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    Men's Lugz Agent Chukka Boot - Black/Cymbal Perma Hide Boots

    Men's Lugz Agent Chukka Boot - Black/Cymbal Perma Hide Boots

    Free Shipping on All Products

    Designed for the sophisticated man, the vintage inspired Agent boot delivers a polished modern look. This chukka boot features a cushioned insole and a durable sole for lasting comfort. more

    $69.95

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    Shoebuy.com

    (175,000+)
    Lugz Men's Chukka Ripstop Boot

    Lugz Men's Chukka Ripstop Boot

    Stand up to workplace demands and perfect your ruggedly casual look with the Chukka Ripstop boot. Nylon Ripstop upper. Cushioned insole. 3 eyelet lace-up. more

    $24.99

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    Lugz Men's Chukka Boot

    Lugz Men's Chukka Boot

    Stand up to workplace demands and perfect your ruggedly casual look with the Chukka. Full grain Nubuck leather. 3 eyelet lace-up. Durable rubber lug sole. more

    $59.95

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    Lugz Men's Agent Chukka Boot

    Lugz Men's Agent Chukka Boot

    A stylish, low-profile silhouette dresses up casual and work ensembles in the Lugz Agent chukka, which features a durable Perma Hide upper and lightly treaded rubber outsole. more

    $64.95

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    Lands' End Men's Chukka Boots - Toasted Hazelnut

    Lands' End Men's Chukka Boots - Toasted Hazelnut

    Free Shipping on orders $50 or more!

    Popularized by the British Army during the early 20th century, Chukka Boots have become a go-to favorite today. Our full-grain leather upper looks great with jeans or chinos, and the smooth leather lining and lightweight EVA and leather outsole keeps... more

    $120.00

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    Lands' End Men's Chukka Boots - Toasted Hazelnut

    Lands' End Men's Chukka Boots - Toasted Hazelnut

    Free Shipping on orders $50 or more!

    Popularized by the British Army during the early 20th century, Chukka Boots have become a go-to favorite today. Our full-grain leather upper looks great with jeans or chinos, and the smooth leather lining and lightweight EVA and leather outsole keeps... more

    $120.00

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    Lands' End Men's Chukka Boots - Toasted Hazelnut

    Lands' End Men's Chukka Boots - Toasted Hazelnut

    Free Shipping on orders $50 or more!

    Popularized by the British Army during the early 20th century, Chukka Boots have become a go-to favorite today. Our full-grain leather upper looks great with jeans or chinos, and the smooth leather lining and lightweight EVA and leather outsole keeps... more

    $120.00

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    Men's Corbin Chukka Boot

    Men's Corbin Chukka Boot

    Find comfort, quality and style in the Corbin Boot. It features a durable upper, laces for good fit, mesh lining, Dexter's signature Comfort Insole for all-day support, and a textured outsole. Manmade materials. more

    $59.99 $39.99

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    Men's Clarks Garren Free Chukka Boot - Taupe Full Grain Leather Boots

    Men's Clarks Garren Free Chukka Boot - Taupe Full Grain Leather Boots

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    The Garren Free Chukka Boot from Clarks is as functional and stylish on urban sidewalks as it is on rural fields. The low lace-up style, adorned with perforations near the lace eyelets, adds an intriguing design element to its minimal look.... more

    $109.95

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    Shoebuy.com

    (175,000+)
    Men's Corbin Chukka Boot

    Men's Corbin Chukka Boot

    Find comfort, quality and style in the Corbin Boot. It features a durable upper, laces for good fit, mesh lining, Dexter's signature Comfort Insole for all-day support, and a textured outsole. Manmade materials. more

    $59.99 $39.99

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    Men's Corbin Chukka Boot

    Men's Corbin Chukka Boot

    Find comfort, quality and style in the Corbin Boot. It features a durable upper, laces for good fit, mesh lining, Dexter's signature Comfort Insole for all-day support, and a textured outsole. Manmade materials. more

    $59.99 $39.99

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    Men's Ethan Chukka Boots - Brown - 11 - Merona, Ethan Brown

