Men's Ecco, Harold dressy Chukka Boots This upscale boot will work perfect for casual wear or completing a distinguished look Leather upper Lace up closure for a secure fit Fabric and leather lining Removable leather topped footbed for added comfort 1 1/4 inch heel Rubber outsole. Heel Height of 1.25 inches
$89.11
$169.95
Oiled suede Seavees chukka boots. The traditional 3-eye design is a relaxed boot that's not too casual. Leather upper on an EVA sole.
$149.99
$178.00
Premium uppers from an LWG Silver-rated tannery provide eco-friendly comfort and durability. Features 100% recycled PET laces. A 100% recycled PET mesh lining and footbed cover made from recycled plastic bottles is comfortable, breathable and environmentally conscious. Exclusive anti-fatigue comfort technology ...
$99.95
$119.95
Add style to your casual attire with the men's Eastland Oneida 1955 casual shoe. Set in handcrafted leather upper, this shoe has moccasin toe construction and natural raw hide lacing system for a snug fit. With its pig skin lined, padded Ortholite insole, it offers excellent moisture management and odor control. ...
$149.95
$155.00
Teva was born in the grand canyon back in 1984, when a river guide rigged two velcro watchbands to an old pari of flip flops and created a shoe that wouldn't float away. Three decades later, we've grown up into an icon of comfort and utilitarian style
$129.95
$130.00
Brand: Donald J. Pliner. Style Name: Bishop-23. Department: Men. Materials: Sport suede upper, Rubber sole. Padded footbed. Two eyelet lace up closure. Elongated closed square toe. Made in Italy.
$239.95
$240.00
Protect yourself from the harsh outdoor elements and look good doing it in the Timberland Brook Park Insulated Waterproof Chukka. Premium leather stands up to the elements while the waterproof construction and PrimaLoft� insulation keep you warm and dry.
$66.97
$66.97
A double-stitched seam through the toe subtly modifies this chukka boot from John Varvatos.
$198.00
$198.00
Add some versatility and comfort to your look with the SKECHERS Relaxed Fit Expected - Cason shoe.
$29.80
$29.80
Highlight any Marco's style with this vintage inspired Chukka boot. A true gentlemen's boot, the Stanton chukka features a heavy waxy upper with leather trim, waxy laces with an extra second color lace and a durable outsole.
$49.47
$128.00
With nearly 80 years in the business and hundreds of points of distribution in the U.S., Cole Haan is one of America's premier luxury brands. Founded in 1928 as a collaboration between Trafton Cole and Eddie Haan, Cole Haan epitomized artisan quality and impeccable craftsmanship during a time when style was ...
$219.95
$228.00
These Earthkeepers Chukka boots from Timberland have a full grain leather upper, padded collar, anti-fatigue footbed for extra comfort and support. Lace up fastening with Timberland branding to the tongue and side.
$122.43
$122.43
Crafted as part of the Eastland-1955 Edition collection, these boots bring a classic silhouette to the streets. Full leather upper with a moc toe and leather laces. Welted to a Vibram lug sole.
$93.95
$225.00
Chukka boot
$61.99
$61.99
Red Wing The Postman Chukka Boot in Black Chaparral. Red Wing Shoes run slightly larger than usual. We recommend ordering a half size smaller (ex. if you wear a size 10, you should get a size 9.5). Smooth leather boot with tonal stitching; tonal laces through metal eyelets; leather lining; leather welt; rubber sole. ...
$259.45
$259.95
Lace up front closure with metal eyelets. Stitched moc toe. Man-made lining and insole. Lightweight man-made outsole. Imported.
$49.99
$89.95
Lace up closure with blind eyelets. Leather lining. Cushioned leather insole. Stacked heel. Durable rubber outsole. Imported.
$97.99
$140.00
chukka boot
$23.33
$23.33
The handcrafted simplicity makes this an iconic look.
$139.95
$140.00
Lace up the Dunham Addison Mid Cut Boot and you're ready to go. This men's outdoor boot features a waterproof leather upper with a Tectonic Tongue� for increased range of motion. The Rollbar� promotes stability, while the premium insert absorbs shock. A rubber sole with multi-directional Tru-Trak� treads offers the ...
$139.95
$140.00