Fall is finally here, and there’s something undeniably chic about fall skirt outfits. Skirts are definitely one of my favorite wardrobe essentials to style for the season. While the cooler weather may having you reaching for long pants like jeans or trousers, it shouldn’t deter you from wearing skirts this season. However, it can be challenging to know how to style a skirt for fall, especially with the changing weather. That’s why today, I’m excited to share a collection of comfortable and stylish fall skirt outfits that will help you embrace the season with confidence. Hopefully, these ideas will inspire you to slip on a chic skirt this fall, and make styling them for the season a breeze!
If you’re looking for more chic wardrobe essentials and outfits for fall, be sure to check out my Fall Capsule Wardrobe.
Fall Skirt Outfits for Every Occasion

A.L.C. Scarf Jacket | Rails Satin Midi Skirt | Navy Adidas Sambas | Ralph Lauren Baseball Cap | White Cotton Shirt | A.L.C Gold Asymmetric Skirt | Toteme Top-Handle Bag | LOEWE Leather Puffer Case | Justine Clenquet Bracelet | Favorite Daughter Plaid Blazer | Frame Brown Tee | Khaite Knee-High Boots | Khaite Suede Hobo Bag | Susana Vega Earring | Balmain Bracelet Watch | A.L.C. Vegan Leather Sherpa Jacket | A.L.C Wool Crop Sweater | A.L.C Front-Zip Maxi Skirt | Mansur Gavriel Cloud Clutch | AEYDE Black Boots | Rag & Bone Ventura Belt | Mango Cream Jacket | Frame Miniskirt | Saint Laurent Pouch | AEYDE Loafers | Reiss Rib Polo Sweater | Saint Laurent Bag in Suede | Sam Edelman Knee High Boot | Favorite Daughter Denim Maxi Skirt | Staud Asymmetric Midi-Skirt | Saint Laurent Crossbody Bag I| Staud Leather Knee-High Boots | Tom Ford Eyeshadow Palette | White and Gold Mary Jane Flats
Fall Knit Skirt Outfit

A knit skirt is a must-have for the colder seasons, because of its cozy warmth and chic style. I adore creating a chic monochrome outfit with a knit midi skirt. Whether you choose a warm terracotta hue, a classic cream, or sleek black, the possibilities are endless. To complete this fabulous fall outfit, and to add extra style and warmth, add knee-high boots.
For more fall color trend styling ideas, be sure to check out my post here.
Fall Slip Skirt Outfit

Slip skirt outfits are a personal favorite of mine because they can seamlessly transition from summer to fall. So, to adapt for cooler weather, all you need to do is trade your summer tank for a long-sleeve t-shirt and a cozy scarf jacket. My go-to is this chic navy scarf jacket. Then pair the look with comfortable and trendy sneakers like these Adidas Sambas, replacing sandals for a chic fall outfit.
If you’re looking for more summer to fall transition outfits, be sure to check out my post here. And for more ways to wear a slip skirt this season, check out this post as well.
Fall Denim Skirt Outfit Idea

A denim skirt outfit is another timeless classic that works perfectly in the fall. Transitioning a denim skirt from summer to fall is easy! For example, pair it with camel knee-high boots and a warm knit top for a stylish and cozy look. Then add matching accessories like a belt, a crossbody bag, and earrings.
If you love camel for fall like I do, be sure to check out my How to Wear Camel post here. Also, check out more of my favorite fall trends here.
Fall Black Pencil Skirt Outfit Idea

The classic black pencil skirt is a wardrobe essential that I absolutely adore. It’s incredibly versatile, suitable for various occasions, whether it’s creating a sophisticated workwear ensemble or a chic date night look. This one, with its stylish zipper detailing, adds a modern twist to the classic piece. For fall, I like to pair it with shades of camel like this gorgeous clutch bag to achieve a sophisticated and on-trend outfit idea. Wearing skirts for fall is never a bad idea with this classic look.
Metallic Skirt Outfit Idea

Metallics are having a major moment in fashion, and this gold pleated skirt is a perfect way to incorporate this trend into your wardrobe. I love how its versatility makes it suitable for various occasions. With a metallic skirt, you can effortlessly create a chic occasion look, or you can wear it as a fantastic workwear piece with a crisp white button-down shirt. Complete the ensemble with these elegant gold and white Mary Jane flats, and you’ll be ready to shine this fall with this outfit.
For more style inspiration, check out some of my favorite transitional workwear pieces here.
Fall Leather Mini Skirt Outfit Idea

Leather mini skirts are fantastic transitional pieces for that in-between weather during the fall. Yes, even a short skirt can be a versatile and sleek addition to a trendy fall outfit. I love pairing mine with cream and black pieces for a classic and timeless look. Style your skirt with a cream sweater, a stylish cream and black bag, and black loafers for an elegant outfit idea. For those chillier days, don’t hesitate to layer on a long black wool coat to stay both warm and fashionable. Check out my favorite fall jacket trends and more outfits for fall here.
Fall Plaid Skirt Outfit Idea

Plaid is to fall what floral prints are to summer. Plaid skirts are not only a classic option for fall, but the brown and white colors in this particular outfit perfectly capture the season’s essence. Whether it’s a board meeting or a chic lunch date, this look can take you anywhere. For a polished finish, consider adding knee-high brown boots, a matching brown bag, and gold earrings for a touch of elegance.
Fall Maxi Skirt Outfit Idea

Styling a denim maxi skirt outfit for fall can be effortlessly chic with a cream and brown combination. Opt for a brown short sleeve top, and then layer it with a sophisticated cream blazer. Finally, complete the look with a brown bag and cream boots. This look is perfect for outings like exploring the city or enjoying a leisurely brunch with friends during fall.
Check out this post for more chic fall brunch outfits.
Be sure to check out my most recent posts for more style inspiration!
- Summer Weekend Outfits to Recreate
- 60 Shoes to Wear With Maxi Dress
- When to Start Using Retinol
- How to Exfoliate Scalp
- Greece Outfit Ideas for Summer Travel
Please feel free to email me at thegraydetails@gmail.com if you have any questions! I’m always happy to help with styling or picking out a specific outfit for an event! Have an amazing day!!
Also, check out my instagram shop HERE to shop all my instagram looks, style guides, gift guides and fashion tips.
You can also download the free LIKETOKNOW.IT app and follow me HERE.
STAY IN THE KNOW: Don’t forget to sign up for my exclusive Newsletter for STYLE TIPS, SALE ALERTS, AND MUCH MORE!
As always, thank you so much for stopping by today, I truly appreciate all of you! xx, Amanda
FOLLOW ALONG
Instagram | Pinterest | Facebook | Shop Instagram | You Tube