Shop comfortable ankle boots

Sponsored
$139.99
Boot For Ankle For Sensitive Feet, Water Repellant Leather, Women's Chelsea Boots | Orthofeet Orthotic Slip On Boots, Blaire, 10.5 / Wide / Black
Orthofeet
$139.99
Boot For Ankle For Sensitive Feet, Water Repellant Leather, Women's Chelsea Boots | Orthofeet Orthotic Slip On Boots, Blaire, 10.5 / Wide / Black
Orthofeet
$100.00
Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 6.0 | Black | Leather/Textile
Skechers.com
45
$100.00
Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 6.0 | Black | Leather/Textile
Skechers.com
$129.99
$160.00
Ortho Footwear - Swollen Feet Boots, Best Arch Support, Waterproof, Women's Boots | Orthofeet Footwear, Florence, 9 / Extra Wide / Black
Orthofeet
18% off
$129.99
$160.00
Ortho Footwear - Swollen Feet Boots, Best Arch Support, Waterproof, Women's Boots | Orthofeet Footwear, Florence, 9 / Extra Wide / Black
Orthofeet
$109.99
$160.00
Orthopedic Neuropathy Boots, Best Arch Support, Quality Leather, Women's Boots | Orthofeet Footwear, Florence, 8 / Wide / Camel
Orthofeet
31% off
$109.99
$160.00
Orthopedic Neuropathy Boots, Best Arch Support, Quality Leather, Women's Boots | Orthofeet Footwear, Florence, 8 / Wide / Camel
Orthofeet
$119.99
$150.00
Podiatrist Recommended Walking And Standing Boots, Premium Arch Support, Enhanced Comfort, Women's Boots | Orthofeet Footwear, Siena, 7 / Wide / Black
Orthofeet
20% off
$119.99
$150.00
Podiatrist Recommended Walking And Standing Boots, Premium Arch Support, Enhanced Comfort, Women's Boots | Orthofeet Footwear, Siena, 7 / Wide / Black
Orthofeet
$129.99
$160.00
Seniors Sensitive Feet Boots, Custumized Arch Support, Waterproof, Men's Boots | Orthofeet Orthopedic Footwear, Hunter, 11.5 / Extra Wide / Black
Orthofeet
18% off
$129.99
$160.00
Seniors Sensitive Feet Boots, Custumized Arch Support, Waterproof, Men's Boots | Orthofeet Orthopedic Footwear, Hunter, 11.5 / Extra Wide / Black
Orthofeet
$109.99
$150.00
Seniors Support Boots, Premium Arch Support, Enhanced Comfort, Women's Boots | Orthofeet Orthotic Footwear, Siena, 10.5 / Medium / Brown
Orthofeet
26% off
$109.99
$150.00
Seniors Support Boots, Premium Arch Support, Enhanced Comfort, Women's Boots | Orthofeet Orthotic Footwear, Siena, 10.5 / Medium / Brown
Orthofeet
$119.00
Naturalizer Karol Side-Zip Booties - Cinnamon Faux Leather - Size 9.5W
Macy's
8
Free shipping
$119.00
Naturalizer Karol Side-Zip Booties - Cinnamon Faux Leather - Size 9.5W
Macy's
$99.99
$150.00
Seniors Support Boots, Premium Arch Support, Women's Boots, Quality Leather | Orthofeet Orthopedic Shoes, Delta, 9 / Wide / Brown
Orthofeet
148
33% off
$99.99
$150.00
Seniors Support Boots, Premium Arch Support, Women's Boots, Quality Leather | Orthofeet Orthopedic Shoes, Delta, 9 / Wide / Brown
Orthofeet
$119.99
$150.00
Podiatrist Recommended Walking And Standing Boots, Supportive Insole, Women's Boots | Orthofeet Orthopedic Shoes, Emma, 10.5 / Wide / Black
Orthofeet
20% off
$119.99
$150.00
Podiatrist Recommended Walking And Standing Boots, Supportive Insole, Women's Boots | Orthofeet Orthopedic Shoes, Emma, 10.5 / Wide / Black
Orthofeet
$119.99
$150.00
Best Support Sensitive Feet Boots, Premium Arch Support, Superior Comfort & Protection, Men's Boots | Orthofeet Footwear, Ryder, 8 / Wide / Black
Orthofeet
28
20% off
$119.99
$150.00
Best Support Sensitive Feet Boots, Premium Arch Support, Superior Comfort & Protection, Men's Boots | Orthofeet Footwear, Ryder, 8 / Wide / Black
Orthofeet
$160.00
L.L.Bean | Women's Teva Anaya Booties, Waterproof Side-Zip Black 8 M(B), Leather/Rubber/Metal
L.L.Bean
11
Free shipping
$160.00