    Men's Ethan Chukka Boots - Brown - 11 - Merona, Ethan Brown

    Spend $50 Save $10, Spend $75 Save $15 on Clothing, Shoes an

    Find Boots at Target.com! These winter boots look just like your dress shoes, but provide you with protection against the elements. When you're all dressed up, you want a boot that will dress up with you. The Merona Men's Ethan Chukka Boots keeps your... more

    $49.99

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    Timberland Coulter Chukka Boots - Leather (For Men) – BROWN/DENIM

    Timberland Coulter Chukka Boots - Leather (For Men) – BROWN/DENIM

    Get 15% off $75 or 20% off $100 with PCZILLAUS6

    CLOSEOUTS . Refined sophistication and dapper vintage style collide in Timberland's American-made Coulter chukka boots. Expertly crafted using a premium Horween® leather upper atop a Goodyear welted leather outsole, these boots soar above the rest in... more

    $395.00 $109.87

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    Children's Lugz Drifter 6" TL Ankle Boot - Black/White/Clear Durabrush Outdoor

    Children's Lugz Drifter 6" TL Ankle Boot - Black/White/Clear Durabrush Outdoor

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    The Drifter 6" TL Ankle Boot from Lugz sports a rugged look in a classic silhouette. This durable boot features a work-boot style and a lugged outsole for excellent traction and casual comfort. more

    $49.95

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    Shoebuy.com

    (175,000+)
    Andrew Marc Haven Chukka Boots (For Men) – CARIBOU/WHITE/DARK CYMBAL

    Andrew Marc Haven Chukka Boots (For Men) – CARIBOU/WHITE/DARK CYMBAL

    Get 15% off $75 or 20% off $100 with PCZILLAUS6

    CLOSEOUTS . The suede upper and moc toe of Andrew Marc's Haven chukka boots are paired with a white blown rubber outsole for a relaxed, yet stylish look. Available Colors: WALNUT/WHITE/DARK CYMBAL, CARIBOU/WHITE/DARK CYMBAL, PETROL/WHITE/DARK CYMBAL.... more

    $178.00 $53.87

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    Timberland Oakwell Chukka Boots - Nubuck (For Men) – WHEAT

    Timberland Oakwell Chukka Boots - Nubuck (For Men) – WHEAT

    Get 15% off $75 or 20% off $100 with PCZILLAUS6

    CLOSEOUTS . With its low-profile construction, double-stitched moc toe and rubber lug outsole, Timberland's Oakwell chukka boots transition easily from work to weekend, and add casual yet refined style to your look. Available Colors: WHEAT. Sizes: 7,... more

    $130.00 $67.96

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    Men's Stacy Adams Madison II Plain Toe Chukka Boot 00065 - Black Milled Leather Boots

    Men's Stacy Adams Madison II Plain Toe Chukka Boot 00065 - Black Milled Leather Boots

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    Add elegance to your look wearing the Stacy Adams Madison II Plain Toe Chukka Boot. Leather linings offer a luxury feel while its genuine Goodyear welt construction lend dependable durability. Genuine Goodyear Welt Construction Leather Lining Leather... more

    $154.95

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    Shoebuy.com

    (175,000+)
    Men's Ethan Chukka Boots - Brown - 7 - Merona, Ethan Brown

    Men's Ethan Chukka Boots - Brown - 7 - Merona, Ethan Brown

    Spend $50 Save $10, Spend $75 Save $15 on Clothing, Shoes an

    Find Boots at Target.com! These winter boots look just like your dress shoes, but provide you with protection against the elements. When you're all dressed up, you want a boot that will dress up with you. The Merona Men's Ethan Chukka Boots keeps your... more

    $49.99

    FREE shipping

    go to store
    Men's Earl Chukka Boots - - Black 8.5 - Merona

    Men's Earl Chukka Boots - - Black 8.5 - Merona

    Spend $50 Save $10, Spend $75 Save $15 on Clothing, Shoes an

    Find Boots at Target.com! When you're all dressed up, you want a boot that will dress up with you. The Merona Men's Earl Chukka Boots keeps your feet warm and dry without taking away from your professional style. These winter boots look just like your... more

    $44.99

    FREE shipping

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    DieHard Men's Chukka Work Boot - Brown

    DieHard Men's Chukka Work Boot - Brown

    Chukka Boots are Always Ready to Get Moving Built with a solid full-grain leather upper attached to a dual density poly outsole with the strength of a cemented and sewn welt, these Chukka Work Boots are built to last. Comfortable, simple and ready to... more

