The 7 Best Shoes to Wear With Leggings of 2020

Most women will agree that leggings are some of the most comfortable pants made ever. Made initially for hitting the gyms, their uses have evolved into a wider palette with some wearing them with casual outfits and even smart casual.

If you are keen about rocking leggings in your outfit, it’s paramount to note that how good you look in them is dependent on how you are going to style them. More important is the kind of footwear that you choose to pair with your leggings. This is because it will affect how others perceive your leggings.

For this reason, if you are not so sure about the kind of shoes to wear with leggings, well, you’re sorted out. Here is a list of the best shoes to wear with leggings. Based on this list, the Clarks Women's Ashland Bubble Slip-On is the best as it is multipurpose and will really spice your outfit.

Best Shoes to Wear With Leggings



Made Of


Clarks Women's Ashland Bubble Slip-On



Skechers Performance Women's Go Walk 4 Shoe

Mesh Fabric


Sam Edelman Women's Loraine Loafer



Vans Women's Slip-on(tm) Core Classics



Naturalizer Women's Amie Pump



Kate Spade New York Women's Willa Ballet Flat



VenusCelia Women's Bows Dance Flat Shoe



1. Clarks Women's Ashland Bubble Slip-On

Clarks Women's Ashland Bubble Slip-On

Looking for chic footwear that you can use to spruce up your smart appearance in leggings? Well, the Clarks Women’s Ashland Bubble Slip-On is a great option. They are especially worn when looking to pull off smart dressing in leggings.

These shoes are made from 100% leather, which means that it can stretch. They also have a synthetic sole that is specially designed for comfort. It has a relatively low heel that measures approximately 1.5”.

If your workplace requires you to be on your feet for long, then Clarks is a great choice to wear with leggings. They have underfoot cushioning, which ensures that you are able to move all day in comfort. The insole contains a cushion pad which is placed strategically to achieve ultimate comfort.

The toe boxes of these shoes are quite roomy, which means more wiggle room for the toes. Additionally, the shoe footbed are made from Breathable Ortholite Footbed.


  • Come in a variety of colors, which gives you a wide choice to choose from
  • Quite comfortable from the cushioned insole and great for people with wide feet
  • Made of quality material that keeps the feet cool and comfortable
  • A cushion pad on the heel eases pressure on the heel
  • Synthetic sole made from strong materials that make it durable


  • Sizing might be off with customers having to go a size higher

The Clarks Women’s Ashland Bubble Slip-On will no doubt complete your smart outfit with leggings on.

2. Skechers Performance Women's Go Walk 4 Shoe

Skechers Performance Women's Go Walk 4 Shoe

If you are trying to look casual and relaxed in leggings, then the Skechers Performance Women’s Go Walk 4 Propel Walking Shoes are for you. These walking shoes actually pull off a seriously stylish look in leggings. They have a sporty look to them but with a minimal aesthetic to them.

The shoe uppers are made from 100% mesh fabric. This makes the shoe very breathable and keeps the feet both cool and free from sweat. This ensures ultimate comfort.

They have a synthetic sole that boasts of Goga max high rebound. This makes it easy for you to walk in them. The rebound also energizes your every step.

The inside of the shoes is made of a soft fabric lining. This ensures that your feet are all comfy when strolling. This is a plus for people who need shoes with strong arch support when walking.

Additionally, they have a responsive 5gen midsole cushioning, which is built for comfort when you are walking in them.


  • Mesh upper ensures the shoes are breathable
  • Are light as they are made from the lightweight material
  • Easy to slip on which makes them great for walking
  • They are comfortable as they have a soft fabric lining and midsole cushioning
  • Have wonderful support for people with steep arches


  • Soles might not be as soft to some people’s liking
  • Small rocks get stuck in the dots

If you are looking to rock leggings while heading out to the grocery store over the weekend, then these shoes won’t disappoint.

3. Sam Edelman Women's Loraine Loafer

Sam Edelman Women's Loraine Loafer

If you want shoes that you can wear with black leggings (or the color of your choice), then the Sam Edelman Women’s Loraine Loafer is the ideal footwear for you. Loafers always make a good choice when looking to wear leggings for any occasion.

