How to Wear Ankle Boots - Search Shopping

Compare Products

Choose upto 5 items for side by side feature comparison

Wishlist

Go to collections

Show filters

Shop How to Wear Ankle Boots

Sponsored

Hell Is Us - Xbox Series X

Prada Leather Zip Ankle-Booties, Ne…

$1,690.00

Neiman Marcus

Free shipping

Allen Edmonds Maddox Reserve …

$1,095.00

Allen Edmonds

Free shipping

5.11 Tactical Men's A.T.A.C.® 2.0 8" …

$108.00

$135.00

5.11 Tactical

5.11 Tactical Men's Company 3.0 Boo…

$116.00

$135.00

5.11 Tactical

5.11 Tactical Men's Speed 4.0 8" Sid…

$96.00

$120.00

5.11 Tactical

Sonoma Goods For Life® Millo Wome…

Skechers Relaxed Fit® Easy Going …

Easy Street Dawnta Women's Ankle B…

Easy Street Jalia Women's Ankle B…

Lifestride Dubliner Women's Zip Ankl…

Allen Edmonds Chandler Weather…

$525.00

Allen Edmonds

Free shipping

High-quality Material · black · leather

Allen Edmonds Liverpool Chelse…

SKIMS Cheeky Tanga | Mineral | …

High-quality Material · Perfect Fit · Stylish · Value for Money · black

Honeywell Muckster II M2A-000 Ankle …

Womens | Size 8 | Whisper Boots | H…

$149.00

Hotter US

5.11 Tactical Men's Rambler 6" Boot I…

$99.49

$155.00

5.11 Tactical

Prada Chocolate Calfskin Chelsea …

$1,470.00

Neiman Marcus

Free shipping

Valentino Garavani Vlogo Signature L…

$1,690.00

Neiman Marcus

Free shipping

Corral Boots Women's Brown …

Womens | Size 8 | Whisper Boots | H…

$149.00

Hotter US

5.11 Tactical Men's Rambler 6" Boot I…

$99.49

$155.00

5.11 Tactical

Lifestride Blake Zip Women's Ankle B…

Easy Street Dawnta Women's Ankle B…

Attractive Color · Keeps feet warm · Perfect Fit · Stylish · Value for Money

Rocket Dog Rainbow Women'…

Sonoma Goods For Life® Square Toe …

Prada Chocolate Calfskin Chelsea …

$1,470.00

Neiman Marcus

Free shipping

Sonoma Goods For Life® Aarie Wome…

$16.99

$54.99

Kohl's

Easy Spirit Alice Women's Ankle B…

Valentino Garavani Vlogo Signature L…

$1,690.00

Neiman Marcus

Free shipping

Sonoma Goods For Life® Aarie Wome…

$16.99

$54.99

Kohl's

Corral Boots Women's Brown …

Comfortable · High-quality Material · Perfect Fit · Stylish · Value for Money

Ariat Men's Booker Ultra Black Squar…

Sonoma Goods For Life® Eisleyy Wo…

$16.99

$59.99

Kohl's

Skechers Relaxed Fit® Easy Going …

Showing 1 - 36 out of 167 results for "how to wear ankle boots"
Sort by:
Featured
Featured
Price - High To Low
Price - Low To High
1. Saved
  Save to wishlist
  SALE
  4.8
  ·
  46
  4.8
  46 ratings
  Franco Sarto Franco Stevie Mid Cal…
  $98.99
  $200.00
  F
  FrancoSarto.com
2. Saved
  Save to wishlist
  Special Offer
  Kelly & Katie Zane Bootie | Women'…
  $59.98
  D
  DSW
3. Saved
  Save to wishlist
  SALE
  DOLCE VITA Women's Valory West…
  $121.49
  $170.00
  E
  EVEREVE
4. Saved
  Save to wishlist
  Suede Bootie
  $34.99
  N
  Nautica
5. Saved
  Save to wishlist
  SALE
  5
  ·
  22
  5
  22 ratings
  FRYE Campus Chelsea Booties In …
  $279.98
  $358.00
  F
  Frye
  Free shipping
6. Saved
  Save to wishlist
  Special Offer
  4.7
  ·
  55
  4.7
  55 ratings
  Steve Madden Riggs Boot | Women'…
  $199.99
  D
  DSW
  Free shipping
7. Saved
  Save to wishlist
  Fitz Leather Bootie
  $123.00
  R
  Rue La La
  Free shipping
8. Saved
  Save to wishlist
  SALE
  4.4
  ·
  13
  4.4
  13 ratings
  Bates Men's Fuse Mid Side Zip Blac…
  $44.98
  $89.95
  W
  Wolverine.com
9. Saved
  Save to wishlist
  Special Offer
  Kelly & Katie Gavan Bootie | Wome…
  $59.98
  D
  DSW
10. Saved
  Save to wishlist
  Special Offer
  4.5
  ·
  187
  4.5
  187 ratings
  Skechers On The Go Joy Bootie | W…
