The Best Denim Skirts for Women Over 50

Looking for the best denim skirts for women over 50 that combine style, comfort, and versatility? You’re in the right place! 

 In this article, we’ll dive into the different types of denim skirts and how they can flatter various body shapes.

Plus, we’ll explore the latest washes and styling tips to keep you looking chic and on-trend all year round. 

Denim skirts are a timeless classic that never goes out of style, and they’re perfect for women of all ages, including the fabulous 50s and beyond.

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the best denim skirts for women over 50

Jean Skirts or Denim Skirts are Timeless

Denim skirts have remained a wardrobe staple for decades and are a popular choice for women of all ages. 

Let’s explore some reasons why denim skirts never seem to go out of style:


Jean skirts can be dressed up or down, making them suitable for various occasions. Whether for a casual, laid-back look or a dressier, more sophisticated outfit for a special occasion, a denim skirt can adapt to your needs.

Classic Appeal

Denim, in general, offers a timeless, classic look that transcends trends and fads. As a result, denim skirts maintain their popularity even as other fashion trends come and go.


With so many styles, lengths, and washes available, there’s a denim skirt for everyone, regardless of style or body shape.

This wide range of options ensures that denim skirts remain a go-to choice for people with diverse tastes.


Denim skirts offer the perfect balance of comfort and style. They’re typically made from a blend of cotton and stretchy materials, ensuring a comfy fit while still looking chic.

Easy to Style

Denim skirts can be effortlessly paired with various tops, jackets, and accessories, making them an easy choice when putting together an outfit.

The simplicity of styling a denim skirt is another reason they remain a timeless favorite.

Ageless Appeal

Denim skirts suit all ages, making them a versatile and ageless wardrobe staple. Women of all ages can rock a denim skirt, which adds to their enduring appeal.​

Finding the Best Denim Skirts for Your Body Type

Like a good pair of jeans, denim skirts are versatile and flatter various body shapes no matter how old you are!

Let’s check out some popular styles and find the best option!

Pencil Skirt

If you love skinny jeans, you will love the pencil skirt!

Pencil skirts are form-fitting, with a narrow cut that hugs your curves and typically falls to the knee or just below.

They’re a classic, sophisticated option that can be dressed up or down depending on the occasion.

Pencil denim skirts can be flattering on various body shapes by accentuating curves and creating a balanced silhouette.

Ensure it’s not too tight around your hips or thighs, as this can create an unflattering bulge.

Remember that a skirt falling below your knees can create a more conservative look, while one at or just above your knees offers a more modern, youthful vibe.

I love this above-the-knee pencil skirt with a frayed edge!

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Levi Pencil Denim
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stretch denim
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a-line design

Midi  Skirt

Midi skirts are by far the most popular skirt length because they are super flattering on most body types. 

Midi skirts fall somewhere between the knee and the ankle, offering a perfect balance of coverage and style. 

They’re popular because they’re versatile and can work for various occasions, from casual outings to dressier events.

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Denim Midi
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Raw hem midi
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flair midi

High-Waisted Skirts

Like high-waisted pants, these high-waisted mom cuts are fantastic for accentuating your waist and creating an hourglass shape.

They’re particularly flattering on those with a rectangular or hourglass figure but can work well for other body types, too, as long as the skirt’s overall style complements your shape.

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Distressed high-waisted
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white High-waisted
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high-waisted mini

Maxi Skirts

the long denim skirt or Maxi skirts fall at or around your ankle, offering full coverage while maintaining a stylish appearance. 

They’re a great option for those who prefer a more modest look or love the flowy, boho-chic vibe that maxi skirts bring.

Maxi denim skirts can look great on a variety of body shapes. 

Just make sure to choose a style that isn’t too voluminous, and consider wearing heels, wedges, or knee-high boots.

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Denim Maxi
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denim maxi skirt

The Short Denim Skirt

Short skirts fall above the knee, offering a fun, flirty, and youthful look.

They’re perfect for casual outings, warm weather, and showing off your legs!

Short denim skirts can work well for many body shapes, but choosing the right style and fit is essential.

In a nutshell, short denim skirts are a fun and playful addition to any wardrobe.

Play around with different styles and find the one that makes you feel confident and fabulous. 

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high-waist short
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casual short skirt
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distressed white

Different Denim Washes and Such

 Now that you’ve got an idea of which kind of skirt is best for your body type, let’s talk denim washes. 

 Denim skirts come in various washes, giving you plenty of options based on your style and preferences. 

Here’s a list of some popular denim washes to help you find the perfect one for your wardrobe:

Light Wash

Light-wash denim has a pale blue hue, often achieved through washing and bleaching. This wash is perfect for casual, laid-back outfits and pairs well with various colors.

 Light-wash denim is an excellent option for the spring and summer months.

