Top 16 Fall Maxi Skirts At Every Price Point (& How to Wear Them)

fall maxi skirt

Maxi skirts are trending this fall, but even if they weren’t, I’d still get excited to style them for chilly weather. No matter the season, full-length skirts add an elegant yet easygoing feel, not to mention they travel well and can be dressed up and down.

I stumbled on the cutest boutique in Del Mar on our recent trip to San Diego (Tucci is a must visit if you’re ever in the area!) and found this moody skirt by Apiece Apart. The print, olive color, side slit—everything about it spoke to me.

When looking for a top to pair with a maxi skirt, I find it crucial to maintain a waistline, so that usually leads me to simple fitted tops or blouses that are “tuckable,” like the FRAME top I wore in this look.

As for the shoes, technically any closed toe works (sneakers, knee-high boots, mules), but details that nod to fall, like suede, leather, or a seasonal color, will help the outfit feel cohesive.

fall maxi skirt
fall maxi skirt outfit

Outfit Details: FRAME Top (similar, less expensive here), Apiece Apart Skirt, Veronica Beard Mules (similar, less expensive here), Ulla Johnson Earrings

Adding this skirt to my wardrobe led me down a maxi skirt rabbit hole and I now have a growing wishlist for fall. See below for what I think are some of the best fall maxi skirts this season at both high and low price points, plus a few outfit ideas to help you get started with styling.

16 Fall Maxi Skirts

Here’s the skirt featured in this post. I have #14 in green and it’s one of the most flattering skirts I own. I’m saving up all my pennies for #16 for the holidays.

Natalie Yerger shares a collage of 16 of the best fall maxi skirts
  1. Taupe Column Skirt
  2. Green Satin Pleated Skirt
  3. Sage Floral Cotton Skirt
  4. Ruffled Black Skirt
  5. Turquoise Pull-On Skirt (also love this dressy teal option)
  6. Leopard Maxi Skirt
  7. Tiered Blue Floral Print Skirt
  8. White and Black Patchwork Skirt
  9. Navy Cotton Skirt
  10. Side Slit Satin Maxi Skirt
  11. Side Slit Blue Floral Skirt
  12. Rust Silk Satin Maxi Skirt
  13. Black Mixed Media Skirt
  14. Gray Satin Maxi Skirt
  15. Black Floral Maxi Skirt
  16. Rose Ruffled Wool Maxi Skirt

Shop Fall Maxi Skirts

Natalie Yerger wearing long fall skirt and a black top
Natalie Yerger wearing a black top and a long fall skirt

How to Wear a Maxi Skirt in the Fall

Most women associate long skirts with dressy, polished outfits, but they can be styled casually as well. This is easier for certain types (tulle and leather lean dressy while cotton leans casual), but even luxe fabrics can feel casual paired back to a simple top and sneakers.

These are some of my favorite fall maxi skirt outfits for everything from weekday errands to a night out, the office, and special fall gatherings.

Fall Maxi Outfit Ideas

Casual

I love dressing down a satin maxi with a cozy knit and sneakers. You could invert the textures here and wear a knit maxi like this with a silk blouse, too.

Dressy Transitional

When it’s still warm out you can style a lightweight knit maxi with a simple fitted tank and heels for an evening out. Reach for a blazer if you need that extra layer for the A/C; knee-high boots will transition this look for colder fall days.

Layered Up

Once it’s properly cold, I like to style my fall blazers like a top and wear them buttoned. I love wearing tops with unique necklines (like the collar on the blouse below) for a statement, but a simple layering t-shirt or camisole would work underneath as well. Complete the look with knee high boots and a seasonal tote.

Date Night/Special Occasion

I know it’s early, but I’m already scheming about my Thanksgiving outfit and this is high on the list of possibilities. A satin maxi with an elevated sweater tucked in, coordinating boots, and a blazer thrown over the shoulders is a chic departure from your typical fall dress for nicer occasions.

Top 16 Fall Maxi Skirts At Every Price Point (& How to Wear Them)Top 16 Fall Maxi Skirts At Every Price Point (& How to Wear Them)Top 16 Fall Maxi Skirts At Every Price Point (& How to Wear Them)Top 16 Fall Maxi Skirts At Every Price Point (& How to Wear Them)Top 16 Fall Maxi Skirts At Every Price Point (& How to Wear Them)Top 16 Fall Maxi Skirts At Every Price Point (& How to Wear Them)