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    Rocky Men's 6" Western Cruiser Chukka Waterproof Casual Boot-2984

    Rocky Men's 6" Western Cruiser Chukka Waterproof Casual Boot-2984

    These men's casual Lacer boots have been built with full-grain leather; the quality of the high-grade material really stands out. The round toe offers comfort, while the nylon laces allow you to adjust the fit to your liking. The Rocky Air-Port footbed... more

    $154.99

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    Timberland Mens Rugged Street II Chukka Boots

    Timberland Mens Rugged Street II Chukka Boots

    Smooth out any rocky road you travel in the Timberland Rugged Street II Chukka. The nubuck or full grain leather upper of this men's chukka featuresmoccasin toe stitching for a casual appeal. The cushioned footbedprovides a comfortable step, while the... more

    $82.89

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    The North Face Men's Ballard II Chukka Waterproof Boots (8: ): Chutney Brown

    The North Face Men's Ballard II Chukka Waterproof Boots (8: ): Chutney Brown

    Rugged and casual, these waterproof leather boots are equally at home on city streets and in mountain towns. Crafted with IcePick temperature-sensitive lugs for sure footing on varied terrain. more

    $130.00

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    The North Face

    (2,500+)
    The North Face Men's Ballard II Chukka Waterproof Boots (8.5: ): Chutney Brown

    The North Face Men's Ballard II Chukka Waterproof Boots (8.5: ): Chutney Brown

    Rugged and casual, these waterproof leather boots are equally at home on city streets and in mountain towns. Crafted with IcePick temperature-sensitive lugs for sure footing on varied terrain. more

    $130.00

    FREE shipping

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    The North Face

    (2,500+)
    Men's Red Wing Work Chukka - Copper Rough and Tough Boots

    Men's Red Wing Work Chukka - Copper Rough and Tough Boots

    Free Shipping on All Products

    Inspired by our rugged work boot heritage, our Work Chukkas are casual in appearance, but ruggedly handsome. They employ Red Wing's signature white crepe sole, premium Copper Rough & Tough leather and Goodyear welt construction. The result is a... more

    $259.95

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    Shoebuy.com

    (150,000+)
    The North Face Men's Ballard II Chukka Waterproof Boots (12: ): Chutney Brown

    The North Face Men's Ballard II Chukka Waterproof Boots (12: ): Chutney Brown

    Rugged and casual, these waterproof leather boots are equally at home on city streets and in mountain towns. Crafted with IcePick temperature-sensitive lugs for sure footing on varied terrain. more

    $130.00

    FREE shipping

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    The North Face

    (2,500+)
    Allen Edmonds Bellevue Chukka Boots

    Allen Edmonds Bellevue Chukka Boots

    Lace-up oxford casual bootsPlain-toe chukka bootLined leather upperRubber sole360 degree Goodyear welt511 LastRecraftableMade in USA more

    $295.00

    FREE shipping

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    Allen Edmonds Bellevue Chukka Boots

    Allen Edmonds Bellevue Chukka Boots

    Lace-up oxford casual bootsPlain-toe chukka bootLined leather upperRubber sole360 degree Goodyear welt511 LastRecraftableMade in USA more

    $295.00

    FREE shipping

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    Lands' End School Uniform Men's Handsewn Four-eye Chukka Boots

    Lands' End School Uniform Men's Handsewn Four-eye Chukka Boots

    Free Shipping on orders $50 or more!

    These casual Chukkas easily go from errands to dinner downtown. And with handsewn quality, a leather-lined footbed and traditional design details, you'll want to wear them for more than their versatility. With rubber outsole for a sure stride and... more

    $99.00 $44.99

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    Men's Kennebec Casual Chukka Boots Gray 9.5 M(D)

    Men's Kennebec Casual Chukka Boots Gray 9.5 M(D)

    Designed to feel like your favorite pair of sneakers, this lightweight boot is the evolution of dress casual. Boasting a perfect combination of classic style and sporty comfort, it is the only boot you'll want to wear whether you're in the workplace or... more

    $99.00 $89.99

    FREE shipping

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    (2,500+)
    Men's Kennebec Casual Chukka Boots, Leather Brown 7 W(Ee)

    Men's Kennebec Casual Chukka Boots, Leather Brown 7 W(Ee)

    Designed to feel like your favorite pair of sneakers, this lightweight boot is the evolution of dress casual. Boasting a perfect combination of classic style and sporty comfort, it is the only boot you'll want to wear whether you're in the workplace or... more

