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    Timberland Men's Earthkeepers Hookset Camp Canvas Chukka Grey Washed Canvas Shoes, Size 14 M - 9116B

    Timberland Men's Earthkeepers Hookset Camp Canvas Chukka Grey Washed Canvas Shoes, Size 14 M - 9116B

    Timberland Men's Earthkeepers Hookset Camp Canvas Chukka Grey Washed Canvas Shoes - 9116B more

    $64.95

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    TheShoeMart

    (5,000+)
    Timberland Men's Earthkeepers Hookset Camp Canvas Chukka Grey Washed Canvas Shoes, Size 9.5 M - 9116B

    Timberland Men's Earthkeepers Hookset Camp Canvas Chukka Grey Washed Canvas Shoes, Size 9.5 M - 9116B

    Timberland Men's Earthkeepers Hookset Camp Canvas Chukka Grey Washed Canvas Shoes - 9116B more

    $64.95

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    TheShoeMart

    (5,000+)
    Timberland Men's Earthkeepers Hookset Camp Canvas Chukka Grey Washed Canvas Shoes, Size 9 M - 9116B

    Timberland Men's Earthkeepers Hookset Camp Canvas Chukka Grey Washed Canvas Shoes, Size 9 M - 9116B

    Timberland Men's Earthkeepers Hookset Camp Canvas Chukka Grey Washed Canvas Shoes - 9116B more

    $64.95

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    TheShoeMart

    (5,000+)
    Timberland Men's EK Brook Park Chukka Chelsea Boot,Brown Smooth,7 M US

    Timberland Men's EK Brook Park Chukka Chelsea Boot,Brown Smooth,7 M US

    Premium full-grain leather from an LWG Silver-rated tannery provides eco-friendly comfort and durability. Comes with 100% organic cotton laces. The TPR welt gives this shoe a premium look. A stylish leather heel welt makes the shoe look superior. The... more

    $129.95

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    Timberland Men's EK Stormbuck Duck Chukka Rain Shoe,Black Full Grain,10.5 M US

    Timberland Men's EK Stormbuck Duck Chukka Rain Shoe,Black Full Grain,10.5 M US

    Walk with a swagger in every stride in the Timberland Earthkeepers Strombuck Duck Chukka shoe. Waterproof and seam-sealed, this mens lace-up chukka shows off fine quality full-grain leather upper; the Anti-Fatigue technology on the footbed absorbs... more

    $139.95

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    Timberland Men's EK Stormbuck Duck Chukka Rain Shoe,Black Full Grain,10 M US

    Timberland Men's EK Stormbuck Duck Chukka Rain Shoe,Black Full Grain,10 M US

    Walk with a swagger in every stride in the Timberland Earthkeepers Strombuck Duck Chukka shoe. Waterproof and seam-sealed, this mens lace-up chukka shows off fine quality full-grain leather upper; the Anti-Fatigue technology on the footbed absorbs... more

    $139.95

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    Timberland Pro Five Star Men's Terrene Chukka Boot

    Timberland Pro Five Star Men's Terrene Chukka Boot

    Timberland PRO Five Star Terrene Chukka Shoes. Good - looking steppers that say to your ankles, "We're here for you!" Extra ankle support and a classic Chukka style that's as popular today as it was when it hit the streets in the 1950s. Ideal for... more

    $63.77

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    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 Men's EK Stormbuck Duck Chukka Rain Shoe

    Timberland Men's EK Stormbuck Duck Chukka Rain Shoe

    Modern and rugged, with a big dollop of style, the Timberland EK Stormbuck Duck Chukka boot is quite a catch. Featuring premium full-grain waterproof leather upper, a waterproof seam-sealed construction, and a molded TPU brogue detailed toe cap for... more

    $139.95

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    Timberland Adomas Sport Chukka Brown Leather Boots Oxfords Shoes Mens 9 W Or E

    Timberland Adomas Sport Chukka Brown Leather Boots Oxfords Shoes Mens 9 W Or E

    GREETINGS FROM SHOENANZA TIMBERLAND MENS CASUAL SHOES / BOOTS STYLE NAME: ADOMAS CHUKKA STYLE NUMBER: 66523 BRAND NEW, WITH A BOX - LID IS MISSING (BOX IN PHOTO IS FOR DISPLAY ONLY) NEVER WORN, EXCELLENT CONDITION (See Below)* U.S. SIZE: 9 WIDE U.K.... more

    $69.99

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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 5 Eye Chukka 6349r Mens Gray Lifestyle Casual Boots Shoes Size 12

