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A leather lining enhances the comfort of these stylish plain-toe Gore boots from Florsheim,... more details
Kenneth Cole completes your modern casual style with these sleek ankle-high chukka boots in... more details
Plush suede covers the upper of the Dustin boots from Alfani, reimagining the classic Chelsea... more details
$123.06 (10% off)
A classic chukka silhouette gets energized by I. n. c. International Concepts and the addition of... more details
Frye presents their interpretation of a classic Chukka silhouette in supple leather and featuring... more details
Alfani puts a new spin on a classic with the dual side-zip closures of these sleek leather... more details
Frye Men's Ben Cap-Toe leather boots add a modern look to your casualwear in premium leather. more details
Contrasting panels at the collar and tongue add a pop of stylish color to these casual lace-up... more details
$135.37 (10% off)
Sophisticated and stylish, these lace-up boots from Steve Madden feature a cap toe and pieced... more details
An ankle-high silhouette and simple lace-up styling make these Chukka-style boots in suede from... more details
The Alomar Chelsea boots from Stacy Adams feature a supple leather upper in a rich cognac hue to... more details
Ruggedly stylish and incredibly versatile, these cap-toe boots from Rockport are designed with a... more details
Perfect for work or play, these sturdy lace-up boots from Frye are styled in rich leather and... more details
A harness buckle adds super-cool style to the Briar boots from Alfani- an ankle-high classic in... more details
Soft suede and sturdy corduroy create the dynamic texture and style of these limited edition... more details
The Callan boots from Alfani complement your modern look with the futuristic flair of their... more details
$147.68 (10% off)
Special technology helps regulate your foot temperature inside these ankle-high leather boots... more details
Soft fleece lines the inside of these stylish leather ankle boots from Alfani, adding warmth and... more details
Introduce a sleek, modern note to your contemporary look with the ankle-high silhouette and... more details
A shoe that compliments any ensemble, these classic chukkas in leather from Rockport offer a... more details
Textured piecing and plush suede create the refined and modern look of the Passage chukka boots... more details
$120.33 (10% off)
Crushed velvet at the upper creates the rich look and feel of the Salem Chukkas from I. n. c.... more details
Styled with suede detailing and a chic side-zip closure, these comfortable Chelsea boots from Bar... more details
Textured leather piecing at the upper brings a dynamic finish to these ankle-high lace-up boots... more details
These casual boots by Eastland offer simple, streamlined comfort and style. more details
Textured felt creates a cool contrast to the smooth leather perfection of these Clarks men's... more details
The Colvins from Kenneth Cole offer the cool high-top silhouette of a sneaker with the smooth... more details
Take your casual look in a cool new direction with the Whitaker boots from Bar Iii, styled with... more details
A standout style, these ultra-cool Clarks men's camo Bushacre boots are a limited edition. more details
The Kooper boots from Alfani feature top-stitch detailing and a side-zip closure at the upper for... more details