Our urban adventures start with the Robert Wayne Roma chukka-style oxford. This men’s lace-up shoe features a leather upper for a polished look, while the lightly cushioned footbed and smooth synthetic lining offer enduring comfort.

Brand: Donald J. Pliner. Style Name: Zaira-11. Department: Men. Materials: Buffalo leather upper, Rubber tractor sole. Padded footbed. Accented side buckle with strap. Back zipper. Shaft measures approximately 6″ from arch. Heel measures approximately 1.25″. Boot opening measures approximately 11″ around. Made in China.

This Chukka-inspired all-weather boot has a waterproof suede upper that’s burnished for vintage style.

Lace up front closure with blind eyelets. Perforated details at seams. Plain toe chukka boot silhouette. Leather lining and insole. Durable synthetic outsole. Imported.

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 everything. Originally, Cole Haan was a men’s footwear label that captured the essence of the 20s spirit with beautifully-designed and well-made shoes for the dapper gentleman. Today, Cole Haan brings that heritage to all of its products, including men’s and women’s dress and casual footwear, belts, hosiery, handbags, small leather goods, outerwear and sunglasses.

Cement Construction provides lightweight durability. Premium leather uppers. Textile-lined uppers. Textile-covered, cushioned footbed. Full rubber outsole.

Take your style to new heights with the SKECHERS Relaxed Fit: Hodan Rowman shoe. Smooth leather and synthetic upper in a lace up casual comfort ankle boot with stitching and overlay accents. Memory Foam insole.

Ariat’s Four Layer Rebound (4LR) Technology offers Ariat quality comfort at an exceptional valuefort technology is what we love about men’s Ariat boots and shoes A 4LR footbed, featuring EVA cushioning, is combined with a moisture wicking sock liner and a metatarsal support pad to maintain all-day comfort and support. Integrated, non-removable insole. These Ariat Lookout casual shoes feature genuine leather and suede uppers. Easy lace-up styling. 4″ shaft and wedge heel. Imported.

A bright outsole gives a glimpse of color with every step of this modern chukka sneaker-boot.

This Clarks Bushacre Rand men’s lace-up boot has the right amount of relaxed style without leaning too casual. Styled after the iconic Clarks desert boot, the suede with leather welt stitching provide sturdiness, while the rubber outsole and Eva footbed give optimum rest to your feet. This exceptional chukka style Clarks Bushacre Rand men’s lace up boot is the best choice for maintaining a classic yet modern style.

MEN WALLACE ANKLE BOOTS DESERT MARTIN SUEDE LINED LEATHER CHUKKA BOOTS

Spring time vibes are all good with the Lex II boot from Levi’s!

Ideal to be paired with your any formal or casual lineup, These Brook Park Chukka boots by Timberland are unmatched in quality and comfort.

Rich, smooth leather dresses up or down in this chukka offering from Steve Madden.

Widely spaced stitches around the outsole pop in this classic chukka from Steve Madden.