Men's Boots and Chukkas

46 Item(s) Total
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    Hugh Cap Toe Lace Up Boot

    KENNETH COLE NEW YORK
    $195.00
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    Hugh Cap Toe Lace Up Boot

    KENNETH COLE NEW YORK
    $195.00
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    Klay Wingtip Oxford Boot

    REACTION KENNETH COLE
    $145.00
    NOW $99
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    Klay Wingtip Oxford Boot

    REACTION KENNETH COLE
    $145.00
    NOW $99
  • The Men's Combat Boot 84

    KENNETH COLE NEW YORK
    $295.00
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    Bainx Short Combat Boot with Suede Collar

    UNLISTED, A KENNETH COLE PRODUCTION
    $95.00
    NOW $59
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    Bainx Short Combat Boot with Suede Collar

    UNLISTED, A KENNETH COLE PRODUCTION
    $95.00
    NOW $59
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    Aaron Side Zip Waxed Leather Ankle Boot

    KENNETH COLE NEW YORK
    $175.00
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    Aaron Side Zip Waxed Leather Ankle Boot

    KENNETH COLE NEW YORK
    $175.00
  • Suede Ankle Boot

    KENNETH COLE NEW YORK
    $195.00
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    Abie Tonal Suede Chelsea Boot

    REACTION KENNETH COLE
    $110.00
    NOW $69
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    Abie Tonal Suede Chelsea Boot

    REACTION KENNETH COLE
    $110.00
    NOW $69
  • Action Packed Side Zip Suede Boot

    KENNETH COLE NEW YORK
    $195.00
  • Moto Strap Harness Boot

    UNLISTED, A KENNETH COLE PRODUCTION
    $95.00
    NOW $64
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    Roll Wool Collar Lace Up Boot

    UNLISTED, A KENNETH COLE PRODUCTION
    $95.00
    NOW $64
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    Roll Wool Collar Lace Up Boot

    UNLISTED, A KENNETH COLE PRODUCTION
    $95.00
    NOW $64
  • Nation Neoprene Sock Sneaker Boot

    UNLISTED, A KENNETH COLE PRODUCTION
    $95.00
    NOW $64
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    Blind Sided Wingtip Oxford Boot

    UNLISTED, A KENNETH COLE PRODUCTION
    $95.00
    NOW $59
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    Blind Sided Wingtip Oxford Boot

    UNLISTED, A KENNETH COLE PRODUCTION
    $95.00
    NOW $59
  • Half N Half Saffiano Chelsea Boot

    UNLISTED, A KENNETH COLE PRODUCTION
    $95.00
    NOW $59
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    Guy Leather Chelsea Boot

    REACTION KENNETH COLE
    $130.00
    NOW $84
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    Guy Leather Chelsea Boot

    REACTION KENNETH COLE
    $130.00
    NOW $84
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    Desert Sun Suede Chukka Boot

    REACTION KENNETH COLE
    $98.00
    NOW $59
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    Ap-Plause Chukka Boot

    REACTION KENNETH COLE
    $118.00
    NOW $64
Men’s boots for the modern uniform.

An excellent pair of a men’s boots is a powerful investment in the rest of your wardrobe. Boots can feel rugged or refined. Chelsea boots look smart and sleek paired with tailored and formal looks, but they’re a comfortable classic that ups the taste of your casual look with jeans. A short, laidback chukka in brown leather or black suede feels right at home with workwear and on relaxed nights. Your staple boot says a lot about you, so keep it versatile and pick up several styles. Elegant pull-on dress boots, lace-up combat and military boots, ankle boots, fashion boots. Wingtip dress boots with perforated details in genuine leather, or waterproof boots for a weather-resistant winter commute. Whatever you’re looking for, boots for men by Reaction and Kenneth Cole New York are designed to fit your life and enhance your style.

Looking for more formal options? Shop stylish and comfortable dress shoes for men here.