40+ Fashionable Fall Skirt Outfits You Must Try This Season

The fall season is here and with it, comes stylish fall outfits for you to experiment with. This list has some of the trendiest outfits featuring skirts of different types that match the Autumn vibes!

Fall Skirt Outfits

Whether you love a leather skirt, a sleek long maxi skirt, or a semi-formal pleated skirt, these fashionable outfits are extremely versatile for your styling preferences!

1. Turtleneck Crop Top, Cropped Blazer and Mini Skirt

Leather Skirt Fall Outfits (3)
A trendy fall skirt outfit that you can try for casual dates, pair the combo with knee-high boots and leather belts for a complete look.

2. Ribbed Long Sleeve Crop Top and Plaid Skirt

Elegant Fall Skirt Outfit (2)
A chic fall skirt fit to don for dates at the local coffee shops, this one can be layered with a longline coat, mesh stockings, and court heels.

3. Oversized Sweater and Mini Skirt

Edgy Skirt Fall Outfits (2)
Take a break from the usual autumn palette and opt for this stellar fall skirt combo paired with mesh stockings and platform boots.

4. Leather Skirt, T-shirt and Longline Coat

Fall Skirt Outfits
This dark academia-style fall skirt outfit makes for stylish college or university campus fits when paired with mesh stockings and ankle boots.

5. Denim Skirt with Leather Jacket

Fall Denim Skirt Outfit Black Women
Want a stylish fall outfit featuring a denim skirt? Pair a chic black leather jacket (better if oversized) and casual tank top along with contrasting (better if white) sneakers!

6. Ribbed Sweater and High Waist Leather Skirt

Leather Skirt Fall Outfits (2)
For casual strolls through autumn parks, try on this fall skirt and ribbed top combo with mid-calf Chelsea boots.

7. Scoop Neck Top, Leather Skirt and Denim Shirt

Edgy Leather Skirt Fall Outfit
If you need a bold-looking Thanksgiving dinner outfit using leather skirts, try on this combo with pattern scarves and block heels.

8. Turtleneck Pattern Sweater and Pleated Leather Skirt

Leather Skirt Fall Outfits (1)
Hoping to style pleated leather skirts as stylish fall time apparel? Try on this fit with plain mesh stockings and knee-high boots for a stellar look.

9. Graphic T-shirt, Plaid Skirt and Leather Jacket

Pleated Skirt Fall Outfit
A cool campus apt fall skirt ensemble that you can put together with thrift finds, this combo can be mixed with plain mesh stockings and ankle boots.

10. Crop Top, Mini Skirt and Leather Jacket

Cute Cozy Fall Skirt Outfit
An edgy fall skirt outfit that you can opt for movie dates, this combo can be further elevated with bucket hats and mid-calf boots.

11. Cropped Shirt, Skirt and Bomber Jacket

Edgy Skirt Fall Outfits (3)
If you’re hoping to channel a fall-apt academia look with midi skirts, try on this fit with fedora hats and mid-calf boots that match.

12. Long Sleeved Top and Leather Skirt

Elegant Fall Skirt Outfit (1)
For long walks during warmer autumn evenings, try on this skirt and top outfit with leather belts and ankle boots.

13. Plaid Skirt, Solid Shirt and Long Blazer

Formal Skirt Fall Outfits (1)
This fall skirt combo is a great outfit choice if you’re a beginner to corporate work gear, add in loafers and optional mesh stockings to elevate your look.

14. Loose Fit Sweater and Asymmetric Mini Skirt

Cute Fall Skirt Outfit (1)
A minimal yet stylish fall skirt combo that you can try out in museums and other similar settings, the combo is best worn with sneakers, when the weather is warm.

15. Peter Pan Collar Shirt and Matching Blazer-Skirt Set

Cute Mini Skirt Fall Outfit
Fall skirt outfits need not always be in autumn tones, this soft pink combo is a stylish fit that you can opt for alongside slouchy ankle boots.

16. V-neck Sweater, Asymmetric Skirt and Oversized Blazer

Mini Skirt Fall Outfit
This fall skirt outfit is perfect for peaceful evening walks in autumn forests. Pick neutral shades but throw in ankle sneakers for a youthful look.

17. Oversized Knit Sweater and Pleated Skirt

Cute Fall Skirt Outfit (2)
This cute fall skirt combo when paired with a bomber jacket makes for stylish ice hockey game outfits alongside Chelsea boots.

18. Loose Fit Sweater and Mini Skirt

European Fall Skirt Outfit (1)
A chic fall skirt outfit you can wear to lunch or dinner dates or night outs! You can always take your look up a notch by pairing it with matching stockings and lace shoes.

19. Crop Sweater Vest, Oversized Shirt and Pleated Skirt

Edgy Skirt Fall Outfits (1)
A dark academia fall look using classic pleated fall skirts that you can style for Halloween, this fit is best paired with mesh stockings and buckle shoes that match.

20. Solid Shirt, Pattern Sweater and Mini Skirt

Chic Fall Skirt Outfit for School
A semi-casual outfit for daytime shopping as well as college or school days during the fall season, try on this preppy skirt outfit with ivy hats and lace-up ankle boots.

