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Petite Dressing

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ClassyTrendy · May 30, 2024

Polish Your Style in These Timeless Pleated Skirt Outfits

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Pleated skirts are one of the hottest trends that has been in the center stage of fashion trends in recent years. If you’re looking to step out looking all feminine, this is one of the best options. They are classic pieces that suits women of all age and body type.

You can style them in a variety of ways which makes them versatile. Here’s some of the best outfit ideas on what to wear with a pleated skirt:

Table of Contents

  • With a leather jacket
  • With a pullover
  • With a satin top
  • With a plain white shirt
  • With a denim jacket
  • With a white button-down
  • With a cami
  • With a cropped top
  • With a coat
  • With a message t-shirt
  • With a blazer
  • With a wrap top
  • With cable knit sweater
  • With off-the-shoulder top
  • A white t-shirt
  • With a one-shoulder top
  • With a vest
  • With a V neck top
  • With a sweatshirt
  • With crochet top
  • With turtleneck sweater
  • With a plain jumper
  • With a lace top
  • With a tank top

With a leather jacket

leather jacket - mini a-line skirt

Leather jackets, especially cropped ones, go really well with pleated skirts.

Leather jackets are classic pieces that have been and will be around for years. They instantly elevate any outfit, whether formal or casual.

If you love a monochromatic look, then the easy outfit is to wear a black leather jacket with a black pleated skirt. This look is leg elongating, great outfit for anyone who wants to look taller and leaner.

With a pullover

gray plated mini skirt and gray knit sweater with stockings

Wearing a pleated skirt with a simple pullover is a minimalist and classy outfit suitable for women of any age and body shape.

Pullovers make great outfits for work, school or literally any occasion. A pullover can be styled with a number of items in your closet, for example a pleated skirt. Not only is this outfit instantly chic, it is also warm, perfect for colder weather.

With a satin top

For a night out, a satin top is the perfect choice to go with your midi skirt. For an extra fancy look, you can also throw on matching satin shoes!

With a plain white shirt

white button down with pleated skirt

Wearing pleated skirt with a white shirt is one of the best ways to rock two trendy pieces which are both ultra feminine.

Literally pleated skirt of any length could work with this look. Whether your skirt is knee length, below the knee, above your ankle or even maxi length, they will look nice and chic once you wear them with a bodysuit.

With a denim jacket

denim jacket outfit with midi pleated skirt

Wearing a denim jacket with a pleated skirt is a nice way to have your pleated skirt looking more casual.

Denim jackets are not only easy to wear, but they are also very versatile. They can be worn literally throughout every season of the year. If you don’t own a few pieces already, you should get a couple in different denim wash, because you will get a lot of use out of these.

You can wear denim jacket with a pleated skirt, a cami and some ankle boots. This combination is a great blend of both edgy and more feminine pieces.

With a white button-down

short pleated skirt with button down top

 Button-down shirts look amazing with pleated skirts for that effortlessly chic Audrey Hepburn vibe.

A white button-down is really a must-have, and is that one piece that can dress up any kind of bottom. They can be worn casually or can be part of a more dressed up look.

This combination allows you to play around with different shoe styles. If you put on a pair of kitten heels, you are ready for work. For a formal event or a date night, just switch to a pair of stilettos and you will instantly get a boost for your height and style.

With a cami

vacation outfit with mini pleated skirt and cami

Camis actually make wearing pleated skirts so easy because they are minimal in style.

Camis are great feminine pieces to wear outdoors, especially if it’s hot outside. They are also easy to layer, because you can also wear them underneath any outerwear if it’s cold. They can be worn with a variety of things that you might already own in your closet, including a pleated skirt.

With a cropped top

T-shirts can be styled with pleated skirts too for a dressier look.

Since the top is mostly casual while the skirt is innately feminine, your shoes can determine which direction to go. i.e. this outfit allows you to have fun with different shoes for different looks. Want a casual and laid back look, sneakers will work. For a polished and dressed up look, strappy sandals are perfect.

With a coat

midi pleated skirt outfit with coat

When you top your pleated skirt outfit with a coat, that adds the lady-like finished touch instantly.

Coats are known to make one look chic. Available in a variety of colors and fabrics, coats are also functional in colder weather. Luckily, with so many great coat designs that exist, you won’t have to worry about them hiding your perfectly created outfit of the day.

For such a look, it’s worth ensuring that you get a coat that goes well with the colors you’re wearing underneath it. If your skirt is long, you should wear a longer coat that covers most of your skirt.

Your choice of shoes should be coordinated with your choice of the coat. If you are wearing a well fitted wool coat that is quite structured, then your best option is to wear a pair of pumps or ankle boots. If your coat is relaxed fit, then casual footwear like the sneakers or flats work wonderfully.

With a message t-shirt

graphic tshirt with mini pleated skirt

You can wear pleated skirt with a message t-shirt for that fashion forward look.

