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    Timberland Men's Chestnut Ridge Waterproof Chukka Brown Full-Grain Boots, Size 10 M - A127W

    Timberland Men's Chestnut Ridge Waterproof Chukka Brown Full-Grain Boots, Size 10 M - A127W

    Timberland Men's Chestnut Ridge Waterproof Chukka Brown Full-Grain Boots - A127W more

    $159.95

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    TheShoeMart

    (5,000+)
    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

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    Shoebuy.com

    (150,000+)
    Timberland City Lite Waterproof Chukka - Mens - Black Smooth

    Timberland City Lite Waterproof Chukka - Mens - Black Smooth

    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 $69.99

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    Eastbay

    (900,000+)
    Timberland Waterproof Chukka Boots - Mens - Wheat

    Timberland Waterproof Chukka Boots - Mens - Wheat

    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 $99.99

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    Eastbay

    (900,000+)
    Timberland Waterproof Chukka Boots - Mens - Wheat

    Timberland Waterproof Chukka Boots - Mens - Wheat

    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 $99.99

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    Eastbay

    (900,000+)
    Timberland Waterproof Chukka Men's Boots Black 23060

    Timberland Waterproof Chukka Men's Boots Black 23060

    This classic chukka has the same great qualities as the six-inch premium boots - just in a shorter silhouette. Seam-sealed waterproof construction, basic workboot styling, insulation and rugged outsoles give this chukka the durability needed to hold up... more

    $149.95

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    Timberland Men's Waterproof Chukka Boots Wheat 50061

    Timberland Men's Waterproof Chukka Boots Wheat 50061

    Our classic chukka has the same great qualities as our six-inch premium boots - just in a shorter silhouette. Seam-sealed waterproof construction, basic workboot styling, insulation and rugged outsoles give this chukka the durability needed to hold up... more

    $130.00

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    Timberland Men's Newmarket Waterproof Chukka Boot

    Timberland Men's Newmarket Waterproof Chukka Boot

    Inspired by the simple lines of Timberland's heritage, this relaxed, casual Newmarket boot really gets back to basics. Simple, comfortable and understated - fused with a taste of the newest performance technology. The premium full-grain leather upper... more

    $160.00

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    Brand Timberland Mens Waterproof Chukka Boots (size 10.5w) 6589-1

    Brand Timberland Mens Waterproof Chukka Boots (size 10.5w) 6589-1

    Increase Sales by 18% and double your hits - Vendio Gallery BRAND NEW Timberland Mens Waterproof Chukka Boots (Size 10.5W) (USA SHIPPING ONLY - LOWER 48 STATES ONLY)Features: Leather Lace-Up closure Rubber lug outsole for traction and durability,... more

    $99.95

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    Timberland Mens Icon Chukka Gore-tex Waterproof Leather Boots / Shoes 37042

    Timberland Mens Icon Chukka Gore-tex Waterproof Leather Boots / Shoes 37042

    Timberland Mens Icon Chukka Gore-Tex Waterproof Leather Boots 37042 Timberland has been offering this chukka for years, because it's comfortable, rugged, well-designed leather footwear that never goes out of style. By pairing premium leathers with a... more

    $119.95

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    Timberland Earthkeepers Stormbuck Duck Chukka Men's Lace up casual Shoes

    Timberland Earthkeepers Stormbuck Duck Chukka Men's Lace up casual Shoes

    Free Shipping Both Ways! Take on the unpredictable weather by storm in the stylish Earthkeepers Stormbuck Duck Chukka from Timberland. Waterproof, full grain leather upper provides all-day protection for any type of weather. Molded TPU brogue toe cap... more

    $140.00

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    Zappos.com

    (300,000+)
    Timberland Earthkeepers City Lite Waterproof Chukka Men's Shoes

    Timberland Earthkeepers City Lite Waterproof Chukka Men's Shoes

    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

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    Zappos.com

    (300,000+)
    Timberland Earthkeepers City Lite Waterproof Chukka Men's Shoes

    Timberland Earthkeepers City Lite Waterproof Chukka Men's Shoes

    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

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    Zappos.com

    (300,000+)
    Timberland Postal Waterproof Chukkas Men's Shoes

    Timberland Postal Waterproof Chukkas Men's Shoes

    Timberland Postal Waterproof Chukkas Men's Shoes Shoes MEN Rough and rugged men's boots, just like you've come to expect from Timberland. These waterproof chukka boots for men work best with a pair of jeans or chinos. more

    $135.00

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    Timberland Postal Waterproof Chukkas Men's Shoes