21. Mini Skirt with Ruffle Sweater, Thermal Leggings

Classy Fall Skirt Outfit
A sophisticated fall skirt fit to try out on church and park visits during the season, the ruffle collars bring in boho vibes alongside fedora hats and boots you can add.

22. Solid Shirt and Pleated Maxi Skirt

Classy Skirt Fall Outfit
A classy, modest fall skirt outfit that you can don to family picnics, this combo can be tied together with a leather belt and ankle boots.

23. Solid Blouse and Plaid Mini Skirt

Classy Fall Skirt Outfit for Work
This chic fall skirt combo can be worn for midday hangouts when paired with slouchy knee-high boots and fedora hats.

24. Loose Fit Turtleneck Sweater and Plaid Skirt

Long Fall Skirt Dress
A balanced fall skirt look to try out if you love to experiment with bold colors, this amber tone is perfect for weekend trips when paired with beanies and knee-high boots.

25. Cropped Fur Jacket and Ribbed Skirt

Stylish Fall Skirt Outfit
A chic autumn vacation outfit using fall skirts; simply pair a ribbed skirt in dark shade with a furred jacket! Accent the fit with mesh stockings and ankle boots.

26. Turtleneck Top and High Waist Mini Skirt

Fall Mini Skirt Outfit
If you’re aiming for a cosplay-like look using fall skirts, then this combo paired with green mesh stockings and knee-high burgundy boots makes for a stylish fairytale look.

27. Oversized Turtleneck Sweater and Mini Skirt

Easy Fall Skirt Outfit
A simple fall skirt fit that you can wear to casual walks as well as busy school days during the season, the combo is complete with ankle boots and stud earrings.

28. Loose Fit Sweater and Plaid Skirt

Cute Girl Fall Skirt Outfit
This cute fall skirt fit is very K-drama coded with its plaid prints and soft hues. Add in knee-high boots and earrings that complement the fit.

29. Waistcoat and Flared Maxi Dress

Long Fall Skirt Outfit (1)
For warm weathered autumn work days, try on this semi-formal look with block heels and pattern scarves. Add a matching blazer if you’re stepping out in the night!

30. Turtleneck Sweater, Pleated Maxi Skirt and Denim Jacket

Long Fall Skirt Outfit (3)
This long skirt fall outfit has a mix and match of multiple textures and is a great option for when you crave a funky look. Pair it with classy sneakers and minimal jewelry to complete the look!

31. Crop Top and Pleated Skirt

Hippie Fall Skirt Outfits (1)
A Rachel Greene-inspired fall skirt look that you can try out for the season, this one can be layered with plain mesh stockings and a longline coat.

32. Solid Blazer and Skirt Set

Boho Fall Skirt Outfit
If you’re looking for a preppy country-style formal outfit with fall skirts, try this combo alongside pattern mesh stockings, ivy hats, and knee-high boots.

33. Solid Sweater and Plaid Skirt

Hippie Fall Skirt Outfits (2)
A classic fall skirt outfit that you can try on for family gatherings during holidays, the combo can be accessorized with minimal gold jewelry and a beret.

34. Long Sleeved Top, Plaid Skirt and Thermal Leggings

European Fall Skirt Outfit (2)
A European-inspired fall skirt outfit, this one offers plenty of room for customization! For example, you can add plaid scarves or those with a matching pattern of skirts and ankle boots.

35. Plaid Blazer and Skirt Set + Cropped T-shirt

Fitted Skirt Fall Outfit
A classy fall skirt fit using pop colors that work well during the day as well as night events! This combo can be styled with buckle shoes and minimal jewelry.

36. Crop Top, Cropped Blazer and Flared Mini Skirt

Formal Skirt Fall Outfits (2)
This stylish work outfit using fall skirts can be paired with pian mesh stockings and platform boots for a professional look.

37. Crop Top, Asymmetric Mini Skirt and Knit Cardigan

Formal Skirt Fall Outfits (3)
A fall skirt fit that you can opt for intimate family gatherings or for formal office meetings, the relaxed look of the combo can be enhanced with Chelsea boots and plain mesh stockings.

38. Slouchy Turtleneck Sweater and Flared Midi Skirt

Long Fall Skirt Outfit (2)
If you’re looking for a fall skirt fit to try out on coasts during the season, this look paired with ankle boots is apt.

39. Turtleneck Sweater, Mini Skirt and Fur Collared Jacket

Winter Skirt Outfit
A cozy fall skirt outfit that you can wear for city strolls during the day, this combo can be paired with knee-high boots and optional stud earrings.

40. Plaid Skirt, Mesh Top and Fur Collared Winter Jacket

Skirt Fall Outfits
A preppy fall skirt looks that you can opt for bar visits during the day, the fit pairs well with pattern stockings and knee-high boots.

As the leaves begin to change and a chill fills the air, let your autumn style take center stage with these stylish fall skirt outfits! They’ll keep you cozy and on-trend all season long!