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    Mens Dress Ankle Boots

    1-36 of 56 results
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    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot
    New!
    Sale
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot -Black Industrial Grizzly
    Sale
    Dr. Martens Heritage Ironbridge Steel Toe 8 Tie Boot -Teak Industrial Trailblazer
    Sale
    $134.98
    $145.00 7% off
    Rockport Essential Details Waterproof Chukka Boot (Men's)
    New!
    Sale
    Rockport Essential Details Waterproof Chukka Boot(Men's) -Black Full Grain Leather
    Sale
    Rockport Essential Details Waterproof Chukka Boot(Men's) -Dark Brown Full Grain Leather
    Sale
    $91.95 - $99.95
    $110.00 up to 16% off
    Clarks Devington Hi Lace Up Ankle Boot (Men's)
    New!
    Sale
    Clarks Devington Hi Lace Up Ankle Boot(Men's) -Black Smooth Buffalo Leather
    Sale
    Clarks Devington Hi Lace Up Ankle Boot(Men's) -Tobacco Buffalo Leather
    Sale
    $79.99
    $115.00 30% off
    ECCO Turn GORE-TEX Boot (Men's)
    New!
    Sale
    ECCO Turn GORE-TEX Boot(Men's) -Black Lexi Leather
    Sale
    ECCO Turn GORE-TEX Boot(Men's) -Coffee Lexi Leather
    $172.95 - $229.95
    $230.00 up to 25% off
    Dr. Martens Holkham Steel Toe 5 Tie Hiker
    New!
    Sale
    Dr. Martens Holkham Steel Toe 5 Tie Hiker -Black Industrial Greasy
    Sale
    Dr. Martens Holkham Steel Toe 5 Tie Hiker -Gaucho Volcano
    Sale
    $129.98
    $140.00 7% off
    Nunn Bush Hawley Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Hawley Chukka Boot(Men's) -Black Leather
    Sale
    Nunn Bush Hawley Chukka Boot(Men's) -Brown Leather
    Sale
    $72.00
    $90.00 20% off
    Clarks Truxton Top Chukka Boot (Men's)
    New!
    Sale
    Clarks Truxton Top Chukka Boot(Men's) -Black Waterproof Cow Full Grain Leather
    Sale
    $105.95
    $115.00 8% off
    Nunn Bush Robinson Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Robinson Chukka Boot(Men's) -Black Leather
    Sale
    Nunn Bush Robinson Chukka Boot(Men's) -Chestnut Leather
    Sale
    $72.00
    $90.00 20% off
    Dr. Martens Burnham Steel Toe 6 Tie Boot
    New!
    Sale
    Dr. Martens Burnham Steel Toe 6 Tie Boot -Black Industrial Greasy
    Sale
    Dr. Martens Burnham Steel Toe 6 Tie Boot -Gaucho Volcano Leather
    Sale
    $129.98
    $140.00 7% off
    Dockers Westwood Twin Gore Boot (Men's)
    New!
    Sale
    Dockers Westwood Twin Gore Boot(Men's) -Black Burnished Full Grain Leather
    Sale
    Dockers Westwood Twin Gore Boot(Men's) -Chocolate Polished Full Grain Leather
    Sale
    $79.99
    $100.00 20% off
    Rockport Dressports Business Chukka Boot (Men's)
    New!
    Sale
    Rockport Dressports Business Chukka Boot(Men's) -Black Leather
    Sale
    $108.95
    $135.00 19% off
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    Mark Nason Skechers Briggs Boot (Men's)
    Description:
    Mix your media in superlative style with the Mark Nason Briggs Boot. Smooth oiled leather and woven canvas fabric upper in a lace up ankle height dress casual plain toe boot with stitching and overlay detail. Memory Foam insole. FeaturesSmooth ...
    This boot features a full grain leather upper with Wolverine Performance leather, a waterproof GORE-TEX® membrane , a removable full ...
    Wolverine DuraShocks GORE-TEX Composite Toe 6
    Description:
    This boot features a full grain leather upper with Wolverine Performance leather, a waterproof GORE-TEX® membrane , a removable full cushion, dual density polymer footbed, a rubber midsole, a nylon shank, an airport friendly composite toe, and a slip resistant ...
    Combinations of canvas and supple leather combine to create the Reginald Boot, featuring antiqued hardware and a simple plain toe ...
    Crevo Reginald Boot (Men's)
    Description:
    Combinations of canvas and supple leather combine to create the Reginald Boot, featuring antiqued hardware and a simple plain toe silhouette. The memory foam sock and flexible, non-slip rubber outsole adds all day comfort and stability that's perfect for any ...