Shoes To Wear With A Long Skirt: 10 Great Options!

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Between the 1920s to the 1960s, the hemlines of skirts got shorter and shorter. In the 70s, the hemline dropped once again with people favoring long, flowing boho skirts over structured, confining minis.

Since then hemlines have been up and down as fashion cycles around and although they never really left, long skirts are back in again in a big way.

Long skirts also look good on everyone, regardless of your height, shape, or size. If you’ve been wondering what shoes to wear with a long skirt, you will be elated to know that you have loads of options. Long skirts can go with so many different types of shoes, and in this article, we are going to go over some of our favorites and show you a few different shoe options for each style.


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Shoes To Wear With A Long Skirt

You really are spoiled for choice! Surprisingly, long skirts can go with almost any type of footwear.

Whether you live for heels or you’re a sneaker-loving gal, you will find a lot of shoe options that will not only look good but that you’ll feel comfortable wearing.

And hey, who knows you might even find a new style that you’ve never tried and end up loving. So let’s get to our list!

You really are spoiled for choice! Surprisingly, long skirts can go with almost any type of footwear.


1. Flat Sandals

Credit: Instagram / kokopelli_spirit

One of our favorite pairings with a long, casual skirt is a flat sandal. Flat sandals are casual but still feminine, not to mention a lot more comfortable than a lot of other shoe styles.

And black shoes and a red dress-skirt are a classic style combination!

Flat Sandals 1 Flat Sandals 2 Flat Sandals 3

Here they are:

Sale
Tommy Hilfiger Women's Bennia Flat Sandal, Black Ll, 10
Tommy Hilfiger Women's Bennia Flat Sandal, Black Ll, 10
Flat Sandal; Faux-leather upper.; Adjustable buckle at ankle.; Open-toe design with brand logo detail at instep.
$35.40 Amazon Prime
Amazon Essentials Women's Casual Strappy Sandal, Dusty Rose, 5
Amazon Essentials Women's Casual Strappy Sandal, Dusty Rose, 5
DETAILS: 1/4 inch heel with non-slip sole.
$23.70 Amazon Prime
Amazon Essentials Women's Strappy Elastic Sandal, Grey, 5
Amazon Essentials Women's Strappy Elastic Sandal, Grey, 5
Classic elastic band sandal; Elastic upper; Breathable PU lining; Molded footbed with breathable lining for extra comfort

2. Sneakers

Credit: Instagram / lexylondonstyle

A long casual skirt with sneakers is a great look.

There is something to be said about the simplicity and effortlessness that this pairing exudes that makes it stylish. With sneakers, you don’t have to sacrifice comfort for style.

Sneakers 1 Sneakers 2 Sneakers 3

Here they are:

Keds Women's Champion Original Canvas Lace-Up Sneaker, White, 8.5 W US
Keds Women's Champion Original Canvas Lace-Up Sneaker, White, 8.5 W US
Lace up style - for perfect fit; Textured rubber outsole - sturdy and supportive, long-wearing
$54.95 Amazon Prime
Obtaom Women's Kelly Green Canvas Shoes Cute Low Top Fashion Sneakers Aphid Green Walking Shoe(Grass Green US5)
Obtaom Women's Kelly Green Canvas Shoes Cute Low Top Fashion Sneakers Aphid Green Walking Shoe(Grass Green US5)
Foam insode:Green canvas sneakers for women padding cool fit, Super comfort.
$20.99 Amazon Prime

3. Sling Backs

Credit: Instagram / longskirt_style

Sling backs are versatile enough to be worn for both casual and more formal occasions and will add an elegant touch to any outfit with a long skirt.

Sling back 1 Sling back 2 Sling back 3
Amazon Essentials Women's Pointed-Toe Sling Back Flat, Tan, 5
Amazon Essentials Women's Pointed-Toe Sling Back Flat, Tan, 5
DETAILS: 1/4 inch heel with non-slip sole.
NINE WEST Women's HEAT3 Heeled Sandal, White, 7
NINE WEST Women's HEAT3 Heeled Sandal, White, 7
Pointed Toe; Buckle closure; Imported; Translucent detailing
SCHUTZ Women's Boris Pointed Toe Slingback Pump Heels, Black, Size 6
SCHUTZ Women's Boris Pointed Toe Slingback Pump Heels, Black, Size 6
Ankle strap: Adjustable metal buckle ensures a snug fit with thin leather straps; Leather sole: Durable leather sole with rubber heel patch withstands day to day wear
$220.00


4. Mules

Credit: Instagram / memaury.official

Mules are not only super easy to wear, but also super versatile and can be worn with a variety of outfits, including long skirts.

Their backless design makes them easy to slip in and out of, and give your feet a little room to breathe while still looking fashion forward.

Mules come in all sorts of styles, from flats and wedges to platforms and heels, all of which look great with a long skirt.

Mules come in all sorts of styles, from flats and wedges to platforms and heels, all of which look great with a long skirt.

Mule Shoe 1 Mule Shoe 2 Mule Shoe 3

Here they are:

Sale
CUSHIONAIRE Women's Pim knit platform sandal with +Memory Foam, Black Weave 6.5
CUSHIONAIRE Women's Pim knit platform sandal with +Memory Foam, Black Weave 6.5
Soft stretch knit upper; Memory Foam Insoles; Soft, Light, and Flexible outsole; 2 Inch platform
$39.98 Amazon Prime
Sale
The Drop Women's Avena Square Toe Block Heel Mule, Cognac, 5
The Drop Women's Avena Square Toe Block Heel Mule, Cognac, 5
Staples by The Drop; Heel measures approximately 3" inches; Smooth faux leather; Padded footbed
$47.96 Amazon Prime

5. Gladiators

Credit: Instagram / newdayoriginals

Gladiator sandals are everywhere this year, but this time around there are a lot more variations. Far from the black and brown flats of the 2000s, you’ll find gladiators in all sort of colors and available from flats, to wedges and kitten pumps to stilettos.

