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Shop Most Comfortable Ankle Booties

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Brittany Knit Ankle Bootie - Blue - 9m …
$129.00
Talbots
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Clarks® Cloudsteppers Bre…
$66.50
$95.00
Kohl's
(64)
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Clarks® Breeze Range Women's A…
$63.00
$90.00
Kohl's
(179)
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Clarks® Cloudsteppers Bre…
$66.50
$95.00
Kohl's
(64)
24 % price drop
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Easy Spirit Elton Women's Water-Re…
$69.30
$99.00
Kohl's
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Born Tarkiln Women's Boots Gl…
$135.00
Zappos
(1K+)
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Rockport Carly Bootie Women's B…
$109.95
Zappos
(1K+)
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Attractive Color · High-quality Material · Perfect Fit · Stylish · Value for Money
Dr. Scholl's Rate Zip Women's Ankle Bo…
$81.00
$90.00
Kohl's
(205)
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High-quality Material · Perfect Fit · Stylish
SAS Bethany Side Zip Ankle Bootie W…
$254.95
Zappos
delivery truck
Free shipping
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High-quality Material · Perfect Fit · Stylish · brown
Women's Dixon Bootie In Naturally …
$199.95
Ariat
(1K+)
22 % price drop
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High-quality Material · Stylish · brown
Skechers Men's Relaxed Fit: Segme…
$69.99
$100.00
Skechers USA
(5K+)
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Easy Spirit Juna Women's Leather …
$90.30
$129.00
Kohl's
(1)
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Clarks® Cloudsteppers Bre…
$66.50
$95.00
Kohl's
(119)
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Rockport Carly Bootie Women's B…
$116.95
$129.95
Zappos
(1K+)
17 % price drop
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Sonoma Goods For Life® Millo Wome…
$31.99
$49.99
Kohl's
(803)
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Attractive Color · High-quality Material · Perfect Fit · Stylish · leather
Lucky Brand Basel Smooth Leather Si…
$99.99
Dillard's
(1K+)
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Attractive Color · Easy to clean · Stylish · True to size
Dr. Scholl's Laurel Women's Ankle Bo…
$72.00
$100.00
Kohl's
(37)
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Franco Sarto Franco Appia Booties (Bla…
$139.99
$200.00
FrancoSarto.com
(18)
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Easy Spirit Juna Women's Leather …
$90.30
$129.00
Kohl's
(1)
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Franco Sarto Franco Marcus Booties (Bl…
$111.99
$160.00
FrancoSarto.com
(340)
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Attractive Color · Easy to clean · Stylish · True to size
Dr. Scholl's Laurel Women's Ankle Bo…
$72.00
$100.00
Kohl's
(37)
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Easy Spirit Juna Women's Leather …
$90.30
$129.00
Kohl's
(1)
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Good arch support · High-quality Material · Perfect Fit · brown · leather
Dr. Scholl's London Women's Ankle Bo…
$75.60
$105.00
Kohl's
(92)
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Sonoma Goods For Life® Millo Wome…
$31.99
$49.99
Kohl's
(52)
16 % price drop
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Sonoma Goods For Life® Millo Wome…
$31.99
$49.99
Kohl's
(336)
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Attractive Color · Comfortable · High-quality Material · Perfect Fit · Stylish
Dr. Scholl's Rate Women's Ankle Bo…
$81.00
$90.00
Kohl's
(186)
24 % price drop
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Dr. Scholl's Create Women's Wedge A…
$68.40
$95.00
Kohl's
(144)
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Attractive Color · Comfortable · High-quality Material · Perfect Fit · Stylish
Dr. Scholl's Rate Women's Ankle Bo…
$81.00
$90.00
Kohl's
(186)
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Attractive Color · Comfortable · High-quality Material · Perfect Fit · Stylish
Dr. Scholl's Rate Women's Ankle Bo…
$81.00
$90.00
Kohl's
(186)
16 % price drop
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Dr. Scholl's Northbound Wome…
$72.00
$100.00
Kohl's
delivery truck
Free shipping
16 % price drop
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Dr. Scholl's Brianna Women's Ankle Bo…
$64.80
$90.00
Kohl's
(86)
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Attractive Color · Easy to clean · Stylish · True to size
