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    Born Men's Boyd Boot

    Born Men's Boyd Boot

    The Born Boyd men's lace-up chukka has broken the classic image of men's chukka with a rugged look. Made of a suede upper, this men's ankle boot gets all the features a chukka needed: a smooth leather lining, a steel shank and a rubber outsole. The... more

    $55.00

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    Born Mens Twain Boot

    Born Mens Twain Boot

    Turn to the rugged style and charm of the Born Twain chukka. This men's ankle boot has a leather or suede upper. Interior breathability is provided by the pig skin and leather lining. EVA sponge and latex footbed provides the foot with cushioning and... more

    $89.97

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    Born Asten Men's Boot

    Born Asten Men's Boot

    Find laid back style in this chukka boot-inspired sneaker with an ideal sport casual silhouette. This men's chukka is set in rich burnished suede upper with desert boot inspired details. A fabric lining and lightly padded footbed offers long lasting... more

    $100.88

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    Born Twain Chukka Boots Men's Shoes

    Born Twain Chukka Boots Men's Shoes

    Born Twain Chukka Boots Men's Shoes Shoes MEN An authentic chukka boot with minimal detail and effortless style, made possible by Born. more

    $125.00

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    Cubavera Men's Lace-Up Chukka Boot: Jet Black 8.5

    Cubavera Men's Lace-Up Chukka Boot: Jet Black 8.5

    Cubavera Men's Lace-Up Chukka Boot: Jet Black 8.5- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

    $69.50 $29.99

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    Cubavera Men's Lace-Up Chukka Boot: Caramel 11

    Cubavera Men's Lace-Up Chukka Boot: Caramel 11

    Cubavera Men's Lace-Up Chukka Boot: Caramel 11- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

    $69.50 $29.99

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    Mens John Blair Suede Slip On Chukka Boots: Brown

    Mens John Blair Suede Slip On Chukka Boots: Brown

    Mens > Footwear > Boots Brown 9. Our popular, chukkas are now available in a customer-requested slip-on style - and they're less than $50! Genuine suede leather is accented with handsome contrast stitching. Large twin gores and loop tab at the back... more

    $49.99 $39.99

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    Blair.com

    (425,000+)
    Timberland Waterproof Chukka Boots - Mens - Black

    Timberland Waterproof Chukka Boots - Mens - Black

    Black size 7.0

    The Timberland Waterproof Chukka Boot is built rugged to stand up to years of use. It's a lower-cut silhouette based on Timberland's classic boot, featuring a waterproof, seam-sealed leather upper that keeps feet dry in any weather. Other details... more

    $134.99 $99.99

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    Foot Locker

    (175,000+)
    Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 11.5 M - 41050

    Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 11.5 M - 41050

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

    $76.95

    FREE shipping

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    TheShoeMart

    (5,000+)
    Lands' End Men's Handsewn Four-eye Chukka Boots

    Lands' End Men's Handsewn Four-eye Chukka Boots

    Free Shipping on orders $50 or more!

    These casual Chukkas easily go from errands to dinner downtown. And with handsewn quality, a leather-lined footbed and traditional design details, you'll want to wear them for more than their versatility. With rubber outsole for a sure stride and... more

    $99.00 $44.99

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    Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 13 M - 41050

    Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 13 M - 41050

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

    $76.95

    FREE shipping

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    TheShoeMart

    (5,000+)
    Lands' End Men's Clarks Bushacre 2 Chukka Boots

    Lands' End Men's Clarks Bushacre 2 Chukka Boots

    Free Shipping on orders $50 or more!

    Clarks is known for around-the-clock comfort and footwear that is both timeless and innovative. The brand's commitment to craftsmanship, premium materials and cutting edge technology has allowed it to thrive on a global scale. The world is your... more

    $89.00

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    Men's Nunn Bush Woodbury 84445 Plain Toe Chukka Boot - Brown Suede Boots

    Men's Nunn Bush Woodbury 84445 Plain Toe Chukka Boot - Brown Suede Boots

    The Nunn Bush Woodbury features genuine suede or smooth leather upper, Dynamic comfort: A unique combination of 3 advanced cushioning materials combined on the top of the footbed to provide exceptional comfort directly to the foot. Flexible rubber sole. more

    $75.00 $60.00

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    Shoebuy.com

    (150,000+)
    EXPRESS Mens Black Leather Chukka Boot Black 9

    EXPRESS Mens Black Leather Chukka Boot Black 9

    Black. 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... more

    $138.00

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    Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 10 M - 41050

