Men's Josef Seibel Earl 04 ChukkaBoot - Brown - Casual boots High-quality full-grain leather defines a stylish chukkaboot built with a flexible, durable sole and cushioned arch support. more
Men's Taft The Livingston ChukkaBoot - Brown - Casual boots Soft felted fabric is surrounded by smooth leather on this versatile chukkaboot that brings sophisticated style to any ensemble. 4" shaft Lace-up style Cushioned footbed Leather upper and... more
Men's Bruno Magli Taddeo Suede ChukkaBoots - Brown - Casual boots Bruno Magli "Taddeo" chukkaboots in soft Italian suede 1.25 in / 30 mm stacked heel Round toe Laceup vamp Branded tongue and pull tab Boot shaft, approx. 6.0"H Rubber outsole Item... more
Men's Barbour Kent ChukkaBoot - Brown - Casual boots A suede desert boot stays grounded by a branded traction sole and features arch support for daylong comfort. Removable insole Leather upper/textile lining/synthetic sole Made in Portugal. more
Men's Taft ChukkaBoot - Brown - Casual boots Minimal detailing brings maximum versatility to a wardrobe-staple chukkaboot shaped from rich pebbled leather. Lace-up style Leather upper and lining/rubber sole Made in Spain. more
Men's Taft Livingston ChukkaBoot - Brown - Casual boots Dare to experiment with the bold Livingston Chukkaboot from Taft. Camo-printed inlays give an offbeat look to the clean leather upper of this chukkaboot. Brogue accentuation elevates the style,... more
Men's TOMS Navi Water Resistant ChukkaBoot - Brown - Casual boots Perfect for both casual and active wear, this chukkaboot features a water-resistant leather upper and a cushioned insole. more
Men's Allen Edmonds Chandler ChukkaBoot - Brown - Casual boots Premium, finely napped suede elevates a classic chukkaboot handcrafted with a comfortable cork insole, durable bench welt and rubber grip sole. 360o welt construction for durability and... more
Men's Allen Edmonds Chandler ChukkaBoot - Brown - Casual boots Premium, finely napped suede elevates a classic chukkaboot handcrafted with a comfortable cork insole, durable bench welt and rubber grip sole. 360o welt construction for durability and... more
Men's Carlos By Carlos Santana Corazon ChukkaBoot - Natural - Casual boots Add tailored appeal to any outfit with the Corazon chukkaboot from Carlos by Carlos Santana. A soft suede upper, breathable leather lining, and sleek 3-eye lace-up keep this... more
Kenetrek ChukkaBoots - 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
Men's Nunn Bush Odell Wingtip ChukkaBoots - 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
Men's Bruno Magli LeatherChukkaBoots - Brown - Casual boots Bruno Magli "Alto" chukkaboots in leather Flat heel Round moc toe Lace-up vamp Rubber sole Made in Italy. more
Men's Thomas & Vine Aldridge ChukkaBoot - Brown - Casual boots The Aldridge chukkaboot from Thomas & Vine is an essential footwear for casual occasions. This lace-up shoe includes an embossed suede heel for added flair and a second pair of contrast... more
Men's Clarks(r) Wallabee ChukkaBoot - Brown - Casual boots A classic crepe-rubber sole grounds a chunky leatherchukkaboot complete with a smartly stitched toe. more
Kenetrek ChukkaBoots - Men's Brown 9 US Medium KE-0625-3 09.0MED. 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
Men's Crown Vintage Renton ChukkaBoot - Brown - Casual boots The Renton chukkaboot from Crown Vintage is a put-together yet practical footwear option. Crafted from leather for a look that improves with every wear. Leather upper. Lace-up closure.... more
Men's Nunn Bush Otto Plain Toe ChukkaBoot - Brown - Casual boots The classic design of the Otto plain toe chukkaboot from Nunn Bush brings versatile stylings to your wardrobe. The Defender Repellant upper offers a waterproof finish, while the Memory... more
Men's Rockport Rugged Bucks ChukkaBoot - Brown - Casual boots Venture out in the wilderness with utmost comfort in the Rockport Rugged Bucks chukkaboot. A flexible and outdoor-friendly design, this boot showcases Hydro-Shield construction that... more
Men's Ron White Larrado Weatherproof ChukkaBoot - Brown - Casual boots A leather upper and soft flannel collar add modern elements to a sophisticated chukkaboot grounded by a cushioned footbed and durable lug sole. Multilayered, PORON®-cushioned... more
Men's AllSaints Bilton ChukkaBoot - Brown - Casual boots A classic crepe rubber sole lends a surefooted stride in this derby-inspired chukkaboot crafted from supple, velvety suede. Lace-up style Leather upper and lining/rubber sole Made in Portugal. more
Men's Drew Keith ChukkaBoot - Brown - Casual boots Stay stylish without sacrificing comfort with the Keith chukkaboot from Drew. This ankle boot features a Gel System footbed and sole to absorb impact! Leather upper. Lace-up closure. Padded collar.... more
Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 13 Medium DDB0248-13-M. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more
Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 10.5 Wide DDB0248-105-W. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass... more
Durango Boot Red Dirt Rebel Square-Toe 5 inch Chukka - Men's Bark Brown 11 Medium DDB0248-11-M. It has a soft mesh lining inside and the X-treme comfort removable polyurethane footbed with memory foam. It also has a cushion flex insole fiberglass shank... more
Men's Clarks(r) Desert Boot - Brown - Desert boots Smart Ortho Lite® cushioning offers all-day comfort in a heritage chukkaboot shaped from creamy suede. Cushioning: absorbs impact and distributes weight for consistent, buoyant comfort under each step... more
Men's Ugg Mens Neumel Weather Ii Boots - Brown - Casual boots Your favorite chukkaboot now incorporates waterproof features to help keep you looking better for longer. Crafted with seam-sealed construction and waterproof leather lined in our... more
Men's Eastland Oscar Water Resistant Boot - Brown - Casual boots Crisp contrast stitching traces the upper and moc toe of this sporty, chukka-inspired boot crafted from water-resistant leather with a comfy rib-knit cuff. Water-resistant Leather... more
A suede spin on the Desert Boot. The coffee undertones and fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible... more
A suede spin on the Desert Boot. The coffee undertones and fully-lined canvas paired with our iconic OrthoLite® comfort will keep you looking good while feeling good. Wear TOMS. WEAR GOOD. | Suede upper. TOMS leather products support responsible... more
Men's Sandro Moscoloni Vandick ChukkaBoot - Brown - Casual boots A plain-toe chukkaboot crafted from soft burnished suede provides maximum comfort with a gel foam insole and EVA midsole cushioning. Cushioned insole Leather upper/textile lining/rubber... more
A chukkaboot 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
Plain toe leatherChukkaboot 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
A chukkaboot 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
A chukkaboot 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
A chukkaboot 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
Plain toe leatherChukkaboot 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
Kenetrek ChukkaBoots - Men's Brown 8 US Medium KE-0625-3 08.0MED. 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
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