Every once in a while, a woman simply needs to wear ankle booties. Why? Because they're totally cute, that's why. All the best looking celebrities are wearing them, so why shouldn't you? Whether you're after black, brown, red, gray, taupe, leather, suede, fringe, lace up, heeled, wedge or open peep toe ankle booties... you've come to the right page. I've collected all the best cheap ankle booties for sale online on Amazon.

A great season for ankle booties is the autumn. When the summer ends, the flip flops are stowed away for a year and you go shopping for cute booties. They are a great type of footwear to wear. They are uniquely stylish and yet do not give up any functionality. If only the summer wasn't so darn hot, you'd be able to wear your favorite pair of cut ankle booties all year around!

Please have a look at all the totally cute booties I have listed for you below. They vary greatly in price range. But some of them are pretty cheap. Oh, and should you be inclined to do so... read up on how to wear them!

Best Ankle Booties Reviews

1. Sam Edelman Women’s Petty Ankle Boot

Sam Edelman Women's Petty Ankle Bootie, Modern Ivory Snake, 9 M US
  • Western-inspired ankle boot with plain toe and...
  • Side-zip entry
  • Stacked heel

This Sam Edelman ankle boot for women features an aesthetic suede construction that is durable and easy to maintain. It comes with a 4.5-inch shaft, for protecting your ankles and lower feet. On the other hand, the sole is stable and man-made. The boot opening is 12 inches wide, plus a 0.25 inch heel that is supportive and lowers the risk of injuries and strains. This classic silhouette also features a side zip entry, which makes it easy to put on and remove the shoe. They have a great shape and a clean line. They are not too clunky, like some other ankle booties. The Sam Edelman Women’s Petty Ankle Boot is very classy and streamlined. They are dressy too, and you can easily combine them with dresses, skinny jeans and skirts. You can rock these ankle booties in the summer with a pair of shorts, and you will still look stylish. They are true to size, and only require one or two days to get used to your feet. Once you have broken into them, they are very comfortable. If you have had issues with bunions, limiting your choice of footwear, try these, and you will be impressed with their fit. There is ample toe room and the color is very warm.

2. City Classified Rex Women's Wedges

City Classified Women's Rex Womens Wedges (8.5 B(M) US, Hazel)
  • Rubber Sole
  • Lightweight
  • Manmade Materials
  • Great for everyday wear
  • City Classified - Fashion Shoes

These wedge ankle booties will make you look stylish, no matter which clothes you choose to wear with them. Designed with a heel height of 2.5cm, they make you appear taller and cool. They are available in different colors, giving you the freedom of choosing your preferred easily. They are ankle-high, mid-heel, together with a round toe, which is fashionable and stylish. On top of that, they are suitable for most occasions and events. You will always stand out in the crowd, whenever you have them on. When you own these ankle booties, you are stepping into a world of perfect outfit planning. They allow you to complement any outfit, whether it is a day or night look. They are durable and long lasting. You slip them on effortlessly, while the sturdy rubber outsole provides maximum comfort, even when you wear it for a long time. The lifted platform lengthens your legs and gives you more height. Made from the finest quality leather, they can be worn all year round. They come with a comfortable cushioned insole, together with a stacked platform, to provide balance, and that little bit of extra comfort with every step. They are true to size.

3. Lucky Women’s Basel Boot

Lucky Brand Women's Basel, Toffee, 8 M US
  • Classic is trendy with the signature Basel Bootie...
  • Made of leather or suede uppers
  • Dual side zip closures with round toe design
  • Features lightly cushioned footbed for comfort
  • Man-made outsole with stacked block heel measures...

These are the perfect boots for a woman who craves style. They can be combined with different outfits and combinations, and still appear classy and stylish. They feature a side zipper, together with closed toe. The upper is made of leather. They are true to size, fitting perfectly like a glove, so they are very comfortable. You can wear them with dresses or skinny jeans, if you’re going for that trendy look. The sole is made of rubber, which guarantees high levels of traction and grip, thereby giving you the stability you need throughout the day. The shaft is around 4.5 inches from the arch, which provides your feet with plenty of protection. On the other hand, the boot opening is around 10 inches, which makes them suitable for women with different feet sizes. The heel is slightly raised, while ensuring that you can walk with stability, without twisting or straining your ankles. There is a pull-on loop placed at the entry, which makes it easy for you to put them on. They are comfortable straight out of the box and they don’t require any breaking in. If you live in wet or snowy conditions, you can treat them with a water resistant seal, and they will be able to serve you for a long time, despite mother nature letting loose her elements on your cute booties. The leather is super soft, but highly durable, especially if it is well maintained.

