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    Vintage Mens Vaughn Boot

    Vintage Mens Vaughn Boot

    From its origins on the polo fields of the 1800s, the chukka has been a menswear classic for centuries. Handcrafted from rich leathers or suede, our Vaughn chukka offers authentic style with a rubbed, time-worn finish. more

    $294.95

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    Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Size 12M Tan / Dark Brown Leather Men's

    Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Size 12M Tan / Dark Brown Leather Men's

    Tumbled, relaxed leather uppers in an elevated chukka style will keep your feet going through casual Friday and all weekend long. more

    $57.95

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    Timberland Earthkeepers City Lite Chukka Men's Lace-up Boots - Brown

    Timberland Earthkeepers City Lite Chukka Men's Lace-up Boots - Brown

    Free Shipping Both Ways! The Earthkeepers City Lite Chukka is the perfect complement to your favorite pair of jeans. Smooth leather upper. Simple two eye lacing. Recycled PET lining wicks moisture and helps control odor. Cushioned footbed is leather... more

    $100.00

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    Zappos.com

    (300,000+)
    Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Size 9M Tan / Dark Brown Leather Men's

    Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Size 9M Tan / Dark Brown Leather Men's

    Tumbled, relaxed leather uppers in an elevated chukka style will keep your feet going through casual Friday and all weekend long. more

    $57.95

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    Men's Timberland Groveton Leather/Fabric Chukka - Wheat Nubuck/Textile Boots

    Men's Timberland Groveton Leather/Fabric Chukka - Wheat Nubuck/Textile Boots

    The upper of the Groveton boot is crafted of premium leathers from an LWG Silver-rated tannery and Cordura® nylon for rugged durability. A 100% recycled PET mesh lining and footbed cover made from recycled plastic bottles is comfortable, breathable and... more

    $69.95

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    Shoebuy.com

    (150,000+)
    Men's Timberland Earthkeepers  Stormbuck Duck Chukka - Black Full-Grain Boots

    Men's Timberland Earthkeepers Stormbuck Duck Chukka - Black Full-Grain Boots

    Premium full-grain waterproof uppers provides protection to keep feet dry and comfortable in any weather. A waterproof seam-sealed construction for protection from the elements. The molded TPU brogue detailed toe cap provides extra waterproof... more

    $139.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Alden Men's Unlined Chukka Boot Flex Welt Suede Dark Brown Suede Boots, Size 11 D - 1492

    Alden Men's Unlined Chukka Boot Flex Welt Suede Dark Brown Suede Boots, Size 11 D - 1492

    Alden Men's Unlined Chukka Boot Flex Welt Suede Dark Brown Suede Boots - 1492 more

    $510.00

    FREE shipping

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    TheShoeMart

    (5,000+)
    Men's Timberland Earthkeepers  Britton Hill Chukka - Dark Brown Smooth Boots

    Men's Timberland Earthkeepers Britton Hill Chukka - Dark Brown Smooth Boots

    Premium uppers from an LWG Silver-rated tannery provides durability. The TPR welt gives this shoe a premium look. Comes with 100% organic cotton laces. The shoe's removable anti-fatigue footbed provides all-day comfort and support. The footbed features... more

    $169.95

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    Shoebuy.com

    (150,000+)
    Vans Chukka Low - Mens - Grey/Gum

    Vans Chukka Low - Mens - Grey/Gum

    Free Shipping Over $75 with code IPEB49NH

    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

    $64.99 $49.99

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    Eastbay

    (900,000+)
    Vans Chukka Low - Mens - White

    Vans Chukka Low - Mens - White

    Free Shipping Over $75 with code IPEB49NH

    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 $39.99

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    Eastbay

    (900,000+)
    Allen Edmonds Bellevue Chukka Boots

    Allen Edmonds Bellevue Chukka Boots

    Allen Edmonds Bellevue Chukka Boots - Allen Edmonds men's shoes are Made-in-the-USA since 1922 of fine imported leathers. We offer men's dress shoes in a variety of sizes, colors, & styles with over 100 size and width variations. With proper care,... more

    $295.00

    FREE shipping

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    Timberland Earthkeepers Brook Park Chukka Men's Lace-up Boots - Red/Brown Smooth

