Wall + Water Men's Calf Leather Chukka Boot - Dark Brown - Size 10

Wall + Water Men's Calf Leather Chukka Boot - Dark Brown - Size 10

Narrow-toe chukka boot * Calf leather * Lace-up vamp * Stacked heel Measurements: Heel height 1.25", platform sole 05", shaft height 4.5", calf circumference 11.5". more

$209.00

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Men's Sperry Top-Sider A/O Wedge Leather Chukka Boot - Dark Grey Leather/Suede Boots

Men's Sperry Top-Sider A/O Wedge Leather Chukka Boot - Dark Grey Leather/Suede Boots

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The Sperry A/O Wedge Leather Chukka Boot is perfect to wear on a casual Friday at work. Its genuine handsewn moccasin construction ensures longevity of wear for prolonged use. This boot has a non-marking rubber outsole with razor-cut Wave-Siping™ for... more

$119.95

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(175,000+)
Rockport Men's Ledge Hill Too Chukka Boot Dark Brown Leather Size 10 W

Rockport Men's Ledge Hill Too Chukka Boot Dark Brown Leather Size 10 W

Comfortable, flexible and contemporary, our Ledge Hill Too collection is designed for style and comfort. This collection is crafted with an EVA midsole to help absorb shock, and comfort system is designed to provide lightweight shock absorption. The... more

$65.06

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Rockport Men's Ledge Hill Too Chukka Boot Dark Brown Leather Size 12 W

Rockport Men's Ledge Hill Too Chukka Boot Dark Brown Leather Size 12 W

Comfortable, flexible and contemporary, our Ledge Hill Too collection is designed for style and comfort. This collection is crafted with an EVA midsole to help absorb shock, and comfort system is designed to provide lightweight shock absorption. The... more

$65.06

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Men's Johnston & Murphy Copeland Chukka Boot - Dark Gray Suede Boots

Men's Johnston & Murphy Copeland Chukka Boot - Dark Gray Suede Boots

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The sophisticated leather or suede upper makes a suave statement in the Johnston & Murphy Copeland Chukka boot. Cemented construction means your chukka boots will keep their shape longer and can be repaired more easily. Soft sheepskin lining... more

$154.95

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(175,000+)
TOMS - Mateo Chukka Boot (Dark Brown Croc Embossed Leather) Men's Lace-up Boots

TOMS - Mateo Chukka Boot (Dark Brown Croc Embossed Leather) Men's Lace-up Boots

With every pair of shoes you purchase, TOMS will give a new pair of shoes to a child in need. One for One. ; This low-profile boot is built for style and freedom from season to season. ; Coated canvas or supple leather upper. ; Lace-up closure with... more

$69.50

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Wolverine - Cort Waterproof Leather Chukka (Dark Brown Leather) Men's Work Boots

Wolverine - Cort Waterproof Leather Chukka (Dark Brown Leather) Men's Work Boots

The Wolverine Cort Waterproof Leather Chukka provides long-lasting style and reliable protection from the elements, keeping you comfortable all season long. ; Distressed full grain leather upper. ; Waterproof construction keeps out the wet elements for... more

$160.00

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Rockport - Classic Break Chukka (Dark Brown Leather) Men's Boots

Rockport - Classic Break Chukka (Dark Brown Leather) Men's Boots

The Classic Break Chukka has versatile style to get you through the day and into the evening. ; Premium leather or suede uppers. ; Lace-up closure. ; Soft knit fabric linings. ; EVA footbed and heelcup conforms to the shape of the foot. ; TPR outsole... more

$109.95

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Nunn Bush - Dexter Plain Toe Chukka Boot (Dark Brown) Men's Lace-up Boots

Nunn Bush - Dexter Plain Toe Chukka Boot (Dark Brown) Men's Lace-up Boots

Dash around town in style with the Dexter Plain Toe Chukka Boot! ; Premium leather upper in a classic chukka silhouette. ; Lace-up closure allows for a secure and adjustable fit. ; Breathable textile lining helps keep feet dry and cool. ; A Dual... more

$72.00

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Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 8.5 Brown Leather

Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 8.5 Brown Leather

With a combination faux suede and leather upper, these uniquely designed chukka boots are great for business-casual ensembles Size: 8.5. Color: Brown. Gender: Male. Age Group: Adult. more

$99.99 $39.99

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Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 10 Brown Leather

Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 10 Brown Leather

With a combination faux suede and leather upper, these uniquely designed chukka boots are great for business-casual ensembles Size: 10. Color: Brown. Gender: Male. Age Group: Adult. more

$99.99 $39.99

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WOLVERINE Men's Francisco Chukka Boot - Dark Brown - Size 10

WOLVERINE Men's Francisco Chukka Boot - Dark Brown - Size 10

Roper-toe chukka boot * Leather and textile * Lace-up vamp * Debossed logo at tongue * Logo tag at back * Stacked heel * Man-made outsole Measurements: Heel height 1.25", platform sole 0.75", shaft height 4", calf circumference 10". more

$129.00

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Clarks Garren Free Dark Brown Leather Chukka Boot

Clarks Garren Free Dark Brown Leather Chukka Boot

Clarks Garren Free Men's Dark Brown Leather Chukka Boot 15987 size 9 M This low lace-up boot from the Clarks. These are functional and stylish on urban sidewalks as it is in rural fields. Understated perforations near lace eyelets add an intriguing... more

$60.00

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HUGO BOSS Leather Chukka Boots - Dark Brown

HUGO BOSS Leather Chukka Boots - Dark Brown

A pair of chukka boots crafted from pebbled leather. Almond toe. Leather upper. Lace-up style. Rubber sole. Made in Italy. - Color: Dark Brown - Sizes: 10 Uk (11 Us),11 Uk (12 Us) more

$415.00

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Wolverine Palmer Chukka Boot Dark Brown Leather, Size 10.5D

Wolverine Palmer Chukka Boot Dark Brown Leather, Size 10.5D

An ultra comfortable chukka with a clean silhouette, the Palmer is handcrafted in Big Rapids, Michigan, with a soft Charles Stead Suede upper and a flexible Vibram wedge outsole. more

$340.00

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Wolverine

(500+)
Wolverine Palmer Chukka Boot Dark Brown Leather, Size 8.5D

Wolverine Palmer Chukka Boot Dark Brown Leather, Size 8.5D

An ultra comfortable chukka with a clean silhouette, the Palmer is handcrafted in Big Rapids, Michigan, with a soft Charles Stead Suede upper and a flexible Vibram wedge outsole. more

$340.00

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Wolverine

(500+)
Timberland Grantly Chukka Boots for Men - Dark Brown Oiled - 8 M

Timberland Grantly Chukka Boots for Men - Dark Brown Oiled - 8 M

Make any outfit look classy and polished with the Timberland Grantly Chukka Boots for men. A simple, clean style that dresses up any look while staying casual and comfy, these boots combine stylish, premium, full-grain leather uppers with comfortable... more

$139.99

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Timberland Grantly Chukka Boots for Men - Dark Brown Oiled - 9 M

Timberland Grantly Chukka Boots for Men - Dark Brown Oiled - 9 M

Make any outfit look classy and polished with the Timberland Grantly Chukka Boots for men. A simple, clean style that dresses up any look while staying casual and comfy, these boots combine stylish, premium, full-grain leather uppers with comfortable... more

$139.99

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John Varvatos Star Usa Hipster Chukka Boots - Dark Brown

John Varvatos Star Usa Hipster Chukka Boots - Dark Brown

Update your step with the handsome leather styling of these chukkas from John Varvatos. more

$198.00

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John Varvatos Star Usa Hipster Chukka Boots - Dark Brown

John Varvatos Star Usa Hipster Chukka Boots - Dark Brown

Update your step with the handsome leather styling of these chukkas from John Varvatos. more

$198.00

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Clarks leather chukka boot / slight work size 8

Clarks leather chukka boot / slight work size 8

Leather clarks chukka boot dark leather more

$60.00

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Ermenegildo Zegna Suede Chukka Boots - Dark-Brown : Ermenegildo Zegna Shoes

Ermenegildo Zegna Suede Chukka Boots - Dark-Brown : Ermenegildo Zegna Shoes

Leather details lend textural contrast to suede chukka boots set on a supportive crepe rubber sole. Suede/leather upper. Leather lining. Padded insole. Rubber sole. Made in Italy. - Color: Dark-Brown - Size: 10 Uk (11 Us) more

$625.00

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Clarks Bushacre 2 Chukka Boots - Leather (For Men) – TAN LEATHER

