10.11.2023 • Fashion

Fall Skirts We Love (And How to Pair Them With Slip Shorts)

Choose from seven different fall skirt trends.

Fall Skirts
TS Blog > Fall Skirts We Love (And How to Pair Them With Slip Shorts)

The leaves are changing colors and the temperatures are dropping — fall is officially here. Fall is an exciting fashion season because we can play around with textures and materials without having to fully cover up like we do on a cold winter day. It’s the ideal time to wear a skirt with boots, with or without tights, and there’s an array of colors and lengths to choose from. Looking for some fall skirt inspiration? Here are our favorite fall skirts to wear this season.

 1. Denim Maxi

The denim maxi is probably the number one trend this fall — it’s everywhere and you can definitely make this one your own. Whether you enjoy a light or dark wash, floor or midi-length, or a front or back slit, the options are endless. The look can carry you through the season from the milder October days through the brisk December ones, when you’ll probably have to wear tights or at least some warming shorts underneath. Our Staple shorts are the perfect buttery-soft layer to stay warm under a maxi skirt.

2. Plaid Skirt

A plaid skirt is the ultimate chic fall outfit, especially when paired with a turtleneck or a cropped hoodie. You can go for a sophisticated, scholarly look in a muted palette or go with a punk vibe in a colorful, short plaid skirt worn with combat boots. There are so many cute plaid fall skirts to choose from, you’re guaranteed to find one that matches your aesthetic.

3. Cargo 

Cargo is having a moment and that doesn’t just mean in pants, but also skirts. We love this practical yet stylish Y2K trend, which can easily be paired with sneakers or tall boots. Seamlessly blend black and blue hues for a trendsetting fall look, and take advantage of the roomier length to layer our Original shorts underneath if you need a little extra warmth.

4. Volume Skirt

A voluminous skirt is comfortable, warm and very on-trend this fall. A midi length pairs well with tall boots to keep you covered up and play with proportions. To offset the volume of the skirt, keep things sleek and fitted on the top with a thin sweater or cardigan. And just because it’s fall doesn’t mean you only need to wear a muted palette. Opt for a skirt in a bright color like coral paired with a brown leather jacket for a pop of color on a dreary day.

5. Pleated Mini Skirt

We can’t talk about cute fall skirts without bringing up pleated miniskirts, which make for the perfect back-to-school look for adults. This style of skirt looks particularly good with a button-down shirt and a sweater overtop when it’s chilly for a preppy and fashionable vibe. On a colder day, pair a pleated mini with our 5-inch Cargo shorts for an extra layer of warmth. Plus, they have a pocket for your credit card if you’re out running errands.

6. Leather Skirt

A leather skirt is a timeless classic that’ll never go out of style. Leather skirts come in all lengths and colors, but a black maxi is perfect for colder days as it’ll keep you warm. Pair with a white T-shirt, denim shirt, and a pair of tights or thin leggings for a casual yet cool look this fall, or wear it with a chunky cropped sweater. If you’re opting for tights underneath, layer a pair of Thigh Society slip shorts over top to avoid any irritation or chafing caused by abrasive hosiery material.

 7. Silky Skirt


The silky midi and maxi skirt isn’t just a summer look. They’re equally cool in bright and neutral colors, making them the perfect transitional piece. When it comes to women’s fall skirts, silky numbers pair perfectly with cropped leather jackets, trench coats and long cardigans. We also love wearing a colorful skirt with a more muted palette to add something unexpected to the look. Or go monochromatic by wearing a black silky skirt paired with a black sweater for an always-in-style outfit.


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