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    Timberland Woodcliff Chukka Boots (For Men) – NAVY

    Timberland Woodcliff Chukka Boots (For Men) – NAVY

    Get 30% off $100 or more with PCZILLAUS5

    CLOSEOUTS . Lightweight with a minimalist design, the Timberland Woodcliff chukka boots are ready for your next urban adventure. You ll look hip in their modern chukka design and feel comfortable as you walk on their cushioned insole. Available Colors:... more

    $110.00 $74.95

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    (725,000+)
    Men's Timberland Classic TBL Chukka - Black Smooth Leather Boots

    Men's Timberland Classic TBL Chukka - Black Smooth Leather Boots

    Free Shipping on All Products

    Over twenty-five years ago, with the finest leathers and genuine New England craftsmanship, Timberland introduced its first waterproof leather boot. Rugged and dependable, it's the inspiration for our entire Classic series. Premium full-grain... more

    $134.95 $119.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Timberland Woodcliff Chukka Boots (For Men) – NAVY

    Timberland Woodcliff Chukka Boots (For Men) – NAVY

    Get 30% off $100 or more with PCZILLAUS5

    CLOSEOUTS . Lightweight with a minimalist design, the Timberland Woodcliff chukka boots are ready for your next urban adventure. You ll look hip in their modern chukka design and feel comfortable as you walk on their cushioned insole. Available Colors:... more

    $110.00 $74.95

    go to store
    (725,000+)
    Timberland Woodcliff Chukka Boots (For Men) – NAVY

    Timberland Woodcliff Chukka Boots (For Men) – NAVY

    Get 30% off $100 or more with PCZILLAUS5

    CLOSEOUTS . Lightweight with a minimalist design, the Timberland Woodcliff chukka boots are ready for your next urban adventure. You ll look hip in their modern chukka design and feel comfortable as you walk on their cushioned insole. Available Colors:... more

    $110.00 $74.95

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    (725,000+)
    Timberland Groveton Chukka Black

    Timberland Groveton Chukka Black

    Materials: Leather and Nylon. Features: Cordura nylon. Mesh linings and footbed cover are made from 100% PET. Green rubber outsole. Additional information: None. more

    $79.99

    FREE shipping

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    Men's Timberland Baluster Chukka - Dark Brown Smooth Boots

    Men's Timberland Baluster Chukka - Dark Brown Smooth Boots

    Free Shipping on All Products

    This chukka boot has a leather upper, a moisture wicking textile lining, a Smart Comfort® chassis, and a rubber outsole. more

    $94.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Timberland Brook Park Chukka Dark Brown

    Timberland Brook Park Chukka Dark Brown

    Materials: Suede. Features: Leather lined footbed. Organic cotton laces. Brown rubber outsole. Additional information: Partially made from recycled materials. more

    $99.99

    FREE shipping

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    Timberland Brook Park Chukka Navy

    Timberland Brook Park Chukka Navy

    Look good with a pair of Timberland Brook Park Chukka shoes. Materials: Suede. Features: Leather lined footbed. Organic cotton laces. Green rubber outsole. Additional information: Partially made from recycled materials. more

    $109.99

    FREE shipping

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    Timberland Groveton Moc Toe Chukka - Mens - Dark Grey

    Timberland Groveton Moc Toe Chukka - Mens - Dark Grey

    Dark Grey size 7.0

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

    $74.99 $69.99

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    Foot Locker

    (175,000+)
    Timberland Groveton Moc Toe Chukka - Mens - Dark Grey

    Timberland Groveton Moc Toe Chukka - Mens - Dark Grey

    Dark Grey size 9.5

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

    $74.99 $69.99

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    Foot Locker

    (175,000+)
    Timberland Groveton Moc Toe Chukka - Mens - Dark Grey

    Timberland Groveton Moc Toe Chukka - Mens - Dark Grey

    Dark Grey size 10.0

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

    $74.99 $69.99

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    Foot Locker

    (175,000+)
    Timberland Chukka Shoe Black 8.5

    Timberland Chukka Shoe Black 8.5

    TIMBERLAND CHUKKA SHOE more

    $100.00

    FREE shipping

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    Timberland Campsite Chukka Boots Mens

    Timberland Campsite Chukka Boots Mens

    Timberland Campsite Chukka Boots Mens more

    $136.00

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    TIMBERLAND PREMIUM CHUKKA Style# 50066 MENS

    TIMBERLAND PREMIUM CHUKKA Style# 50066 MENS

    TIMBERLAND PREMIUM CHUKKA Style# 50066 MENS more

    $150.00

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    80s Timberland Chukka Boots 21005 Black Size 13w Mens Made In Usa