The Sam Edelman Women’s Loraine Loafer is made from the best craftsmanship and built with multiple comfort features. They are made from genuine leather. The leather is soft, which makes the shoe wearable from the shoe box as they need a little breaking in.

The leather uppers are also stunning, which is why they are ideal for a smart-casual outfit. They also have detailed stitching, which ensures the shoes hold for a long time.

The shoes have a synthetic outsole. It is tough, which makes it durable and also ensures that it offers a good grip. The sole also doesn’t peel on the bottoms.

These shoes are available in many rich color options, which means you can cast the net even further when looking for the ideal shoe.


  • Made of soft leather, which is soft and elastic
  • The outsole is synthetic which makes it durable
  • Great for wide feet as the leather is soft
  • They are comfortable to wear, especially for people with high arches
  • They are stylish and come in a wide range of colors


  • The sizing might be off with customers opting to go a half size lower
  • Feet may be blister if you walk for long in them

The Sam Edelman Women’s Loraine Loafer is the go-to loafer when you want to pull a smart casual look and be chic comfortable.

4. Vans Women's Slip-on(tm) Core Classics

Vans Women's Slip-on(tm) Core Classics

Nothing spells comfort like Vans, and these shoes do not disappoint. They are no doubt ideal footwear when going out to perform errands or when you are looking to wind down.

The shoes are made from canvas uppers. This means that the shoes don’t take much time to break-in. It also ensures that the shoes are breathable.

They have a rubber sole which is made from vulcanized rubber. The construction is made with comfort in mind. They are also quite durable.

These shoes are also great for people who need arch support. They have a padded footbed and collar. This adds more comfort, ensures that the shoes fit, and also offers shock absorption.

And of course, being Vans, they have their signature waffle outsoles. These enhance the board's feels to these shoes. All these features make them appear in the list of the best shoes to wear with leggings.


  • They are quite comfortable as they have a padded footbed and a rubber outsole
  • They come in a variety of colors presenting more choices for you to pick from
  • They require little breaking in as they have canvas uppers
  • Their sole is made from vulcanized rubber which makes it durable
  • They offer great arch support


  • The canvas upper may collect dirt, so it needs stain-resistant product on it
  • The sizing might off with customers having to try out different sizes to find the right fit

The Vans Women’s SLip-on(tm) Core Classics are great for your feet if you have to stand or walk for long. They will add a sporty look when coupled with leggings, so they are great for the weekend. However, they can also be worn when going for most events.

5. Naturalizer Women's Amie Pump

Naturalizer Women's Amie Pump

Believe it or not, the Amie pump is an excellent pick. When coupled with say, a short formal dress, and leggings, they are the ideal footwear for an evening out.

For one, they are made from genuine leather. The leather is soft and smooth and needs a little breaking in. The shoes are also available in many stunning color options.

They have .75 inches heel. These will give you that formal elegance that your outfit needs. The outsole is synthetic and highly durable. It has high traction, and this makes the shoes great for an evening out dancing or making short walks after a date.

The footbeds of these shoes are cushioned and offer the right support. This makes them very comfortable. They also have a peep toe, which offers space for the toes to wiggle. The platform pump is quite comfortable and won’t have you with sores at the end of the day.


  • Made of leather which makes it easy to wear
  • Quite comfortable as the footbeds are cushioned, and this eases pressure on the feet
  • They are peep-toed which offers an ideal room in the front for toes
  • The platform pump not too high and quite comfortable
  • Comes in a wide range of colors including black which is ideal for black leggings


  • Sizing is tricky for people with wide feet
  • They may run a little snug

If you want to wear leggings while going out for a formal event, then the Naturalizer Women’s Amie Pumps are the ideal shoes for this. For the bold type, these are the best shoes to wear with black leggings.

6. Kate Spade New York Women's Willa Ballet Flat

Kate Spade New York Women's Willa Ballet Flat

If you want to look amazing in casual wear with leggings, then you cannot go wrong with ballet flats.

Still wondering what shoes to wear with leggings? Kate Spade is ideal for they are simple and slim, and they work quite great with leggings.

These ballet flats are made from genuine leather, which means that these shoes are durable, but they stretch too. The leather uppers also have a corded bow, which adds some charm to the shoes. They also have a rubber sole made from imported rubber.

