Fall Fashion Maxi Skirts

Fall Fashion Maxi Skirts are your ticket to serving major main character energy—no matter where the day (or night) takes you. Whether you're channeling mysterious, flowy goddess vibes or keeping it effortlessly cool, these maxi skirts are made for twirling through every plan on your calendar. From brunch dates to late-night adventures, it's all about making an entrance and leaving a little sparkle behind. Ready to level up your wardrobe? The Fall Fashion Maxi Skirts lineup is here to make sure you’re always the best-dressed in the group chat.

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Shake It Up Fringe Maxi Skirt in Tan

$29.90

A tan faux suede maxi skirt featuring a high-rise waist and dramatic fringe detailing for festival flair.

Windsor Wild Card Leopard Floral Print Maxi Skirt

$36.90

A sheer mesh maxi skirt featuring a bold leopard and floral print, thigh-high slit, and ruffled hem.

Keep A Secret Lace Slit Maxi Skirt in Black

$39.90

A sheer black lace maxi skirt with a high-rise waist, ruching, and a high front slit.

Strut It Out Abstract Zebra Maxi Skirt in Brown

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Strut It Out Abstract Zebra Maxi Skirt in Brown

$9.97 $34.90 71% off

A sheer mesh zebra print maxi skirt in brown, perfect for vacation or going out.

Windsor She Came to Slay Floral Maxi Skirt in Fuchsia

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Windsor She Came to Slay Floral Maxi Skirt in Fuchsia

$9.97 $34.90 71% off

A fuchsia abstract floral maxi skirt in sheer mesh with a form-hugging fit and back slit.

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Windsor Sweet Escape Floral Slit Maxi Skirt in Black-2

$11.97 $34.90 66% off

A black floral mesh crop top featuring lace trim, long sleeves, and a ruffled tie-front design.

Edgy Glam High-Rise Buckle Maxi Skirt in Black

$54.90

A sleek black faux leather maxi skirt featuring dual front buckles, a high-rise waist, and a bold front slit.

Daydream Flow High-Rise Peasant Maxi Skirt in White

$36.90

A flowy white cotton-blend maxi skirt featuring a high-rise waist, ruffled peasant silhouette, and front slit.

Windsor Trendy Moves Long Fringe Skirt in Black

$36.90

A black knit skirt with a high-rise waist, long flowy fringe, and built-in fitted shorts.

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Windsor Wild At Heart Long Fringe Skirt in Tan

$29.90

(34)

Channel your western side with this trendy-chic skirt that will level up your festival look! It features a high-rise waist, an asymmetric mini-length hem with a form-hugging fit, and long fringe detailing that cascades to your ankles. The stylish fringe design will dance with you to your favorite band! Complete your 'fit with a cropped graphic tee and cowboy boots. Fit & FeaturesHigh-rise waist, Back zipper, hook and eye closure, Asymmetric mini-length hem, Form-hugging fit, Long fringe design, ankle-length hem, Faux suede fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild At Heart Long Fringe Skirt in Tan | Size: S | Faux Suede

Bold Staple Ruched Asymmetrical Midi Skirt in Black

$26.90

(14)

Fit & FeaturesStretchy smooth knit-lined fabrication, High-rise fit, Ruching, Asymmetrical high-side slit, Midi length hem, Runs true to size, Shop Matching Crop Top: Bold Staple Long Sleeve Crop Top Free Shipping on All Orders Over $75. | Windsor Bold Staple Ruched Asymmetrical Midi Skirt in Black | Size: XS

Keep A Secret Lace Slit Maxi Skirt in Black

$39.90

(9)

Make a statement in this lace slit maxi skirt. With sheer lace, ruching, and a high slit, it's your go-to for that effortlessly chic vibe. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, High front slit, Maxi-length hem, Flowy silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Keep A Secret Lace Slit Maxi Skirt in Black | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Windsor Sleek Status Faux Leather Mini Skirt in Black

$19.90

(8)

Level up your sleek status with this chic mini skirt made with smooth faux leather fabric to elevate your casual 'fits. It features a high-rise waist, a side slit accent at the hem, and a form-hugging silhouette to highlight your stunning curves. Fit & FeaturesFaux leather fabric, plenty of stretch, High-rise elasticized waist, Side slit, Mini-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Status Faux Leather Mini Skirt in Black | Size: L

Windsor Trendy Moves Long Fringe Skirt in Black

$36.90

(3)

Make major trendy moves in this long fringe skirt featuring a high-rise waist, a flowy fringe design, and cheeky fitted shorts for coverage. Style with a crop top and boots for a country concert. Fit & FeaturesKnit fabric, high stretch, High-rise elasticized waist, Ruched side seams, Long flowy fringe design, Cheeky fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Moves Long Fringe Skirt in Black | Size: M

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Go With The Vibe Slit Midi Skirt in Rust

$9.97 $26.90
63% off

(3)

