Men's Boots and Chukkas

19 Item(s) Total
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    Desert Sun Leather Chukka Boot

    REACTION KENNETH COLE
    $95.00
    40% OFF WITH CODE FRIENDS
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    Desert Sun Suede Chukka Boot

    REACTION KENNETH COLE
    $98.00
    40% OFF WITH CODE FRIENDS
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    Desert Sun Suede Chukka Boot

    REACTION KENNETH COLE
    $98.00
    40% OFF WITH CODE FRIENDS
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    Ap-Plause Chukka Boot

    REACTION KENNETH COLE
    $118.00
    40% OFF WITH CODE FRIENDS
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    Ap-Plause Chukka Boot

    REACTION KENNETH COLE
    $118.00
    40% OFF WITH CODE FRIENDS
  • + More Colors

    Ap-Plause Chukka Boot

    REACTION KENNETH COLE
    $118.00
    40% OFF WITH CODE FRIENDS
  • + More Colors

    Desert Sun Leather Chukka Boot

    REACTION KENNETH COLE
    $95.00
    40% OFF WITH CODE FRIENDS
  • + More Colors

    Desert Sun Suede Chukka Boot

    REACTION KENNETH COLE
    $98.00
    40% OFF WITH CODE FRIENDS
  • Desert Sun Nubuck Chukka Boot

    REACTION KENNETH COLE
    $98.00
    40% OFF WITH CODE FRIENDS
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    Desert Sun Suede Chukka Boot

    REACTION KENNETH COLE
    $98.00
    40% OFF WITH CODE FRIENDS
  • Witten Casual Chukka Boot

    KENNETH COLE NEW YORK
    $175.00
    40% OFF WITH CODE FRIENDS
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    Stand Sport Chukka Sneaker

    UNLISTED, A KENNETH COLE PRODUCTION
    $80.00
    40% OFF WITH CODE FRIENDS
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    Stand Sport Chukka Sneaker

    UNLISTED, A KENNETH COLE PRODUCTION
    $80.00
    40% OFF WITH CODE FRIENDS
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    Tonal Leather Chukka Boot

    KENNETH COLE NEW YORK
    $175.00
    40% OFF WITH CODE FRIENDS
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    Tonal Leather Chukka Boot

    KENNETH COLE NEW YORK
    $175.00
    40% OFF WITH CODE FRIENDS
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    Desert Sun Chukka Perforated Suede Boot

    REACTION KENNETH COLE
    $98.00 $57.99
    40% OFF WITH CODE FRIENDS
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    Desert Sun Chukka Perforated Suede Boot

    REACTION KENNETH COLE
    $98.00 $57.99
    40% OFF WITH CODE FRIENDS
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    Drop Ur Anchor Chukka Boot

    UNLISTED, A KENNETH COLE PRODUCTION
    $80.00 $39.99
    40% OFF WITH CODE FRIENDS
  • + More Colors

    Drop Ur Anchor Chukka Boot

    UNLISTED, A KENNETH COLE PRODUCTION
    $80.00 $39.99
    40% OFF WITH CODE FRIENDS
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.