What To Wear With A Midi Skirt: Our 8 Favorite Outfits

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Midi skirts are the perfect versatile piece to take your wardrobe up a notch. Still stuck on how to style them? Check out our guide on what to wear with a midi skirt.

We love midi skirts for all the right reasons: they are long enough to wear for the colder season, and they’re also short enough to be comfortable during a warmer time.

Midi skirts are a wardrobe staple that can be dressed up or down, depending on what you wear with them and how you accessorize them. For the summer or spring season, choose a top in a lighter fabric like silk or linen, and complete the outfit with a pair of sneakers or flat sandals.

For colder seasons, simply swap out the top for a chunky knit sweater and the footwear for a pair of ankle boots and a trench coat over the whole look.

In this article, we’ll show you some style tips and eight of our favorite outfit ideas with a midi skirt. With these midi skirt outfits, you’ll be sure to look stylish and chic no matter where you go!

Oh and hey – some of the outfits featured below are completely shoppable, so if something has caught your eye, simply click on the photo and it will take you right on the retailer’s website for easy purchase.

What To Wear With Midi Skirt

1. Plain Tees

There’s honestly no better combo than a simple plain tee and a midi skirt for a casual weekend look. This is a great outfit and the perfect choice for running errands or meeting friends for coffee. It’s comfortable and casual, but you can dress it up with jewelry and heels if you need to.

We love satin slip midi skirts, but any skirt that hits below the knee will work. As for shoes, feel free to pair your skirt with a pair of white sneakers or flats. Accessorize with a statement necklace, bracelet, or earrings, and layer up with a denim jacket when you get cold.

2. Sweaters

When the weather turns a little chilly, go for an oversized sweater with your favorite pleated midi skirt (or any style really!), and a pair of combat boots. This outfit idea is one of our personal favorites for fall and winter. It’s comfortable and put together, but you can dress it down with flats or sneakers.

Look for a sweater that fits well and is made of a breathable fabric. We love cashmere sweaters, but any sweater will do. An animal print midi skirt would look super chic.

If you want your sweater to look a little less bulky, follow the TikTok trend that has been making rounds recently: wear a sports bra over a tank top underneath your sweater, and tuck your sweater inside of your sports bra – this will create a super flattering cropped effect!

As for footwear, you can go for boots or a pair of heels for a more dressy look.

3. Graphic Tees

What To Wear With Midi Skirt: Graphic tee with black blazer and cheetah print midi skirt and ankle boots
Get this look on Lulus

If you want to add some personality to your outfit, one of the most popular tops to wear with a midi skirt is a graphic tee – whether it’s cropped, tucked in, or knotted on the front.

This is a great casual look that is far more elevated than its plain tee counterpart: still casual, but a little bit more eye-catching.

Complete your look with a leather moto jacket or a blazer of your choice. White boots are ideal, but you can also opt for different colors or textures.

4. Dressy Tops

What To Wear With Midi Skirt: White puff sleeve white crop top blouse with red and black patterned midi skirt
Get this look on Princess Polly

For more dressed-up events, go for a dressier top like an off-shoulder or a loose blouse. This is a great option for a date night or dinner with friends. It’s flirty and fun, but can be dressed up or down depending on the occasion.

Opt for a pair of high heels or strappy sandals to complete this feminine outfit.

5. Tank Tops

What To Wear With Midi Skirt: White tank top with satin blue midi skirt
Get this tank top on Princess Polly

This is a great outfit for hot summer days. It’s cool and comfortable, but you can also opt to dress it up with heels and jewelry for a night out. Look for a tank top that fits well and flatters your figure.

We love basic ribbed and cropped tanks, but any tank will do.

6. Cami Tops

What To Wear With Midi Skirt: Satin cami top with white and pink floral wrap midi skirt
Get this skirt on Lulus

Cami tops are dressier than tank tops, so these are a great option for an elegant look especially if you’re going to semi-formal events.

Camis would pair well with both flowy midi skirts or wrap-up skirts like the one featured above. Complete your look with a pair of stiletto heels or pumps if you want to impress, or a pair of casual flats for a more everyday look.

7. Leather Jackets

This is a great outfit for bar hopping or a relaxed night out. It’s edgy and cool, and it brings cool points to your entire look. Pair your animal print midi skirt with a black crop top and a black leather jacket.

Sneakers and boots would be ideal to complete the look, but you can also opt for heels. Accessorize with earrings and a crossbody bag.

8. Blazers

A blazer is a great choice for work or if you want to look chic and polished. It’s comfortable and put-together, but you can also make it casual and contemporary with flats or sneakers. You can opt for any type of blazer, but we think long, fitted blazers are better for midi skirts.

And there you have it! Our eight favorite outfit ideas to wear with a midi skirt. These are our suggestions, but feel free to come up with your own style – after all, what’s most important is that you feel comfortable in your own outfit.

Commonly Asked Questions

Do midi skirts make you look shorter?

Midi skirts can actually make you look taller! If you choose a skirt that hits right at the slimmest part of your calf, it will create the illusion of longer legs. Just be sure to avoid any midi skirts that are too baggy or have a lot of fabric – these can make you look shorter.

What is the best way to style a midi skirt?

The best way to style a midi skirt depends on your personal style and the occasion. For a casual look, pair your midi skirt with a tee or tank top and sneakers or flats. For a more dressed-up look, try pairing your midi skirt with heels, jewelry, and a blouse or off-shoulder top.

We hope you found this list helpful! Let us know if we missed anything. If you’re still looking for more fashion inspiration, check the posts down below.

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