    $109.00

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    (2,500+)
    Original Penguin Men's Chukka

    Original Penguin Men's Chukka

    Take 40% Off the Entire Site! Code: OPBTS40

    Original Penguin Chukka Accessories:Leather Upper, Rubber Sole,Sturdy Casual Boot,Imported more

    $180.00 $162.98

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    Allen Edmonds Bellevue Chukka Boots

    Allen Edmonds Bellevue Chukka Boots

    Lace-up oxford casual bootsPlain-toe chukka bootLined leather upperRubber sole360 degree Goodyear welt511 LastRecraftableMade in USA more

    $295.00

    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 orders $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 $75.89

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    (725,000+)
    Florsheim Vantage Chukka Boots - Leather (For Men) – BROWN TUMBLED

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

    Get 30% off orders $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 $75.89

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    (725,000+)
    "Merrell Realm Chukka - Men's - Chukkas Black"

    "Merrell Realm Chukka - Men's - Chukkas Black"

    "Urban adventures call for the Merrell Realm Chukka ankle boot. This handsome men's casual boot has a full grain leather upper with three-eye lacing and a mesh lining for next-to-skin comfort; M-Select FRESH technology eliminates odor-causing bacteria... more

    $149.95

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    OnlineShoes.com

    (50,000+)
    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

    $54.95

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    "Irish Setter 3875 Soft Paw Chukka - Men's - Ankle Boots Brown Full Grain Leather"

    "Irish Setter 3875 Soft Paw Chukka - Men's - Ankle Boots Brown Full Grain Leather"

    "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

    $174.95

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    OnlineShoes.com

    (50,000+)
    "Ariat Holbrook - Men's - Ankle Boots Earth/Brown Bomber"

    "Ariat Holbrook - Men's - Ankle Boots Earth/Brown Bomber"

    "Wherever the day takes you, move comfortably from place to place in the Ariat Holbrook ankle boot, part of the Ariat Rugged West collection. This chukka-inspired men's casual boot has a distressed suede upper accented with moc-toe stitching and a... more

    $109.95

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    OnlineShoes.com

    (50,000+)
    Eastland Oneida 1955 Chukka Boots (For Men) – PEANUT

    Eastland Oneida 1955 Chukka Boots (For Men) – PEANUT

    Get 30% off orders $100 or more with PCZILLAUS5.

    CLOSEOUTS . Give your casual wardrobe a little pop with Eastland s Oneida 1955 chukka boots. These premium leather chukkas feature supple leather and a shock-absorbing plantation crepe outsole. Available Colors: BROWN, PEANUT. Sizes: 7, 7.5, 8.5, 9.5,... more

    $155.00 $79.89

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    (725,000+)
    ALESSIO M916H Men Casual Ankle Heel Chukka Lace Up Oxfords

    ALESSIO M916H Men Casual Ankle Heel Chukka Lace Up Oxfords

    Lace into something cool and comfortable with the Alessio Chukka. This versatile men's ankle boot is crafted with modern technology for underfoot support, while the lining wicks moisture away for a dry interior climate. more

    $20.39

    FREE shipping

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    RJ Colt Men's Detroit Suede Boot

    RJ Colt Men's Detroit Suede Boot

    Heel Height: Approx. 1 1/2'' Tall. Suede upper in a casual Chukka boot style with a round toe. Lacing at front, embossed logo at heel, padded tongue. Smooth lining, lightly cushioned removable insole, crepe rubber midsole, textured rubber outsole for... more

    $55.00

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    Men's Kennebec Casual Chukka Boots, Leather Brown 10.5 M(D)

    Men's Kennebec Casual Chukka Boots, Leather Brown 10.5 M(D)

    Designed to feel like your favorite pair of sneakers, this lightweight boot is the evolution of dress casual. Boasting a perfect combination of classic style and sporty comfort, it is the only boot you'll want to wear whether you're in the workplace or... more

    $109.00

    FREE shipping

    go to store
    (2,500+)
    Lands' End Men's Handsewn Four-eye Chukka Boots

    Lands' End Men's Handsewn Four-eye Chukka Boots

    Free Shipping on orders $50 or more!

    These casual Chukkas easily go from errands to dinner downtown. And with handsewn quality, a leather-lined footbed and traditional design details, you'll want to wear them for more than their versatility. With rubber outsole for a sure stride and... more

    $99.00 $44.99

    go to store

    More information about Men's Shoes

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