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Cushioned Ankle Boots

1-36 of 63 results
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Dr. Martens Jadon 8-Eye Boot
Dr. Martens Jadon 8-Eye Boot
Dr. Martens Jadon 8-Eye Boot
New!
Sale
Dr. Martens Jadon 8-Eye Boot -
                                     Black Polished Smooth
Dr. Martens Jadon 8-Eye Boot -
                                     Cherry Red Polished Smooth
$169.95
Cole Haan Rhinecliff Bootie (Women's)
Cole Haan Rhinecliff Bootie (Women's)
Cole Haan Rhinecliff Bootie (Women's)
New!
Sale
Cole Haan Rhinecliff Bootie(
                                      Women's) -
                                     Black Leather
Sale
Cole Haan Rhinecliff Bootie(
                                      Women's) -
                                     Sequoia Leather
Sale
$64.99
$198.00 67% off
Stacy Adams Astro 53404 (Men's)
Stacy Adams Astro 53404 (Men's)
Stacy Adams Astro 53404 (Men's)
Stacy Adams Astro 53404 (Men's)
Stacy Adams Astro 53404 (Men's)
Stacy Adams Astro 53404 (Men's)
New!
Sale
Stacy Adams Astro 53404(
                                      Men's) -
                                     Black Smooth Leather
Sale
Stacy Adams Astro 53404(
                                      Men's) -
                                     Black Suede
Stacy Adams Astro 53404(
                                      Men's) -
                                     Brown Suede
Sale
Stacy Adams Astro 53404(
                                      Men's) -
                                     Gray Suede
Sale
Stacy Adams Astro 53404(
                                      Men's) -
                                     Sand Suede
$62.95 - $89.95
$90.00 up to 30% off
Trotters Ladue (Women's)
Trotters Ladue (Women's)
Trotters Ladue (Women's)
Trotters Ladue (Women's)
Trotters Ladue (Women's)
New!
Sale
Trotters Ladue(
                                      Women's) -
                                     Black Veg Tumbled Leather
Sale
Trotters Ladue(
                                      Women's) -
                                     Cognac Veg Tumbled Leather
Sale
Trotters Ladue(
                                      Women's) -
                                     Dark Brown Nubuck/Textured Leather
Sale
Trotters Ladue(
                                      Women's) -
                                     Graphite/Dark Grey Nubuck/Textured Leather
Sale
$148.95
$165.00 10% off
Drew Keith (Men's)
Drew Keith (Men's)
Drew Keith (Men's)
New!
Sale
Drew Keith(
                                      Men's) -
                                     Black Leather
Drew Keith(
                                      Men's) -
                                     Brandy Leather
$189.95
Naturalizer Haley Ankle Boot (Women's)
Naturalizer Haley Ankle Boot (Women's)
Naturalizer Haley Ankle Boot (Women's)
New!
Sale
Naturalizer Haley Ankle Boot(
                                      Women's) -
                                     Black ET Sheep Premium Leather
Sale
Naturalizer Haley Ankle Boot(
                                      Women's) -
                                     Oxford Brown ET Sheep Premium Leather
Sale
$109.99
$119.00 8% off
Skechers BOBS High Notes Melodies Bootie (Women's)
Skechers BOBS High Notes Melodies Bootie (Women's)
Skechers BOBS High Notes Melodies Bootie (Women's)
New!
Sale
Skechers BOBS High Notes Melodies Bootie(
                                      Women's) -
                                     Black
Sale
Skechers BOBS High Notes Melodies Bootie(
                                      Women's) -
                                     Taupe
Sale
$41.45
$53.00 22% off
Dr. Martens Charlton 8-Eye Toe Cap Boot (Men's)
Dr. Martens Charlton 8-Eye Toe Cap Boot (Men's)
Dr. Martens Charlton 8-Eye Toe Cap Boot (Men's)
New!
