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    Discount Flat Heel Ankle Boots

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    Portland Boot Company Duck Duck Boot Low (Women's)
    New!
    Sale
    Portland Boot Company Duck Duck Boot Low(Women's) -Cognac
    Sale
    Portland Boot Company Duck Duck Boot Low(Women's) -Navy Plaid
    Sale
    $29.95
    $69.95 57% off
    Cole Haan ZEROGRAND Hiker Boot (Women's)
    New!
    Sale
    Cole Haan ZEROGRAND Hiker Boot(Women's) -Black Waterproof Leather/Natural Tweed/Black
    Sale
    Cole Haan ZEROGRAND Hiker Boot(Women's) -Black/Elderberry Leather
    Sale
    Cole Haan ZEROGRAND Hiker Boot(Women's) -Castlerock Tweed/Castlerock Leather/Optic White
    Sale
    Cole Haan ZEROGRAND Hiker Boot(Women's) -Vapor Grey/Ironstone Leather
    Sale
    $179.99
    $250.00 28% off
    Cole Haan Quinney Waterproof Bootie (Women's)
    New!
    Sale
    Cole Haan Quinney Waterproof Bootie(Women's) -Black Waterproof Suede/Shearling
    Sale
    Cole Haan Quinney Waterproof Bootie(Women's) -Castlerock Waterproof Suede/Shearling
    Sale
    $199.99
    $280.00 29% off
    Jack Rogers Chloe Duck Boot (Women's)
    New!
    Sale
    Jack Rogers Chloe Duck Boot(Women's) -Black Metallic Leather/Rubber
    Sale
    Jack Rogers Chloe Duck Boot(Women's) -Dove Grey Metallic Leather/Rubber
    Sale
    Jack Rogers Chloe Duck Boot(Women's) -Lilac Metallic Leather/Rubber
    Sale
    Jack Rogers Chloe Duck Boot(Women's) -Midnight Leather/Rubber
    Sale
    Jack Rogers Chloe Duck Boot(Women's) -Midnight Metallic Leather/Rubber
    Sale
    Jack Rogers Chloe Duck Boot(Women's) -Olive Leather/Rubber
    Sale
    Jack Rogers Chloe Duck Boot(Women's) -Platinum Glitter Leather/Rubber
    Sale
    $89.95
    $118.00 24% off
    Baffin Blizzard Ankle Boot (Men's)
    New!
    Sale
    Baffin Blizzard Ankle Boot(Men's) -Black
    Sale
    $123.95 - $164.95
    $164.99 up to 25% off
    Jambu Denali Ankle Boot (Women's)
    New!
    Sale
    Jambu Denali Ankle Boot(Women's) -Antique Brown Brushed Leather/Kid Suede/Faux Fur
    Sale
    Jambu Denali Ankle Boot(Women's) -Black Brushed Leather/Kid Suede/Faux Fur
    Sale
    Jambu Denali Ankle Boot(Women's) -Denim Brushed Leather/Kid Suede/Faux Fur
    Sale
    $104.99
    $149.00 30% off
    Nunn Bush Galloway Chukka Boot (Men's)
    New!
    Sale
    Nunn Bush Galloway Chukka Boot(Men's) -Beige Suede
    Sale
    $56.00
    $80.00 30% off
    Timberland Somers Falls Chelsea Boot (Women's)
    New!
    Sale
    Timberland Somers Falls Chelsea Boot(Women's) -Black Full Grain Leather
    Sale
    Timberland Somers Falls Chelsea Boot(Women's) -Medium Brown Full Grain Leather
    Sale
    $89.95
    $150.00 40% off
    ECCO Soft 7 Premium Ankle Boot (Men's)
    New!
    Sale
    ECCO Soft 7 Premium Ankle Boot(Men's) -Whisky Leather
    Sale
    $179.95
    $200.00 10% off
    Clarks Un.Astin Chukka Boot (Women's)
    New!