They also come in varying heights.

If your long skirt has a slit, then this is your chance to rock a pair of longer gladiators that wrap up to your knee.

No slit in your long skirt? No problem.

An ankle-high pair of gladiators that pulls a color out of your outfit is the perfect way to go. Like in the photo below, the bright orange pops. And because the skirt has a busy pattern, gladiators with minimal, thin straps are a perfect complement.

Gladiator 1 Gladiator 2 Gladiator 3

Here they are: 


6. Mary Janes

Credit: Instagram / francescamusante

The classic Mary Jane style is cute and, unlike with a shorter skirt, you can get away with wearing Mary Janes and a longer skirt without looking like you’re 12.

That said, we’re big fans of the more grown-up versions of Mary Janes – either adding a little chunk to them or a heel so they don’t look like they’re part of a private middle school girl uniform.

If you’re going for the classic mary jane, maybe go for a color other than black.

Mary Jane 1 Mary Jane 2 Mary Jane 3 Mary Jane 4 Mary Jane 5

Here they are:


7. Heeled Cutouts

Credit: Instagram / so_lovely_so

Cutouts basically look like they were ankle boots or a pair of shoes that have had material cut out of them.

They tend to have a lot more material covering the foot than a normal sandal or pump and they often wrap around the ankle. They also often have a block heel, but not always.

Cutouts look great with long skirts because they look purposeful, like you knew exactly what you were doing when you put them on.

Strappy sandals are ethereal and pretty, but cutouts mean business! They add a little sophistication to a long skirt that may have otherwise looked like a beach sarong with a different pair of shoes.

Cutout 1 Cutout 2 Cutout 3

Here they are:


8. Open-Toed Block Heel

Credit: Instagram / bleucoutureparis_oficial

If you are looking to take your long skirt up a style notch, ditch the flats and sandals and go for a strappy block heel! Block heels will give any long skirt outfit a more feminine and sophisticated look.

No products found. Block heel 2 Block heel 3

If you are looking to take your long skirt up a style notch, ditch the flats and sandals and go for a strappy block heel!

Here they are:

Steve Madden Women's Brigitte Heeled Sandal, Bone, 8.5
Steve Madden Women's Brigitte Heeled Sandal, Bone, 8.5
Steve Madden; Strappy Upper with Knot Details; Geometric Heel; Square Toe Design; Slip On Style
Sale
The Drop Women's Rebecca Heeled Sandal, Natural, 5 B US
The Drop Women's Rebecca Heeled Sandal, Natural, 5 B US
Staples by The Drop; Measures approximately 3.5" high
$35.58 Amazon Prime

9. Sexy Stilettos

Credit: Instagram / uniqistic

If your long skirt has a slit and a sexy vibe going on, then stilettos can work.

Not only will they make your legs look longer, but they can also take you from day to night. If you’re going to pair stilettos with a long skirt, opt for the thin strappy, rather than platform, thick straps, or big bows.

You don’t want your shoes and skirt with all that material competing for attention. In the case for stilettos with a long skirt, less is definitely more.

You can take advantage of that slit and go for a high lace-up pair of gladiator stilettos. And when we’re talking less is more, nude is always a good option – it goes with everything and makes your legs look longer.

Same with clear shoes, they’re almost invisible and will give you legs for days.

Stiletto Heel 1 Stiletto Heel 2 Stiletto Heel 3

Here they are:


10. Boots

As the weather turns colder, long winter skirts can pair amazingly well with tights and ankle or knee-high boots.

Here’s how you can put just one of these looks together when the temperature starts to drop.

Skirt 1 Turtleneck 1 Belt 1 Cardigan 1 Knee high boot1 Handbag 1
Amazon Essentials Women's Classic-Fit Lightweight Long-Sleeve Turtleneck Sweater (Available in Plus Size), Black, Large
Amazon Essentials Women's Classic-Fit Lightweight Long-Sleeve Turtleneck Sweater (Available in Plus Size), Black, Large
CLASSIC FIT: Close but comfortable fit with easy movement.; DETAILS: Features a fold-over turtleneck, rib detail at neck, cuffs, and hem.
$28.50 Amazon Prime
OKA Leather Skinny Women Belt Thin Waist Belts Extra Thin PU Leather Waist Belt with Gold Buckle for Jeans Pants Dresses
OKA Leather Skinny Women Belt Thin Waist Belts Extra Thin PU Leather Waist Belt with Gold Buckle for Jeans Pants Dresses
â—†Material: These Women's Belt covered with high-quality faux leather upholstery.; â—†Beautiful metal buckle: Practical and durable for long lasting use.
$8.99 Amazon Prime
RF ROOM OF FASHION Women's Stacked Heel Slouchy Knee High Boots (Regular Calf) RUST Size.8.5
RF ROOM OF FASHION Women's Stacked Heel Slouchy Knee High Boots (Regular Calf) RUST Size.8.5
MEASUREMENT (taken on size 6) - Heel Height: 2.75"; Pull on wear, no zipper, almond toe, perfect 3 inch block heel for easy comfortable wear.

Conclusion

We’ve shown you just some of the shoes that can look great with a long skirt. Just keep in mind that, like palazzo pants, long skirts can have a lot of fabric going on, and you don’t want to have your shoes compete too much with your skirt.

Written by Jacqueline Ames

Jackie is the resident fashion and nail design guru at Luxe Luminous. With a degree in Management and a deep-seated passion for the glamorous styles of the 50s and 60s, Jacqueline offers a unique fusion of business acumen and vintage fashion flair in her captivating articles.