Best Seller
Clarks(r) Wallabee Chukka Boot

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Black - Casual boots A classic crepe-rubber sole grounds a chunky leather chukka boot complete with a smartly stitched toe. more

$170.00 $136.00

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Husky Chukka Boot

Husky Chukka Boot

Men's Warfield & Grand Husky Chukka Boot - Brown - Casual boots Classic chukka styling defines this handsome leather boot furnished with an arch-supporting footbed and set on a slim rubber sole. more

$179.00

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Best Seller
Readhead Chukka Boot

Readhead Chukka Boot

Men's Barbour Readhead Chukka Boot - Brown - Casual boots Burnished leather elevates a versatile chukka boot in a clean, classic silhouette. more

$220.00

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Morello Chukka Boot

Morello Chukka Boot

Men's Carlos By Carlos Santana Morello Chukka Boot - Blue - Casual boots Sharpen up a formal look with the suave Morello chukka boot from Carlos by Carlos Santana. Croc-print detailing along the leather upper brings in ferocious style, while the... more

$149.99

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Papakū 'ili Waterproof Chukka Boot

Papakū 'ili Waterproof Chukka Boot

Men's Olukai Papakū 'ili Waterproof Chukka Boot - Black - Casual boots This waterproof-leather chukka boot will be a cold-weather go-to thanks to its plush quilted lining and a Wet Grip rubber sole providing superior traction. more

$160.00

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Livingston Chukka Boot

Livingston Chukka Boot

Men's Taft Livingston Chukka Boot - Black - Casual boots Keep your look distinguished with the Livingston chukka boot from Taft. A wingtip toe with brogue accentuation creates a tasteful look to the leather and wool boot, made cozy with a cushioned... more

$294.99

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Jack Chukka Boot

Jack Chukka Boot

Men's Eastland Jack Chukka Boot - Brown - Casual boots Burnished leather and a streamlined silhouette add modern sophistication to a versatile chukka boot designed with optimal cushioning and a flexible sole. more

$125.00

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Navi Water Resistant Chukka Boot

Navi Water Resistant Chukka Boot

Men's TOMS Navi Water Resistant Chukka Boot - Black - Casual boots Perfect for both casual and active wear, this chukka boot features a water-resistant leather upper and a cushioned insole. more

$139.95

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Clarks(r) Wallabee Chukka Boot

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Brown - Casual boots A pebbly crepe-rubber sole grounds an iconic leather chukka boot complete with a smartly stitched toe and tonal fobs. more

$180.00

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Camron Chukka Boot

Camron Chukka Boot

Men's Dune Camron Chukka Boot - Brown - Casual boots Smarten up your daily look with a classic chukka boot crafted from luxe leather and grounded by a contemporary wedge sole with cleated traction. more

$150.00

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Theo Chukka Boot

Theo Chukka Boot

Men's Børn Theo Chukka Boot - Brown - Casual boots Handcrafted of full-grain leather using signature Opanka construction for a flexible fit, this sporty chukka boot is sure to become your everyday go-to. more

$130.00

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Earl 04 Chukka Boot

Earl 04 Chukka Boot

Men's Josef Seibel Earl 04 Chukka Boot - Brown - Casual boots High-quality full-grain leather defines a stylish chukka boot built with a flexible, durable sole and cushioned arch support. more

$160.00

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Theo Chukka Boot

Theo Chukka Boot

Men's Børn Theo Chukka Boot - Blue - Casual boots Handcrafted of full-grain leather using signature Opanka construction for a flexible fit, this sporty chukka boot is sure to become your everyday go-to. more

$130.00

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Clarks(r) Wallabee Chukka Boot

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Brown - Casual boots A classic crepe-rubber sole grounds a chunky leather chukka boot complete with a smartly stitched toe. more

$170.00

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Seneca Camp Moc Chukka Boot

Seneca Camp Moc Chukka Boot

Men's Eastland Seneca Camp Moc Chukka Boot - Brown - Casual boots Crafted from premium leather, this classic chukka boot is hand-sewn with a memory foam footbed and slip-resistant outsole for both city and outdoor wear. more