  $54.98
  D
  DSW
11. Saved
  Save to wishlist
  Special Offer
  4.3
  ·
  3
  4.3
  3 ratings
  Skechers Relaxed Fit Easy Going C…
  $84.98
  D
  DSW
  Free shipping
12. Saved
  Save to wishlist
  Special Offer
  Women's Sheepskin Soft-Bottom B…
  $99.95
  V
  Vermont Country Store
  Free shipping
13. Saved
  Save to wishlist
  Women's High Heel Booties Black-8
  $61.99
  Topiy
  Free shipping
14. Saved
  Save to wishlist
  Sorel Ona Ave™ Alpine Waterproof …
  $150.00
  T
  Talbots
  Free shipping
15. Saved
  Save to wishlist
  Women's High Heel Booties Black-6
  $61.99
  Topiy
  Free shipping
16. Saved
  Save to wishlist
  Women's High Heel Booties Black-11
  $61.99
  Topiy
  Free shipping
17. Saved
  Save to wishlist
  SALE
  4.8
  ·
  275
  4.8
  275 ratings
  Ariat Men's Booker Ultra Black Squ…
  $131.12
  $149.95
  A
  Amazon.com
  Free shipping
18. Saved
  Save to wishlist
  Women's High Heel Booties Black-10
  $61.99
  Topiy
  Free shipping
19. Saved
  Save to wishlist
  Women's High Heel Booties Black-9
  $61.99
  Topiy
  Free shipping
20. Saved
  Save to wishlist
  Women's High Heel Booties Black-7
  $61.99
  Topiy
  Free shipping
21. Saved
  Save to wishlist
  SALE
  Women's Neutrals Coturno Soft Boo…
  $196.00
  $262.00
  W
  Wolf & Badger - UK
22. Saved
  Save to wishlist
  SALE
  Ankle Boots With Round Toe, Side …
  $67.95
  $136.00
  H
  harperandlane.com
23. Saved
  Save to wishlist
  Used
  SALE
  Tan Suede Booties. 4" Heel. Size 8 …
  $15.00
  $30.00
  P
  Poshmark
24. Saved
  Save to wishlist
  Women's High Heel Booties Black-5
  $61.99
  Topiy
  Free shipping
25. Saved
  Save to wishlist
  Used
  Ankle Boots
  $20.00
  P
  Poshmark
26. Saved
  Save to wishlist
  SALE
  Women's Vegan Leather Tall Slouc…
  $60.00
  $150.00
  B
  Banana Republic Factory
27. Saved
  Save to wishlist
  Special Offer
  Heel Ankle Bootie - Black Faux Leat…
  $97.95
  S
  Spicy Lingerie
  Free shipping
28. Saved
  Save to wishlist
  Special Offer
  Dr. Scholl's Lainey Bootie | Women'…
  $69.99
  D
  DSW
29. Saved
  Save to wishlist
  SALE
  Women's Alara Ankle Boot - Tan - S…
  $83.25
  $185.00
  M
  Macy's
  Free shipping
30. Saved
  Save to wishlist
  Clarks Certina Joy Boots - Black Le…
  $119.95
  W
  WalkingCo
  Free shipping
31. Saved
  Save to wishlist
  Ba&Sh - Ankle-Boots Casey For Wo…
  $565.00
  B
  ba&sh
  Free shipping
32. Saved
  Save to wishlist
  SALE
  Croft & Barrow® Mariko Women's P…
  $22.94
  $54.99
  K
  Kohl's
33. Saved
  Save to wishlist
  Comfortiva Rebeca Boots - Tan Floral
  $124.95
  W
  WalkingCo
  Free shipping
34. Saved
  Save to wishlist
  Women's Sutton Sqaure Toe Ankle …
  $99.99
  Jessica London
35. Saved
  Save to wishlist
  SALE
  4.4
  ·
  50
  4.4
  50 ratings
  Dr. Scholl's Women's Rate Ankle Bo…
  $54.99
  $94.99
  F
  Famous Footwear
36. Saved
  Save to wishlist
  SALE
  Sonoma Goods For Life® Women's …
  $16.99
  $54.99
  K
  Kohl's
Oops! We are sorry, something went wrong.
Continue your shopping by clicking on another product
Product added to your wishlist! View wishlist
Sign in to see your saved products on any device
Product removed from your wishlist! View wishlist
Sign in to see your saved products on any device
Something went wrong. Please try again later.
Product is added to compare already. Please refresh the page.
Product is not found in compare. Please refresh the page.
5 Products already added. Please delete existing selection to add this.
Sponsored
✕
Learn how your ads are chosen
kohls.com
Why you're seeing this ad?
Your current search
