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    Best Seller
    Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Black (Size 13 M)

    Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Black (Size 13 M)

    These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... more

    $100.99 $69.99

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    Danner Pilgrim Chukka 4.5" Boots Leather Men's, Bracken SKU - 548397

    Danner Pilgrim Chukka 4.5" Boots Leather Men's, Bracken SKU - 548397

    The Danner Pilgrim Chukka 4.5 Boots features a premium, durable nubuck upper with 360-degree leather lined for comfort and natural moisture-wicking. The Low-density PU footbed offers lightweight cushioning and lasting durability and as well as a nylon... more

    $159.95

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    Best Seller
    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 9 W)

    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 9 W)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

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    Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 14 M)

    Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 14 M)

    These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... more

    $100.99 $69.99

    go to store
    Danner Pilgrim Chukka 4.5" Boots Leather Men's, Bracken SKU - 310650

    Danner Pilgrim Chukka 4.5" Boots Leather Men's, Bracken SKU - 310650

    The Danner Pilgrim Chukka 4.5 Boots features a premium, durable nubuck upper with 360-degree leather lined for comfort and natural moisture-wicking. The Low-density PU footbed offers lightweight cushioning and lasting durability and as well as a nylon... more

    $159.95

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    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 11 W)

    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 11 W)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store
    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 9 W)

    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 9 W)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store
    Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 M)

    Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 M)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

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    Reebok Postal Express Chukka Boots - Men's Black 5 Medium 690774227453

    Reebok Postal Express Chukka Boots - Men's Black 5 Medium 690774227453

    Reebok Postal Express Chukka Boots - Men's Black 5 Medium 690774227453. Specifications for Reebok Postal Express Chukka Boots - Men's: Manufacturer: Reebok Gender: Male Footwear Type: Boots Toe Type: Soft Color: Black Footwear Upper Fabric/Material:... more

    $229.00

    FREE shipping

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    Reebok Postal Express Chukka Boots - Men's Black 7.5 Wide 690774213791

    Reebok Postal Express Chukka Boots - Men's Black 7.5 Wide 690774213791

    Reebok Postal Express Chukka Boots - Men's Black 7.5 Wide 690774213791. Specifications for Reebok Postal Express Chukka Boots - Men's: Manufacturer: Reebok Gender: Male Footwear Type: Boots Toe Type: Soft Color: Black Footwear Upper Fabric/Material:... more

    $229.00

    FREE shipping

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    Reebok Postal Express Chukka Boots - Men's Wide Black 14 690774475113

    Reebok Postal Express Chukka Boots - Men's Wide Black 14 690774475113

    Reebok Postal Express Chukka Boots - Men's Wide Black 14 690774475113. Specifications for Reebok Postal Express Chukka Boots - Men's: Manufacturer: Reebok Gender: Male Footwear Type: Boots Toe Type: Soft Color: Black Footwear Upper Fabric/Material:... more

    $229.00

    FREE shipping

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    ® Mini Bailey Bow Ii Boot Sheepskin Classic Boots

    ® Mini Bailey Bow Ii Boot Sheepskin Classic Boots

    Women's Ugg ® Mini Bailey Bow Ii Boot Sheepskin Classic Boots - Brown - Flat boots Our iconic boot has been updated with the addition of delicate, silky bows for a charming, feminine aesthetic. Constructed from soft sheepskin, this multi-functional... more

    $170.00

    FREE shipping

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    Clarks(r) Torhill Hi Chukka Boot

    Clarks(r) Torhill Hi Chukka Boot

    Men's Clarks(r) Torhill Hi Chukka Boot - Black - Casual boots Creamy suede construction enriches a handsome boot in a classic silhouette. more

    $130.00

    FREE shipping

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    Redwoods Chukka Boot

    Redwoods Chukka Boot

    Men's TERRITORY BOOTS Redwoods Chukka Boot - Brown - Casual boots Hit your stride in style with a handsome leather boot built for lasting comfort with Tru Comfort Foam cushioning. more