$125.00

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Austin Chukka Boot

Austin Chukka Boot

Men's Gordon Rush Austin Chukka Boot - Brown - Casual boots Elevate your work-to-weekend look in this refined Italian-leather chukka boot featuring Blake stitch construction, breathable lining and an Ortho Lite® insole. more

$265.00 $174.90

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Clarks(r) Wallabee Chukka Boot

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Black - Casual boots A classic crepe-rubber sole grounds a chunky leather chukka boot complete with a smartly stitched toe. more

$170.00

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Keegan Chukka Boot

Keegan Chukka Boot

Men's Thomas & Vine Keegan Chukka Boot - Brown - Casual boots The Keegan chukka boot by Thomas & Vine is your go-to footwear for the in-between occasions. Outfitted with a sporty outsole, this boot is topped with genuine leather upper and includes a... more

$84.99

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Odell Wingtip Chukka Boots

Odell Wingtip Chukka Boots

Men's Nunn Bush Odell Wingtip Chukka Boots - Brown - Casual boots Nunn Bush brings stylish flair to a classic chukka silhouette in a striking wingtip toe and perforations for a handsome finish. Leather upper; manmade sole. more

$99.99

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Maple Grove Chukka Boot

Maple Grove Chukka Boot

Men's Timberland Maple Grove Chukka Boot - Brown - Casual boots Sporty yet refined, this leather chukka boot is one you can feel good about, with a lining made partially from post-consumer plastic bottles. more

$125.00

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Seneca Chukka Boot

Seneca Chukka Boot

Men's Eastland Seneca Chukka Boot - Brown - Casual boots A traditional look of a camp moccasin combined with the styling of the chukka boot makes the Seneca from Eastland one great choice! Lace up this leather chukka boot with jeans or khakis for a... more

$109.99

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Clarks(r) Wallabee Chukka Boot

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Brown - Casual boots A durable outsole enhances the comfort of a square-toe chukka crafted from supple nubuck leather and trimmed with classic driving-shoe-style stitching. more

$160.00

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Keegan Chukka Boot

Keegan Chukka Boot

Men's Thomas & Vine Keegan Chukka Boot - Brown - Casual boots The Keegan chukka boot by Thomas & Vine is your go-to footwear for the in-between occasions. Outfitted with a sporty outsole, this boot is topped with genuine leather upper and includes a... more

$84.99

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Maxwell Chukka Boot

Maxwell Chukka Boot

Men's Stacy Adams Maxwell Chukka Boot - Brown - Casual boots The Maxwell chukka boot by Stacy Adams can look absolutely slick, be it tuxedos or distressed jeans. Smooth burnished leather, RedZone insole with molded heel and rubber sole make this... more

$124.99

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Clarks(r) Wallabee Chukka Boot

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Brown - Boots A durable crepe rubber sole grounds a classic chukka boot done in a retro checked suede with perforations on the footbed for ventilation. Leather upper and lining/synthetic sole Made in Portugal. more

$180.00

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Alder Chukka Boot

Alder Chukka Boot

Men's Blake McKay Alder Chukka Boot - Black - Casual boots Crafted from rich, breathable leather and durable rubber, this flexible chukka boot is a wardrobe workhorse that's sure to be on heavy rotation all year long. The antimicrobial insole means a... more

$165.00 $119.90

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Alder Chukka Boot

Alder Chukka Boot

Men's Blake McKay Alder Chukka Boot - Brown - Casual boots Crafted from rich, breathable leather and durable rubber, this flexible chukka boot is a wardrobe workhorse that's sure to be on heavy rotation all year long. The antimicrobial insole means a... more

$165.00 $119.90

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Attleboro Chukka Boot

Attleboro Chukka Boot

Men's Timberland Attleboro Chukka Boot - Black - Casual boots Step out in handsome style with the Attleboro Chukka boot from Timberland. Crafted from premium Timberland leather upper for long-term wear, this boot comes with steel shank for enhanced... more