They have small heels, and the shoes are quiet when one is walking in them. The outsoles, which are made of rubber, are quite durable and have shock-absorbing capabilities. The insides of the shoes are made of textile linings that are not only smooth but moisture-wicking too. This ensures that the feet are dry throughout.


  • They come in a wide variety of colors which offers you a diverse pool to choose from
  • The shoes are quite stylish. They have a corded bow on top and golden aglets on the bow which make for a stylish look
  • The sole is made of rubber which makes it durable
  • It has a relatively small heel that measures 0.5’ and which does not lead to any discomfort to the feet
  • The inner lining has moisture-wicking capabilities which keep the feet dry


  • The skin may rub off and blister experienced if the shoe is too narrow
  • May take a few wearings to be broken in

If you want to pull off a casual look while wearing simple yet stylish footwear, then go for these ballet flats.

7. VenusCelia Women's Bows Dance Flat Shoe

VenusCelia Women's Bows Dance Flat Shoe

If you are looking for casual shoes to wear with leggings, then look no further than the VenusCelia Women’s Bows Dance Flat Shoe. These shoes are suitable for almost all occasions whether you’ll be driving, dancing, going out for the evening or standing in your place of work.

They are made from genuine leather, which means that they will stretch if you find them to be tight at first. It also means that they are quite durable.

They have a rubber sole that is quite sturdy but also ensures that the shoe is comfortable. This is because one’s weight is distributed evenly over the shoe.

These shoes have a memory foam insole, which adds to the comfort. You will find these shoes quite comfortable, whether when walking or standing.

The shoes are flat and quite easy to slip on. This means that they are quite easy to wear and to slip off.

The shoes are stylish. They have stylish bows on them that make these shoes quite cute. As such, if you are only looking for cute shoes that are built for comfort and durability, then these are perfect for you.


  • Sole made of rubber that is wear-resistant and thus very durable
  • Made of lightweight material and your feet feel light when walking
  • Have a stretchy collar which makes the shoes quite easy to wear
  • Have flat and flexible soles which are quite comfortable in
  • The frilly floral is not only stylish but gives the shoes a feminine flair


  • Sizing might be off
  • May require a thin insole for extra comfort

The VenusCelia Women’s Bows Dance Flat Shoe comes in several different colors where you can choose the color that suits you.

Things to Consider Before Buying Shoes to Wear With Leggings

Shoes to Wear With Leggings

Leggings are increasingly becoming popular in today’s fashion world. As a result, they have become almost every woman’s commodity. If you have a pair or two in your closet, styling them with the right shoes will be an excellent idea.

So, footwear plays a significant role in how fashionable you will look. The wrong pair of shoes can, therefore, be an embarrassment to you. To avoid this, check out the following guide on what to consider before buying shoes to wear with leggings.


The kind of shoes you choose to wear with your leggings can say a lot about your style. With the different types of designs available in the market, choosing the right footwear can do you a lot of justice.

If your leggings are meant for outdoor training, then style them with sporty shoes. Therefore, let the function or occasion in which you will wear the leggings help you in deciding the right type of shoes to buy.

Fit and Size

Just like leggings and any other clothing type, finding the right shoe size is also crucial. The fact that leggings are slim-fitting silhouette and casual, wearing an oversized or a tight pair of shoes for your feet can look awkward.

Therefore, do not rush into a store and pick size six just because it is what you wear the other times. Shoe size varies from one brand to the other. The best thing to do is to try out the shoe that you are eyeing to be sure that it will fit you.


The kind of shoe material you opt to buy for your leggings can kill or bring your design to life. All the same, it is not easy to pick footwear material. That is because every pair of shoes has a different material requirement. Whatever you choose for work may not be appropriate for running.

A material will largely depend on durability, price, and style, among others.



When you want to buy shoes to wear with leggings, comfort should be one of the most crucial factors to consider. It does not matter whether it is meant for casual or official purposes. The right size of shoes should feel comfortable from the start, and you will not require forcing your feet in them.

Uncomfortable shoe increases the risk of having shin splints or aching heels. Check their lining to ensure they are not too rough to the point of causing irritation or blisters. Remember you will spend more than 8 hours on them.


