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Xray Men's The Windom Casual Chukka Boot 13 Grey Medium

Xray Men's The Windom Casual Chukka Boot 13 Grey Medium

Insulated by its incredible looks, the Windom is just right for wearing with just about everything. It pairs well with a plaid and some jeans, and also looks fresh with your favorite suit.Upper: 100% Full suede,Outsole: TPR,Lining: Polyurethane,Heel... more

$74.98 $34.99

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Xray Men's The Windom Casual Chukka Boot 11 Blue Medium

Xray Men's The Windom Casual Chukka Boot 11 Blue Medium

Insulated by its incredible looks, the Windom is just right for wearing with just about everything. It pairs well with a plaid and some jeans, and also looks fresh with your favorite suit.Upper: 100% Full suede,Outsole: TPR,Lining: Polyurethane,Heel... more

$74.98 $34.99

FREE shipping

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Best Seller
Xray Men's The Windom Casual Chukka Boot 9 Blue Medium

Xray Men's The Windom Casual Chukka Boot 9 Blue Medium

Insulated by its incredible looks, the Windom is just right for wearing with just about everything. It pairs well with a plaid and some jeans, and also looks fresh with your favorite suit.Upper: 100% Full suede,Outsole: TPR,Lining: Polyurethane,Heel... more

$74.98 $34.99

FREE shipping

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Xray Men's The Windom Casual Chukka Boot

Xray Men's The Windom Casual Chukka Boot

Insulated by its incredible looks, the Windom is just right for wearing with just about everything. It pairs well with a plaid and some jeans, and also looks fresh with your favorite suit.Upper: 100% Full suede,Outsole: TPR,Lining: Polyurethane,Heel... more

$74.99 $31.99

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Xray Men's The Windom Casual Chukka Boot

Xray Men's The Windom Casual Chukka Boot

Insulated by its incredible looks, the Windom is just right for wearing with just about everything. It pairs well with a plaid and some jeans, and also looks fresh with your favorite suit.Upper: 100% Full suede,Outsole: TPR,Lining: Polyurethane,Heel... more

$74.99 $31.99

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Xray Men's The Windom Casual Chukka Boot

Xray Men's The Windom Casual Chukka Boot

Insulated by its incredible looks, the Windom is just right for wearing with just about everything. It pairs well with a plaid and some jeans, and also looks fresh with your favorite suit.Upper: 100% Full suede,Outsole: TPR,Lining: Polyurethane,Heel... more

$74.99 $31.99

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KURU Men's Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

KURU Men's Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

Alvar Aalto, one of the most influential Finnish designers, taught 'We should work for simple, good, undecorated things...but things which are in harmony with the human being.' With a nod to this Scandinavian design ethos, the Aalto Chukka is an... more

$87.00

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Rubber Hunting Boots: Guide Gear Mens Side Zip Ankle Fit Insulated Boots 2000 Grams, 9d, Mossy Oak Break-Up Country, Men's Size 9d

Rubber Hunting Boots: Guide Gear Mens Side Zip Ankle Fit Insulated Boots 2000 Grams, 9d, Mossy Oak Break-Up Country, Men's Size 9d

“It’s freezing! You can’t go out there,” they’ll say. You’ll laugh and say “Of course I can! Because I have these.” And you’ll point to your Guide Gear Boots. Then, you’ll explain that Guide Gear Boots feature a combination of 2,000-gram Thinsulate... more

$119.99 $94.99

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KURU Mens Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

KURU Mens Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

Alvar Aalto, one of the most influential Finnish designers, taught 'We should work for simple, good, undecorated things...but things which are in harmony with the human being.' With a nod to this Scandinavian design ethos, the Aalto Chukka is an... more

$87.00

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Rubber Hunting Boots: Guide Gear Ankle Fit Insulated Boots 2400 gram, 8d, Realtree Xtra, Men's Size 8d

Rubber Hunting Boots: Guide Gear Ankle Fit Insulated Boots 2400 gram, 8d, Realtree Xtra, Men's Size 8d

These Rubber Boots stay comfortably snug at the ankles, delivering a fit that won't slip or shift while you walk. So whether you're scrambling up a hillside or pathfinding through an unwelcoming marsh, our Rubber Boots are with you every step of the... more

$119.99 $94.99

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Guide Gear Men's Silvercliff II Insulated Waterproof Boots, 11.5 2e, Brown