$129.99

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Austin Chukka Boot

Austin Chukka Boot

Men's Gordon Rush Austin Chukka Boot - Purple - Casual boots Elevate your work-to-weekend look in this refined Italian-leather chukka boot featuring Blake stitch construction, breathable lining and an Ortho Lite® insole. more

$265.00

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Clarks(r) Wallabee Chukka Boot

Clarks(r) Wallabee Chukka Boot

Men's Clarks(r) Wallabee Chukka Boot - Natural - Casual boots A classic crepe-rubber sole grounds a chunky leather chukka boot complete with a smartly stitched toe. more

$170.00

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Carlton Suede Chukka Boots

Carlton Suede Chukka Boots

Men's Vince Carlton Suede Chukka Boots - Blue - Casual boots Vince "Carlton" chukka boots in exceptionally soft suede Flat heel Round moc toe Backstay pull tab Rubber outsole Lining: Leather Pull-on style Imported. more

$350.00

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Kenetrek Chukka Boots - Men's Brown 14 US Medium KE-0625-3 14.0MED

Kenetrek Chukka Boots - Men's Brown 14 US Medium KE-0625-3 14.0MED

Kenetrek Chukka Boots - Men's Brown 14 US Medium KE-0625-3 14.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more

$155.00

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Kenetrek Chukka Boots - Men's Brown 12 US Medium KE-0625-3 12.0MED

Kenetrek Chukka Boots - Men's Brown 12 US Medium KE-0625-3 12.0MED

Kenetrek Chukka Boots - Men's Brown 12 US Medium KE-0625-3 12.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more

$155.00

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Kenetrek Chukka Boots - Men's Brown 6 US Medium KE-0625-3 06.0MED

Kenetrek Chukka Boots - Men's Brown 6 US Medium KE-0625-3 06.0MED

Kenetrek Chukka Boots - Men's Brown 6 US Medium KE-0625-3 06.0MED. Made using an incredibly durable oil tanned leather material this pair of Men's Boots manufactured by the expert footwear manufacturers at Kenetrek will provide you with years of... more

$155.00

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Detroit Chukka Boot

Detroit Chukka Boot

Men's Hush Puppies Detroit Chukka Boot - Brown - Casual boots Own your weekend look with the Detroit chukka boot by Hush Puppies. It features water-resistant WorryFree® leather upper, recycled sock lining and supportive Bounce® and Memory foam footbed... more

$99.99 $79.98

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George Chukka Boot

George Chukka Boot

Men's Anthony Veer George Chukka Boot - Blue - Casual boots Accent a formal or professional look with the laidback George chukka boot from Anthony Veer. This leather pair sports an OrthoLite footbed for added comfort. Suede upper. Lace-up closure.... more

$165.99

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Gomma Chukka Boot

Gomma Chukka Boot

Men's Tod's Gomma Chukka Boot - Brown - Casual boots The brand's monogram is artfully, subtly etched into the suede of this luxurious chukka boot classic in every way but for the pebbled-tread sole. Lace-up style Leather upper and lining/rubber sole... more

$745.00

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Seneca Chukka Boot

Seneca Chukka Boot

Men's Eastland Seneca Chukka Boot - Brown - Casual boots A traditional look of a camp moccasin combined with the styling of the chukka boot makes the Seneca from Eastland one great choice! Lace up this leather chukka boot with jeans or khakis for a... more

$99.99

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Larrado Weatherproof Chukka Boot

Larrado Weatherproof Chukka Boot

Men's Ron White Larrado Weatherproof Chukka Boot - Brown - Casual boots A leather upper and soft flannel collar add modern elements to a sophisticated chukka boot grounded by a cushioned footbed and durable lug sole. Multilayered, PORON®-cushioned... more

$545.00

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Vandick Chukka Boot

Vandick Chukka Boot

Men's Sandro Moscoloni Vandick Chukka Boot - Blue - Casual boots The Vandick chukka boot from Sandro Moscoloni proves a versatile must-have with a classic design to finish off favorite fits. This leather pair's cushioned footbed adds a comfortable... more

$198.99

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More information about Men's Shoes

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