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Frye James Chukka Boots - Men's

Frye James Chukka Boots - Men's

FREE 2-DAY SHIPPING on orders over $50!

A true embodiment of the word "classic," the Frye Men's James Chukka Boot is beautifully tailored in burnished suede to lend an immaculately clean look to any occasion. Whether you're wrapping up another tough day of work, or buying a round for the... more

$297.95 $208.56

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(125,000+)
Steve Madden Garisonn Leather Chukka Boots - Black

Steve Madden Garisonn Leather Chukka Boots - Black

A lace-up work-to-weekend design in rugged leather. Leather upper. Lace up front. Round toe. Leather lining. Man-made sole. Lightly padded insole. Imported. - Color: Black - Sizes: 9.5,13,12,11,10,10.5,8,7,11.5,9,7.5,8.5 more

$49.99

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Saks OFF 5TH

(10,000+)
Rockport Men's Storm Surge WP Moc Toe Chukka Boot

Rockport Men's Storm Surge WP Moc Toe Chukka Boot

Work-inspired casual boot in waterproof leather featuring moccasin toe and plush collar with contrast texture Concealed adidas adiPRENE cushioning Moisture-wicking design Slip-resistant outsole more

$67.99

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Sunrolan Men's Cow Top Layer Leather Dress Shoes Metal-eyelets Lace-up Casual Chukka Work Boot Xr3162

Sunrolan Men's Cow Top Layer Leather Dress Shoes Metal-eyelets Lace-up Casual Chukka Work Boot Xr3162

SUNROLAN is a Shoe Manufactory in China. We have been producing shoes for many International and National famous brands for over 30 years. Now, we decide to follow the Global Internet Trend, learning from Wal-mart, insisting in producing Great capacity... more

$54.99

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Red Wing Heritage Foreman Chukka 9216 - Men's - Boots Black Harness

Red Wing Heritage Foreman Chukka 9216 - Men's - Boots Black Harness

A sturdier, more work-focused version of the fashionable desert boot, the Red Wing Foreman Chukka 9215 work boot features an oil-tanned, water-resistant leather upper attached with durable Goodyear welt construction to a lightly textured neoprene... more

$289.95

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OnlineShoes.com

(50,000+)
Red Wing Heritage Classic 3141 Chukka - Men's - Boots Briar Oil Slick

Red Wing Heritage Classic 3141 Chukka - Men's - Boots Briar Oil Slick

The Classic Chukka boot from Red Wing has a ruggedly handsome look inspired by the company's work boot heritage. The leather upper is durable, and the casual design is suitable for work or play. A white crepe rubber Euro-traction Tred outsole keeps you... more

$259.95

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OnlineShoes.com

(50,000+)
TIMBERLAND Men's Windchill Chukka

TIMBERLAND Men's Windchill Chukka

Timberland Boots and Shoes offer incredibly durable construction, paired with a host of features that make use in work and outdoor environments both comfortable and safe! VERY IMPORTANT: Shoes are sold without original box/packaging Shoes may have been... more

$119.99

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Red Wing Heritage Foreman Chukka 9215 - Men's - Boots Briar Oil Slick

Red Wing Heritage Foreman Chukka 9215 - Men's - Boots Briar Oil Slick

A sturdier, more work-focused version of the fashionable desert boot, the Red Wing Foreman Chukka 9215 work boot features an oil-tanned, water-resistant leather upper attached with durable Goodyear welt construction to a lightly textured neoprene... more

$289.95

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OnlineShoes.com

(50,000+)
Timberland Postal Waterproof Chukkas Men's Shoes

Timberland Postal Waterproof Chukkas Men's Shoes

Timberland Postal Waterproof Chukkas Men's Shoes Shoes MEN Rough and rugged men's boots, just like you've come to expect from Timberland. These waterproof chukka boots for men work best with a pair of jeans or chinos. more

$135.00

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Cole Haan Grover Chukka Boots - Milkshake

Cole Haan Grover Chukka Boots - Milkshake

A perforated upper lends these chukkas from Cole Haan a laid-back feel that transitions effortlessly from the office to after work drinks. more

$228.00

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Cole Haan Grover Chukka Boots - Milkshake

Cole Haan Grover Chukka Boots - Milkshake

A perforated upper lends these chukkas from Cole Haan a laid-back feel that transitions effortlessly from the office to after work drinks. more

$228.00

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John Varvatos U.S.A. Suede Hipster Chukka Boots Men's Brown 8

