Holiday Midi Skirts
Get ready to sleigh the holiday season with our fabulous collection of holiday midi skirts! Perfect for every festivity under the twinkling lights, these skirts are your go-to for adding that extra dash of glam to your wardrobe. Whether you're sipping cocoa by the fire or tearing up the dance floor at the annual office party, our midi skirts have got you covered. From velvet textures to shimmering sequins, you'll have all eyes on you as you make your grand entrance. So go ahead, strut your stuff and let those holiday vibes shine through with every step!
$26.90
A flirty ivory midi skirt featuring ruched detailing and an asymmetric high-side slit in stretchy knit.
$26.90
A red stretchy knit-lined midi skirt with ruching and an asymmetrical high-side slit.
$46.90
A black and white striped midi skirt featuring a bodycon silhouette and stretchy knit fabric.
$39.90
A black satin midi skirt with a high-rise waist, polka dots, and a side slit.
$28.90
A pink knit midi skirt featuring ruffle trim, side slit, high-rise waist, and bodycon fit.
$39.90
A natural crochet knit midi skirt with a high-rise waist and bodycon fit for stylish outings.
$34.90
A black high-rise midi skirt crafted from stretchy knit fabric with a sleek column silhouette.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$44.90
A natural-colored knit midi skirt featuring a wavy striped pattern and high center back slit.
$42.90
A black satin midi skirt featuring a high-rise waist and a chic front high slit.
$29.90
A chic black ribbed knit midi skirt with a high side slit and bodycon fit.
$39.90
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
$44.90
A brown striped crochet knit midi skirt featuring a high-rise waist and a thigh-high side slit.
$29.90
A tan tropical print midi skirt featuring a high-rise waist, mesh overlay, and form-hugging silhouette.
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Slay It With Style Mini Skirt in Black
$9.97 $22.90
56% off
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: L | 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 Tan | Size: XS | Faux Suede
Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2
$13.97 $34.90
60% off
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
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: 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
Channel that coastal chic vibe with this breezy linen maxi skirt featuring a tiered design, high-cut side slit, and flowy A-line silhouette. Fit & FeaturesLinen-blend fabric, High-rise waist, Tiered design, Thigh-high side slit, Flowy A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural | Size: L
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
With this flirty midi skirt for celebrations or date night, you'll stun with the ruched detailing and high-cut side slit. Pair with the matching crop top to complete the look. Shop Matching Top: Flirty Ways Halter Lace Trim Crop TopFit & FeaturesStretchy smooth knit fabric with lining, High-rise waist, Ruching, Asymmetric high-side slit, Midi-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty Ways Ruched High Slit Midi Skirt in Ivory | Size: L | Knit 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: L | Knit 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
Holiday Midi Skirts
When it comes to nailing that picture-perfect midi skirt holiday look, it’s all about finding the sweet spot between effortless glam and playful charm. Midi skirts are the ultimate wing-woman for those spontaneous invites and last-minute plans—they’re polished enough for a family dinner, flirty enough for a night out with your crew, and comfy enough to twirl through every moment in between. Whether you’re the main event at a festive gathering or just want to feel a little extra while sipping cocktails with your girls, a midi skirt outfit holiday style makes sure you’re serving main character energy all night long. Think luxe satins, shimmering metallics, and bold prints that catch every eye in the room—these skirts are made for making memories (and, let’s be real, collecting compliments). You’ll love how easy it is to build a look that’s uniquely you: pair with a cropped sweater for that cozy-cute vibe, or style with a sleek bodysuit and strappy heels for instant party goddess status. And if you’re gifting? Midi skirts are a total win for your fashion-forward bestie, your trendsetting sister, or anyone who loves a little drama with their sparkle—because nothing says “I see your style” like a gift that goes from brunch to the dance floor without missing a beat.
For the girl who lives for a little extra, the midi skirt holiday edit is packed with options that let you play with textures, layers, and accessories until your outfit is as bold as your plans. Imagine stepping into a room, your skirt catching the light with every move, and feeling that rush of confidence that only comes when you know you look as good as you feel. Midi skirts are the secret weapon for those moments when you want to make an entrance—think swishy pleats, daring slits, and waist-cinching details that bring all the drama (and then some). They’re also a lifesaver for those “what do I wear?” moments, ready to transform with a quick change of top or shoes. And if you’re the friend who always finds the perfect gift, a midi skirt is a vibe—easy to fit, endlessly versatile, and guaranteed to earn you the title of best gift-giver ever. Don’t forget to check out the latest Party Midi Skirts for even more inspo to keep your style game strong, no matter where the night takes you.
Every midi skirt tells a story, and holiday moments are the perfect backdrop for a little fashion magic. Maybe you’re twirling under fairy lights at a rooftop bash, or maybe you’re just feeling yourself at a cozy dinner with friends—either way, the right midi skirt makes every moment feel like a celebration. With endless ways to style and layer, these skirts are your go-to for mixing up your look without ever missing a beat. They’re the MVPs for group pics, Insta stories, and every dance break in between. So go ahead, pick the midi skirt that speaks to your wild side, your sweet side, or your glam side—and get ready to own every room you walk into.