Clarks Bushacre 2 Chukka Boots - Leather (For Men) – TAN LEATHER

CLOSEOUTS . Nobody will step on your Clarks Bushacre 2 chukka boots, and the classic design and eye-catching good looks will have you feeling like a king. Available Colors: BLUE SUEDE, DARK GREEN SUEDE, GREY SUEDE, STEEL BLUE SUEDE, BURNT ORANGE, TAN... more

$100.00 $59.99

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Timberland Campsite Dark Grey Chukka Men's Boots 6644A Size 7.5

Timberland Campsite Dark Grey Chukka Men's Boots 6644A Size 7.5

The rugged Timberland Campsite Chukka Boots are great whether you're hiking or just hanging out. With premium leather construction and 100% recycled PET mesh lining and footbed, this boot is just what your feet need. Features - Premium leather - 100%... more

$99.95

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Rocky Outdoor Boots Mens Cruiser Chukka Casual Dark Brown FQ0002984

Rocky Outdoor Boots Mens Cruiser Chukka Casual Dark Brown FQ0002984

Mens Rocky Work Boots: These men's casual Lacer boots have been built with full-grain leather; the quality of the high-grade material really stands out. The round toe offers comfort, while the nylon laces allow you to adjust the fit to your liking. The... more

$179.00 $138.01

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Timberland Earthkeepers Rugged Originals Leather 6in Boots - Men's Dark Brown Burnished Oiled Nubuck, 13.0

Timberland Earthkeepers Rugged Originals Leather 6in Boots - Men's Dark Brown Burnished Oiled Nubuck, 13.0

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Size 13.0, Color Dark Brown Burnished Oiled Nubuck. Explore our supposedly green planet wearing the eco-friendly, part-recycled Timberland Earthkeepers Leather 6in Boot. Leaving no trace is good, but if you want to help change industry practice as you... more

$159.95

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Timberland Earthkeepers Rugged Originals Leather 6in Boots - Men's Dark Brown Burnished Oiled Nubuck, 9.5

Timberland Earthkeepers Rugged Originals Leather 6in Boots - Men's Dark Brown Burnished Oiled Nubuck, 9.5

Free 2-Day Shipping on orders over $50!

Size 9.5, Color Dark Brown Burnished Oiled Nubuck. Explore our supposedly green planet wearing the eco-friendly, part-recycled Timberland Earthkeepers Leather 6in Boot. Leaving no trace is good, but if you want to help change industry practice as you... more

$159.95

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Timberland Men's Adventure 2.0 Cupsole Chukka Boot Dark Brown Full Grain Leather Size 10 M

Timberland Men's Adventure 2.0 Cupsole Chukka Boot Dark Brown Full Grain Leather Size 10 M

Wear the Timberland Adventure 2.0 Cupsole Chukka Boot for a relaxing weekend. It has two sets of laces made from 100% organic cotton to facilitate an easy on and off. Featuring the recycled rubber siped outsole, this shoe maximizes traction for... more

$128.50

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Hush Puppies Men's Vice Victory Chukka Boot Dark Brown Leather Size 11 M, Size: 11 M Little Kids

Hush Puppies Men's Vice Victory Chukka Boot Dark Brown Leather Size 11 M, Size: 11 M Little Kids

Comfort comes easy with the Hush Puppies Vice Victory Chukka Boot for men. For cushioning, durability, and shock absorption, it features a Bounce molded polyurethane outsole. This men's boot features a leather lining with fabric vamp that wicks... more

$99.95

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Men's Sebago Landon Chukka Boot - Dark Brown Full Grain Leather Boots

Men's Sebago Landon Chukka Boot - Dark Brown Full Grain Leather Boots

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The Landon Chukka Boot is a handsome casual that shows off a handsewn, genuine moccasin construction. Leather rawhide lace up closure Nickel free, non-corrosive eyelets Removable, cushioned footbed Rubber outsole. more

$129.95

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(175,000+)
Men's Sperry Top-Sider Fowl Weather Chukka Boot - Dark Brown Waterproof Leather Boots

Men's Sperry Top-Sider Fowl Weather Chukka Boot - Dark Brown Waterproof Leather Boots

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Take on any adventure wearing the Sperry Fowl Weather Chukka Boot. Its seam-sealed, waterproof upper with a gusseted tongue keeps you protected. This boot has a molded rubber outsole with heavy lugs and Wave-Siping™ that delivers ultimate traction on... more

$89.95

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(175,000+)
RedHead Cole 2-Eye Chukka Boots for Men - Brown - 9.5M

