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Shoes With Skirts: From Mini to Midi, Find the Right Pair of Shoe To Wear With Your Skirt

Shoes with skirts

Wouldn’t it be great to have that one clothing item, you can wear all the time? Well, you can!  We’re here to tell you that skirts are just the clothing piece you’ve been searching for.

Skirts are versatile, sexy, feminine, cute and edgy, all at the same time. However, to really make your skirt shine, you need to style it with a pair of equally amazing shoes.

Although there are many shoe styles to choose from, true capability lies in figuring out which shoes with skirts look the best. In this article, we cover the different kinds of shoes you can wear with skirts and the best options for each skirt style. 

Shoes That Go With Skirts 

Skirts may be versatile, but that doesn’t mean you pair just about anything with them. You have to be picky when it comes to your shoes. Skirts come in all shapes and sizes but what really makes them stand apart is the shoes you choose to style them with. 

Down below we have compiled all the different styles of shoes you can wear with skirts. 

Knee High Boots with Skirts

Might as well start out with a bang. Knee-high boots are a style that will bring out the inner baddie in you. The key to making these boots work is to choose an appropriate length for your skirt. There should be a gap between the skirt’s hemline and the boots. This little peek-a-boo effect is what creates a sexy look.

Pairing this look with a custom denim jacket adds an extra layer of style and personality, bridging the gap between edgy and casual.

Over The Knee Boots with Skirts 

If you’re like us and you too don’t like the whole tights with boots look then keep reading. Over the knee boots are a Godsend. They eliminate the need for any sort of tights or leggings. Plus, they’re long enough to keep your legs warm. They look stunning with long sweaters and oversized hoodies. They’re the perfect pair of shoes with skirts.  A sweater dress with boots looks absolutely divine, but we especially love them paired with mini skirts! 

Pumps With Skirts

There is nothing classier than a midi skirt paired with pumps. You can choose between flowy and pencil skirts. They both look elegant when worn with pumps.

Mules with Skirts 

Mules are a shoe style that not many people gravitate towards. Their closed shoe appearance gives them an edge over their contemporaries. Mules, when paired with skirts create a stylish outfit. They come in various patterns and heel lengths, leaving much room for experimentation.  

Sneakers with Skirts 

If you’re the type of  girl who’s always on the run, sneakers are your best-friend. Wearing sneakers basically counts as athleisure wear. So, if you’re going for the whole, chill girl vibe, skirts and shoes are a must wear.  

Paring canvas shoes, trainers and tennis shoes with skirts are a cool way to explore the whole streetwear style trend. You can even pair your skirts with hoodies and snapbacks to really master streetwear. 

Sandals with Skirts 

Walking around in heels all day is no joke. If you’re looking for a more comfortable option to wear with your pretty skirts, then we suggest you invest in sandals. Sandals create the perfect beachy- summery look when paired with skirts. They’re cute, lightweight and comfortable. Now, that’s what we call a winner!

Strappy Heels with Skirts

Whether you pick from, block heels, kitten heels or high heels, strappy heels look great with everything. The simple strap detailing of the shoe is enough to create a look to be jealous of. Strappy shoes with skirts look elegant, sexy and stunning. 

No matter what skirt length you decide on, if you own a pair of strappy heels, you’re all set.

Ankle Boots with Skirts

Boots add a sexy-edgy element to any outfit, especially ankle boots. There is just something about how the boots graze the ankle. Ankle-boots are an extremely versatile shoe and can be worn with mini skirts, midis and even maxi length skirts. 

Loafers with Skirts

Let’s face it, whatever men wear, women wear it better. Loafers were originally designed for men but, by adding fine detailing and pretty patterns these shoes with skirts have quickly become a female favorite. 

You can choose between mini skirts for a more preppy look or midi skirts for a casual chic look. Add on a pair of loafers and you have an uber chic look. 

Chelsea Boots with Skirts

Another unorthodox shoe to pair your skirts with, but honestly the results are too good to miss out! If you’re wondering how to wear chelsea boots for women, then the answer is by pairing them with skirts. Chelsea boots add a chill, laid-back vibe to the entire look.

The Chelsea boot itself draws so much attention that you have to add a bit of flair to the rest of your outfit to balance it all out. Pleated skirts, and structured midi skirts are great choices to pair with this killer boot. 

Which Shoes To Wear With Which Skirts? Let’s Find Out! 

Figuring out what shoes to wear with jeans, womens, is so much easier than thinking about what shoes to wear with skirts. Skirts are so pretty on their own that you have to be careful not to overpower them when styling them.

Knowing about all the different shoe styles you can pair with skirts is one thing, but understanding which shoe looks specifically good with which type of skirt is another. Keep reading as we spill all the beans on important styling tips like, what shoes to wear with mini skirts and what to avoid when wearing a maxi skirt. 

Shoes To Wear with Tutu Skirts 

Are you Looking for a skirt that will grab everyone’s attention? Then, look no further than a tulle skirt. This feminine masterpiece is a striking shoe style.

Tutus/Tulle skirts are mostly worn in the midi-length, but they are also available in short and long lengths. The fluff of the skirt gives off a flirtatious vibe. According to us, the best shoes to style tutus with include;

  • High heels
  • Stilettos
  • Strappy heels
  • Pumps
  • And Combat Boots ( for a more edgy look) 

Create a cute tulle skirt outfit by pairing a simple tee or a graphic tee with a tutu. You can wear this look as it is or, you can add on a leather jacket or oversized coat to take this look to a whole new level. 

Shoes To Wear with Midi Skirts

If you’re in search of a skirt that you can wear all year long, then a midi skirt is your best option. The hemline of midi skirts falls around the calves, which exudes sheer elegance. Midi-skirts are worn mostly as office wear and party wear due to their pleasant length. 