    Timberland Earthkeepers Brook Park Chukka Men's Lace-up Boots - Red/Brown Smooth

    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

    $130.00

    FREE shipping

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    Zappos.com

    (300,000+)
    Vans Denim Chukka Low Mens Shoes Grey/Gum In Sizes 9, 8, 13, 8.5, 9.5, 10, 10.5, 11, 12 For Men 234376115

    Vans Denim Chukka Low Mens Shoes Grey/Gum In Sizes 9, 8, 13, 8.5, 9.5, 10, 10.5, 11, 12 For Men 234376115

    Vans Denim Chukka Low shoes. Inspired by Vans classics like the Authentic and the Chukka Boot and designed by Vans skate team, the Chukka Low's premium canvas, uppers feature UltraCush HD for the highest level of impact cushioning. Also featuring Pro... more

    $64.99

    FREE shipping

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    (50,000+)
    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

    $29.99

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    Alden Men's Chukka Boot Shell Cordovan Color 8 Boots, Size 10.5 D - 1339

    Alden Men's Chukka Boot Shell Cordovan Color 8 Boots, Size 10.5 D - 1339

    Alden Men's Chukka Boot Shell Cordovan Color 8 Boots - 1339 more

    $661.00

    FREE shipping

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    TheShoeMart

    (5,000+)
    Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Size 10.5M Tan / Dark Brown Leather Men's

    Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Size 10.5M Tan / Dark Brown Leather Men's

    Tumbled, relaxed leather uppers in an elevated chukka style will keep your feet going through casual Friday and all weekend long. more

    $57.95

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    Timberland Earthkeepers City Lite Waterproof Chukka Men's Shoes - Brown Oiled

    Timberland Earthkeepers City Lite Waterproof Chukka Men's Shoes - Brown Oiled

    Free Shipping Both Ways! Get the rugged, yet refined look you're aiming for with the Timberland® Earthkeepers® City Lite Waterproof Chukka boot. Waterproof, oiled or smooth leather upper with handsewn stitching details for an authentic style. Lace... more

    $120.00

    FREE shipping

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    Zappos.com

    (300,000+)
    Wolverine Algonquin Chukka Boots - Leather (For Men) ? DARK GREY

    Wolverine Algonquin Chukka Boots - Leather (For Men) ? DARK GREY

    Get 30% off $100 or more with PCZILLAUS4

    CLOSEOUTS . Wolverine's Algonquin chukka boots feature a heavy-duty, lugged outsole and casual-ready, good-looking chukka style, perfect for the busy guy who goes from jobsite to weekend in a flash. Available Colors: DARK GREY. Sizes: 7, 7.5, 8, 8.5,... more

    $240.00 $105.00

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    (700,000+)
    Timberland Newmarket Chukka Boots - Recycled Materials (For Men) ? GREY

    Timberland Newmarket Chukka Boots - Recycled Materials (For Men) ? GREY

    Get 30% off $100 or more with PCZILLAUS4

    2NDS . Timberlandand#39;s Newmarket chukka boots feature stylish lacing detail on a canvas and suede upper, and have anti-fatigue technology for day-long comfort. Available Colors: GREY. Sizes: 7, 8, 8.5, 9, 9.5, 10, 10.5, 11, 11.5, 12, 13. more

    $120.00 $82.95

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    (700,000+)
    DieHard Men's Chukka Work Boot - Brown 7.5;8;8.5;9;9.5;10;10.5;11;12;13

    DieHard Men's Chukka Work Boot - Brown 7.5;8;8.5;9;9.5;10;10.5;11;12;13

    50% off Fall Fashion

    Chukka Boots are Always Ready to Get Moving On the jobsite this Chukka boot adds comfort to keep you on your feet longer than most, and when it s time to punch-out, keep them on, the simple style and supple soles are perfect for grabbing a beer with... more

    $100.00 $74.99

    FREE shipping

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    Sears.com

    (10,000+)
    Vans Chukka Low - Mens - Black/Gum

    Vans Chukka Low - Mens - Black/Gum

    Free Shipping Over $75 with code IPEB49NH

    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

    $64.99 $54.99

    go to store

    Eastbay

    (900,000+)
    Clarks Bushacre 2: Men's Chukka

    Clarks Bushacre 2: Men's Chukka

    Chukkas: Clarks Bushacre 2 - Male Adult - Grey Suede - Sizes 7.5|8|8.5|10.5|11|11.5|13 - Widths: Medium - Honor your adventurous spirit in the Clarks Bushacre 2 boot, a take on the iconic Clarks Desert Boot. This men's chukka boot features a suede or... more