The gender you selected in your Microsoft account and your search history
The birthdate you shared in your Microsoft account and your search history
Advertiser Details
Name: KOHL'S DEPARTMENT STORES, INC.
Location: United States
Verified by Microsoft Advertising. See more ads from this advertiser on Bing. Learn more about the Microsoft Advertiser Identity Verification Program.
amazon.com
Why you're seeing this ad?
Your current search
Advertiser Details
Name: Amazon.com Services, Inc
Location: United States
Verified by Microsoft Advertising. See more ads from this advertiser on Bing. Learn more about the Microsoft Advertiser Identity Verification Program.
kurufootwear.com
Why you're seeing this ad?
Your current search
The gender you selected in your Microsoft account and your search history
The birthdate you shared in your Microsoft account and your search history
Advertiser Details
Name: Nelwood Corp DBA KURU Footwear
Location: United States
Verified by Microsoft Advertising. See more ads from this advertiser on Bing. Learn more about the Microsoft Advertiser Identity Verification Program.
511tactical.com
Why you're seeing this ad?
Your current search
Advertiser Details
Name: 5.11 Tactical
Location: United States
Verified by Microsoft Advertising. See more ads from this advertiser on Bing. Learn more about the Microsoft Advertiser Identity Verification Program.
jcpenney.com
Why you're seeing this ad?
Your current search
Advertiser Details
Name: Penney OpCo, LLC
Location: United States
Verified by Microsoft Advertising. See more ads from this advertiser on Bing. Learn more about the Microsoft Advertiser Identity Verification Program.
etsy.com
Why you're seeing this ad?
Your current search
Advertiser Details
Name: Pricegrabber.com
Location: United States
Verified by Microsoft Advertising. See more ads from this advertiser on Bing. Learn more about the Microsoft Advertiser Identity Verification Program.
hotter.com
Why you're seeing this ad?
Your current search
Advertiser Details
Name: Hotter Shoes Limited
Location: United Kingdom
Verified by Microsoft Advertising. See more ads from this advertiser on Bing. Learn more about the Microsoft Advertiser Identity Verification Program.
neimanmarcus.com
Why you're seeing this ad?
Your current search
Advertiser Details
Name: Neiman Marcus Corporate
Location: United States
Verified by Microsoft Advertising. See more ads from this advertiser on Bing. Learn more about the Microsoft Advertiser Identity Verification Program.
comfyplatformshoes.com
Why you're seeing this ad?
Your current search
The birthdate you shared in your Microsoft account and your search history
Advertiser Details
Name: AN Associates Co Inc.
Location: Canada
See more ads from this advertiser on Bing.
macys.com
Why you're seeing this ad?
Your current search
Advertiser Details
Name: Pricegrabber.com
Location: United States
Verified by Microsoft Advertising. See more ads from this advertiser on Bing. Learn more about the Microsoft Advertiser Identity Verification Program.
famousfootwear.com
Why you're seeing this ad?
Your current search
Advertiser Details
Name: CALERES, INC.
Location: United States
Verified by Microsoft Advertising. See more ads from this advertiser on Bing. Learn more about the Microsoft Advertiser Identity Verification Program.
dsw.com
Why you're seeing this ad?
Your current search
Advertiser Details
Name: DSW Inc.
Location: United States
Verified by Microsoft Advertising. See more ads from this advertiser on Bing. Learn more about the Microsoft Advertiser Identity Verification Program.
Ad settings
Sonoma Goods For Life® Women's Hi…
$16.99