The thing about midi skirts is that they don’t showcase much of your legs. This ensures a sophisticated look every time. The longer hemline of the skirt makes structured and boxy shoes an absolute no-no. Shoes to wear with midi skirts include,

  • Loafers
  • Sandals
  • Sneakers
  • High heels
  • Pumps Knee 
  • Knee High boots

Create a cute midi-skirt outfit by pairing a metallic midi-skirt with a basic tee and nude sandals. For a more polished look, swap the sandals for a pair of nude high heels.

Shoes To Wear with Pencil Skirts

If you’ve got curves, flaunt it! Pencil skirts are chic, body-hugging skirts that showcase your figure. These skirts cinch in at the waist and hug the body around the hips. There are so many different variations of pencil skirts to choose from. You can pick between knee-length, past the knee, slits or no slits, leather or woven pencil skirts.

If you pick a pencil skirt with a slit, it gives you more shoe options to choose from like knee-high boots. Otherwise, high heels, flats, and combat boots are some of the go-to and best shoes to wear with pencil skirts. 

Shoes To Wear with Long Skirts 

Long skirts/maxi skirts are a bit more difficult to style than other skirts. Their long length limits the style of shoes you can pair them with. A pro tip would be to pick a skirt with a hemline that ends just around the ankles. This higher hemline will allow more of your shoe to peek through. 

If you’re thinking about what shoes to wear with long skirts then some of the best options include;

  • Slides
  • Loafers
  • Sneakers
  • Pumps
  • High heels
  • Knee boots 

For a cute summer outfit, try pairing a white linen button-down with a black polka dot maxi skirt. Tuck the white shirt in for a more polished look. Add on a pair of yellow pumps to play into the summer vibe. 

Alternatively, you can create cute sherpa jacket outfits. Pair a cute white blouse with a denim sherpa jacket. Tuck the blouse into a brown chiffon maxi skirt and complete the look with platform boots.  

If you’re up for a challenge then try pairing boots with maxi dresses/ long skirts. They look absolutely stunning. The only catch is, you have to wear the outfit with confidence. 

Shoes To Wear with Mini Skirts 

Are mini skirts the most superior style of skirts? If you ask us, the answer is Yes! Mini-skirts come in so many different styles, colors, patterns, and fabrics that you could create a whole wardrobe just with them. 

The name ‘mini’ doesn’t necessarily mean a standard length. Instead, mini-skirts come in all sorts of lengths. Another plus about mini skirts is that you can make them work in the colder months, just by adding on leggings (or even knee high socks). You can even style a mini dress with ankle boots and tights but again, skirts allow a lot more movement so they remain our first pick. 

If you’re thinking about what shoes to wear with a mini skirt then our top picks include; 

  • Sneakers
  • Boots 
  • Sandals
  • Slippers
  • Pumps
  • Ballet flats 
  • Mules 

Shoes To Wear with Flared Skirts 

Flared skirts are one of the-if not the most- elegant looking skirt styles. This skirt style is fitted around the waist and expands in a beautiful cut towards the hemline. This sort of layered appearance makes your legs look phenomenal. 

The classic silhouette of this skirt makes it a better suited option for formal wear.

The top shoes to wear with flared skirts include;

  • Pointed pumps 
  • Strappy heels
  • Heeled boots 
  • Sandals 

Create a subtle but beautiful look by pairing a mauve flared skirt with a white blouse. Add on nude pumps or strappy heels to complete the look. For a more fashionable look, create a monotone black outfit by styling a black, full sleeves top with a long flared skirt. Add on burgundy heeled boots for a bit of glam. 

Shoes To Wear with A-line Skirts 

A-line skirts get their iconic name due to the ‘A’ sort of silhouette the skirt has. These skirts are again fitted around the waist and expand towards the bottom mimicking the letter ‘A’. These skirts are usually made of a thicker fabric. This allows the skirt to retain its structure.

The best shoes to wear with A-line skirts include;

  • Western boots 
  • Knee-high boots 
  • Pumps 
  • High Heels 

For a fab winter look , pair a cream colored turtleneck with a dark brown a-line skirt. Add matching knee high-boots to complete the look. If you want a more touristy look, try pairing a khaki a-line skirt with a white deep-neck tee. Add on pumps and a floppy hat to finish off the outfit. 

FAQs – Shoes With Skirts

How To Wear Pencil Skirts with Sneakers?

You can wear a pencil skirt with sneakers by pairing it with a simple tee, a graphic tee, a cropped hoodie, and even a crop top.

What kind of shoes go with a skirt?

Skirts look amazing with pumps, high heels, sneakers, sandals, wedges, loafers and boots.

Can Sneakers Be Worn with Skirts?

Yes, sneakers can be worn with skirts. For example, you can pair a pleated skirt with a crop-top and on a pair of high tops for a stylish look.

Can I Wear Trainers with A Long Skirt?

Yes, you can. They are comfortable shoes to wear with skirts. Just make sure you pick a skirt with a hemline that ends around the ankles. 

What To Wear If You Can’t Wear Heels?

Sneakers, sandals, mules, loafers and boots are great alternatives for heels. 


If you ask us, the way some skirts have movement while others are kind of stiff is nothing short of art. Some skirts flow with a breeze while others follow the movement of your hips. To be honest, all that a skirt really needs is a pair of shoes that complement the skirt. 

In this article, we have mentioned the many different types of skirts and shoes that pair well with them. Each skirt style is unique, and the shoe you pair with it, should be nothing short of incredible. 

If you still feel overwhelmed, don’t worry! The great thing about skirts is that you can get away with most styles of shoes when wearing them. Just remember to keep experimenting and eventually you’ll figure out which shoes with skirts work for you! 

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