L.L.Bean | Women's Teva Anaya Booties, Waterproof Side-Zip Black 8 M(B), Leather/Rubber/Metal
L.L.Bean
$16.99
$49.99
Sonoma Goods For Life® Millo Women's Ankle Boots, Size: 5, Black
Kohl's
336
66% off
$16.99
$49.99
Sonoma Goods For Life® Millo Women's Ankle Boots, Size: 5, Black
Kohl's
$160.00
L.L.Bean | Women's Teva Anaya Booties, Waterproof Side-Zip Brown 6.5 M(B), Leather/Rubber/Metal
L.L.Bean
67
Free shipping
$160.00
L.L.Bean | Women's Teva Anaya Booties, Waterproof Side-Zip Brown 6.5 M(B), Leather/Rubber/Metal
L.L.Bean
$93.49
$109.99
Lifestride Zariah Women's Wedge Ankle Boots, Size: 8.5 Wide, Black
Kohl's
Free shipping
15% off
$93.49
$109.99
Lifestride Zariah Women's Wedge Ankle Boots, Size: 8.5 Wide, Black
Kohl's
$93.49
$109.99
Lifestride Zariah Women's Wedge Ankle Boots, Size: 6, Brown
Kohl's
Free shipping
15% off
$93.49
$109.99
Lifestride Zariah Women's Wedge Ankle Boots, Size: 6, Brown
Kohl's
$79.00
Easy Spirit Alice Women's Ankle Boots, Size: 8, Black
Kohl's
Free shipping
$79.00
Easy Spirit Alice Women's Ankle Boots, Size: 8, Black
Kohl's
$17.99
$65.00
Arizona Jean Co Womens Castle Stacked Heel Booties | Black | Regular 7 1/2 | Boots Booties
JCPenney
72% off
$17.99
$65.00
Arizona Jean Co Womens Castle Stacked Heel Booties | Black | Regular 7 1/2 | Boots Booties
JCPenney
$94.71
Propét Men's Blizzard Mid Zip-M Hiking Boot
Amazon.com
2
Free shipping
$94.71
Propét Men's Blizzard Mid Zip-M Hiking Boot
Amazon.com
$45.89
$89.99
Lifestride Babe Women's Ankle Booties, Size: 8.5 Wide, Brown
Kohl's
1
Free shipping
49% off
$45.89
$89.99
Lifestride Babe Women's Ankle Booties, Size: 8.5 Wide, Brown
Kohl's
$125.99
$180.00
UGG® Women's Cityfunc Zip Leather Boots In Black, Size 5
Ugg
30% off
$125.99
$180.00
UGG® Women's Cityfunc Zip Leather Boots In Black, Size 5
Ugg
$71.25
$95.00
Easy Spirit Womens Alice Flat Heel Booties | Black | Regular 7 | Boots Booties | Comfort|Orthotic Friendly|Arch Support|Removable Sock Liner|Cushioned
JCPenney
25% off
$71.25
$95.00
Easy Spirit Womens Alice Flat Heel Booties | Black | Regular 7 | Boots Booties | Comfort|Orthotic Friendly|Arch Support|Removable Sock Liner|Cushioned
JCPenney
$109.00
Easy Spirit Verry Women's Ankle Boots, Size: 8 Wide, Dark Brown
Kohl's
Free shipping
$109.00
Easy Spirit Verry Women's Ankle Boots, Size: 8 Wide, Dark Brown
Kohl's
$40.79
$79.99
Lifestride Alexander Women's Ankle Boots, Size: 8, Dark Brown
Kohl's
173
49% off
$40.79
$79.99
Lifestride Alexander Women's Ankle Boots, Size: 8, Dark Brown
Kohl's
$169.00
L.L.Bean | Women's Camden Hills Chelsea Boots Black 10 M(B), Leather/Rubber
L.L.Bean
Free shipping
$169.00
L.L.Bean | Women's Camden Hills Chelsea Boots Black 10 M(B), Leather/Rubber
L.L.Bean
$160.00
Thursday Boot Company Women's Legend Chelsea Boot In Black Matte Leather - Thursday Boots Size 10.5
Thursday Boot Company
$160.00
Thursday Boot Company Women's Legend Chelsea Boot In Black Matte Leather - Thursday Boots Size 10.5
Thursday Boot Company
$79.99
Women's Merrell Haven Bluff Polar Waterproof Boot
Walmart
40
Free shipping
$79.99
Women's Merrell Haven Bluff Polar Waterproof Boot
Walmart
$52.49
$69.99
Easy Street Womens Legend Block Heel Booties | Beige | Regular 6 1/2 | Boots Booties | Cushioned|Comfort
JCPenney
25% off
$52.49
$69.99
Easy Street Womens Legend Block Heel Booties | Beige | Regular 6 1/2 | Boots Booties | Cushioned|Comfort
JCPenney
$17.99
$65.00
Arizona Jean Co Womens Castle Stacked Heel Booties | Yellow | Regular 8 1/2 | Boots Booties
JCPenney
In store
Curbside
$17.99
$65.00
Arizona Jean Co Womens Castle Stacked Heel Booties | Yellow | Regular 8 1/2 | Boots Booties
JCPenney
$139.00
