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Sperry Top-Sider Dockyard Oxford Chukka Men's Lace-up Boots

Sperry Top-Sider Dockyard Oxford Chukka Men's Lace-up Boots

Free Shipping Both Ways! The Dockyard Oxford Chukka from Sperry Top-Sider has a modern nautical look that works both in the city and by the sea. Premium leather upper. Genuine hand-sewn tru-moc construction for durable comfort and long-lasting style.... ... more

Sperry Top-Sider Dockyard Oxford Chukka Men's Lace-up Boots

Free Shipping Both Ways! The Dockyard Oxford Chukka from Sperry Top-Sider has a modern nautical look that works both in the city and by the sea. Premium leather upper. Genuine hand-sewn tru-moc construction for durable comfort and long-lasting style....

Zappos.com

(300,000+)

$125.00

FREE shipping

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Zappos.com

(300,000+)
Red Wing Heritage Classic Work 6 Round Toe Men's Lace-up Boots

Red Wing Heritage Classic Work 6 Round Toe Men's Lace-up Boots

Free Shipping Both Ways! Click for Red Wing Heritage® cleaning instructions. The Classic Work 6 Round Toe boot from Red Wing Heritage is a blend of functional design, toughness and comfort. Durable leather upper with plain toe offers the durability of... ... more

Red Wing Heritage Classic Work 6 Round Toe Men's Lace-up Boots

Free Shipping Both Ways! Click for Red Wing Heritage® cleaning instructions. The Classic Work 6 Round Toe boot from Red Wing Heritage is a blend of functional design, toughness and comfort. Durable leather upper with plain toe offers the durability of...

Zappos.com

(300,000+)

$260.00

FREE shipping

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Zappos.com

(300,000+)
Sperry Top-Sider Gold Cup Bellingham ASV Chukka Boot GraySuede, Size 9.5M Men's

Sperry Top-Sider Gold Cup Bellingham ASV Chukka Boot GraySuede, Size 9.5M Men's

The Gold Cup Collection features premium hand-sewn leather uppers and luxurious Lambskin linings. Seasonal style updates include hand-burnished leathers, soft suedes and unique color combinations. In addition to their fine workmanship, Bellingham Chukka B ... more

Sperry Top-Sider Gold Cup Bellingham ASV Chukka Boot GraySuede, Size 9.5M Men's

The Gold Cup Collection features premium hand-sewn leather uppers and luxurious Lambskin linings. Seasonal style updates include hand-burnished leathers, soft suedes and unique color combinations. In addition to their fine workmanship, Bellingham Chukka B

Sperry Top-Sider

(5,000+)

$195.00 $106.95

FREE shipping

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Men's Johnston & Murphy Cardell Chukka - Mahogany Waterproof Full Grain Boots

Men's Johnston & Murphy Cardell Chukka - Mahogany Waterproof Full Grain Boots

The Cardell Chukka features a waterproof full-grain leather upper, super-soft sheepskin linings and a removable molded footbed to provide enhanced comfort and fit. Its lightweight construction and molded midsole reduce weight and provide optimum... ... more

Men's Johnston & Murphy Cardell Chukka - Mahogany Waterproof Full Grain Boots

The Cardell Chukka features a waterproof full-grain leather upper, super-soft sheepskin linings and a removable molded footbed to provide enhanced comfort and fit. Its lightweight construction and molded midsole reduce weight and provide optimum...

(150,000+)

$185.00 $164.95

FREE shipping

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(150,000+)
Dexter, Mens Corbin Chukka Boot, Mens, Boots, Casual

Dexter, Mens Corbin Chukka Boot, Mens, Boots, Casual

Find comfort, quality and style in the Corbin Boot. It features a tumbled upper, laces for good fit, mesh lining, Dexter's signature Comfort Insole for all-day support, and a durable outsole. Manmade materials. ... more

Dexter, Mens Corbin Chukka Boot, Mens, Boots, Casual

Find comfort, quality and style in the Corbin Boot. It features a tumbled upper, laces for good fit, mesh lining, Dexter's signature Comfort Insole for all-day support, and a durable outsole. Manmade materials.

