These Are the Best Shoes to Wear With a Midi Skirt

No matter the weather, there's nothing better than wearing light, flimsy frocks, easygoing denim, and breezy skirts. Midi skirts, in particular, are a perennial favorite and a versatile wardrobe staple. They also happen to be the perfect piece for transitional weather—easy to wear with knee-high boots and sandals alike.

With your favorite midi skirts now hanging in your closet, the question becomes what shoes are the best to wear with a midi-length skirt? For this, we turn to our favorite fashion muses to see what footwear looks flattering. (And to my shorter friends, yes, you can pull off a midi length—just opt for an A-line or wrap skirt that falls just below the knee.) From sneakers to espadrille wedges, scroll below for the best shoes to wear with a midi skirt.

1. Naked Strappy Sandals

a photo showing shoes to wear with skirts with a woman standing outside wearing a silk tank with a matching slip skirt and strappy sandals

(Image credit: @salome.mory)

Barely there strappy sandals are the perfect accompaniment to every kind of midi skirt. Opt for a neutral or metallic hue if your skirt has bold prints or embellishments.

2. White Sneakers

a photo showing shoes to wear with skirts with a woman standing outside wearing a white jacket with a white midi skirt and white sneakers

(Image credit: @emmanuellek_)

A favorite pairing among fashion girls is retro white sneakers with a midi skirt. It exudes a relaxed, cool vibe. Opt for a midi skirt with a voluminous shape, or add a casual touch to a silky slip midi skirt.

3. Block-Heel Sandals

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(Image credit: Claudio Lavenia/Getty Images)

Chunky block-heel sandals are one of our preferred pairs of shoes to wear with a midi. Chic, contemporary, practical, and cool.

4. Pointed-Toe Kitten Heels 

a photo showing what shoes to wear with skirts with a woman standing in the street wearing a black t-shirt with a black satin midi skirt with black kitten pointed pumps

(Image credit: @sylviemus_)

A pair of pointed-toe kitten heels makes a midi skirt look sophisticated and polished and is ideal for desk-to-drink situations. Moreover, the lower topline of the shoe flatters and lengthens your legs.

5. Flat Sandals

a photo showing what shoes to wear with skirts with a woman standing in a garden wearing a black waistcoat with a white midi skirt and black flat sandals

(Image credit: @gosiaboy)

Believe it! While we may think heels are the most flattering with midi skirts, flat sandals can also look incredibly cool. Whether they're embellished sandals or simple slides, we're loving this relaxed and super-comfortable look.

6. Ballet Flats

a photo showing what shoes to wear with skirts with a woman standing in the street wearing a white t-shirt with a white midi skirt and brown ballet flats

(Image credit: @frannfyne)

Ballet flats are unquestionably a winning pair of shoes to wear with a midi. Not only do they exude French-girl charm, but they're also incredibly flattering and comfortable. Sign us up.

7. Knee-High Boots

a photo showing what shoes to wear with skirts with a woman standing in the street wearing a gray blazer with a white bubble midi skirt and black knee high boots

(Image credit: @johannalager)

While the cool weather sticks around a bit longer, knee-high boots are the perfect way to stay warm. Let the hem of the skirt skim over the boots for a sophisticated look.

This post was originally published at an earlier date and has since been updated.

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Judith Jones
Senior Fashion Market Editor

Judith Jones is the senior fashion market editor at Who What Wear who specializes in shopping content and trend stories with high-affiliate impact. She shares the coolest, most desirable fashion market finds and brands for every budget. Previous to working in fashion, Judith worked as a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) sharing her passion for travel and culture.