A message t-shirt, just like a graphic t-shirt allows you to express yourself, and your thoughts, but through words this time. They are comfortable just like any other t-shirt, as long as you’re careful with the colors you pick.

If you’re going for a message t-shirt to pair with your pleated skirt, blacks and whites are particularly easy to style, as they just blend with everything.

With a blazer

pleated skirt with blazer and heels

The surest way to look classy or office-ready might just be by wearing a blazer with your pleated skirt outfit. These wardrobe pieces are meant for any woman regardless of their age, shape or size and can be worn with different items such  as a pleated skirt.

You can always leave your blazer unbuttoned or instead, button it up and belt it to cinch your waist further.

With a wrap top

blouse and pleated skirt

Wearing wrap top with pleated skirt is a classy combination that can never go wrong for any occasion you need to feel a bit dressed up.

A wrap top is great, whether you’re after a feminine look that can take you to the office, or if you just want to style up a casual outfit.  It can be a statement blouse or one that’s simpler. You can also choose a blouse in different fabrics such as silk or cotton.

When you throw on a pair of heels, this is a look that works for an office setting, client meeting, date night or any other formal gathering.

With cable knit sweater

What to Wear with a Turtleneck

Wearing cable knit sweater with a pleated skirt is a classic staple for the transitioning weather in the spring or the fall, when the temperature is somewhere in between hot and cold.

They comes in a variety of lengths from knee length to short ones, and it looks great with any type of footwear you can think of, especially if the footwear is by no means chunky.

With off-the-shoulder top

Want to look extra feminine? Wear an off-the shoulder top with your pleated skirt will for sure dress you up.

A white t-shirt

pleated skirt with white tshirt

You can wear a white t-shirt with a pleated skirt for a casual chic outfit.

White t-shirts are a must-have because they can save you on any day. They look good with anything and you can never go wrong with a clean and crisp white t-shirt.

It’s a simple casual chic combination and remember, as long as your white t-shirt is plain, you can literally wear any type of pleated skirt out there in different colors too because white is neutral.

With a one-shoulder top

pleated midi skirt with one shoulder top

It’s a simple pairing, considering you don’t have to think much about what to style it. This is an outfit that goes a long way in making you look rich and classy.

When you go for this pairing, you don’t have to wear such a long pleated skirt, as a shorter one will do as well.

With a vest

white pleated skirt and sweater vest

Sweater vests are not only chic and stylish, but also allow you to wear both long and short sleeve tops underneath.

They can actually make your pleated skirt look preppy and chic.

With a V neck top

Graduation outfits for mom pleated skirt and navy blue blouse

A tank top is another easy-to-wear piece that can go with everything you own. They go well with pleated skirts, particularly if you wear colors that blend well together.

The key is to choose a tank top that is well fitted. Anything baggy will not fit the feminine vibe of the skirt.

With a sweatshirt

sweatshirt with pleated skirt

If you want to get more creative with your pleated skirt outfit, sweatshirt is a great option to venture out.

While sweatshirts were initially meant to be worn as loungewear or just for sporting activities, they can be styled with different skirts just like pleated ones to give you a more girly or feminine look that you can step out in.

With crochet top

maxi pleated skirt with crochet top vacation outfit

Want a vacation outfit? Pair your long pleated skirt with a crochet top, and you are ready to go lay on the beach or sit by a pool!

With turtleneck sweater

pleated skirt with sweater

A great way to keep your pleated skirt outfit warm is to add a turtleneck outfit, especially in transitioning weather when the weather gets up and down. Wear with suede boots for extra warmth, or any casual shoes if you prefer a laid back outfit.

With a plain jumper

pleated corduroy skirt with a crisp button-down shirt, a knit sweater layered over the shirt, knee-high socks, and loafers

Jumpers are great casual pieces that work for any woman who just wants a fun, young look. They come in different colors and sizes. While they’re often styled with pants, you can actually wear them with a pleated skirt for an unexpected look.

With a lace top

lace top and midi pleated skirt and red heels

There’s something about lace that just elevates even the most casual looks. Wearing a lace top with pleated skirt will make women of any age feel feminine.

Lace is delicate and stylish, classic and timeless, whether you go for a long sleeved lace top or a short sleeved one. Blacks are the easiest to style, not to mention they just make you stand out.

The best thing about lace is that it also lets you layer outerwear on it when it’s cold, but still peeks through in a classy way.

With a tank top

As you can see, the options are endless when it comes to what you can wear with a pleated skirt.

Posted In: ClassyTrendy

Hello there! My name is Chi Li, 5'2", founder of PETITE DRESSING, the clothing line for women 5'4" & under. Are you petite and have you been frustrated with what to wear?
This is an issue few truly understand and even fewer brands truly address.
Being petite myself, I have been writing about fashion for short women since 2016 and my brand petitedressing.com has touched the lives of millions.
My styling concepts for petite women not only focus on the perfect fit but also on flattering & elongating the petite frame for a lean silhouette, optimizing the proportions.
Shop my clothing line here.

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