    Timberland Men's Rugged Street II Chukka Black Smooth Boots, Size 10 M - 41050

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

    $76.95

    FREE shipping

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    TheShoeMart

    (5,000+)
    Cubavera Men's Lace-Up Chukka Boot: Wood 13

    Cubavera Men's Lace-Up Chukka Boot: Wood 13

    Cubavera Men's Lace-Up Chukka Boot: Wood 13- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

    $69.50 $29.99

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    Timberland Oakwell Moc Toe Chukka - Mens - Black

    Timberland Oakwell Moc Toe Chukka - Mens - Black

    Black size 7.0

    Don't let cold and wet conditions keep you from showcasing your style, trust the Timberland Oakwell Moc Toe Chukka boots to keep you in prime condition all season long. Premium nubuck leather upper for comfort, durability, and long-lasting wear. 100%... more

    $109.99 $69.99

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    Foot Locker

    (175,000+)
    Men's Nunn Bush Woodbury 84445 Plain Toe Chukka Boot - Sand Suede Boots

    Men's Nunn Bush Woodbury 84445 Plain Toe Chukka Boot - Sand Suede Boots

    The Nunn Bush Woodbury features genuine suede or smooth leather upper, Dynamic comfort: A unique combination of 3 advanced cushioning materials combined on the top of the footbed to provide exceptional comfort directly to the foot. Flexible rubber sole. more

    $75.00 $60.00

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Timberland 6" Boots - Mens - Brown

    Timberland 6" Boots - Mens - Brown

    Brown size 7.0

    The inspiration behind the Timberland Earthkeepers 6" Boot is born out of a desire to create an original, outdoor-tested boot with a smaller environmental footprint than other boots may have. These boots are made with one or more major components... more

    $159.99

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    Foot Locker

    (175,000+)
    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

    $259.95

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    Ralph Lauren Gilmer Leather Chukka Boots - Black : Ralph Lauren Shoes

    Ralph Lauren Gilmer Leather Chukka Boots - Black : Ralph Lauren Shoes

    This handsome chukka boot is made in Italy from lustrous leather and designed with a thick outsole that provides longlasting support. Leather upper. Leather lining. Padded insole. Leather sole. Made in Italy. - Color: Black - Sizes: 12,11,7 more

    $795.00

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    Saks Fifth Ave

    (250,000+)
    Original Penguin Men's Chukka

    Original Penguin Men's Chukka

    Take 40% Off the Entire Site! Code: OPBTS40

    Original Penguin Chukka Accessories:Leather Upper, Rubber Sole,Sturdy Casual Boot,Imported more

    $180.00 $124.99

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    Georgia Boot Barracuda Gold Chukka Wedge Boot

    Georgia Boot Barracuda Gold Chukka Wedge Boot

    Cleaning out the stalls, hauling hay and distributing food to livestock is extremely hard work. To help you accomplish the daily tasks on the farm, you should consider wearing these Georgia Farm & Ranch Chukka Work Boots.These Chukka boots have been... more

    $114.99

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    Born Men's Twain Chukka Boots

    Born Men's Twain Chukka Boots

    Mink From Born, the Twain men's chukka boot features: full-grain leather upper with minimal detail and effortless style Opanka hand-crafted construction lace-up closure for an adjustable yet secure fit leather lining steel shank rubber outsole 1" heel... more

    $125.00

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    EXPRESS Mens Black Leather Chukka Boot Black 12

    EXPRESS Mens Black Leather Chukka Boot Black 12

    Black. 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... more

    $138.00

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    Men's Danner St. Helens 4" Chukka - Brown/Red Boots

    Men's Danner St. Helens 4" Chukka - Brown/Red Boots

    This shoe features a durable, waterproof nubuck leather and suede upper with lightweight woven nylon and a Danner Double Hook system for customizable secure fit. It has a 100% waterproof and breathable GORE-TEX® with an extended comfort lining. The... more

    $149.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Timberland Men's Baluster Chukka

    Timberland Men's Baluster Chukka

    The Timberland 54568 boots feature a leather upper with a moc toe. The man-made outsole lends lasting traction and wear. more

    $78.06

    FREE shipping

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    Rockport Men's RocSports Lite 2 Chukka Boot,Khaki Taupe,9 M US

    Rockport Men's RocSports Lite 2 Chukka Boot,Khaki Taupe,9 M US

    Redefine the term "weekend warrior" in the Rockport RocSports Lite 2 Chukka boot. Modeled after the classic desert boot, this men's casual ankle boot has a premium nubuck or leather upper with a stretchy, padded collar and tongue for soft flex. The... more

