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Flat Heel Ankle Boots

Keep your feet warm and comfy with a pair of fashion-forward women's flat heel ankle boots. We have great flat heel ankle boots for women made from the finest materials like sheepskin, suede, full grain leather and more, so you're sure to find the right pair for your style sensibilities. We offer many fabulous pairs of women's flat heel ankle boots from top brands like UGG, Dr. Martens, Clarks, Minnetonka and many more.
Sorel Out N About Plus Bootie (Women's)
New!
Sale
Sorel Out N About Plus Bootie(Women's) -Chrome Grey Waterproof Glitter Leather
New
Sorel Out N About Plus Bootie(Women's) -Black Waterproof Glitter Leather
Sorel Out N About Plus Bootie(Women's) -Collegiate Navy Waterproof Textile/Suede
Sorel Out N About Plus Bootie(Women's) -Hiker Green Waterproof Textile/Suede
Sorel Out N About Plus Bootie(Women's) -Hiker Green/Camo Waterproof Textile/Leather
Sorel Out N About Plus Bootie(Women's) -Quarry/Camo Waterproof Textile/Leather
Sorel Out N About Plus Bootie(Women's) -Red Element Waterproof Textile/Suede
$120.00
UGG Quincy Lace Up Boot (Women's)
New!
Sale
UGG Quincy Lace Up Boot(Women's) -Black
UGG Quincy Lace Up Boot(Women's) -Chestnut
$169.95
UGG Reid Ankle Boot (Women's)
New!
Sale
UGG Reid Ankle Boot(Women's) -Black Suede
UGG Reid Ankle Boot(Women's) -Chestnut Suede
UGG Reid Ankle Boot(Women's) -Slate Suede
$129.95
Timberland Davis Square Fabric/Leather Chukka Boot (Men's)
New!
Sale
Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Medium Grey Nubuck/Cordura® Fiber
Sale
Timberland Davis Square Fabric/Leather Chukka Boot(Men's) -Navy Nubuck/Cordura® Fiber
Sale
$54.95
$80.00 31% off
Cole Haan ZEROGRAND Hiker Boot (Women's)
New!
Sale
Cole Haan ZEROGRAND Hiker Boot(Women's) -Dove Nubuck/Grey Plaid Wool/Optic White
New
Cole Haan ZEROGRAND Hiker Boot(Women's) -Java Nubuck/Red Plaid Wool/Optic White
New
Cole Haan ZEROGRAND Hiker Boot(Women's) -Black/Elderberry Leather
Sale
Cole Haan ZEROGRAND Hiker Boot(Women's) -Mocha Mousse Nubuck/Vapor Grey
New
$179.95
$250.00 28% off
Sperry Top-Sider Crest Zone Waterproof Bootie (Women's)
New!
Sale
Sperry Top-Sider Crest Zone Waterproof Bootie(Women's) -Grey Suede
Sale
Sperry Top-Sider Crest Zone Waterproof Bootie(Women's) -Tan Suede
Sale
Sperry Top-Sider Crest Zone Waterproof Bootie(Women's) -Dark Olive Suede
$76.50 - $84.95
$84.95 - $85.00 up to 10% off
Nunn Bush Galloway Chukka Boot (Men's)
New!
Sale
Nunn Bush Galloway Chukka Boot(Men's) -Beige Suede
Sale
Nunn Bush Galloway Chukka Boot(Men's) -Dark Brown Suede
Sale
$63.95
$80.00 20% off
Koolaburra by UGG Kinslei Short Boot (Women's)
New!
Sale
Koolaburra by UGG Kinslei Short Boot(Women's) -Black Suede
Sale
Koolaburra by UGG Kinslei Short Boot(Women's) -Chestnut Suede
Sale
$79.95
$89.99 11% off
Palladium Pampa Hi Lite+ CB Boot
New!
Sale
Palladium Pampa Hi Lite+ CB Boot -Black/Dusty Olive Neoprene
Palladium Pampa Hi Lite+ CB Boot -Olive Night/Dusty Olive/Moonbeam Neoprene
$129.95
Twisted X Boots MDM0014 (Men's)
New!