Sale
Dr. Martens Charlton 8-Eye Toe Cap Boot(
                                      Men's) -
                                     Black Polished Smooth
Sale
Dr. Martens Charlton 8-Eye Toe Cap Boot(
                                      Men's) -
                                     Oak Analine
Sale
$95.95 - $169.95
$190.00 up to 49% off
Naturalizer Jarrett Ankle Boot (Women's)
Naturalizer Jarrett Ankle Boot (Women's)
Naturalizer Jarrett Ankle Boot (Women's)
New!
Sale
Naturalizer Jarrett Ankle Boot(
                                      Women's) -
                                     Black Classic Vintage Leather
Sale
Naturalizer Jarrett Ankle Boot(
                                      Women's) -
                                     Bridle Brown Classic Vintage Leather
Sale
$114.99
$129.00 11% off
Naturalizer Harding Ankle Boot (Women's)
Naturalizer Harding Ankle Boot (Women's)
Naturalizer Harding Ankle Boot (Women's)
New!
Sale
Naturalizer Harding Ankle Boot(
                                      Women's) -
                                     Black Safari Crust/Leopard Faux Pony
Sale
Naturalizer Harding Ankle Boot(
                                      Women's) -
                                     Black Safari Crust/Snake Print
Sale
$99.99
$169.00 - $179.00 up to 44% off
Lugz Tamar Boot (Women's)
Lugz Tamar Boot (Women's)
Lugz Tamar Boot (Women's)
Lugz Tamar Boot (Women's)
Lugz Tamar Boot (Women's)
New!
Sale
Lugz Tamar Boot(
                                      Women's) -
                                     Black Durabrush
Sale
Lugz Tamar Boot(
                                      Women's) -
                                     Black/Gum Perma Hide
Sale
Lugz Tamar Boot(
                                      Women's) -
                                     Red-Brown/Gum Perma Hide
Sale
Lugz Tamar Boot(
                                      Women's) -
                                     Saddle/Gum Durabrush
Sale
$49.95
$85.00 41% off
Drew Zippy (Women's)
Drew Zippy (Women's)
Drew Zippy (Women's)
New!
Sale
Drew Zippy(
                                      Women's) -
                                     Black Soft Nappa
Drew Zippy(
                                      Women's) -
                                     Brown Soft Nappa
$158.95
Dr. Martens Church Monkey Boot
Dr. Martens Church Monkey Boot
Dr. Martens Church Monkey Boot
Dr. Martens Church Monkey Boot
Dr. Martens Church Monkey Boot
Dr. Martens Church Monkey Boot
Dr. Martens Church Monkey Boot
New!
Sale
Dr. Martens Church Monkey Boot -
                                     Grey Mare Waterproof Hi Suede
New
Dr. Martens Church Monkey Boot -
                                     Khaki Waterproof Hi Suede
New
Dr. Martens Church Monkey Boot -
                                     Black Vintage Smooth
Dr. Martens Church Monkey Boot -
                                     Milkshake Waterproof Hi Suede
New
Dr. Martens Church Monkey Boot -
                                     Navy Waterproof Hi Suede
New
Dr. Martens Church Monkey Boot -
                                     White Smooth
New
$129.95 - $134.95
Eastland Seneca (Women's)
Eastland Seneca (Women's)
Eastland Seneca (Women's)
New!
Sale
Eastland Seneca(
                                      Women's) -
                                     Bomber Brown Leather
Eastland Seneca(
                                      Women's) -
                                     Natural Leather
$99.95
Taos Footwear Alto (Women's)
Taos Footwear Alto (Women's)
Taos Footwear Alto (Women's)
New!
Sale
Taos Footwear Alto(
                                      Women's) -
                                     Black
Sale
Taos Footwear Alto(
                                      Women's) -
                                     Cognac
Sale
$99.95
$200.00 50% off
Propet Sidney (Women's)
Propet Sidney (Women's)
Propet Sidney (Women's)
New!
Sale
Propet Sidney(
                                      Women's) -
                                     Black Velour
Sale
Propet Sidney(
                                      Women's) -
                                     Cigar Velour
Sale
$48.95
$59.95 18% off
Cole Haan Elion Boot (Women's)
Cole Haan Elion Boot (Women's)
Cole Haan Elion Boot (Women's)
New!
