December 8, 2021


Only The Finest Women

Shop these 35 stylish skirts to wear in fall 2021

As summer says goodbye and fall is on the horizon, it’s never been a better time to don a classic skirt. As the definition of transitional style, it’s also extremely versatile.

Perhaps you’re in the market for a new pleated midi to celebrate returning back to the office, or are going click-crazy trying to find the perfect mini skirt for heading apple picking, corn amazing and other fall festivities on this season’s bucket list.

Whatever your reason is for swiping a new skirt, we’ve got you covered. Plus, there’s nothing quite like parading around town with a gorgeous skirt — paired with one of our 65 favorite bodysuits and our best blazers we rounded up.

So, treat yourself to a new fall wardrobe. After all, it’s about time to meet up with friends for a brisk picnic at the park. And — oh, yeah — for your colleagues to finally see a full head-to-toe outfit off the Zoom screen.

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Best pleated & tennis skirts

Everyday 2-in-1 Tennis Skirt, $23.95 (originally $29.95)

  • Color options: Taro, Grey, Black
  • Size options: S-XL

The Everyday 2-in-1 Tennis Skirt has flattering pleated accents, a supportive waistband and comes in three beautiful colors for your next tennis court visit. And, that purple color is just the statement to go with your white tennis shoes.

UO Katie Pleated Tennis Mini Skirt, $29.99 (originally $59)

UO Katie Pleated Tennis Mini Skirt
  • Color option: Pink/Coral
  • Size options: XS-XL

Serve that tennis ball and looks at the same time with this lovely coral tennis skirt. Pleats on pleats is the name of the game, and there’s no better way to showcase a cropped tank.

Betaven Pleated Tennis Skirt, $23.88

Betaven Pleated Tennis Skirt
  • Color options: Misty Red, Black, Dark Red, Grey, Light Green, Navy, Purple, White
  • Size options: XXS-XXL

For less than $25, you can’t go wrong with this apple-red tennis skirt. More on the mini side for a subtly sexy look, you’ll be turning heads and scoring points on the court, for sure.

Lucid Mini Skirt, $39

Lucid Mini Skirt
  • Color options: White, Black
  • Size options: 0 to 12

No, tennis skirts aren’t limited to the sporty gals. The Lucid Mini Skirt is a prime example, with its flowed-out design and neutral, match-all color.

Free People Honey Pleated Skater Mini Skirt, $60

Free People Honey Yellow Multi Plaid Pleated Skater Mini Skirt
  • Color options: Yellow Multi Plaid, Blue Multi Gingham
  • Size options: 0 to 12

Let’s talk about plaid, baby. This Instagram-worthy pleated skater mini skirt is the perfect way to complete your ensemble. Whether paired with a lightweight turtleneck top or one with a collared detail, the fashion choices are endless.

Best plaid skirts

Caroline Constas Reign Skirt, $350

Caroline Constas Reign Skirt
  • Color option: Black Fall Plaid
  • Size options: XS-L

What’s better than a plaid skirt? A plaid skirt with ruffles. The Caroline Constas Reign Skirt is making all of our fall dreams come true this season and we can’t get enough of its effortlessly cute look.

Lulus Sycamore Brown Plaid Mini Skirt, $48

Lulus Sycamore Brown Plaid Mini Skirt
  • Color option: Brown Plaid
  • Size options: XS-XL

It’s time to go to the pumpkin patch in this Sycamore Brown Plaid Mini Skirt from Lulus. We can just see the Instagram post with low-heel ankle boots and an on-trend hat.

Lulus Sweet Enough for Me Plaid Tweed Mini Skirt, $48

Lulus Sweet Enough for Me Plaid Tweed Mini Skirt
  • Color option: Pink Plaid
  • Size options: XS-XL

Add some girly to your plaid style this year with this tweed mini skirt. After all, why wouldn’t you want to channel Olvia Rodrigo at the White House?

Free People Deep In Thought Maxi Skirt, $128

Free People Deep In Thought Maxi Skirt
  • Color option: Grunge Combo
  • Size options: 0 to 12

Switch up the traditional short plaid skirt with this maxi skirt from Free People. With accentuating side detail, a unique end hem and a slimming waistline, it’ll soon be your go-to fall skirt for running errands in the cool weather.

