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    Men's Chaco Brio - Dark Olive/Wren Boots

    Men's Chaco Brio - Dark Olive/Wren Boots

    Take on your daily adventures with the Brio, a casual boot by Chaco. The Brio features strobel construction, a removable mesh-lined footbed, a Casual Plus+ outsole with siped non-marking rubber sole, and an all-purpose tread design. more

    $124.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Men's Pigsuede Wild Boar Boots

    Men's Pigsuede Wild Boar Boots

    Free Shipping W/ $50 Order!

    Wild Boar Pigsuede Boots give you casual comfort and an aggressive rubber sole for traction on wet or oily surfaces. Only from Duluth Trading Company! more

    $79.50

    FREE shipping

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    (2,500+)
    Clarks Mens Wallabee Boot In Maple Suede

    Clarks Mens Wallabee Boot In Maple Suede

    Casual boot version of the world's first comfort shoe in maple suede. This Clarks Originals� classic originated in the 1960s when Lance Clark sketched out a hand-stitched moccasin built on a nature-formed last that allows for natural toe spread. The... more

    $140.00

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    Clarks Mens Wallabee Boot In Beeswax Leather

    Clarks Mens Wallabee Boot In Beeswax Leather

    Casual boot version of the world's first comfort shoe in beeswax leather. This Clarks Originals� classic originated in the 1960s when Lance Clark sketched out a hand-stitched moccasin built on a nature-formed last that allows for natural toe spread.... more

    $140.00

    FREE shipping

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    MensUSA.com Los Altos Black All-Over Alligator Belly J - Toe Print Cowboy Boots

    MensUSA.com Los Altos Black All-Over Alligator Belly J - Toe Print Cowboy Boots

    " These exceptional quality genuine crocodile/ostrich skin casual Shoes are handmade by one of the finest exotic Shoes manufacturers, Los Altos. Los Altos offers sensational exotic skin Shoes that are completely hand crafted and hand stitched. The... more

    $209.00

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    (2,500+)
    Georgia Boot GR262 Soggy Brown Giant Romeo Work Shoe

    Georgia Boot GR262 Soggy Brown Giant Romeo Work Shoe

    The upper of this Georgia Giant Romeo work shoe has been made with full-grain leather; its brown hue will look good with your work and casual attire, while the material itself is incredibly durable and feels soft. Having finger pulls and stretchable... more

    $79.99

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    Allen Edmonds Sturgis Plain-toe Boots

    Allen Edmonds Sturgis Plain-toe Boots

    Lace-up casual bootsFour-eyelet blucher boot with speed hooksLined leather upperRubber sole360 degree Goodyear weltB34 LastRecraftableMade in USA more

    $197.00

    FREE shipping

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    Deer Stags Men's Verge 902 Collection Casual Oxford Shoe - Black 9.5

    Deer Stags Men's Verge 902 Collection Casual Oxford Shoe - Black 9.5

    Some occasions require a dressier shoe, but you simply aren't ready to give up the comfort of a sneaker or boot. These men's Verge casual shoes from Deer Stags will not only give you a stylish look, but will keep your feet comfortable as well. The... more

    $60.00 $39.99

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    Sears.com

    (10,000+)
    Allen Edmonds Bellevue Chukka Boots

    Allen Edmonds Bellevue Chukka Boots

    Lace-up oxford casual bootsPlain-toe chukka bootLined leather upperRubber sole360 degree Goodyear welt511 LastRecraftableMade in USA more

    $295.00

    FREE shipping

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    Men's Steve Madden Hestonn - Tan Leather Boots

    Men's Steve Madden Hestonn - Tan Leather Boots

    Keep it casual this season with Steve Madden's all star chukka. more

    $85.00 $70.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Deer Stags Men's Verge 902 Collection Casual Oxford Shoe - Black 7.5;8;8.5;9;9.5;10;10.5;11;12;13

    Deer Stags Men's Verge 902 Collection Casual Oxford Shoe - Black 7.5;8;8.5;9;9.5;10;10.5;11;12;13

