Women's Orthotic Friendly Ankle Boots & Booties

Set your location

Anniversary Sale

Munro Flora Bootie

Sale: $149.99Sale price $149.99

After Sale: $230After sale price $230

Anniversary Sale

Hunter Waterproof Chelsea Rain Boot

Sale: $99.99Sale price $99.99

After Sale: $145After sale price $145

4.4(17)

Børn Cove Waterproof Chelsea Boot

$165 – $175Current Price $165 to $175

4.5(148)

Anniversary Sale

NeroGiardini Lug Sole Bootie

Sale: $219.99Sale price $219.99

After Sale: $330After sale price $330

3.3(3)

Softinos by Fly London Bler Bootie

$181 – $275Current Price $181 to $275

$260 – $275Previous Price $260 to $275

4.7(10)

Easy Spirit Sidney Bootie

$169Current Price $169

4.6(5)

Dr. Martens 1460 Pascal Boot

$180Current Price $180

4.7(381)

Trotters Mila Bootie

$144.95 – $154.95Current Price $144.95 to $154.95

4.4(10)

Boots, Flats & More, on Sale

Great prices on this season's best shoes

Sale ShoesAnniversary Sale Shoes

Rieker Heikie 05 Boot

$145Current Price $145

Dr. Martens 1460 W Boot

Add to bag or wish list to see price4.4(222)

ara Debbie Lace-Up Boot

$149.99 – $234.95Current Price $149.99 to $234.95

$234.95Previous Price $234.95

4.1(11)

Dingo Primrose Western Boot

$139.95Current Price $139.95

4.4(34)

New

EOS FOOTWEAR Gaid Ankle Boot

$210Current Price $210

3(2)

Fly London Milu Lace-Up Leather Boot

$320Current Price $320

4.5(11)

Fly London Rily Bootie

$227 – $340Current Price $227 to $340

$305 – $340Previous Price $305 to $340

4.8(4)

Prada Chocolate Chelsea Boot

$1,650Current Price $1,650

5(3)

Hälsa Footwear Miranda Bootie

$129.95Current Price $129.95

$169.95Previous Price $169.95

4.3(3)

Rieker Ornella 50 Bootie

$150Current Price $150

5(1)

Columbia Newton Ridge™ Amped Waterproof Hiking Boot

$110Current Price $110

4.6(698)

On Foot Olga Bootie

$146.99Current Price $146.99

$209.95Previous Price $209.95

ara Montreal Gore-Tex® Waterproof Boot

$142.96Current Price $142.96

$219.95Previous Price $219.95

4(7)

Favorite Daughter Sunny Genuine Shearling Lined Platform Bootie

$395Current Price $395

5(6)

Toni Pons Cavan Chelsea Boot

$124.95Current Price $124.95

5(1)

Camper Thelma Platform Bootie

$215Current Price $215

4.4(5)

Camper Katie Ankle Boot

$199Current Price $199

3.9(14)

On Foot Silken Chelsea Boot

$143.99Current Price $143.99

$204.95Previous Price $204.95

5(1)

Hälsa Footwear Rylee Floral Embossed Leather Bootie

$179.95Current Price $179.95

4(1)

Palladium Pampa Hi Bootie

$70Current Price $70

4.3(15)

Hunter Refined Waterproof Chelsea Boot

$165Current Price $165

4.4(14)

On Foot Touch Chelsea Boot

$160.99Current Price $160.99

$229.95Previous Price $229.95

Comfortview The Brinny Orthotic Shootie

$77Current Price $77

Flexus by Spring Step Tacey Waterproof Winter Boot

$69.95Current Price $69.95

5(2)

Hunter Diana Waterproof Rainboot

$160Current Price $160

4.3(67)

Toni Pons Cavour Chelsea Boot

$110 – $114.95Current Price $110 to $114.95

5(1)

New

NeroGiardini Chelsea Boot

$285 – $295Current Price $285 to $295

Propét Delphi Bootie

$134.95Current Price $134.95

4.7(6)

Rick Owens Hollywood Beatle Bogun Chelsea Boot

$1,575Current Price $1,575

New

Alegria by PG Lite Oaklee Bootie

$140 – $150Current Price $140 to $150

SOREL Joan FRWD Waterproof Chelsea Boot

$170Current Price $170

4.4(12)

Blundstone Footwear All Terrain Water Resistant Chelsea Boot

$394.95Current Price $394.95

Blundstone Footwear Chelsea Boot

$214.95Current Price $214.95

4.5(35)

Hunter Original Waterproof Chelsea Rain Boot

$155Current Price $155

4.2(274)

Hunter Original Play Waterproof Rain Bootie

$125Current Price $125

4.5(271)

On Foot Silken Faux Fur Lined Chukka Boot

$143.99Current Price $143.99

$204.95Previous Price $204.95

Bed Stu Lydyi Bootie

$309Current Price $309

4.6(34)

Bed Stu Judgement Bootie

$299Current Price $299

4.7(61)

ara Sayer Gore-Tex™ Waterproof Boot

$181.96Current Price $181.96

$279.95Previous Price $279.95

Only a few left

Hunter Waterproof Chelsea Rain Boot

$145Current Price $145

4.3(16)

Flexus by Spring Step Laroui Waterproof Winter Boot

$69.95Current Price $69.95

4.1(7)

New

Sperry Drizzle Waterproof Chelsea Rain Boot

$90Current Price $90

3.8(5)

On Foot Touch Sneaker Boot

$229.95Current Price $229.95

Easy Spirit Epic Water Resistant Ankle Boot

$58.99 – $109.95Current Price $58.99 to $109.95

$109 – $109.95Previous Price $109 to $109.95

4.4(42)

ZIGI Alleja Genuine Shearling Platform Bootie

$379.95Current Price $379.95

Blundstone Footwear Original Series Lace-Up Boot

$239.95Current Price $239.95

Flexus by Spring Step Baglama Bootie

$69.95Current Price $69.95

Camper Ariel Boxing Boot

$360Current Price $360

4.5(4)

Camper Crazyhorse Chelsea Boot

$200Current Price $200

$245Previous Price $245

4.8(8)

Only a few left

XERO SHOES Alpine Faux-Fur Trim Boot

$175Current Price $175

5(1)

Easy Spirit Epic Water Resistant Ankle Boot

$109Current Price $109

4.4(42)

NeroGiardini Chelsea Boot

$295Current Price $295

Only a few left

Spring Step Nespea Desert Bootie

$89.95Current Price $89.95

$109.95Previous Price $109.95

3.5(4)

Blundstone Footwear Blundstone 1673 Chelsea Bootie

$214.95Current Price $214.95

4(41)

Propét Dulcie Faux Fur Trim Bootie

$144.95Current Price $144.95

4(1)

Propét Demi Bootie

$114.95Current Price $114.95

4.4(7)

Wolky Phoenix Water Resistant Bootie

$279Current Price $279

4.8(4)

Only a few left

The North Face Sierra Waterproof Lace-Up Bootie

$165Current Price $165

4.4(314)

Palladium Pallashock Lo Hiver Water Repellent Faux Fur Boot

$100Current Price $100

BILLY Footwear Cozy II Boot

$70Current Price $70

3(2)

Blundstone Footwear Water Resistant Chelsea Boot

$224.95Current Price $224.95

4.5(8)

NeroGiardini Faux Fur Lined Combat Boot

$320Current Price $320

Only a few left