13 Fall Skirt Outfits That’ll Make You the Fashion Queen!

Muhammed Zakaraya

As the season shifts from spring to the cool air of fall, skirts become a must-have in your wardrobe. Whether you’re planning a cozy date night or preparing for Friendsgiving, skirts are perfect for creating versatile and stylish outfits. With wearability in mind, you can experiment with transitional looks that seamlessly take you from the warmth of autumnal colors to the chillier days ahead. Pair a leather mini skirt with chunky knits for a bold, vibrant print outfit, or wear a silk skirt with a cozy sweater for a sleek, feminine touch. There are endless outfit ideas to explore — from maxis to minis — with easy-to-style options like ballet flats or boots. Want to stay on top of the Instagram trends? Opt for a midi skirt paired with an oversized blazer and neutrals for a French-girl mood board vibe. The great part is that these outfits work for any occasion, whether you’re dressing up or keeping it casual on a brisk day. Get ready to be obsessed with the endless options for this season!

The Perfect Fall Skirt for Any Season

When choosing a fall skirt that’s perfect for both now and later, you’ll want something with a generous fit and elastic waistband. A comfortable skirt that fits well is essential, especially as the cooler weather approaches. Personally, I trust J. Crew Factory for affordable options that still feel stylish. Skirts with elastic waistbands are a game-changer because they offer flexibility and comfort without being too tight or uncomfortable. When shopping for skirts, remember that keeping the fit just right is key — you don’t want it to be too loose or too tight. I absolutely love how versatile these skirts are; they’re great for layering in the colder months and are still stylish in the warmer fall days. Holla if you’re looking for skirts that let you move freely and still look chic; it’s all about finding the right fit at a reasonable price. You’ll definitely want to say yes to these skirts that bring both comfort and style in the most incredibly easy way.

1. Fall Leather Midi Skirt Outfit

For a stylish and edgy fall look, the leather midi skirt is an absolute must. Paired with a cozy knit sweater or a jersey bodysuit, this outfit is perfect for both casual outings and more conservative office settings. If you want to elevate it, consider a silk chiffon blouse or the sophisticated Emmy Silk Top for an elegant twist. A black halter top works wonders when you’re heading to drinks after work. Contrasting fabrics like leather and silk make this combination stand out, giving you a modern yet classic appeal.

Stylish woman wearing a cozy beige sweater, black leather skirt, and over-the-knee boots walking on the street.

2. Printed and Pleated Fall Midi Skirt Outfit

For a breezy, elegant look, consider a printed and pleated fall midi skirt. A pleated skirt brings movement and fluidity to your ensemble, while a cashmere mockneck sweater shell adds warmth and sophistication. Opt for a sleeveless shell under a cozy sweater to layer effectively.

Woman in black leather jacket paired with a leopard print skirt and ankle boots, walking outdoors.
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With the addition of a belt, this look can be dressed up with boots or dressed down with sneakers for an easy, comfortable style. The pleats create the perfect balance between classic and modern, especially when paired with a black bag and ankle boots for a chic touch.

3. Solid Pleated Fall Skirt Outfit

A solid pleated fall skirt brings structure and comfort to your wardrobe. Combine it with an easy-to-wear cozy sweater from AllSaints and finish with slim shaft ankle booties. The skirt’s pleats and fluid movement, paired with a Ridley Funnel Neck Wool Sweater, are perfect for weekend outings or more casual office settings. Add sneakers to make it more laid-back or knee-high boots for a touch of autumn elegance. The versatility of this outfit makes it a go-to for chilly fall days.

Model wearing a beige sweater with a pleated brown skirt and beige boots, posing in a minimalistic setting.
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4. Fall Satin Skirt Outfit with a Blazer

When you want to make a satin skirt the focal point of your outfit, pair it with a tailored blazer. A chocolate brown satin skirt paired with a peplum hem blouse, or even a Kali Smocked Floral High-Neck Top from J.Crew, can make a big impression at a work meeting or a fancy dinner. Finish the look with a thin leather belt and ankle boots to complete this sleek, polished outfit. The silk fabric of the skirt, combined with the structure of the blazer, balances the softness and sharpness beautifully.

Fashionable woman in a satin midi skirt, white sneakers, and a black blazer, walking down the street.
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5. Wool Skirt and Sweater Outfit

A wool skirt paired with a warm sweater is the perfect combination for fall. Knee-high boots and a cozy cardigan are excellent layering choices, especially when paired with a green bag to add a pop of color. A Ridley Funnel Neck Wool Sweater works wonderfully with this outfit, keeping you cozy yet stylish. Whether it’s a workday or a weekend adventure, this ensemble can be made chic and warm for all occasions.

Model wearing a brown oversized sweater, plaid skirt, and boots with a scarf, walking inside a warehouse setting.
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6. Early Fall Skirt Outfit

When the early fall days are just beginning, a transitional skirt is a wardrobe essential. A FRAME blouse layered over a simple sweater or paired with suede heeled sandals will keep you comfortable as the temperature starts to drop. A black FRAME blouse adds an elegant touch, while a light jacket helps transition the outfit into the cooler months. This versatile combination will take you from summer into autumn effortlessly.

Woman wearing a leather jacket with a burgundy pleated skirt and black ankle boots, walking down outdoor stairs.
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7. Camel Skirt Outfit

A camel skirt is a timeless fall staple that exudes sophistication. The combination of a leather camel skirt with a button-down blouse creates a polished, elegant look, ideal for both the office and social gatherings. Tall boots add warmth and style, especially in the colder months. Add a luxe fabric touch like Vince to complete the outfit and elevate it to new heights of chic.