    $114.97 $80.99

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    Calyn Wedge Chukka Boot - Brown - Børn Boots

    Calyn Wedge Chukka Boot - Brown - Børn Boots

    Women's Børn Calyn Wedge Chukka Boot - Brown - Wedge boots This rugged chukka boot raised on a subtle wedge is outfitted with cushioned support and a flexible sole to keep you totally comfortably. more

    $135.00

    FREE shipping

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    Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 375601

    Irish Setter Soft Paw Chukka Hiking Boots Leather Men's, Tan SKU - 375601

    The Irish Setter Soft Paw Chukka Leather Men's Hiking Boots are rugged and comfortably casual. The Soft Paw line features updated styling with new leathers and contrast stitching. The shoes also utilize a sole platform that combines ENERG material in... more

    $174.95

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    Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 12 M)

    Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 12 M)

    These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... more

    $100.99 $69.99

    go to store
    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 W)

    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 W)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store
    Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Black (Size 16 M)

    Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Black (Size 16 M)

    These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... more

    $100.99 $69.99

    go to store
    Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 13 M)

    Men's Deer Stags® Bangor Chukka Boots by Deer Stags in Red Wood (Size 13 M)

    These Deer Stags® Bangor Chukka Boots get an upgrade with contrast stitching and a crepe-like grippy bottom, great for formal and casual situations. Soft fabric linings help to wick moisture and keep your feet cool. Faux leatherContrast... more

    $100.99 $69.99

    go to store
    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 W)

    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 13 W)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store
    Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 10 1/2 M)

    Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 10 1/2 M)

    A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

    $110.00

    go to store
    Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 9 M)

    Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 9 M)

    A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

    $110.00

    go to store
    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 14 W)

    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 14 W)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store
    Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 14 M)

    Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 14 M)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store
    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 11 W)

    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 11 W)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store
    Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 9 1/2 M)

    Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 9 1/2 M)

    A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

    $110.00

    go to store
    Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 M)

    Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 12 M)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store
    Men's Propet Findley Men'S Chukka Boots by Propet in Desert Camel (Size 12 M)

    Men's Propet Findley Men'S Chukka Boots by Propet in Desert Camel (Size 12 M)

    Plain toe suede Chukka boot with detailed stitching. Long lasting high density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer. Removable Footbed.FABRIC: SuedeFIT: True to... more

    $109.99

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    Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 9 M)

    Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 9 M)

    A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

    $110.00

    go to store
    Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 10 1/2 M)

    Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 10 1/2 M)

    A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

    $110.00

    go to store
    Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 13 M)

    Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 13 M)

    A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

    $110.00

    go to store
    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 9 W)

    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 9 W)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store
    Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 13 M)

    Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 13 M)

    A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

    $110.00

    go to store
    Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 12 M)

    Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 12 M)

    A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

    $110.00

    go to store
    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 W)

    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 13 W)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store
    Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 10 M)

    Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 10 M)

    A chukka boot is a versatile yet stylish option and these Eastland® brand boots feature hand sewn construction and quality comfort. They have memory foam comfort insoles that support and conform to feet while the shock absorbing natural rubber outsole... more

    $110.00

    go to store
    Men's Propet Findley Men'S Chukka Boots by Propet in Desert Camel (Size 15 M)

    Men's Propet Findley Men'S Chukka Boots by Propet in Desert Camel (Size 15 M)

    Plain toe suede Chukka boot with detailed stitching. Long lasting high density Open Cell foam breaths and allows air to circulate keeping feet naturally cool. Rubber outsole with cushioning EVA layer. Removable Footbed.FABRIC: SuedeFIT: True to... more

    $109.99

    go to store
    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 11 W)

    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Wheat Nubuck (Size 11 W)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store
    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 10 W)

    Wide Width Men's Deer Stags® Warren™ Chukka Boot by Deer Stags in Black (Size 10 W)

    They look like dress boots yet have the comfort of your favorite pair of sneakers! Made with a memory foam insole, the Deer Stags® Warren Chukka Boot is the reliable shoe to keep you comfortable during a night out and special occasion. Synthetic... more

    $124.99 $74.99

    go to store

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