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
Dokotoo Sweaters VIEW ON AMAZON
Fahsyee Skirt VIEW ON AMAZON
Coutgo Shoes VIEW ON AMAZON
ENYERMY HAIR SOLUTION hair color VIEW ON AMAZON
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
The Drop Mini Skirt VIEW ON AMAZON
SANGTREE Skirt VIEW ON AMAZON
Franco Sarto High Boot VIEW ON AMAZON
Boyiee Belt VIEW ON AMAZON
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
Dokotoo Blazer VIEW ON AMAZON
Belle Poque Jean Skirts VIEW ON AMAZON
SUNNY BIRD Lunch Bag VIEW ON AMAZON
RERBO Sunglasses VIEW ON AMAZON
Leg Avenue Lingerie VIEW ON AMAZON
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
Custom T-Shirt VIEW ON AMAZON
Kate Kasin Skirt VIEW ON AMAZON
MaxMuxun Booties VIEW ON AMAZON
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
GRACE KARIN Skirts VIEW ON AMAZON
Newshows Sweater VIEW ON AMAZON
JABASIC Sneaker VIEW ON AMAZON
MoNiBloom Table VIEW ON AMAZON
Raynesys Stools VIEW ON AMAZON
HomePop Chairs VIEW ON AMAZON
LTTKLMP Lamp VIEW ON AMAZON
SEENMING HOUSE Pendant VIEW ON AMAZON
Swish, swish, bish. That’s the sound of you looking fabulous in this pleated number. Coffee date, anyone?
Wool Pencil Skirt and Silk Blouse
Generic Sweater VIEW ON AMAZON
Urban CoCo Skirt VIEW ON AMAZON
Double Couple Socks VIEW ON AMAZON
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
Bloch Tights VIEW ON AMAZON
Trendy Queen Tops VIEW ON AMAZON
FLO-MOTOR Bag VIEW ON AMAZON
This look is giving me major mod vibes. Austin Powers would definitely say it’s groovy, baby!
Floral Maxi Skirt and Denim Jacket
NFYM Long Maxi Skirt VIEW ON AMAZON
Riders by Lee Indigo Denim Jacket VIEW ON AMAZON
Hair u wear Hairuwear VIEW ON AMAZON
Jeossy Boots VIEW ON AMAZON
Erimberate Necklace VIEW ON AMAZON
Who says florals are just for spring? Miranda Priestly, eat your heart out!
Knit Skirt and Matching Sweater Set
LILLUSORY Sweater VIEW ON AMAZON
Franco Sarto High Boot VIEW ON AMAZON
SOVANYOU High Boot VIEW ON AMAZON
Matchy-matchy has never looked so good. It’s like a hug for your whole body!
Leather Mini Skirt with Oversized Sweater
Gamboa Sweater VIEW ON AMAZON
Fahsyee Skirt VIEW ON AMAZON
Soda Bootie VIEW ON AMAZON
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
Floerns Mini Skirt VIEW ON AMAZON
RVCA Sweater VIEW ON AMAZON
LAICIGO Boots VIEW ON AMAZON
Sumolux Wool Cap VIEW ON AMAZON
Coach Bag VIEW ON AMAZON
BODIY Belts VIEW ON AMAZON
Ooh la la! This look is so French, it’s practically smoking a cigarette and discussing existentialism.
Wrap Skirt with Cropped Sweater
WDIRARA Midi Skirt VIEW ON AMAZON
Boraam Chairs VIEW ON AMAZON
NICOKI Dining Table VIEW ON AMAZON
SIMPLIHOME Chair VIEW ON AMAZON
Hokilands Finger Covers VIEW ON AMAZON
Liberty Furniture Dining Chairs VIEW ON AMAZON
ZMKMOK LED Bulb VIEW ON AMAZON
Design Letters Dishwasher VIEW ON AMAZON
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
Modegal Midi Skirt VIEW ON AMAZON
Ekouaer Top VIEW ON AMAZON
DREAM PAIRS Sandals VIEW ON AMAZON
ASOQOLA Earrings VIEW ON AMAZON
Frodete Jewelry VIEW ON AMAZON
Velvet? For fall? Groundbreaking. But seriously, you’ll feel like royalty in this luxe ensemble.
Plaid Midi Skirt with Graphic Tee
Allegra K Skirt VIEW ON AMAZON
Custom T- Shirt VIEW ON AMAZON
Vepose Shirt VIEW ON AMAZON
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
Runcati Cardigans VIEW ON AMAZON
RAMISU Midi Hip Skirt VIEW ON AMAZON
Trary High Heel VIEW ON AMAZON
Boss lady vibes incoming! This look says, “I can run a meeting and a marathon in these heels.”
Tulle Skirt with Leather Jacket
Dirholl Midi Skirt VIEW ON AMAZON
Olivia Miller Jacket VIEW ON AMAZON
DREAM PAIRS Boot VIEW ON AMAZON
Who says you can’t be a ballerina and a biker chick? Live your best contradictory life!
Denim Maxi Skirt with Crop Top
KANCY KOLE Skirts VIEW ON AMAZON
REORIA Tops VIEW ON AMAZON
Sidefeel Jackets VIEW ON AMAZON
LADYBRO Fedora Hats VIEW ON AMAZON
Vacaonio Necklace VIEW ON AMAZON
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
Modegal Midi Skirt VIEW ON AMAZON
PRETTYGARDEN Sweater VIEW ON AMAZON
Lovee Cosee Boots VIEW ON AMAZON
Glowave Leather Handbag VIEW ON AMAZON
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!
