Men's Medium Toe Cowboy Boots

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  • 4.7
    (43 Reviews)
    Dan Post Men's Chocolate Back Cut Python Cowboy Boots - Medium Toe
    $399.99 Original Price -$160.01 Sale Savings $239.98 Final Price
    40% Total Savings

  • 4.4
    (107 Reviews)
    Justin Stampede Western Apache Cowboy Boot - Medium Toe
    $154.99 Original Price -$51.01 Sale Savings $103.98 Final Price
    33% Total Savings

  • 4.5
    (242 Reviews)
    Dan Post Men's Mignon Leather Cowboy Boots - Medium Toe
    $189.99 Original Price -$20.04 Sale Savings $169.95 Final Price
    11% Total Savings

  • 4.4
    (937 Reviews)
    Old West Smooth Leather Cowboy Boots - Medium Toe
    $79.99 Original Price -$29.81 Sale Savings $50.18 Final Price
    37% Total Savings

  • 4.5
    (88 Reviews)
    Justin Men's Bay Apache Leather Cowboy Boots - Medium Toe
    $209.99 Original Price -$10.04 Sale Savings $199.95 Final Price

  • 4.5
    (70 Reviews)
    Tony Lama Stallion Leather Americana Cowboy Boots - Medium Toe
    $199.95 Original Price

  • 4.6
    (11 Reviews)
    Dan Post Men's Brass Ostrich Leg Cowboy Boots - Medium Toe
    $311.97 Original Price -$71.99 Sale Savings $239.98 Final Price
    23% Total Savings

  • 4.4
    (28 Reviews)
    Lucchese Handmade 1883 Caiman Belly Cowboy Boots - Medium Toe
    $759.99 Original Price -$4.99 Sale Savings $755.00 Final Price

  • 4.5
    (14 Reviews)
    Lucchese Handmade 1883 Black Crocodile Belly Cowboy Boots - Medium Toe
    $799.99 Original Price -$44.99 Sale Savings $755.00 Final Price

  • 4.6
    (7 Reviews)
    Tony Lama Men's Nacogdoches Black Teju Lizard Cowboy Boots - Medium Toe
    $339.99 Original Price -$30.04 Sale Savings $309.95 Final Price

  • 4.4
    (59 Reviews)
    Justin Men's London Calfskin Cowboy Boots - Medium Toe
    $194.99 Original Price -$15.04 Sale Savings $179.95 Final Price

  • 4.4
    (116 Reviews)
    Lucchese Handmade Lonestar Calf Cowboy Boots - Medium Toe
    $349.99 Original Price -$4.99 Sale Savings $345.00 Final Price

  • 4.8
    (20 Reviews)
    Tony Lama Men's 3R Cowboy Boots - Medium Toe
    $189.99 Original Price -$15.04 Sale Savings $174.95 Final Price

  • 4.6
    (82 Reviews)
    Dan Post Men's Raleigh Lizard Western Boots - Medium Toe
    $319.99 Original Price -$20.04 Sale Savings $299.95 Final Price

  • 4.7
    (130 Reviews)
    Ariat Heritage Cowboy Boots - Medium Toe
    $184.95 Original Price -$15.00 Sale Savings $169.95 Final Price

  • 4.6
    (28 Reviews)
    Tony Lama Smooth Ostrich Western Boots - Medium Toe
    $339.99 Original Price -$90.04 Sale Savings $249.95 Final Price
    26% Total Savings

  • 4.6
    (43 Reviews)
    Tony Lama Men's Bay Apache Americana Cowboy Boots - Medium Toe
    $199.95 Original Price

  • 4.7
    (44 Reviews)
    Justin Marbled Deerlite Cowboy Boots - Medium Toe
    $239.99 Original Price -$40.04 Sale Savings $199.95 Final Price
    17% Total Savings

  • 4.5
    (6 Reviews)
    Smoky Mountain Men's Black Denver Cowboy Boots - Medium Toe
    $113.99 Original Price -$32.99 Sale Savings $81.00 Final Price
    29% Total Savings

  • 4.8
    (5 Reviews)
    Smoky Mountain Men's Brown Denver Cowboy Boots - Medium Toe
    $113.99 Original Price -$32.99 Sale Savings $81.00 Final Price
    29% Total Savings

  • 4.7
    (30 Reviews)
    Tony Lama Full Quill Ostrich Western Boots - Medium Toe
    $599.99 Original Price -$220.04 Sale Savings $379.95 Final Price
    37% Total Savings

  • 4.4
    (29 Reviews)
    Tony Lama Men's Smooth Ostrich Cowboy Boots - Medium Toe
    $455.99 Original Price -$206.04 Sale Savings $249.95 Final Price
    45% Total Savings

  • 5.0
    (6 Reviews)
    Laredo Key West Python Cowboy Boots - Medium Toe
    $299.99 Original Price -$30.04 Sale Savings $269.95 Final Price
    10% Total Savings

  • 4.1
    (28 Reviews)
    Lucchese Men's Rusty Western Boots - Medium Toe
    $295.00 Original Price

  • Boulet 4-Piece Smooth Ostrich Boots - Medium Toe
    $355.99 Original Price -$85.89 Sale Savings $270.10 Final Price
    24% Total Savings

  • 4.7
    (41 Reviews)
    Laredo Men's Drew Suede Leather Cowboy Boots - Medium Toe
    $124.99 Original Price -$15.04 Sale Savings $109.95 Final Price
    12% Total Savings