    Timberland 5 Eye Chukka 6349r Mens Gray Lifestyle Casual Boots Shoes Size 12

    Timberland 5 Eye WP Chukka 6349R New Mens Gray Lifestyle Casual Boots Shoes Product Description Premium Leathers from LWG Silver Rated Tannery Grey Nubuck Seam Sealed Waterproof Construction 200 Grams PrimaLoft Insulation Padded collar 100% Recycled... more

    $89.95

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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 $79.99

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    Timberland Earthkeepers City Lite Chukka Boots Men's Shoes

    Timberland Earthkeepers City Lite Chukka Boots Men's Shoes

    Timberland Earthkeepers City Lite Chukka Boots Men's Shoes Shoes MEN Rugged and durable, the Timberland Earthkeepers City men's leather boot features a full-grain leather upper designed to keep your foot snug and warm. more

    $120.00 $84.99

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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 $119.99

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    Timberland mens Chocorua Trail Mid GTX Shoes

    Timberland mens Chocorua Trail Mid GTX Shoes

    Premium full-grain waterproof leather upper provides protection to keep feet dry and comfortable in any weather Waterproof/breathable Gore-Tex membrane keeps feet dry and comfortable for protection in any weather Fully gusseted tongue provides comfort... more

    $85.99

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    Timberland mens 6in Basic Waterproof Boot Shoes

    Timberland mens 6in Basic Waterproof Boot Shoes

    Premium full-grain and nubuck leather upper for comfort, durability and abrasion resistance Direct-attach, seam-sealed waterproof construction keeps feet dry in any weather Laces are made from 100% PET recycled plastic bottles Padded collar for a... more

    $119.99

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    Timberland Men's Groveton Leather and Fabric Chukka Blackout Nubuck-Textile-White Boots, Size 12 M - 6746A

    Timberland Men's Groveton Leather and Fabric Chukka Blackout Nubuck-Textile-White Boots, Size 12 M - 6746A

    Timberland Men's Groveton Leather and Fabric Chukka Blackout Nubuck-Textile-White Boots - 6746A more

    $74.95

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    TheShoeMart

    (5,000+)
    Nike Free Flyknit Chukka Men's Shoe (Brown)

    Nike Free Flyknit Chukka Men's Shoe (Brown)

    LIGHTWEIGHT, BREATHABLE COMFORT The Nike Free Flyknit Chukka Men's Shoe Blends a One-Piece Knit Upper With a Chukka Silhouette for Breathable, Lightweight Comfort and Premium Style. Midfoot Cables Provide Stability and a Glove-Like Fit. Benefits... more

    $170.00 $99.97

    FREE shipping

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    Nike.com

    (5,000+)
    Timberland Classic 2-Eye Boat Shoes - Mens - Rootbeer

    Timberland Classic 2-Eye Boat Shoes - Mens - Rootbeer

    Rootbeer size 6.0

    Crafted for comfort, with a design that's stylish and durable. Premium, hand-sewn nubuck and suede upper. 360º functional lacing creates a customized fit. Siped rubber outsole gives maximum traction. more

    $89.99

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    Foot Locker

    (175,000+)
    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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    Timberland Men's Classic 2-Eye Boat Shoe Rootbeer Smooth Shoes, Size 14 M - 25077

    Timberland Men's Classic 2-Eye Boat Shoe Rootbeer Smooth Shoes, Size 14 M - 25077

    Timberland Men's Classic 2-Eye Boat Shoe Rootbeer Smooth Shoes - 25077 more

    $94.95

    FREE shipping

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    TheShoeMart

    (5,000+)
    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 $109.99

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    Foot Locker

    (175,000+)
    Timberland Men's Classic 2-Eye Boat Shoe Dark Brown Smooth Shoes, Size 7 M - 74035

    Timberland Men's Classic 2-Eye Boat Shoe Dark Brown Smooth Shoes, Size 7 M - 74035

    Timberland Men's Classic 2-Eye Boat Shoe Dark Brown Smooth Shoes - 74035 more

    $94.95

    FREE shipping

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    TheShoeMart

    (5,000+)
    Timberland Waterproof Chukka Boots - Mens - Black

    Timberland Waterproof Chukka Boots - Mens - Black

    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 $109.99

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    Eastbay

    (900,000+)
    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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    Timberland Oakwell Moc Toe Chukka - Mens - Wheat

    Timberland Oakwell Moc Toe Chukka - Mens - Wheat

    Wheat size 7.0

    Don't let cold and wet conditions keep you from showcasing your style, trust the Timberland Oakwell Moc Toe Chukka boots to keep you in prime condition all season long. Premium nubuck leather upper for comfort, durability, and long-lasting wear. 100%... more