Payless.com

$49.99

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Sperry Top-Sider Dockyard Sport Chukka Boot DarkBrown, Size 11.5M Men's Shoes

Sperry Top-Sider Dockyard Sport Chukka Boot DarkBrown, Size 11.5M Men's Shoes

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in simple styling, slip-on a pair with the denim of your choice. ... more

Sperry Top-Sider Dockyard Sport Chukka Boot DarkBrown, Size 11.5M Men's Shoes

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in simple styling, slip-on a pair with the denim of your choice.

Sperry Top-Sider

(5,000+)

$130.00 $99.99

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Men's Wicked Good Lodge Chukkas 9 M(D) Brown

Men's Wicked Good Lodge Chukkas 9 M(D) Brown

Now you can bring the warm, cozy feeling of your favorite slippers with you everywhere. Our warm, shearling-lined boots combine rugged style and water-resistant protection with plush, slipper-like comfort. Genuine sheepskin shearling has been... ... more

Men's Wicked Good Lodge Chukkas 9 M(D) Brown

Now you can bring the warm, cozy feeling of your favorite slippers with you everywhere. Our warm, shearling-lined boots combine rugged style and water-resistant protection with plush, slipper-like comfort. Genuine sheepskin shearling has been...

(2,500+)

$99.00

FREE shipping

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(2,500+)
Men's Rockport Rocsports Lite 2 Chukka Boot - Taupe Nubuck Lace Up Shoes

Men's Rockport Rocsports Lite 2 Chukka Boot - Taupe Nubuck Lace Up Shoes

The Rocsports Lite 2 Chukka Boot features adidas adiPRENE sport technology cushioning absorbs shock and protects the heel at impact, ETC linings that wick away moisture to help keep feet dry and comfortable, a sponge EVA footbed cushioning that... ... more

Men's Rockport Rocsports Lite 2 Chukka Boot - Taupe Nubuck Lace Up Shoes

The Rocsports Lite 2 Chukka Boot features adidas adiPRENE sport technology cushioning absorbs shock and protects the heel at impact, ETC linings that wick away moisture to help keep feet dry and comfortable, a sponge EVA footbed cushioning that...

(150,000+)

$120.00 $109.95

FREE shipping

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(150,000+)
Men's Merona Eric Chukka Boots - Assorted Colors

Men's Merona Eric Chukka Boots - Assorted Colors

Free Shipping On Orders $50+

Find boots at Target.com! Men's merona eric chukka boots - assorted colors ... more

Men's Merona Eric Chukka Boots - Assorted Colors

Find boots at Target.com! Men's merona eric chukka boots - assorted colors

$44.99

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Men's Lakeside Boat Shoes, Chukka 9.5 M(D) Brown

Men's Lakeside Boat Shoes, Chukka 9.5 M(D) Brown

Here in Maine, you don't have to walk very far to go from city sidewalk to shoreside dock. With this in mind, we redesigned our classic boat shoe style to provide even more comfort and stability on life's ever-changing terrain. Full-grain, waterproof... ... more

Men's Lakeside Boat Shoes, Chukka 9.5 M(D) Brown

Here in Maine, you don't have to walk very far to go from city sidewalk to shoreside dock. With this in mind, we redesigned our classic boat shoe style to provide even more comfort and stability on life's ever-changing terrain. Full-grain, waterproof...

(2,500+)

$89.00 $79.99

FREE shipping

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(2,500+)
Red Wing Heritage Men's Classic Work Leather Chukka Boot,Briar Oil Slick,12 D US

Red Wing Heritage Men's Classic Work Leather Chukka Boot,Briar Oil Slick,12 D US

If you want a boot that is a combination of rugged and casual then take a look at The Red Wing Heritage 3141 Classic Chukka Mens Boots. Composed of briar oil slick leather, Euro-traction Tred crepe rubber outsole, and Goodyear welt construction; these... ... more

Red Wing Heritage Men's Classic Work Leather Chukka Boot,Briar Oil Slick,12 D US

If you want a boot that is a combination of rugged and casual then take a look at The Red Wing Heritage 3141 Classic Chukka Mens Boots. Composed of briar oil slick leather, Euro-traction Tred crepe rubber outsole, and Goodyear welt construction; these...