    Sale
    Clarks Un.Astin Chukka Boot(Women's) -Aubergine Cow Suede
    Sale
    Clarks Un.Astin Chukka Boot(Women's) -Black Cow Full Grain Leather
    Sale
    Clarks Un.Astin Chukka Boot(Women's) -Khaki Cow Full Grain Leather
    Sale
    Clarks Un.Astin Chukka Boot(Women's) -Navy Cow Suede
    Sale
    $80.95
    $150.00 46% off
    Aerosoles Good Fun Fringe Bootie (Women's)
    New!
    Sale
    Aerosoles Good Fun Fringe Bootie(Women's) -Black Suede
    Sale
    Aerosoles Good Fun Fringe Bootie(Women's) -Green Suede
    Sale
    Aerosoles Good Fun Fringe Bootie(Women's) -Light Tan Suede
    Sale
    $69.99
    $129.00 46% off
    White Mountain Theo Winter Bootie (Women's)
    New!
    Sale
    White Mountain Theo Winter Bootie(Women's) -Whiskey Leather
    Sale
    $65.95
    $99.00 33% off
    Bionica Santiago Ankle Bootie (Women's)
    New!
    Sale
    Bionica Santiago Ankle Bootie(Women's) -Mahogany Desperado Leather
    Sale
    Bionica Santiago Ankle Bootie(Women's) -Red Aristo Leather
    Sale
    $112.95
    $129.95 13% off
    Vans Prairie Chukka MTE (Women's)
    New!
    Sale
    Vans Prairie Chukka MTE(Women's) -Black Leather/Birch
    Sale
    Vans Prairie Chukka MTE(Women's) -Tan/Black Leather
    Sale
    $64.00
    $80.00 20% off
    Ariat Heritage IV Zip Paddock Boot (Women's)
    New!
    Sale
    Ariat Heritage IV Zip Paddock Boot(Women's) -Black Full Grain Leather
    Sale
    Ariat Heritage IV Zip Paddock Boot(Women's) -Light Brown Full Grain Leather
    Sale
    $119.95
    $129.95 8% off
    Lucky Brand Gaines Bootie (Women's)
    New!
    Sale
    Lucky Brand Gaines Bootie(Women's) -Black Suede
    Sale
    Lucky Brand Gaines Bootie(Women's) -Bracken Suede
    Sale
    Lucky Brand Gaines Bootie(Women's) -Storm Suede
    Sale
    Lucky Brand Gaines Bootie(Women's) -Tapenade Suede
    Sale
    $84.15
    $99.00 15% off
    Ariat Cruiser Lace Chukka Boot (Women's)
    New!
    Sale
    Ariat Cruiser Lace Chukka Boot(Women's) -Dirty Taupe Suede
    Sale
    $79.95
    $89.95 11% off
    MUK LUKS Reverse Patti Boot (Women's)
    New!
    Sale
    MUK LUKS Reverse Patti Boot(Women's) -Chianti Polyester Faux Suede
    Sale
    $70.95
    $89.00 20% off
    ECCO Kenton Plain Toe Boot (Men's)
    New!
    Sale
    ECCO Kenton Plain Toe Boot(Men's) -Black/Black Leather
    Sale
    ECCO Kenton Plain Toe Boot(Men's) -Mink/Mocha Leather
    Sale
    $197.95
    $220.00 10% off
    ECCO Damara Bootie (Women's)
    New!
    Sale
    ECCO Damara Bootie(Women's) -Concrete Leather
    Sale
    ECCO Damara Bootie(Women's) -Green Gables Leather
    Sale
    $115.00
    $160.00 28% off
    Bearpaw Mimi Short Boot (Women's)
    New!
    Sale
    Bearpaw Mimi Short Boot(Women's) -Hickory Suede
    Sale
    $79.99
    $89.99 11% off
    Sperry Top-Sider Coil Hook Ankle Boot (Women's)
    New!
