Best Seller
Women's Oscar Bootie by Eastland in Grey (Size 9 1/2 D)

Women's Oscar Bootie by Eastland in Grey (Size 9 1/2 D)

This classic chukka boot gets a modern, sporty redesign in this comfortable, go-to style. Leather upper with a detailed stitched mock toe design. Comfort leather sock lining and insole supports and conforms to the curves of your foot. Rubber outsole... more

$216.99

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Women's Oscar Bootie by Eastland in Grey (Size 10 1/2 D)

Women's Oscar Bootie by Eastland in Grey (Size 10 1/2 D)

This classic chukka boot gets a modern, sporty redesign in this comfortable, go-to style. Leather upper with a detailed stitched mock toe design. Comfort leather sock lining and insole supports and conforms to the curves of your foot. Rubber outsole... more

$216.99

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Best Seller
Men's Findley Chukka Boots by Propet in Black (Size 10 1/2 M)

Men's Findley Chukka Boots by Propet in Black (Size 10 1/2 M)

Plain toe leather 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.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

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Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 11 1/2 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 11 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

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Women's Oscar Bootie by Eastland in Grey (Size 11 1/2 D)

Women's Oscar Bootie by Eastland in Grey (Size 11 1/2 D)

This classic chukka boot gets a modern, sporty redesign in this comfortable, go-to style. Leather upper with a detailed stitched mock toe design. Comfort leather sock lining and insole supports and conforms to the curves of your foot. Rubber outsole... more

$216.99

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Men's Findley Chukka Boots by Propet in Tan (Size 9 1/2 M)

Men's Findley Chukka Boots by Propet in Tan (Size 9 1/2 M)

Plain toe leather 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.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

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Women's Oscar Bootie by Eastland in Grey (Size 9 1/2 D)

Women's Oscar Bootie by Eastland in Grey (Size 9 1/2 D)

This classic chukka boot gets a modern, sporty redesign in this comfortable, go-to style. Leather upper with a detailed stitched mock toe design. Comfort leather sock lining and insole supports and conforms to the curves of your foot. Rubber outsole... more

$216.99

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Chukka 2.1 Boots

Chukka 2.1 Boots

Men's Boris Bidjan Saberi Chukka 2.1 Boots - Black - Casual boots Handcrafted vegetable-tanned culatta horse leather boots in black. · Lace-up closure · Raw edges at vamp and collar · Grained calfskin lining · Cutouts at stacked horse leather midsole ·... more

$1,460.00 $584.00

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Bcn Platform Chukka Boot

Bcn Platform Chukka Boot

Women's Camper Bcn Platform Chukka Boot - Brown - Boots A chukka boot is made over into a statement shoe with a smooth leather upper and set atop a chunky, flared platform sole with a brand-stamped sunburst tread. 2 1/2" platform Lace-up style Leather... more

$230.00

FREE shipping

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Devin Chukka Boot

Devin Chukka Boot

Men's Eastland Devin Chukka Boot - Brown - Casual boots Eastland Devin Men's Chukka Boot Go rugged, but stay professional in the Devin chukka Boot from Eastland. With a faux leather upper and old-school style, these 3 1/2" Bootscan be dressed up or... more

$89.99

FREE shipping

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Women's Oscar Bootie by Eastland in Grey (Size 11 1/2 D)

Women's Oscar Bootie by Eastland in Grey (Size 11 1/2 D)

This classic chukka boot gets a modern, sporty redesign in this comfortable, go-to style. Leather upper with a detailed stitched mock toe design. Comfort leather sock lining and insole supports and conforms to the curves of your foot. Rubber outsole... more

$216.99

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Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 11 1/2 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 11 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

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

Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (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

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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

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Vans Shoes | Chukka Boots Vans | Color: Black | Size: 6.5

Vans Shoes | Chukka Boots Vans | Color: Black | Size: 6.5

The 90s Velvet Rare Chukka Boots Vans Brand New! 6- 6 1/2 Super Comfy more

$50.00

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Classical Style Leather Shoes Leather Tennis Shoes for Men Wide Width for Men Slip on Leather Chukka Boots for Men Lace Up Shoes Oz-Jy001 Pu Leather Low Rubber Sole Block Heel Work

Classical Style Leather Shoes Leather Tennis Shoes for Men Wide Width for Men Slip on Leather Chukka Boots for Men Lace Up Shoes Oz-Jy001 Pu Leather Low Rubber Sole Block Heel Work