    $99.95 $89.97

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    OnlineShoes.com

    (50,000+)
    Cole Haan LunarGrand Chukka Men's Lace-up Boots

    Cole Haan LunarGrand Chukka Men's Lace-up Boots

    Free Shipping on all orders! Hand-crafted and brimming with style, the Cole Haan® LunarGrand Chukka boots bring a touch of luxury into your sporty wardrobe. Suede upper. Lace-up closure. Leather lining. Lightly padded leather footbed. Contrasting NIKE... more

    $278.00 $139.99

    FREE shipping

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    6pm.com

    (25,000+)
    Men's Mountain Town Boots

    Men's Mountain Town Boots

    These rugged boots let you enjoy the cool look of vintage hikers along with the modern day features you need to keep feet comfortable and protected in town or on the trail. Inspired by the long-standing heritage of our original Bean Boots, they're... more

    $99.00 $54.99

    FREE shipping

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    (1,000+)
    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

    FREE shipping

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    Foot Locker

    (175,000+)
    Alden Men's Chukka Boot Calf Skin Leather Sole Brown Chrome Excel Boots, Size 11 D - 13781

    Alden Men's Chukka Boot Calf Skin Leather Sole Brown Chrome Excel Boots, Size 11 D - 13781

    Alden Men's Chukka Boot Calf Skin Leather Sole Brown Chrome Excel Boots - 13781 more

    $543.00

    FREE shipping

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    TheShoeMart

    (5,000+)
    Red Wing Suede Chukka Boot (Men)

    Red Wing Suede Chukka Boot (Men)

    A cool wedge sole lifts a handsome, hearty chukka boot crafted from durable suede. Color(s): blueberry. Brand: RED WING. Style Name: Red Wing Suede Chukka Boot (Men). Style Number: 846785. Manufacturer part number 3146 Suede upper/leather lining/rubber... more

    $260.00 $169.90

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    Nordstrom

    (1,000+)
    Cole Haan 'LunarGrand' Chukka Boot (Men)

    Cole Haan 'LunarGrand' Chukka Boot (Men)

    A contrasting Nike Lunar sole grounds a sweet chukka boot crafted from soft, well-textured fabric. Color(s): blazer blue/ ivory, nougat mesh/ brick. Brand: Cole Haan. Style Name: Cole Haan 'LunarGrand' Chukka Boot (Men). Style Number: 440849.... more

    $198.40

    FREE shipping

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    Nordstrom

    (1,000+)
    Clarks Bushacre 2: Men's Chukka

    Clarks Bushacre 2: Men's Chukka

    Chukkas: Clarks Bushacre 2 - Male Adult - Black Suede - Sizes 7|7.5|8|8.5|9|9.5|10|10.5|11|11.5|12|13|14|15 - Widths: Medium - Honor your adventurous spirit in the Clarks Bushacre 2 boot, a take on the iconic Clarks Desert Boot. This men's chukka boot... more

    $99.95 $79.97

    FREE shipping

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    OnlineShoes.com

    (50,000+)
    Wolverine 1000 Mile Boot Men's Vintage Boots (13 D in Cordovan No. 8)

    Wolverine 1000 Mile Boot Men's Vintage Boots (13 D in Cordovan No. 8)

    Crafted with the same attention to detail found in the original, Wolverine's 1000 Mile Boot is the cornerstone of the collection. Made in America and featuring top quality Horween Chromexcel Leather, a stacked leather outsole and classic welt... more

    $360.00

    FREE shipping

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    Wolverine

    (250+)
    John Varvatos Driggs Ideal Chukka Men's Lace-up Boots

    John Varvatos Driggs Ideal Chukka Men's Lace-up Boots

    Free Shipping on all orders! Step onto the scene and steal it with these hip and slick chukkas! ; Luxurious leather upper. Lace-up closure ensures effortless on and off. Leather lining. Lightly cushioned leather footbed. Textured synthetic outsole.... more