    80s Timberland Chukka Boots 21005 Black Size 13w Mens Made In Usa

    YOU ARE LOOKING AT A BRAND NEW PAIR OF VINTAGE 80s TIMBERLAND CHUKKA BOOTS BLACK SIZE -13 W MENS THESE BOOTS ARE ONE OF A KIND SINCE THEY ARE FROM THE 80s AND NO LONGER IN PRODUCTION.THEY FEATURE:MADE IN USA 100% LEATHER WATERPROOF LIGHT N VERY... more

    $119.96

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    Men’s Timberland Abington Chukka Tan 41573 Medium Width

    Men’s Timberland Abington Chukka Tan 41573 Medium Width

    FOR SALE:NEW MEN’S TIMBERLAND ABINGTON CHUKKA TAN 41573 MEDIUM WIDTH Original Retail Price: $150 Size: Men's Width: Medium This is unworn and authentic. I sell only 100%AUTHENTIC PRODUCTS . REQUIREMENTS : Please make sure your shipping address is... more

    $99.99

    FREE shipping

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    Men’s Timberland Groveton Chukka Grey 6509b Medium Width

    Men’s Timberland Groveton Chukka Grey 6509b Medium Width

    FOR SALE:NEW MEN’S TIMBERLAND GROVETON CHUKKA GREY 6509B MEDIUM WIDTH Size: Men's Width: Medium This is unworn and authentic. I sell only 100%AUTHENTIC PRODUCTS . I provide fast shipping and get the shoes out in a timely manner. REQUIREMENTS : Please... more

    $69.99

    FREE shipping

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

    Lands' End School Uniform 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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    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 $69.99

    FREE shipping

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    Cubavera Men's Lace-Up Chukka Boot: Jet Black 11

    Cubavera Men's Lace-Up Chukka Boot: Jet Black 11

    Cubavera Men's Lace-Up Chukka Boot: Jet Black 11- 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: Jet Black 9

    Cubavera Men's Lace-Up Chukka Boot: Jet Black 9

    Cubavera Men's Lace-Up Chukka Boot: Jet Black 9- 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: Jet Black 10

    Cubavera Men's Lace-Up Chukka Boot: Jet Black 10

    Cubavera Men's Lace-Up Chukka Boot: Jet Black 10- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

    $69.50 $29.99

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    Men's Timberland Icon Basic Roll-Top - Wheat Nubuck/Cordura EcoMade Fiber Back to School

    Men's Timberland Icon Basic Roll-Top - Wheat Nubuck/Cordura EcoMade Fiber Back to School

    Free Shipping on All Products

    Premium uppers for comfort, durability and long-lasting wear. Cordura® nylon quarter panels provide for rugged durability. A 100% recycled PET mesh lining and footbed cover made from recycled plastic bottles is comfortable, breathable and... more

    $119.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Men's Sperry Top-Sider A/O Chukka Boardwalk - Brown Scotch Grain Boots

    Men's Sperry Top-Sider A/O Chukka Boardwalk - Brown Scotch Grain Boots

    Free Shipping on All Products

    The Authentic Original in a versatile chukka boot cut. Genuine hand-sewn leather uppers with true moccassin construction to ensure longevity of wear. Rich, double-boarded, scotch grain leathers. 360 degree lacing system delivers a comfortable, secure... more

    $109.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Men's Corbin Chukka Boot

    Men's Corbin Chukka Boot

    Find comfort, quality and style in the Corbin Boot. It features a durable upper, laces for good fit, mesh lining, Dexter's signature Comfort Insole for all-day support, and a textured outsole. Manmade materials. more

    $59.99 $39.99

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    Harford Chukka Boot by Joseph Abboud JoS. A. Bank

    Harford Chukka Boot by Joseph Abboud JoS. A. Bank

    Save 0.22%!

    Chukka boot in soft suede uppers by Joseph Abboud features genuine suede leather uppers with leather linings and a cushioned footbed with full rubber outsoles for long lasting comfort. 100% leather. Imported. Spot clean. Harford Chukka Boot by Joseph... more

    $165.00 $129.00

    FREE shipping

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    Men's Timberland PRO Magnus 6" Steel Toe - Brown Oiled Nubuck Leather Boots

    Men's Timberland PRO Magnus 6" Steel Toe - Brown Oiled Nubuck Leather Boots

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    The Magnus from Timberland Pro is a classic sturdy work boot. It features a premium leather upper and Goodyear Welt Cast-Bond™ construction for a durable mechanical and chemical bond. It's lightweight and constructed on TiTAN® last for a superior fit.... more