RedHead Cole 2-Eye Chukka Boots for Men - Brown - 9.5M

RedHead Cole 2-Eye Chukka Boots have a style that goes from the field to the office to club in amazing comfort. These RedHead casual leather boots have oiled, full-grain leather uppers that keep looking great with age and wear. Leather and fabric... more

$79.99

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Ahnu Coburn Hiking Boots - Men's Dark Olive, 10.5

Ahnu Coburn Hiking Boots - Men's Dark Olive, 10.5

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Size 10.5, Color Dark Olive. The Ahnu Men's Coburn Hiking Boot is made for all-day hikers, rugged backpackers, and outdoor enthusiasts alike. If the terrain is covered in slush or rain puddles, the waterproof leather upper, flexible gusset tongue, and... more

$164.95

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Ahnu Coburn Hiking Boots - Men's Dark Olive, 8.0

Ahnu Coburn Hiking Boots - Men's Dark Olive, 8.0

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Size 8.0, Color Dark Olive. The Ahnu Men's Coburn Hiking Boot is made for all-day hikers, rugged backpackers, and outdoor enthusiasts alike. If the terrain is covered in slush or rain puddles, the waterproof leather upper, flexible gusset tongue, and... more

$164.95

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Ahnu Coburn Hiking Boots - Men's Dark Olive, 11.0

Ahnu Coburn Hiking Boots - Men's Dark Olive, 11.0

Free 2-Day Shipping on orders over $50!

Size 11.0, Color Dark Olive. The Ahnu Men's Coburn Hiking Boot is made for all-day hikers, rugged backpackers, and outdoor enthusiasts alike. If the terrain is covered in slush or rain puddles, the waterproof leather upper, flexible gusset tongue, and... more

$164.95

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Ahnu Coburn Hiking Boots - Men's Dark Olive, 12.0

Ahnu Coburn Hiking Boots - Men's Dark Olive, 12.0

Free 2-Day Shipping on orders over $50!

Size 12.0, Color Dark Olive. The Ahnu Men's Coburn Hiking Boot is made for all-day hikers, rugged backpackers, and outdoor enthusiasts alike. If the terrain is covered in slush or rain puddles, the waterproof leather upper, flexible gusset tongue, and... more

$164.95

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Hush Puppies Men's Vice Victory Chukka Boot Dark Brown Leather Size 8 M, Size: 8 M Little Kids

Hush Puppies Men's Vice Victory Chukka Boot Dark Brown Leather Size 8 M, Size: 8 M Little Kids

Comfort comes easy with the Hush Puppies Vice Victory Chukka Boot for men. For cushioning, durability, and shock absorption, it features a Bounce molded polyurethane outsole. This men's boot features a leather lining with fabric vamp that wicks... more

$99.95

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Rockport Men's Essential Details Waterproof Chukka Boot Dark Brown Full Grain Leather Size 8.5 M, Size: 8.5 D(M) US

Rockport Men's Essential Details Waterproof Chukka Boot Dark Brown Full Grain Leather Size 8.5 M, Size: 8.5 D(M) US

Comfort and versatility are combined in the men's Rockport Essential Details Waterproof Chukka Boot. Designed with smooth premium leather uppers, lined with seam-sealed Hydro-Shield waterproof technology that wicks away any moisture that comes your... more

$68.25

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Sebago Mens Ryde Chukka Boots in Dark Taupe/Tan Leather 9 M US, Men's, Brown

Sebago Mens Ryde Chukka Boots in Dark Taupe/Tan Leather 9 M US, Men's, Brown

Sebago Mens Ryde Chukka Boots in Dark Taupe/Tan LeatherBlur the line between classic and modern. The Ryde Chukka is made in premium nubuck with natural leather heel treatmentsand features superior flexibility, a removable, cushioned footbed, and... more

$49.06

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Lacoste Men's Sherbrooke Hi Chukka Boot Dark Brown Leather Size 13 M

Lacoste Men's Sherbrooke Hi Chukka Boot Dark Brown Leather Size 13 M

Lacoste Men's Sherbrooke Hi 116 1 Suede Chukka Ankle Boots Shoes Product Information: Model: Sherbrooke Hi 116 1; 7-31CAM0164176 Sueded Leather Upper Iconic Embossed Logo Heel 3-Hole Lace Up Closure With Metal Eyelets Leather Lining & Insole Lightly... more

$159.45

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