    Timberland Postal Waterproof Chukkas Men's Shoes

    Timberland Postal Waterproof Chukkas Men's Shoes Shoes MEN Rough and rugged men's boots, just like you've come to expect from Timberland. These waterproof chukka boots for men work best with a pair of jeans or chinos. more

    $135.00

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    Timberland Postal Waterproof Chukkas Men's Shoes

    Timberland Postal Waterproof Chukkas Men's Shoes

    Timberland Postal Waterproof Chukkas Men's Shoes Shoes MEN Rough and rugged men's boots, just like you've come to expect from Timberland. These waterproof chukka boots for men work best with a pair of jeans or chinos. more

    $135.00

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    Timberland Men's White Ledge Mid Waterproof Brown Boots, Size 13 W - 12135

    Timberland Men's White Ledge Mid Waterproof Brown Boots, Size 13 W - 12135

    Timberland Men's White Ledge Mid Waterproof Brown Boots - 12135 more

    $84.95

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    TheShoeMart

    (5,000+)
    Timberland Men's Groveton Leather and Fabric Chukka Wheat Nubuck-Textile Boots, Size 14 M - 6744A

    Timberland Men's Groveton Leather and Fabric Chukka Wheat Nubuck-Textile Boots, Size 14 M - 6744A

    Timberland Men's Groveton Leather and Fabric Chukka Wheat Nubuck-Textile Boots - 6744A more

    $63.95

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    TheShoeMart

    (5,000+)
    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

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    (2,500+)
    The North Face Men's Ballard II Chukka Waterproof Boots: 8.5: Chutney Brown

    The North Face Men's Ballard II Chukka Waterproof Boots: 8.5: Chutney Brown

    Rugged and casual, these waterproof leather boots are equally at home on city streets and in mountain towns. Crafted with IcePick temperature-sensitive lugs for sure footing on varied terrain. more

    $130.00

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    The North Face

    (2,500+)
    Timberland Men's White Ledge Mid Waterproof Brown Boots, Size 11.5 M - 12135

    Timberland Men's White Ledge Mid Waterproof Brown Boots, Size 11.5 M - 12135

    Timberland Men's White Ledge Mid Waterproof Brown Boots - 12135 more

    $84.95

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    TheShoeMart

    (5,000+)
    Men's Rockport Essential Details Waterproof Chukka Boot Boots

    Men's Rockport Essential Details Waterproof Chukka Boot Boots

    Free Shipping on All Products

    ADIPRENE by adidas sport technology cushioning provides maximum shock absorbency to protect the heel at impact. Hydro-Shield waterproofing construction keeps feet dry in wet weather. Full grain leather uppers are durable and easy to clean and maintain... more

    $109.95

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    Shoebuy.com

    (150,000+)
    The North Face Men's Ballard II Chukka Waterproof Boots: 8: Chutney Brown

    The North Face Men's Ballard II Chukka Waterproof Boots: 8: Chutney Brown

    Rugged and casual, these waterproof leather boots are equally at home on city streets and in mountain towns. Crafted with IcePick temperature-sensitive lugs for sure footing on varied terrain. more

    $130.00

    FREE shipping

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    The North Face

    (2,500+)
    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 orders $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+)
    Timberland Impressions Helcor® Work Boots - Waterproof, 6” (For Men) – WHEAT

    Timberland Impressions Helcor® Work Boots - Waterproof, 6” (For Men) – WHEAT

    Get 30% off orders $100 or more with PCZILLAUS5.

    CLOSEOUTS . Built to stand up to serious work and rough trails, the Timberland Impressions Helcor work boots feature a waterproof, scuffproof Helcor upper. Kick the dirt and trip over rocks without marking up these work boots. Available Colors: WHEAT.... more

    $155.00 $76.96

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    (725,000+)
    Timberland Harborside Chukka Boots - Moc Toe (For Men) – LIGHT BROWN OILED

    Timberland Harborside Chukka Boots - Moc Toe (For Men) – LIGHT BROWN OILED

    Get 30% off orders $100 or more with PCZILLAUS5.