Sale
Cole Haan Elion Boot(
                                      Women's) -
                                     Black
Sale
Cole Haan Elion Boot(
                                      Women's) -
                                     Brown
Sale
$149.95
$178.00 16% off
Aerosoles First Plan Quilted Suede Wedge Ankle Boot (Women's)
Aerosoles First Plan Quilted Suede Wedge Ankle Boot (Women's)
Aerosoles First Plan Quilted Suede Wedge Ankle Boot (Women's)
Aerosoles First Plan Quilted Suede Wedge Ankle Boot (Women's)
New!
Sale
Aerosoles First Plan Quilted Suede Wedge Ankle Boot(
                                      Women's) -
                                     Black Combo
Sale
Aerosoles First Plan Quilted Suede Wedge Ankle Boot(
                                      Women's) -
                                     Black Leather
Sale
Aerosoles First Plan Quilted Suede Wedge Ankle Boot(
                                      Women's) -
                                     Dark Brown Combo
Sale
$79.99
$99.00 19% off
Aerosoles Confidential Suede Wedge Bootie (Women's)
Aerosoles Confidential Suede Wedge Bootie (Women's)
Aerosoles Confidential Suede Wedge Bootie (Women's)
Aerosoles Confidential Suede Wedge Bootie (Women's)
Aerosoles Confidential Suede Wedge Bootie (Women's)
New!
Sale
Aerosoles Confidential Suede Wedge Bootie(
                                      Women's) -
                                     Black Suede
Aerosoles Confidential Suede Wedge Bootie(
                                      Women's) -
                                     Dark Gray Suede
Aerosoles Confidential Suede Wedge Bootie(
                                      Women's) -
                                     Dark Green Suede
Aerosoles Confidential Suede Wedge Bootie(
                                      Women's) -
                                     Mid Brown Suede
$129.95
Eastland Lumber Up (Men's)
Eastland Lumber Up (Men's)
Eastland Lumber Up (Men's)
Eastland Lumber Up (Men's)
Eastland Lumber Up (Men's)
Eastland Lumber Up (Men's)
Eastland Lumber Up (Men's)
Eastland Lumber Up (Men's)
New!
Sale
Eastland Lumber Up(
                                      Men's) -
                                     Navy Leather
New
Eastland Lumber Up(
                                      Men's) -
                                     Brown Leather/Sherpa
Eastland Lumber Up(
                                      Men's) -
                                     Brown Oiled Suede
Eastland Lumber Up(
                                      Men's) -
                                     Gray
Eastland Lumber Up(
                                      Men's) -
                                     Natural Leather
Eastland Lumber Up(
                                      Men's) -
                                     Olive Suede
Eastland Lumber Up(
                                      Men's) -
                                     Peanut Leather
$124.95
Eastland 1955 Edition Sherman 1955 (Men's)
Eastland 1955 Edition Sherman 1955 (Men's)
Eastland 1955 Edition Sherman 1955 (Men's)
Eastland 1955 Edition Sherman 1955 (Men's)
New!
Sale
Eastland 1955 Edition Sherman 1955(
                                      Men's) -
                                     Black Leather
Eastland 1955 Edition Sherman 1955(
                                      Men's) -
                                     Dark Tan Leather
Eastland 1955 Edition Sherman 1955(
                                      Men's) -
                                     Oak Leather
$209.95
Aerosoles Tor Guide (Women's)
Aerosoles Tor Guide (Women's)
Aerosoles Tor Guide (Women's)
New!
Sale
Aerosoles Tor Guide(
                                      Women's) -
                                     Black Suede
Sale
Aerosoles Tor Guide(
                                      Women's) -
                                     Mid Brown Suede
Sale
$69.99
$99.00 29% off
Dr. Martens Aimilie 9-Eye Toe Cap Boot (Women's)
Dr. Martens Aimilie 9-Eye Toe Cap Boot (Women's)
New!
Sale
Dr. Martens Aimilie 9-Eye Toe Cap Boot(
                                      Women's) -
                                     Navy Darkened Mirage
Sale
$119.95
$150.00 20% off