Evening Maxi Skirts
Turning heads and stealing the spotlight? That's just a regular Tuesday for our Windsor girl. Evening maxi skirts are your go-to for those nights when you want to glide through the crowd like you're on a runway. Whether you're sashaying into a gala or owning the dance floor at a friend's wedding, these skirts are all about bringing that drama and elegance with every step. Slip into one of these beauties and let the night unfold in endless possibilities—because when it comes to making an entrance, you've already won before you walk in the door!
$39.90
A breezy black sheer lace maxi skirt with a high-rise waist and asymmetric hem.
$39.90
A black sheer lace maxi skirt with a high-rise waist, ruching, and a high front slit.
$44.90
A beige high-rise maxi skirt with delicate embroidery and a flirty high front slit.
$36.90
A chic ivory mesh maxi skirt featuring a flocked velvet floral pattern and high-rise waist.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$36.90
An ivory floral print maxi skirt with a high-rise waist and flowy knit fabric.
$26.90
A high-rise black maxi skirt with a flocked floral pattern and a dramatic side slit.
$26.90
A brown high-rise knit maxi skirt with an asymmetrical slit and form-hugging silhouette.
$34.90
A sheer mesh maxi skirt in brown with a zebra print and mid-rise waist.
$36.90
A sheer brown lace maxi skirt with a high-rise waist and romantic high slit.
$32.90
An airy ivory lace maxi skirt with a high-rise waist and flowy hanky hem.
$36.90
A leopard print maxi skirt with a high-rise waist and ruffled flowy silhouette.
$39.90
A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.
$39.90
An ivory lace maxi skirt featuring a high slit and flowy sheer hem for boho-inspired elegance.
$34.90
A light denim chambray maxi skirt with a tiered design and high side slit for a western vibe.
$39.90
An ivory floral maxi skirt with a high-rise waist and side ruched seams in mesh fabric.
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Windsor Slay It With Style Mini Skirt in Black
$18 $22.90
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Elevate your going-out looks in this sleek faux leather mini skirt! This high-waist mini skirt features a sexy front slit and hidden back zipper for a seamless look at every angle. Make this faux leather mini skirt your wardrobe must-have for date night or clubbing with your party squad. Pair this flirty mini skirt with a beaded bustier top or long-sleeve satin tie-front top for a sexy and fierce night-out look. Fit & FeaturesHigh-rise fit, Vertical seam details, back zipper, Front slit accent, Form-hugging fit, Mini-length hem, Unlined faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Slay It With Style Mini Skirt in Black | Size: M | Leather/Satin Fabric
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 Black | Size: L | Faux Suede
Serve major style in this on-trend cargo mini skirt! Featuring a high-rise waist, vertical seam detailing, cargo-style side pockets, a mini-length hem, and a form-hugging fit, this skirt will level up your basic looks. The twill fabric offers minimal stretch. Style with a halter bodysuit and strappy mules. Fit & FeaturesHigh-rise waist, Belt loops, hidden front zipper, button closure, Vertical seams, Cargo side pockets, Mini-length hem, form-hugging fit, Twill fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Serving Style Cargo Mini Skirt in Brown | Size: M
This cute and trendy cargo mini skirt will step up this season's 'fits! It features a mid-rise waist, an included removable belt with a double grommet design, cargo-style side pockets, a mini-length hem, and a fitted silhouette. The denim fabric offers a moderate stretch. Style this denim skirt with a crop top and clear mules. Fit & FeaturesMid-rise waist, hidden front buttons, zipper closure, Included removable belt, double grommet design, Dual cargo-style side pockets, Mini-length hem, Fitted silhouette, Denim fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2 | Size: S
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
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
Channel an effortless boho vibe in this breezy sheer lace maxi skirt featuring a high-rise waist, ruched detailing with an adjustable drawstring, a high-cut side slit, and an asymmetric hem with a flowy silhouette. Perfect for pairing with a crop top and booties. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, adjustable drawstring, High side slit, Asymmetric maxi-length hem, Flowy fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Boho Sheer Lace Asymmetric Maxi Skirt in Black | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric
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
Step out looking like goals in this micro mini skirt with a flirty side slit and bodycon fit that'll get you noticed! Fit & FeaturesStretchy knit fabric, High-rise waist, Side slit, Bodycon silhouette, Micro mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor First Take Micro Slit Mini Skirt in Black | Size: M | Knit Fabric
This airy woven midi skirt will bring the sunny vibes to your weekend plans! Designed with a lightweight woven fabric with a mini-length lining, it features a high waist with the cutest tie detail, a high-cut side slit to showcase some leg, and a flowy slim-fit silhouette. Style with the matching crop top for a fabulous 'fit! Shop Matching Orange Top: Sunny Vibes Bow Back Woven Crop TopFit & FeaturesWoven fabric with mini-length knit lining, minimal stretch, High-rise elasticized waist, Tie detail, High side slit, Flowy slim-fit silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunny Vibes High Slit Woven Midi Skirt in Orange | Size: S | Knit Fabric/Woven Fabric
Evening Maxi Skirts
There’s something about slipping into an evening maxi skirt that instantly elevates your whole vibe—suddenly, you’re the main character, gliding into the room with a little extra drama in every step. Whether you’re dressing up for a rooftop dinner, a wedding that promises way too much dancing, or just want to bring the glam to a night out with your ride-or-die crew, a dressy maxi skirt is your go-to move for max impact with minimal effort. Picture this: soft, flowy fabrics that catch the light just right, bold slits that show off your new heels, or maybe a little shimmer that makes you feel like you’ve got your own spotlight. The right evening skirt doesn’t just fit your body, it fits your mood—whether you’re feeling classic and elegant, or you’re in the mood to turn heads with something bold and unexpected. And honestly, if you’ve ever been caught in the “what am I even wearing tonight?” panic, you know the magic of having a formal maxi skirt in your closet that can handle any invite you throw at it.
Evening maxi skirts are the ultimate power move for anyone who wants to look put-together without sacrificing comfort. They’re a dream for gifting, too—think of your bestie who’s always RSVP-ing yes, your sister who’s about to graduate, or your mom who deserves to feel like a queen at her next big event. Shopping for an evening skirt is all about finding that perfect blend of fit, fabric, and flair. If you love to twirl, go for something with a little volume; if you’re all about showing off your curves, look for a sleek, body-hugging silhouette. Details like ruching, high slits, or a dramatic train can totally change the energy, taking you from sweet to spicy in a snap. And don’t even get us started on styling—pair with a crop top for a modern vibe, or a fitted bodysuit for that snatched, red-carpet look. Add a leather jacket for some edge, or keep it classic with a statement necklace and strappy heels. The best part? You can rewear that evening maxi skirt a million different ways, making it the MVP of your wardrobe (and your group chat’s outfit inspo thread).
If you’re ready to bring the drama, confidence, and good vibes to every invite on your calendar, you’re in the right place. Whether you’re shopping for yourself or picking out a gift that’s guaranteed to wow, these dressy maxi skirts are all about making you feel unstoppable. You’ll find options that work for every style—sleek and simple, all-out glam, or somewhere in between—so you can show up as your boldest, brightest self. For even more inspo and to see the full lineup of styles that’ll have you feeling like the main event, check out our curated collection of Evening Skirts and get ready to make every night unforgettable.