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    Timberland Mens Harborside Moc Toe Chukka Casual Shoes

    Timberland Mens Harborside Moc Toe Chukka Casual Shoes

    Add variety to your shoe collection with the Timberland Harborside Moc Toe Chukka casual boot. This sporty men's lace-up is crafted with a premium leather or Cordura nylon upper for a rich, rugged look. Lacing closure assures a secure fit, while... more

    $88.95

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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

    $107.26

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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 Rugged LT Chukka Men's Shoes

    Timberland Earthkeepers Rugged LT Chukka Men's Shoes

    Free Shipping on all orders! Conquer your toughest days with the comfy and supportive Earthkeepers Rugged LT Chukka by Timberland. Full grain leather upper with contrast stitching details. Lace-up closure for an adjustable fit. 100% recycled PET lining... more

    $140.00 $90.99

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    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 Groveton Plain Toe Chukka Leather and Fabric Men's Shoes

    Timberland Groveton Plain Toe Chukka Leather and Fabric Men's Shoes

    Free Shipping Both Ways! Care-free adventures are so much easier to pull off especially when you're backed up by impressive style with this Chukka from Timberland! ; Upper is crafted of leathers and corduroy nylon for rugged durability. Lace-up closure... more

    $90.00

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    Zappos.com

    (300,000+)
    Timberland Groveton Plain Toe Chukka Leather and Fabric Men's Shoes

    Timberland Groveton Plain Toe Chukka Leather and Fabric Men's Shoes

    Free Shipping on all orders! Care-free adventures are so much easier to pull off especially when you're backed up by impressive style with this Chukka from Timberland! ; Upper is crafted of leathers and corduroy nylon for rugged durability. Lace-up... more

    $90.00 $59.99

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    Timberland Groveton Plain Toe Chukka Leather and Fabric Men's Shoes

    Timberland Groveton Plain Toe Chukka Leather and Fabric Men's Shoes

    Free Shipping Both Ways! Care-free adventures are so much easier to pull off especially when you're backed up by impressive style with this Chukka from Timberland! ; Upper is crafted of leathers and corduroy nylon for rugged durability. Lace-up closure... more

    $90.00

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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 $119.99

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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 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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    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

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    Shoebuy.com

    (150,000+)
    Men's Timberland Altamont Fisherman Sandal - Black Smooth Leather Orthopedic Shoes

    Men's Timberland Altamont Fisherman Sandal - Black Smooth Leather Orthopedic Shoes

    Free Shipping on All Products

    The perfect choice of footwear for spring. With or without socks, these are the most comfortable sandals you may ever wear. Full-grain leather for comfort, durability and abrasion resistance. Smart Comfort™ system technology for all-day comfort and... more

    $100.00 $89.95

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    Shoebuy.com

    (150,000+)
    Men's Timberland PRO Five Star Mond - Black Full Grain Leather Bartender Shoes

    Men's Timberland PRO Five Star Mond - Black Full Grain Leather Bartender Shoes

    Free Shipping on All Products

    The Timberland PRO® Five Star series is designed specifically to meet the needs of professionals in the restaurant and hospitality industries who require comfort, durability and performance at work. Features of this slip-on include a premium polished... more

    $117.95

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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

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    Timberland Chocorua Work Shoes - Waterproof, Slip-Ons (For Men) – DARK BROWN

    Timberland Chocorua Work Shoes - Waterproof, Slip-Ons (For Men) – DARK BROWN

    Get 30% off $100 or more with PCZILLAUS5

    CLOSEOUTS . Whether the job keeps you out in the field or inside the shop, Timberland Chocorua work shoes offer reliable performance thanks to a rugged leather upper, a lugged outsole and a convenient slip-on design. Available Colors: DARK BROWN.... more

    $100.00 $69.95

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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+)
    Men's Apex Leather Waterproof Boot

    Men's Apex Leather Waterproof Boot

    This tough Rugged Outback boot is built to weather any storm with features such as a quality leather and waterproof rubber upper, sturdy lace-up construction, an elastic draw-string collar and thick Thermolite lining to keep out the elements, a plush, li more

    $69.99

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    Men's Track Ii Moc Shoe

    Men's Track Ii Moc Shoe

    Men's Track Ii Moc Shoe by Ecco A rugged oxford style that offers all-year and all-weather wear. The Track II Moc Shoe is one of Ecco's classics and a favorite versatile pick for him, a great option for outdoor recreational wear. The exceptional... more

    $209.95

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    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

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    "Rockport Rugged Bucks WP Plain Toe Oxford - Men's - Oxfords Black II"

    "Rockport Rugged Bucks WP Plain Toe Oxford - Men's - Oxfords Black II"

    "When it's stormy outside, keep your cool in the Rockport Rugged Bucks Waterproof Plain Toe shoe. Featuring Hydro-Shield construction for dependable, breathable waterproof protection, this men's oxford stands up to inclement weather; a four-eye lace... more

    $109.95

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    OnlineShoes.com

    (50,000+)
    "Rockport Rugged Bucks WP Mudguard - Men's - Oxfords Tan"

    "Rockport Rugged Bucks WP Mudguard - Men's - Oxfords Tan"

    "Your blustery commute to the office just got better with the Rockport Rugged Bucks Waterproof Mudguard shoe. Featuring Hydro-Shield construction for dependable, breathable waterproof protection, this men's oxford looks as good as it performs. Backed... more

    $109.95

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    OnlineShoes.com

    (50,000+)
    "Rockport Rugged Bucks WP Plain Toe - Men's - Oxfords Tan"

    "Rockport Rugged Bucks WP Plain Toe - Men's - Oxfords Tan"

    "When it's stormy outside, keep your cool in the Rockport Rugged Bucks Waterproof Plain Toe shoe. Featuring Hydro-Shield construction for dependable, breathable waterproof protection, this men's oxford stands up to inclement weather; a four-eye lace... more

    $109.95

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    OnlineShoes.com

    (50,000+)
    Lands' End School Uniform Men's Archer Desert Boots

    Lands' End School Uniform Men's Archer Desert Boots

    Free Shipping on orders $50 or more!