Lulus Spence White Plaid Mini Skirt, $38

Lulus Spence White Plaid Mini Skirt
  • Color options: White Plaid, Navy Blue Plaid
  • Size options: XS-XL

The Lulus Spence White Plaid Mini Skirt is versatile. Why? It’s the perfect fit for both fall and winter. Complete the look with a flattering black long-sleeve top and some gold accessories to match.

Best maxi skirts

Bronx and Banco Python Maxi Skirt, $285

Bronx and Banco Python Maxi Skirt
  • Color option: Pebble
  • Size options: XS-XL

We’re swooning over snake print. With the perfect black strappy heel, you’ll channel that girl boss energy with this maxi skirt wherever you go.

Amuse Society Alexander Woven Maxi Skirt, $58

Amuse Society Alexander Woven Maxi Skirt
  • Color option: Sienna
  • Size options: XS-XL

Tap into the 70s flower power with this woven maxi skirt. Wonderful to pair with a subtle yellow top and gold accessories, you’ll be turning heads in no time with this chic bottom.

Amuse Society Reina Woven Maxi Skirt, $56

Amuse Society Reina Woven Maxi Skirt
  • Color option: Sahara Sand
  • Size options: XS-L

As a wonderful summer-to-fall transitional piece, you can’t beat the Amuse Society Reina Woven Maxi Skirt. It looks great with a leather mini bag, too.

Farm Rio Abstract Contrast Maxi Skirt, $160

Farm Rio Abstract Contrast Maxi Skirt
  • Color option: Black Motif
  • Size options: XXS-XL

Swipe this vacation-ready abstract mini skirt before it’s gone. As a multi-tone skirt, you are the statement, no questions asked.

Pistola My Squad Olive Green Maxi Skirt, $68

Pistola My Squad Olive Green Maxi Skirt
  • Color option: Olive Green
  • Size options: XS-L

Olive green is a lovely color to parade in during fall, and we can’t get over how adorable this maxi skirt is. With a dreamy flow, it’s great for a dinner out with friends.

Best midi skirts

Smocked-Waist Button-Front Midi Skirt, $59.99 (originally $89.50)

Smocked-Waist Button-Front Midi Skirt
  • Color option: Peach
  • Size options: XXS-XXL

Kill two birds with one stone with a midi skirt you can wear to the office and to a pumpkin farm. And, being from Madewell, you know it’s tip-top quality.

Superdown Jezabel Faux Leather Midi Skirt, $58

Superdown Jezabel Faux Leather Midi Skirt
  • Color option: Black
  • Size options: XXS-XL

Add some edginess to your look with this faux leather midi skirt. With a spicy slit, it makes a Page Six-worthy outfit with a red crossbody bag and a good pair of heels.

UO Kelly Tulip Wrap Midi Skirt, $59

UO Kelly Tulip Wrap Midi Skirt
  • Color options: Green Multi, Black
  • Size options: XS-XL

Shop for a skirt this season you can wear in more than one season. This spring-and-fall skirt with a deep autumnal color makes for the perfect new wardrobe piece — for less than $60.

Lush Simple Moments Pleated Midi Skirt, $48

Lush Simple Moments Pleated Midi Skirt
  • Color option: Teal Multi Floral Print
  • Size options: XS-XL

For the classic midi, this pleated skirt from Lulus has a soft floral design that looks great with combat boots and a seamless-fitting sweater.

Lush Fashionably Floral Ruched Midi Skirt, $48

Lush Fashionably Floral Ruched Midi Skirt
  • Color option: Black Floral Print
  • Size options: S-XL

Prepare for fall outings in the best way possible by shopping this floral ruched midi skirt. With a bold design, it’ll garner many compliments on your night out.

Best pencil skirts

Lulus Superpower Suede Pencil Skirt, $38

Lulus Superpower Suede Pencil Skirt
  • Color options: Blush, Tan, Black
  • Size options: XS-XL

Take some style inspo from Elle Woods this year with this blush-toned suede pencil skirt. Perfect for a day in the city or trips back to your office, you’ll be happy you paid for the less-than-$40 price tag.

Lulus She’s Irresistible Vegan Leather Pencil Skirt, $38

Lulus She's Irresistible Vegan Leather Pencil Skirt
  • Color options: Wine Red, Black
  • Size options: XS-XL

Sexy and fitting like a glove, experiment with wine red in your wardrobe this season. We’re obsessed with everything about this vegan leather pencil skirt — truly.

