Although leggings are a fairly new addition to Western fashion, the fabric has been around for centuries. From humble beginnings as an undergarment to being worn publicly by women in China, India, and Indonesia, leggings have finally become acceptable in the West. However, choosing what shoes to wear with leggings can be quite tricky.
Leggings are one of the most popular articles of clothing for all seasons, but what shoes go best with them? It is a question they do not want to answer for most people because they feel like they will end up choosing the wrong shoe and regret buying it. The truth is that there are many options, and if you know what type of shoe you want, then that narrows the choices considerably. This article will help you find shoes that look great and work well with leggings.
If you want to look like a fashionable pair of leggings, make sure that your top and bottom match in color and style. This will give off the best impression while not making your outfit too complicated.
The first thing to think about when looking for a pair of shoes is your style. Do you want to go for a more professional look, or would you rather be casual? These are the two most popular styles.

Table of Contents
- 1. Classic Lace-Up Sneakers
- 2. Slip-On Sneakers
- 3. Chunky Sneakers
- 4. Running Shoes
- 5. High Neck Sneakers
- 6. Ballet Flats
- 7. Strappy Sandals
- 8. Slides
- 9. Heels
- 10. Kitten Heels
- 11. Pumps
- 12. Peep Toe Pumps
- 13. Espadrilles Flats
- 14. Mules
- 16. Loafers
- 17. Oxfords
- 18. Slippers
- 19. Square-Toe Shoes
- 20. Ankle Strap Shoes
- 21. Thigh-High Boots
- 22. Knee-High Boots
- 23. Ankle Boots
- 24. Combat Boots
- 25. Hiking Boots
- 26. Rain Boots
- 27. Motorcycle Boots
- 28. Mary Jane Shoes
- 29. Slingback
- 30. Gladiator Sandals
1. Classic Lace-Up Sneakers
With leggings, you can’t go wrong with lace-up sneakers. Leggings and sneakers look great together because of their athletic aesthetics. Athlete-inspired styling is an ideal approach to incorporate the trend into your wardrobe.
You may always go for a sportier appearance by wearing lace-up shoes with leggings. Laces will give your clothing a more casual feel. Ideal for doing errands or meeting up with pals for coffee. My go-to footwear with slim jeans is classic lace-ups!
Classic lace-up shoes like Converse, updated classics like Nike Air Force One, or the ever-popular mesh sneakers that offer additional breathability in the warmer months are all options. If you want to add some height to your basic lace-up shoes, many of them come with a little platform.

2. Slip-On Sneakers
Similar to lace-ups, but without the hassle of tying and untying the laces. Slip-on offers an easy and comfortable fit that is easy to slip on and off. With this style, it’s best to be sure that the leggings you choose will give you a similar level of comfort.
Slip-on shoes offer an athletic edge to your outfit even if they don’t scream “athlete.” Pair your buttery soft solid-colored leggings and simple slip-on shoes with similarly smooth items, such as a cardigan or sweater or a loose tank top.
You may keep things simple with a black slip-on sneaker, but you can also have some fun with a splash of color or a metallic version of the shoe! Everything from Vans to high-end designer versions is available. Have you wanted to spice things up a bit? Slip-on shoes with a little platform are a great option!

3. Chunky Sneakers
Chunky sneakers are an excellent option for sporting a sporty look but keeping your outfit light and simple. I love Chunky sneakers with leggings! The extra cushion makes these shoes so comfortable! This neutral pair of leggings makes any plain shoe pop.
Another great pairing option is the chunky sneaker. Chunky sneakers look great with leggings, particularly if you want to keep things casual or sporty. It’s also a good idea to pair them with a classic t-shirt or crop top for an off-duty weekend feel.

4. Running Shoes
At the gym or simply needing an all-out athleisure outfit? Sporty leggings paired with either current or classic nike running shoes are the ultimate combination. However, if you style them correctly, they can be a great addition to a more casual look!
Leggings may be paired with any kind of running shoe, whether it’s white, black, or brightly colored, mesh or leather. Running shoes should match leggings with a more basic pattern or design and the other way around. Stretching is essential, so don’t forget!