    Some occasions require a dressier shoe, but you simply aren't ready to give up the comfort of a sneaker or boot. These men's Verge casual shoes from Deer Stags will not only give you a stylish look, but will keep your feet comfortable as well. The... more

    $60.00 $39.99

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    Sears.com

    (10,000+)
    Allen Edmonds Bellevue Chukka Boots

    Allen Edmonds Bellevue Chukka Boots

    Lace-up oxford casual bootsPlain-toe chukka bootLined leather upperRubber sole360 degree Goodyear welt511 LastRecraftableMade in USA more

    $295.00

    FREE shipping

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    Men's Hush Puppies Stamina - Black Leather Boots

    Men's Hush Puppies Stamina - Black Leather Boots

    Stamina boot has a casual, comfortable look. Direct attach construction and Stroebel construction creates a permanent chemical bond between the leather upper and outsole which provides for long wearing durability and shock absorbing comfort.... more

    $150.00 $128.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Men's Twisted X Boots MDM0005 - Desert Sand Driving Shoes

    Men's Twisted X Boots MDM0005 - Desert Sand Driving Shoes

    These cool driving mocs are casual shoes for those long drives to horse shows, stock shows, grandma's house, or for just "kickin' around." These shoes are well-made and comfortable. If you're looking for something cool, different, and fashionable,... more

    $109.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Clarks Mens Senner Ave In Black Tumbled Leather

    Clarks Mens Senner Ave In Black Tumbled Leather

    Lace up this men's low-cut boot and add easy, casual style to any outfit. It's made of leather and synthetic materials in black with a synthetic lining for all-over comfort. For advanced cushioning and support, we added a removable footbed and a... more

    $89.99

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    Tony Lama mens Peanut Antique Regal Calf Shoes

    Tony Lama mens Peanut Antique Regal Calf Shoes

    The men's Peanut Antique Regal Calf boots - casual shoes from Tony Lama feature a leather and upper for a great look. The key features are Durable leather upper, Pull tabs at collar for an easy on and off, Cushion insole, and R toe and heel 4 - 1 5/8... more

    $185.95

    FREE shipping

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    Deer Stags Men's Verge 902 Collection Casual Oxford Shoe - Black 10.5

    Deer Stags Men's Verge 902 Collection Casual Oxford Shoe - Black 10.5

    Some occasions require a dressier shoe, but you simply aren't ready to give up the comfort of a sneaker or boot. These men's Verge casual shoes from Deer Stags will not only give you a stylish look, but will keep your feet comfortable as well. The... more

    $60.00 $39.99

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    Sears.com

    (10,000+)
    Men's Kennebec Casual Chukka Boots 9.5 M(D) Gray

    Men's Kennebec Casual Chukka Boots 9.5 M(D) Gray

    Designed to feel like your favorite pair of sneakers, this lightweight boot is the evolution of dress casual. Boasting a perfect combination of classic style and sporty comfort, it is the only boot you'll want to wear whether you're in the workplace or... more

    $99.00 $89.99

    FREE shipping

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    (2,500+)
    Lugz Strutt Classic Casual Boots Cashew

    Lugz Strutt Classic Casual Boots Cashew

    These Lugz Strutt casual boots are classic casual street wear boots featuring padded ankle cushion and a durable lug outsole. Nubuck leather Padded tongue and collar Cushioned insole Durable lug rubber outsole Military style design more

    $80.00

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    Boscov's

    (10,000+)
    Dockers Duvall Casual Boots - Camo

    Dockers Duvall Casual Boots - Camo

    The slip-on ankle boot is a time-worn favorite. Made with soft leather uppers and durable leather outsoles with attached rubber treads for long lasting wear and added traction. Accented with leather welts and rust resistant brass hardware detailing. more

    $210.00 $99.99

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    Dockers Duvall Casual Boots - Camo