L’Agence Brandy Pull-On Pencil Skirt, $225

L'Agence Brandy Pull-On Pencil Skirt
  • Color option: Black Coated
  • Size options: XS-L

Stay more on the traditional side of the pencil skirt style with this pull-on skirt. Embossed in a leather cover, you’ll rev up your fall look for any event this year.

Ponte Work Pencil Skirt, $49.99 (originally $79.50)

Ponte Work Pencil Skirt
  • Color options: Navy, Black, Heather Carbon
  • Size options: 00 to 24

Hello nautical (and fall, of course). The Ponte Work Pencil Skirt is versatile for any time of the year. And, it pays to have a quality basic hanging in your closet.

Cargo Pencil Skirt, $26.98 (originally $89.94)

Cargo Pencil Skirt
  • Color option: Dark Blue
  • Size options: 0 to 14

Add some flair to your pencil skirts this year with this dark blue-patterned piece that has the most adorable bow-tie waist. That said, it’s one to steal.

Best denim skirts

Modern Femme Denim Mini, $50

Modern Femme Denim Mini
  • Color options: Hickory, Black, Garage Blue, Stark White, Smoked Topaz, Pine, Faded Blue Wash, Kipps
  • Size options: 0 to 12

Form-fitting and compliment-worthy, the Modern Femme Denim Mini comes in a variety of on-trend shades to pair with every fall sweater you have in your drawer.

Free People Midnight Magic Denim Mini Skirt, $68

Free People Midnight Magic Denim Mini Skirt
  • Color option: Medium Wash
  • Size options: 0 to 12

With a darker wash, zipper detailing and a gorgeous fit, you can’t go wrong with this mini denim skirt. It’s one of our favorite basic skirts on this list, too.

Vintage Denim Mini, $39.99 (originally $59)

Vintage Denim Mini
  • Color option: Light-Medium Wash
  • Size options: 24W to 32W

Keep it simple and cas’ this fall with the Vintage Denim Mini, a timeless bottom to style with your favorite tops. Plus, the frayed hem adds a subtle touch.

Retrofete Willa Skirt, $245

Retrofete Willa Skirt
  • Color options: Light Blue Stone, Light Blue Acid, Olive Sunburst
  • Size options: XS-L

We’re here for the Retrofete Willa Skirt, a.k.a. the cutest rendition of denim we’ve ever seen. The vertical button detail, triangle-cut slit and ruched sides make this a dreamy skirt to add to your collection.

Denim Mini Skirt, $79.50

Denim Mini Skirt
  • Color option: Rinse Wash
  • Size options: 24 to 32

Dark-wash denim is perfect for autumn. This classic fit from J.Crew is also great to wear to your office for a seasonal, traditional style.

Best mini skirts

Alice + Olivia Renna Button Wrap Mini Skirt, $250

Alice + Olivia Renna Button Wrap Mini Skirt
  • Color option: Almond & Black
  • Size options: 0 to 10

Hands up for houndstooth. This year, it’s a whole look, and this number from Alice + Olivia is one to get your hands on, for sure.

Free People Printed Fake Out Faux Wrap Skirt, $88

Free People Printed Fake Out Faux Wrap Skirt
  • Color options: Light Combo, Dark Combo
  • Size options: 0 to 12

As one of Revolve’s bestsellers, the Free People Printed Fake Out Faux Wrap Skirt is a uniquely designed mini that’s perfect to wear with white boots and a matching sweater this fall and winter.

Nation LTD Birdie Flirty Skirt, $150

Nation LTD Birdie Flirty Skirt
  • Color option: Vintage Army
  • Size options: XS-L

Say hello to flirty this fall with this beautiful olive skirt from Nation LTD. Sleek and satiny, it’s calling your name for your next Friday date night.

Majorelle Ramira Mini Skirt, $168

Majorelle Ramira Mini Skirt
  • Color option: Multi Color
  • Size options: XXS-XL

Color us tweed this fall. In a whimsical multi-color pattern, the Majorelle Ramira Mini Skirt is the Gen Z-declared staple for your wardrobe (for virtually any occasion, too).

BlankNYC Suede Snap Skirt, $98

BlankNYC Suede Snap Skirt
  • Color option: Ginger Up
  • Size options: 24 to 31

Dare we say, ‘save the best for last?’ With this suede snap skirt, you’ll be recreating all your dreamy Pinterest looks this season: apple picking, pumpkin picking and beyond.

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