10 Best Shoes To Wear With A High-Low Dress Or Skirt

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Got a high-low dress that you just can’t seem to figure out how to style? Check out our guide to the best shoes to wear with a high-low dress or skirt for new ideas!

A high-low skirt or dress is one of those fashion pieces that can be surprisingly versatile. It looks great with heels if you’re going to a formal event, but you can also pair it with sneakers for a more casual look.

It’s the perfect mix of flirty and fun but in an elevated way. However, finding the perfect pair of shoes to wear with your high-low piece can be confusing, since there are so many options to choose from. You want to make sure you choose a shoe that won’t look out of place or out of style when paired with your high-low dress or skirt!

Below, we put together some of our favorite shoes that you can wear with your high-low dress or skirt, whether it’s for casual wear or something a little bit dressier.

Most of the pieces featured below are completely shoppable, so if you see something that you like, simply click on the photo and it will take you to the retailer’s website for purchase.

Let’s get started!

The Best Shoes To Wear With A High Low Dress Or Skirt

1. High Heels

Emerald green high low wrap dress
Get this dress on Lulus
The Best Shoes To Wear With A High Low Dress Or Skirt: Gold strappy stiletto heels
Get these heels on Lulus

When it comes to wearing high-low dresses or skirts, high heels are a classic choice to pair with them. If you have a special event that requires you to be all glammed up, high heels will be your best friend.

A pair of standard high heels will suffice, but if you want to go for higher heels (four inches or even more), no one’s stopping you! Just make sure that you feel comfortable walking in your heels; otherwise, you might end up limping around – awkward.

2. Heeled Sandals

The Best Shoes To Wear With A High Low Dress Or Skirt: Nude strappy block heel sandals
Get these shoes on Lulus

Strappy sandals are a great option for a night out or cocktail party, especially if you don’t feel confident wearing stilettos. They can bring the look together and add some comfort to your outfit, which is perfect if you’re looking to wear your dress on more casual occasions.

The high-low style of the dress or skirt will give a nice spotlight to the chic design of your strappy shoes, so you can experiment with designs that are statement-piece-worthy. If this is not your style, simply opt for subtle strap heels and lace-up heels – whatever fits your personal preference.

3. Ankle Boots

Get this skirt on Petal+Pup

Ankle booties are a great choice to wear with a high-low dress or skirt, especially during colder days. They’re also very versatile, as they can be worn with skinny jeans, skirts and dresses across multiple seasons!

For a cute fall look, wear your favorite pair of ankle boots with a high-low skirt of your choice – we especially love faux leather ankle boots in neutral colors like camel, taupe and white. Complete with a chic and cozy knit sweater.

If you want to elevate your look to the next level, you can also go for a pair of knee-high boots instead; just make sure that the front of the skirt is short enough not to interfere with your boots! Knee-high boots look best with high-low dresses that finish above the knee – this way you can still see some separation between the dress and the boot.

4. Sneakers

The Best Shoes To Wear With A High Low Dress Or Skirt: White FILA sneakers
Get these shoes on Lulus

A pair of classic white sneakers is a great option to style with high-low bottoms for everyday wear, especially if you’re after a super comfy pairing.

While wearing sneakers with dresses used to be rather frowned upon, the truth is that fashion has evolved, and if you look around, you’ll see countless celebrities and influencers donning this look. If you’re going on an afternoon date and want to look cute without being overdressed, sneakers are an excellent choice!

On top of that, many people view sneakers as more comfortable than other shoes because they provide more support throughout the day. They’re definitely great for running errands or touring around the city during the summer holidays!

5. Flat Sandals

The Best Shoes To Wear With A High Low Dress Or Skirt: Nude flat sandals
Get these sandals on Lulus

Consider a flat sandal for your next high-low outfit. Flat sandals are incredily versatile and can be worn with a variety of outfits, so they’re definitely going to look good when paired with this style of skirt.

They’re also an ideal choice when you’re looking to add some comfort while letting your feet breathe – they’re great to wear especially if you’re headed to the beach! Flat sandals are comfortable enough for everyday use but still give your outfit some polish.

If you’re looking for a boujee option, make sure to check out our 25 favorite designer sandals – so chic!

6. Block Heels

The Best Shoes To Wear With A High Low Dress Or Skirt: Dusty pink block heels
Get these shoes on Lulus

Another comfortable option to wear with your high-low dress would be a pair of low block heels.

They’re a chic option if you want to add some height to your outfit but you don’t want to go for a pair of uncomfortable high heels. They are a good choice for a night out, or a casual event, such as shopping or going to the movies.

They can also be worn with dresses and skirts for special events and formal occasions like weddings or prom. A short heel is perfect here because it will make it easier to walk around in them all day long without getting tired feet!

7. (Peep Toe) Mules

Green floral ditsy high low dress
Get this dress on Lulus
The Best Shoes To Wear With A High Low Dress Or Skirt: White peep toe heeled sandals
Get these sandals on Lulus

Peep-toe mules and high-heeled mules, in general, can be a great option to wear with high-low dresses. These shoes are a great way to show off your pedicure, as well as the length of your legs.

This is a dressy option for summer, and since they don’t have ankle straps, they’re very easy to slide into and take off, especially if you’re on a romantic walk on the beach.

8. Ballet Flats

White pointed toe ballet flats with silver point
Get these shoes on Lulus

If you want to wear flat and simple shoes with your high-low dress, ballet flats are a good choice. They’re casual and comfortable, but still dressy enough for an event or date night. Ballet flats pair well with jeans and dresses alike, and high-low skirts and dresses are no exception.

They’re a safe bet to wear with your outfit, and you probably already have a pair or two in your closet. That means you won’t have to spend a dime on buying new shoes especially if you are in a rush!

9. Wedge Espadrilles

Navy blue off-shoulder high-low dress
Get this dress on Magnolia Boutique

Wedge espadrilles are great for summer and can be worn with a variety of outfits if you want that chic beachy flair. If you’re not into wedges, no worries – flat espadrilles exist too and they are just as stylish!

The wedges go well with a variety of fabrics too, like cotton, silk, and denim. The same goes for colors: black, white or brown; blue or red; green or yellow – you name it!

10. Pumps

The Best Shoes To Wear With A High Low Dress Or Skirt: Red strappy pumps
Get these pumps on Lulus

Pumps are the most common type of heels for women. They’re usually made of leather or suede and feature either a stiletto heel or a block heel. Pumps are usually closed-toe and can be formal or casual. Pumps can be worn with a high-low dress or skirt, depending on your personal style preference.

It depends on each lady and how they prefer their pumps, but if you’re someone who constantly slips out of her shoes by accident, then we recommend going for a pair with straps.


Finding the right pair of shoes to match a high-low dress or skirt can be tricky, but these options make it pretty easy to ace it! Don’t be afraid to mix and match your high-low dress or skirt with other items in your closet, like a pair of heels or boots.

These are just some of our favorite shoes to style with a high-low dress or skirt, but if you didn’t find an option that suits you, you are completely free to experiment with other styles – fashion is about having fun, after all! Just make sure that the shoes that you choose don’t clash in color with your dress.

And there you have it! We hope you found this style guide on the best shoes to wear with a high-low dress or skirt helpful! If you’re still looking for more fashion inspiration, check the posts down below.

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