    $75.72

    FREE shipping

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    Men's Gates Chukka Boot, Brown - Frye - Brown (45EU/12US)

    Men's Gates Chukka Boot, Brown - Frye - Brown (45EU/12US)

    FryeGates Chukka Boot, BrownDetailsFrye oiled, raw-cut leather chukka boot. Two-eyelet lace-up front. Logo embossed at tongue and back. Rubber outsole. Gates is imported. Designer About Frye:John A. Frye founded Frye in 1863, making it the oldest... more

    $248.00

    FREE shipping

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    Tansmith Trace Chukka Boots Beige

    Tansmith Trace Chukka Boots Beige

    Tansmith Trace chukka boots feature a genuine suede leather upper, a comfortable fabric lining, a lace up closure, a cushioned foot bed, and a durable man made outsole. more

    $59.99 $29.99

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    Boscov's

    (10,000+)
    "Red Wing Heritage Work Chukka - Men's - Chukkas Copper Rough & Tough Leather - Size"

    "Red Wing Heritage Work Chukka - Men's - Chukkas Copper Rough & Tough Leather - Size"

    "Take part in a century-old heritage of quality workmanship with the Red Wing Work Chukka boot. This mens light-duty work boot is crafted with a premium Copper Rough and Tough leather upper and a three-eye lacing closure with metal eyelets. Welt... more

    $259.95

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    OnlineShoes.com

    (50,000+)
    Bed Stu Men's Randall Chukka Boot,Black,9 M US

    Bed Stu Men's Randall Chukka Boot,Black,9 M US

    This chukka boot features a rugged distressed upper and fully welted leather sole for a look that will last. more

    $108.90

    FREE shipping

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    "Timberland Brook Park Chukka Boot - Men's - Chukkas Brown Smooth - Size"

    "Timberland Brook Park Chukka Boot - Men's - Chukkas Brown Smooth - Size"

    "Step right into casual style with the Brook Park Chukka boot from Timberland.brulliLeather upper in a chukka boot style with a round toebrliLace up front with 100 percent organic lacesbrliTPR welted constructionbrliHeel pull tabbrliLeather lining,... more

    $129.95

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    OnlineShoes.com

    (50,000+)
    EXPRESS Mens Black Leather Chukka Boot Black 10

    EXPRESS Mens Black Leather Chukka Boot Black 10

    Black. 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... more

    $138.00

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    Irish Setter Men's Countrysider WP Chukka Boot

    Irish Setter Men's Countrysider WP Chukka Boot

    Waterproof protection keeps you dry for both hunting and casual wear. more

    $58.84

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    "Red Wing Heritage Classic 3141 Chukka - Men's - Chukkas Briar Oil Slick - Size"

    "Red Wing Heritage Classic 3141 Chukka - Men's - Chukkas Briar Oil Slick - Size"

    "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... more

    $259.95

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    OnlineShoes.com

    (50,000+)
    Timberland Baluster Chukka Boots Men's Shoes

    Timberland Baluster Chukka Boots Men's Shoes

    Timberland Baluster Chukka Boots Men's Shoes Shoes MEN Put a rugged twist on any dressed-down look with this pair of men's boots. These pieced Timberland boots for men are ready to march into your everyday lineup. more

    $110.00 $79.99

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    Men's Hipster Suede Chukka Boot, Navy - John Varvatos Star USA - Navy (10.0D)

    Men's Hipster Suede Chukka Boot, Navy - John Varvatos Star USA - Navy (10.0D)

    John Varvatos Star USAHipster Suede Chukka Boot, NavyDetailsCalfskin suede with contrast topstitching. Plain toe. Lace-up front. Leather lining and padded insole. Tread rubber sole. 1in flat rubber heel. Imported. Designer About John Varvatos: John... more

    $198.00

    FREE shipping

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    Perry Ellis Howard Mens Leather Chukka Boots

    Perry Ellis Howard Mens Leather Chukka Boots

    The Perry Ellis Howard Boots feature a Leather upper with a Square Toe. The Man-Made outsole lends lasting traction and wear. more

    $38.99

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    Vince Blake Suede Chukka Boots : Vince Shoes

    Vince Blake Suede Chukka Boots : Vince Shoes

    Rich Italian suede pairs with a contrasting rubber sole for a refined design that easily transitions from day to night. Suede upper. Leather lining. Rubber sole. Padded insole. Made in Italy. Please note: Order half size down as this style runs large.... more

    $375.00

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    Saks Fifth Ave

    (250,000+)

    More information about Men's Shoes

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