5. High Neck Sneakers
High-neck sneakers are the perfect choice when you want to add a touch of eccentricity to your overall look. The shoes can also add an interesting element if you choose them in contrast to your leggings.
Who says leggings have to be a boring outfit? High-neck sneakers offer a fun and stylish way to balance the look. This bold pair of leggings is a perfect example of this. Its vibrant color makes it a great addition to any outfit!
High-neck sneakers are ideal for both casual and semi-formal wear. I love the initial aesthetic impression these sneakers give with leggings, but they can certainly mix things up further by pairing them with a basic tank top or sweatshirt.

6. Ballet Flats
Ballet flats are a great choice for leggings because of their basic and slender style. You should use the combo if you want to seem casual yet stylish. As far as what you wear on top, you’re in charge. You might wear a crop top with a jacket, a wool dress, a shirt, and scarf, or anything else. Having no trousers or shoes will allow you to play with your upper body.
Your ballerina flats should have a contemporary form. Leggings with a broad, round toe might seem shabby when worn with an out-of-date shoe

7. Strappy Sandals
Strappy sandals may be paired with leggings to give your outfit a fashionable edge. Flats may be worn all day, and heels can be added to your strappy sandals for the evening.
Strappy sandals should be coupled with ankle-length or longer leggings. With a split hem legging, you’ll be on-trend! Don’t wear sports leggings with strappy sandals if you’re trying for a high/low athleisure combination. You may use leggings and sandals with a plain white shirt, tee, or bodysuit as a basis for your look. It’ll seem more like business casual with a black cardigan or sweater if you wear a jacket.

8. Slides
When discussing leggings with sandals, you can’t avoid the topic of sliders. Summer is the season for slides, and there are many styles to choose from to go with every outfit.
For instance, you may match sporty slides with plain or sports leggings of any length or leg width and finish the outfit with a crop top or sweater. A platform slide may also offer some additional excitement to your pants ensemble!
Plain leather slides or more elaborate slide sandals can go well with simple colored or leather-like leggings for a casual appearance. For a more elevated look, choose a kitten heel or a higher heel slip. To complete your style, layer a light cardi over your plain shirt.

9. Heels
For this reason, I decided to write a whole piece about heels. As we saw in the strappy sandals and leggings segment, wearing heels may be a bit of a challenge. That’s because the wrong leggings style might make it appear a little out of place.
Leggings may be dressed up or down with the addition of a pair of high heels. If you want to create a statement with your wardrobe, don’t limit yourself to wearing a silk blouse. Instead, let your curves shine through by pairing your leggings with a figure-hugging dress or skirt. Consider a fashionable cloak or poncho if the weather is a touch cool. To complete the look, place your hands on your favorite sparkly or glossy handbag.

10. Kitten Heels
To get the most out of your legs when you wear high heels and super-tight trousers, you need to know what you’re doing when it comes to pairing them. However, when pairing leggings with pointy-toed kitten heels, we’ve discovered that this combination works every time. This slightly shortened cut replicates one of the most appealing pant lengths, and the flash of flesh between your bottoms and your shoe creates just the right amount of separation.
The stylish shoes can be worn day and night! They’re also great additions to your basic wardrobe, as they generally match nearly every piece!

11. Pumps
The most trendy pumps can be paired with leggings to create a stylish and elegant look that’s perfect for any occasion.
The relationship between leggings and heels is always a source of debate. Do you think they look well together, or do you think they seem cheesy? The bottom truth is that it all comes down to personal preference. Dressy leggings and a dressy cami would look amazing with a pair of black shoes. Add a leather jacket to give your look a little edge.

12. Peep Toe Pumps
If you want to look great with leggings, no doubt you will dress it up with peep-toe pumps. They are perfect for wearing to work or out at night. The peep-toe style adds an elegant touch to any ensemble; it’s stylish.
Pumps are perfect for pairing with leggings. Pair them with a simple crop top and a jacket if it’s a bit chilly out, or go all out and pair them with your favorite skirt or little black dress! You can wear almost anything with pumps because they tend to be versatile pieces of footwear.

13. Espadrilles Flats
Flat shoes with a fabric covering and a rope sole are known as espadrilles.
When I saw plain black leather or beige canvas espadrilles, I nearly didn’t include them as a shoe option to pair with leggings. But now I’m a fan!! It’s a fun and timeless alternative to the usual spring and summer flats: the slip-on slingback shoe.
Wearing a t-shirt or tank under an ankle-length legging is ideal for the summer. Make your outfit complete with a shopping or crossbody bag.