Classical Style Leather Shoes For Men Slip On PU Leather Low Rubber Sole Block Heel Work Features: 1.High quality material comfortable and soft Reduces stress on joints strengthens and tones improves posture. 2. Casual shoes Beach shoes wedding shoes... more

$31.09

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Levi's Shoes | Men's Levi's Cambridge Chukka Boots ~ Black ~ Nwt | Color: Black | Size: Various

Levi's Shoes | Men's Levi's Cambridge Chukka Boots ~ Black ~ Nwt | Color: Black | Size: Various

@Rehipstyler ~Having Fun Making Work Of Making Space In Our Closet To Help You Reboot..My Son And I Both Own A Pair, He Wears A 9-1/2 - 10 But 9 Fits Him Well, I Wear A 9 But The 8 Fits Me Well, So I'd Say Runs A Little Large Levi's Shoes Cambridge... more

$45.00

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J. Crew Shoes | J Crew Macalister Beige Suede Wedge Chukka Boots 7 | Color: Brown | Size: 7

J. Crew Shoes | J Crew Macalister Beige Suede Wedge Chukka Boots 7 | Color: Brown | Size: 7

J. Crew Macalister Wedge Heel Chukka Boot Desert Boot Beige Suede Uppers Crepe Sole 2 Eye Casual Women's Us Size 7 Wear: Some Wear On The Soles And Heels. Suede Uppers Somewhat Dirty. One Spot On The Top Outside Of The Right Shoe (See Last Pic). J Crew... more

$41.00

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Fashion Men s Breathable Comfortable Business Lace Up Work Leisure Solid Color Suede Shoes Mens Leather Chukka Boots Pearl Shoes for Men Leather All Leather Tennis Shoes for Men Leather Shoes for Men

Fashion Men s Breathable Comfortable Business Lace Up Work Leisure Solid Color Suede Shoes Mens Leather Chukka Boots Pearl Shoes for Men Leather All Leather Tennis Shoes for Men Leather Shoes for Men

Description: Gender: Men Boys Upper :Suede Sole : Rubber Scenes:Indoor&Outdoor Fashion Leisure Style:Casual Business Toe Style:Round Toe Heel High Style:Flat Closure Type:Lace Up Shoes Heel High: 2.5cm/0.98 Platform Heigh: 2cm/0.78 Package:1 Pair Men... more

$36.18

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Fashion Men s Breathable Comfortable Business Lace Up Work Leisure Solid Color Suede Shoes Mens Leather Chukka Boots Pearl Shoes for Men Leather All Leather Tennis Shoes for Men Leather Shoes for Men

Fashion Men s Breathable Comfortable Business Lace Up Work Leisure Solid Color Suede Shoes Mens Leather Chukka Boots Pearl Shoes for Men Leather All Leather Tennis Shoes for Men Leather Shoes for Men

Description: Gender: Men Boys Upper :Suede Sole : Rubber Scenes:Indoor&Outdoor Fashion Leisure Style:Casual Business Toe Style:Round Toe Heel High Style:Flat Closure Type:Lace Up Shoes Heel High: 2.5cm/0.98 Platform Heigh: 2cm/0.78 Package:1 Pair Men... more

$35.62

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Women's Oscar Bootie by Eastland in Grey (Size 11 1/2 D)

Women's Oscar Bootie by Eastland in Grey (Size 11 1/2 D)

This classic chukka boot gets a modern, sporty redesign in this comfortable, go-to style. Leather upper with a detailed stitched mock toe design. Comfort leather sock lining and insole supports and conforms to the curves of your foot. Rubber outsole... more

$216.99

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Ariat Edge LTE Chukka H2O Comp Toe Boot - Mens 8 Brown Boot D

Ariat Edge LTE Chukka H2O Comp Toe Boot - Mens 8 Brown Boot D

*Western-style boot from Ariat *Leather upper *Composite safety toe *Ankle-height shaft *Pull-on fit *Lightly cushioned footbed *LTE platform for superior lightweight flexibility *1-1/2" heel height more

$169.95

FREE shipping

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Ariat Edge LTE Chukka H2O Comp Toe Boot - Mens 14 Brown Boot D

Ariat Edge LTE Chukka H2O Comp Toe Boot - Mens 14 Brown Boot D

*Western-style boot from Ariat *Leather upper *Composite safety toe *Ankle-height shaft *Pull-on fit *Lightly cushioned footbed *LTE platform for superior lightweight flexibility *1-1/2" heel height more