    $100.00 $74.99

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    DieHard Men's Chukka Work Boot - Brown

    DieHard Men's Chukka Work Boot - Brown

    Chukka Boots are Always Ready to Get Moving Built with a solid full-grain leather upper attached to a dual density poly outsole with the strength of a cemented and sewn welt, these Chukka Work Boots are built to last. Comfortable, simple and ready to... more

    $100.00 $74.99

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    Lugz Men's Vet Black Sport Oxford

    Lugz Men's Vet Black Sport Oxford

    The comfort of a sneaker is dressed up for the men's Vet oxford shoe from Lugz . Its durable canvas upper makes this footwear lightweight and breathable, with a modern look that's hip and sporty. Ideal for complementing casual clothing, this shoe laces... more

    $40.00 $29.99

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    Nike Men's Air Footscape Desert Chukka QS, DEEP GARNET/BLACK PURPLE

    Nike Men's Air Footscape Desert Chukka QS, DEEP GARNET/BLACK PURPLE

    Nike Men's Air Footscape Desert Chukka QS, DEEP GARNET/BLACK PURPLE more

    $169.95

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    Cole Haan Men's Glenn Cupsole Chukka Boot

    Cole Haan Men's Glenn Cupsole Chukka Boot

    Cole Haan chukka boots, crafted from smooth leather. Minimalist, 3-eyelet design. Low-profile Vibram cupsole. more

    $59.99

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    Timberland Britton Hill Chukka Shoe - Men's Black Full-Grain/Wax Canvas, 11.0

    Timberland Britton Hill Chukka Shoe - Men's Black Full-Grain/Wax Canvas, 11.0

    Free 2-Day Shipping on orders over $50!

    Size 11.0, Color Black Full-Grain/Wax Canvas. At a whopping 345 feet above sea level, Britton Hill is the highest point in Florida, so wearing anything more than flip-flops when you "climb" it is probably overkill. That said, Timberland's Britton Hill... more

    $159.95 $143.95

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    (125,000+)
    Rockport Waterproof Chukka Boot - KingSize - Men's Big & Tall Clothing

    Rockport Waterproof Chukka Boot - KingSize - Men's Big & Tall Clothing

    Rockport amp;#174; Waterproof Chukka Boots keep your feet dry and comfortable while still looking sleek and stylish Hydro-Shield amp;#8482; construction; waterproof leather waterproof insole Lace closure Padded collar; sponge EVA footbed ADIPRENE... more

    $174.99 $131.24

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    Frye Gates Chukka Shoe - Men's Black, 10.5

    Frye Gates Chukka Shoe - Men's Black, 10.5

    Free 2-Day Shipping on orders over $50!

    Size 10.5, Color Black. When you're a sneaker kind of guy, there's nothing more annoying than shopping for work appropriate shoes that waffle somewhere between bourgeois and trying too hard. Well, sneakerheads rejoice--introducing, the Frye Men's Gates... more

    $287.95

    FREE shipping

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    (125,000+)
    John Varvatos Star USA Hipster Suede Chukka Boots - Dark Tan : John Varvatos Star USA Shoes

    John Varvatos Star USA Hipster Suede Chukka Boots - Dark Tan : John Varvatos Star USA Shoes

    Burnished suede shapes this ruggedly handsome chukka boot traced in contrast stitching. Suede upper. Leather lining. Treaded rubber sole. Padded insole. Imported. - Color: Dark Tan - Sizes: 8,9 more

    $198.00

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    Saks Fifth Ave

    (250,000+)
    Fred Perry Vernon Mid Leather Chukkas - Black/Charcoal

    Fred Perry Vernon Mid Leather Chukkas - Black/Charcoal

    Fred Perry's supple leather chukkas are equal parts easygoing and sleek. Make a printed button down and dark wash denim feel pulled together with this versatile pair. more

    $125.00

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    Red Wing Heritage Beckman Chukka Boot

    Red Wing Heritage Beckman Chukka Boot

    The Red Wing Beckman Chukka 9024 is named after Red Wing Shoe Company founder Charles Beckman. Mr. Beckman operated a shoe store at the corner of Main and Bush streets in Red Wing, and in his advertising and store signage, he promoted himself as:... more