Dr. Scholl's Laurel Women's Ankle Bo…
$72.00
$100.00
Kohl's
(37)
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Attractive Color · High-quality Material · Perfect Fit · Stylish · leather
Lucky Brand Basel Smooth Leather Si…
$99.99
Dillard's
(1K+)
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Franco Sarto Franco Appia Booties (Bla…
$139.99
$200.00
FrancoSarto.com
(18)
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Franco Sarto Franco Marcus Booties (Bl…
$111.99
$160.00
FrancoSarto.com
(340)
  1. Showing 1 - 36 out of 175 results for "most comfortable ankle booties"
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      Dr. Scholl's Astir Women's Ankle Booties, Size: 6.5, Black
      Dr. Scholl's Astir Women's Ankle Boo…
      $100.00
      Kohl's
      SALE
      delivery truckFree shipping
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      Dr. Scholl's Astir Women's Ankle Booties
      Dr. Scholl's Astir Women's Ankle Boo…
      Kohl's
      Price Drop Green Icon28% DROP
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      Aerosoles Almond Toe Suede Ankle Bootie - Magnus, Size 8-1/2 Medium, Deep Aubergine
      Aerosoles Almond Toe Suede Ankle …
      QVC
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      Dr. Scholl's Side Zip Ankle Bootie - Astir, Size 10 Medium, Brown
      Dr. Scholl's Side Zip Ankle Bootie - As…
      QVC
      Price Drop Green Icon19% DROP
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      Dr. Scholl's Side Zip Ankle Bootie - Astir, Size 8-1/2 Medium, Black
      (2)
      Dr. Scholl's Side Zip Ankle Bootie - As…
      QVC
      Price Drop Green Icon19% DROP
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      Special Offer
      Sun + Stone Women's Adelinee Double Zip Ankle Booties, Created For Macy's - Black - Size 7m
      Sun + Stone Women's Adelinee Doub…
      $69.50
      Macy's
      SALE
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      Naturalizer Delilah Leather Buckle An…
      Dillard's
      delivery truckFree shipping
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      Women's Chunky Low Heel Ankle Bo…
      Temu US
      delivery truckFree shipping
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      Naturalizer Aimee Leather Ankle Buc…
      Dillard's
      delivery truckFree shipping
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      Nerogiardini Leather Chelsea Ankle B…
      Neiman Marcus
      delivery truckFree shipping
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      Sun + Stone Women's Adelinee Doub…
      $69.50
      Macy's
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      (14)
      Clarks Collection Teresa Skip Suede/…
      $109.99
      HSN
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      Sun + Stone Women's Adelinee Doub…
      $69.50
      Macy's
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      Women's Ankle Booties Comfortable …
      $27.60
      Temu US
      SALE
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      Easy Spirit Tyme Fur-Lined Ankle Bo…
      $109.00
      HSN
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      (10)
      Easy Spirit Womens Larime Leather …
      Walmart
      delivery truckFree shipping
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      Comfort Ankle Booties For Women - …
      Temu
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      Naturalizer Aimee Leather Ankle Buc…
      Dillard's
      delivery truckFree shipping
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      Naturalizer Delilah Leather Buckle An…
      Dillard's
      delivery truckFree shipping
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      Women's Boots Slip-On Fashion Low …
      Temu US
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      TOMS Noa Chelsea Sculpted Wedge …
      Dillard's
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      Dr. Scholl's Women's Rate Zip Bootie…
      $90.00
      Macy's
      SALE
      delivery truckFree shipping
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      (29)
      Dr. Scholl's London Women's Ankle B…
      $105.00
      Kohl's
      SALE
      delivery truckFree shipping
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      (31)
      Dr. Scholl's Laurel Women's Ankle Bo…
      $100.00
      Kohl's
      SALE
      delivery truckFree shipping
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      Cole Haan Ramona Ankle Bootie Wat…
      Zappos
      delivery truckFree shipping
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      Special Offer
      (42)
