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Timberland Men's Britton Hill Cap Toe Chukka WP Boot, Dark Brown Full Grain, 9.5 M US

Timberland Men's Britton Hill Cap Toe Chukka WP Boot, Dark Brown Full Grain, 9.5 M US

Premium full-grain leather from an lwg silver-rated tannery provides comfort and durability more

$180.00

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Timberland Men's Britton Hill Cap Toe Chukka WP Boot, Dark Brown Full Grain, 9 M US

Timberland Men's Britton Hill Cap Toe Chukka WP Boot, Dark Brown Full Grain, 9 M US

Premium full-grain leather from an lwg silver-rated tannery provides comfort and durability more

$180.00

FREE shipping

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Best Seller
Timberland Men's Britton Hill Cap Toe Chukka WP Boot, Dark Brown Full Grain, 12 M US

Timberland Men's Britton Hill Cap Toe Chukka WP Boot, Dark Brown Full Grain, 12 M US

Premium full-grain leather from an lwg silver-rated tannery provides comfort and durability more

$163.13

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Timberland Earthkeepers Brook Park Chukka - 11 W (Wide) Green

Timberland Earthkeepers Brook Park Chukka - 11 W (Wide) Green

Dressy or casual, morning meeting or happy hour, the Timberland Earthkeepers Brook Park Chukka for men is the perfect versatile day to night boot you've been missing in your wardrobe. The sleek upper is constructed from premium leather sourced from... more

$129.95

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Timberland Classic Tbl® Chukka - Wheat Nubuck Leather 13 M (Regular)

Timberland Classic Tbl® Chukka - Wheat Nubuck Leather 13 M (Regular)

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

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Timberland Earthkeepers Brook Park Chukka - 8.5 M (Regular) Green

Timberland Earthkeepers Brook Park Chukka - 8.5 M (Regular) Green

Dressy or casual, morning meeting or happy hour, the Timberland Earthkeepers Brook Park Chukka for men is the perfect versatile day to night boot you've been missing in your wardrobe. The sleek upper is constructed from premium leather sourced from... more

$129.95

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Men's Timberland Icon Waterproof Chukkas, Tan, Size 12 Wide Width

Men's Timberland Icon Waterproof Chukkas, Tan, Size 12 Wide Width

Shoes by Timberland. Comes in Wheat, Size 12 W. The boots that are recognized everywhere. Premium leather with direct-attach, seam-sealed waterproof construction and 200 grams of PrimaLoft insulation. Padded collar, breathable fabric lining,... more

$159.99

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Blair.com

(475,000+)
Men's Timberland Icon Waterproof Chukkas, Tan, Size 9.5

Men's Timberland Icon Waterproof Chukkas, Tan, Size 9.5

Shoes by Timberland. Comes in Wheat, Size 9. 5 M. The boots that are recognized everywhere. Premium leather with direct-attach, seam-sealed waterproof construction and 200 grams of PrimaLoft insulation. Padded collar, breathable fabric lining,... more

$159.99

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Blair.com

(475,000+)
Men's Timberland Icon Waterproof Chukkas, Tan, Size 11.5

Men's Timberland Icon Waterproof Chukkas, Tan, Size 11.5

Shoes by Timberland. Comes in Wheat, Size 11. 5 M. The boots that are recognized everywhere. Premium leather with direct-attach, seam-sealed waterproof construction and 200 grams of PrimaLoft insulation. Padded collar, breathable fabric lining,... more

$159.99

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Blair.com

(475,000+)
Timberland Groveton Leather and Fabric Chukka (Light Brown Nubuck/Cordura) Men's Shoes

Timberland Groveton Leather and Fabric Chukka (Light Brown Nubuck/Cordura) Men's Shoes

Bring your innovative style to life with the help of this eye-catching Chukka from Timberland. Premium leather and CORDURA nylon upper. Laces mesh linings and footbed cover are made from 100% PET. Unique L7 lug outsole for superior traction. Durable... more

$80.00 $72.00

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Zappos.com

(425,000+)
Timberland Groveton Leather and Fabric Chukka (Light Brown Nubuck/Cordura) Men's Shoes