The shoes you have decided to wear with your leggings should be successful in producing the intended results. For instance, they should have the ability to protect you against infections, alleviate pain, and also prevent foot problems.


In most cases, women put on leggings when training outside. In respect to that, it is only wise to style them with durable shoes. If you are an outdoor lover, ensure that you go for something that can handle the harsh environment. Can your shoes withstand climate changes or unpaved pavement?

If not, then you know what to do. As you can see, there is a lot to consider when buying shoes to wear with leggings. The above tips can help in protecting you against embarrassment.

Frequently Asked Questions (FAQs)

Leggings shoes

Leggings are gaining popularity as most women are wearing them everywhere, from the gym to semi-official events. Leggings can be paired with a variety of pieces, including sweaters, crop tops, and tank tops. Thus, clothing pieces are not a problem when wearing a pair of leggings.

The problem of looking fabulous in leggings is choosing the right shoes. Therefore, most women are asking many questions to ensure that they are still rocking when running errands in leggings. Keep reading to learn the frequently asked questions about which pair of shoes to wear with leggings.

Q. Will I look classic?

A. Looking classic is a goal that women usually look to achieve when they leaving the house. If you want to look elegant in leggings, pair it with a pair of heels. With this look, you can go with leggings on a night out and still look classy.

Q. Is it comfortable?

A. Comfort is an important aspect of the fashion industry. Therefore, most women usually look for comfortable shoes when they are wearing leggings. Sneakers are the perfect shoes to wear if you are going for a comfortable, laid-back look or traveling.

The athletic look has been trending for years, and that is why pulling it off with leggings is a no brainer. Many celebrities have been seen running errands with leggings and a pair of sneakers, yet they look fantastic. Therefore, it is possible to look fashionable and comfortable at the same time.

Q. Is it too flat?

A. Many women do not like wearing leggings with shoes that are too flat. For this reason, women usually ask if a pair of shoes is too flat when they are looking for one to pair with leggings.

Everyone loves the ballet dancer's look because their shoes are usually flat enough to look pretty with leggings. Many ballet flats exist in the market. This dancer-inspired look will help you look amazing. This style looks good when wearing both long and ankle sized leggings.

Q. Is it trendy?

A. It feels nice to pull off a trendy look with leggings. Women always want to know if the shoe type that they are choosing is trending. Combat boots are currently on the trend. Consequently, women are pairing these boots with leggings, and the look is splendid.

However, unless you want the boots to look like an extension of the leggings, you should consider wearing boots of a different color.

Q. Can I wear them anywhere?

A. As mentioned earlier, leggings are being worn everywhere by women; therefore, most of them gravitate towards shoes that they can wear anywhere. You can wear sneakers with leggings when running errands and head to the gym in the evening without changing.

Q. Is it stylish?

A. Stylish is an aspect that many women look for when they are selecting shoes from their rack. It can be challenging to achieve a stylish look with only leggings and a top.

However, if you choose carefully, you will not go unnoticed on the streets. Loafers and leggings are one of the best combinations that will give you an effortlessly stylish look.


Leggings are no doubt here to stay. Owing to how comfortable they are, it is pretty apparent why women would want to wear them everywhere they go. No longer are they confined to only being worn in the gym.

For this reason, there is a need to know what shoes to wear with leggings. A slight mistake in the shoe selection step can lead to making you feel uncomfortable throughout the day, and that’s the last thing you want.

Identifying the right footwear will complete your outfit. With this list of well-researched shoes to wear with leggings, you should have no trouble wearing leggings for pretty much any event you wish to attend.

The key to finding the right shoes is first identifying the sort of place that you want to head to with leggings. For example, when heading out to the office, then loafers are the best option. On the other hand, when going out for a party with friends, then the ballet shoes are the best.


Sophie Elise is an award-winning writer, blogger, & editor. Originally from Miami, Florida, she's very passionate about writing around Bikes, Health, Nutrition, Fitness, Dieting, and more. Sophie is 27 now, happily married, and the mother of a two-year-old beautiful angel. She is fond of riding and testing out different kinds of bikes after which she shares her experiences with her blog audience.

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