How to wear a skirt in a casual chic way

When you think about dressing casually, you probably are more likely to consider jeans or pants. But skirts can be just as comfortable, casual and chic. Today let’s discover how to wear a skirt in a casual chic way.

How to wear a skirt in casual situations

Here in Singapore I don’t really have a favorite when it comes to the kind of bottoms I like to wear. I love dresses, pants and skirts almost equally. I wear skirts on dressy occasions but also to casual outings.

Here, you will find my tips on how to wear a skirt in a casual way.

How to make your skirt more casual

• Pair your skirt with with lose and casual tops
• Wear brogues or sneakers with your skirt
• Wear a skirt in a casual fabric like denim
• Pair your skirt with casual fabrics like denim

Casual skirt looks for you to try

I think you can make pretty much wear any skirt work in a casual way.

You could, for example even pair a formal, full skirt with a denim jacket and a pair of sneakers.

But, obviously, some skirts are naturally more casual than others.

Denim skirts

Denim or jean skirts are a style staple that are unlikely to date, no matter how long they are in their closet.

You could opt for a classic blue or black denim, or if you want to wear during the summer months, you could try a white denim skirt instead of a pair of white jeans.

Frame vintage button front denim skirt

Sandra (above) wears a lovely full denim skirt which she styles with pops of red. You can find a similar piece here.

Adaline got her her tie-belt skirt from Gap. You can find a similar piece from the same brand here.

Pleated skirts

Pleated skirts were once thought to be strictly formal.

They’ve been used by schools as part of school uniform, they were a style staple in the 40s and they look lovely dressed up now for a special occasion.

But, they also look very stylish when worn casually. I love the current trend for wearing a pleated skirt with a sweater and either sneakers or booties.

Vince pleated mixed media skirt

Karen (above) teams her pleated skirt with a camisole and flat sandals for a great vacation look. Get a similar white pleated skirt here.

Erin (above) opts for colorful pleats worn with sandals and a sleeveless jacket. Check out a similar colored pleated skirt here.

Maxi skirts

I always think maxi skirts give off an air of casual elegance.

When you see a woman in a maxi skirt, she exudes haven’t-tried-to-hard confidence. You can wear with sandals for your vacation.

Or you could team with booties and a moto jacket when the weather cools down.

Loveappella roll top maxi skirt

Christine (above) wears her animal print skirt with booties and a denim jacket. Check out a similar piece here.

Patricia (above) lets her maxi skirt be the stand out star of her outfit (along with a lovely, matching bouquet of flowers). Get a similar satin skirt here.

Pencil skirts

Just like the pleated skirt, the pencil skirt can be thought of as a more formal style.

And, it’s true, you can definitely dress it up for dinner, or you can wear with a blouse or shirt for work.

But, you can also dress the pencil skirt down with flats, boots or sneakers.

J Crew leopard pencil skirt

Nicky (above) wears her snake print pencil skirt with booties and a sweater. Here is a similar snake print pencil skirt.

Grace (above) chooses a floral skirt and a blouse with dramatic, flared sleeves. You can find a similar floral pencil skirt here.

Full skirts

Another versatile option, full skirts can be a good option for many different body shapes.

But, they are particularly good for pear shapes as they help to skim over the thigh and hip area.

Check out this piece for more ideas on how to dress the pear shape.

Tibi liquid drape skirt

Sabina (above) wears a striking print skirt and choosing to add extra drama with a pair of gold sandals. Check out a similar navy printed skirt here.

Galiya (above) shows how effective layering can be. She teams her outfit with a blue sweater and also picks up the blue with her tights. Get a similar red skirt here.

I love to wear my wrap skirt from Cos (here is a similar one) that can combined with almost any top and looks great with my Rollie brogues.

For more inspiration, check out our article on black skirt outfit ideas.

Tops and jackets to wear with your casual skirts

If you are putting together a casual skirt outfit, you will want to make sure that the other elements of your look are not too formal.

Think about choosing sweaters, draped tops and casual jackets such as a leather biker or denim style.

• Vince stripe cashmere sweater
• Current/Elliot draped tee
• Halogen wrap sweater
• Blank NYC suede moto jacket

Shoes to wear with your casual skirts

To ensure that your look sticks to a casual vibe, opt for booties or sneakers.

If you’re dressing for summer or a vacation, you could also choose sandals.

• Rag & Bone snake embossed sneaker
• Naturalizer sneakers
• Vince Camuto sandal
• Vince Camuto bootie

Accessories to wear with your casual skirts

Keep your look suitable for daytime by opting for more casual options such as a crossbody bag and a scarf.

Rather than more formal jewelry such as diamonds or precious gems, you could think about more contemporary pieces.

• Nordstrom fringe scarf
• Kate Spade statement necklace
• Nakamol design drop earrings
• Frye leather crossbody

Here are 9 casual skirt outfits featuring the pieces above

Read our ultimate guide to creating a capsule wardrobe that works best for you.

Do you wear a skirt in a casual setting? Which of the above looks is your favorite?

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Feature image by Nicky

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