    CLOSEOUTS . A sporty leather lace-up, Timberland Harborside chukka boots have canvas side panels and a moc toe for a look that s at home at the boat club and the bistro. Available Colors: LIGHT BROWN OILED. Sizes: 8.5, 9, 9.5, 10, 10.5, 11, 11.5, 12, 13. more

    $130.00 $89.95

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    (725,000+)
    The North Face Men's Ballard II Chukka Waterproof Boots: 11: Chutney Brown

    The North Face Men's Ballard II Chukka Waterproof Boots: 11: Chutney Brown

    Rugged and casual, these waterproof leather boots are equally at home on city streets and in mountain towns. Crafted with IcePick temperature-sensitive lugs for sure footing on varied terrain. more

    $130.00

    FREE shipping

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    The North Face

    (2,500+)
    Men's Timberland PRO Hyperion 4" XL Alloy Toe Waterproof Boot Boots

    Men's Timberland PRO Hyperion 4" XL Alloy Toe Waterproof Boot Boots

    Free Shipping on All Products

    The Hyperion 4" XL Alloy Toe Waterproof features a premium upper with a waterproof membrane for extreme abrasion resistance and dry feet. The Timberland PRO® rubber "double toe" and Ever-Guard™ leather heel provide increased abrasion resistance and... more

    $162.95

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    Shoebuy.com

    (150,000+)
    Timberland Field Boots - Mens - Black

    Timberland Field Boots - Mens - Black

    Work hard. Play rough. These boots can take it. The Timberland Field Boot comes out of the box looking great and stays that way. Rugged, dependable and waterproof, these Timberland boots keep your feet dry and comfortable while offering plenty of... more

    $149.99

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    Eastbay

    (900,000+)
    Timberland 6" Premium Waterproof Boots - Mens - Wheat Nubuck

    Timberland 6" Premium Waterproof Boots - Mens - Wheat Nubuck

    Wheat Nubuck size 11.5

    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+)
    Timberland White Ledge - Mens - Wheat

    Timberland White Ledge - Mens - Wheat

    The Timberland White Ledge boot features a waterproof leather upper to keep your feet dry and comfortable. The rubber lug sole incorporates a B.S.F.P. motion efficiency system, which means the lugs are strategically placed to follow the natural motion... more

    $99.99 $89.99

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    Eastbay

    (900,000+)
    "Dunham REVdash Chukka - Men's - Chukkas Taupe"

    "Dunham REVdash Chukka - Men's - Chukkas Taupe"

    "Revisit a classic in the Dunham REVdash Chukka boot, a jazzed-up version of a time-tested silhouette. This men's waterproof, seam-sealed desert boot is made from premium leather and accented with trim at the collar and bold stitching details; a... more

    $149.95

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    OnlineShoes.com

    (50,000+)
    Timberland Field Boots - Mens - Black

    Timberland Field Boots - Mens - Black

    Black size 15.0

    Work hard. Play rough. These boots can take it. The Timberland Field Boot comes out of the box looking great and stays that way. Rugged, dependable and waterproof, these Timberland boots keep your feet dry and comfortable while offering plenty of... more

    $149.99

    FREE shipping

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    Foot Locker

    (175,000+)
    Timberland Men's Britton Hill Chukka Boot

    Timberland Men's Britton Hill Chukka Boot

    Showcase your style and stay comfortable with the Timberland Britton Hill Chukka boot. more

    $84.99

    FREE shipping

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    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

    $79.95

    FREE shipping

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    Timberland 6" Premium Waterproof Boots - Mens - Wheat

    Timberland 6" Premium Waterproof Boots - Mens - Wheat

    Wheat size 12.0

    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+)
    "Dunham REVseek - Men's - Ankle Boots Brown"

    "Dunham REVseek - Men's - Ankle Boots Brown"

    "The day passes in a jiffy in the sport inspired Dunham REVseek lace-up boot. This men's waterproof chukka, Dri-Lex lined for sweat-free comfort, is an epitome of comfort in the REVlite midsole. While you experience an enhanced performance in the... more

    $154.95

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    OnlineShoes.com

    (50,000+)
    Timberland Earthkeepers Groveton Chukka Boots Men's Shoes

    Timberland Earthkeepers Groveton Chukka Boots Men's Shoes

    Timberland Earthkeepers Groveton Chukka Boots Men's Shoes Shoes MEN Durability and superior traction combine in these unique moc-toe chukka boots from Timberland's Earthkeeper line. more

    $75.00 $39.99

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    Timberland Trainers Shoes Mens Earthkeepers Adventure 2 Deep Brown

    Timberland Trainers Shoes Mens Earthkeepers Adventure 2 Deep Brown

    These Earthkeepers Chukka boots from Timberland have a full grain leather upper, padded collar, anti-fatigue footbed for extra comfort and support. Lace up fastening with Timberland branding to the tongue and side. more

    $100.00

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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

    FREE shipping

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    More information about Men's Shoes

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