. Lace-up style. Lined with leather. Leather sole with pebbled rubber inset. Available in Navy. Made in Italy.;SUEDE

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Crockett Jones Crockett & Jones Mens Dark Brown Tetbury Chukka Desert Boots
Crockett Jones Crockett & Jones Mens Dark Brown Tetbury Chukka Desert Boots 

Master understated style with the Tetbury Chukka desert boots from English heritage shoemaker Crockett and Jones, whose 137 year heritage ensure the highest standards of quality and craftsmanship. Accented with a tonal hell, these rich brown boots have two raw eyelets and tonal stitching for a subtle finish.Tetbury leather chukka bootsLace up fasteningTwo eyelets, contrast heel, tonal stitchingLeather upper and lining, synthetic sole Use specialist cleanerMade in UK

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Common Projects Suede Chukka Boots
Common Projects Suede Chukka Boots 

Season after season, suede Chukka boots prove themselves to be a versatile wardrobe essential. This black pair from Common Projects stays true to the traditional design with an impeccably structured upper and comfortable sole. Leather Sole: Rubber

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Rag & Bone Spencer Chukka Boots
Rag & Bone Spencer Chukka Boots 

Dash around town in the stylish and riveting Spencer Chukka from rag bone. ; Chukka boot design. ; Genuine leather upper. ; Lace closure with metal eyelets. ; Pull-tab at the back. ; Smooth leather lining. ; Lightly padded leather insole. ; Stacked heel. ; Rubber outsole. ; Imported. ; This item may ship with an attached security tag. Merchandise returned without the original security tag attached or a damaged tag may not qualify for a refund. Measurements: ; Heel Height: 1 1 4 in ; Weight: 1 lb 9 oz ; Shaft: 4 3 4 in ; Product measurements were taken using size 44 (US 11), width D - Medium. Please note that measurements may vary by size. ; Weight of footwear is based on a single item, not a pair.

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Frye Jones Chukka
Frye Jones Chukka 

Leather exterior, synthetic sole Round toe Lace-up vamp closure Leather construction Comfort padded footbed Grip sole Approx. 4" shaft height Imported

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Kenneth Cole Reaction Desert Sun Suede Chukkas Men's Shoes
Kenneth Cole Reaction Desert Sun Suede Chukkas Men's Shoes 

Turn business casual on its head with these supple suede chukka boots from Kenneth Cole Reaction.

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Fratelli Giacometti Men's Burnished Leather Chukka Boots
Fratelli Giacometti Men's Burnished Leather Chukka Boots 

Styled with a plain toe, Fratelli Giacometti's three-eye chukka boots are constructed of brown burnished leather. 0.75"/20mm heel (approximately). 4"/100mm shaft (approximately). Plain toe. Stacked heel. Textured, stitched welt. Light brown round laces. Lace-up style. Lined with leather. Leather sole. Available in Brown. Made in Italy.;LEATHER

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Dr. Martens Men's Mayport Chukka Boot
Dr. Martens Men's Mayport Chukka Boot 

Low boot

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Mezlan Men's Moriles Chukka Boot
Mezlan Men's Moriles Chukka Boot 

Hand stitched detail and mix of materials on this fashionable chukka boot

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