    $109.99 $79.99

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    Foot Locker

    (175,000+)
    Timberland Men's Classic 2-Eye Boat Shoe Rubber Boat shoe,Dark Brown,11 W US

    Timberland Men's Classic 2-Eye Boat Shoe Rubber Boat shoe,Dark Brown,11 W US

    DECENT FEATURES of the Timberland Men's Timberland Icon Classic 2-Eye Shoe Premium full-grain and nubuck leather upper for comfort, durability and long-lasting wear New flexible forefoot construction provides greater comfort New comfort construction... more

    $79.99

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    Timberland 3 Eye Boat Shoes - Mens - Burgundy

    Timberland 3 Eye Boat Shoes - Mens - Burgundy

    Take a walk around the block -- in the rain, sleet or sun -- while wearing the Timberland 3-Eye Boat Shoe. The premium full-grain leather upper of this shoe provides comfort, durability and abrasion-resistance, while the hardware is corrosion-resistant... more

    $124.99 $109.99

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    Eastbay

    (900,000+)
    Men's Timberland Pro Titan Soft Toe Oxford Shoes Haystack Brown

    Men's Timberland Pro Titan Soft Toe Oxford Shoes Haystack Brown

    Free Shipping - $49+

    Timberland Pro Titan Soft Toe Oxford Shoes. Rugged stompers, packed with comfort features! Work-ready Timberland Pros, made to help you push through the day in complete comfort! Of course you want to look good... and with great-looking haystack brown... more

    $109.99

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    Timberland Classic 2-Eye Boat Shoes - Mens - Rootbeer

    Timberland Classic 2-Eye Boat Shoes - Mens - Rootbeer

    Crafted for comfort, with a design that's stylish and durable. Premium, hand-sewn nubuck and suede upper. 360º functional lacing creates a customized fit. Siped rubber outsole gives maximum traction. more

    $89.99

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    Eastbay

    (900,000+)
    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

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    Shoebuy.com

    (150,000+)
    Timberland Men's Earthkeepers Kiawah Bay Boat Shoe,Brown/Brown,9 W US

    Timberland Men's Earthkeepers Kiawah Bay Boat Shoe,Brown/Brown,9 W US

    DECENT FEATURES of the Timberland Men's Earthkeepers Kiawah Bay Handsewn Boat Shoe Premium full-grain leather from an LWG Silver-rated tannery provides comfort and durability LittleWay construction allows better flexibility 100% recycled PET mesh... more

    $64.59

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    Irish Setter Men's Countrysider WP Chukka Casual Shoe,Dark Brown Kangaroo & Cowhide Leather,10 D US

    Irish Setter Men's Countrysider WP Chukka Casual Shoe,Dark Brown Kangaroo & Cowhide Leather,10 D US

    Waterproof protection keeps you dry for both hunting and casual wear. more

    $150.50

    FREE shipping

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    Timberland Earthkeepers Gorham Chukka (Men's) - Brown

    Timberland Earthkeepers Gorham Chukka (Men's) - Brown

    Timberland Mens Outdoor Boot. Medium (M) 10,Medium (M) 10.5,Medium (M) 11,Medium (M) 11.5,Medium (M) 12,Medium (M) 8,Medium (M) 9,Medium (M) 9.5 more

    $129.95

    FREE shipping

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    ShoeMall.com

    (25,000+)
    Cubavera Men's Lace-Up Chukka Boot: Wood 13

    Cubavera Men's Lace-Up Chukka Boot: Wood 13

    Cubavera Men's Lace-Up Chukka Boot: Wood 13- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

    $69.50 $29.99

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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

    $89.95

    FREE shipping

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    Dunham REVcraft Chukka Boots - Leather (For Men) – DARK TAN

    Dunham REVcraft Chukka Boots - Leather (For Men) – DARK TAN

    Get 30% off $100 or more with PCZILLAUS5

    CLOSEOUTS . Dunham's REVcraft boots combine the performance of a running shoe with a classic chukka design, which makes these your new favorite go-to boots. Featuring a handsome, burnished full-grain leather upper, these pair well with your signature... more

    $155.00 $73.46

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    (700,000+)
    Keen Dillon II Shoes - Lace-Ups (For Men) – COFFEE BEAN

    Keen Dillon II Shoes - Lace-Ups (For Men) – COFFEE BEAN

    Get 30% off $100 or more with PCZILLAUS5

    CLOSEOUTS . Keen's Dillon II shoes kick up your everyday casual look with chukka styling, a soft nubuck upper and, of course, that ubiquitous front bumper for added toe protection. Available Colors: BLACK, COFFEE BEAN. Sizes: 7, 7.5, 8, 8.5, 9, 9.5,... more

    $120.00 $83.95

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    (700,000+)

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