Timberland Groveton Leather and Fabric Chukka (Light Brown Nubuck/Cordura) Men's Shoes

Bring your innovative style to life with the help of this eye-catching Chukka from Timberland. Premium leather and CORDURA nylon upper. Laces mesh linings and footbed cover are made from 100% PET. Unique L7 lug outsole for superior traction. Durable... more

$80.00 $72.00

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Zappos.com

(425,000+)
Timberland Boot Company Bardstown Plain Toe Chukka (Darkness Grey Boundry) Men's Boots

Timberland Boot Company Bardstown Plain Toe Chukka (Darkness Grey Boundry) Men's Boots

Sizing: These boots only come in whole sizes. If you normally wear a half size we recommend sizing down. Inspired by the speakeasy revelers of the 1920s the Boot Company Bardstown Plain Toe Chukka was influenced by the past but built for today. Premium... more

$300.00 $180.00

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Zappos.com

(425,000+)
Timberland Men's Premium Chukka - 8.5 Tan Boot Medium

Timberland Men's Premium Chukka - 8.5 Tan Boot Medium

*Whatever the weather outside, the forecast inside this boot is dry and comfortable *Seam-sealed waterproof nubuck leather upper *Cambrelle® fabric lining wicks away foot moisture *Collar, tongue, and insole are cushioned to soften every step *Durable... more

$139.95

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ShoeMall.com

(50,000+)
Men's Timberland Amherst Chukka High Top - Olive Nubuck Boots

Men's Timberland Amherst Chukka High Top - Olive Nubuck Boots

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The Timberland Amherst Chukka High Top, inspired by Timberland Chukka boots, is a stylish and rugged high top that's lightweight and flexible. The upper is crafted with premium nubuck leather from an LWG Silver-rated tannery for durability and... more

$125.00 $74.95

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shoes.com

(175,000+)
Wodehouse Lost History Chukka Boot - Black - Timberland Boots

Wodehouse Lost History Chukka Boot - Black - Timberland Boots

Timberland Wodehouse Lost History Chukka Boot - Premium Horween leather shapes a minimally pieced, lightweight chukka boot that offers an exceptionally comfortable fit with a roomy toe box, well-cushioned insole and a crisp notch at the topline. more

$299.00

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Men's Timberland Premium Chukka - Wheat Nubuck Boots

Men's Timberland Premium Chukka - Wheat Nubuck Boots

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The men's Timberland Premium Chukka is classic and reliable for long lasting durability. Featuring full-grain leather and nubuck and uppers that are protective seam-sealed. The Premium Chukka offers cushioned comfort as the collar is padded, preventing... more

$145.00 $89.95

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shoes.com

(175,000+)
Wodehouse Lost History Chukka Boot - Brown - Timberland Boots

Wodehouse Lost History Chukka Boot - Brown - Timberland Boots

Timberland Wodehouse Lost History Chukka Boot - Premium Horween leather shapes a minimally pieced, lightweight chukka boot that offers an exceptionally comfortable fit with a roomy toe box, well-cushioned insole and a crisp notch at the topline. more

$299.00

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Wodehouse Lost History Chukka Boot - Blue - Timberland Boots

Wodehouse Lost History Chukka Boot - Blue - Timberland Boots

Timberland Wodehouse Lost History Chukka Boot - Premium Horween leather shapes a minimally pieced, lightweight chukka boot that offers an exceptionally comfortable fit with a roomy toe box, well-cushioned insole and a crisp notch at the topline. more

$299.00

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Men's Timberland Groveton Leather/Fabric Chukka - Black Nubuck/Textile Boots

Men's Timberland Groveton Leather/Fabric Chukka - Black Nubuck/Textile Boots

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The upper of the Groveton boot is crafted of premium leathers from an LWG Silver-rated tannery and Cordura® nylon for rugged durability. A 100% recycled PET mesh lining and footbed cover made from recycled plastic bottles is comfortable, breathable and... more

