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    Sperry Top-Sider Men's Avenue Duck Boot Chukka Boot,Black,8 M US

    Sperry Top-Sider Men's Avenue Duck Boot Chukka Boot,Black,8 M US

    Waterproof Seam Sealed Construction Keeps Feet Dry in Wet Conditions. Stain and Water Resistant Leather Provide Durability and Lasting Wear. Shaft and Footbed are Fully Lined with Warm Thermal Insulation. Wave-Siping Delivers Ultimate Wet / Dry... more

    $64.51

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    Sperry Top-Sider Men's A/O Lug Chukka Boot,Brown,10 M US

    Sperry Top-Sider Men's A/O Lug Chukka Boot,Brown,10 M US

    With its waterproof membrane, the Sperry Top-Sider Men's Authentic Original Lugged Chukka is sure to keep your feet dry throughout winter. more

    $70.74

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    Sperry Top-Sider Men's A/O Lug Chukka Boot,Brown,13 M US

    Sperry Top-Sider Men's A/O Lug Chukka Boot,Brown,13 M US

    Waterproof construction with full membrane protection to keep out the wet elements. Genuine hand-sewn with true moccassin construction to ensure longevity of wear. Cushioned footbed with EVA heel cup for enhanced shock absorption and supportive... more

    $70.74

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    Sperry Top-Sider Men's Avenue Duck Boot Chukka Boot

    Sperry Top-Sider Men's Avenue Duck Boot Chukka Boot

    No matter if you are braving the freezing sea air or the the cold city streets, the all-new Sperry Top-Sider Avenue Duck Boot is sure to keep you warm an in style regardless of the condition. Constructed with stain and water resistant leather, this... more

    $49.99

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    Sperry Bahama Chukka Mens Suede Boat Boots - Shoes - Burgundy

    Sperry Bahama Chukka Mens Suede Boat Boots - Shoes - Burgundy

    NEW SPERRY BAHAMA CHUKKA MENS LEATHER BOAT BOOTS - SHOES The Bahama Chukka Desert boot - shoe are made from a soft suede and are finished with brass eyelets, leather laces, and feature the boat lace detail like the original boat sperry They have a... more

    $44.91

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    Sperry Top-Sider Men's Harbor Chukka Boot

    Sperry Top-Sider Men's Harbor Chukka Boot

    Lace-up closure for a secure fit. Full length cushioned footbed offers supportive comfort and excellent breathability all day long. Nonmarking rubber outsole features Wave-Sipingâ"¢ technology for excellent traction on both wet and dry surfaces. Imported. more

    $36.00

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    Sperry Top Sider Chukka Boots Canvas Mens Size 9 - 9.5 Navy Blue Jeans

    Sperry Top Sider Chukka Boots Canvas Mens Size 9 - 9.5 Navy Blue Jeans

    Sperry Top-Sider The Harbor Chukka Canvas Product Information Relax into the easy style of the Harbor Chukka Canvas by the Sperry Top-Sider®. Soft canvas upper.Genuine rawhide laces for a secure fit.The front part of the insole is canvas and the back... more

    $59.50

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    Sperry Top Sider Seamate Chukka Boot Black Leather

    Sperry Top Sider Seamate Chukka Boot Black Leather

    Sperry Top Sider Seamate Chukka Boots Model#0466912 Color:Black New in Box Suggested Retail:$99.99 A classic boat shoe is revamped into a chukka boot and cut from distressed leather for a preppy broken-in look. Lace-up style. Leather upper/fabric... more

    $44.99

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    Sperry Top-sider Boat Ox Chukka Burgundy Burnished 2 Eyelet Chukka Boots

    Sperry Top-sider Boat Ox Chukka Burgundy Burnished 2 Eyelet Chukka Boots

    NEW SPERRY TOP-SIDER 10509562 BOAT OX CHUKKA BURGUNDY BURNISHED LEATHER UPPER TWO EYELET ANKLE BOOTS. MAN MADE SOLE WITH SPERRY WAVE DESIGN. BURNISHED TOE. LEATHER LACES. VERY NICE BOOTS. BOOTS DO COME WITH ORIGINAL BOX. ORIGINAL RETAIL $110.00.... more

    $63.99

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    Sperry Top-Sider Striper Cvo Chukka Boots Men's Shoes

    Sperry Top-Sider Striper Cvo Chukka Boots Men's Shoes

    Sperry Top-Sider Striper Cvo Chukka Boots Men's Shoes Shoes MEN Supple suede makes these classic chukka boots from Sperry Top-Sider a go-to style for casual outfits. more

    $80.00 $44.99

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    Sperry Top-Sider Bahama Lug Chukka Boots Men's Shoes

    Sperry Top-Sider Bahama Lug Chukka Boots Men's Shoes

    Sperry Top-Sider Bahama Lug Chukka Boots Men's Shoes Shoes MEN Praise preppy looks with these chukka boots from Sperry Top-Sider. more

    $85.00 $46.99

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    Sperry Top-Sider Striper Cvo Chukka Boots Men's Shoes

    Sperry Top-Sider Striper Cvo Chukka Boots Men's Shoes

    Sperry Top-Sider Striper Cvo Chukka Boots Men's Shoes Shoes MEN Perfect your preppy style with these canvas chukkas from Sperry Top-Sider. more

