Date Night Skirts
Get ready to turn heads and steal hearts with our irresistible collection of date night skirts. Whether you're planning a romantic dinner under the stars or hitting the town for a night of dancing, these skirts are your perfect partner in crime. From flirty minis that show off those legs to sleek midis that exude sophistication, each piece is designed to make you feel like the unstoppable force you are. Slip into one of these beauties, and let the magic unfold—because when it comes to date night skirts, you're not just dressing up; you're dressing to slay!
SORT:
RECOMMENDED
$16.90
A black knit mini skirt with a high-rise waistband and flirty front hem slit.
$18 $22.90 21% off
A sleek black faux leather mini skirt with a high waist, front slit, and hidden back zipper.
$34.90
A black denim cargo mini skirt with a removable belt and dual side pockets.
$34.90
A brown cargo mini skirt with a high-rise waist and form-hugging twill fabric.
$34.90
A black satin mini skirt with a high-rise waist, dual flap pockets, and a form-hugging fit.
$19.90
A chic black knit mini skirt with a high-rise waist and sultry side slit.
$9.97 $26.90 63% off
A burgundy knit midi skirt with a high-rise waist, ruffled slit, and bodycon fit.
$39.90
A black sequin mini skirt with a high-rise waist and form-hugging fit for nights out.
$26.90
A black knit mini skirt with all-over rhinestone embellishments and a high-rise, form-hugging fit.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$36.90
A black mini skirt with a high-rise waist and cascading beaded fringe on ponte knit fabric.
$9.97 $34.90 71% off
A black denim mini skirt with a mid-rise waist, pleated A-line silhouette, and cargo pockets.
$9.97 $19.90 50% off
A daring black mini skirt with a high-rise waist and bodycon silhouette in textured knit fabric.
$26.90
A black high-rise maxi skirt with an asymmetrical slit and form-hugging knit silhouette.
$16.97 $39.90 57% off
A dark denim pleated skort with a mid-rise waist and woven shorts lining for comfort.
$26.90
A black high-rise maxi skirt with a flocked floral pattern and a stylish side slit.
$9.97 $34.90 71% off
A flirty black satin mini skirt with a ruched seam, adjustable bow, and side slit.
$34.90
A faux leather brown mini skirt with a high-rise waist and flattering bodycon fit.
$39.90
A bold black faux leather mini skirt with mid-rise waist and lattice side details.
$9.97 $34.90 71% off
An A-line leopard print mini skirt with a high-rise waist and satin woven fabric.
$14.97 $34.90 57% off
An ivory tweed mini skirt with a high-rise waist, bodycon fit, and front slit accent.
$26.90
A black lace mini skirt featuring a high-rise waist, adjustable side ties, and a ruffled hem.
$36.90
A sheer brown lace maxi skirt with a high-rise waist and romantic high slit.
$9.97 $22.90 56% off
A black ruffle mini skirt with a mid-rise waist, bodycon fit, and bow tie accent.
$32.90
A black faux leather skort with a high-rise waist and pleated A-line silhouette for edgy flair.
$29.90
A leopard print satin mini skirt with a high-rise waist and A-line silhouette.
$26.90
A black knit mini skirt featuring a velvet flocked floral pattern and a high-rise waist.
$34.90
A sassy pleated mini skirt in dark denim with a high-rise waist and trendy flair.
$36.90
A chic ivory mesh maxi skirt featuring a flocked velvet floral pattern and flared hem.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$36.90
A leopard print maxi skirt with a high-rise waist and ruffled flowy silhouette.
$26.90
A black ponte skort with a high-rise waist and flirty front slit for versatile styling.
$26.90
A black satin mini skirt with a lace trim slit and form-hugging high-rise fit.
$36.90
A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.
$26.90
A black knit high-rise skort with a ruffled hem, offering comfort and a form-hugging fit.
$34.90
A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.
$24.90
A black satin-like mini skirt featuring a drop waist and asymmetrical ruffled hem.
