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Women's Orthotic Friendly Ankle Boots & Booties

Hudson Quilted Lug Sole Bootie (Women)

Free Delivery by Christmas

Stuart Weitzman Hudson Quilted Lug Sole Bootie (Women)

Current Price $695 to $750

Chocolate Chelsea Boot (Women)

Free Delivery by Christmas

Prada Chocolate Chelsea Boot (Women)

Current Price $1,470

ThermoBall™ Luxe Faux Fur Lined Waterproof Boots (Women)

Free Delivery by Christmas

The North Face ThermoBall™ Luxe Faux Fur Lined Waterproof Boots (Women)

Current Price $149

Bler Bootie (Women)

Free Delivery by Christmas

Softinos by Fly London Bler Bootie (Women)

Current Price $260

Sierra Waterproof Lace-Up Bootie (Women)

Free Delivery by Christmas

The North Face Sierra Waterproof Lace-Up Bootie (Women)

Current Price $149

Cojo Pointed Toe Chelsea Boot (Women)

Free Delivery by Christmas

Paul Green Cojo Pointed Toe Chelsea Boot (Women)

Current Price $249.50 to $334.33

Previous Price $499

Clean Combat Boot (Women)

Free Delivery by Christmas

NeroGiardini Clean Combat Boot (Women)

Current Price $285 to $295

Cove Waterproof Chelsea Boot (Women)

Free Delivery by Christmas

Børn Cove Waterproof Chelsea Boot (Women)

Current Price $165 to $175

Joan Now Waterproof Chelsea Boot (Women)

Free Delivery by Christmas

SOREL Joan Now Waterproof Chelsea Boot (Women)

Current Price $190

Ornella 50 Bootie (Women)

Free Delivery by Christmas

Rieker Ornella 50 Bootie (Women)

Current Price $150

Cameo Faux Fur Bootie (Women)

Free Delivery by Christmas

Paul Green Cameo Faux Fur Bootie (Women)

Current Price $349 to $475

Previous Price $475

Epic Water Resistant Ankle Boot (Women)

Free Delivery by Christmas

Easy Spirit Epic Water Resistant Ankle Boot (Women)

Current Price $109 to $109.95

Phoenix Water Resistant Bootie (Women)

Free Delivery by Christmas

Wolky Phoenix Water Resistant Bootie (Women)

Current Price $279

Sidney Bootie (Women)

Free Delivery by Christmas

Easy Spirit Sidney Bootie (Women)

Current Price $149 to $169

Mila Bootie (Women)

Free Delivery by Christmas

Trotters Mila Bootie (Women)

Current Price $144.95 to $154.95

Refined Waterproof Chelsea Boot (Women)

Free Delivery by Christmas

Hunter Refined Waterproof Chelsea Boot (Women)

Current Price $165

Charm Combat Boot (Women)

Free Delivery by Christmas

NeroGiardini Charm Combat Boot (Women)

Current Price $310

Cavan Chelsea Boot (Women)

Free Delivery by Christmas

Toni Pons Cavan Chelsea Boot (Women)

Current Price $124.95

Chalet Faux Shearling Waterproof Bootie (Women)

Free Delivery by Christmas

Pajar Chalet Faux Shearling Waterproof Bootie (Women)

Current Price $180

Granada Faux Fur Bootie (Women)

Free Delivery by Christmas

PIKOLINOS Granada Faux Fur Bootie (Women)

Current Price $230

Original Series Lace-Up Boot (Women)

Free Delivery by Christmas

Blundstone Footwear Original Series Lace-Up Boot (Women)

Current Price $234.95

Chelsea Boot (Women)

Free Delivery by Christmas

NeroGiardini Chelsea Boot (Women)

Current Price $285

Shellista V Waterproof Insulated Short Boot (Women)

Free Delivery by Christmas

The North Face Shellista V Waterproof Insulated Short Boot (Women)

Current Price $140

Gaid Ankle Boot (Women)

Free Delivery by Christmas

EOS FOOTWEAR Gaid Ankle Boot (Women)

Current Price $200

Sunny Genuine Shearling Lined Platform Bootie (Women)

Free Delivery by Christmas

Favorite Daughter Sunny Genuine Shearling Lined Platform Bootie (Women)

Current Price $395

Galaxy Waterproof Platform Boot (Women)

Free Delivery by Christmas

Pajar Galaxy Waterproof Platform Boot (Women)

Current Price $200

LTrack Faux Fur Water Repellent Boot (Women)

Free Delivery by Christmas

Moon Boot® LTrack Faux Fur Water Repellent Boot (Women)

Current Price $295

Noray Combat Boot (Women)

Free Delivery by Christmas

Camper Noray Combat Boot (Women)

Current Price $235

Katie Ankle Boot (Women)

Free Delivery by Christmas

Camper Katie Ankle Boot (Women)

Current Price $199

Quinn Genuine Shearling Lined Sneaker Boot (Women)

Free Delivery by Christmas

275 Central Quinn Genuine Shearling Lined Sneaker Boot (Women)

Current Price $250

Thelma Platform Bootie (Women)

Free Delivery by Christmas

Camper Thelma Platform Bootie (Women)

Current Price $220

Chelsea Boot (Women)

Free Delivery by Christmas

Common Projects Chelsea Boot (Women)

Current Price $714

Olga Bootie (Women)

Free Delivery by Christmas

On Foot Olga Bootie (Women)

Current Price $209.95

Milah Lug Platform Boot (Women)

Free Delivery by Christmas

Camper Milah Lug Platform Boot (Women)

Current Price $265

Blundstone 1673 Chelsea Bootie (Women)