Guide Gear Men's Silvercliff II Insulated Waterproof Boots, 11.5 2e, Brown

These light-on-your feet Silvercliffs zip tight in seconds for a winter-ready departure in record time. And they come off just as quick to avoid tracking outdoor slop where it doesn't belong. 100% waterproof against driving rain, freezing slush, snow... more

$69.99 $39.99

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Men's Twin Gore Pull-On Duck Boot, Brown, Size 11

Men's Twin Gore Pull-On Duck Boot, Brown, Size 11

Shoes by Haband. Comes in Brown, Size 11 M. 100% Waterproof Shell, Genuine Leather Upper with wide gore elastic for perfect fit. Thinsulate® Insulated. Anti-Slip Traction Outsole. Defined Heel. *Shipped by the manufacturer. more

$99.99

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Georgia Men's Farm & Ranch Chukka Work Boots - Barracuda Gold, Size 9 Wide, Model GB1222

Georgia Men's Farm & Ranch Chukka Work Boots - Barracuda Gold, Size 9 Wide, Model GB1222

These Georgia Farm & Ranch Chukka work boots are ideal for accomplishing daily tasks on the farm. The uppers are built with rugged SPR full-grain leather, which resists caustic chemicals and barnyard acids and is much stronger than traditional... more

$124.99

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Georgia Men's Farm & Ranch Chukka Work Boots - Barracuda Gold, Size 9 1/2 Wide, Model GB1222

Georgia Men's Farm & Ranch Chukka Work Boots - Barracuda Gold, Size 9 1/2 Wide, Model GB1222

These Georgia Farm & Ranch Chukka work boots are ideal for accomplishing daily tasks on the farm. The uppers are built with rugged SPR full-grain leather, which resists caustic chemicals and barnyard acids and is much stronger than traditional... more

$124.99

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

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

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For the young Urban professional who wants business attire with a little attitude. Sophisticated and fashion-forward, the Chukka Boot from Rockport's Classic Break Collection offers a bevy of mod work-to-weekend profiles that pack enough personality to... more

$106.45

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shoes.com

(175,000+)
KURU Men's Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

KURU Men's Aalto Chukka Boot Leather Plantar Fasciitis Shoes - Brown

Alvar Aalto, one of the most influential Finnish designers, taught 'We should work for simple, good, undecorated things...but things which are in harmony with the human being.' With a nod to this Scandinavian design ethos, the Aalto Chukka is an... more

$87.00

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Muck Wetland 16.5" Waterproof Insulated Hunting Boots Rubber and Nylon Bark Men's 15 D

Muck Wetland 16.5" Waterproof Insulated Hunting Boots Rubber and Nylon Bark Men's 15 D

FeaturesComfort rating of -20 to 50 FAnti-microbialWrap-up toe bumper5mm nylon bootieThe Muck Wetland boot is ideal for mid to late season wear while in the woods or the swamp. With a 5mm CR flex-foam bootie, the Wetland features a comfort rating of... more

$154.95

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MidwayUSA

(950,000+)
Kenetrek Mountain Extremes 10" Waterproof 400 Gram Insulated Hunting Boots Leather and Nylon Brown Men's 10.5 E

Kenetrek Mountain Extremes 10" Waterproof 400 Gram Insulated Hunting Boots Leather and Nylon Brown Men's 10.5 E

Features2.8 mm Top grain leatherK-Talon outsolesWaterproof, Breathable Windtex membrane400 grams of Thinsulate InsulationA serious boot for rugged terrain, the 10" Kenetrek Mountain Extreme is made with a one piece vamp of 2.8 mm top grain leather on... more

$479.95

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MidwayUSA

(950,000+)
Men's Ariat Conquest Round Toe H2O Insulated 400G Cowboy Boot Boots

Men's Ariat Conquest Round Toe H2O Insulated 400G Cowboy Boot Boots

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Ariat's Conquest Round Toe H2O Insulated 400G Cowboy Boot is the perfect choice for outdoor activities. The Duratread™ outsole offers wear-resistance and flexibility, and the ATS® Pro technology that features a lightweight, composite forked shank... more

$189.95

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shoes.com

(175,000+)
Muck Chore Mid 12" Waterproof Insulated Work Boots Rubber and Nylon Black Men's 11 D

