The Best Skirts for Women Over 50

Every now and then, I like to talk about wardrobe staples. I shop so much and can take it for granted that you love the same things I do. Where are my skirt wearing readers? I know jeans and pants get all the love, but a great skirt can bring comfort, add polish, and give just the right touch of feminine charm. They’re great in the summer because they’re cool, and in the fall? They look amazing with boots! Let’s take a peek at what I think are some of the best skirts for women over 50 available now!

• The Best Capri Pants to Buy Now (and How to Style Them for Women Over 50)
• Summer Styles from Chico’s: Effortless Elegance for the Modern Woman

Chico’s Lightweight Denim Fly-Front Midi Skirt

I love a long skirt! This Midi Skirt has a soft wash and lightweight feel that makes it ideal for summer. The midi cut is super flattering, and the fly front gives it a clean, modern look. Wouldn’t this be super cute with wedges and a tank top?

• Lightweight and summer-friendly denim
• Polished front closure
• Versatile enough for weekend or work

Ruffle Sleeve Top & Bubble Skirt

This outfit is so playful and chic at the same time. Stephanie paired a Ruffle Sleeve T Shirt with a Bubble Maxi Skirt, and the combination feels youthful without looking too young. The blouse adds softness and a little movement through the sleeves, while the skirt has just enough volume to be fun without overwhelming her petite frame. The skirt is greener than it looks in the photos.

Talbots Modern Poplin Seamed Skirt

This is how you do a staple! This Poplin Seamed Skirt is polished but comfy, thanks to the flowy silhouette. It hits below the knee and gives you just enough swish without being fussy. Add a tucked-in blouse or tank, and you’re set for a summer stroll or casual lunch. Look closely; that belt detail is nice!

• Lightweight poplin fabric
• Structured seams add shape
• Hits just below the knee, flattering and modest

Talbots Drop Waist Midi Skirt

A fancy skirt that is actually comfy? Yes, please! This Drop Waist Midi Skirt has that relaxed vibe we all love. It’s soft, easy to wear, and perfect for date night or a backyard barbecue. Dress it up or down!

• Comfortable elastic waistband
• Midi length hits around the calves
• Pairs well with tanks, tees, or a denim jacket

LOFT Blossom Linen-Blend Midi Skirt

Florals are still trending. This Linen-Blend Midi Skirt would go with so many summer colors. Love that it’s flowy and breathable, and the soft pastel pattern is just enough without being loud. Wear it with sandals and a tucked-in shirt for an easy-breezy look that still looks put together.

• Light linen-blend fabric perfect for warmer days
• Feminine floral print adds charm
• Great length for showing just a peek of ankle

Quince Organic Cotton Gauze Smocked Maxi Skirt

Oh, this Gauze Smocked Maxi Skirt feels like a beach day waiting to happen! The smocked waist is flattering and forgiving (bless it), and the breezy cotton gauze would be super soft. This is one of those skirts I’d wear on repeat.

• Soft, breathable organic cotton gauze
• Smocked waistband for comfort and ease
• Flowy maxi length, hello, vacation vibes!

Quince Organic Cotton Poplin Pintuck Midi Skirt

Need a work skirt or a go-to for an event? This classic black Pintuck Midi Skirt is what I call a wardrobe workhorse. You can dress it up with a blazer or wear it casually with sneakers and a tee. The movement is beautiful, and the lace hem gives it just the right amount of flair.

• Timeless style
• Midi length for everyday elegance
• Easy to dress up or down

Quince Silk Skirt

Y’all know that I love Quince! This butter-yellow Silk Skirt number is happiness in skirt form. It drapes nicely and silk feels so soft against the skin. Wear it with a tucked blouse or even a soft short sleeve summer sweater for dinner out. Would be great with heels!

• 100% mulberry silk, yes, ma’am!
• Midi cut in a warm, sunny shade
• Gorgeous for day or evening wear

Quince Mongolian Cashmere Midi Skirt

A Cashmere Midi Skirt is pure luxury. It has the softness and warmth, plus plenty cozy comfort. Pair this with a silk blouse, or a cashmere tee for a casual look. This skirt is perfect for fall and winter. Add a paid of tights and boots, and you’re all set to go.

• Mongolian cashmere
• Midi length with a little stretch
• Goes with everything, including ankle boots or knee high boots

Levi’s High-Rise Slit Skirt (Belk)

The right denim skirt is a wardrobe staple! If you’re looking for something with a slimmer silhouette, this Levi’s High-Rise Denim Skirt with a back slit is perfect. It’s casual without being too young and could be worn with so many things, through every season!. Add a tee or a blazer; it plays nice with both.

• Back slit adds movement and modern flair
• High-rise waist is slimming and supportive
• Great with sneakers, sandals, knee-high boots or ballet flats

FAQs About Skirts for Women Over 50

Q: Are skirts still fashionable for women over 50?
A: Absolutely! Skirts are timeless and versatile. The trick is choosing the right length, fabric, and cut to keep the look current without feeling too young.

Q: What skirt length is most flattering over 50?
A: Most women find that midi skirts (hitting just below the knee to mid-calf) are universally flattering. They give coverage, elongate the leg, and pair beautifully with everything from flats to boots.

Q: Can women over 50 wear shorter skirts?
A: Yes, but balance is key. If you’re wearing a shorter skirt (above the knee), try pairing it with opaque tights or a more modest top. The idea is to keep the outfit chic, not revealing.

Q: What tops go best with skirts?
A: Fitted tops, tucked-in blouses, or a cropped cardigan work well to define your waist. If the skirt is fuller, keep the top more streamlined. If the skirt is pencil-style, you can play with looser or flowy tops.

Q: What shoes look best with skirts for women over 50?
A: It depends on the skirt length.

• Midi skirts → ankle boots, pumps, or strappy sandals.
• Maxi skirts → wedges or block heels to keep proportions balanced.
• Knee-length skirts → classic flats, loafers, or slingbacks for an elegant touch.

Q: How do I style skirts for everyday wear?
A: Denim skirts look great with a casual tee or cardigan. A flowy midi can be dressed down with sneakers or dressed up with heeled boots. Don’t be afraid to mix prints and textures, this keeps your look fresh and modern.

Skirts aren’t just for church or special occasions anymore, Gurls. These days, we can wear them for travel, errands, dinner, and everything in between. Look for different styles! Choose items that flatter your waist, fall just below the knees or mid-calf, and work with what you already own like tees, blouses, tanks, even that cute jean jacket you’ve had forever.

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Verse Of The Day

Matthew 6:33 (NIV)
³³ But seek first his kingdom and his righteousness, and all these things will be given to you as well.