Free Delivery by Christmas

Blundstone Footwear Blundstone 1673 Chelsea Bootie (Women)

Current Price $209.95

Debbie Lace-Up Boot (Women)

Free Delivery by Christmas

ara Debbie Lace-Up Boot (Women)

Current Price $234.95

Blundstone 1671 Chelsea Boot (Women)

Free Delivery by Christmas

Blundstone Footwear Blundstone 1671 Chelsea Boot (Women)

Current Price $209.95

Ankle Strap Bootie (Women)

Free Delivery by Christmas

NeroGiardini Ankle Strap Bootie (Women)

Current Price $269.50

Silken Chelsea Boot (Women)

Free Delivery by Christmas

On Foot Silken Chelsea Boot (Women)

Current Price $204.95

Chelsea Boot (Unisex)

Free Delivery by Christmas

Blundstone Footwear Chelsea Boot (Unisex)

Current Price $209.95

Cavour Chelsea Boot (Women)

Free Delivery by Christmas

Toni Pons Cavour Chelsea Boot (Women)

Current Price $110 to $114.95

Leonarda Boots

Free Delivery by Christmas

SCAROSSO Leonarda Boots

Current Price $425

Grimes Pointed Toe Bootie (Women)

Free Delivery by Christmas

AZALEA WANG Grimes Pointed Toe Bootie (Women)

Current Price $129

Pallashock Hiver Bootie (Women)

Free Delivery by Christmas

Palladium Pallashock Hiver Bootie (Women)

Current Price $120

Right Nina Bootie (Women)

Free Delivery by Christmas

Camper Right Nina Bootie (Women)

Current Price $190

Granada Bootie (Women)

Free Delivery by Christmas

PIKOLINOS Granada Bootie (Women)

Current Price $235

Mara Bootie (Women)

Free Delivery by Christmas

Dr. Scholl's Mara Bootie (Women)

Current Price $69.99 to $85

Silken Faux Fur Lined Chukka Boot (Women)

Free Delivery by Christmas

On Foot Silken Faux Fur Lined Chukka Boot (Women)

Current Price $204.95

Faux Shearling Platform Bootie (Women)

Free Delivery by Christmas

NeroGiardini Faux Shearling Platform Bootie (Women)

Current Price $310

Carissa Bootie (Women)

Free Delivery by Christmas

Vionic Carissa Bootie (Women)

Current Price $113.75

Previous Price $175

Lug Sole Bootie (Women)

Free Delivery by Christmas

NeroGiardini Lug Sole Bootie (Women)

Current Price $320

Everett Lace-Up Boot (Women)

Free Delivery by Christmas

SoftWalk® Everett Lace-Up Boot (Women)

Current Price $174.95

Anya Bootie (Women)

Free Delivery by Christmas

Dr. Scholl's Anya Bootie (Women)

Current Price $99.99 to $130

Previous Price $130

Rylee Floral Embossed Leather Bootie (Women)

Free Delivery by Christmas

Hälsa Footwear Rylee Floral Embossed Leather Bootie (Women)

Current Price $179.95

Northstar Lace-Up Bootie (Women)

Free Delivery by Christmas

Dr. Scholl's Northstar Lace-Up Bootie (Women)

Current Price $110

Montreal Gore-Tex® Waterproof Boot (Women)

Free Delivery by Christmas

ara Montreal Gore-Tex® Waterproof Boot (Women)

Current Price $219.95

Baggy Bootie (Women)

Free Delivery by Christmas

Palladium Baggy Bootie (Women)

Current Price $80

Everett Water Resistant Suede & Faux Fur Boot (Women)

Free Delivery by Christmas

Minnetonka Everett Water Resistant Suede & Faux Fur Boot (Women)

Current Price $109.95

Chelsea Boot (Women)

Free Delivery by Christmas

NeroGiardini Chelsea Boot (Women)

Current Price $295

Original Waterproof Chelsea Rain Boot (Women)

Free Delivery by Christmas

Hunter Original Waterproof Chelsea Rain Boot (Women)

Current Price $155

Milu Lace-Up Leather Boot (Women)

Free Delivery by Christmas

Fly London Milu Lace-Up Leather Boot (Women)

Current Price $305

Catherine Boots

Free Delivery by Christmas

SCAROSSO Catherine Boots

Current Price $555 to $590

Right Nina Bit Loafer (Women)

Free Delivery by Christmas

Camper Right Nina Bit Loafer (Women)

Current Price $185

Galpina Waterproof Insulated Winter Boot (Women)

Free Delivery by Christmas

Pajar Galpina Waterproof Insulated Winter Boot (Women)

Current Price $200

Original Play Waterproof Rain Bootie (Women)

Free Delivery by Christmas

Hunter Original Play Waterproof Rain Bootie (Women)

Current Price $125

Dixon Western Boot (Women)

Free Delivery by Christmas

Ariat Dixon Western Boot (Women)

Current Price $209.95

Crazyhorse Chelsea Boot (Women)

Free Delivery by Christmas

Camper Crazyhorse Chelsea Boot (Women)

Current Price $245

Baglama Bootie (Women)

Free Delivery by Christmas

Flexus by Spring Step Baglama Bootie (Women)

Current Price $69.95

Optimus Stud Moto Boot (Women)

Free Delivery by Christmas

Naturalizer Optimus Stud Moto Boot (Women)

Current Price $139.99

Previous Price $174.95

Hollywood Beatle Bogun Chelsea Boot (Women)

Free Delivery by Christmas

Rick Owens Hollywood Beatle Bogun Chelsea Boot (Women)

Current Price $1,575

Delphi Bootie (Women)

Free Delivery by Christmas

Propét Delphi Bootie (Women)

Current Price $134.95