4. Toms Women's Kala Oxford Bootie

If you are looking for a pair of cute, comfortable, and versatile pair of ankle booties, then the Toms Kala Oxford is a perfect choice. Whether you need something for walking, work, travel, adventuring, or even a night out with your friends, these comfortable ankle booties for fall are just what you need. They are practical, stylish, and fashionably versatile.

They come with a soft, suede upper and a cushioned footbed, making them super comfortable. You can walk or stand in them all day, and you will not experience pain and discomfort in your legs and feet. You will also love how versatile these ankle booties are. They are classic and timeless. These ankle booties for spring will look great with a wide range of outfits, whether it’s a dress, jeans, or a pair of leggings. Furthermore, you can wear them for almost the entire year.

You can use these ankle booties as dress shoes or casual shoes, making them a great addition to your wardrobe. Also, they are lightweight, and compact, making them easy to pack in your suitcase. So, if you are planning to go on a vacation and you are looking for ankle booties for travel, then the Toms Kala Oxford Bootie will make a great travel companion.

5. Teva Women’s W Foxy Ankle Boot

Teva Women's W Foxy Ankle Boot, Black, 8.5 M US
  • Printed canvas lining
  • Rubber outsole
  • A medial zipper lets you get in and out quickly
  • Leather wrapped midsole

Start your day in style, with these ankle boots from Teva. They feature a stylish medial zipper entry, specifically meant for easy putting on and taking off. The upper material is made of premium quality leather. The upper material alone gives it away that these are some seriously high quality ankle booties. The leather used on the upper is also waterproof, which allows you to wear them even during wet weather, and your feet will remain dry. From the arch, the shaft is approximately 5 inches. It is high enough to provide protection. But it is also still low enough, to give the boot a low profile. The heel is approximately 2 inches. You will feel as if you are wearing high heels. However, they are not too high and won’t impede your stability. There are 10 inches around the boot opening, which makes them suitable for feet of different sizes. These black ankle booties come with a printed canvas lining, together with a leather wrapped midsole, for really good comfort. The outsole is made of high quality rubber, which provides a secure grip. The rich, buffed and soft leather looks and feels like suede. They can be worn comfortably, both day and night. They have the perfect blend of chic and casual.

6. Jessica Simpson Women’s Orsona Boot

Jessica Simpson is renowned for her sexy and fun style. This has been reflected throughout her sunglasses, handbags and footwear. The Orsona boot is a combination of a casual and a dressy look. It features suede leather on the upper, which is sturdy and highly durable. The sole is made using high quality rubber that is properly connected to the rest of the shoe. This women’s ankle boot features perforated mid panel that allows free movement and circulation of air. With such breathability, your feet will always remain cool and fresh. A memory foam midsole ensures cushioning and comfort while the tapered block heel provides the necessary stability. They are super stylish, and can be combined with several outfits. The quality is outstanding and the construction is excellent. The heel is not raised too high, so you are still going to stand comfortably. They can be worn every day, whether as a casual shoe, or an office shoe. They are true to size and ready to wear straight out of the box. They do not require a break in period. Apart from breathability, the perforations on the upper give the shoe a really great style and design. The boot is highly versatile, and can be combined with cropped pants, dresses and skinny jeans.