John Varvatos U.S.A. Suede Hipster Chukka Boots Men's Brown 8

These John Varvatos USA chukka boots are a versatile wardrobe essential. Perfect for work or the weekend, the boots feature classic styling and a textured suede upper.Lace-up styleRound toeStacked heel John Varvatos U.S.A. Suede Hipster Chukka Boots more

$198.00

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Lord & Taylor

(10,000+)
Georgia Boot Wedge Chukka Soft Toe (Men's) - Gold

Georgia Boot Wedge Chukka Soft Toe (Men's) - Gold

Georgia Boot Mens Work Boot. Other MW,Wide (W) 10,Wide (W) 10.5,Wide (W) 11,Wide (W) 11.5,Wide (W) 12,Wide (W) 13,Wide (W) 7,Wide (W) 7.5,Wide (W) 8,Wide (W) 8.5,Wide (W) 9,Wide (W) 9.5 more

$134.95

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ShoeMall.com

(25,000+)
Timberland Postal Waterproof Chukkas Men's Shoes

Timberland Postal Waterproof Chukkas Men's Shoes

Timberland Postal Waterproof Chukkas Men's Shoes Shoes MEN Rough and rugged men's boots, just like you've come to expect from Timberland. These waterproof chukka boots for men work best with a pair of jeans or chinos. more

$135.00

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Timberland Postal Waterproof Chukkas Men's Shoes

Timberland Postal Waterproof Chukkas Men's Shoes

Timberland Postal Waterproof Chukkas Men's Shoes Shoes MEN Rough and rugged men's boots, just like you've come to expect from Timberland. These waterproof chukka boots for men work best with a pair of jeans or chinos. more

$135.00

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Work America Men's Work Chukka - Black

Work America Men's Work Chukka - Black

Work America Mens Work Boot. Extra Wide (EEE) 10,Extra Wide (EEE) 10.5,Extra Wide (EEE) 11,Extra Wide (EEE) 11.5,Extra Wide (EEE) 12,Extra Wide (EEE) 13,Extra Wide (EEE) 7,Extra Wide (EEE) 7.5,Extra Wide (EEE) 8,Extra Wide (EEE) 8.5,Extra Wide (EEE)... more

$114.95

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ShoeMall.com

(25,000+)
Ted Baker Torsdi 2 Chukka Boots - Brown Leather

Ted Baker Torsdi 2 Chukka Boots - Brown Leather

Smooth and streamlined, these Ted Baker leather chukka boots are versatile enough to take you from work to weekend. more

$220.00

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John Varvatos U.S.A. Leather Hipster Chukka Boots Men's Black 9.5

John Varvatos U.S.A. Leather Hipster Chukka Boots Men's Black 9.5

These John Varvatos USA chukka boots are a versatile wardrobe essential. Perfect for work or weekend, the leather boots feature classic styling and a pebbled leather finish.Lace-up styleRound toeStacked heel John Varvatos U.S.A. Leather Hipster Chukka... more

$198.00

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Lord & Taylor

(10,000+)
RED WING Suede Chukka Work Boot at Nordstrom Rack - Mens Shoes - Mens Casual Boots - Footwear

RED WING Suede Chukka Work Boot at Nordstrom Rack - Mens Shoes - Mens Casual Boots - Footwear

Most sizes run large; order 1/2 size down , Round toe, Lace-up closure, Contrast welt with topstitching, Approx. 4.25" shaft height, Made in USA more

$260.00 $149.97

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(5,000+)
Wolverine Gold Waterproof Chukka Work Boot Gold, Size 7.5M

Wolverine Gold Waterproof Chukka Work Boot Gold, Size 7.5M

Up, down and on your feet all day means you demand a perfect package of durable comfort without the weight. Enter this steadfast work boot. A friend to your feet, its waterproof construction and insulation keeps them dry and warm working outside.... more

$135.00

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Wolverine

(500+)
RED WING Suede Chukka Work Boot at Nordstrom Rack - Mens Shoes - Mens Casual Boots - Footwear

RED WING Suede Chukka Work Boot at Nordstrom Rack - Mens Shoes - Mens Casual Boots - Footwear

Most sizes run large; order 1/2 size down , Round toe, Lace-up closure, Contrast welt with topstitching, Approx. 4.25" shaft height, Made in USA more

$260.00 $149.97

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(5,000+)
RED WING Suede Chukka Work Boot at Nordstrom Rack - Mens Shoes - Mens Casual Boots - Footwear