Muck Chore Mid 12" Waterproof Insulated Work Boots Rubber and Nylon Black Men's 11 D

FeaturesStretch-fit topline binding snugs calf to keep warmth in and cold out 5mm CR flex-foam bootie with four-way stretch nylon, 100% waterproof, lightweight and flexible Seamless, quick-clean rubber overlay Additional achilles reinforcement for... more

$99.95

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MidwayUSA

(950,000+)
Men's Baffin Impact Snow Boot - Snow Camo Boots

Men's Baffin Impact Snow Boot - Snow Camo Boots

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Keep your feet toasty and dry with the Impact Snow Boot. The insulated nylon upper has reflective piping, a built-in locking snow collar, and easily adjustable double buckle closures. The added benefit of Baffin's removable multi-layer inner boot... more

$156.99

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shoes.com

(175,000+)
Fin & Feather Men's Chukka Brown Boot 13 E

Fin & Feather Men's Chukka Brown Boot 13 E

*Footwear designed to take you off the trail where the going can be treacherous *Tumbled full grain leather upper *Multi-layer CUSH-N-EEZ® construction for added stability and shock-absorbency *Velvet-eez® cushioned innersole *DRI-LEX® two-zone comfort... more

$125.95

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ShoeMall.com

(50,000+)
Work America Men's Work Chukka Black Boot 13 E

Work America Men's Work Chukka Black Boot 13 E

*WORK AMERICA's premium leather chukka is sturdy enough to hold up to rugged work conditions, yet comfortable enough for long hours on your feet *Premium leather upper *CUSH-N-CREPE Forward Glide® tapered sole is designed to enhance your natural... more

$114.95

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ShoeMall.com

(50,000+)
Mens Spring Step Men Mathias Chukka Boots - Black Black

Mens Spring Step Men Mathias Chukka Boots - Black Black

The Spring Step Mens Mathias ankle boots showcase a leather lace up chukka boot style with contrasting leather, a rounded toe, and leather heel piece detail. They feature metal eyelets, durable cotton waxed laces, soft textile lining, a removable... more

$99.99

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Boscov's

(50,000+)
Muk Luks Charlie Men's Chukka Boots, Tan, 12 Medium

Muk Luks Charlie Men's Chukka Boots, Tan, 12 Medium

Muk Luks Mens Chukka Boots more

$104.00

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(25,000+)
Carolina Men's 8 Inch Waterproof Insulated Logger Work Boots - Brown, Size 7 Extra Wide, Model CA4821

Carolina Men's 8 Inch Waterproof Insulated Logger Work Boots - Brown, Size 7 Extra Wide, Model CA4821

Tough Carolina 8in. logger work boots feature rugged waterproof Crazy Horse leather uppers for great looks and durability. 100 waterproof/breathable membrane will keep your feet dry and comfortable all day long. Has 600 grams of Thinsulate insulation... more

$144.99

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Men's Twin Gore Pull-On Duck Boot, Brown, Size 9

Men's Twin Gore Pull-On Duck Boot, Brown, Size 9

Shoes by Haband. Comes in Brown, Size 9 M. 100% Waterproof Shell, Genuine Leather Upper with wide gore elastic for perfect fit. Thinsulate® Insulated. Anti-Slip Traction Outsole. Defined Heel. *Shipped by the manufacturer. more

$99.99

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Deer Stags Mens James Chukka Boots

Deer Stags Mens James Chukka Boots

Shop BeallsFlorida.com for Great Low Prices on Brands You Love!

The Deer Stags James - sleek, glossy lace-up chukka-style boot. Featuring blind eyelets, stacked heel and decorative stitching as well as memory foam footbed for ultimate comfort. more

$39.99

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BeallsFlorida.com

(175,000+)
IZOD Mens Caravan Chukka Boots

IZOD Mens Caravan Chukka Boots

Shop BeallsFlorida.com for Great Low Prices on Brands You Love!