Embrace your daring side and let this midi skirt elevate your look. Its sleek high-rise waist and side slit highlight your confidence and flair, perfect for making a statement at any event. Pair with the matching top. Shop Matching Top: Go With The Vibe Halter Crop TopFit & FeaturesSlinky knit stretchy fabric, High-rise waist, Side pleated hip seam, High side slit, Form-hugging silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Go With The Vibe Slit Midi Skirt in Rust | Size: M | Knit Fabric/Stretchy Fabric

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Strut It Out Abstract Zebra Maxi Skirt in Brown

$9.97 $34.90
71% off

(3)

Perfect your vibe with the strut it out abstract zebra maxi skirt. This sheer mesh beauty flaunts a zebra print and mid-rise waist for a fierce look. Pair it with the matching top for ultimate style. Fit & FeaturesSheer mesh fabrication lined with stretchy knit, Mid-rise waist, Zebra print, Maxi length hem, Runs true to size, Shop Matching Top: Strut It Out Abstract Zebra Tie-Front Top Free Shipping on All Orders Over $75. | Windsor Strut It Out Abstract Zebra Maxi Skirt in Brown | Size: L | Mesh Fabric/Sheer Mesh Fabric

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Serving Prep & Sass Bubble Mini Skirt in Light Blue

$9.97 $32.90
70% off

(2)

This skirt said “main character energy” and meant it. With a playful bubble mini hem and classic pinstripe print, she’s made for casual hangs, day dates, and being the moment. Fit & FeaturesPinstriped print, cotton woven fabric, sewn-in woven lining, High-rise waist, Side zipper and hook-eye closure, Flouncy bubble mini hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Serving Prep & Sass Bubble Mini Skirt in Light Blue | Size: L | Cotton/Woven Fabric

Windsor She's Irresistible Faux Leather A-Line Mini Skirt in Black

$39.90

(2)

A faux leather mini skirt like this will make you simply irresistible! This high-rise skirt flaunts side button details for an edgy vibe and a flirty a-line silhouette perfect for pairing with heels or boots. Fit & FeaturesSleek faux leather fabric, High-rise waist, Side snap-button and zipper closures, A-line silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor She's Irresistible Faux Leather A-Line Mini Skirt in Black | Size: L

Life Of The Party Lace-Up Mini Skirt in Brown

$42.90

(2)

This faux leather skirt gives life to the party vibes! It has lace-up sides that demand attention, a high-rise waist, and a flattering form-hugging fit that shows off your figure. Fit & FeaturesFaux leather fabric, High-rise waist, Back zipper closure, Side lace-ups , Form-hugging fit, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Life Of The Party Lace-Up Mini Skirt in Brown | Size: L | Leather

Fall Fashion Maxi Skirts

Maxi skirts are the ultimate main character energy for anyone looking to level up their fall fashion game. There’s just something about the way a fall maxi skirt drapes and sways with every step—whether you’re strutting into class, breezing into brunch, or making your grand entrance at a rooftop get-together. These skirts are the definition of versatility, giving you endless styling options that let you be a little extra or keep it lowkey, depending on your vibe. Pair them with chunky boots and a cropped sweater for that “I just threw this on” cool-girl look, or cinch them with a statement belt and layer on your favorite jewelry for a little glam. The best part? They’re comfy enough for all-day wear but still serve major style. For those who love a little drama, fall skirts long enough to graze your ankles can instantly elevate even the most basic tee, turning a casual stroll into a full-on runway moment. And if you’re the friend who’s always cold, maxi skirts are basically your ride-or-die—they offer just the right amount of coverage to keep you cozy without sacrificing style.

If you’re shopping for yourself or looking for a gift that’ll have your bestie texting you heart emojis for days, a fall maxi skirt is a total win. They’re a closet staple for anyone who wants to look put-together with minimal effort. Picture this: you’re running late, hair’s still damp, but you slip on a flowy maxi, throw on a leather jacket, and suddenly you’re the girl everyone’s asking for style tips. These skirts are also a thoughtful gift for the friend who’s always hosting Friendsgiving or the sister who’s obsessed with layering—because let’s be real, you can never have too many options when it comes to fall skirts long and luxe. And for the girl who loves to mix it up, a maxi skirt is the perfect canvas for experimenting with textures, prints, and accessories. Whether you’re planning an Insta-worthy pumpkin patch trip, cozying up at a bonfire, or just want to channel those effortless cool-girl vibes, a maxi skirt is your go-to for making every day feel like a main event. And hey, if you’re already dreaming about warmer days ahead, you can check out our Summer Maxi Skirts for inspo on how to keep the maxi magic going all year round.

Maxi skirts aren’t just about looking cute (though, let’s be real, they totally deliver on that front). They’re about feeling unstoppable—like you can take on anything the day throws at you, from surprise coffee dates to impromptu road trips. The beauty of fall skirts long and flowy is that they move with you, letting you own every step with confidence. If you’re someone who loves to play with proportions and textures, you’ll find endless ways to style them: think oversized knits, moto jackets, or even a sleek turtleneck for a more polished look. And if you’re gifting, you can’t go wrong—maxi skirts are universally flattering and easy to personalize, making them a thoughtful choice for birthdays, holidays, or just because your bestie deserves a little extra love. So go ahead, twirl into the season with a maxi skirt that’s as bold and fearless as you are.

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