    $279.00

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    Lacoste Millard Chukka Leather Boots Men's Dark Brown 8.5

    Lacoste Millard Chukka Leather Boots Men's Dark Brown 8.5

    A relaxed style structured in rich leather Leather upper Round toe Lace-up closure Leather and textile lining Rubber sole Imported Lacoste Millard Chukka Leather Boots more

    $91.98

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    Lord & Taylor

    (10,000+)
    Fred Perry Vernon Mid Leather Chukkas - Black/Charcoal

    Fred Perry Vernon Mid Leather Chukkas - Black/Charcoal

    Fred Perry's supple leather chukkas are equal parts easygoing and sleek. Make a printed button down and dark wash denim feel pulled together with this versatile pair. more

    $125.00

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    Frye Gates Chukka Shoe - Men's Cognac, 11.5

    Frye Gates Chukka Shoe - Men's Cognac, 11.5

    Free 2-Day Shipping on orders over $50!

    Size 11.5, Color Cognac. When you're a sneaker kind of guy, there's nothing more annoying than shopping for work appropriate shoes that waffle somewhere between bourgeois and trying too hard. Well, sneakerheads rejoice--introducing, the Frye Men's... more

    $287.95

    FREE shipping

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    (125,000+)
    Vince Abe Chukka Hybrid Sneakers - Navy : Vince Shoes

    Vince Abe Chukka Hybrid Sneakers - Navy : Vince Shoes

    Sleek lace-up style sneakers with contrast trim. Nubuck upper. Lace-up style. Leather lining. Padded insole. Rubber sole. Imported. - Color: Navy - Sizes: 080 M,070 M,090 M,120 M,130 M,100 M more

    $295.00

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    Saks Fifth Ave

    (250,000+)
    Paul Smith Leather Chukka Shoes - Black : Paul Smith Shoes

    Paul Smith Leather Chukka Shoes - Black : Paul Smith Shoes

    Smart leather boots with mid-top styling. Leather upper. Rubber sole. Padded insole. Imported. - Color: Black - Sizes: 11,6,8,10,7,9 more

    $325.00

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    Saks Fifth Ave

    (250,000+)
    Timberland Earthkeepers Brook Park Chukka (Men's) - Brown

    Timberland Earthkeepers Brook Park Chukka (Men's) - Brown

    Timberland Mens Casual Boot. Medium (M) 10,Medium (M) 10.5,Medium (M) 11,Medium (M) 11.5,Medium (M) 12,Medium (M) 13,Medium (M) 8,Medium (M) 8.5,Medium (M) 9,Medium (M) 9.5 more

    $129.95

    FREE shipping

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    ShoeMall.com

    (25,000+)
    John Varvatos U.S.A. Leather Hipster Chukka Boots Men's Black 9.5

    John Varvatos U.S.A. Leather Hipster Chukka Boots Men's Black 9.5

    These John Varvatos USA chukka boots are a versatile wardrobe essential. Perfect for work or weekend, the leather boots feature classic styling and a pebbled leather finish.Lace-up styleRound toeStacked heel John Varvatos U.S.A. Leather Hipster Chukka... more

    $198.00

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    Lord & Taylor

    (10,000+)
    John Varvatos Mick Espadrille Chukka Boots Men's Clay 11

    John Varvatos Mick Espadrille Chukka Boots Men's Clay 11

    Perforated suede chukkas with an espadrille sole Suede upper Round toe Leather lining Imported John Varvatos Mick Espadrille Chukka Boots more

    $278.00

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    Lord & Taylor

    (10,000+)
    John Varvatos Star Usa Hipster Suede Chukka Boots - Dark Ghurka Brown

    John Varvatos Star Usa Hipster Suede Chukka Boots - Dark Ghurka Brown

    Trimmed with contrast stitching accents, these stylish Chukka boots keep you one step ahead of the trend. more

    $198.00

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    Merrell Realm Chukka

    Merrell Realm Chukka

    Whether working in the wood shop or wandering unknown streets, the Realm Chukka gives you the support and cushioning to move freely all day. more

    $150.00

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    Merrell.com

    (2,500+)

    More information about Men's Shoes

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