RED WING Suede Chukka Work Boot at Nordstrom Rack - Mens Shoes - Mens Casual Boots - Footwear

Most sizes run large; order 1/2 size down , Round toe, Lace-up closure, Contrast welt with topstitching, Approx. 4.25" shaft height, Made in USA more

$260.00 $149.97

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(5,000+)
Wolverine Gold Waterproof Chukka Work Boot Gold, Size 9M

Wolverine Gold Waterproof Chukka Work Boot Gold, Size 9M

Up, down and on your feet all day means you demand a perfect package of durable comfort without the weight. Enter this steadfast work boot. A friend to your feet, its waterproof construction and insulation keeps them dry and warm working outside.... more

$135.00

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Wolverine

(500+)
Wolverine Gold Waterproof Chukka Work Boot Gold, Size 13M

Wolverine Gold Waterproof Chukka Work Boot Gold, Size 13M

Up, down and on your feet all day means you demand a perfect package of durable comfort without the weight. Enter this steadfast work boot. A friend to your feet, its waterproof construction and insulation keeps them dry and warm working outside.... more

$135.00

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Wolverine

(500+)
Georgia Farm & Ranch Chukka Work Boot - Barracuda Gold, Size 8, Model GB1222

Georgia Farm & Ranch Chukka Work Boot - Barracuda Gold, Size 8, Model GB1222

The reliable Georgia Farm & Ranch Chukka work boot is ideal for accomplishing daily tasks on the farm. The upper has been built with rugged SPR full-grain leather, which is able to resist caustic chemicals and barnyard acids and is much stronger than... more

$124.99

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(10,000+)
Georgia Farm & Ranch Chukka Work Boot - Barracuda Gold, Size 8 1/2 Wide, Model GB1222

Georgia Farm & Ranch Chukka Work Boot - Barracuda Gold, Size 8 1/2 Wide, Model GB1222

The reliable Georgia Farm & Ranch Chukka work boot is ideal for accomplishing daily tasks on the farm. The upper has been built with rugged SPR full-grain leather, which is able to resist caustic chemicals and barnyard acids and is much stronger than... more

$124.99

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(10,000+)
Georgia Farm & Ranch Chukka Work Boot - Barracuda Gold, Size 7 Wide, Model GB1222

Georgia Farm & Ranch Chukka Work Boot - Barracuda Gold, Size 7 Wide, Model GB1222

The reliable Georgia Farm & Ranch Chukka work boot is ideal for accomplishing daily tasks on the farm. The upper has been built with rugged SPR full-grain leather, which is able to resist caustic chemicals and barnyard acids and is much stronger than... more

$124.99

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(10,000+)
Georgia Men's Chukka Wedge Work Boots Barracuda Gold, Size: 13d

Georgia Men's Chukka Wedge Work Boots Barracuda Gold, Size: 13d

Free Shipping on $49+!

Georgia 5 3/4 Chukka Wedge Work Boots. Has a thick, cushy buffer between your feet and the tough terrain below. Wedge soles do quite a bit for your feet... they offer enhanced cushioning and deliver ache-stopping arch support, for starters. Even... more

$114.99

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Georgia Men's Chukka Wedge Work Boots Barracuda Gold, Size: 7d

Georgia Men's Chukka Wedge Work Boots Barracuda Gold, Size: 7d

Free Shipping on $49+!

Georgia 5 3/4 Chukka Wedge Work Boots. Has a thick, cushy buffer between your feet and the tough terrain below. Wedge soles do quite a bit for your feet... they offer enhanced cushioning and deliver ache-stopping arch support, for starters. Even... more

$114.99

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Georgia Men's Chukka Wedge Work Boots Barracuda Gold, Size: 12 2e

Georgia Men's Chukka Wedge Work Boots Barracuda Gold, Size: 12 2e

Free Shipping on $49+!

Georgia 5 3/4 Chukka Wedge Work Boots. Has a thick, cushy buffer between your feet and the tough terrain below. Wedge soles do quite a bit for your feet... they offer enhanced cushioning and deliver ache-stopping arch support, for starters. Even... more

$114.99

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Men's Goodman's Piney Winter Work Boots

Men's Goodman's Piney Winter Work Boots

Free Shipping With Any $50 Order!

