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Stylish stitching at the seams adds sophistication to the classic look of the Jason boots from... more details
$123.06 (10% off)
Introduce a sleek, modern note to your contemporary look with the ankle-high silhouette and... more details
$147.68 (10% off)
Textured leather piecing at the upper brings a dynamic finish to these ankle-high lace-up boots... more details
Dip-dye styling at the upper takes these smooth leather Chelsea boots from Frye to the next level... more details
Perfect for work or play, these sturdy lace-up boots from Frye are styled in rich leather and... more details
The Callan boots from Alfani complement your modern look with the futuristic flair of their... more details
Frye Men's Ben Cap-Toe leather boots add a modern look to your casualwear in premium leather. more details
Take your casual look in a cool new direction with the Whitaker boots from Bar Iii, styled with... more details
$135.37 (10% off)
Ruggedly stylish and incredibly versatile, these cap-toe boots from Rockport are designed with a... more details
Kenneth Cole completes your modern casual style with these sleek ankle-high chukka boots in... more details
Special technology helps regulate your foot temperature inside these ankle-high leather boots... more details
Styled with suede detailing and a chic side-zip closure, these comfortable Chelsea boots from Bar... more details
Alfani upgrades a Chukka silhouette with wool and suede piecing at the upper for an instant... more details
I. n. c. International Concepts introduces an industrial edge to your casual look with the Ivan... more details
Crushed velvet at the upper creates the rich look and feel of the Salem Chukkas from I. n. c.... more details
A leather lining enhances the comfort of these stylish plain-toe Gore boots from Florsheim,... more details
Frye presents their interpretation of a classic Chukka silhouette in supple leather and featuring... more details
Stride on the finer edge of casual in these leather and suede chukka boots from Stacy Adams. more details
A harness buckle adds super-cool style to the Briar boots from Alfani- an ankle-high classic in... more details
A shoe that compliments any ensemble, these classic chukkas in leather from Rockport offer a... more details
A classic chukka silhouette gets energized by I. n. c. International Concepts and the addition of... more details
Textured piecing and plush suede create the refined and modern look of the Passage chukka boots... more details
$120.33 (10% off)
The Joffrey plain-toe Chelsea boots from Stacy Adams feature an oily waxed leather upper with a... more details
A zip closure at the sides add to the comfort and convenience of these super-cool camo-print... more details
Textured felt creates a cool contrast to the smooth leather perfection of these Clarks men's... more details
These casual boots by Eastland offer simple, streamlined comfort and style. more details
Dress up these Clarks men's limited edition tweed Bushcare boots with a classic sport coat and... more details
Soft suede and sturdy corduroy create the dynamic texture and style of these limited edition... more details
The Alomar Chelsea boots from Stacy Adams feature a supple leather upper in a rich cognac hue to... more details
An ankle-high silhouette and simple lace-up styling make these Chukka-style boots in suede from... more details