L.L.Bean | Women's Stonington Chelsea Boots, Leather Dark Oakwood 6 M(B), Leather/Rubber
L.L.Bean
Free shipping
$139.00
L.L.Bean | Women's Stonington Chelsea Boots, Leather Dark Oakwood 6 M(B), Leather/Rubber
L.L.Bean
$22.49
$75.00
Arizona Jean Co Womens Masin Block Heel Chelsea Boots | Black | Regular 10 | Boots Chelsea Boots
JCPenney
In store
Curbside
$22.49
$75.00
Arizona Jean Co Womens Masin Block Heel Chelsea Boots | Black | Regular 10 | Boots Chelsea Boots
JCPenney
$149.99
$250.00
UGG® Women's Adirondack III Boot Leather/Suede/Waterproof Cold Weather Boots In Mustard Seed, Size 5
Ugg
3K+
40% off
$149.99
$250.00
UGG® Women's Adirondack III Boot Leather/Suede/Waterproof Cold Weather Boots In Mustard Seed, Size 5
Ugg
$139.00
L.L.Bean | Women's Snow Sneaker 5 Boots, Pull-On Black/Graphite 8.5 M(B), Suede Leather/Rubber
L.L.Bean
Free shipping
$139.00
L.L.Bean | Women's Snow Sneaker 5 Boots, Pull-On Black/Graphite 8.5 M(B), Suede Leather/Rubber
L.L.Bean
$41.24
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Memory Foam | Valentine's Day
JCPenney
In store
19
Curbside
$41.24
$90.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 10 | Boots Chelsea Boots | Memory Foam | Valentine's Day
JCPenney
$140.00
Clarks® Charlten Grace Women's Leather Dress Boots, Size: 5 Medium, Black
Kohl's
52
Free shipping
$140.00
Clarks® Charlten Grace Women's Leather Dress Boots, Size: 5 Medium, Black
Kohl's
$199.95
Women's Blundstone 9500 High Top Chelsea Boots Rustic Black 3 M, Leather | L.L.Bean
L.L.Bean
2
Free shipping
$199.95
Women's Blundstone 9500 High Top Chelsea Boots Rustic Black 3 M, Leather | L.L.Bean
L.L.Bean
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    Shop comfortable ankle boots

    Sponsored
    $139.99
    Boot For Ankle For Sensitive Feet, Water Repellant Leather, Women's Chelsea Boots | Orthofeet Orthotic Slip On Boots, Blaire, 10.5 / Wide / Black
    Orthofeet
    $139.99
    Boot For Ankle For Sensitive Feet, Water Repellant Leather, Women's Chelsea Boots | Orthofeet Orthotic Slip On Boots, Blaire, 10.5 / Wide / Black
    Orthofeet
    $100.00
    Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 6.0 | Black | Leather/Textile
    Skechers.com
    45
    $100.00
    Skechers Women's Work: Workshire - Jannit Comp Toe Boots | Size 6.0 | Black | Leather/Textile
    Skechers.com
    $129.99
    $160.00
    Ortho Footwear - Swollen Feet Boots, Best Arch Support, Waterproof, Women's Boots | Orthofeet Footwear, Florence, 9 / Extra Wide / Black
    Orthofeet
    18% off
    $129.99
    $160.00
    Ortho Footwear - Swollen Feet Boots, Best Arch Support, Waterproof, Women's Boots | Orthofeet Footwear, Florence, 9 / Extra Wide / Black
    Orthofeet
    $109.99
    $160.00
    Orthopedic Neuropathy Boots, Best Arch Support, Quality Leather, Women's Boots | Orthofeet Footwear, Florence, 8 / Wide / Camel
    Orthofeet
    31% off
    $109.99
    $160.00
    Orthopedic Neuropathy Boots, Best Arch Support, Quality Leather, Women's Boots | Orthofeet Footwear, Florence, 8 / Wide / Camel
    Orthofeet
    $119.99
    $150.00
    Podiatrist Recommended Walking And Standing Boots, Premium Arch Support, Enhanced Comfort, Women's Boots | Orthofeet Footwear, Siena, 7 / Wide / Black
    Orthofeet
    20% off
    $119.99
    $150.00
    Podiatrist Recommended Walking And Standing Boots, Premium Arch Support, Enhanced Comfort, Women's Boots | Orthofeet Footwear, Siena, 7 / Wide / Black
    Orthofeet
    $129.99
    $160.00
    Seniors Sensitive Feet Boots, Custumized Arch Support, Waterproof, Men's Boots | Orthofeet Orthopedic Footwear, Hunter, 11.5 / Extra Wide / Black
