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    Leather Chukka Boots

    1-36 of 168 results
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    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    Clarks Wallabee Boot (Men's)
    New!
    Sale
    Clarks Wallabee Boot(Men's)-Dark Green Suede
    Sale
    Clarks Wallabee Boot(Men's)-Beeswax/Beeswax Leather
    Clarks Wallabee Boot(Men's)-Black/Black Leather
    Clarks Wallabee Boot(Men's)-Black/Black Suede
    Clarks Wallabee Boot(Men's)-Dark Brown Suede
    Clarks Wallabee Boot(Men's)-Maple Suede
    Clarks Wallabee Boot(Men's)-Rust Vintage Suede
    $104.99 - $144.95
    $140.00 - $150.00 up to 25% off
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    New!
    Sale
    Clarks Desert Boot(Men's)-Beeswax
    Clarks Desert Boot(Men's)-Black Smooth
    Clarks Desert Boot(Men's)-Brown
    Clarks Desert Boot(Men's)-Green Leather
    Clarks Desert Boot(Men's)-New Black Suede
    Clarks Desert Boot(Men's)-Oakwood Suede
    Clarks Desert Boot(Men's)-Off White Interest Suede
    Clarks Desert Boot(Men's)-Taupe Distressed Suede
    $129.95 - $159.95
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    Johnston & Murphy Copeland Chukka Boot (Men's)
    New!
    Sale
    Johnston & Murphy Copeland Chukka Boot(Men's)-Black Tumbled Full Grain Leather
    Johnston & Murphy Copeland Chukka Boot(Men's)-Camel Suede
    Johnston & Murphy Copeland Chukka Boot(Men's)-Dark Gray Suede
    Johnston & Murphy Copeland Chukka Boot(Men's)-Navy Suede
    Johnston & Murphy Copeland Chukka Boot(Men's)-Red Brown Oiled Full Grain Leather
    Johnston & Murphy Copeland Chukka Boot(Men's)-Tan Oiled Full Grain
    Johnston & Murphy Copeland Chukka Boot(Men's)-Taupe Water-Resistant Suede
    $149.95 - $154.95
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    New!
    Sale
    Clarks Bushacre 2 Boot(Men's)-Beeswax Leather
    Clarks Bushacre 2 Boot(Men's)-Black Suede
    Clarks Bushacre 2 Boot(Men's)-Brown Suede
    Clarks Bushacre 2 Boot(Men's)-Dark Brown Leather
    Clarks Bushacre 2 Boot(Men's)-Grey Leather
    Clarks Bushacre 2 Boot(Men's)-Sand Suede
    $84.95 - $89.95
    Clarks Desert Boot (Women's)
    Clarks Desert Boot (Women's)
    Clarks Desert Boot (Women's)
    Clarks Desert Boot (Women's)
    Clarks Desert Boot (Women's)
    New!
    Sale
    Clarks Desert Boot(Women's)-Beeswax Leather
    Clarks Desert Boot(Women's)-Black Suede
    Clarks Desert Boot(Women's)-Oakwood Suede
    Clarks Desert Boot(Women's)-Taupe Distressed
    $119.95
    Clarks Stratton Limit Boot (Men's)
    Clarks Stratton Limit Boot (Men's)
    Clarks Stratton Limit Boot (Men's)
    New!
    Sale
    Clarks Stratton Limit Boot(Men's)-Black Leather
    Sale
    Clarks Stratton Limit Boot(Men's)-Brown Leather
    Sale
    $119.95
    $135.00 11% off
    Timberland Premium Chukka (Men's)
    Timberland Premium Chukka (Men's)
    New!
    Sale
    Timberland Premium Chukka(Men's)-Wheat Nubuck
    Sale
    $134.95
    $145.00 7% off
    Rockport Charson Lace Up Ankle Boot (Men's)
    Rockport Charson Lace Up Ankle Boot (Men's)
    Rockport Charson Lace Up Ankle Boot (Men's)
    Rockport Charson Lace Up Ankle Boot (Men's)
    New!