Amazon.com

$259.95

FREE shipping

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Vans Chukka Low - Mens - Navy/Gum

Vans Chukka Low - Mens - Navy/Gum

The Vans Chukka Low was designed by the Vans skate team, and features styles customized by Chima Ferguson, Keegan Sauder and Chris Pfanner. This skate shoe is based on other classics like the Vans Authentic and the Vans Chukka Boot, and spotlights the... ... more

Vans Chukka Low - Mens - Navy/Gum

The Vans Chukka Low was designed by the Vans skate team, and features styles customized by Chima Ferguson, Keegan Sauder and Chris Pfanner. This skate shoe is based on other classics like the Vans Authentic and the Vans Chukka Boot, and spotlights the...

Eastbay

(900,000+)

$64.99

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Eastbay

(900,000+)
Red Wing Heritage Men's Classic Work Leather Chukka Boot,Briar Oil Slick,10.5 D US

Red Wing Heritage Men's Classic Work Leather Chukka Boot,Briar Oil Slick,10.5 D US

If you want a boot that is a combination of rugged and casual then take a look at The Red Wing Heritage 3141 Classic Chukka Mens Boots. Composed of briar oil slick leather, Euro-traction Tred crepe rubber outsole, and Goodyear welt construction; these... ... more

Red Wing Heritage Men's Classic Work Leather Chukka Boot,Briar Oil Slick,10.5 D US

If you want a boot that is a combination of rugged and casual then take a look at The Red Wing Heritage 3141 Classic Chukka Mens Boots. Composed of briar oil slick leather, Euro-traction Tred crepe rubber outsole, and Goodyear welt construction; these...

Amazon.com

$259.95

FREE shipping

go to store
John Varvatos Star USA Classic Chukka Boots (For Men) ? ANTIQUE

John Varvatos Star USA Classic Chukka Boots (For Men) ? ANTIQUE

CLOSEOUTS . Just take in the refined silhouette of John Varvatos Star USA's Classic chukka boots, expertly distressed in a vintage-look suede. Accented very simply by two-eyelet lacing, a rounded toe and contrast stitching, they're an exercise in the... ... more

John Varvatos Star USA Classic Chukka Boots (For Men) ? ANTIQUE

CLOSEOUTS . Just take in the refined silhouette of John Varvatos Star USA's Classic chukka boots, expertly distressed in a vintage-look suede. Accented very simply by two-eyelet lacing, a rounded toe and contrast stitching, they're an exercise in the...

(700,000+)

$248.00 $129.95

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(700,000+)
Johnston & Murphy Copeland Chukka Men's Lace-up Boots

Johnston & Murphy Copeland Chukka Men's Lace-up Boots

Free Shipping on all orders! You can't go wrong with a classic look and these Johnston Murphy® chukkas are the perfect mix of classic and current. Water-resistant suede upper with leather trim and contrast stitching. Traditional lace-up closure allows... ... more

Johnston & Murphy Copeland Chukka Men's Lace-up Boots

Free Shipping on all orders! You can't go wrong with a classic look and these Johnston Murphy® chukkas are the perfect mix of classic and current. Water-resistant suede upper with leather trim and contrast stitching. Traditional lace-up closure allows...

6pm.com

$145.00 $86.99

FREE shipping

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Justin Men's Bent Rail Boot In Old Mad Cow/red Classic

Justin Men's Bent Rail Boot In Old Mad Cow/red Classic

Handcrafted in the USA, the Justin Men's Bent Rail Boot in Old Mad Cow/Red Classic is sure to turn heads. Equipped with the J-Flex Flexible Comfort System®, it feels great the first time you wear it. Style features include 11" stitched shaft, broad... ... more

Justin Men's Bent Rail Boot In Old Mad Cow/red Classic

Handcrafted in the USA, the Justin Men's Bent Rail Boot in Old Mad Cow/Red Classic is sure to turn heads. Equipped with the J-Flex Flexible Comfort System®, it feels great the first time you wear it. Style features include 11" stitched shaft, broad...

Smith Brothers

$210.00 $174.99

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Rockport RocSports Lite 2 Chukka Men's Shoes

Rockport RocSports Lite 2 Chukka Men's Shoes

Free Shipping on all orders! Walking on air and looking like a million bucks may sound cliché, but you'll be doing both with a smile in this sporty boot. Soft leather upper in a casual chukka boot style with contrasting laces and midsole. Classic... ... more

Rockport RocSports Lite 2 Chukka Men's Shoes

Free Shipping on all orders! Walking on air and looking like a million bucks may sound cliché, but you'll be doing both with a smile in this sporty boot. Soft leather upper in a casual chukka boot style with contrasting laces and midsole. Classic...