    $117.95

    FREE shipping

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    Shoebuy.com

    (150,000+)
    Crocs Walnut / Mahogany Men's Beach Line Boat Chukka Shoes

    Crocs Walnut / Mahogany Men's Beach Line Boat Chukka Shoes

    Walnut / Mahogany Crocs Men's Beach Line Boat Chukka. Available in size M7,M8,M9,M10,M11,M12,M13 more

    $79.99

    FREE shipping

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    Timberland Earthkeepers Groveton Chukka Sneakers (For Men) – BLACK/WHITE

    Timberland Earthkeepers Groveton Chukka Sneakers (For Men) – BLACK/WHITE

    Get 30% off $100 or more with PCZILLAUS5

    CLOSEOUTS . Walk in comfortable style with the Timberland Earthkeepers Groveton chukka sneakers laced on. Part of the Earthkeepers collection, these shoes are made of recycled materials, proving that you can care about the environment without... more

    $80.00 $59.95

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    (725,000+)
    Timberland Earthkeepers Hulls Cove 2-Eye Boat Shoes - Recycled Materials (For Men) – GREY

    Timberland Earthkeepers Hulls Cove 2-Eye Boat Shoes - Recycled Materials (For Men) – GREY

    Get 30% off $100 or more with PCZILLAUS5

    CLOSEOUTS . A modern take on the classic boat shoe, Timberland Earthkeepers Hulls Cover boat shoes feature a perforated nubuck upper, recycled PET lining and 360-degree rawhide lacing. Available Colors: GREY, NAVY. Sizes: 7.5, 8, 8.5, 9, 9.5, 10, 10.5,... more

    $120.00 $79.95

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    (725,000+)
    Timberland Premium Nubuck Work Boots - Waterproof, 6” (For Men) – BROWN NUBUCK

    Timberland Premium Nubuck Work Boots - Waterproof, 6” (For Men) – BROWN NUBUCK

    Get 30% off $100 or more with PCZILLAUS5

    CLOSEOUTS . Built for day-in and day-out comfort, the Timberland Premium work boots feature insulation, waterproof protection and an anti-fatigue midsole. Keep your feet dry, warm and comfortable every day with these boots laced up. Available Colors:... more

    $180.00 $87.46

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    (725,000+)
    Crocs Walnut / Espresso Men's Beach Line Boat Chukka Shoes

    Crocs Walnut / Espresso Men's Beach Line Boat Chukka Shoes

    Walnut / Espresso Crocs Men's Beach Line Boat Chukka. Available in size M7,M8,M9,M10,M11,M12,M13 more

    $79.99

    FREE shipping

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    Men's Wicked Good Lodge Chukkas Brown 7 M(D)

    Men's Wicked Good Lodge Chukkas Brown 7 M(D)

    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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    (2,500+)
    Men's Freewheel Chukka

    Men's Freewheel Chukka

    Description Coming Soon more

    $119.95

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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 $162.98

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    Men's Corbin Chukka Boot

    Men's Corbin Chukka Boot

    Find comfort, quality and style in the Corbin Boot. It features a durable upper, laces for good fit, mesh lining, Dexter's signature Comfort Insole for all-day support, and a textured outsole. Manmade materials. more

    $59.99 $39.99

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    Crocs Hazelnut/Navy Men's Beach Line Boat Chukka Shoes

    Crocs Hazelnut/Navy Men's Beach Line Boat Chukka Shoes

    Hazelnut/Navy Crocs Men's Beach Line Boat Chukka. Available in size M7,M8,M9,M10,M11,M12,M13 more

    $79.99

    FREE shipping

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    Men's Corbin Chukka Boot

    Men's Corbin Chukka Boot

    Find comfort, quality and style in the Corbin Boot. It features a durable upper, laces for good fit, mesh lining, Dexter's signature Comfort Insole for all-day support, and a textured outsole. Manmade materials. more

    $59.99 $39.99

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    Timberland 6" Premium Waterproof Boots - Mens - Wheat

    Timberland 6" Premium Waterproof Boots - Mens - Wheat

    Wheat size 9.5

    Don't let cold, wet weather dictate your style. Kick it fresh year-round with classic Timberland's. Waterproof leather or nubuck upper for ultimate protection against abrasion and rough weather. Padded collar ensures a comfortable fit around the ankle.... more

    $189.99

    FREE shipping

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    Foot Locker

    (175,000+)
    Men's Lakeside Boat Shoes, Chukka

    Men's Lakeside Boat Shoes, Chukka

    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 $69.99

    FREE shipping

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    (2,500+)

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