    Dockers Duvall Casual Boots - Camo

    The slip-on ankle boot is a time-worn favorite. Made with soft leather uppers and durable leather outsoles with attached rubber treads for long lasting wear and added traction. Accented with leather welts and rust resistant brass hardware detailing. more

    $210.00 $99.99

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    Rocky 4799 Jasper Trac Insulated Outdoor Boot

    Rocky 4799 Jasper Trac Insulated Outdoor Boot

    If you enjoy taking casual strolls throughout the woods, you might consider wearing these 8" Rocky Jasper Trac Insulated Outdoor Boots. They may have the look and comfort that you have been searching for.Just by looking at the leather split suede you... more

    $79.99

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    Chaco Roland Boots (For Men) – DARK OLIVE

    Chaco Roland Boots (For Men) – DARK OLIVE

    Get 25% off $75 or 30% off $100 with PCZILLAUS5

    CLOSEOUTS . With a look inspired by classic tactical boots, Chaco Roland boots fight fatigue on the street or trail with a LUVSEAT footbed and lightweight EcoTread outsole. Available Colors: DARK OLIVE. Sizes: 7, 8, 8.5, 9, 9.5, 10, 10.5, 11, 11.5, 12,... more

    $140.00 $74.96

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    (725,000+)
    Chaco Mayfield Sneakers (For Men) – BEETLE

    Chaco Mayfield Sneakers (For Men) – BEETLE

    Get 25% off $75 or 30% off $100 with PCZILLAUS5

    CLOSEOUTS . Chaco Mayfield sneakers are ready for casual Fridays and drinks with friends. This lace-up combines canvas, suede and mesh with the support of the LUVSEAT platform for walking comfort. Available Colors: BEETLE, RAVEN. Sizes: 7, 7.5, 8, 8.5,... more

    $110.00 $59.96

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    (725,000+)
    Timberland Men's Earthkeepers City Chukka Boot,Brown,9.5 W US

    Timberland Men's Earthkeepers City Chukka Boot,Brown,9.5 W US

    Timberland set new industry standards for craftsmanship, durability and protection when it introduced an authentic, waterproof leather boot in 1973. A global leader in design, engineering and marketing of premium footwear, Timberland values consumers... more

    $83.99

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    Rockport Men's RocSports Lite 2 Chukka Boot,Khaki Taupe,11 M US

    Rockport Men's RocSports Lite 2 Chukka Boot,Khaki Taupe,11 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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    Chaco Men's Hinterland Mesh Hiking Shoe

    Chaco Men's Hinterland Mesh Hiking Shoe

    Ready, set, HIKE! The Chaco Hinterland Mesh are a men's low hiker boot that's perfect for your next adventure. Constructed with a nubuck and mesh upper with a rubber toe cap for durability the Hinterland is ready for exploration! Built with the... more

    $45.58

    FREE shipping

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    Timberland Men's EK Brook Park Chukka Chelsea Boot,Black Smooth,10.5 M US

    Timberland Men's EK Brook Park Chukka Chelsea Boot,Black Smooth,10.5 M US

    Timberland EK Brook Park Chukka Shoes more

    $127.65

    FREE shipping

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    Irish Setter Men's Countrysider WP Chukka Casual Shoe

    Irish Setter Men's Countrysider WP Chukka Casual Shoe

    This handsome leather boot performs as well in the field as it does around town. more

    $65.07

    FREE shipping

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

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

    Get 25% off $75 or 30% off $100 with PCZILLAUS5

    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 $35.82

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    (725,000+)
    Gbx Men's Saynt Side Zip Double Metro Strap Casual Boot

    Gbx Men's Saynt Side Zip Double Metro Strap Casual Boot

    For when flair isn't enough, this high-top's straps and classic vulcanized sole will steal the crowd every single time. Vulcanized Rubber Sole. Metal Strap Closure. PU upper in a casual sneaker style with a round toe. Lace up front. Extra cushioning... more

    $64.95

    FREE shipping

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    Johnston And Murphy Kholson Chukka Mens Black Or Mohogany Leather Casual Boots