    Sale
    Sperry Top-Sider Coil Hook Ankle Boot(Women's) -Dark Brown Suede
    Sale
    Sperry Top-Sider Coil Hook Ankle Boot(Women's) -Taupe Suede
    Sale
    $102.00
    $119.95 15% off
    Vans Desert Low Chukka Boot (Men's)
    New!
    Sale
    Vans Desert Low Chukka Boot(Men's) -Carafe Leather
    Sale
    Vans Desert Low Chukka Boot(Men's) -Ermine Suede
    Sale
    $68.00 - $76.00
    $85.00 - $95.00 up to 20% off
    Cole Haan Lockridge Grand 6
    New!
    Sale
    Cole Haan Lockridge Grand 6
    Sale
    Cole Haan Lockridge Grand 6
    Sale
    Cole Haan Lockridge Grand 6
    Sale
    $159.95
    $320.00 50% off
    White Mountain Anderson Chukka Boot (Women's)
    New!
    Sale
    White Mountain Anderson Chukka Boot(Women's) -Black Smooth Synthetic
    Sale
    White Mountain Anderson Chukka Boot(Women's) -Cool Grey Smooth Synthetic
    Sale
    White Mountain Anderson Chukka Boot(Women's) -Tan Smooth Synthetic
    Sale
    $52.95
    $79.00 33% off
    Groove Footwear Pueblo Chukka Boot (Women's)
    New!
    Sale
    Groove Footwear Pueblo Chukka Boot(Women's) -Black Faux Suede
    Sale
    Groove Footwear Pueblo Chukka Boot(Women's) -Taupe Faux Suede
    Sale
    $33.45
    $59.95 44% off
    Reef Voyage Low Ankle Boot (Women's)
    New!
    Sale
    Reef Voyage Low Ankle Boot(Women's) -Black/Black Suede
    Sale
    Reef Voyage Low Ankle Boot(Women's) -Silver/Grey Suede
    Sale
    Reef Voyage Low Ankle Boot(Women's) -Tobacco Suede
    Sale
    $91.95
    $115.00 20% off
    MUK LUKS Linda Bootie (Women's)
    New!
    Sale
    MUK LUKS Linda Bootie(Women's) -Grey/Solid Faux Suede
    Sale
    $78.95
    $99.00 20% off
    BLUPRINT Coachella Chukka Boot (Women's)
    New!
    Sale
    BLUPRINT Coachella Chukka Boot(Women's) -Salt Suede
    Sale
    $89.95
    $139.00 35% off
    Bella Vita Ronan Buckle Bootie (Women's)
    New!
    Sale
    Bella Vita Ronan Buckle Bootie(Women's) -Chestnut Leather
    Sale
    Bella Vita Ronan Buckle Bootie(Women's) -Grey Suede/Chestnut Leather
    Sale
    $82.95
    $110.95 25% off
    Minnetonka Venice Moc Bootie (Women's)
    New!
    Sale
    Minnetonka Venice Moc Bootie(Women's) -Black Suede
    Sale
    Minnetonka Venice Moc Bootie(Women's) -Brown Suede
    Sale
    Minnetonka Venice Moc Bootie(Women's) -Taupe Suede
    Sale
    $41.95
    $59.95 30% off
    Clarks Sicilly Dove Ankle Boot (Women's)
    New!
    Sale
    Clarks Sicilly Dove Ankle Boot(Women's) -Brown Leather
    Sale
    $97.95
    $140.00 30% off
    Sperry Top-Sider Cutwater Chukka Boot (Men's)
    New!
    Sale
    Sperry Top-Sider Cutwater Chukka Boot(Men's) -Olive Mesh
    Sale
    Sperry Top-Sider Cutwater Chukka Boot(Men's) -Red Mesh
    Sale
    $93.50
    $109.95 15% off
    ECCO Chase II Bootie (Women's)
    New!
    Sale
    ECCO Chase II Bootie(Women's) -Cocoa Brown/Whisky Rudo Spider/Sambal
    Sale
    $120.00
    $160.00 25% off