      Dr. Scholl's Women's Rate Zip Bootie…
      $90.00
      Macy's
      SALE
      delivery truckFree shipping
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      (6)
      Clarks® Breeze Range Women's Ankl…
      $90.00
      Kohl's
      SALE
      delivery truckFree shipping
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      Special Offer
      Dr. Scholl's Women's Rate Zip Bootie…
      $90.00
      Macy's
      SALE
      delivery truckFree shipping
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      Women's Fashionable Ankle Boots, C…
      Temu
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      Lifestride Womens Blake Zip Ankle B…
      Amazon.com
      delivery truckFree shipping
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      (13)
      Naturalizer Women Carlyn Slip On Lo…
      Amazon.com
      Price Drop Green Icon16% DROP
      delivery truckFree shipping
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      Women's Boots Slip-On Fashion Low …
      Temu
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      (20)
      Dr. Scholl's Rate Zip Women's Ankle …
      $90.00
      Kohl's
      SALE
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      TOMS Maude Shimmer Twill Wedge …
      Dillard's
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      (20)
      Dr. Scholl's Rate Zip Women's Ankle …
      $90.00
      Kohl's
      SALE
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      (47)
      Dr. Scholl's Rate Women's Ankle Boo…
      $90.00
      Kohl's
      SALE
      delivery truckFree shipping
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    Clarks Charlten Grace Bootie | Wo…
    $41.98
    DSW
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    Franco Sarto Franco Noah Booties (Bla…
    $104.99
    $150.00
    FrancoSarto.com
    Special Offer
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    Clarks Women's Caroline Orchid Ru…
    $91.00
    $130.00
    Macy's
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    Clarks® Cloudsteppers Bre…
    $66.50
    $95.00
    Kohl's
    delivery truck
    Free shipping
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    Attractive Color · High-quality Material · Perfect Fit · Stylish · leather
    Lucky Brand Basel Smooth Leather Si…
    $99.99
    Dillard's
    (1K+)
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    Attractive Color · High-quality Material · Perfect Fit · Stylish · leather
    Lucky Brand Basel Smooth Leather Si…
    $99.99
    Dillard's
    (1K+)
    New tab icon
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    High-quality Material · Perfect Fit · Stylish · black · leather
    Women's Dixon Bootie In Brooklyn …
    $199.95
    Ariat
    (569)
    Special Offer
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    Sun + Stone Women's Adelinee …
    $41.70
    $69.50
    Macy's
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    Baretraps Women Baretraps Amysue …
    $69.00
    $79.00
    Boscov's
    (110)
    Curbside
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    Baretraps Womens Linnea Stacked He…
    $55.99
    $79.00
    Local Inventory IconJCPenney
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    Skinny Heel Ankle Boot In Black Size …
    $189.00
    Chicos
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    High-quality Material · Perfect Fit · Stylish · black
    Women's Dixon Bootie In Naturally …
    $199.95
    Ariat
    (1K+)
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    Vionic Suede Ankle Boots - Shyanne, Si…
    $103.99
    QVC
    (39)
    New tab icon
    High-quality Material · Perfect Fit · Stylish
    Franco Sarto Franco Marcus Booties (C…
    $111.99
    $160.00
    FrancoSarto.com
    (31)
    Curbside
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    Baretraps Womens Linnea Stacked He…
    $55.99
    $79.00
    Local Inventory IconJCPenney
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    Baretraps Women's Slaine Ankle Booti…
    $47.40
    $79.00
    belk
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    Lifestride Women's Adriana Ankle Boo…
    $63.00
    $90.00
    belk
    (5K+)
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    Baretraps Women's Palmer Ankle Booti…
    $45.00
    $75.00
    belk
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    Easy Spirit Women Easy Spirit Aleta A…
    $79.99
    Boscov's
    47 % price drop
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    Franco Sarto Franco Dalden Booties (Bl…
    $82.99
    $170.00
    FrancoSarto.com
    (182)