    Johnston And Murphy Kholson Chukka Mens Black Or Mohogany Leather Casual Boots

    5 5.5 6 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12 13 5 5.5 6 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12 12.5 13 14 15 16 17 18 19 20 0 1 2 3 4 5 6 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12 12.5 13 13.5 1 1.5 2 2.5 3 3.5 4 more

    $66.15

    FREE shipping

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    Men's Kennebec Casual Chukka Boots 7.5 M(D) Gray

    Men's Kennebec Casual Chukka Boots 7.5 M(D) Gray

    Designed to feel like your favorite pair of sneakers, this lightweight boot is the evolution of dress casual. Boasting a perfect combination of classic style and sporty comfort, it is the only boot you'll want to wear whether you're in the workplace or... more

    $99.00 $89.99

    FREE shipping

    go to store
    (2,500+)
    Men's Kennebec Casual Chukka Boots, Leather 7 W(Ee) Brown

    Men's Kennebec Casual Chukka Boots, Leather 7 W(Ee) Brown

    Designed to feel like your favorite pair of sneakers, this lightweight boot is the evolution of dress casual. Boasting a perfect combination of classic style and sporty comfort, it is the only boot you'll want to wear whether you're in the workplace or... more

    $109.00

    FREE shipping

    go to store
    (2,500+)
    Lugz Classic Drifter Work Boots Wheat/Cream

    Lugz Classic Drifter Work Boots Wheat/Cream

    These Lugz classic Drifter work boots are made of nubuck leather and can be worn for winter, work or casual street wear. The Drifter is a casual, durable, above-the-ankle boot with a cushioned foot bed and padded collar, and a thick, protective, rubber... more

    $79.99

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    Boscov's

    (10,000+)
    Lugz Classic Drifter Work Boots Wheat/Cream

    Lugz Classic Drifter Work Boots Wheat/Cream

    These Lugz classic Drifter work boots are made of nubuck leather and can be worn for winter, work or casual street wear. The Drifter is a casual, durable, above-the-ankle boot with a cushioned foot bed and padded collar, and a thick, protective, rubber... more

    $79.99

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    Boscov's

    (10,000+)
    Men's Shoes Clarks Desert Boot Lace Up Chukka Boots Brown Oily Leather

    Men's Shoes Clarks Desert Boot Lace Up Chukka Boots Brown Oily Leather

    CLARKS ORIGINALS Style : Desert Boot Color :Brown Oily Leather/Dark Green Crepe Item #:67537 For a constant style, look no further than these incredibly iconic and casual leather lace up chukkas by Clarks Originals called the DESERT BOOT!Features an... more

    $119.00

    FREE shipping

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    Men's Shoes Clarks Bushacre Ii Chukka Desert Suede Boots 82285 Sand

    Men's Shoes Clarks Bushacre Ii Chukka Desert Suede Boots 82285 Sand

    CLARKS Style : Desert Boots Color :Sand Suede Item #:82285 For a constant sophisticated style, look no further than these incredibly iconic and casual chukka desert boots by Clarks called the BUSHACRE II!Features an cushioned footbed that massages your... more

    $78.00

    FREE shipping

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    Dockers Duvall Casual Boots - Camo

    Dockers Duvall Casual Boots - Camo

    The slip-on ankle boot is a time-worn favorite. Made with soft leather uppers and durable leather outsoles with attached rubber treads for long lasting wear and added traction. Accented with leather welts and rust resistant brass hardware detailing. more

    $210.00 $99.99

    go to store
    Dr. Martens Diego 7 Tie Lace To Toe Boot Men's Lace-up Boots

    Dr. Martens Diego 7 Tie Lace To Toe Boot Men's Lace-up Boots

    Free Shipping Both Ways! The classic style of the Doc Marten with a slight new twist. The 'Diego' is rugged yet casual for everyday wear. Part of the Ben collection. Harvest leather gives the shoe a two-toned look. Lace-to-toe closure for a custom fit.... more

    $135.00

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    Zappos.com

    (300,000+)

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