    $70.00 $38.99

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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+)
    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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    "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+)
    Vans Chukka Low - Mens

    Vans Chukka Low - Mens

    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

    $59.99

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    Eastbay

    (900,000+)
    "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+)
    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

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    Shoebuy.com

    (150,000+)
    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+)
    Timberland Men's Groveton Plain Toe Chukka Leather and Fabric Black and Canvas Boots, Size 14 M - 9464B

    Timberland Men's Groveton Plain Toe Chukka Leather and Fabric Black and Canvas Boots, Size 14 M - 9464B

    Timberland Men's Groveton Plain Toe Chukka Leather and Fabric Black and Canvas Boots - 9464B more

    $89.95

    FREE shipping

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    TheShoeMart

    (5,000+)
    "Timberland Earthkeepers Groveton Plain Toe Chukka Leather/Fabric - Men's - Ankle Boots Wheat Nubuck and Wheat Nubuck and Canvas - Size 7.5|8|8.5|9|9.5|10|10.5|11|11.5|13|14|15"

    "Timberland Earthkeepers Groveton Plain Toe Chukka Leather/Fabric - Men's - Ankle Boots Wheat Nubuck and Wheat Nubuck and Canvas - Size 7.5|8|8.5|9|9.5|10|10.5|11|11.5|13|14|15"

    "Made with an impressive and surprising amount of recycled materials, the Timberland Earthkeepers Groveton Plain Toe Chukka recycles classic Timberland style to boot. Featuring an upper of leather and durable Cordura with mesh lining made from 100... more

    $89.95

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    OnlineShoes.com

    (50,000+)
    Timberland Oakwell Moc Toe Chukka - Mens - Wheat

    Timberland Oakwell Moc Toe Chukka - Mens - Wheat

    Wheat 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 $79.99

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    Foot Locker

    (175,000+)
    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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    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

    Cubavera Men's Lace-Up Chukka Boot

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

    $69.50 $29.99

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    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 Groveton Leather and Fabric Chukka Blackout Nubuck-Textile-White Boots, Size 10.5 M - 6746A

    Timberland Men's Groveton Leather and Fabric Chukka Blackout Nubuck-Textile-White Boots, Size 10.5 M - 6746A

    Timberland Men's Groveton Leather and Fabric Chukka Blackout Nubuck-Textile-White Boots - 6746A more

    $74.95

    FREE shipping

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    TheShoeMart

    (5,000+)
    Vans Chukka Mid Top - Mens - Black/Black

    Vans Chukka Mid Top - Mens - Black/Black

    Vans redesigns their timeless Chukka Boot with a performance skate focus. The Vans Chukka Mid Top is crafted with a canvas, suede, and hemp upper for a premium fit. Below the foot sits Vans' UltraCush cushioning to deliver maximum comfort and their... more

    $64.99 $54.99

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    Eastbay

    (900,000+)
    Sperry Top-Sider Avenue Duck Boots - Waterproof (For Men) – NAVY/TAN

    Sperry Top-Sider Avenue Duck Boots - Waterproof (For Men) – NAVY/TAN

    Get 30% off $100 or more with PCZILLAUS5.

    CLOSEOUTS . Splash through wide streets or down muddy paths in Sperry Top-Sider Avenue Duck boots. The seam-sealed upper is lined with soft fleece and features warm thermal insulation for cold, sloppy conditions. Available Colors: DARK TAN/BROWN,... more

    $110.00 $76.95

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    (725,000+)
    Skechers Mark Nason Ampthil Chukka Boots - Leather (For Men) – DARK BROWN

    Skechers Mark Nason Ampthil Chukka Boots - Leather (For Men) – DARK BROWN

    Get 30% off $100 or more with PCZILLAUS5.

    CLOSEOUTS . A sleek combination of chukka boot and retro hiker, Skechers Mark Nason Amphthill boots are a handsome addition to your wardrobe, be it casual coffee-shop duds or on-the-go global adventurist. Available Colors: BLACK, DARK BROWN. Sizes: 7,... more

    $100.00 $64.95

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    (725,000+)
    Timberland Oakwell Moc Toe Chukka - Mens - Wheat

    Timberland Oakwell Moc Toe Chukka - Mens - Wheat

    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 $79.99

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    Eastbay

    (900,000+)
    Skechers Mark Nason Leyton Chukka Boots - Suede (For Men) – CHOCOLATE

    Skechers Mark Nason Leyton Chukka Boots - Suede (For Men) – CHOCOLATE

    Get 30% off $100 or more with PCZILLAUS5.

    CLOSEOUTS . Brushed suede and a retro chukka style bring a touch of swagger to Skechers’ Mark Nason Leyton chukka boots; all you have to do is lace them up and reap the comfortable, handsome benefits. Available Colors: CHARCOAL, CHOCOLATE. Sizes: 7,... more

    $90.00 $59.95

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    (725,000+)
    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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    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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    EXPRESS Mens Black Leather Chukka Boot Black 11

    EXPRESS Mens Black Leather Chukka Boot Black 11

    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

    go to store
    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

    go to store
    Lands' End School Uniform Men's Clarks Bushacre 2 Chukka Boots

    Lands' End School Uniform 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 Massachusetts-based brand's committment to craftsmanship, premium materials and cutting edge technology has allowed it to thrive on a global scale. The... more

    $89.00

    FREE shipping

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    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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