These Are the Best Shoes to Wear With a Midi Skirt

The warmer weather is just around the corner, which means we'll soon be living in 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

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(Image credit: @camillecharriere)

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.

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(Image credit: @annelauremais)

2. White Sneakers

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(Image credit: Edward Berthelot/Getty Images)

A favorite pairing among fashion girls, white sneakers and a midi skirt exudes a relaxed, cool vibe. Opt for a midi skirt with small floral or polka-dot prints 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 

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(Image credit: Style du Monde)

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

5. Flat Sandals

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(Image credit: The Style Stalker)

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. Espadrille Wedges

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(Image credit: @lenafarl)

Wedge espadrilles 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

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(Image credit: The Style Stalker)

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.

Judith Jones
Senior Fashion Market Editor

Judith is the senior fashion market editor at Who What Wear and has worked in fashion for nearly a decade. Judith started on the Shop Who What Wear team, creating content and managing a team of merchandisers for the Who What Wear shopping app. She later crossed over to the editorial team, where she shares the coolest, most desirable fashion market finds and brands in her shopping-focused stories and social takeovers. She has become one of the top affiliate earners during her six plus years at Who What Wear. Before working in fashion, Judith was a TV host on the PBS travel show Globe Trekker (airing on Netflix and Amazon Prime) and shared her passion for travel and food. She studied at the prestigious London Academy of Dramatic Arts as well as Stella Adler Studio of Acting in New York. She later studied fashion merchandising and design, which laid the foundation for her career in fashion.


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