    Orthofeet
    18% off
    $129.99
    $160.00
    Seniors Sensitive Feet Boots, Custumized Arch Support, Waterproof, Men's Boots | Orthofeet Orthopedic Footwear, Hunter, 11.5 / Extra Wide / Black
    Orthofeet
    $109.99
    $150.00
    Seniors Support Boots, Premium Arch Support, Enhanced Comfort, Women's Boots | Orthofeet Orthotic Footwear, Siena, 10.5 / Medium / Brown
    Orthofeet
    26% off
    $109.99
    $150.00
    Seniors Support Boots, Premium Arch Support, Enhanced Comfort, Women's Boots | Orthofeet Orthotic Footwear, Siena, 10.5 / Medium / Brown
    Orthofeet
    $119.00
    Naturalizer Karol Side-Zip Booties - Cinnamon Faux Leather - Size 9.5W
    Macy's
    8
    Free shipping
    $119.00
    Naturalizer Karol Side-Zip Booties - Cinnamon Faux Leather - Size 9.5W
    Macy's
    $99.99
    $150.00
    Seniors Support Boots, Premium Arch Support, Women's Boots, Quality Leather | Orthofeet Orthopedic Shoes, Delta, 9 / Wide / Brown
    Orthofeet
    148
    33% off
    $99.99
    $150.00
    Seniors Support Boots, Premium Arch Support, Women's Boots, Quality Leather | Orthofeet Orthopedic Shoes, Delta, 9 / Wide / Brown
    Orthofeet
    $119.99
    $150.00
    Podiatrist Recommended Walking And Standing Boots, Supportive Insole, Women's Boots | Orthofeet Orthopedic Shoes, Emma, 10.5 / Wide / Black
    Orthofeet
    20% off
    $119.99
    $150.00
    Podiatrist Recommended Walking And Standing Boots, Supportive Insole, Women's Boots | Orthofeet Orthopedic Shoes, Emma, 10.5 / Wide / Black
    Orthofeet
    $119.99
    $150.00
    Best Support Sensitive Feet Boots, Premium Arch Support, Superior Comfort & Protection, Men's Boots | Orthofeet Footwear, Ryder, 8 / Wide / Black
    Orthofeet
    28
    20% off
    $119.99
    $150.00
    Best Support Sensitive Feet Boots, Premium Arch Support, Superior Comfort & Protection, Men's Boots | Orthofeet Footwear, Ryder, 8 / Wide / Black
    Orthofeet
    $160.00
    L.L.Bean | Women's Teva Anaya Booties, Waterproof Side-Zip Black 8 M(B), Leather/Rubber/Metal
    L.L.Bean
    11
    Free shipping
    $160.00
    L.L.Bean | Women's Teva Anaya Booties, Waterproof Side-Zip Black 8 M(B), Leather/Rubber/Metal
    L.L.Bean
    $16.99
    $49.99
    Sonoma Goods For Life® Millo Women's Ankle Boots, Size: 5, Black
    Kohl's
    336
    66% off
    $16.99
    $49.99
    Sonoma Goods For Life® Millo Women's Ankle Boots, Size: 5, Black
    Kohl's
    $160.00
    L.L.Bean | Women's Teva Anaya Booties, Waterproof Side-Zip Brown 6.5 M(B), Leather/Rubber/Metal
    L.L.Bean
    67
    Free shipping
    $160.00
    L.L.Bean | Women's Teva Anaya Booties, Waterproof Side-Zip Brown 6.5 M(B), Leather/Rubber/Metal
    L.L.Bean
    $93.49
    $109.99
    Lifestride Zariah Women's Wedge Ankle Boots, Size: 8.5 Wide, Black
    Kohl's
    Free shipping
    15% off
    $93.49
    $109.99
    Lifestride Zariah Women's Wedge Ankle Boots, Size: 8.5 Wide, Black
    Kohl's
    $93.49
    $109.99
    Lifestride Zariah Women's Wedge Ankle Boots, Size: 6, Brown
    Kohl's
    Free shipping
    15% off
    $93.49
    $109.99
    Lifestride Zariah Women's Wedge Ankle Boots, Size: 6, Brown
    Kohl's
    $79.00
    Easy Spirit Alice Women's Ankle Boots, Size: 8, Black
    Kohl's
    Free shipping
    $79.00
    Easy Spirit Alice Women's Ankle Boots, Size: 8, Black
    Kohl's
    $17.99
    $65.00
    Arizona Jean Co Womens Castle Stacked Heel Booties | Black | Regular 7 1/2 | Boots Booties
    JCPenney
    72% off
    $17.99
    $65.00
    Arizona Jean Co Womens Castle Stacked Heel Booties | Black | Regular 7 1/2 | Boots Booties
    JCPenney