6pm.com

$120.00 $65.99

FREE shipping

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Men's Black Label by L.B. Evans Langley Chukka Boots - Grey 10.5

Men's Black Label by L.B. Evans Langley Chukka Boots - Grey 10.5

Free Shipping On Orders $50+

Find boots at Target.com! Men's black label by l.b. Evans langley chukka boots - grey 10.5 ... more

Men's Black Label by L.B. Evans Langley Chukka Boots - Grey 10.5

Find boots at Target.com! Men's black label by l.b. Evans langley chukka boots - grey 10.5

$59.99

FREE shipping

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Timberland Men's Bragdon Chukka Dark Brown Boots, Size 10.5 M - 7920A

Timberland Men's Bragdon Chukka Dark Brown Boots, Size 10.5 M - 7920A

Timberland Men's Bragdon Chukka Dark Brown Boots - 7920A ... more

Timberland Men's Bragdon Chukka Dark Brown Boots, Size 10.5 M - 7920A

Timberland Men's Bragdon Chukka Dark Brown Boots - 7920A

TheShoeMart

(5,000+)

$99.95

FREE shipping

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TheShoeMart

(5,000+)
Florsheim Vantage Chukka Boots - Leather (For Men) ? BROWN TUMBLED

Florsheim Vantage Chukka Boots - Leather (For Men) ? BROWN TUMBLED

CLOSEOUTS . Men who prefer boots to shoes in casual and dress venues will embrace the comfort and polished good looks of Florsheim's Vantage chukka boots. Not only is the top line softly padded, but the Comfortechnology interior absorbs shock, supports... ... more

Florsheim Vantage Chukka Boots - Leather (For Men) ? BROWN TUMBLED

CLOSEOUTS . Men who prefer boots to shoes in casual and dress venues will embrace the comfort and polished good looks of Florsheim's Vantage chukka boots. Not only is the top line softly padded, but the Comfortechnology interior absorbs shock, supports...

(700,000+)

$135.00 $94.95

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(700,000+)
Sebago Halyard Chukka: Men's Ankle Boot

Sebago Halyard Chukka: Men's Ankle Boot

Ankle Boots: Sebago Halyard Chukka - Male Adult - Dark Khaki Nubuck/Woolrich (Brown) - Sizes 9.5|10|11.5|12|13 - Widths: Medium - Dress up your everyday wardrobe with the Sebago Halyard ankle boot. This men's lace-up shoe boot features a nubuck or... ... more

Sebago Halyard Chukka: Men's Ankle Boot

Ankle Boots: Sebago Halyard Chukka - Male Adult - Dark Khaki Nubuck/Woolrich (Brown) - Sizes 9.5|10|11.5|12|13 - Widths: Medium - Dress up your everyday wardrobe with the Sebago Halyard ankle boot. This men's lace-up shoe boot features a nubuck or...

OnlineShoes.com

(50,000+)

$99.95

FREE shipping

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OnlineShoes.com

(50,000+)
Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 11 M - 41050

Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 11 M - 41050

Timberland Men's Rugged Street II Chukka Black Smooth Boots - 41050 ... more

Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 11 M - 41050

Timberland Men's Rugged Street II Chukka Black Smooth Boots - 41050

TheShoeMart

(5,000+)

$76.95

FREE shipping

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TheShoeMart

(5,000+)
Sebago Halyard Chukka: Men's Ankle Boot

Sebago Halyard Chukka: Men's Ankle Boot

Ankle Boots: Sebago Halyard Chukka - Male Adult - Grey Nubuck - Sizes 8.5|9|10.5|12 - Widths: Medium - Dress up your everyday wardrobe with the Sebago Halyard ankle boot. This men's lace-up shoe boot features a nubuck or suede/coated wool upper; a... ... more

Sebago Halyard Chukka: Men's Ankle Boot

Ankle Boots: Sebago Halyard Chukka - Male Adult - Grey Nubuck - Sizes 8.5|9|10.5|12 - Widths: Medium - Dress up your everyday wardrobe with the Sebago Halyard ankle boot. This men's lace-up shoe boot features a nubuck or suede/coated wool upper; a...