Medium Wash

Medium-wash denim has a classic blue color, making it a versatile choice for all sorts of outfits. It’s a great go-to option if you’re looking for a timeless denim skirt that will never go out of style.

Dark Wash

Dark denim is deep blue, giving it a more polished and sophisticated look. It’s perfect for dressier occasions or when you want to elevate your outfit.

This dark wash midi skirt from Wash Lab is beautiful and is flattering on all body shapes.

Black Denim

Black denim skirts offer a sleek and edgy vibe, making them a fantastic option for those who love an all-black outfit or want to add some contrast to their wardrobe.

This Black denim skirt is super versatile. I have it in white (below) and love it!

White Denim

A white denim skirt looks fresh and crisp, perfect for warm summer days or to create a bright, clean look. This is my all-time favorite white denim skirt by JEN7 for Mankind.

It fits like a dream and is not too short or long.

Acid Wash

Acid-wash denim has a unique, faded appearance with high-contrast streaks or splotches. This wash gives off a fun, retro vibe, perfect for those who love a bold, eye-catching style.


Distressed denim skirts feature intentional wear, fading, or even rips and tears, giving them a lived-in, vintage look. They’re great for adding a bit of edge to your outfit or showcasing your unique style.

Colored Denim

Denim skirts can also come in various colors, from pastels to bold hues, allowing you to express your personality and mix up your wardrobe. I love this red denim by Whit and Wisdom.

how to wear a denim skirt in your 50s

How to Wear a Denim Skirt Over 50

Denim skirts are a fantastic wardrobe staple that can be dressed up or down, making them perfect for any season. 

Let’s explore some styling tips on how to wear a denim skirt over 50.

I’ve organized these styling tips by season to help you can rock your denim skirt all year round:

Springtime Denim Looks

  • Pair your denim skirt with a lightweight blouse or a cute tee for a fresh, easygoing look.
  • Slip on a denim jacket or a light cardigan for those cooler spring days.
  • Experiment with colorful accessories like scarves, statement necklaces, or fun belts.
  • Opt for ankle boots, loafers, or sneakers to keep things comfortable and stylish.

Fresh Summertime Denim

  • Go for a boho-chic vibe by pairing a denim skirt with a crochet top or an off-the-shoulder blouse.
  • Add summer fun with bold patterns like floral prints or bright stripes.
  • Choose sandals, espadrilles, or even flip-flops to complete your warm-weather ensemble.
  • Pair a light wash or white skirt with a crochet top or off-the-shoulder blouse with a large wide-brimmed hat. 
  • Keep things breezy in warmer months by wearing your denim skirt with a sleeveless top or a flowy tank, or if you are feeling super adventurous, what about a crop top?

Fall Denim Skirt Looks

  • Layer up with fall’s essential wardrobe staples like a cozy sweater or a long-sleeved blouse to stay warm and stylish.
  • Add some extra warmth with tights or leggings under your denim skirt.
  • Embrace the season’s earthy tones, like burgundy, mustard, and olive, in your accessories or tops.
  • Pair a longer skirt with ankle boots, knee-high boots, or loafers to keep your feet warm and fashionable.

Wearing Denim Skirts in the Winter

  • Stay toasty in winter by pairing your denim skirt with a chunky sweater or a turtleneck top.
  • Layer on tights, leggings, or even fleece-lined tights to keep your legs warm.
  • Top off your denim looks with a warm coat, a scarf, and a beanie for the ultimate winter style.
  • Opt for weather-appropriate footwear like knee-high boots or waterproof ankle boots to protect your feet from the cold and wet.
how to wear a denim skirt in your 50s

More Ways to Wear a Denim Skirt in Your Golden Years:

Got your perfect denim skirt? Now you need to know how to style it!

Here are some ideas on how you can wear a denim skirt in your golden years:

  • One of my favorite ways to wear a denim skirt is to pair it with a graphic t-shirt and one of those leather jackets you still have in your closet from the ’90s. Don’t forget a pair of black booties.
  • If it’s sweater weather, denim skirts always look fantastic with chunky knits and oversized sweaters! So cozy!
  • For a more casual look, you can never go wrong with a denim skirt paired with a graphic t-shirt and a pair of white sneakers or cowboy boots!
  • White tees and denim skirts will always forever and ever go together.
  • If you’re feeling bold, pair your denim skirt and chunky combat boots with a statement top from your favorite 80s band.
  • You can always rock your jean skirt with an oversized blazer for some ’90s flair! Remember the shoulder pads?! 🙂
  • For a night out, replace that little black dress with a denim skirt, a sleek black turtleneck, an oversized blazer, and heels.
  • Wear a denim skirt with eye-catching embellishments like this for a playful, casual look.
denim skirts for women over 50

How to Find the Perfect Fit

Finding the perfect fit for your denim skirt is crucial to feeling confident and looking your best. A well-fitting skirt can elevate your outfit and create a flattering silhouette.