$80.00 $55.95

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shoes.com

(175,000+)
Timberland Men's Premium Chukka - 9 Tan Boot W

Timberland Men's Premium Chukka - 9 Tan Boot W

*Whatever the weather outside, the forecast inside this boot is dry and comfortable *Seam-sealed waterproof nubuck leather upper *Cambrelle® fabric lining wicks away foot moisture *Collar, tongue, and insole are cushioned to soften every step *Durable... more

$139.95

FREE shipping

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ShoeMall.com

(50,000+)
Timberland Men's Premium Chukka - 11.5 Black Boot W

Timberland Men's Premium Chukka - 11.5 Black Boot W

*Whatever the weather outside, the forecast inside this boot is dry and comfortable *Seam-sealed waterproof nubuck leather upper *Cambrelle® fabric lining wicks away foot moisture *Collar, tongue, and insole are cushioned to soften every step *Durable... more

$139.95

FREE shipping

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ShoeMall.com

(50,000+)
Timberland Men's Britton Hill Cap Toe Chukka WP Boot, Dark Brown Full Grain, 10.5 M US

Timberland Men's Britton Hill Cap Toe Chukka WP Boot, Dark Brown Full Grain, 10.5 M US

Premium full-grain leather from an lwg silver-rated tannery provides comfort and durability more

$180.00

FREE shipping

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Timberland Men's Killington L/F Chukka Walking Shoe, Black, 9.5 M US

Timberland Men's Killington L/F Chukka Walking Shoe, Black, 9.5 M US

Durable, abrasion-resistant upper provides support and is crafted in mesh and premium leather from an lwg silver-rated tannery 100 percent recycled pet lining for climate control and breathability ortholite footbed provides all-day cushioning and... more

$69.90

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Timberland Men's Killington L/F Chukka Walking Shoe, Black, 11 M US

Timberland Men's Killington L/F Chukka Walking Shoe, Black, 11 M US

Durable, abrasion-resistant upper provides support and is crafted in mesh and premium leather from an lwg silver-rated tannery 100 percent recycled pet lining for climate control and breathability ortholite footbed provides all-day cushioning and... more

$70.75

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Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 8 M US

Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 8 M US

Lace to toe chukka leather and fabric durable upper crafted in 100 percent recycled cordura eco made canvas and premium full-grain, nubuck or pu-coated leather from an lwg silver-rated tannery 100 percent recycled pet laces 100 percent recycled pet... more

$70.26

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Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 10 M US

Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 10 M US

Lace to toe chukka leather and fabric durable upper crafted in 100 percent recycled cordura eco made canvas and premium full-grain, nubuck or pu-coated leather from an lwg silver-rated tannery 100 percent recycled pet laces 100 percent recycled pet... more

$60.40

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Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 12 M US

Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 12 M US

Lace to toe chukka leather and fabric durable upper crafted in 100 percent recycled cordura eco made canvas and premium full-grain, nubuck or pu-coated leather from an lwg silver-rated tannery 100 percent recycled pet laces 100 percent recycled pet... more

$70.67

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Timberland Men's Killington L/F Chukka Walking Shoe, Black, 13 M US

Timberland Men's Killington L/F Chukka Walking Shoe, Black, 13 M US

Durable, abrasion-resistant upper provides support and is crafted in mesh and premium leather from an lwg silver-rated tannery 100 percent recycled pet lining for climate control and breathability ortholite footbed provides all-day cushioning and... more

$70.75

FREE shipping

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Timberland Men's Killington L/F Chukka Walking Shoe, Black, 9 M US

Timberland Men's Killington L/F Chukka Walking Shoe, Black, 9 M US

Durable, abrasion-resistant upper provides support and is crafted in mesh and premium leather from an lwg silver-rated tannery 100 percent recycled pet lining for climate control and breathability ortholite footbed provides all-day cushioning and... more

$70.75

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Timberland Men's Groveton Plain Toe Chukka, Grey/Canvas, 9 M US