    Sale
    Rockport Charson Lace Up Ankle Boot(Men's) -Black Leather
    Sale
    Rockport Charson Lace Up Ankle Boot(Men's) -Chocolate Leather
    Sale
    Rockport Charson Lace Up Ankle Boot(Men's) -Dark Brown Leather
    Sale
    $89.99
    $140.00 36% off
    Clarks Acre Bridge Chukka Boot (Women's)
    Clarks Acre Bridge Chukka Boot (Women's)
    Clarks Acre Bridge Chukka Boot (Women's)
    New!
    Sale
    Clarks Acre Bridge Chukka Boot(Women's) -Sand Cow Suede
    Sale
    Clarks Acre Bridge Chukka Boot(Women's) -Tan Cow Full Grain Leather
    Sale
    $76.95
    $95.00 19% off
    G.H. Bass & Co. Bennett Chukka (Men's)
    G.H. Bass & Co. Bennett Chukka (Men's)
    G.H. Bass & Co. Bennett Chukka (Men's)
    New!
    Sale
    G.H. Bass & Co. Bennett Chukka(Men's) -Black Tumbled Leather
    Sale
    G.H. Bass & Co. Bennett Chukka(Men's) -Brown Crazy Horse Leather
    Sale
    $94.95
    $135.00 30% off
    Clarks Bushacre 2 (Men's)
    Clarks Bushacre 2 (Men's)
    Clarks Bushacre 2 (Men's)
    Clarks Bushacre 2 (Men's)
    Clarks Bushacre 2 (Men's)
    New!
    Sale
    Clarks Bushacre 2(Men's) -Black Leather
    Sale
    Clarks Bushacre 2(Men's) -Dark Green Suede
    Sale
    Clarks Bushacre 2(Men's) -Navy Leather
    Sale
    Clarks Bushacre 2(Men's) -Navy Suede
    Sale
    $69.99 - $89.95
    $100.00 up to 30% off
    UGG Leighton II Ankle Boot (Men's)
    UGG Leighton II Ankle Boot (Men's)
    UGG Leighton II Ankle Boot (Men's)
    New!
    Sale
    UGG Leighton II Ankle Boot(Men's) -Stout Full Grain Leather
    Sale
    UGG Leighton II Ankle Boot(Men's) -British Tan Full Grain Leather
    $127.95 - $159.95
    $160.00 up to 20% off
    Clarks Nevella Harper Chukka Boot (Women's)
    Clarks Nevella Harper Chukka Boot (Women's)
    Clarks Nevella Harper Chukka Boot (Women's)
    Clarks Nevella Harper Chukka Boot (Women's)
    New!
    Sale
    Clarks Nevella Harper Chukka Boot(Women's) -Aubergine Cow Suede
    Sale
    Clarks Nevella Harper Chukka Boot(Women's) -Black Leather
    Sale
    Clarks Nevella Harper Chukka Boot(Women's) -Khaki Cow Suede
    Sale
    $89.99 - $119.95
    $160.00 up to 44% off
    Steve Madden Harken Chukka Boot (Men's)
    Steve Madden Harken Chukka Boot (Men's)
    Steve Madden Harken Chukka Boot (Men's)
    Steve Madden Harken Chukka Boot (Men's)
    Steve Madden Harken Chukka Boot (Men's)
    New!
    Sale
    Steve Madden Harken Chukka Boot(Men's) -Black  Leather
    Steve Madden Harken Chukka Boot(Men's) -Black Multi Leather/Fabric
    Steve Madden Harken Chukka Boot(Men's) -Brown Multi Leather/Fabric
    Steve Madden Harken Chukka Boot(Men's) -Cognac Leather
    $89.95
    New Balance 3020v1 Chukka Boot (Men's)
    New Balance 3020v1 Chukka Boot (Men's)
    New Balance 3020v1 Chukka Boot (Men's)
    New!