Here’s a simple guide to help you find the perfect fit for your denim skirt:

Know your measurements

Before you start shopping, take your waist and hip measurements. This will help you find the right size based on the brand or retailer’s sizing chart.

Remember that sizes can vary between different brands, so it’s essential to consult each specific size chart.

Choose the right style for your body type

Different styles of denim skirts can flatter various body shapes.

For example, A-line and slightly flared skirts can flatter most body types, while straight-cut skirts might work well for apple and rectangular shapes.

Experiment with different styles to find the one that makes you feel and look your best.

Consider the waistband

Pay attention to the waistband’s comfort and fit when wearing a denim skirt. It should sit comfortably at your natural waist without feeling too tight or loose.

A high-waisted skirt can be particularly flattering, as it helps define your waist and elongate your legs, and a mid-rise waistband can hold in the tummy.

Check the length

The length of your skirt can affect the overall appearance of your outfit.

Depending on your preference and body shape, you might opt for a mini, midi, or maxi length.

Ensure the length is proportional to your height and doesn’t overwhelm your frame or cut you off in an unflattering spot.

Mind the details

Pay attention to zippers, buttons, and pockets that impact your denim skirt’s overall fit and look. Make sure they lay flat and don’t create any unwanted bulk.

Move around

When trying on a skirt, don’t just stand in front of the mirror – sit down, walk around, and bend over to ensure it’s comfortable and doesn’t restrict your movement.

Alter if necessary

If you find a denim skirt you love but the fit isn’t quite right, consider getting it altered by a professional tailor.

A simple adjustment, like taking in the waist or adjusting the hem, can make a difference in how the skirt fits and looks on you.

FAQs: Best Denim Skirts for Women Over 50

Q: Can I wear a denim skirt to work?

A: Absolutely! Just make sure to choose a more polished style, like dark denim or a midi length or longer length skirt, and pair it with a blouse or a blazer to keep things professional.

Q: Are denim skirts suitable for all ages?

A: Denim skirts are a timeless wardrobe staple that women of all ages can wear. Just choose a style and length that makes you feel comfortable and confident.

Q: How do I know which denim skirt style suits my body type?

A: Experiment with different styles and see which makes you feel your best. Generally, A-line and slightly flared skirts flatter most body types, while straight-cut skirts work well for apple and rectangular shapes.

Q: Can I wear a denim skirt in the winter?

A: Definitely! Just layer on some tights or leggings, wear a cozy sweater and choose weather-appropriate footwear to stay warm and stylish during the colder months.

Q: Can I dress up a denim skirt for a night out?

A: Of course! Wearing denim for a night is a great option! For a classic look, pair your denim skirt with a dressy top, some statement jewelry, and heels for a chic and fashionable night-out look.

Q: Can I wear a denim skirt with denim on top?

A: Yes, you can rock the denim-on-denim trend! Just mix and match different washes or colors to create a balanced and visually exciting outfit.

Q: What type of shoes should I wear with my denim skirt?

A: The choice of shoes depends on the occasion and the look you’re going for. Sandals and sneakers work well for casual outfits, while heels, wedges, or boots can dress up your denim skirt.

Q: How can I make my denim skirt look more unique?

A: Play around with accessories, like belts, statement jewelry, or patterned tights, to add a personal touch and make your denim skirt outfit stand out.

Q: Can I wear a denim skirt for a special occasion?

A: Yes, you can! Choose a more refined style, like a dark wash or an elegant maxi skirt to make your denim skirt suitable for a special occasion.

Pair it with a dressy top, eye-catching jewelry, and heels to elevate your look. Consider the event’s dress code to ensure your denim skirt fits the occasion. 

Conclusion:  The Best Denim Skirts for Women Over 50

In conclusion, denim skirts are a must-have addition to any wardrobe, thanks to their versatility and timeless appeal.

With various styles, lengths, and washes available, there’s a perfect denim skirt for everyone, regardless of body type or personal style.

By experimenting with different combinations and keeping seasonal styling tips in mind, you can effortlessly create unique and fashionable outfits all year round.

So go ahead, have fun with your denim skirt, and embrace its endless possibilities. Love a jean skirt? What’s your favorite way to rock a denim skirt?

Let me know in the comments below!

XO, Christine

christine mathews

I’ve been keeping it real since 1963. 🙂

I’m a child of God, a wifey, mama, grandma, full-time creative, domestic engineer, and self-care enthusiast.

I am obsessed with all things makeup and skincare and love getting my hands dirty out in the garden, my art room, or in the kitchen, whipping up something yummy for the fam.

I’m always down to chat and love collaborating with other creatives and brands alike!

Feel free to reach out anytime!

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