Sale
Twisted X Boots MDM0014(Men's) -Copper Leather
Sale
$83.95
$109.99 24% off
Cole Haan Quinney Waterproof Bootie (Women's)
New!
Sale
Cole Haan Quinney Waterproof Bootie(Women's) -Castlerock Waterproof Suede/Shearling
Sale
$139.95
$280.00 50% off
White Mountain Auburn Chukka Boot (Women's)
New!
Sale
White Mountain Auburn Chukka Boot(Women's) -Black Suede
Sale
White Mountain Auburn Chukka Boot(Women's) -Hazel Suede
Sale
White Mountain Auburn Chukka Boot(Women's) -Taupe Suede
Sale
$49.99
$89.00 44% off
Keen Grayson Chukka Boot (Men's)
New!
Sale
Keen Grayson Chukka Boot(Men's) -Mid Brown/Scylum
Keen Grayson Chukka Boot(Men's) -Sage/Lama
$129.95
Cole Haan Zerogrand Hiker Water Resistant Boot (Men's)
New!
Sale
Cole Haan Zerogrand Hiker Water Resistant Boot(Men's) -Black Leather/Black
Sale
$169.95
$200.00 15% off
EMU Pioneer Leather Waterproof Bootie (Women's)
New!
Sale
EMU Pioneer Leather Waterproof Bootie(Women's) -Black Leather
EMU Pioneer Leather Waterproof Bootie(Women's) -Charcoal Waterproof Suede
$189.95 - $199.95
Bearpaw Margaery Short Boot (Women's)
New!
Sale
Bearpaw Margaery Short Boot(Women's) -Black II Cow Suede
Sale
Bearpaw Margaery Short Boot(Women's) -Hickory II Cow Suede
Sale
$69.95
$74.95 - $84.99 up to 18% off
Frye Lights Chelsea Boot (Men's)
New!
Sale
Frye Lights Chelsea Boot(Men's) -Dark Brown Leather
Sale
$235.99
$278.00 15% off
Palladium Pampa Solid Ranger Boot
New!
Sale
Palladium Pampa Solid Ranger Boot -Anthracite/Moonbeam Textile
Palladium Pampa Solid Ranger Boot -Antler/Peppercorn Textile
Palladium Pampa Solid Ranger Boot -Olive Night/Moonbeam Textile
$119.95
ALDO Balish Cap Toe Boot (Men's)
New!
Sale
ALDO Balish Cap Toe Boot(Men's) -Black Leather
Sale
$148.99
$165.00 10% off
Chaco Skye Bootie (Women's)
New!
Sale
Chaco Skye Bootie(Women's) -Black Full Grain Leather
Chaco Skye Bootie(Women's) -Mahogany Full Grain Leather
Chaco Skye Bootie(Women's) -Mink Full Grain Leather
$164.95
Twisted X Boots Chelsea MDMG002 (Men's)
New!
Sale
Twisted X Boots Chelsea MDMG002(Men's) -Bomber Leather
Sale
$83.95
$109.99 24% off
Timberland FlyRoam Hiker Boot (Women's)
New!
Sale
Timberland FlyRoam Hiker Boot(Women's) -Jet Black Suede
Sale
Timberland FlyRoam Hiker Boot(Women's) -Pure Cashmere Suede
Sale
$94.99
$130.00 27% off
Lucky Brand Glexi Ankle Bootie (Women's)
New!
Sale
Lucky Brand Glexi Ankle Bootie(Women's) -Macaroon Oiled Suede
Sale
Lucky Brand Glexi Ankle Bootie(Women's) -Raisin Oiled Suede
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Lucky Brand Glexi Ankle Bootie(Women's) -Titanium Oiled Suede
Sale
$79.99
$99.00 19% off
Koolaburra by UGG Sylia Boot (Women's)
New!
Sale
Koolaburra by UGG Sylia Boot(Women's) -Black Leather
Sale
Koolaburra by UGG Sylia Boot(Women's) -Chestnut Leather
Sale
$89.95
$99.99 10% off