7. Rocket Dog Women’s Sayla Vintage Worn PU Western Boot

These cowboy ankle booties give you the confidence to step out in style. They feature a unique design, such as the wrap-around strap fitted along the ankle arch, together with a pair of pull-on straps, that allow you to put the shoe on easily. These western inspired half boots come with a low profile platform sole, together with a stacked wood grain tone. They are very comfortable. You can wear them for more than eight hours, and you will likely not experience discomfort, blisters, or painful feet. The low platform heel gives them a dressy appeal and the style is just classy. This gives the impression that they can easily be combined with different outfits. These are fantastic, adorable and the fit is true to size. If your foot runs wide, you might need one or two days to break them in. But after that, they will fit you like a glove, allowing you to walk around all day long with great comfort. The leather used to make them is manmade and vegan friendly. It has a very soft feel. The sole is completely made of soft rubber. Therefore, it has excellent cushioning and padding with each step. They are highly durable, thanks to the quality materials and construction.

8. Blowfish Women’s Bilocate Boot

Fun and fashionable, these wedge ankle booties feature a PU upper, together with a stylish side zipper for easy entry. Also present is a microfiber lining, designed to provide the feet with an interior environment that is comfortable and conducive. They have been fitted with a TPR outsole that provides the foot with dependable traction control as well as long lasting durability. A stacked wedge heel design, together with 6-inch shaft height, makes them stylish and attractive. The outside zip is non-functional, decorated with a buckled strap, to give them enhanced aesthetics. The toe is round, making them ideal for people with wide forefeet. If you love a good wedge, then this is the ideal shoe for you. You can wear it casually with a pair of jeans or simply dress it up with a longer skirt or dress. They are adorable and super comfy. These contemporary shoes have been brought to you by designers who understand the world of fashion. They are true to size and the suede material used to make them is scuff resistant. If you prefer wearing thicker socks, it is advisable to order them half a size up and they will fit perfectly.

9. Not Rated Women’s Ayita Boot

Not Rated Women's Ayita Ankle Bootie, Tan, 10 M US
  • Stacked-heel boot featuring fringe and metallic...
  • Zipper entry at side

A studded fringe and a gunmetal chain give these ankle boots for summer an easy style. They feature a synthetic sole while the shaft is approximately 6 inches from the arch. A side zipper provides easy entry while the 11-inch boot opening, provides sufficient space for different leg sizes. These fashion-forward ankle booties are suitable for both children and adults. The fringe on these lovely booties sparkles due to the studs. They move beautifully while you walk, which makes them adorable, nay, irresistable! They are awesome and super stylish. They are very comfortable as well, thanks to the soft material that has been used to line the interior. If you have big feet, they make your feet look smaller. These can be comfortably worn with jeans but they also go well with short dresses and skirts, in order to reveal the beautiful strands. The strands have been secured really well, to make sure they stay on there, even after prolonged wear. The heel isn’t too high. It’s high enough to make it feminine, while at the same time keeping you comfortable.

10. Dansko Women’s Maria Boot

Dansko Women's Maria Taupe Bootie 7.5-8 M US
  • Leather uppers
  • Roomy, softly rounded toe box
  • Long-wearing, hand-finished PU bottom with frame...
  • Cushioned, leather-wrapped footbed for a soft ride...
  • Shank provides added support and stability

The Dansko Maria is a contemporary women’s ankle bootie featuring a durable PU bottom and leather uppers. These ankle booties with arch support come with a soft and roomy toe box, which allows your toes to wiggle and move freely, without any feeling of constraint. The hand finished PU bottom has been fitted with a frame for providing exceptional lateral stability. The cushioned footbed is leather-wrapped, giving a satin-like comfortable feeling. On top of that, the shoe has been designed to provide optimal arch support, for a soft walk. The shank is approximately 5 inches from the arch. This provides you with added stability and support. Since the upper is made from milled nubuck, the shoe is easy to clean. This is a great shoe to pair with almost any outfit that you might have hanging around in your wardrobe. The outsole provides ground gripping traction for stable and confident movement over different surfaces. The convenient side zipper allows for easy taking off and putting on. They are true to size and the construction is plain solid. This is a highly durable Dansko ankle bootie. They are so comfortable that you can wear them for more than ten hours per day and your feet will still have plenty of energy left for a night of dancing.

