The Best Fall Skirt Styles for Women Over 40, 50 & 60 (2025 Guide)
One of the things I love most about fall is how the clothes start to feel more interesting again. Out come the layers, textures, and richer colors that instantly elevate even the simplest outfit. And this year, skirts are front and center. Before you roll your eyes and think, “Skirts don’t work for me anymore,” (because I thought the same), stay with me. They might surprise you.
Skirts are versatile. You can pair them with boots, loafers, or sneakers and make them work for just about any day of the week. If skirts have felt tricky in the past, fall’s lineup of faux leather, satin, suede, and everything in between might just change your mind.
Faux leather skirt | Burgundy sweater | suede boots | bag | bracelet | earrings | belt
How Do You Pick the Right Skirt After 40?
Finding a skirt that looks good and feels good is part art, part strategy.
I’m the first to admit that I haven’t worn a skirt in ages because nothing really appealed to me!! But this faux leather A-line skirt from Lyssé has changed my mind. I love this skirt! It’s so light, thin, and soft. You wouldn’t believe how comfy it is. I’ve paired it with this rich burgundy- colored ribbed top , a gorgeous belt and leather bag. I think it’s such a fab look for Fall with a pair of suede boots, and the best part is, it puts a real kick in my step! I think this outfit hits that perfect sweet spot between pants and a dress. It feels feminine, relaxed, and chic.
If you are looking for the perfect skirt, here’s what to keep in mind.
Length Matters
- Skirts that end right at the knee or just below tend to be most flattering.
- Midis are versatile for fall because they pair with boots, loafers, or sneakers.
- Be cautious with calf-length skirts that hit at the widest part of the leg.
Fabrics That Flatter
Some fabrics highlight every bump, while others skim gracefully. For fall:
- Suede: adds structure and richness.
- Tweed/Bouclé: a little texture makes an outfit look current.
- Knit: comfortable and forgiving.
- Satin: works best when balanced with chunky knits or blazers.
- Leather/Faux Leather: brings edge and polish, especially in longer lengths or A-line styles.
Waist Placement
- Higher waistlines smooth the midsection and define your shape.
- Wrap skirts and A-line skirts give gentle structure without clinging.
Movement
No one wants to shuffle around in a too-tight pencil skirt. Styles with a little drape, flare, or pleating are easier to wear and look modern.
Skirt Trends and Styles to Try for Fall 2025
Satin Slip Skirts
I know, satin sounds scary. Nobody wants clingy fabric showing things we’d rather not. But styled right like in the image above, it can be gorgeous. Throw on a cozy sweater or a cropped blazer with one, and suddenly it feels modern instead of lingerie-ish. I even like them with sneakers for a casual look.
Suede and Faux Suede Skirts
Now these feel like fall. Suede and faux suede has a little weight to it, so it skims instead of clings, and the texture adds richness to any outfit. A suede pencil skirt with a turtleneck is one of those easy combinations you’ll wear on repeat.
Pleated Skirts
Pleats can be tricky, but they’re worth trying. Go for softer pleats like on this skirt that fall straight instead of those stiff accordion pleats that puff out. They give you movement without making you look bigger. Add a slim sweater or a cropped jacket, and it works beautifully.
Knit Skirts
Comfort meets style here. Knit skirts are like wearing your coziest sweater on the bottom half. Look for matching sets like this one, or pair one with sneakers and a leather jacket. It’s an easy everyday option that doesn’t feel sloppy.
Want that same cozy ease in a one-and-done piece? A sweater dress is the answer. You can see my top fall picks in: Best Fall Sweater Dresses For Women Over 50: Cozy Meets Chic.
Corduroy Skirts
A corduroy midi with tall boots is classic, while an A-line style gives you movement without bulk. The texture adds warmth and depth, making it a great alternative to denim when you want something a little softer but still casual.
Leather and Faux Leather Skirts
Leather has always had a bit of an edge, but this season’s shapes make it a great option at any age. Longer lengths, A-line cuts, and midis in soft leather or faux leather give you that modern look without trying too hard.
If you are looking for outfit inspiration for a skirt like this, I’ve put together three leather skirt outfits that are elegant yet still have that touch of edge in this post.
Outfit Inspiration: How to Wear Skirts This Fall
Satin skirt + chunky knit sweater + low heel
The contrast of sleek satin with a cozy knit keeps the look modern and wearable. Add a casual handbag for a practical finishing touch. If you’re still hunting for the right one, I shared the best fall purses in this post.
Corduroy midi skirt + layered sweater + tall boots
The rich corduroy texture adds warmth and depth, while the dark sweater layered over a crisp white shirt keeps the look relaxed but refined. Tall leather boots complete the outfit and make it practical for cooler weather.
Knit midi skirt + matching sweater + suede boots
Monochromatic dressing is one of the easiest ways to look pulled together, and this knit set proves it. The textured skirt paired with the matching top creates a long, lean line, while the suede boots add depth and keep it grounded for fall.
Common Skirt Frustrations (and How to Fix Them)
Even with all the right trends and tips, skirts can still feel tricky. Here are a few common struggles I hear from women and my workarounds.
“Skirts always make me look shorter.”
Stick to skirts that hit just below the knee or mid-calf and pair them with shoes in the same color family as your tights or legs. This creates a longer line. You may also want to read my tips for looking taller and slimmer in your clothes!
“I feel like skirts cling in the wrong places.”
Look for more structured fabrics like tweed, suede, or denim. Or wear smoothing undergarments to help.
“I never know what shoes to wear.”
For fall, boots are your best friend. Tall boots with midis, ankle boots with shorter skirts, loafers and sneakers for casual days. If you’re unsure what’s current right now, take a look at my guide to the fall 2025 shoe trends, where I share what’s out and what to wear instead.
“Skirts make me look too formal.”
It’s all about what you pair them with! Try pairing them with a casual sneaker to make the look less formal.
FAQs About Wearing Skirts for Fall After 40
Are midi skirts in style for fall 2025?
Yes. Midi skirts are one of the top trends for fall and the most wearable length for women over 40.
Can women over 50 wear pleated skirts?
Absolutely. The trick is choosing soft pleats that skim the body instead of stiff ones that add bulk.
What’s the best way to wear a skirt with boots?
Match the shaft height to your hemline. Knee-high boots with midis, ankle boots with shorter skirts, and tall boots with maxis all work.
Are denim skirts still in fashion?
Yes. Longer denim midis and maxis are trending for fall 2025. Skip the minis for a modern, age-appropriate look.
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I like the monochromatic, mixed texture look, like the knit sweater with a satin skirt, both in the same color, that you featured above. :) I love skirts, but I either wear them at the knee, or maxi. Midi on me as a petite doesn’t work. Great post, Deborah!