OnlineShoes.com

(50,000+)

$184.95

FREE shipping

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OnlineShoes.com

(50,000+)
EXPRESS Mens Brown Leather Chukka Boot

EXPRESS Mens Brown Leather Chukka Boot

. Named After A Period Of Play In Polo, Chukkas Do Overtime In Comfort And Style. Minimalist Lacing Sits Well Under Jeans And Dress Pants, Allowing The Smooth Leather Upper To Stand Out. A Herringbone Wool Footbed Adds Some Class To This Popular Pick.... ... more

EXPRESS Mens Brown Leather Chukka Boot

. Named After A Period Of Play In Polo, Chukkas Do Overtime In Comfort And Style. Minimalist Lacing Sits Well Under Jeans And Dress Pants, Allowing The Smooth Leather Upper To Stand Out. A Herringbone Wool Footbed Adds Some Class To This Popular Pick....

Express

$138.00

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Timberland Men's Premium Chukka Boot - Wheat

Timberland Men's Premium Chukka Boot - Wheat

Timberland Mens Outdoor Boot. Seam-sealed waterproof nubuck leather upper. Cambrelle fabric lining wicks away foot moisture. Collar, tongue, and insole are cushioned to soften every step. Durable laces and rustproof hardware for lasting wear. Composite... ... more

Timberland Men's Premium Chukka Boot - Wheat

Timberland Mens Outdoor Boot. Seam-sealed waterproof nubuck leather upper. Cambrelle fabric lining wicks away foot moisture. Collar, tongue, and insole are cushioned to soften every step. Durable laces and rustproof hardware for lasting wear. Composite...

ShoeMall.com

(25,000+)

$139.95

FREE shipping

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ShoeMall.com

(25,000+)
Men's Dunham 'REVdash' Chukka Boot

Men's Dunham 'REVdash' Chukka Boot

Touches of suede mark a classic chukka that boasts versatile style and a comfy REVlite midsole. Color(s): black. Brand: DUNHAM. Style Name: Dunham 'REVdash' Chukka Boot (Men). Style Number: 466224. Manufacturer part number DAK01BK Removable... ... more

Men's Dunham 'REVdash' Chukka Boot

Touches of suede mark a classic chukka that boasts versatile style and a comfy REVlite midsole. Color(s): black. Brand: DUNHAM. Style Name: Dunham 'REVdash' Chukka Boot (Men). Style Number: 466224. Manufacturer part number DAK01BK Removable...

Nordstrom

(1,000+)

$150.00 $89.96

FREE shipping

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Nordstrom

(1,000+)
Men's Red Wing Round Toe Boot

Men's Red Wing Round Toe Boot

Antiqued leathers shape a handsome work boot in a classic Americana silhouette. Color(s): bourbon- 2962, copper- 2963. Brand: RED WING. Style Name: Red Wing Round Toe Boot. Style Number: 954474. Manufacturer part number 2962 Leather upper and... ... more

Men's Red Wing Round Toe Boot

Antiqued leathers shape a handsome work boot in a classic Americana silhouette. Color(s): bourbon- 2962, copper- 2963. Brand: RED WING. Style Name: Red Wing Round Toe Boot. Style Number: 954474. Manufacturer part number 2962 Leather upper and...

Nordstrom

(1,000+)

$300.00

FREE shipping

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Nordstrom

(1,000+)
EXPRESS Mens Black Leather Chukka Boot

EXPRESS Mens Black Leather Chukka Boot

. Named After A Period Of Play In Polo, Chukkas Do Overtime In Comfort And Style. Minimalist Lacing Sits Well Under Jeans And Dress Pants, Allowing The Smooth Leather Upper To Stand Out. A Herringbone Wool Footbed Adds Some Class To This Popular Pick.... ... more

EXPRESS Mens Black Leather Chukka Boot

. Named After A Period Of Play In Polo, Chukkas Do Overtime In Comfort And Style. Minimalist Lacing Sits Well Under Jeans And Dress Pants, Allowing The Smooth Leather Upper To Stand Out. A Herringbone Wool Footbed Adds Some Class To This Popular Pick....