    More refined than a hiking boot but more rugged than a shoe, the Desert Boot will quickly become a trusted go-to. It s a good fit for most situations, seamlessly transitioning from errand-running to backyard gatherings. The boot is sturdily constructed... more

    $99.00 $64.99

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    CrossFit Reebok Honor Pack Nano 3.0 Mid, Men's, Size: 13, light brown

    CrossFit Reebok Honor Pack Nano 3.0 Mid, Men's, Size: 13, light brown

    Built with all the performance and durability of the Reebok CrossFit Nano 3.0, this shoe features an asymmemetrical, mid-cut collar for added ankle protection against rope and rugged terrain. The goal of the Reebok CrossFit Nano 3.0 Mid is to protect... more

    $119.99 $59.97

    FREE shipping

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    (5,000+)
    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+)
    New Balance 610 Trail Shoe

    New Balance 610 Trail Shoe

    New Balance610 Trail Shoe will take you far. Synthetic/mesh lace-up upper with padded collar and tongue Injection molded EVA midsole Fabric lining Rugged unit outsole Imported Wide Width Men's Athletic Shoes -New Balance610Trail Shoe Sizes:9, 10, 11,... more

    $99.99 $69.99

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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

    $99.95

    FREE shipping

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    CrossFit Reebok Honor Pack Nano 3.0 Mid, Men's, Size: 8.5, light brown

    CrossFit Reebok Honor Pack Nano 3.0 Mid, Men's, Size: 8.5, light brown

    Built with all the performance and durability of the Reebok CrossFit Nano 3.0, this shoe features an asymmemetrical, mid-cut collar for added ankle protection against rope and rugged terrain. The goal of the Reebok CrossFit Nano 3.0 Mid is to protect... more

    $119.99 $59.97

    FREE shipping

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    (5,000+)
    Men's Track Ii Moc Shoe

    Men's Track Ii Moc Shoe

    Men's Track Ii Moc Shoe by Ecco A rugged oxford style that offers all-year and all-weather wear. The Track II Moc Shoe is one of Ecco's classics and a favorite versatile pick for him, a great option for outdoor recreational wear. The exceptional... more

    $209.95

    go to store
    Men's Dundee Hiker

    Men's Dundee Hiker

    Get a little (or a lot!) rugged in this hiking shoe from Rugged Outback. It features a combination upper with reinforced toe, ankle pull tab, laces for good fit, padded tongue and collar, mesh lining, padded insole, and non-marking outsole. Manmade materi more

    $34.99

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    Men's Apex Leather Waterproof Boot

    Men's Apex Leather Waterproof Boot

    This tough Rugged Outback boot is built to weather any storm with features such as a quality leather and waterproof rubber upper, sturdy lace-up construction, an elastic draw-string collar and thick Thermolite lining to keep out the elements, a plush, li more

    $69.99

    go to store
    Crocs Black / Black Yukon Men's Comfortable Clogs

    Crocs Black / Black Yukon Men's Comfortable Clogs

    You know that Crocs trade clogs are comfortable. Crocs trade Yukon gives you the comfort of clogs with leather details for rugged sophistication. The base for these mens clogs are the traditional Crocs trade Shoes. Then we added a leather upper and... more

    $54.99

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    Men's Track Ii Moc Shoe

    Men's Track Ii Moc Shoe

    Men's Track Ii Moc Shoe by Ecco A rugged oxford style that offers all-year and all-weather wear. The Track II Moc Shoe is one of Ecco's classics and a favorite versatile pick for him, a great option for outdoor recreational wear. The exceptional... more

    $209.95

    go to store
    Salomon X-Scream 3D: Salomon Men's Running Shoes Gecko Green/Bright Red

    Salomon X-Scream 3D: Salomon Men's Running Shoes Gecko Green/Bright Red

    Salomon X-Scream 3D : Salomon X-Scream 3D running shoes provide unique benefits for runs that take you from concrete to trail and anywhere in between. These rugged shoes are durable enough to handle the versatility of your run but in a low profile that... more

    $124.95

    FREE shipping

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    Holabird Sports

    (75,000+)
    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+)
    Timberland PRO Men's Branston Soft Moc Toe S/O ESD Industrial Shoe

    Timberland PRO Men's Branston Soft Moc Toe S/O ESD Industrial Shoe

    Stay safe on the job in comfort and slip-on style in the Branston ESD soft toe slip-on loafer from Timberland Pro.Full grain leather upper in a work loafer style with a soft toeCement constructionPadded top collarFiberglass shankSmooth lining,... more

    $52.00

    FREE shipping

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