how to find the best ankle boots on amazon with good reviews and comfortable

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In this series we are focusing on one clothing item at a time from our checklist of wardrobe essentials for moms! Today we’re picking the best Ankle Boots on Amazon (that way you get fast free shipping, free returns, and things don’t sell out as fast) + showing you 3 ways for how to wear ankle boots!

Today we’re looking at how to find a versatile pair of ankle boots, the best options for booties on Amazon right now, and what to wear with your ankle boots.

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Ankle Boots: What to Look For In This Piece

Best ankle boots on Amazon

Link to example (may be sold out) 

The goal is for this piece to mix and match with the rest of your clothes (or as much of it as possible!).

Here are some notes to help you find a style for this piece that is versatile. 

  • Why it’s included in the capsule: Ankle boots are a staple for any wardrobe (unless you live in a very warm climate). They can be dressed up or down, work with jeans, dresses and skirts, and best of all – they keep your feet warm! 
  • Recommended Color Scheme: Neutral Color
  • Recommended Pattern: None
  • Options for Fit/Style: Ideally you want this to not have any sort of cut-outs on the side so that you can wear these with regular ankle socks. You can choose a pair with a heel or without!
  • Coordination Notes: n/a
  • Hot climate alternative: An additional pair of Neutral Flats


Shopping Links: Best Ankle Boots on Amazon

Here are our picks for some of the best ankle boots (or booties) on Amazon.

⚠ If Amazon link boxes are not appearing, make sure to view this on a Chrome or Safari browser!

Example Piece from Capsule Checklist

Vepose Women's 9003 Suede L...Shop on Amazon

This is the example piece we used in one edition of our Women’s Essentials Style Guide.

More Links & Ankle Boot Styles

Lucky Brand womens Basel,To...Shop on Amazon

This pair of real leather ankle boots comes in a bunch of colors and wide sizes in additional to regular sizing.


Soda CHANCE Womens Perforat...Shop on Amazon

These have trendy cut-outs, but as we mentioned above that means you can’t wear regular ankle socks with them. They are very cute though!😍 


Amazon Essentials Women's A...Shop on Amazon

There’s only a couple color options in this style, but it is a very classic ankle boot shape – you can’t go wrong! 


Lucky Brand Women's Baley F...Shop on Amazon

These cute ankle boots are 100% leather with lots of size options – including wide!


Dr. Scholl's Shoes womens B...Shop on Amazon

These have the cutest perforated design to them which nearly give you the cut-out look, but without it affecting your sock options!


Ataiwee Women's Ankle Boots...Shop on Amazon

These size zippered booties have a lower heel which you may feel more comfortable in than the higher heeled options. 


Sorel Women's Evie Pull-On ...Shop on Amazon

These would definitely be an investment, but if you like a wedge style, these 100% leather Sorel booties would be worth it!  

Asgard Women's Ankle Rain B...Shop on Amazon

Chelsea boots are a very trendy shoe style right now (slip on with elastic sides) and many styles are waterproof!


Dr. Scholl's Shoes womens C...Shop on Amazon

Another wedge bootie style, these ankle boots are from Dr. Scholl’s and I’ve had really comfortable shoes from them in the past!


PENNYSUE Women's Ankle Rain...Shop on Amazon

If you live in a very wet climate or spend a lot of time outdoors during the fall and winter you might like this rubber boot option instead of leather. 


LifeStride Womens Prairie B...Shop on Amazon

I love Life Stride shoes and I love the crisscross design on these!  They have wide sizes and half sizes as well.


LONDON FOG Crissy Dress Ank...Shop on Amazon

This is a more unique style, but if you personal preference is non-traditional these would be a perfect alternative to the classic ankle boot.


3 Outfit Ideas: How to Wear Ankle Boots

Here are a few ideas shared by our community on the Frump Fighters Interactive

When you use one of our outfit guides paired with the Interactive platform you can search by any clothing piece (i.e ankle boots or a white shirt) and not only be able to see how other women are styling it, but also all our example outfits! 

You might think “but I can do that on Pinterest” and while that’s TRUE, you still have to go searching for the other pieces of the outfit in order to copy them. Pinterest tempts you to buy an “outfit” instead of using the clothes you already have to make new outfits. Using our web app and capsule you likely already have the clothing pieces you need to create many, many outfits! 

Here are a 3 different ways for how to wear your ankle boots – in all the seasons! 

Ankle Boots Outfit Idea #1: With a Print Top + Light Wash Jeans

how to wear ankle boots with jeans

shared with permission

  • Print Tee
  • Light Wash Jeans
  • Dark Color Cardigan
  • Ankle Boots
  • Statement Earrings

Style Tip: Roll the hem of your straight or skinny jeans so that you have a bit of a gap between the top of your ankle boots and the bottom of your jeans.

Ankle Boots Outfit Idea #2: With a Dress + Denim Jacket

how to wear ankle boots with dresses or skirt

  • Neutral Dress
  • Denim Jacket
  • Scarf
  • Ankle Boots

Boots work with skirts and dresses too!

Ankle Boots Outfit Idea #3: With Jeans + Sweatshirt

how to wear ankle boots for the winter

shared with permission

  • Sweatshirt
  • Skinny Jeans
  • Knit Hat
  • Scarf
  • Ankle Boots

Style Tip: If you need even more warmth for your feet in the winter, you can fold thick wool socks over once or twice to about 1 inch above the ankle boot. Tuck skinny jeans or leggings into socks. You can also just wear boot cut pants over the ankle boots.⬇

How to wear ankle boots with wool socks and skinny pants in very cold weather: Fold thick wool socks over once or twice to about 1 inch above the ankle boot. Tuck skinny jeans or leggings into socks. You can also just wear boot cut pants over the ankle boots.


Join the Interactive to find endless inspiration and enjoy your own digital closet! You’re also able to shop the links of the exact items shared by others!


Free Printable Checklist of Women’s Essentials

Before shopping, make sure to shop your closet for this and other essentials! Grab the free version of the Women’s Essentials capsule checklist + 30 outfit ideas or with the sign up below (about half the items on the full capsule plan are included free) so you can do that easily.

Upgrade to the or for the entire capsule checklist, all 428 outfit combinations, and much more!


Buy: Amazon Shopping Guide to Enjoy Over 170 Links for 15 Essentials in One Place

Enjoy Amazon links to our top 15 essentials all in one place! This is brand new in our shop!



Are ankle boots a staple for you? Have any reservations? Let’s chat in the comments!

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the best ankle boots you can find on amazon and how to wear them with outfit ideas