Timberland Men's Groveton Plain Toe Chukka, Grey/Canvas, 9 M US

For a classic casual look with durability, look no further than the Timberland 9465B Groveton Chukka! This premium leather and Cordura nylon canvas ankle boot has 100% recycled PET laces, mesh lining, and footbed cover, and an unique L7 lug design that... more

$99.99

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Timberland Men's Killington L/F Chukka Walking Shoe, Black, 8.5 M US

Timberland Men's Killington L/F Chukka Walking Shoe, Black, 8.5 M US

Durable, abrasion-resistant upper provides support and is crafted in mesh and premium leather from an lwg silver-rated tannery 100 percent recycled pet lining for climate control and breathability ortholite footbed provides all-day cushioning and... more

$70.75

FREE shipping

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Timberland Men's Killington L/F Chukka Walking Shoe, Scarab Brindle/Olive, 11.5 M US

Timberland Men's Killington L/F Chukka Walking Shoe, Scarab Brindle/Olive, 11.5 M US

Durable, abrasion-resistant upper provides support and is crafted in mesh and premium leather from an lwg silver-rated tannery 100 percent recycled pet lining for climate control and breathability ortholite footbed provides all-day cushioning and... more

$79.93

FREE shipping

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Timberland Men's Killington L/F Chukka Walking Shoe, Black, 10.5 M US

Timberland Men's Killington L/F Chukka Walking Shoe, Black, 10.5 M US

Durable, abrasion-resistant upper provides support and is crafted in mesh and premium leather from an lwg silver-rated tannery 100 percent recycled pet lining for climate control and breathability ortholite footbed provides all-day cushioning and... more

$70.75

FREE shipping

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Timberland Men's Killington L/F Chukka Walking Shoe, Black, 8 M US

Timberland Men's Killington L/F Chukka Walking Shoe, Black, 8 M US

Durable, abrasion-resistant upper provides support and is crafted in mesh and premium leather from an lwg silver-rated tannery 100 percent recycled pet lining for climate control and breathability ortholite footbed provides all-day cushioning and... more

$70.74

FREE shipping

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Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 10.5 M US

Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 10.5 M US

Lace to toe chukka leather and fabric durable upper crafted in 100 percent recycled cordura eco made canvas and premium full-grain, nubuck or pu-coated leather from an lwg silver-rated tannery 100 percent recycled pet laces 100 percent recycled pet... more

$70.00

FREE shipping

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Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 8.5 M US

Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 8.5 M US

Lace to toe chukka leather and fabric durable upper crafted in 100 percent recycled cordura eco made canvas and premium full-grain, nubuck or pu-coated leather from an lwg silver-rated tannery 100 percent recycled pet laces 100 percent recycled pet... more

$72.03

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Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 11 M US

Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 11 M US

Lace to toe chukka leather and fabric durable upper crafted in 100 percent recycled cordura eco made canvas and premium full-grain, nubuck or pu-coated leather from an lwg silver-rated tannery 100 percent recycled pet laces 100 percent recycled pet... more

$70.17

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Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 13 M US

Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 13 M US

Lace to toe chukka leather and fabric durable upper crafted in 100 percent recycled cordura eco made canvas and premium full-grain, nubuck or pu-coated leather from an lwg silver-rated tannery 100 percent recycled pet laces 100 percent recycled pet... more

$70.27

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Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 7.5 M US

Timberland Men's Groveton LTT Chukka L/F Fashion Sneaker, Steeple Grey Nubuck/Cordura, 7.5 M US

Lace to toe chukka leather and fabric durable upper crafted in 100 percent recycled cordura eco made canvas and premium full-grain, nubuck or pu-coated leather from an lwg silver-rated tannery 100 percent recycled pet laces 100 percent recycled pet... more

$52.75

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Timberland Men's Groveton Leather Fabric Chukka Boot, Wheat Nubuck, 7 M US

Timberland Men's Groveton Leather Fabric Chukka Boot, Wheat Nubuck, 7 M US

Wear them everywhere! These Groveton high-top shoes use premium leather and Cordura« nylon for a textured look. Sleek street styling makes these perfect for the everyday casual guy, and our most innovative lug outsole provides maximum traction. more

$61.17

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