Fashion blogger Veronika Lipar of Brunette from Wall Street how to style pleated skirt

How to Style Pleated Skirts in your 20s and in your 30s?

How to style a pleated skirt in your 20s and 30s? Sure, pleated skirts are back in style, but does this mean you will look fashionable in any pleated skirt outfit just because the pleated skirt you are wearing is back on trend? Does this mean you can wear pleated skirts with everything this year? Maybe! But maybe not. Still, worry not! Here’s how to wear pleated skirts in 2020 to look fashionable and chic. Scroll down to see some of the most fashionable pleated skirt outfits 2020 and learn how to style pleated skirts for work and for leisure. Moreover, see how to wear a pleated skirt every day – like there were no other skirts in style this season.

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WHAT TO WEAR WITH PLEATED SKIRT IN 2020?

Does it really matter what you wear with a pleated skirt when a pleated skirt is in style? I don’t think so! I tried many different pleated skirt outfits, and I can promise you, they all looked genuinely chic and stylish.

Even so, you can always style pleated skirts only with the tops that are currently on-trend if you want. Browse through the AW capsule wardrobe checklist and SS capsule wardrobe checklist to shop for the trendiest tops, sweaters, blouses and jackets.

Or simply scroll down and shop these stylish pleated skirt outfit ideas.

HOW TO STYLE PLEATED SKIRT IN 2020?

So how to wear pleated skirts in 2020? How to style pleated skirts for work? How to style a pleated skirt for a date. And how to wear a pleated skirt from day to night?

Here’s how! Scroll down to see the best pleated skirt style ideas.

By the way, you can shop for all these fashionable pleated skirt looks by clicking on the products in the product galleries or clicking inside the pink brackets that will pop up once you scroll down the outfit ideas.

1 PLEATED SKIRT WITH A SAFARI JACKET AND ANKLE BOOTS

You already saw a glimpse of my first pleated skirt style – pleated skirt with brown ankle boots and a safari jacket. Yes, this is another way to style a safari jacket.

You can wear a safari jacket with pleated skirts merely every day. You can even copy this pleated skirt look for work.

Fashion blogger Veronika Lipar of Brunette from Wall Street wearing Max Mara safari jacket H&M gold pleated midi skirt Chloé Rylee boots

2 PLEATED SKIRT WITH ANKLE BOOTS AND A DENIM JACKET

No that was not the only pleated skirt outfit with ankle boots for 2020. There are three other ways to wear a pleated skirt with ankle boots. Here’s a casual way to wear pleated skirts with ankle boots that are perfect when transitioning from warm to the cold season.

Fashion blogger Veronika Lipar of Brunette from Wall Street wearing H&M denim jacket Etam slip top H&M gold pleated midi skirt Chloé Rylee boots bow headband on the street in September

3 PLEATED SKIRT AND SWEATER WITH BOLD PUMPS

Must follow fashion blogger Veronika Lipar of Brunette from Wall Street wearing Mango cable knit camel sweater blue pleated midi skirt black top handle holding camel beige Burberry Kensington trench coat in her hand standing on the street

Pleated skirt and sweater is a style combination that always looks fashionable. All you need to do is to tuck in the front of the sweater – like this.

Fashion blogger Veronika Lipar of Brunette from Wall Street wearing camel Mango knit sweater and blue pleated midi skirt with Gianvito Rossi blue pumps on the street in spring

4 PLEATED SKIRT AND OVERSIZED SWEATER

Tucking in the sweater is not the only option you have if you want to wear a pleated skirt with a sweater. You can wear an oversized sweater over the pleated skirt.

Beautiful Slovenian Fashion Blogger Veronika Lipar of Brunette from Wall Street wearing red oversize contrasting sweater from Mango, blue midi pleated skirt, slouched brown Stuart Weitzman suede boots, See By Chloé pink top handle bag, blue Forzieri gloves, black long lean coat, Dior hot orange nail polish on triple bridge in Ljubljana

5 PLEATED SKIRT WITH SWEATSHIRT

You can also wear a pleated skirt with a sweatshirt. Ps. This pleated skirt outfit idea is perfect for all of you who are opting for a skirt instead of sweatpants this season.

Indeed, this is how I wear a pleated skirt with a sweatshirt.