14. Mules
Mules are a unique shoe that enables you to be creative with your style and wardrobe selections. They are trendy, easygoing, and simple to put on as you walk out the door. Mules with a zebra design from Brother Vellies lend a touch of edginess to your leggings ensemble.
This season’s shoe of choice is the mule, a closed-toe, slip-on shoe. Mules are available in a variety of heel heights and styles, including loafer mules. As a result of Gucci, loafer mules have been a staple of the business-casual wardrobe over the last several years. Even yet, there are many more affordable loafer mules available.
Leggings and black leather mules look great with a blazer, moto jacket, cargo jacket, or a leopard print mule. Leggings may be dressed up with a pair of high-heeled mules.

16. Loafers
With leggings, loafers may be unexpectedly fashionable footwear. Because of their polished and sophisticated look, leggings may be dressed up with the help of these accessories. In case you’re still unclear about how to wear this ensemble, consider pairing it with a long, button-up shirt in a stylish design instead. You may also wear a blazer over the top for a more polished look. The end product will be both classy and casual at the same time.
Loafers paired with a pair of black leggings are a classic fall style. A chunky-soled loafer is a traditional form of loafer. Penny loafers are also a great option!
It is best to wear leggings of consistent color and are made of thick cotton or suede. Avoid leggings that are patterned, athletic, or moto-inspired.

17. Oxfords
Believe it or not, oxfords can fit well with leggings. They’re sleek and casual and could even fit in with a casual winter wardrobe! The only problem is the height of the shoes you have to wear them with. But if you have your oxfords on feet made for their height, then go ahead and wear them with leggings!
They are referred to as the lace-up sister of loafers since they complete an outfit in the same manner. Oxfords, often known as brogues, are the perforated and more informal counterpart to the oxford shoe.
With a patent or metallic version of your oxfords and leggings ensemble, you may elevate your look. If you’re feeling punk, a platform brogue with studded or treaded soles will provide a powerful punch.

18. Slippers
Leggings and slippers may be a hard combination to pull off, but they may be worth a try. Slippers are comfortable and easygoing.
While more individuals are being vaccinated and more businesses are reopening, many want to maintain their comfortable attire throughout the transition from quarantine to post-vaccine life. That is why the slipper and leggings ensemble is ideal at this stage. Combine these ingenious velvet slippers with an eye-catching legging design, and you’re set to go outdoors.

19. Square-Toe Shoes
A square-toed shoe is a kind of shoe that has a squared-off toe cap. In some instances, the rest of the sole of the shoe also may be squared off. The most common style of square toes shoes is the loafer, a type of slip-on mule that originated from Ireland. You can wear it with leggings or skirts.
As previously said, leg-lengthening pumps are not always a good match for leggings; nevertheless, certain heels do, such as block heels and square-toe types, that go well with this outfit. Keep the heel to three inches or less; you may even attempt flats if you want to be more daring. In addition, the pointy toe helps to balance off your mile-long stems for a more proportionate and contemporary completed appearance.

20. Ankle Strap Shoes
Leggings can be worn with ankle strap shoes to keep your feet on the same level as your legs. These will not only look but also feel great.
Capri-length leggings should be worn with any shoe with an ankle strap, just as you would with kitten heels. Choose a shoe with just a single ankle strap since any extra straps or length will make the style seem cumbersome and unattractive. Leggings and ankle strap shoes may be dressed up or down; nevertheless, they are always appropriate for a warm summer day.

21. Thigh-High Boots
The thigh-high boot became a big hit in recent years. They have been seen on celebrities, runways, and the streets; trendsetters generally wear them. They are made to be worn with trousers, skirts, and leggings for an updated leg-lengthening look.
Thigh-high boots and leggings are a winning combination in the winter. The appearance is both fashionable and sensual at the same time. Rather than depending on your narrow black jeans for evenings out, try wearing leggings. An added benefit of leggings over jeans is that they are more form-fitting for taller women who wear slimmer boots. If you want to pull off the all-black style, pair your leggings and tall boots with a turtleneck sweater and cropped leather jacket.

22. Knee-High Boots
Knee-high boots and leggings are made for each other; they could not look better together! They do not only provide a natural extension to the leg, but they also offer comfortable warmth in colder temperatures. If you want to make your legs appear longer and leaner, choose knee-high over thigh-high boots.
When it comes to cold-weather style, leggings and knee-high boots are a winning combination. Leather and suede are the most popular materials for knee-high boots but don’t be afraid to experiment with different materials like fur or shearling. Make your outfit complete with an infinity scarf and a cozy beret by layering on a sweater of your choosing.

