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Men's Casual Boots

(44 products)
Products (44)
Sort: Best Match
    BlundstoneClassic Chelsea Boots
    $209.95 - $219.95
    86 reviews with an average rating of 4.5 out of 5 stars
    Upper:
    Premium leather
  • Sale Ends Sep 1
    DannerTramline Chelsea 917 GTX Boots - Men's
    $164.89
    Save 25%
    compared to  $219.95
    0 reviews
    Upper:
    Suede
    Features:
    Waterproof
    Can Be Resoled
  • Sale Ends Sep 1
    DannerForest Mid Boots - Men's
    $127.39
    Save 25%
    compared to  $169.95
    0 reviews
    Upper:
    Nubuck leather
  • Sale Ends Sep 1
    Xero ShoesDenver II Boots - Men's
    $127.49
    Save 25%
    compared to  $170.00
    0 reviews
    Upper:
    Full-grain leather
  • Sale Ends Sep 1
    DannerBull Run Moc Toe Boots - Men's
    $194.89
    Save 25%
    compared to  $259.95
    1296 reviews with an average rating of 4.4 out of 5 stars
    Upper:
    Full-grain leather
    Features:
    Can Be Resoled
    Top Rated
    BlundstoneOriginal Chelsea Boots
    $199.95
    15 reviews with an average rating of 4.9 out of 5 stars
    Upper:
    Leather
  • Sale Ends Sep 1
    Top Rated
    AstralHalestorm 2.0 Boots
    $119.99
    Save 25%
    compared to  $160.00
    19 reviews with an average rating of 5.0 out of 5 stars
    Upper:
    77% hemp/23% recycled polyester; polyurethane WeatherGuard
    Features:
    Vegan
  • Sale Ends Sep 1
    DannerLogger Moc 917 GTX Boots - Men's
    $194.89
    Save 25%
    compared to  $259.95
    3 reviews with an average rating of 3.7 out of 5 stars
    Upper:
    Nubuck leather
    Features:
    Waterproof
    Can Be Resoled
  • Sale Ends Sep 1
    Xero ShoesRidgeway Chelsea Boots - Men's
    $127.49
    Save 25%
    compared to  $170.00
    7 reviews with an average rating of 4.3 out of 5 stars
    Upper:
    Full-grain leather
    SanukWinter Puffy Chiller Mid SL x POW Boots
    $49.73
    Save 50%
    compared to  $100.00
    Members use code LABORDAY2025 for an extra 20% off at REI Outlet
    0 reviews
    Upper:
    70% recycled polyester/30% polyester
    Features:
    Vegan
    REI OUTLET
    Top Rated
    ForsakeMason High Boots - Men's
    $140.00
    9 reviews with an average rating of 4.7 out of 5 stars
    Upper:
    62.8% leather/37.2% textile
    Features:
    Waterproof
    Can Be Resoled
  • Sale Ends Sep 1
    DannerLogger Moc 917 GTX Boots - Men's
    $194.89
    Save 25%
    compared to  $259.95
    0 reviews
    Upper:
    Nubuck leather/suede
    Features:
    Waterproof
    Can Be Resoled
    Top Rated
    BlundstoneDress Chelsea Boots
    $209.95
    6 reviews with an average rating of 4.7 out of 5 stars
    Upper:
    Leather with elastic gore
    ForsakePhil Mid II Waterproof Boots - Men's
    $140.00
    2 reviews with an average rating of 4.0 out of 5 stars
    Upper:
    82% leather/18% textile
    Features:
    Waterproof
    MerrellMoab Adventure 3 Chelsea Waterproof Boots - Men's
    $160.00 - $170.00
    54 reviews with an average rating of 4.1 out of 5 stars
    Upper:
    Waterproof full-grain leather
    Features:
    Waterproof
    Xero ShoesDenver Boots - Men's
    $83.73
    Save 30%
    compared to  $119.99
    Members use code LABORDAY2025 for an extra 20% off at REI Outlet
    1 reviews with an average rating of 3.0 out of 5 stars
    Upper:
    Cotton canvas
    Features:
    Vegan
    REI OUTLET
    OluKaiPapaku 'Ili Chukka Boots - Men's
    $160.00
    5 reviews with an average rating of 3.8 out of 5 stars
    Upper:
    Nubuck leather
    Features:
    Waterproof
    Top Rated
    MerrellWrapt Mid Waterproof Boots - Men's
    $140.00
    204 reviews with an average rating of 4.5 out of 5 stars
    Upper:
    Pig suede leather
    Features:
    Waterproof
    OluKaiLae'ahi Mid Boots - Men's
    $150.00
    0 reviews
    Upper:
    Full-grain leather
    Features:
    Waterproof
    BlundstoneOriginal Lace Up Boots
    $234.95
    3 reviews with an average rating of 4.7 out of 5 stars
    Upper:
    Leather
    Top Rated
    The North FaceGlenclyffe Urban Boots
    $139.00
    9 reviews with an average rating of 5.0 out of 5 stars
    Upper:
    Water-resistant suede
  • Sale Ends Sep 1
    Top Rated
    AstralPisgah Waterproof Boots - Men's
    $131.19
    Save 25%
    compared to  $175.00
    41 reviews with an average rating of 4.6 out of 5 stars
    Upper:
    Recycled polyester
    Features:
    Waterproof
    Vegan
  • Sale Ends Sep 1
    DannerLogger Moc Toe 917 Boots - Men's
    $194.89
    Save 25%
    compared to  $259.95
    0 reviews
    Upper:
    Nubuck leather
    Features:
    Waterproof
    Can Be Resoled
    ForsakePhil Chelsea Boots - Men's
    $145.00
    15 reviews with an average rating of 4.0 out of 5 stars
    Upper:
    85% leather/15% textile
    Features:
    Waterproof
    Can Be Resoled
    Top Rated
    TimberlandRedwood Falls Chelsea Boots - Men's
    $130.00
    95 reviews with an average rating of 4.6 out of 5 stars
    Upper:
    Premium Timberland leather
    SorelCarson Chukka Waterproof Boots - Men's
    $79.83
    Save 50%
    compared to  $160.00
    26 reviews with an average rating of 4.0 out of 5 stars
    Upper:
    Leather/suede/canvas
    Features:
    Waterproof
    BirkenstockUppsala Mid Lace Up Boots - Men's
    $170.00
    2 reviews with an average rating of 5.0 out of 5 stars
    Upper:
    Suede
    New arrival
    VivobarefootGobi IV Boots - Men's
    $190.00
    0 reviews
    Upper:
    Wild Hide leather
    New arrival
    TimberlandRedwood Edge Chelsea Boots - Men's
    $140.00
    0 reviews
    Upper:
    Leather
    BlundstoneThermal All-Terrain Boots
    $274.95
    1 reviews with an average rating of 5.0 out of 5 stars
    Upper:
    Leather
    Features:
    Waterproof
1–30 of 44 products
Sort: Best Match

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