Just because cooler weather is approaching, it doesn’t mean we’re confined to jeans, trousers, and leggings. If we’re being 100% truthful here, I think I prefer wearing skirts in the fall than in the warmer months. The tights, the knits, the layers—I’m getting excited just thinking about it.
Mini skirts, midi skirts, and maxi skirts (our current fave) can be paired with nearly anything. For footwear, pair with various styles of sneakers and boots. For tops, choose from long-sleeved tops, pullovers, or even hoodies! Allow your favorite skirt to be the comfy, chic centerpiece of your go-to outfit this fall.
Almost every skirt out there is versatile enough to wear all year long—save for a few snow storms here and there. Read on for six tried-and-true ways to wear your favorite skirts through the seasons.
1. A leather jacket and boots with your favorite midi
You really can’t go wrong with a black leather combo. Throw on your favorite skirt, add a moto jacket and some leather boots, and you’re good to go!

AllSaints
Leather Biker Jacket

BLANKNYC
Faux Leather Moto Jacket
2. A denim jacket paired with a bright maxi
After September, the period for wearing your trusty denim jacket dwindles, so wear it while you can. Pair it with a bright skirt this fall, and throw on your fave pair of shoes.

Treasure & Bond
Cotton Denim Barn Jacket

GAP
Icon Denim Jacket
3. A cozy knit with a denim mini skirt and boots
Arguably the most classic fall combo, a chunky sweater tucked into a mini skirt has never failed us. It’s guaranteed to be a winner time and time again.

Everlane
The Oversized Alpaca Crew

Old Navy
Cozy Yarn Sweater
4. A blazer, black skirt, and tights
We all have some version of this in our closet. Throwing on an oversized blazer with a black skirt screams, “Fall is here!” in the very best way. For a more tailored look, opt for a cropped blazer.

Abercrombie & Fitch
Cropped Blazer

Madewell
Double-Breasted Blazer
5. A shacket, mock turtleneck, and your fave purse
Combine a few of fall’s best trends with this outfit. An oversized flannel is a go-to for many of us in the fall. But, if you’re looking to bring your outfit to the next level, opt for a shacket instead!

Abercrombie & Fitch
Cozy Shirt Jacket

Old Navy
Soft-Brushed Utility Jacket
6. The chunkiest scarf and boots you can find
The chunkier the scarf, the better. Make a statement by bundling up in a big blanket scarf, and play with proportion by pairing it with your fave mini skirt.

Old Navy
Plaid Flannel Scarf

Madewell
Brushed Plaid Scarf
Skirts we love

Menswear Skort
3 colors available

Vegan Suede Skort
4 colors available

Short Skirt

Faux Leather Pleated Skirt

Satin Maxi Skirt
3 colors available

Satin Slip Skirt
10+ colors available

Gingham Sweater Skirt

Mini Slip Skirt
4 colors available

Pleated Skirt
