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    Palladium Men's Baggy Canvas Chukka Boot,Black,9.5 M US

    Palladium Men's Baggy Canvas Chukka Boot,Black,9.5 M US

    Go anywhere in the rugged and stylish Palladium Baggy Men. This men's boot features a canvas or stonewashed canvas upper for comfort and durability, wear it either up or with the collar turned over to show off the lining. Snaps secures the cuff when... more

    $52.50

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    Palladium Men's Baggy Canvas Chukka Boot,Stonewash/Metal,9.5 M US

    Palladium Men's Baggy Canvas Chukka Boot,Stonewash/Metal,9.5 M US

    Go anywhere in the rugged and stylish Palladium Baggy Men. This men's boot features a canvas or stonewashed canvas upper for comfort and durability, wear it either up or with the collar turned over to show off the lining. Snaps secures the cuff when... more

    $49.92

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    Palladium Men's Baggy Canvas Chukka Boot,Black,7 M US

    Palladium Men's Baggy Canvas Chukka Boot,Black,7 M US

    100% cotton canvas, dyed and stonewashed, create a vintage look and soft feel. One-piece molded rubber outsole. Two-piece; hugging heel cup and thick die-cut create a comfortable stepping ground. Woven label on the tongue. An additional woven label... more

    $52.50

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    Palladium Men's Flex Lace M Chukka Boot

    Palladium Men's Flex Lace M Chukka Boot

    The Flex Lace is a classic and stylish lace-up sneaker. more

    $44.95

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    Palladium Men's Pampa High Cuff Chukka Boot

    Palladium Men's Pampa High Cuff Chukka Boot

    Palladium Pampa High Cuff Boots more

    $49.99

    FREE shipping

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    Palladium Men's Pallabrouse LC Chukka Boot

    Palladium Men's Pallabrouse LC Chukka Boot

    - Canvas upper - rubber sole - Lace Entry EVA midsole - Rubber mudguard and toe cap - - New: In Original Box more

    $84.99

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    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+)
    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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    Vans Chukka Low - Mens - Black/Grey

    Vans Chukka Low - Mens - Black/Grey

    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

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    Eastbay

    (900,000+)
    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 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

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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+)
    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

    FREE shipping

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    Shoebuy.com

    (150,000+)
    SONOMA life + style Men's Chukka Boots (Beige/Khaki)

    SONOMA life + style Men's Chukka Boots (Beige/Khaki)

    The weathered finish of these men's SONOMA life + style chukka boots gives them a distinctive vintage look. SHOE FEATURES Weathered finish SHOE CONSTRUCTION Manmade upper Manmade/fabric lining TPR outsole SHOE DETAILS Round toe Lace-up closure Padded... more

    $79.99 $39.99

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    Timberland Groveton Plain Toe Chukka - Mens - Grey

    Timberland Groveton Plain Toe Chukka - Mens - Grey

    Grey size 7.0

    Rugged, dependable, and styled for you. Leather and Cordura nylon upper for rugged durability. 100% recycled PET laces, mesh lining, and footbed cover. Unique L7 lug design with beveled lug sidewalls for self-cleaning and multidirectional traction. more

    $74.99

    FREE shipping

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    Foot Locker

    (175,000+)
    GBX mens App Shoes

    GBX mens App Shoes

    Classic GBX leather chukka High quality leather upper Unique stitching pattern give this chukka a modern twist Trendy 4-hole lace-up This traditional chukka with a sophisticated twist more

    $89.99

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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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    Slippers International Chukka Slipper (Men's) - Spice

    Slippers International Chukka Slipper (Men's) - Spice

    Slippers International Mens Casual Slipper. Medium (M) 11,Medium (M) 12,Medium (M) 13,Medium (M) 14,Medium (M) 9 more

    $44.95

    FREE shipping

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    ShoeMall.com

    (25,000+)
    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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    Vans Chukka Mid Top - Mens - Black/Chimayo

    Vans Chukka Mid Top - Mens - Black/Chimayo

    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

    $69.99 $44.99

    FREE shipping

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    Eastbay

    (900,000+)
    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+)
    Sorel Sentry Chukka Sneakers - Canvas (For Men) – WHITE SWAN

    Sorel Sentry Chukka Sneakers - Canvas (For Men) – WHITE SWAN

    CLOSEOUTS . Kick back in the super-cool Sorel Sentry chukka sneakers, featuring beef roll stitching, a rubber toe guard, and a suede and canvas upper with a retro look. Available Colors: BLACK, WHITE SWAN, JAVA. Sizes: 7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5,... more

    $90.00 $20.97

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    (725,000+)
    Timberland City Lite Waterproof Chukka - Mens - Black Smooth

    Timberland City Lite Waterproof Chukka - Mens - Black Smooth

    Black Smooth size 7.5

    Crafted with a seam-sealed, tumbled nubuck upper, the Timberland City Lite Waterproof Chukka delivers all-day protection from the elements. Housed inside the upper is an EcoSmart liner and OrthoLite footbed for cushioning and support. Below the foot is... more