Express

$138.00

go to store
Vans Denim Chukka Low Mens Shoes Black/Cork In Sizes 8.5, 9, 12, 11, 10, 13, 8, 9.5, 10.5 For Men 237964100

Vans Denim Chukka Low Mens Shoes Black/Cork In Sizes 8.5, 9, 12, 11, 10, 13, 8, 9.5, 10.5 For Men 237964100

Inspired by Vans classics like the Authentic and the Chukka Boot and designed by Vans skate team, the Denim Chukka Low's premium textile upper features UltraCush HD for the highest level of impact cushioning, Pro Vulc construction for superior... ... more

Vans Denim Chukka Low Mens Shoes Black/Cork In Sizes 8.5, 9, 12, 11, 10, 13, 8, 9.5, 10.5 For Men 237964100

Inspired by Vans classics like the Authentic and the Chukka Boot and designed by Vans skate team, the Denim Chukka Low's premium textile upper features UltraCush HD for the highest level of impact cushioning, Pro Vulc construction for superior...

(50,000+)

$64.99

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(50,000+)
Minnetonka Camp Chukka Boot Men's Lace-up Boots

Minnetonka Camp Chukka Boot Men's Lace-up Boots

Free Shipping Both Ways! Put a contemporary cool style in every step with the help of the Camp Chukka Boot. Soft supple leather upper with classic moc-toe stitching. Lace-up closure for a secure and adjustable fit. Leather lining and cushioned insole.... ... more

Minnetonka Camp Chukka Boot Men's Lace-up Boots

Free Shipping Both Ways! Put a contemporary cool style in every step with the help of the Camp Chukka Boot. Soft supple leather upper with classic moc-toe stitching. Lace-up closure for a secure and adjustable fit. Leather lining and cushioned insole....

Zappos.com

(300,000+)

$99.95

FREE shipping

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Zappos.com

(300,000+)
Nunn Bush Woodbury Plain Toe Casual Chukka Boot Men's Boots

Nunn Bush Woodbury Plain Toe Casual Chukka Boot Men's Boots

Free Shipping Both Ways! Whether it's jeans or something dressier, these Nunn Bush® boots are sure to have you stepping out in style. Suede upper in a classic chukka silhouette. Lace-up closure allows for a secure and adjustable fit. Breathable leather... ... more

Nunn Bush Woodbury Plain Toe Casual Chukka Boot Men's Boots

Free Shipping Both Ways! Whether it's jeans or something dressier, these Nunn Bush® boots are sure to have you stepping out in style. Suede upper in a classic chukka silhouette. Lace-up closure allows for a secure and adjustable fit. Breathable leather...

Zappos.com

(300,000+)

$60.00

FREE shipping

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Zappos.com

(300,000+)
Red Wing Heritage Beckman Chukka Men's Lace-up Boots

Red Wing Heritage Beckman Chukka Men's Lace-up Boots

Free Shipping Both Ways! Click for Red Wing Heritage® cleaning instructions. A sleek and modern alternative to the classic chukka, the Beckman Chukka by Red Wing Shoes® is sure to impress. Smooth leather upper with rounded toe can be polished to keep... ... more

Red Wing Heritage Beckman Chukka Men's Lace-up Boots

Free Shipping Both Ways! Click for Red Wing Heritage® cleaning instructions. A sleek and modern alternative to the classic chukka, the Beckman Chukka by Red Wing Shoes® is sure to impress. Smooth leather upper with rounded toe can be polished to keep...

Zappos.com

(300,000+)

$350.00

FREE shipping

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Zappos.com

(300,000+)
John Varvatos Hipster Chukka Men's Boots

John Varvatos Hipster Chukka Men's Boots

Free Shipping Both Ways! Hit the streets with old-school sensibility and make the Hipster Chukka the highlight of your style. Suede upper. Lace-up boot front. Contrast stitching. Leather lining. Leather insole. Frayed rubber sole. Imported.... ... more

John Varvatos Hipster Chukka Men's Boots

Free Shipping Both Ways! Hit the streets with old-school sensibility and make the Hipster Chukka the highlight of your style. Suede upper. Lace-up boot front. Contrast stitching. Leather lining. Leather insole. Frayed rubber sole. Imported....