Fashion-forward woman wearing a black turtleneck and brown skirt with boots and sunglasses, shopping indoors
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8. Long Satin Skirt with a Blouse

A long satin skirt is perfect for a sophisticated fall look, and pairing it with a delicate blouse can elevate your outfit even further. A golden Lee Mathews satin skirt combined with a Sezane high-neck blouse adds texture and style. With the addition of leather knee-high boots and a fall tote, you’re ready for a dinner party or a special event. The luxurious feel of satin and the structured blouse balance out beautifully in this ensemble.

Stylish woman wearing a black top and satin skirt with white sneakers, posing in front of a building.
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9. Satin Midi Skirt with a Cardigan

For a cozy-chic vibe, the satin midi skirt paired with a soft cardigan is a perfect fall choice. Think of a chocolate suede knee-high boot to add warmth and sophistication. Layer it with a cozy ba&sh Walt Alpaca & Mohair-Blend Cardigan for maximum comfort. The flow of the satin skirt combined with the warmth of the cardigan creates a laid-back yet fashionable fall outfit.

Elegant woman wearing a brown cardigan over a silky dress, posing in front of a bedroom mirror.
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10. Satin Maxi Skirt with a Sweater and a Blazer

For a dressy Thanksgiving dinner or a holiday event, a satin maxi skirt paired with a sweater and a blazer makes for the perfect outfit. The ATM silk maxi skirt can be dressed up with a velvet blazer and sleek black accessories. Layer a black turtleneck or a Wolford bodysuit under the blazer for extra warmth. This combination of comfort and elegance is ideal for events where you need to look chic and stay cozy.

Fashionable woman in a beige coat, brown hat, and satin skirt, holding a handbag indoors.
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11. Fall Floral Skirt Outfit

Floral prints work wonderfully for fall, especially in deeper, richer hues. A fall floral skirt paired with a sweater or a cardigan creates the perfect transitional look.

Woman in denim jacket, cream sweater, and floral tiered skirt, posing against a wooden wall.
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Ankle boots are ideal for fall, adding a touch of edge to this feminine outfit. Choose a cardigan in rich tones to match the flowers on your skirt, adding texture and warmth for those crisp autumn days.

12. Checkered Skirt Outfit

A checkered skirt is a stylish and bold way to embrace fall fashion. Pair it with a simple sweater or leather jacket to complete the look.

Young woman in a blue crop top, plaid skirt, and loafers standing outside a building.
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Leather ankle boots and sneakers can work seamlessly with this outfit. Whether you’re running errands or meeting friends for lunch, this easy-to-pull-together look has a monochrome palette or plaid pattern that will keep you fashionable all season long.

13. Fall Tweed Skirt Outfit

The tweed skirt is perfect for layering and adds a classic, vintage touch to any fall wardrobe. Pair a tweed skirt with a cozy sweater and add tights for warmth.

Woman in a maroon turtleneck sweater and red plaid skirt, holding a phone outdoors.
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Knee-high boots are the perfect finishing touch, providing both comfort and style. Whether you wear it to the office or a weekend outing, the structured nature of the tweed fabric adds sophistication to your fall outfit. The rich, autumn hues in the tweed material give this look the perfect seasonal vibe.

FAQs

Is It OK to Wear Skirts in Fall?

Absolutely! Skirts can be chic and fashion-forward in fall. With layering, such as pairing them with a sleek jacket or boots, you can achieve an edgy yet comfortable look. Try tailored skirts for a more flattering fit, and don’t shy away from bold colors or monochrome combinations. The key is versatility — combine classic pieces with trendy accessories for a statement look that keeps you warm and stylish. Whether you’re aiming for casual or glam, skirts are the perfect way to add sophistication and comfort to your autumn wardrobe.

Silk Skirt Pairing Ideas

A silk skirt is a versatile piece that pairs beautifully with chunky knits for a cozy fall look. For a simple outfit, combine it with a tee and layer an oversized blazer for a classic touch. Whether it’s a midi, maxi, or mini length, a silk skirt adds elegance to any fall wardrobe, making it a perfect addition to your closet.

What to Wear in Fall: Essential Pieces for a Chic Autumn Wardrobe

In fall, skirts are a perfect mix of style and comfort. Pair a denim skirt with a khaki trench coat for a timeless, layered look. Crisp shirting and foundational trouser pants also add sophistication to your fall outfits. For effortless seasonal fashion, maxi skirts and denim are must-try wardrobe essentials. Embrace versatility and elegance with these classic pieces for chic autumn style.

What is a Slip Skirt?

A slip skirt is a sleek piece of outer clothing, worn for its smooth, unrestrictive fit. It glides over the body’s curves without clinging or feeling bulky, offering a slender silhouette. Often used as an undergarment, it mediates between undergarments and outer layers, ensuring comfort and style without intimating the figure.

How to Style a Slip Dress?

To style a slipdress, keep it minimalist with clean lines for effortless elegance. Pair it with strappy sandals or high heels for a chic touch, perfect for a formal event or casual outing. Add bold accessories like earrings to enhance the look. Embrace the less-is-more approach for a timeless and sophisticated outfit that’s always in style.

What Skirt Style is Most Slimming?

For a slimming look, choose a skirt that accentuates your waistline. A belted or wrap style can define the waist and create an hourglass shape. A-line skirts balance proportions and highlight curves, making your figure appear more defined. The right skirt adds the perfect finishing touch to any outfit.

What Do Side Skirts Go On?

Side skirts are attached beneath the doors of a car, on both the driver’s and passenger-side. These trim panels improve aerodynamic performance by managing air flow and creating a low-pressure zone underneath the chassis. They help reduce drag, increasing the car’s efficiency and protecting the vehicle.

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