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Men’s Leather Chukka Boots

Men’s leather chukka boots are essential for any man who values comfort, quality and convenience. Worn dressed up or dressed down, these versatile shoes are perfect for any occasion. Shop our collection of men’s leather desert boots and chukka boots to find the perfect pair for you.

  • T.B. Phelps Acadia Chestnut North American Deerskin Men’s Boot

    T.B. Phelps Acadia Chestnut North American Deerskin Men’s Boot

    $280.00
  • Bacco Bucci Alesia Brown European Calfskin Men’s Hi-Top Boot Bacco Bucci Alesia Brown European Calfskin Men’s Hi-Top Boot

    Bacco Bucci Alesia Brown European Calfskin Men’s Hi-Top Boot

    $285.00
    $169.95
  • Mezlan Andria Tan English Suede Men’s Hi Top Plain Toe Blucher Boot Mezlan Andria Tan English Suede Men’s Hi Top Plain Toe Blucher Boot

    Mezlan Andria Tan English Suede Men’s Hi Top Plain Toe Blucher Boot

    $350.00
    $198.95
  • Florsheim Heeled Plain Toe Chukka Cognac Boot Florsheim Heeled Plain Toe Chukka Cognac Boot

    Florsheim Heeled Plain Toe Chukka Cognac Boot

    $124.95
  • Florsheim Heeled Plain Toe Chukka Black Boot Florsheim Heeled Plain Toe Chukka Black Boot

    Florsheim Heeled Plain Toe Chukka Black Boot

    $124.95
  • Florsheim Fuel Plain Toe Chukka Cognac Boot

    Florsheim Fuel Plain Toe Chukka Cognac Boot

    $124.95
  • Florsheim Fuel Black Plain Toe Chukka Boot Florsheim Fuel Black Plain Toe Chukka Boot

    Florsheim Fuel Black Plain Toe Chukka Boot

    $124.95
  • Florsheim Edge Charcoal Nubuck Chukka Boots Florsheim Edge Charcoal Nubuck Chukka Boots

    Florsheim Edge Charcoal Nubuck Chukka Boots

    $109.95
  • Florsheim Edge Black Nubuck Chukka Boots Florsheim Edge Black Nubuck Chukka Boots

    Florsheim Edge Black Nubuck Chukka Boots

    $109.95
  • Alan Payne Alex Brown Genuine Suede Boots Alan Payne Alex Brown Genuine Suede Boots

    Alan Payne Alex Brown Genuine Suede Boots

    $235.00
    $178.00