    Sale
    New Balance 3020v1 Chukka Boot(Men's) -Bitter Chocolate/Brindle
    New
    New Balance 3020v1 Chukka Boot(Men's) -Black/Black
    New
    $159.95
    Clarks Truxton Top Chukka Boot (Men's)
    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
    Florsheim Heritage Wingtip Boot (Men's)
    Florsheim Heritage Wingtip Boot (Men's)
    Florsheim Heritage Wingtip Boot (Men's)
    Florsheim Heritage Wingtip Boot (Men's)
    New!
    Sale
    Florsheim Heritage Wingtip Boot(Men's) -Cognac Smooth/Navy
    New
    Florsheim Heritage Wingtip Boot(Men's) -Black Smooth/Milled
    Florsheim Heritage Wingtip Boot(Men's) -Cognac Smooth/Milled
    $189.95
    Altra Footwear Desert Chukka Boot (Men's)
    Altra Footwear Desert Chukka Boot (Men's)
    Altra Footwear Desert Chukka Boot (Men's)
    Altra Footwear Desert Chukka Boot (Men's)
    New!
    Sale
    Altra Footwear Desert Chukka Boot(Men's) -Black/Gray
    Altra Footwear Desert Chukka Boot(Men's) -Blue/Lime
    Altra Footwear Desert Chukka Boot(Men's) -Taupe
    $119.95
    UGG Brompton Tweed (Men's)
    UGG Brompton Tweed (Men's)
    New!
    Sale
    UGG Brompton Tweed(Men's) -Grizzly
    Sale
    $149.95
    $200.00 25% off
    Dr. Scholl's Rhys Chukka Boot (Men's)
    Dr. Scholl's Rhys Chukka Boot (Men's)
    Dr. Scholl's Rhys Chukka Boot (Men's)
    Dr. Scholl's Rhys Chukka Boot (Men's)
    New!
    Sale
    Dr. Scholl's Rhys Chukka Boot(Men's) -Black Leather
    Sale
    Dr. Scholl's Rhys Chukka Boot(Men's) -Brown Derby Leather
    Sale
    Dr. Scholl's Rhys Chukka Boot(Men's) -Taupe Suede
    Sale
    $74.95
    $94.99 21% off
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    Eastland Seneca (Men's)
    New!
    Sale
    Eastland Seneca(Men's) -Brown Leather 2
    New
    Eastland Seneca(Men's) -Khaki Suede
    New
    Eastland Seneca(Men's) -Tan Waxee Leather
    Sale
    Eastland Seneca(Men's) -Bomber Brown Leather
    Eastland Seneca(Men's) -Gray Leather
    Eastland Seneca(Men's) -Natural Leather
    Eastland Seneca(Men's) -Navy Leather
    Eastland Seneca(Men's) -Peanut Leather
    $99.95 - $109.95
    $110.00 up to 9% off
    Timberland Britton Hill Waterproof Chukka Boot (Men's)
    Timberland Britton Hill Waterproof Chukka Boot (Men's)
    Timberland Britton Hill Waterproof Chukka Boot (Men's)
    New!
    Sale
    Timberland Britton Hill Waterproof Chukka Boot(Men's) -Black Quartz with Buttersoft
    Sale
    Timberland Britton Hill Waterproof Chukka Boot(Men's) -Chestnut Quartz with Buttersoft
    Sale
    $140.95
    $180.00 22% off
    Crevo Dorville Chukka Boot (Men's)
    Crevo Dorville Chukka Boot (Men's)
    Crevo Dorville Chukka Boot (Men's)
    Crevo Dorville Chukka Boot (Men's)
    New!
    Sale
    Crevo Dorville Chukka Boot(Men's) -Black Leather
    Crevo Dorville Chukka Boot(Men's) -Bordo Leather
    Crevo Dorville Chukka Boot(Men's) -Chestnut Leather
    $84.95
    Clarks Holmby Top Chukka Boot (Men's)
    Clarks Holmby Top Chukka Boot (Men's)
    Clarks Holmby Top Chukka Boot (Men's)
    New!
    Sale
    Clarks Holmby Top Chukka Boot(Men's) -Brown Goat Full Grain Leather
    Sale
    Clarks Holmby Top Chukka Boot(Men's) -Black Goat Full Grain Leather
    $89.95 - $99.95
    $100.00 up to 10% off
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