Midi Skirts For Fall

Midi Skirts For Fall are totally having a moment, and you’re about to be the main character. Whether you’re plotting your next coffee run or turning sidewalks into your personal runway, these midi skirts are ready to level up your vibe. From brunch dates to last-minute adventures, get ready to twirl, strut, and sashay through the season with major confidence. Your closet’s new MVP? You just found it.

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Bold Staple Ruched Asymmetrical Midi Skirt in Black

$26.90

A black stretchy midi skirt featuring ruching and an asymmetrical high-side slit for chic occasions.

Chic Allure High-Slit Midi Skirt in Burgundy

$29.90

A burgundy knit midi skirt featuring a high-rise waist, front ruching, and an asymmetric high-cut side slit.

Windsor Untamed Bloom High-rise Slit Midi Skirt in Leopard

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Windsor Untamed Bloom High-rise Slit Midi Skirt in Leopard

$7.97 $36.90 78% off

A bold leopard mesh midi skirt featuring a high-rise waist, floral-animal print, and flirty slit hem.

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Sweet Stroll Ruched Midi Skirt in Black

$7.97 $39.90 80% off

A black cotton-blend midi skirt featuring adjustable side ruching and a relaxed, mid-rise silhouette.

Daydream Flow Plaid Chiffon Skirt in Brown

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Daydream Flow Plaid Chiffon Skirt in Brown

$16.97 $39.90 57% off

A brown plaid chiffon skirt featuring a flowy A-line silhouette and an asymmetrical handkerchief hem.

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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

Windsor 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: L

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: S

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So Perfect Mid-Rise Pleated Denim Mini Skirt

$7.97 $36.90
78% off

(2)

The perfect denim mini skirt will elevate your everyday style with a trendy pleated silhouette and a flattering mid-rise waist. Complete the look with a graphic tee. Fit & FeaturesDenim fabric, minimal stretch, Mid-rise waist with seam detailing, Front button and hidden zipper closure, Pleated silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Perfect Mid-Rise Pleated Denim Mini Skirt | Size: M

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: M | Leather

Shake It Up Fringe Maxi Skirt in Tan

$29.90

(2)

Shake and shimmy at concerts and festivals in this showstopping fringe maxi skirt with your fave cowboy boots! Fit & FeaturesFaux suede fabric, High-rise waist, back zipper and hook-eye closure, Fringe silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Shake It Up Fringe Maxi Skirt in Tan | Size: S | Faux Suede

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

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Windsor Wild Card Leopard Floral Print Maxi Skirt

$14.97 $36.90
59% off

(2)

This skirt’s got plot twist energy—sweet florals meet fierce leopard in a ruffled maxi made for your wild side. Let the bold print and thigh-high slit steal the spotlight from brunch to beach nights. Fit & FeaturesSheer mesh fabric with mini-length knit lining, high stretch, Leopard and floral multi-print pattern, High-rise waist, Ruching, hip-hugging fit, Thigh-high side slit, ruffled hem, Maxi-length hem, flowy silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild Card Leopard Floral Print Maxi Skirt | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Windsor Cue The Sparkle Rhinestone Fishnet Maxi Skirt in Silver

$89.90

(2)

Cue the sparkle—this rhinestone fishnet maxi skirt was made to own the night. With a thigh-skimming slit and trendy shine, it'll give off effortless cool-girl glam. Shop Matching Top: Cue The Sparkle Rhinestone Fishnet Halter TopFit & FeaturesRhinestone-embellished, mesh-lined fabric, High-rise fit with subtle stretch, High side slit design, Form-hugging silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cue The Sparkle Rhinestone Fishnet Maxi Skirt in Silver | Size: L

Windsor Chic Confidence High Slit Mesh Midi Skirt in Black

$26.90

(2)

When subtle isn’t the move, this mesh midi skirt delivers. With a thigh-high slit and ruched waist, it’s the kind of style that owns the night and brings the confidence. Fit & FeaturesSheer mesh fabric with knit lining, high stretch, High-rise waist, ruching, Ultra-high front slit, Asymmetric midi-length hem, Flowy fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Confidence High Slit Mesh Midi Skirt in Black | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric

Midi Skirts For Fall

When it comes to building a fall wardrobe that feels both effortless and elevated, the midi skirt is the piece that quietly does it all. There’s something about that just-right length—landing somewhere between your knee and ankle—that makes every outfit look intentional, even if you only spent five minutes getting dressed. Fall midi skirts aren’t just a trend; they’re a seasonal staple, blending seamlessly into the cooler months with fabrics that feel as good as they look. Think plush knits that move with you, buttery leather that adds a hit of edge, or classic denim that’s ready for anything from a pumpkin patch stroll to a last-minute coffee run. Earthy tones, deep jewel hues, and those timeless autumnal prints (hello, plaid and subtle florals) set the mood, while the silhouette itself offers endless styling opportunities. Whether you’re layering up with a chunky sweater and ankle boots, tucking in a crisp blouse for a polished office look, or reaching for a fitted top and heeled boots for a night out, the fall midi skirt adapts to whatever the day (or your mood) throws your way.

The beauty of the midi skirt is in its versatility—this is the piece you’ll reach for when you want to look put-together without overthinking it. Pleated and A-line styles bring a graceful, classic vibe that never feels dated, while a sleek pencil or slip skirt instantly elevates your look with minimal effort. For those days when comfort is non-negotiable, a knit or sweater midi skirt is basically a cozy blanket you can wear outside (and still look chic). If you’re gifting, midi skirts are a thoughtful option for anyone who loves mixing and matching their closet or experimenting with new trends. They’re easy to dress up or down, making them a smart pick for birthdays, holidays, or even just a little “thinking of you” treat. With so many ways to personalize—layer with a blazer for work, cinch with a belt for shape, or toss on a cropped tee for casual plans—there’s a fall midi skirt for every personality, body type, and occasion. And let’s be honest, there’s a certain confidence that comes from knowing your outfit can handle anything the day brings, from surprise meetings to spontaneous dinners.

If you’re ready to refresh your lineup with a piece that works as hard as you do, explore the season’s best options in our curated collection of Midi Length Skirts. Each style is designed to keep you looking polished and feeling comfortable, no matter how unpredictable the weather—or your calendar—gets. Whether you’re shopping for yourself or searching for that perfect gift, midi skirts make it easy to embrace fall’s layered looks and rich textures, all while staying true to your personal style. This is more than just a fashion moment—it’s a wardrobe solution that keeps you covered, confident, and ready for whatever comes next.

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