Ted Baker Pericop Brogue Wingtip Chukka Boots - Tan/Dark Brown

Ted Baker Pericop Brogue Wingtip Chukka Boots - Tan/Dark Brown

Ted Baker's signature contrasts and dedication to classic design give these classic wingtips an eye-catching look. more

$260.00

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Eastland Oneida 1955 Chukka Boots (For Men) – DARK KHAKI

Eastland Oneida 1955 Chukka Boots (For Men) – DARK KHAKI

CLOSEOUTS . Give your casual wardrobe a little pop with Eastland's Oneida 1955 chukka boots. These premium leather chukkas feature supple leather and a shock-absorbing plantation crepe outsole. Available Colors: BROWN, PEANUT, DARK KHAKI. Sizes: 7,... more

$160.00 $59.99

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Eastland Oneida 1955 Chukka Boots (For Men) – BROWN

Eastland Oneida 1955 Chukka Boots (For Men) – BROWN

CLOSEOUTS . Give your casual wardrobe a little pop with Eastland's Oneida 1955 chukka boots. These premium leather chukkas feature supple leather and a shock-absorbing plantation crepe outsole. Available Colors: BROWN, PEANUT, DARK KHAKI. Sizes: 7,... more

$160.00 $59.99

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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 $136.98

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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 $136.98

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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 $36.99

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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 $36.99

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Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 12

Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 12

Polo Ralph Lauren invites you to step into on-target style when you wear their Marlow Chukka Boots. more

$150.00 $99.99

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Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 11.5

Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 11.5

Polo Ralph Lauren invites you to step into on-target style when you wear their Marlow Chukka Boots. more

$150.00 $99.99

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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

$155.00

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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

$155.00

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Rockport Men's Essential Details Waterproof Chukka Boot Dark Brown Full Grain Leather Size 10 M

Rockport Men's Essential Details Waterproof Chukka Boot Dark Brown Full Grain Leather Size 10 M

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

$85.79

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Sebago Mens Ryde Chukka Boots in Dark Taupe/Tan Leather 8 M US, Men's, Brown

Sebago Mens Ryde Chukka Boots in Dark Taupe/Tan Leather 8 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

$49.99

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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+)
Men's Timberland Grantly Chukka Boot - Dark Brown Full Grain Leather/Suede Boots

Men's Timberland Grantly Chukka Boot - Dark Brown Full Grain Leather/Suede Boots

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Lace up the classic casual Men's Timberland Grantly Chukka Boot to experience a simple, comfortable style perfect for any occasion. Full grain leather or suede upper includes laces made from 100% recycled materials (PET). TPR rubber sole includes L7... more

$139.95

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Shoebuy.com

(175,000+)
ROBERT WAYNE Men's Reed Chukka Boot - Dark Brown - Size 13

ROBERT WAYNE Men's Reed Chukka Boot - Dark Brown - Size 13

Round-toe chukka boot * Textured leather * Lace-up vamp * Memory foam interior * Man-made heel and outsole * Imported Measurements: Heel height 1", platform sole 0.5", shaft height 4". more

$49.00

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Monza Men's Leather Chukka Boot - Dark Brown - Size 10.5

Monza Men's Leather Chukka Boot - Dark Brown - Size 10.5

Chukka boot * Calf leather upper * Lace-up vamp * Leather insole and rubber sole Measurements: shaft height 4". more

$155.00

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Justin Boots Justin Men's Casual Moc Toe Chukka Boots, 9.5d, Dark Brown

Justin Boots Justin Men's Casual Moc Toe Chukka Boots, 9.5d, Dark Brown

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Kick back and relax in these Waxy Dark Brown Driver Moc Chukka Boots. Crafted with care and made for comfort, the rugged leather gives them a lived-in look. The leather laces are durable to everyday wear and tear and the traditional moccasin toe... more

$79.99

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Justin Boots Justin Men's Casual Moc Toe Chukka Boots, 13d, Dark Brown

Justin Boots Justin Men's Casual Moc Toe Chukka Boots, 13d, Dark Brown

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Kick back and relax in these Waxy Dark Brown Driver Moc Chukka Boots. Crafted with care and made for comfort, the rugged leather gives them a lived-in look. The leather laces are durable to everyday wear and tear and the traditional moccasin toe... more

$79.99

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World Wide Sportsman Blue Water Waterproof Chukka Boots for Men - Dark Brown - 10 M

World Wide Sportsman Blue Water Waterproof Chukka Boots for Men - Dark Brown - 10 M

At Bass Pro Shops�, we constantly strive to create products that enhance your on-the-water experience. We created our new line of quick-drying, water-friendly World Wide Sportsman� Blue Water Footwear with the input and insight of some of the world�s... more

$89.99

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World Wide Sportsman Blue Water Waterproof Chukka Boots for Men - Dark Brown - 9 M

World Wide Sportsman Blue Water Waterproof Chukka Boots for Men - Dark Brown - 9 M

