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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 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

    FREE shipping

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    Timberland Men's EK Stormbuck Duck Chukka Rain Shoe,Black Full Grain,9 M US

    Timberland Men's EK Stormbuck Duck Chukka Rain Shoe,Black Full Grain,9 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

    FREE shipping

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    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 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 Brook Park Chukka Boot - Men's - Chukkas Brown Smooth - Size"

    "Timberland Brook Park Chukka Boot - Men's - Chukkas Brown Smooth - Size"

    "Step right into casual style with the Brook Park Chukka boot from Timberland.brulliLeather upper in a chukka boot style with a round toebrliLace up front with 100 percent organic lacesbrliTPR welted constructionbrliHeel pull tabbrliLeather lining,... more

    $129.95

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    OnlineShoes.com

    (50,000+)
    "Red Wing Heritage Classic 3141 Chukka - Men's - Chukkas Briar Oil Slick - Size"

    "Red Wing Heritage Classic 3141 Chukka - Men's - Chukkas Briar Oil Slick - Size"

    "The Classic Chukka boot from Red Wing has a ruggedly handsome look inspired by the company's work boot heritage. The leather upper is durable, and the casual design is suitable for work or play. A white crepe rubber Euro-traction Tred outsole keeps... more

    $259.95

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    OnlineShoes.com

    (50,000+)
    "Timberland Earthkeepers Kia Wah Bay Boat Shoe - Men's - Boat Shoes Chocolate Brown - Size 7.5|8|8.5|9|9.5|10|10.5|11|11.5|12|13|14"

    "Timberland Earthkeepers Kia Wah Bay Boat Shoe - Men's - Boat Shoes Chocolate Brown - Size 7.5|8|8.5|9|9.5|10|10.5|11|11.5|12|13|14"

    "Take a classic to the next level with the Timberland Earthkeepers Kia Wah Bay Boat Shoe. This sophisticated men's nautical-inspired shoe has a premium full grain leather or nubuck upper from a certified environmentally friendly tannery, with a 100... more

    $89.95

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    OnlineShoes.com

    (50,000+)
    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 Newmarket Boat Oxford Grey Chambray Shoes, Size 15 M - 6537R

    Timberland Men's Newmarket Boat Oxford Grey Chambray Shoes, Size 15 M - 6537R

    Timberland Men's Newmarket Boat Oxford Grey Chambray Shoes - 6537R more

    $64.95

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    TheShoeMart

    (5,000+)
    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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    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 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+)
    Cubavera Men's Lace-Up Chukka Boot: Wood 8

    Cubavera Men's Lace-Up Chukka Boot: Wood 8

    Cubavera Men's Lace-Up Chukka Boot: Wood 8- Brushed PU Suede Upper, EVA Midsoles, Rubber Outsoles, Shoe Runs Half Size Larger more

    $69.50 $29.99

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    Men's Skechers Work Relaxed Fit On Site Verto SR - Brown Safety Shoes

    Men's Skechers Work Relaxed Fit On Site Verto SR - Brown Safety Shoes

    Finish the job in comfort and style with the SKECHERS Work Relaxed Fit®: On Site - Verto SR boot. Smooth durable oiled leather upper in a lace up ankle height moc toe chukka work boot with stitching and overlay accents. Memory Foam insole. Padded... more

    $97.00 $66.45

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    Shoebuy.com

    (150,000+)
    Men's Teva Wander Chukka - Navy Lace Up Shoes

    Men's Teva Wander Chukka - Navy Lace Up Shoes

    Teva's take on the classic chukka is casual and crazy comfortable, with a textured construction that looks sharp in any color. more

    $59.95

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    Shoebuy.com

    (150,000+)
    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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    (725,000+)
    Timberland Kia Wah Bay Boat Shoes Taupe

    Timberland Kia Wah Bay Boat Shoes Taupe

    Timberland Kia Wah Bay boat shoes feature a genuine leather upper, moc toe, lace up closure, comfortable padded foot bed and a durable rubber outsole that provides traction. more

    $89.99 $79.99

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    Boscov's

    (10,000+)
    Timberland Earthkeepers Casco Bay Shoes - Slip-Ons, Recycled Materials (For Men) – NAVY

    Timberland Earthkeepers Casco Bay Shoes - Slip-Ons, Recycled Materials (For Men) – NAVY

    Get 30% off $100 or more with PCZILLAUS5.

    CLOSEOUTS . Timberland s Earthkeepers Casco Bay shoes are built for simplicity and comfort. The stylish canvas and leather upper exudes relaxation and a life of leisure. Available Colors: NAVY. Sizes: 8, 8.5, 9, 9.5, 10, 10.5, 11, 12, 13. more

    $65.00 $45.50

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    (725,000+)
    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) 9 more

    $129.95

    FREE shipping

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    ShoeMall.com

    (25,000+)
    GBX mens Atane Shoes

    GBX mens Atane Shoes

    Classic GBX chukka boot High quality washed canvas Unique frayed stitching gives this boot a modern look Trendy 4-hole lace-up The traditional look with a rugged twist make for a great pair of boots more

    $64.99

    FREE shipping

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

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

    Get 30% off $100 or more with PCZILLAUS5.

    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+)
    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+)
    Irish Setter Men's Soft Paw WP Chukka Casual Shoe,Brown,10 D US

    Irish Setter Men's Soft Paw WP Chukka Casual Shoe,Brown,10 D US

    Achieve a laid-back look that packs plenty of ruggedness with the 3875 Soft Paw Chukka boot from Irish Setter. The casual, full grain leather upper features a padded collar to help prevent blisters. The leather-covered memory foam footbed provides... more

    $163.88

    FREE shipping

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    Timberland Men's EK City Lite Chukka Boot,Black Oiled,11 M US

    Timberland Men's EK City Lite Chukka Boot,Black Oiled,11 M US

    Rock your edgy, urban look in the handsome Timberland Earthkeepers City Lite Chukka boot. Constructed of oiled, full grain leather from a silver-rated tannery, this men's desert boot makes a great addition to any dress-casual wardrobe. Both the cotton... more

    $82.02

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    Timberland Men's Classic 3 Eye Lug Boat Shoe,Brown,11.5 M US

    Timberland Men's Classic 3 Eye Lug Boat Shoe,Brown,11.5 M US

    While flat-soled boat shoes hold their own on slippery decks, some guys need a boat shoe with more tread for onshore traction. That's why Timberland's Classic Lug Three-Eye Boat Shoe with rubber lug outsole is a prime pick for sailors on shore leave... more

    $87.60

    FREE shipping

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    More information about Men's Shoes

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