$169.95

FREE shipping

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Ariat Edge LTE Chukka H2O Comp Toe Boot - Mens 13 Brown Boot D

Ariat Edge LTE Chukka H2O Comp Toe Boot - Mens 13 Brown Boot D

*Western-style boot from Ariat *Leather upper *Composite safety toe *Ankle-height shaft *Pull-on fit *Lightly cushioned footbed *LTE platform for superior lightweight flexibility *1-1/2" heel height more

$169.95

FREE shipping

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Women's Troy II Plus Wide Calf Boot by Bella Vita in Grey Super Suede (Size 9 1/2 M)

Women's Troy II Plus Wide Calf Boot by Bella Vita in Grey Super Suede (Size 9 1/2 M)

A chic everyday styling option for extra wide calves showcasing a self-covered buckle, this knee-high boot will bring understated glamour to every outfit. Shaped with an almond toe and sculpted dress heel, and finished with a convenient inside zipper... more

$119.99

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Women's Troy II Plus Wide Calf Boot by Bella Vita in Grey Super Suede (Size 8 1/2 M)

Women's Troy II Plus Wide Calf Boot by Bella Vita in Grey Super Suede (Size 8 1/2 M)

A chic everyday styling option for extra wide calves showcasing a self-covered buckle, this knee-high boot will bring understated glamour to every outfit. Shaped with an almond toe and sculpted dress heel, and finished with a convenient inside zipper... more

$119.99

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Women's Duckie Boot by C&C California in Cognac (Size 8 1/2 M)

Women's Duckie Boot by C&C California in Cognac (Size 8 1/2 M)

Classic duck boot has water resistant upper making this the perfect boot for rainy days. Lace up closure.Manmade UpperManmade LiningRubber OutsoleBoot available in sizes 6-9, 10 & 11 | Women's Duckie Boot by C&C California in Cognac (Size 8 1/2 M) more

$38.99

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Women's Duckie Boot by C&C California in Black (Size 6 1/2 M)

Women's Duckie Boot by C&C California in Black (Size 6 1/2 M)

Classic duck boot has water resistant upper making this the perfect boot for rainy days. Lace up closure.Manmade UpperManmade LiningRubber OutsoleBoot available in sizes 6-9, 10 & 11 | Women's Duckie Boot by C&C California in Black (Size 6 1/2 M) more

$38.99

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Double Boot Tray Frame - Copper - Ballard Designs

Double Boot Tray Frame - Copper - Ballard Designs

If you already own one or two of our signature Boot Trays, you'll love this clever Double Boot Tray Frame. In addition to holding two trays, it has hooks for gloves and hats plus slots for umbrellas with pan beneath to catch drips. Ballard Double Boot... more

$218.00 $163.50

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Wide Width Men's Findley Chukka Boots by Propet in Tan (Size 11 1/2 W)

Wide Width Men's Findley Chukka Boots by Propet in Tan (Size 11 1/2 W)

Plain toe leather 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.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

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Men's Findley Chukka Boots by Propet in Black (Size 11 1/2 M)

Men's Findley Chukka Boots by Propet in Black (Size 11 1/2 M)

Plain toe leather 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.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

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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

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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

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® Toddlers' Neumel Ii Boot Suede Classic Boots

® Toddlers' Neumel Ii Boot Suede Classic Boots

Women's Ugg ® Toddlers' Neumel Ii Boot Suede Classic Boots - Black - Ankle boots Warm and soft, our best-selling kids' Neumel II Boot features an UGG®plush wool lining to keep your little one cozy. This suede chukka boot is built to move how kids do,... more

$95.00

FREE shipping

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Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 11 1/2 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Bomber Brown (Size 11 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

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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 Tan (Size 11 1/2 M)

Men's Seneca Camp Moc Chukka Boots by Eastland® in Tan (Size 11 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 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 Findley Chukka Boots by Propet in Black (Size 9 1/2 M)

Men's Findley Chukka Boots by Propet in Black (Size 9 1/2 M)

Plain toe leather 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.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

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Men's Findley Chukka Boots by Propet in Tan (Size 10 1/2 M)

Men's Findley Chukka Boots by Propet in Tan (Size 10 1/2 M)

Plain toe leather 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.FABRIC: Leather UpperRemovable footbedDetailes... more

$134.99

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