Fashion blogger to follow Veronika Lipar of Brunette from Wall Street dressed in Mango teddy coat, pink midi pleated skirt, black Tommy Hilfiger sweatshirt, black top handle bag, pink gloves in winter leaving home

6 PLEATED SKIRT WITH FAUX FUR COAT AND WHITE BOOTIES

Fashion blogger to follow Veronika Lipar of Brunette from Wall Street dressed in Mango teddy coat, pink midi pleated skirt, white Ganni cowboy boots, black Tommy Hilfiger sweatshirt, black top handle bag, pink gloves in winter dancing on the street

Pleated skirt and sweatshirt is especially great style combination when you want to put on a faux fur coat and white booties.

By the way, white booties are somehow still on trend. And the faux fur coat will be fashionable this winter, too.

7 PLEATED SKIRT UNDER A WRAP CAMEL COAT WITH OTK BOOTS

A faux fur coat is not the only coat you can wear over a velvet pleated skirt. A camel wrap coat goes with pleated skirt, too!

Fashion Blogger Veronika Lipar of Brunette from Wall Street wearing ESCADA wrap camel coat, pink velvet midi pleated skirt, brown Stuart Weitzman Highland over the knee boots, black top handle bag, leather gloves

8 PLEATED SKIRT WITH TRENCHCOAT

Must follow fashion blogger Veronika Lipar of Brunette from Wall Street wearing Mango cable knit camel sweater blue pleated midi skirt blue Gianvito Rossi pumps black top handle bag bangs on long hair holding camel beige Burberry Kensington trench coat in her hand standing on the street

Now put the coat away, get the pumps off and put on some sandals. Scroll down to see my favourite pleated skirt outfit ideas with sandals.

9 PLEATED SKIRT WITH BLOUSE AND SANDALS

Fashion Blogger Veronika Lipar of Brunette from Wall Street wearing round pink sunglasses from Sunday Somewhere, pink pleated midi skirt, pink top, hot pink top handle bag and metallic rose gold sandals

10 PLEATED SKIRT AND T-SHIRT

Pleated skirt and T-shirt is another pleated skirt style idea that always looks chic no matter the occasion. This is how I like to wear pleated skirts and a T-shirt for a brunch date with my girlfriends.

11 SEQUIN PLEATED SKIRT WITH BALLOON SLEEVE TOP AND LUG SOLE BOOTS

Another chic way to wear a pleated skirt is to wear a pleated skirt with lug sole boots.

12 PLEATED SKIRT AND BOYFRIEND BLAZER

Next pleated skirt looks I want to show you are all pleated skirts with a blazer.

13 VEGAN LEATHER PLEATED SKIRT AND BLAZER

14 MIDI PLEATED SKIRT WITH OVER THE KNEE BOOTS

Beautiful Slovenian Fashion Blogger Veronika Lipar of Brunette from Wall Street wearing chic business professional outfit

15 PLEATED SKIRT AND SNEAKERS

Pleated skirt and sneakers is the trendiest casual way to wear a pleated skirt. But what sneakers to wear with a pleated skirt? White and chic, of course.

16 PLEATED SKIRT AND DENIM JACKET

I already showed you how to wear a pleated skirt with a denim jacket once – for fall. Well, here’s what to wear with pleated skirt and denim jacket in spring. Or every time you want to look like a lady yet casual.

17 PLEATED SKIRT AND GIRLY TOP WITH SLINGBACKS

IT Girl Fashion Blogger Veronika Lipar of Brunette from Wall Street wearing coral pink floppy tie blouse pink pleated midi skirt Ganni slingbacks pink top handle bag going to work in summer

18 PLEATED SKIRT WITH HOODIE AND CLOGS

Save this pleated skirt idea – this is how we will wear pleated skirts in 2021. Yes, hoodies and clogs are key fashion trends for spring-summer 2021.

19 LEATHER PLEATED SKIRT AND SWEATER WITH BIKER BOOTS

20 PLEATED SKIRT WITH MATCHING TOP AND MULES

Last but for sure not the least way to wear a pleated sirt is to wear it with a matching top and shoes. I love to wear this pink monochrome pleated skirt outfit idea below.

Must follow Slovenian fashion blogger Veronika Lipar of Brunette from Wall Street dressed in Red Valentino pink ruffled blouse pink pleated midi velvet skirt rose gold Malone Souliers mules sitting on sofa

MORE PLEATED SKIRT OUTFITS 2020 AND MORE WAYS TO WEAR PLEATED SKIRTS IN 2020

So this was how to style a midi pleated skirt. What about the fashionable short pleated skirt? How to style short pleated skirts now that they are the most fashionable skirts of the season? Again with everything that you want or is there some style hack? What do you think?