IZOD offers classic styling with modern features like cushioned insoles and a lower profile. The Caravan Chukka boots by IZOD feature a lace up design and contrasting seams. more

$70.00 $49.99

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BeallsFlorida.com

(175,000+)
Skechers Men's Revine - Hopkin Black 11.0 - Skechers

Skechers Men's Revine - Hopkin Black 11.0 - Skechers

Outclass the chilly weather in the Skechers Revine - Hopkin boot. Waterproof suede and synthetic upper in a lace up casual insulated cold weather mid calf height boot with stitching and overlay accents. Thinsulate ™ insulation. more

$110.00

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Men's Totes Insulated Boots, Black, Size 8.5 Wide Width

Men's Totes Insulated Boots, Black, Size 8.5 Wide Width

Shoes by Totes. Comes in Black, Size 8. 5 W. Perfect for rain, sleet or snow, these lightweight boots retain heat and repel water to keep you warmer and drier. Synthetic upper with Thermolite insulation, fleece lining, traction molded TPR rubber sole... more

$49.99

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Men's Totes Insulated Boots, Black, Size 10.5 Wide Width

Men's Totes Insulated Boots, Black, Size 10.5 Wide Width

Shoes by Totes. Comes in Black, Size 10. 5 W. Perfect for rain, sleet or snow, these lightweight boots retain heat and repel water to keep you warmer and drier. Synthetic upper with Thermolite insulation, fleece lining, traction molded TPR rubber sole... more

$49.99

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Men's Totes Insulated Boots, Black, Size 9 Wide Width

Men's Totes Insulated Boots, Black, Size 9 Wide Width

Shoes by Totes. Comes in Black, Size 9 W. Perfect for rain, sleet or snow, these lightweight boots retain heat and repel water to keep you warmer and drier. Synthetic upper with Thermolite insulation, fleece lining, traction molded TPR rubber sole and... more

$49.99

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Crispi Footwear Guide Non-Insulated GTX Backpacking Boot - Mens Brown 13 US EE/47 EE

Crispi Footwear Guide Non-Insulated GTX Backpacking Boot - Mens Brown 13 US EE/47 EE

Crispi Footwear Guide Non-Insulated GTX Backpacking Boot - Mens Brown 13 US EE/47 EE. Crispi Guide Non-Insulated GTX Backpacking Boot - Mens Brown 13 US 4200-4204-13 EE/47 EE more

$449.00

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Danner Footwear East Ridge Insulated Backpacking Boot - Men's-Brown-Medium-8.5 US Model: 173889

Danner Footwear East Ridge Insulated Backpacking Boot - Men's-Brown-Medium-8.5 US Model: 173889

Danner Footwear East Ridge Insulated Backpacking Boot - Men's-Brown-Medium-8.5 US Model: 173889. 5 US more

$259.95

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Men's Eastland Seneca Camp Moc Chukka Boot Boots, Brown, Size 11

Men's Eastland Seneca Camp Moc Chukka Boot Boots, Brown, Size 11

Shoes by Haband. Comes in Brown, Size 11 D. "Handsewn moccasin construction. Easy-to-care-for full grain leather upper. Fully lined, cushioned insole and supportive shank reduces foot and leg fatigue. Shock absorbing, flexible natural rubber outsole... more

$144.99

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Men's Franco Vanucci Dario Men's Chukka Boot 11.5 Black Medium Down

Men's Franco Vanucci Dario Men's Chukka Boot 11.5 Black Medium Down

This chukka boot is the perfect balance for casual sophistication and can be dressed up or down. Size: 11.5. Color: Black. Gender: Male. Age Group: Adult. more

$115.00 $32.99

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Men's Franco Vanucci Bert Men's Chukka Boots 10 Navy Medium Blue Lace

Men's Franco Vanucci Bert Men's Chukka Boots 10 Navy Medium Blue Lace

This lace up is sleek and casual this sneaker boot will pair well with all of your attire. Size: 10. Color: Blue. Gender: Male. Age Group: Adult. more

$98.00 $33.99

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Men's Franco Vanucci Leroy Men's Chukka Boots 7 Black Medium Lace

Men's Franco Vanucci Leroy Men's Chukka Boots 7 Black Medium Lace

Sophisticated and cool defines this chukka boot. Lace up this chukka bot for a great look that is always in style Size: 7. Color: Black. Gender: Male. Age Group: Adult. more

$75.00 $35.99

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Rockport Men's Wynstin Chukka Chukka Boot, Tobacco, 7 W US

Rockport Men's Wynstin Chukka Chukka Boot, Tobacco, 7 W US

The wynstin introduces a fresh look to your fashion dress style. more

$68.59

FREE shipping

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More information about Men's Shoes

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