As the weather cools, it can be tempting to put your dresses and skirts to the back of your closet and turn instead to jeans and pants. But we hope this article persuades you otherwise. Below, you’ll find the most stylish skirts for fall and how to wear them.

Styling tips for fall skirts

Let’s start with some initial styling tips before looking at the best skirt styles for fall, and what to wear them with.

1. Layering

Fall is all about layering, so add tights, leggings or long socks under your skirts for warmth and style. Add booties or knee-high boots, a short jacket, long coat or cardigan.

Also check out our article on how to layer like a pro for more tips

2. Footwear

Ankle boots, knee-high or thigh boots, loafers and sneakers are all great options to wear with fall skirts.

Skirts for fall and how to style them | 40plusstyle.com

Nancy @nancysstyle above (read her style interview here) shows how you can style a lighter color skirt with darker shades for fall.

Check out this similar top, blazer, skirt, high boots, belt, necklace and sunglasses.

3. Outerwear

You can always break the ‘rules’, but generally a short jacket that ends at your waist, a long coat that ends just below your skirt, or a blazer will be good choices.

4. Accessories

Scarves, belts, and hats will elevate your fall skirt outfits. Choose accessories in new season colors to update your look.

Best skirt styles for fall – what to think about

1. Warmth

You want your skirt to keep you cozy when the weather cools down, so be sure to choose a skirt that will offer you protection from the elements rather than being too flimsy.

2. Material

Beautiful materials for fall include wool, leather, corduroy, and denim.

3. Versatility

You want to be able to wear your fall skirts with lots of options in your closet and with either flats, heels, or sneakers.

Eugenia @theeageofgrace above (read her style interview here) opts for an a-line skirt and styles with silver shoes and a denim jacket.

Steal her look woth this similar top, jacket, skirt, pumps, handbag and sunglasses.

Best skirt styles for fall

Let’s move on to some of the best skirts you can choose for fall.

leather

Leather is an excellent option for fall because it’s hardwearing and won’t let any cold breezes through. Plus, it adds an edge to your outfits. You can style a leather skirt with anything from sweaters and sneakers to a silk blouse and heels, so it’s a great investment.

Leather skirt | 40plusstyle.com

Open Edit Relaxed Fit BlazerDesigual Osaka Floral Oversize Cotton Button-Up ShirtAllSaints Renai Slim Fit Leather Pencil SkirtAndre Assous Winter BootiesRebecca Minkoff Love Chevron Quilted Crossbody BagLauren Ralph Lauren Erinite Drop Earrings

denim

Denim is very on-trend right now, so if you added a denim skirt to your closet this summer, don’t put it away for fall—instead, style it with tights, boots, and knitwear for the cooler months.

Denim skirt | 40plusstyle.com

MANGO Zip-Up CardiganWash Lab Denim Pieced Denim Midi SkirtTaos Footwear Plim Soul Lux SneakersAimee Kestenberg Away We Go Leather SatchelMadewell Sculptural Chunky Hoop Earrings

Skirts for fall - Cathy wears a denim maxi skirt | 40plusstyle.com

Cathy @themiddlepageblog above (read her style interview here) styles her denim maxi skirt for cooler weather by adding chunky knitwear.

Check out this similar top, cardigan, skirt, booties, belt, necklace (and another here) and sunglasses.

Satin skirt

You can wear thinner skirts for fall. Depending on the weather, you may be able to have bare legs and shoes. Or, you might want to add tights and boots.

Satin skirt | 40plusstyle.com

AllSaints Clyde Double Breasted Trench CoatEileen Fisher Boxy Cashmere Turtleneck SweaterWAYF Porter Satin Midi SkirtFranco Sarto Carana SlingbacksLongchamp Medium Le Pliage Shoulder ToteArgento Vivo Sterling Silver Hoop EarringsElizabetta Colette Silk Scarf

Wool skirt

Opt for cozy material for fall. Look for wool and cashmere skirts and mix different textures into your outfit with leather and suede.