$9.97 $24.90 60% off
A black faux leather bubble mini skirt with a drop-waist silhouette and elastic bubble hem.
$39.90
A trendy dark denim bubble skirt featuring a mid-rise belted waist and flared silhouette.
$39.90
A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.
$24.90
A black mini skirt featuring a high-rise waist, front slit, and ruffle in stretchy knit fabric.
$39.90
A black satin midi skirt featuring a polka dot print, high-rise waist, and side slit.
$26.90
A blush bodycon midi skirt with a high-rise waist and side ruched seams in stretchy knit.
$36.90
A medium denim high-rise mini skirt with adjustable drawstring ties and a flared raw cut hem.
$15.97 $36.90 57% off
A pink faux leather mini skort with a ruched front and sleek mid-rise waist.
$36.90
A dark denim mini skirt with a mid-rise waist, bodycon fit, and frayed hem for vintage charm.
$39.90
A black faux leather mini skirt with a high-rise waist and edgy side button details.
$26.90
A chic brown faux leather mini skirt featuring a high-rise fit and stylish front slit.
Now Trending
Slay It With Style Mini Skirt in Black
$18
$22.90
21% 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: L | Faux Suede
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 Black | Size: M
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
Capture bold style with this faux leather slit mini skirt in a sleek bodycon silhouette. Pair with knee-high boots. Fit & FeaturesFaux leather fabrication, Mid-rise fit, High side slit, Mini length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bold Allure Faux Leather Mini Skirt in Wine | 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
A pleated mini skirt perfect for downtown girlies! Pair with a crop sweater and boots. Fit & FeaturesWoven fabric, Faux leather belted mid-rise waist, Pleated silhouette, Short-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Downtown Girl Belted Pleated Mini Skirt in Plum | Size: M | Leather/Woven Fabric
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
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: L | Lace Fabric/Knit Fabric/Sheer Lace 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: M | Knit Fabric/Woven Fabric
Date Night Skirts
As the sun dips below the horizon and the city lights start to twinkle, there’s a palpable buzz of excitement in the air—it’s date night. Whether it’s a first date or a hundredth, the perfect ensemble sets the tone. Enter the realm of Windsor skirts, where each piece promises more than just fabric and fit, but a night to remember. From the flirty sway of a chiffon midi to the daring allure of a body-con mini, these skirts are about making you feel like the main character in your own love story. Picture this: you, catching the light with every step in a shimmering satin skirt, paired with a soft, cropped sweater as you stroll through a cool March evening, laughter mingling with the breeze. It’s not just a look; it’s an experience.
Choosing the right skirt for date night is like selecting the perfect soundtrack for a road trip; it sets the mood and pace of the evening. Consider the venue and vibe of your date. A sleek, velvet pencil skirt whispers elegance for a dinner at that upscale Italian place, while a breezy, floral print skirt shouts adventure for a sunset beach picnic. Fabric and fit matter too—opt for comfort that doesn’t compromise on style, ensuring you can move freely, whether you’re dancing under the stars or walking hand in hand along the pier. Remember, it's all about how your outfit makes you feel: confident, beautiful, unstoppable. And if the night calls for something a bit more casual or edgy, consider pairing your favorite top with some stylish Date Night Shorts for a chic, effortless vibe.
Gift-giving can be a delightful yet daunting task, especially when it’s for someone special. A Windsor skirt isn’t just a gift; it’s a message. It says, "I see you and all the fabulousness you bring into this world." It’s perfect for the fashion-forward girlfriend who loves to express herself through her unique style or the best friend who’s all about that Instagram-worthy outfit. Imagine her unwrapping a beautiful box to find a skirt that seems tailor-made for her, ready to be worn on a night that’ll turn into a cherished memory. So, whether she’s the life of the party or the chic, mysterious type, there’s a Windsor skirt that’s just right for her. And every time she wears it, she’ll think of the person who knew just what she needed to feel like her best self. It’s not just a skirt; it’s a token of affection, a companion to countless stories yet to be told, under the moonlit sky or the bright city lights, where every moment is a scene waiting to be lived.