$54.99
Kohl's
Curbside
Skechers Relaxed Fit® Easy Going …
$62.99

$84.99
Kohl's
4.5
·
50
MUCK Men's Arctic Excursion Ankle B…
$91.43

$120.00
Amazon.com
4.5
·
1K+
Best Boots For Plantar Fasciitis, …
$161.10

$179.00
KURU
Free shipping
5.11 Tactical Men's Caliber 6" Boot In …
$54.97

$115.00
5.11 Tactical
SO® Paulina Women's Faux-Fu…
$12.74

$34.99
Kohl's
St. John's Bay Womens Ryder St…
$12.99

$65.00
JCPenney
Dr. Scholl's Brianna Women's Ankle B…
$56.09

$110.00
Kohl's
4.5
·
123
Curbside
BOC By Born Womens Addi Fla…
$60.00

$120.00
JCPenney
4.5
·
39
Most Likely To Christmas Party S…
$9.14
Etsy
5.0
·
286
Lifestride Blake Zip Women's Ankle B…
$76.49

$89.99
Kohl's
4.0
·
57
Womens | Size 9.5 | Bamburgh Boots …
$215.00
Hotter US
Veronica Beard Lisa Stretch Leather B…
$385.00

$550.00
Neiman Marcus
Free shipping
Womens Winter Snow Boots Fur L…
$29.99

$60.00
Comfy Platform S…
United Ortho Short Air Cam Walker F…
$49.95
Amazon.com
4.5
·
10K+
Women's 6 in Ankle Deck Boot Sport …
$105.00
Macy's
4.0
·
39
Lugz Mens Drifter Lo Lx Round Toe …
$49.99

$70.00
Amazon.com
4.5
·
1K+
B.O.C. Women's Addi Ankle Bootie…
$57.99

$114.99
Famous Footwear
Attractive Color · Perfect Fit · Stylish · Value for Money
Journee Collection Womens Livvy Bl…
$47.99

$79.99
JCPenney
4.5
·
67
30% Off*
Lucky Brand Wide Width Basel Booti…
$99.99
DSW
- Best Most Comfortable Dress Ankle Boots for Fall
  https://www.cosmopolitan.com
  SponsoredTrending Product Reviews & Recommendations From Cosmopolitan Editors. Makeup, Hair, Nails, Skincare, & Everything Else You Need in 2025
  Site visitors: Over 10K in the past month
- Wear Ankle Boots: 18 Comfy Styles for Women
  https://www.womenshealthmag.com
  SponsoredSee the Top Recommendations on Our Favorite Shoes and Accessories. Reviews, Recommendations, and Top Rated Products from the Editors at Women's Health.
  Ratings · Reviews · Editor's Top Picks · Fall Deals 2025
- Shop Ankle Boots at DSW® | DSW® Official Site
  https://www.dsw.com
  SponsoredSave More With Great Deals On Your Favorite Styles Of Ankle Boots At DSW®. Shop The Latest Styles & Brands Of Ankle Boots At DSW®. Shop Today.
- 1
- 2
- 3
- 4
- 5

Show Only

Department

Brand

Price

Size

Color

Occasion

Shoe Width

Shoe Types

Material

Seller

Shop How to Wear Ankle Boots

Best Most Comfortable Dress Ankle Boots for Fall

Wear Ankle Boots: 18 Comfy Styles for Women

Shop Ankle Boots at DSW® | DSW® Official Site