Wool skirt | 40plusstyle.com

BLANKNYC Faux Leather Moto JacketLauren Ralph Lauren Jersey Turtleneck TopRails Diana Alpaca Blend Midi SkirtSteve Madden Lavan Knee High BootAimee Kestenberg Away We Go Leather SatchelMadewell Sculptural Chunky Hoop Earrings

Skirts for fall - Claudia wears a wool maxi skirt | 40plusstyle.com

Claudia @glamupyourlifestyle above (read her style interview here) wears an outfit featuring different tones of blue and gray. Note how she doubles her knitwear and wears a wool skirt and sweater.

Recreate her outfit with this similar sweater, skirt, boots, handbag and necklace.

Cargo skirt

Just as denim skirts are on trend, so too are utility skirts. You can wear with a knit vest and sandals at first and then, when the temperature drops, switch for a long-sleeved sweater and booties.

Cargo skirt | 40plusstyle.com

PAIGE Rossana Sleeveless Pointelle Polo SweaterRails Highland Denim Midi Cargo SkirtBørn Sylvie Slingback SandalsRebecca Minkoff Love Chevron Quilted Crossbody BagMadewell Sculptural Chunky Hoop Earrings

Button-down skirt

For a smarter look, choose knitted co-ordinates. You can then change your outfit by wearing as separates.

Button down skirt | 40plusstyle.com

Generation Love Pennie Rib-Knit CardiganGeneration Love Addie Rib-Knit Button-Front SkirtAndre Assous Winter BootiesRebecca Minkoff Love Chevron Quilted Crossbody BagMadewell Sculptural Chunky Hoop Earrings

Print skirt

You can wear lighter weight print skirts by teaming with cozy knitwear.

Print skirt | 40plusstyle.com

Roxy Sundaze Washed Cotton Crop CardiganEtam Sentiment Polka Dot Lace Trim Satin CamisoleCOS Chain Print Asymmetric Drape Satin SkirtFranco Sarto Carana SlingbacksLongchamp Medium Le Pliage Shoulder ToteArgento Vivo Sterling Silver Hoop Earrings

Skirts for fall - Kylie in a long maxi skirt | 40plusstyle.com

Kylie @kylish_aus above wears her print maxi skirt with a sweater and coat.

Recreate her outfit with this similar sweater, coatigan, skirt and earrings.

Asymmetric skirt

Asymmetry always adds interest to your outfit, as well as being super flattering.

Asymmetric skirt | 40plusstyle.com

AllSaints Clyde Double Breasted Trench CoatLauren Ralph Lauren Jersey Turtleneck TopCOS Asymmetric Pinstriped Wool SkirtTaos Footwear Plim Soul Lux SneakersRebecca Minkoff Love Chevron Quilted Crossbody BagMadewell Sculptural Chunky Hoop Earrings

maxi skirt

You can still wear your maxi skirts in fall. Just be sure that they won’t be so long that they brush the ground.

Maxi skirt | 40plusstyle.com

Lauren Ralph Lauren Jersey Turtleneck TopCOS Printed Flared Maxi SkirtAndre Assous Winter BootiesLongchamp Medium Le Pliage Shoulder ToteArgento Vivo Sterling Silver Hoop Earrings

Your skirts in fall outfits together in one capsule

Below, you can see the fall skirt outfits from above together in one capsule. You can see how easy it would be to switch around the different tops, coats and shoes to create lots of different looks.

Skirt outfits for fall | 40plusstyle.com

shop the skirts for fall below:

Continue reading:

  1. Dresses for the fall that we love
  2. Fall winter 2024 fashion trends – and how to wear them
  3. Embrace the chill with these Coats for Fall 2024

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Skirts for fall and how to style them | 40plusstyle.com

Feature image by Nancy @nancysstyle

Sylvia

Sylvia is 40+style’s editor-in-chief and has been helping women find their unique style since 2011. An alumni of the School of Color and Design, she is devoted to empowering women of any age to look and feel their best. Read more about Sylvia and 40+style on this page.

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