11. Circus by Sam Edelman Women’s Holt Ankle Boot

Circus by Edelman is a stylish ankle boot, featuring a side zipper for easy slipping in and out. The upper consists of full-grain leather, while the shaft measures around 3 inches from the arch. These ankle boots with zipper have a durable and synthetic sole, with a low heel for stability and comfortable walking. A blocked heel and a pointed toe give the shoe an extra dimension of style. They are true to size, which is why buyers are recommended to order them normal sized (not half a size up or down). The shape and color will get heads turning, as well as the detail on the heel. In combination with a white and black outfit, they can give you an expensive look. They have sufficient room inside and they fit comfortably. The sole is synthetic rubber, which keeps you grounded. It’s always nice to feel like your feet are planted sturdily, just like they would if you were wearing a sneaker. When it comes to aesthetics, the look is fabulous and the front suede is simply gorgeous. Although they feel flat, the combination of a pointed toe and a slightly shaped cowboy-boot-feel, as well as the studs, produces an elegant look. They are very stylish and incredibly comfortable. These are must-have shoes in every woman’s wardrobe.

12. Very Volatile Women’s Banjo Bootie

Very Volatile Women's Banjo Bootie,Black,9 B US
  • A western motif makes a rugged statement with...

Volatile shoes are both comfortable and stylish. If you want a shoe that will keep you ahead of the latest trends in fashion, you should consider the Very Volatile Women’s Banjo Bootie. Its styling is edgy and fresh, and it gives you excellent comfort. Featuring embroidered accents and burnished leather, these will make a rugged statement, wherever you may roam. They come with pull on tabs on each side, for easy wear. The uppers are made of premium leather, which is weatherproof and highly durable. The lining is manmade, which is lightly cushioned, to give you that comfortable feel all day long. The heel is stacked and the sole is manmade. The sole comes with very well thought out tread patterns, which provide traction and grip on various walking surfaces. They are well made, cute and the overall quality of the boot is incredible. They can be worn with jeans or leggings, and you will still look fabulous. They are ready to wear out of the box and they require no break in. They have some room inside, which allows you to wear thin socks, for added comfort. The color is great and the heel height is just ideal. The Very Volatile Banjo bootie gives you support, comfort and stability. All day, every day.

13. Jessica Simpson Women’s Calven Boot

Jessica Simpson Women's Calven Boot, Black, 7.5 M US
  • Compact ankle boot with buckled-strap circling...
  • Side zip entry

This cuffed ankle bootie features a trendy block heel together with a chic design. It adds a certain fashionable flair. They go well with just about any outfit. The suede upper is easy to clean and maintain, and also highly durable. A wrap-around, adjustable buckle lets you tighten or loosen the shoe. You can go for whichever fit you prefer. The sole is made of rubber. The boot opening is wide enough to accommodate bigger legs. A side zip makes entering them easy, while the internal lining makes them one of the most comfortable ankle booties. The materials used to make these Jessica Simpsons are top quality. The sole is thick and cushioned, with a slight improvement over previous models, to add some extra comfort. These ankle booties with arch support are roomy inside, allowing women with wide feet to wear them without experiencing any discomfort. They can be worn casually, or in combination with dresses or skirts for a dressy occasion. They fit perfectly, and you don’t even need to break them in. These are quality boots, and stylish too. They will look great with various outfits.

14. Teva Women’s Delavina Suede Boot

Teva Women's W Delavina Low Suede Mid Calf Boot, Desert Taupe, 6.5 M US
  • Suede boot featuring round toe and decorative...
  • Zipper entry at side

Footwear for women tends to be challenging. Most women want modern style and comfort, and most of the time they have to compromise on one to get the other. However, with the Teva Women’s Delavina Suede Boot, you get the best of both worlds: comfort and style. It is stylish, rugged and waterproof, but still manages to be a lightweight ankle bootie. They can be worn daily, due to their extremely impressive durability, even when you live where it rains a lot. The upper features a waterproofed leather, that keeps your feet dry and warm, even when it’s raining cats and dogs. Once the shoes get wet, they will dry without staining or spotting. The interior is lined with a soft material that does not cause your legs to stick to it. You also won’t sweat too much, whether you are wearing socks or not. The mush infused insole provides levels of comfort, that are normally only found in flip-flops. They are so comfortable that it might even occur to you once or twice, that you forget to take them off when you come home after a long day. A lot of research and time has gone into crafting the mush insole and outer sole, and put together, they provide stability and comfort. The outsole features Spider365 technology that provides excellent durability and traction on all sorts of surfaces. The zipper on the side allows easy taking on and off.