  • 4.3
    (11 Reviews)
    Laredo Men's Nashville Cowboy Boots - Medium Toe
    $144.99 Original Price -$20.04 Sale Savings $124.95 Final Price
    14% Total Savings

  • Ferrini Alligator Belly Exotic Cowboy Boots - Medium Toe
    $1,489.99 Original Price

  • 4.4
    (5 Reviews)
    Dan Post Men's Sand Sea Bass Cowboy Boots - Medium Toe
    $344.99 Original Price -$149.01 Sale Savings $195.98 Final Price
    43% Total Savings

  • 4.4
    (10 Reviews)
    Tony Lama Americana Conquistador Shoulder Cowboy Boots - Medium Toe
    $209.95 Original Price

  • 5.0
    (2 Reviews)
    Smoky Mountain Men's Denver Cherry Western Boots - Medium Toe
    $96.00 Original Price -$15.00 Sale Savings $81.00 Final Price
    16% Total Savings

  • 5.0
    (2 Reviews)
    Laredo Men's Harness Strap Western Boots - Medium Toe
    $149.99 Original Price -$16.04 Sale Savings $133.95 Final Price
    11% Total Savings

  • 4.7
    (165 Reviews)
    Ariat Heritage Deertan Cowboy Boots - Medium Toe
    $184.95 Original Price -$15.00 Sale Savings $169.95 Final Price

  • 4.5
    (16 Reviews)
    Dan Post Men's Natural Belly Cut Python Cowboy Boots - Medium Toe
    $309.99 Original Price -$70.01 Sale Savings $239.98 Final Price
    23% Total Savings

  • 4.6
    (43 Reviews)
    Ariat Sedona Arena Cowboy Boots - Medium Toe
    $179.99 Original Price -$20.04 Sale Savings $159.95 Final Price
    11% Total Savings

  • 4.2
    (14 Reviews)
    Abilene Men's Bison Leather Cowboy Boots - Medium Toe
    $189.99 Original Price -$31.38 Sale Savings $158.61 Final Price
    17% Total Savings

  • 4.2
    (9 Reviews)
    Smoky Mountain Men's Distressed Denver Cowboy Boots - Medium Toe
    $113.99 Original Price -$32.99 Sale Savings $81.00 Final Price
    29% Total Savings

  • 3.9
    (14 Reviews)
    Tony Lama Men's Nacogdoches Brandy Teju Lizard Cowboy Boots - Medium Toe
    $339.99 Original Price -$100.01 Sale Savings $239.98 Final Price
    29% Total Savings

  • 4.5
    (8 Reviews)
    Abilene Men's Pull-On Western Boots - Medium Toe
    $189.99 Original Price -$33.92 Sale Savings $156.07 Final Price
    18% Total Savings

  • 4.5
    (111 Reviews)
    Old West Elephant Print Cowboy Boots - Medium Toe
    $79.99 Original Price -$29.99 Sale Savings $50.00 Final Price
    37% Total Savings

  • 5.0
    (5 Reviews)
    Laredo Men's Birchwood Cowboy Boots - Medium Toe
    $124.99 Original Price -$15.04 Sale Savings $109.95 Final Price
    12% Total Savings

  • 4.4
    (140 Reviews)
    Old West Roughout Suede Cowboy Boots - Medium Toe
    $79.99 Original Price -$29.99 Sale Savings $50.00 Final Price
    37% Total Savings

  • 4.9
    (8 Reviews)
    Dan Post Men's Cognac Pugh Ostrich Leather Boots - Medium Toe
    $229.99 Original Price -$30.04 Sale Savings $199.95 Final Price
    13% Total Savings

  • 4.4
    (7 Reviews)
    Dan Post Men's Pershing Brass Full Quill Ostrich Cowboy Boots - Medium Toe
    $399.99 Original Price -$10.04 Sale Savings $389.95 Final Price

  • 4.0
    (14 Reviews)
    Lucchese Handmade 1883 Tan Mad Dog Goatskin Cowboy Boots - Medium Toe
    $379.99 Original Price -$24.99 Sale Savings $355.00 Final Price

  • 4.2
    (21 Reviews)
    Tony Lama Men's Vintage Full Quill Ostrich Boots - Medium Toe
    $429.99 Original Price -$79.61 Sale Savings $350.38 Final Price
    19% Total Savings

  • 3.8
    (4 Reviews)
    Sage by Abilene Oiled Cowhide Olive Brown Boots - Medium Toe
    $169.99 Original Price -$35.05 Sale Savings $134.94 Final Price
    21% Total Savings

  • 4.5
    (147 Reviews)
    Old West Western Boots in Distressed Leather - Medium Toe
    $79.99 Original Price -$22.23 Sale Savings $57.76 Final Price
    28% Total Savings

Classic Cowboy Boots: Medium Toe

If you are looking for the classic cowboy boot then you have come to the right place. Our medium toe cowboy boots provide the genuine cowboy boot look - rounded and tapered at the top to provide the perfect combination of comfort, quality, and pure cowboy ruggedness. These cowboy boots are a force to be reckoned with - both on the trail and on the street. With top name brands such as Tony Lama Cowboy Boots, Boulet, Dan Post, and Justin, as well as smooth leather, distressed leather, caiman, and exotic print, you can wear these cowboy boots anywhere - as long as you are okay with receiving compliments. Want a more rounded look? Try out our great selection of round toe cowboy boots. No matter what boot you prefer, you'll find all of our men's boots on sale at the best prices and shipping free, so shop today!