Zappos.com

(300,000+)

$198.00

FREE shipping

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Zappos.com

(300,000+)
Cushe M Slipper Chukka Leather Men's Boots

Cushe M Slipper Chukka Leather Men's Boots

Free Shipping Both Ways! Don't deny yourself unbelievable comfort! Start taking new strides with the laid-back Cushe M Slipper Chukka Leather from Cushe. Leather upper hand-sewn details for a unique look. Lace-up closure for an adjustable and secure... ... more

Cushe M Slipper Chukka Leather Men's Boots

Free Shipping Both Ways! Don't deny yourself unbelievable comfort! Start taking new strides with the laid-back Cushe M Slipper Chukka Leather from Cushe. Leather upper hand-sewn details for a unique look. Lace-up closure for an adjustable and secure...

Zappos.com

(300,000+)

$90.00

FREE shipping

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Zappos.com

(300,000+)
Rockport RocSports Lite 2 Chukka Men's Shoes

Rockport RocSports Lite 2 Chukka Men's Shoes

Free Shipping Both Ways! Walking on air and looking like a million bucks may sound cliché, but you'll be doing both with a smile in this sporty boot. Soft leather upper in a casual chukka boot style with contrasting laces and midsole. Classic lace-up... ... more

Rockport RocSports Lite 2 Chukka Men's Shoes

Free Shipping Both Ways! Walking on air and looking like a million bucks may sound cliché, but you'll be doing both with a smile in this sporty boot. Soft leather upper in a casual chukka boot style with contrasting laces and midsole. Classic lace-up...

Zappos.com

(300,000+)

$120.00

FREE shipping

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Zappos.com

(300,000+)
Sperry Top-Sider Dockyard Sport Chukka Boot DarkBrown, Size 10.5M Men's Shoes

Sperry Top-Sider Dockyard Sport Chukka Boot DarkBrown, Size 10.5M Men's Shoes

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in simple styling, slip-on a pair with the denim of your choice. ... more

Sperry Top-Sider Dockyard Sport Chukka Boot DarkBrown, Size 10.5M Men's Shoes

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in simple styling, slip-on a pair with the denim of your choice.

Sperry Top-Sider

(5,000+)

$130.00 $99.99

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Timberland Earthkeepers Brook Park Chukka Men's Lace-up Boots

Timberland Earthkeepers Brook Park Chukka Men's Lace-up Boots

Free Shipping Both Ways! Keep it easy and classy in the Earthkeepers Brook Park Chukka from Timberland. Full grain leather upper. Lace-up closure for an adjustable and secure fit. 100% recycled PET herringbone lining provides comfort and breathability.... ... more

Timberland Earthkeepers Brook Park Chukka Men's Lace-up Boots

Free Shipping Both Ways! Keep it easy and classy in the Earthkeepers Brook Park Chukka from Timberland. Full grain leather upper. Lace-up closure for an adjustable and secure fit. 100% recycled PET herringbone lining provides comfort and breathability....

Zappos.com

(300,000+)

$130.00

FREE shipping

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Zappos.com

(300,000+)
Sperry Top-Sider Harbor Cup Chukka Boot Brown, Size 11M Men's Shoes

Sperry Top-Sider Harbor Cup Chukka Boot Brown, Size 11M Men's Shoes

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in simple styling, slip-on a pair with the denim of your choice. ... more

Sperry Top-Sider Harbor Cup Chukka Boot Brown, Size 11M Men's Shoes

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in simple styling, slip-on a pair with the denim of your choice.

Sperry Top-Sider

(5,000+)

$120.00 $84.99

go to store
Sperry Top-Sider Authentic Original Cyclone Chukka Boot Earth, Size 13M Men's Shoes

Sperry Top-Sider Authentic Original Cyclone Chukka Boot Earth, Size 13M Men's Shoes

$110.00

FREE shipping

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Sperry Top-Sider Harbor Cup Chukka Boot Brown, Size 9.5M Men's Shoes

Sperry Top-Sider Harbor Cup Chukka Boot Brown, Size 9.5M Men's Shoes

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in simple styling, slip-on a pair with the denim of your choice. ... more

Sperry Top-Sider Harbor Cup Chukka Boot Brown, Size 9.5M Men's Shoes

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in simple styling, slip-on a pair with the denim of your choice.

Sperry Top-Sider

(5,000+)

$120.00 $84.99

go to store
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