15. CLARKS Women's Emslie Monet Ankle Bootie

The Clarks Emslie Monet is one of the best ankle booties for travel. Apart from being stylish, these booties are fashionably stylish, comfortable, and practical for different weather conditions. They come with an upper made of 100% premium leather, which provides protection to your feet while ensuring that they will serve you for many years. These ankle booties for fall come with a shaft measuring 5 inches from the arch. Therefore, your legs will have adequate protection against the elements. You will also notice that their toe box is quite spacious, which gives your toes enough room for splay.

Their collar features 3 decorative buttons, designed to enhance their style. On the other hand, the inside zip makes it easy to slip them on and off. The collar measures approximately 12 inches all around. Therefore, it will not limit ankle movement in any way. They have a smooth leather finish, which makes it easy to clean and maintain them. Inside, your feet will be resting on Ortholite footbeds, which are renowned for their exceptional comfort. Also, these ankle booties have enough padding inside, which provides shock attenuation.

From leggings to jeans, dresses to skirts, these shoes will look great will almost anything in your wardrobe. Whether you are attending a casual meet-up with your friends, or you are planning to attend a business meeting, these booties are perfect for different occasions. Their style, comfort, and fit is just ideal for your needs.

16. UGG Women's Aureo Ankle Boot

UGG Women's AUREO Ankle Boot, chestnut, 8 M US
  • Premium suede leather upper
  • stacked leather heel
  • rubber outsole with logo branding
  • Cushioning foam lining
  • Lateral zipper for easy entry

Are you looking for a comfortable pair of ankle booties? If yes, then you should check out the UGG Aureo. These ankle booties for plantar fasciitis are so comfortable that you will not feel like removing them at the end of your day. Apart from that, they are versatile enough to match with almost all your outfits. They are made of premium leather, which molds and conforms to your feet, giving you a comfortable fit and feel. These ankle booties for women are further equipped with a side zipper, as well as a rear pull-on tab, which will make your work easier when slipping them on and off. A sturdy, man-made outsole will provide you with all the traction you need.

Whether you are wearing them during spring or summer, these shoes will always provide your feet with adequate protection. Their shaft rises 4 inches from the arch, thus protecting your ankles and feet from the elements. Inside, they are furnished with smooth synthetic linings, which prevent irritation, blisters, and hotspots. As a result, your feet will remain comfortable throughout the day, regardless of the amount of time you spend walking or standing. Also, they are fitted with a cushioned footbed, which provides shock absorption as well as additional comfort. Super stylish and comfortable, the UGG Aureo is one of the best ankle booties that you can find on the market today. They are perfect for business trips, casual events, sightseeing, and conferences, among other uses.

17. Parfeying Ankle Boots, Waterproof Booties, Non-Slip Rubber Sole, Casual Shoes, Pig Leather Lining

Parfeying booties are known for their outstanding levels of comfort and durability. Therefore, if you are looking for ankle booties for walking, then these are a great option. This company makes sturdy and high-quality booties, which are going to protect and keep your feet comfortable for many years.

Featuring an upper made of 100% leather, these shoes are not only sturdy but comfortable. As much as the leather that has been used is sturdy, it allows air to flow in freely, thus making sure that your feet remain fresh, cool and healthy. The entire interior is lined with pig leather to prevent blisters and hotspots, especially if you spend a considerable amount of time on your feet. On top of that, the leather that has been used on the upper is 100% waterproof. Therefore, even if you come across wet conditions, your feet will always remain dry. If you are looking for ankle boots for fall, then these shoes are ideal for you.

These boots might feel stiff when they are new. However, after a short period, they will conform to your feet and fit like a glove. You will also love how easy it is to clean and dry them. Furthermore, they are equipped with a durable rubber outsole, which provides traction in wet or slippery conditions, while protecting your feet. On the other hand, the soft EVA footbeds provide shock absorption and impact attenuation. When it comes to comfort, style, and durability, you can never go wrong with a pair of these boots.

