Sperry Commander Chukka Boots. Take command of your cold-weather arsenal by adding this all-weather essential. Crafted with a classic lace-up closure and refined, resilient leather, these... Sperry Commander Chukka Boots

Sperry Commander Chukka Boots

Belk
Sperry
$60.59
Sperry Top-Sider Element Chukka - The Element Chukka boot is an on-trend athleisure style. Premium leather or suede uppers. Lace-up closure. Breathable fabric linings. Molded EVA footbed... Element Chukka - Brown - Sperry Top-Sider Boots

Element Chukka - Brown - Sperry...

Lyst
Sperry
$150.00 $75.00

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*This classic chukka will go great with all your casual wear *Premium leather upper *Handsewn construction *Genuine rawhide lacing *Padded footbed with shock-absorbing heel cup *Rubber sole Sperry Top-Sider Dockyard Chukka - Mens 9 Brown Boot Medium

Sperry Top-Sider Dockyard Chukka -...

ShoeMall.com
Sperry
$149.95 $74.99
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Sperry Top-Sider Cutwater Chukka Rubber - When the weather turns head out in this insulated wet-weather Sperry Cutwater Chukka Rubber boot with the look and feel of a modern sneaker! Modern... Cutwater Chukka Rubber - Black - Sperry Top-Sider Sneakers

Cutwater Chukka Rubber - Black -...

Lyst
Sperry
$110.00 $50.00

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*Cooler days call for this versatile chukka boot's comfortable, casual style *Premium leather upper with rugged stitch-out construction *Twin elastic side panels for easy slip-on wear... Sperry Top-Sider Dockyard Chelsea - Mens 10 Tan Boot Medium

Sperry Top-Sider Dockyard Chelsea -...

ShoeMall.com
Sperry
$149.95 $74.99
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*Cooler days call for this versatile chukka boot's comfortable, casual style *Premium leather upper with rugged stitch-out construction *Twin elastic side panels for easy slip-on wear... Sperry Top-Sider Dockyard Chelsea - Mens 10.5 Tan Boot Medium

Sperry Top-Sider Dockyard Chelsea -...

ShoeMall.com
Sperry
$149.95 $74.99
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Sorel Footwear Madson Chukka Waterproof Leather Casual Boot Men's Major/Cordovan 13 US. Sorel Madson Chukka Waterproof Leather Casual Boot Men's Major/Cordovan 13 US 1767211246-13 Sorel Footwear Madson Chukka Waterproof Leather Casual Boot Men's Major/Cordovan 13 US

Sorel Footwear Madson Chukka...

CampSaver.com
Sorel
$169.95
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Sorel Footwear Madson Chukka Waterproof Leather Casual Boot Men's Black/Black 7 US. Sorel Madson Chukka Waterproof Leather Casual Boot Men's Black/Black 7 US 1767211011-7 Sorel Footwear Madson Chukka Waterproof Leather Casual Boot Men's Black/Black 7 US

Sorel Footwear Madson Chukka...

CampSaver.com
Sorel
$169.95
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Across the world or across town, these full-grain leather chukkas, with OrthoLite footbeds, offer long-lasting comfort and durability. Men's Casual [North Face, Northface, thenorthface, the... The North Face Men's Ballard Evo Chukka Leather Boots (Size: 11.5): Demitasse Brown

The North Face Men's Ballard Evo...

The North Face
The North Face
$110.00
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Across the world or across town, these full-grain leather chukkas, with OrthoLite footbeds, offer long-lasting comfort and durability. Men's Casual [North Face, Northface, thenorthface, the... The North Face Men's Ballard Evo Chukka Leather Boots (Size: 7.5): Demitasse Brown

The North Face Men's Ballard Evo...

The North Face
The North Face
$110.00
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Travel the miles in comfort with these suede and cotton-canvas chukkas. The OrthoLite footbeds give long-lasting comfort and the rubber cupsoles with stair-step lug patterns increase... The North Face Men's Ballard Evo Chukka Boots (Size: 8.5): Dijon Brown

The North Face Men's Ballard Evo...

The North Face
The North Face
$110.00
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The Braveman Mojave Desert Chukka Boot comes in multiple stylish colors that will compliment your fall wardrobe. Designed with a clean modern look that will enhance any attire. Size: 9.5.... Men's Braveman Mojave Desert Chukka Boots 9.5 Blue Medium

Men's Braveman Mojave Desert Chukka...

Groupon
$70.00 $25.99
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Men's Gino Vitale Lace-Up Chukka Boots Size: 12. Color: Black. Gender: Male. Age Group: Adult. Men's Gino Vitale Men's Gino Vitale Lace-Up Chukka Boots 12 Black Medium

Men's Gino Vitale Men's Gino Vitale...

Groupon
$100.00 $36.99
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These men's chukka boots with cushioned insoles feature suede uppers with leather lining and can be worn for casual and formal occasions Size: 12. Color: Beige. Gender: Male. Age Group:... Men's Joseph Abboud Men's Suede Chukka Boots: 12/Sand Beige

Men's Joseph Abboud Men's Suede...