23. Ankle Boots
It’s a no-brainer that ankle boots are a must-have for every woman’s shoe collection. Even though ankle boots aren’t as trendy as thigh-high boots, you can’t go wrong with combining them with leggings. You may also choose the sort of heel, opting for heeled ankle boots for a stylish appearance or flat booties for a more casual attitude. Ankle boots are available in a wide range of styles and colors, including black, brown, and tan and a variety of designs, such as combat and Chelsea boots.
While they look fantastic with regular leggings, you could also consider pairing them with a pair of leather leggings. By pairing black heeled ankle boots with leather leggings, you can create an immediately edgy and on-trend ensemble. Then, simply match the ensemble with a black long-sleeve bodysuit and stylish cape for a stunning look that transitions effortlessly from day tonight.

24. Combat Boots
Back by popular demand is our all-time favorite grunge shoes from the early ’90s.
What’s the current fad? Large treaded combat boots with a high lug sole and flatform design Wearing them is a must for the cool kids since they look great with any jeans. Boots that can be tucked into a pair of plain black leggings are the ideal option.
It’s a no-brainer to wear a long cardigan or jacket over a shirt and a basic pair of jeans. Add a few gold hoops to your outfit for a little flair! It’s up to you how you want to style them, however. If you’re looking for additional ways to wear combat boots, check out my article on the subject!

25. Hiking Boots
During the winter, hiking boots with thermal or thick leggings are a terrific option if you need to be more practical or informal in your attire. Of course, a shacket or jacket is a fantastic compliment, but if it’s a bit chilly outdoors, a long puffer jacket will be a perfect addition to your casual ensemble!
On the other hand, hiking boots tend to have shorter shafts, more rustic ornamentation, and heavier lug bottoms than combat boots. Make the most of the warm sensations that come with these rugged sneakers by pairing them with a pair of eye-catching socks. With the aid of a thick knit sock, you may create the illusion of a higher boot, but be careful not to go over the anklebone.

26. Rain Boots
The best way to wear rain boots is to pair them with leggings for a more casual look. Rain boots are comfortable and great for hiking or biking on wet surfaces. They are also sturdy and comfortable enough to be worn all day long.
Leggings are a great option for a wet day since they can be tucked into high rain boots with ease. You’re set to go when you put on your rain boots, leggings, and your favorite raincoat.

27. Motorcycle Boots
Motorcycle boots are a great option for wearing with leggings; they’re elegant yet edgy and available in many different patterns and materials. A favorite look when it comes to motorcycle boots is pairing them with a slim-fitting skirt. I love how all of the zippers on this particular style of the boot look so cool!
The best way to style motorcycle boots with leggings is to pair them with your favorite long leather, faux leather, or denim jacket. Leather jackets, in particular, look amazing layered over a set of motorcycle boots!

28. Mary Jane Shoes
Mary Jane shoes are available in a variety of designs, including strappy heels or simple flats. They are usually crafted from finer materials, such as suede or leather, making them more comfortable. Mary Jane shoes are ideal for pairing with your cropped leggings. A fabulous thing about Mary Janes is that they come in every color imaginable!
Mary Jane shoes are ideal if you want to create a romantic and feminine look. They will complete your ensemble with ease. Mary Janes are available in various prints and materials; they make the perfect shoe for casual and special-occasion wear. You can choose to wear them with your favorite set of leggings or your denim skirt and a simple white top for a lovely style suitable for most occasions!

29. Slingback
For a stylish and sophisticated look, you can’t go wrong with a pair of black slingback shoes. These shoes are quickly becoming a staple in many women’s wardrobes. In addition, slingbacks are a great option for wearing leggings because of their versatility and subtlety.
Leather slingback heels, specifically, can be worn with any outfit for virtually any occasion. Your options are endless if you decide to go with this style of shoe. You could even add a little more flair to your ensemble by adding colorful accessories or bright lipstick!

30. Gladiator Sandals
All you need is a pair of gladiator sandals to complete your ensemble with ease. They’re available in various styles and materials, such as buckled, strappy, open-toe, and closed-toe. In addition, gladiator sandals are available in various colors and designs; some even come with ankle straps for added support.
Gladiator sandals are the perfect shoe for pairing with your favorite leggings. They’re comfortable, versatile, and ideal for wearing to the grocery store, out for coffee, or to the mall!