    $119.99 $79.99

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    Foot Locker

    (175,000+)
    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

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Blackstone DM49 Suede Sport Chukka Boots (For Men) – TAUPE

    Blackstone DM49 Suede Sport Chukka Boots (For Men) – TAUPE

    CLOSEOUTS . Blackstone s DM49 suede sport chukka boots are trying to decide whether they re a boot or a sneaker. It s not a desperate sort of identity crisis, because either way this slouchy, low-riding shoe is going to rock your casuals. In... more

    $169.00 $83.96

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    (725,000+)
    Hush Puppies Mens Style Chukka PL Leather Boots

    Hush Puppies Mens Style Chukka PL Leather Boots

    Style Chukka boots have a contemporary dress style with round toe shape. It features a burnished full grain brushoff leather upper with sheepskin upper lining & sheepskin covered HPO2Flex socklining, cement construction & flexible yet durable... more

    $139.00

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    BeallsFlorida.com

    (150,000+)
    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

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    Men's Skechers Relaxed Fit Segment Barillo - Black Boots

    Men's Skechers Relaxed Fit Segment Barillo - Black Boots

    Versatile style with comfort to spare comes in the SKECHERS Relaxed Fit®: Segment - Barillo boot. Smooth leather upper in a lace up casual comfort moc toe chukka ankle boot with stitching and overlay accents. Gel Infused Memory Foam insole. Memory Foam... more

    $82.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Florsheim Vantage Chukka Boots - Leather (For Men) – BROWN TUMBLED

    Florsheim Vantage Chukka Boots - Leather (For Men) – BROWN TUMBLED

    CLOSEOUTS . Men who prefer boots to shoes in casual and dress venues will embrace the comfort and polished good looks of Florsheim s Vantage chukka boots. Not only is the top line softly padded, but the Comfortechnology interior absorbs shock, supports... more

    $135.00 $94.95

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    (725,000+)
    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

    $71.99

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    "Skechers Bruiser Boot - Men's - Chukkas Black - Size"

    "Skechers Bruiser Boot - Men's - Chukkas Black - Size"

    "A rugged classic gets an update in the SKECHERS Bruiser boot. Smooth oiled leather upper in a lace up casual moc toe chukka boot with stitching and overlay accents. Memory Foam insole, rubber lug traction sole." more

    $74.95

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    OnlineShoes.com

    (50,000+)
    Crocs Espresso / Stucco Men's Walu Chukka Boot Men's Chukka Boot

    Crocs Espresso / Stucco Men's Walu Chukka Boot Men's Chukka Boot

    Espresso / Stucco Crocs Men's Walu Chukka Boot. Men's Chukka Boot Available in size M7,M8,M9,M10,M11,M12,M13 more

    $79.99

    FREE shipping

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    Crocs Hazelnut / Clay Men's Walu Chukka Boot Men's Chukka Boot

    Crocs Hazelnut / Clay Men's Walu Chukka Boot Men's Chukka Boot

    Hazelnut / Clay Crocs Men's Walu Chukka Boot. Men's Chukka Boot Available in size M7,M8,M9,M10,M11,M12,M13 more

    $79.99

    FREE shipping

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    Cubavera Men's Lace-Up Chukka Boot: Wood 9

    Cubavera Men's Lace-Up Chukka Boot: Wood 9

    Cubavera Men's Lace-Up Chukka Boot: Wood 9- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

    $69.50 $29.99

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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

    $109.95

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    "Timberland Earthkeepers City Lite Chukka - Men's - Chukkas Black Smooth - Size"

    "Timberland Earthkeepers City Lite Chukka - Men's - Chukkas Black Smooth - Size"

    "Get the rugged, yet refined look you're aiming for with the Timberland Earthkeepers City Lite Chukka boot. This men's ankle boot boasts a burnished and waterproof smooth or oiled leather upper from a certified environmentally friendly tannery with... more

    $119.95

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    OnlineShoes.com

    (50,000+)
    Timberland Groveton Plain Toe Chukka - Mens - Navy

    Timberland Groveton Plain Toe Chukka - Mens - Navy

    Navy size 7.0

    Rugged, dependable, and styled for you. Leather and Cordura nylon upper for rugged durability. 100% recycled PET laces, mesh lining, and footbed cover. Unique L7 lug design with beveled lug sidewalls for self-cleaning and multidirectional traction. more

    $74.99

    FREE shipping

    go to store

    Foot Locker

    (175,000+)
    Men's Lakeside Boat Shoes, Chukka 8.5 M(D) Brown

    Men's Lakeside Boat Shoes, Chukka 8.5 M(D) Brown

    Here in Maine, you don't have to walk very far to go from city sidewalk to shoreside dock. With this in mind, we redesigned our classic boat shoe style to provide even more comfort and stability on life's ever-changing terrain. Full-grain, waterproof... more

    $89.00 $79.99

    FREE shipping

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    (2,500+)
    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

    FREE shipping

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