Groupon
Joseph Abboud
$125.00 $44.99
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Shoes by Haband. Comes in Brown, Size 10. 5 W. Handsewn moccasin construction. Easy-to-care-for full grain leather upper. Fully lined, cushioned insole and supportive shank reduces foot and... Men's Eastland Seneca Camp Moc Chukka Boot by Haband, Brown Size 10.5 W

Men's Eastland Seneca Camp Moc Chukka...

Haband
Haband
$144.99
Frye Seth Chukka Boots. Update your boot assortment with the addition of these Seth Chukka Boots by Frye. The lace-up closure will keep your feet supported as you move through your... Frye Seth Chukka Boots

Frye Seth Chukka Boots

Belk
Frye
$89.99
Sorel Footwear Madson Chukka Waterproof Leather Casual Boot Men's Major/Cordovan 7.5 US. 5 US 1767211246-7.5 Sorel Footwear Madson Chukka Waterproof Leather Casual Boot Men's Major/Cordovan 7.5 US

Sorel Footwear Madson Chukka...

CampSaver.com
Sorel
$169.95
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Johnston & Murphy Copeland Chukka Boot. Add a distinguished touch to any outfit with these handsome chukka boots. Crafted with water-resistant material and a padded insole, they offer... Johnston & Murphy Copeland Chukka Boot

Johnston & Murphy Copeland Chukka Boot

Belk
Johnston & Murphy
$159.00
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Shoes by Haband. Comes in Brown, Size 12 W. Handsewn moccasin construction. Easy-to-care-for full grain leather upper. Fully lined, cushioned insole and supportive shank reduces foot and... Men's Eastland Seneca Camp Moc Chukka Boot by Haband, Brown Size 12 W

Men's Eastland Seneca Camp Moc Chukka...

Haband
Haband
$144.99
These Rocky 6in. Western Cruiser Chukka Casual Boots are built with high quality full-grain leather. The interior will remain dry, even in unpleasant weather conditions, because it has been... Rocky Men's 6 Inch Western Cruiser Chukka Casual Boots - Brown, Size 11 1/2, Model 2984

Rocky Men's 6 Inch Western Cruiser...

Northern Tool
Rocky
$139.99
Shoes by Haband. Comes in Tan, Size 11 W. Handsewn moccasin construction. Easy-to-care-for full grain leather upper. Fully lined, cushioned insole and supportive shank reduces foot and leg... Men's Eastland Seneca Camp Moc Chukka Boot by Haband, Tan Size 11 W

Men's Eastland Seneca Camp Moc Chukka...

Haband
Haband
$144.99
Womens Size 9, Pre Owned But In Excellent Condition With Minimal Signs Of Wear. Bright Pink Waterproof Patent Leather With Rubber Soles. Fleece Lining Will Lee Feet Warm During Colder... Sperry Top-Sider Shoes | Sperry Top Sider Low Cut Duck Boots | Color: Pink | Size: 9

Sperry Top-Sider Shoes | Sperry Top...

Poshmark, Inc.
Sperry
$28.00
Sperry Top-Sider Endeavor Chukka Leather - It's easy to look fabulous in the Endeavor Chukka Leather deck shoe! Smooth leather upper. Rawhide lace closure. Soft textile linings. Contoured... Endeavor Chukka Leather - Black - Sperry Top-Sider Sneakers

Endeavor Chukka Leather - Black -...

Lyst
Sperry
$120.00 $66.00

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Sporting water-resistant, full-grain leather uppers, these stylish chukka boots feature a full-length sheepskin lining. Memory foam and a mesh-covered insole add extra comfort. Natural... Johnston & Murphy Copeland Chukka Boots Men's Shoes

Johnston & Murphy Copeland Chukka...

Jos. A. Bank
$159.00
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*Cooler days call for this versatile chukka boot's comfortable, casual style *Premium leather upper with rugged stitch-out construction *Twin elastic side panels for easy slip-on wear... Sperry Top-Sider Dockyard Chelsea - Mens 9.5 Tan Boot Medium

Sperry Top-Sider Dockyard Chelsea -...

ShoeMall.com
Sperry
$149.95 $74.99
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*Cooler days call for this versatile chukka boot's comfortable, casual style *Premium leather upper with rugged stitch-out construction *Twin elastic side panels for easy slip-on wear... Sperry Top-Sider Dockyard Chelsea - Mens 8.5 Tan Boot Medium

Sperry Top-Sider Dockyard Chelsea -...

ShoeMall.com
Sperry
$149.95 $74.99
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*Cooler days call for this versatile chukka boot's comfortable, casual style *Premium leather upper with rugged stitch-out construction *Twin elastic side panels for easy slip-on wear... Sperry Top-Sider Dockyard Chelsea - Mens 9 Tan Boot Medium

Sperry Top-Sider Dockyard Chelsea -...

ShoeMall.com
Sperry
$149.95 $74.99
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Across the world or across town, these full-grain leather chukkas, with OrthoLite footbeds, offer long-lasting comfort and durability. Men's Casual [North Face, Northface, thenorthface, the... The North Face Men's Ballard Evo Chukka Leather Boots (Size: 9.5): Demitasse Brown

The North Face Men's Ballard Evo...

The North Face
The North Face
$110.00
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