20 Fall Outfits with Skirts Feminine and Stylish Ideas

Oh, fall! The season of pumpkin spice lattes, cozy sweaters, and… skirts? You bet! Who says we have to pack away our favorite flowy pieces just because the leaves are changing? Not me, and certainly not you!

I’ve teamed up with some of the most fashion-forward minds in the industry to bring you 20 fall-tastic skirt outfits that’ll make you want to twirl your way through autumn. Trust me, I’ve been styling longer than some of you have been alive (ouch, did I just age myself?), and these looks are hotter than a freshly baked apple pie.

So, grab your PSL, settle into your favorite armchair, and let’s dive into some seriously stylish fall skirt ensembles that’ll have you saying, “Pants? I don’t know her.”

Leather Midi Skirt with Chunky Sweater

Leather and sweater weather go together like… well, leather and sweater weather! This combo screams “I’m ready for fall, but make it fashion.”

Plaid Mini Skirt and Turtleneck

Channel your inner Cher Horowitz with this classic ’90s look. Just don’t forget your flip phone and “as if” attitude!

Denim Skirt with Oversized Blazer

Business in the top, party on the bottom. This look says, “I’m here for the board meeting and the pumpkin patch.”

Corduroy Skirt and Vintage Band Tee

Nothing says “I’m cool and I know it” quite like this combo. Bonus points if the band tee is older than you are!

Pleated Midi Skirt with Cropped Cardigan

Swish, swish, bish. That’s the sound of you looking fabulous in this pleated number. Coffee date, anyone?

Wool Pencil Skirt and Silk Blouse

For when you need to look like you have your life together. Fake it ’til you make it, right?

Suede Mini Skirt with Tights and Boots

This look is giving me major mod vibes. Austin Powers would definitely say it’s groovy, baby!

Floral Maxi Skirt and Denim Jacket

Who says florals are just for spring? Miranda Priestly, eat your heart out!

Knit Skirt and Matching Sweater Set

Matchy-matchy has never looked so good. It’s like a hug for your whole body!

Leather Mini Skirt with Oversized Sweater

For when you want to look tough but feel like you’re wrapped in a cloud. Best of both worlds!

Tweed Skirt with Turtleneck and Beret

Ooh la la! This look is so French, it’s practically smoking a cigarette and discussing existentialism.

Wrap Skirt with Cropped Sweater

Wrap it up, I’ll take it! This combo is perfect for those “I have nothing to wear” days.

Velvet Midi Skirt with Silk Camisole

Velvet? For fall? Groundbreaking. But seriously, you’ll feel like royalty in this luxe ensemble.

Plaid Midi Skirt with Graphic Tee

Who says you can’t mix high and low? This outfit is the sartorial equivalent of caviar and potato chips.

Leather Pencil Skirt with Chunky Turtleneck

Boss lady vibes incoming! This look says, “I can run a meeting and a marathon in these heels.”

Tulle Skirt with Leather Jacket

Who says you can’t be a ballerina and a biker chick? Live your best contradictory life!

Denim Maxi Skirt with Crop Top

It’s the ’90s calling, and they want their outfit back. But you know what? You wear it better anyway.

Satin Slip Skirt with Chunky Sweater

Sleek meets cozy in this perfect day-to-night look. Art gallery opening, here you come!

Asymmetrical Skirt with Turtleneck Bodysuit

Who needs symmetry when you look this good? This outfit is all about the unexpected.

And there you have it, folks! 20 fall skirt outfits that’ll make you the apple of everyone’s eye (see what I did there?). Remember, fashion is all about having fun and expressing yourself. So go forth, rock those skirts, and show fall who’s boss!

Just one last piece of advice: if you’re going apple picking in any of these outfits, maybe skip the leather. Trust me, I learned that one the hard way. Now go out there and slay, you fabulous fall fashionista!