    $265.00 $99.99

    FREE shipping

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    6pm.com

    (25,000+)
    Clarks Bushacre 2: Men's Chukka

    Clarks Bushacre 2: Men's Chukka

    Chukkas: Clarks Bushacre 2 - Male Adult - Sand Suede (Off White) - Sizes 7.5|8|8.5|9|9.5|10|10.5|11|11.5|12|13|14 - Widths: Medium - Honor your adventurous spirit in the Clarks Bushacre 2 boot, a take on the iconic Clarks Desert Boot. This men's chukka... more

    $99.95 $82.97

    FREE shipping

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    OnlineShoes.com

    (50,000+)
    Frye Rogan Engineer Men's Pull-on Boots

    Frye Rogan Engineer Men's Pull-on Boots

    Free Shipping on all orders! Bring some bad-boy attitude into your wardrobe with this traditional engineer boot that has a contemporary vibe. Hand-distressed vintage leather for a hip, modern look. Antique nickel buckles at the ankle and shaft. Smooth... more

    $328.00 $235.99

    FREE shipping

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    6pm.com

    (25,000+)
    Vans OTW Alomar - Mens - Khaki/White

    Vans OTW Alomar - Mens - Khaki/White

    Made with a chukka boot-inspired upper, the Vans OTW Alomar is a shoe that pushes the boundaries between skate and street fashion. Premium full-grain leather, suede, canvas, or synthetic upper delivers a durable fit. Full-length EVA midsole keeps it... more

    $99.99 $89.99

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    Foot Locker

    (175,000+)
    Caterpillar 'Haverhill' Chukka Boot (Men)

    Caterpillar 'Haverhill' Chukka Boot (Men)

    Richly burnished full-grain leather shapes a casual chukka boot updated with an adjustable buckle. A Goodyear welt adds durability to the rugged style. Color(s): black, oxblood. Brand: Caterpillar. Style Name: Caterpillar 'Haverhill' Chukka Boot (Men).... more

    $150.00

    FREE shipping

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    Nordstrom

    (1,000+)
    Florsheim Flites Chukka Boots (For Men) ? 245 BROWN SUEDE

    Florsheim Flites Chukka Boots (For Men) ? 245 BROWN SUEDE

    Get 30% off $100 or more with PCZILLAUS4

    CLOSEOUTS . Take a walk on the wilder side by swapping the tamer laces of Florsheimand#39;s Flites chukka boots for the included contrast-hued ones, or leave them as-is for a classic, clean-cut look. Available Colors: 205 CHESTNUT, 215 BROWN CRAZY... more

    $135.00 $89.98

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    (700,000+)
    Vans OTW Alomar - Mens - Black/Black

    Vans OTW Alomar - Mens - Black/Black

    Made with a chukka boot-inspired upper, the Vans OTW Alomar is a shoe that pushes the boundaries between skate and street fashion. Premium full-grain leather, suede, canvas, or synthetic upper delivers a durable fit. Full-length EVA midsole keeps it... more

    $99.99

    FREE shipping

    go to store

    Foot Locker

    (175,000+)
    Wolverine Morley 1000 Mile Boot Men's Vintage Boots (8.5 D in Black)

    Wolverine Morley 1000 Mile Boot Men's Vintage Boots (8.5 D in Black)

    The Morley boot embodies the traditional style of the Original 1000 Mile Boot, first introduced by Wolverine in 1914, with unique leathers that have a fascinating story of their own. The tan colorway of the Morely features a military style waxed flesh... more

    $405.00

    FREE shipping

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    Wolverine

    (250+)
    Vans Denim Chukka Low Mens Shoes Black/Cork In Sizes 9, 9.5, 8.5, 10, 8, 11, 13, 10.5, 12 For Men 237964100

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

    $64.99

    FREE shipping

    go to store
    (50,000+)
    Men's Wicked Good Lodge Chukkas

    Men's Wicked Good Lodge Chukkas

    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

    $99.00

    FREE shipping

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    (1,000+)

    More information about Men's Shoes

    Best prices on Vintage mens vaughn chukka boots in Men's Shoes online. Visit Bizrate to find the best deals on top brands. Read reviews on Clothing & Accessories merchants and buy with confidence.
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