23 Chic Pleated Skirt Outfits That’ll Make You Look Effortlessly Put Together

Pleated skirts have a way of stepping up an outfit without even trying. Those clean, sharp folds add this effortless polish that makes everything feel a little more stylish and put-together.

If you’re sitting there wondering how to style your pleated skirt or maybe you’re just looking for some fresh pleated skirt outfit ideas, I’ve got you covered.

These 23 looks will show you exactly how versatile this piece can be – from super casual weekend vibes to those days when you need to look professional but still want to feel cute.

Keep scrolling for outfit combos that’ll work for literally any occasion you have coming up!

1. Black Button-Up Shirt and Gray Pleated Mini Skirt

Start with a black button-up shirt and tuck it into a gray pleated mini skirt. This gives off serious academia vibes but in the best way possible.

Throw on some slide sandals and you’re good to go for class or brunch.

2. Graphic Sweatshirt and Pleated Midi Skirt

Who says pleated skirts have to be formal? Grab your favorite graphic sweatshirt and pair it with a pleated midi skirt. Add a leather belt to cinch your waist and suddenly you’ve got this cool high-low mix going on.

3. Knitted Cardigan and Pleated Mini Skirt

For those chilly days, wear a cozy knitted cardigan with a pleated mini skirt and don’t forget the tights. It’s giving fall vibes and looks so cute for coffee runs or casual work days.

4. White Sleeveless Vest and White Pleated Midi Skirt

Going for an all-white moment is always a good idea. Wear a white sleeveless vest with a matching white pleated midi skirt and finish with two-tone pointed mules.

This outfit looks so expensive even if you got everything on sale.

5. White Button-Down Shirt and White Pleated Midi Skirt

Another all-white outfit because why not? A crisp white button-down tucked into a white pleated midi skirt looks absolutely stunning.

Add white pointed heels and you’ll look like you stepped out of a fashion magazine.

6. Black Turtleneck and Pink Pleated Midi Skirt

I love the contrast of a black turtleneck with a soft pink pleated midi skirt. The fitted top balances out the flowy skirt perfectly.

Black ankle boots make the pink less sweet and more edgy.

7. White Long-Sleeve Top and Black Pleated Midi Skirt

You really can’t go wrong with black and white. Tuck a fitted white long-sleeve top into a black pleated midi skirt and add black pointed kitten heels. This works for literally any occasion.

8. Gray Turtleneck and Black Leather-Look Pleated Mini Skirt

Want to add some edge to your pleated skirt? Try a gray short-sleeve turtleneck with a black leather-look pleated mini skirt. Knee-high black boots take this outfit to the next level.

9. Cream Sweatshirt and Black Mini Skirt

Perfect for those lazy days when you still want to look cute. Wear a cream sweatshirt with a black pleated mini skirt, add black opaque tights and chunky loafers for that preppy look everyone’s obsessed with right now.

10. Striped Sweater and Pleated Mini Skirt

Stripes and pleats together? Yes please! Put on a striped sweater with a thin black belt over your pleated mini skirt. Knee-high boots make your legs look miles long.

11. Sky Blue Bustier and Cream Pleated Midi Skirt

This combo is so dreamy and romantic. A sky blue structured bustier top with a cream pleated midi skirt looks incredible for date nights or summer weddings. Two-tone ballet flats keep it comfortable.

12. Cream Cardigan and Navy Pleated Midi Skirt

Love this nautical-inspired look! A cream ribbed cardigan over a navy pleated midi skirt is perfect for weekend activities. White sneakers make it super wearable and comfy.

13. Black Bodice Top and Cream Pleated Maxi Skirt

Talk about making a statement! A black fitted bodice top with a cream pleated maxi skirt creates such a beautiful contrast. Black ankle-strap heels pull everything together.

14. Turtleneck Sweater and Pleated Midi Skirt

Here’s how to layer like a pro – wear a turtleneck sweater under a leather moto jacket with your pleated midi skirt. Oxford shoes add that menswear touch that makes this outfit so interesting.

15. White Cropped Blazer and Pink Pleated Midi Skirt

Spring has entered the chat with this outfit. A white textured cropped blazer and blush pink pleated midi skirt is such a pretty combination. White chunky sneakers keep it from being too formal.

16. White Striped T-Shirt and Navy Pleated Midi Skirt

This gives major French girl vibes. Tuck a white striped t-shirt into a navy pleated midi skirt and you’ve got an outfit that always works.

Nude ankle-strap sandals are the perfect finishing touch.

17. Black T-Shirt and Black Pleated Mini Skirt

Sometimes simple is best. A black fitted t-shirt with a black pleated mini skirt is such an easy outfit but it looks so chic. Black ankle boots add just enough edge.

18. Black Bandeau Top and Gray Pleated Tennis Skirt

Love this sporty-chic vibe! A black strapless bandeau top and gray pleated tennis skirt is perfect for summer. White sneakers complete the athletic aesthetic.

19. Crop Tank Top and Pleated Tennis Skirt

Another tennis skirt moment because they’re just so cute right now. Wear a crop tank top with a pleated tennis skirt and white sneakers for the easiest summer outfit ever.

20. White T-Shirt and Black Pleated Midi Skirt

For a street style look, wear an oversized white t-shirt half-tucked into a black pleated midi skirt. Layer on a black leather jacket, add a baseball cap and sneakers for that cool-girl vibe.

21. Striped Sweater and Black Pleated Mini Skirt

This outfit is so unexpected but it works! A white and black striped sweater with a black pleated mini skirt looks amazing with black cowboy boots. It’s preppy meets Western and I’m here for it.

22. Fitted Bodysuit and Pleated Mini Skirt

Power dressing at its finest – wear a fitted bodysuit under a plaid blazer with a pleated mini skirt. Knee-high boots make this outfit look so sophisticated and put-together.

23. Black Blazer and White Pleated Maxi Skirt

Last but definitely not least, this combination is stunning. A black structured blazer with a white pleated maxi skirt creates such a striking look.

Black loafers add that preppy touch that makes this outfit perfect for important meetings or events.

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