Goodman's Piney Winter Work Boots are waterproof & three ways warm thanks to Thinsulate insulation, a toasty wool lining & reflective foil foot-bed. more

$139.50

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(5,000+)
JUSTIN ORIGINAL WORKBOOTS WK4971 Work Boots,81/2,D,Pull On,Brwn,12inH,PR

JUSTIN ORIGINAL WORKBOOTS WK4971 Work Boots,81/2,D,Pull On,Brwn,12inH,PR

Work Boots, Toe Type Steel, Metatarsal Guard No, Insulated No, Men's, Size 81/2, Footwear Width D, Waterproof No, Pull On, Height 12 In., Brown, Liner Material OrthoLite, Shank Material Injected Nylon, Midsole Material Molded EVA, Outsole Material... more

$157.02

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(25,000+)
JUSTIN ORIGINAL WORKBOOTS WK4971 Work Boots,7,D,Pull On,Brown,12inH,PR G1997375

JUSTIN ORIGINAL WORKBOOTS WK4971 Work Boots,7,D,Pull On,Brown,12inH,PR G1997375

Work Boots, Toe Type Steel, Metatarsal Guard No, Insulated No, Men's, Size 7, Footwear Width D, Waterproof No, Pull On, Height 12 In., Brown, Liner Material OrthoLite, Shank Material Injected Nylon, Midsole Material Molded EVA, Outsole Material... more

$157.02

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(25,000+)
Red Wing Heritage Chukka Boots - Men's Oro-Iginal, 11.0

Red Wing Heritage Chukka Boots - Men's Oro-Iginal, 11.0

FREE 2-DAY SHIPPING on orders over $50!

Size 11.0, Color Oro-Iginal. You may be a chukka on the basketball court, but you certainly aren't going to be lacking any style on the street when you wear the Red Wing Heritage Men's Chukka Boot. Basketball has never really been your thing, anyways,... more

$260.00

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(125,000+)
Red Wing Heritage Chukka Boots - Men's

Red Wing Heritage Chukka Boots - Men's

FREE 2-DAY SHIPPING on orders over $50!

You may be a chukka on the basketball court, but you certainly aren't going to be lacking any style on the street when you wear the Red Wing Heritage Men's Chukka Boot. Basketball has never really been your thing, anyways, which is why you'd rather... more

$260.00

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(125,000+)
ROCKPORT WORKS RK600 Work Boots,91/2,W,Women,Slip On,Blk,PR G2089425

ROCKPORT WORKS RK600 Work Boots,91/2,W,Women,Slip On,Blk,PR G2089425

Work Boots, Toe Type Steel, Metatarsal Guard No, Insulated No, Women's, Size 91/2, Footwear Width W, Waterproof No, Slip On, Height Oxford, Black, Liner Material Leather, Shank Material Plastic, Midsole Material EVA, Outsole Material Rubber, Footwear... more

$104.99

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(25,000+)
Red Wing Heritage Chukka Boots - Men's Oro-Iginal, 10.5

Red Wing Heritage Chukka Boots - Men's Oro-Iginal, 10.5

FREE 2-DAY SHIPPING on orders over $50!

Size 10.5, Color Oro-Iginal. You may be a chukka on the basketball court, but you certainly aren't going to be lacking any style on the street when you wear the Red Wing Heritage Men's Chukka Boot. Basketball has never really been your thing, anyways,... more

$260.00

FREE shipping

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(125,000+)
Herman Survivors - Men's Big Timber II Work Boots, Wide Width

Herman Survivors - Men's Big Timber II Work Boots, Wide Width

The Herman Survivors boots, wide width are a sturdy pair of work boots that will keep you comfortable no matter the situation. They feature a steel toe, making them ideal for working on a construction site, getting that home improvement project done or... more

$59.76

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Herman Survivors - Men's Big Timber II Work Boots, Wide Width

Herman Survivors - Men's Big Timber II Work Boots, Wide Width

The Herman Survivors boots, wide width are a sturdy pair of work boots that will keep you comfortable no matter the situation. They feature a steel toe, making them ideal for working on a construction site, getting that home improvement project done or... more

$59.76

FREE shipping

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Herman Survivors - Men's Big Timber II Work Boots, Wide Width

Herman Survivors - Men's Big Timber II Work Boots, Wide Width

The Herman Survivors boots, wide width are a sturdy pair of work boots that will keep you comfortable no matter the situation. They feature a steel toe, making them ideal for working on a construction site, getting that home improvement project done or... more

$59.76

FREE shipping

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