Men’s Shopping
Showing 1–20 of 14545 results
Cole Haan Men’s Grand Troy Chukka Boots Men’s Shoes
The Cole Haan Grand Troy chukka boots are cushioned for the ultimate in comfort, flexibility and lightness of weight ...
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$200.00 $79.99
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Cole Haan Men’s Morris Chukka Boots Men’s Shoes
A classic look for contemporary style, these smooth chukkas from Cole Haan feature a molded footbed for comfort and flexibility ...
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$220.00 $110.00
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Tommy Hilfiger Ulan Chukka Boots Men’s Shoes
Tailored with a subtle chukka feel and modern lines, the Ulan boots by Tommy Hilfiger dress up or down with casual-cool flair ...
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$90.00 $53.99
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Timberland Men’s Richdale Leather Chukka Boots, Created for Macy’s Men’s Shoes
Burnished leather creates the smooth look of these rich chukka boots from Timberland, designed to complement your cool-casual style while maintaining superior comfort ...
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$145.00
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Florsheim Men’s Upgrade Chukka Boots Men’s Shoes
Designed for comfort, styled for smart fashion, Florsheim's Upgrade Chukka Boots with their blend of leather and suede uppers can instantly elevate your dress or casual look in a subtly ...
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$125.00 $92.99
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Timberland Men’s Mt. Maddsen Chukka Boots Men’s Shoes
Made from premium leather and featuring a waterproof finish, the Mt. Maddsen chukka boots also feature anti-fatigue technology for all-day comfort ...
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$120.00
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Thomas & Vine Men’s Phoenix Chukka Boot Men’s Shoes
The Phoenix chukka boot by Thomas and Vine will suit all your needs. This genuine suede boot features a leather heel accent along with a crepe rubber outsole. Quality upscale ...
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$120.00 $89.99
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Nunn Bush Men’s Cam Chukka Boots Men’s Shoes
In smooth leather, accented with contrast stitching and sporting a lightweight, cushioned design, the Cam Chukka Boots by Nunn Bush offer a subtly rugged look and soft comfort for the ...
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$95.00 $70.99
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Nunn Bush Men’s Pasadena Cap-Toe Chukka Boots Men’s Shoes
An upgrade in both dress casual style and comfort. The Pasadena Chukka Boots by Nunn Bush sport contrast stitching and a textural quarter for a more modern, fashionably cool vibe ...
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$95.00 $70.99
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Nunn Bush Men’s Ridgetop Chukka Boots Men’s Shoes
Nunn Bush combines superior comfort and smart style on its Ridgetop Chukka boots. Designed with a gel heel pod, their cushioned feel will keep you going while contrast stitching and ...
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$95.00 $70.99
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