At Bass Pro Shops�, we constantly strive to create products that enhance your on-the-water experience. We created our new line of quick-drying, water-friendly World Wide Sportsman� Blue Water Footwear with the input and insight of some of the world�s... more

$89.99

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Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 11 Brown Leather

Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 11 Brown Leather

With a combination faux suede and leather upper, these uniquely designed chukka boots are great for business-casual ensembles Size: 11. Color: Brown. Gender: Male. Age Group: Adult. more

$99.99 $36.99

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Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 10

Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 10

Polo Ralph Lauren invites you to step into on-target style when you wear their Marlow Chukka Boots. more

$150.00 $99.99

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Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 9.5

Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 9.5

Polo Ralph Lauren invites you to step into on-target style when you wear their Marlow Chukka Boots. more

$150.00 $99.99

FREE shipping

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Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 10.5

Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 10.5

Polo Ralph Lauren invites you to step into on-target style when you wear their Marlow Chukka Boots. more

$150.00 $99.99

FREE shipping

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Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 13

Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 13

Polo Ralph Lauren invites you to step into on-target style when you wear their Marlow Chukka Boots. more

$150.00 $99.99

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Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 11

Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 11

Polo Ralph Lauren invites you to step into on-target style when you wear their Marlow Chukka Boots. more

$150.00 $99.99

FREE shipping

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Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 8

Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 8

Polo Ralph Lauren invites you to step into on-target style when you wear their Marlow Chukka Boots. more

$150.00 $99.99

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Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 7.5

Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 7.5

Polo Ralph Lauren invites you to step into on-target style when you wear their Marlow Chukka Boots. more

$150.00 $99.99

FREE shipping

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Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 7

Polo Ralph Lauren Men's Marlow Chukka Boots - Dark Brown 7

Polo Ralph Lauren invites you to step into on-target style when you wear their Marlow Chukka Boots. more

$150.00 $99.99

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Men's Vincent Cavallo Men's Boot Collection: Chukka/dark Brown - 7

Men's Vincent Cavallo Men's Boot Collection: Chukka/dark Brown - 7

These outdoorsy shoes have a rugged appeal and, inside, feature a soft footbed to cushion your feet Size: 7. Color: Brown. Gender: Male. Age Group: Adult. more

$275.00 $34.99

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Men's Vincent Cavallo Men's Boot Collection: Chukka/dark Brown - 8.5

Men's Vincent Cavallo Men's Boot Collection: Chukka/dark Brown - 8.5

These outdoorsy shoes have a rugged appeal and, inside, feature a soft footbed to cushion your feet Size: 8.5. Color: Brown. Gender: Male. Age Group: Adult. more

$275.00 $34.99

FREE shipping

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Men's Vincent Cavallo Men's Boot Collection: Chukka/dark Brown - 8

Men's Vincent Cavallo Men's Boot Collection: Chukka/dark Brown - 8

These outdoorsy shoes have a rugged appeal and, inside, feature a soft footbed to cushion your feet Size: 8. Color: Brown. Gender: Male. Age Group: Adult. more

$275.00 $34.99

FREE shipping

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Men's Vincent Cavallo Men's Boot Collection: Chukka/dark Brown - 7.5

Men's Vincent Cavallo Men's Boot Collection: Chukka/dark Brown - 7.5

These outdoorsy shoes have a rugged appeal and, inside, feature a soft footbed to cushion your feet Size: 7.5. Color: Brown. Gender: Male. Age Group: Adult. more

$275.00 $34.99

FREE shipping

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Timberland Men's Earthkeepers Brook Park Chukka Boots - Brown 11

Timberland Men's Earthkeepers Brook Park Chukka Boots - Brown 11

Modern with a sleek construction. Fine tune your footwear collection with a pair of leather chukka boots from Timberland. more

$130.00 $86.99

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Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 10.5 Brown Leather

Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 10.5 Brown Leather

With a combination faux suede and leather upper, these uniquely designed chukka boots are great for business-casual ensembles Size: 10.5. Color: Brown. Gender: Male. Age Group: Adult. more

$99.99 $36.99

FREE shipping

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Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 12 Brown Leather

Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 12 Brown Leather

With a combination faux suede and leather upper, these uniquely designed chukka boots are great for business-casual ensembles Size: 12. Color: Brown. Gender: Male. Age Group: Adult. more

$99.99 $36.99

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Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 9 Brown Leather

Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 9 Brown Leather

With a combination faux suede and leather upper, these uniquely designed chukka boots are great for business-casual ensembles Size: 9. Color: Brown. Gender: Male. Age Group: Adult. more

$99.99 $36.99

FREE shipping

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Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 7 Brown Leather

Men's Tony's Casuals Men's Wing Tip Chukka Boots: Dark Brown- Size 7 Brown Leather

With a combination faux suede and leather upper, these uniquely designed chukka boots are great for business-casual ensembles Size: 7. Color: Brown. Gender: Male. Age Group: Adult. more

$99.99 $36.99

FREE shipping

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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

$155.00

go to store

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