18. Madden Girl Women’s Hunttz Boot

Madden Girl Women's Hunttz, Black Paris, 9 M US
  • Pointed-toe ankle boot featuring buckled backstrap...
  • Functional instep zipper
  • Stacked heel

The Madden Girl Women’s Hunttz Boot are faux suede ankle booties with a buckle strap accent and decorative zipper. The buckle is adjustable, allowing you to tighten or loosen the shoe, depending on your preferred fit. On the other hand, the side zipper has been specifically included to allow for convenient slipping in and out of it. This western inspired bootie will complement your different casual outfits, allowing you to step out in style and with plenty of confidence. They have a low heel, measuring approximately 1.5 inches. As such, you can walk around them in comfort, without the risk of straining or spraining your ankles. The boot opening is around 9.5 inches all round, while the shaft measures around 5.25 inches from the arch. Your ankles are going to have plenty of protection in these, that’s for sure. The heel is stacked and highly durable. Additionally, the sole is made of a soft rubber material, which gives you plenty of grip and traction. On top of that, it does not slide or slip. It also doesn’t produce a clicking sound with every step. The leather is vegan and they are true to size. They are very comfortable and can be paired with tights, dresses, and dress pants among others.

19. Not Rated Women’s Flippin Fringe Bootie

Not Rated Women's Flippin Fringe, Rust, 7.5 M US
  • Suede ankle bootie featuring fringe d back panel...
  • Chunky stacked heel

The Flippin Fringe Western Bootie prepares you for a bright summer day, with a dazzling array of beads and rhinestones. The upper is made from high quality textile while the outsole is made of synthetic material. The heel is stacked with a chunky design. Also included is a dual side zip for quick entry. They look great and are very comfortable, even if you are going to wear it all day. The fabric used to make them is very soft, thus producing an overall lightweight fringe bootie. The fit is great and they are true to size. Due to the soft fabric used to make them, they do not require a break in period. You just remove them from the box and head straight for a walk or shopping spree. They can be combined with tights, skinny jeans or summer dresses and you will look stunning. They have a very rich color, which does not come off, even when they have been exposed to moisture. The insoles are removable, should you ever want to use another pair of insoles.

20. FRYE Women’s Reina Ankle Boot

This is a perfect all round ankle bootie. They have been crafted using brushed leather, and they are true to size. These booties are very comfortable, and suitable for casual wear. They are stylish and they look gorgeous. You can wear them with skinny pants or dress pants, and you will look totally cute. The quality is great, especially since they have been made using premium quality leather. They can be worn in different seasons. They have a heel that is high enough to produce that flattering look, but low enough to be comfortable and walkable (Is that a word? If not, then it is now!). The pointed toe, the elegant stitching detail and the tapered wedge heel combined, give these boots a sense of sophistication. The buffed nubuck on the upper adds character to this shoe while the 10.5-inch circumference means that they can be worn by women with varying leg sizes. The leather is Italian, so you can rest assured that it will last a very long time.

About the Author

Hi, I’m Brian Bradshaw. I’m a super duper mega hiking enthusiast, with a love for everything that has to do with outdoors, hiking, gear, footwear and more.

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  1. I have problem with my big toe always wearing through the upper shoe, even though I take extra care to be sure the toenail is clipped short. Always need a rounded or box-toe shoe and good ankle/arch support as severely overpronate. Best suggestions for both walking/sneaker and dress shoes?

  2. Just curious but why is a man writing for women about women’s boots? Have you ever worn them? I wanted to know about comfort along w/ cute. I won’t wear again if they hurt my feet & don’t want to throw away money these days.

    1. Hi Nicole,

      I don’t wear women’s shoes, thanks for the concern though.

      There’s a team of people behind Boot Bomb’s reviews, one of which is my girlfriend.

      I, Brian, am the editor. I have an understanding with the team that they stick to the background, while I represent every review page on Boot Bomb.

      If you can formulate your question pertaining to comfort/cuteness a little clearer, then I’m willing to help you out.



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