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!

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$36.90

A sleek black faux leather mini skort with a ruched front overlay and bodycon silhouette.

Best Seller

$16.90

4.150943 star rating

A black knit mini skirt with a high-rise waistband and flirty front hem slit.

Sale

$14.97 $34.90 57% off

5 star rating

A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.

$36.90

5 star rating

A playful zebra print mini skirt with a mid-rise waist and form-hugging woven fabric.

Sale

$15.97 $36.90 57% off

5 star rating

A sheer brown lace maxi skirt with a high-rise waist and romantic high slit.

Best Seller

$34.90

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

Sale

$9.97 $22.90 56% off

4.619048 star rating

A sleek black faux leather mini skirt with a high waist, front slit, and hidden back zipper.

$26.90

5 star rating

A black knit mini skirt with all-over rhinestone embellishments and a high-rise, form-hugging fit.

Sale

$10.97 $26.90 59% off

4.75 star rating

A black lace mini skirt featuring a high-rise waist, adjustable side ties, and a ruffled hem.

$42.90

4.5 star rating

An ivory knit wrap skirt with a tie-waist and cascading fringe hem for a chic getaway look.

$34.90

4 star rating

A faux leather brown mini skirt with a high-rise waist and flattering bodycon fit.

$39.90

4.666667 star rating

A light blue crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish outings.

New Arrival

$32.90

5 star rating

A taupe sequin snake mini skirt with a high-rise waist and stretchy knit lining.

$34.90

5 star rating

A dazzling pink sequin mini skirt with a high-rise waist and bodycon fit for festive occasions.

$22.90

3 star rating

A sleek pink knit mini skirt featuring a bodycon silhouette and mid-rise waist for a chic look.

$36.90

5 star rating

A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.

$26.90

5 star rating

A black knit mini skirt featuring a velvet flocked floral pattern and a high-rise waist.

$36.90

5 star rating

A leopard print maxi skirt with a high-rise waist and ruffled flowy silhouette.

Sale

$9.97 $26.90 63% off

5 star rating

A black woven skort with a floral polka dot print and ruffled mini-length skirt overlay.

$24.90

5 star rating

A black mini skirt featuring a high-rise waist, front slit, and ruffle in stretchy knit fabric.

$36.90

5 star rating

A charcoal leopard print denim mini skirt with a mid-rise waist and bodycon fit.

$39.90

A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.

Sale

$13.97 $34.90 60% off

A trendy ivory pleated denim mini skirt with a distressed hem and A-line silhouette.

Sale

$9.97 $39.90 75% off

An ivory floral mini skirt with glitter dots, ruffle trim, and a high-waist smocked style.

Sale

$13.97 $34.90 60% off

A mid-rise denim mini skirt with pleated silhouette and dual belted waist for a trendy look.

$32.90

A sleek black faux leather skort with edgy buckle accents and a bodycon silhouette.

$22.90

A pink knit mini skirt featuring a ruffled hem and bodycon silhouette for a chic night out.

$29.90

A black faux leather micro mini skirt featuring a lace trim, high-rise waist, and flirty slit.

Sale

$9.97 $39.90 75% off

A black ruffled mini skirt in ponte knit with a high waist and bodycon fit.

$36.90

A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.

Sale

$10.97 $26.90 59% off

A black satin skater skirt featuring a high-rise waist and a flirty faux wrap design.

$39.90

A black faux leather mini skirt with a high-rise waist and edgy side button details.

$34.90

A brown floral mesh midi skirt with a high-rise waist and sultry front slit.

$54.90

4.5 star rating

An ivory floral satin dress with a lace-up back and flirty A-line silhouette.

$44.90

3.666667 star rating

A white strapless mini dress featuring lace corset bodice, chiffon ruffled skater skirt, and sweetheart neckline.

$34.90

5 star rating

A trendy dark denim mini skort with a mid-rise waist and bodycon fit, featuring a skirt overlay.

Best Seller

$22.90

4 star rating

A sleek black bodycon mini skort with faux leather fabric and a high-rise waist.

$29.90

5 star rating

A black pleated ponte skort with a high-rise waist and mini-length hem for a preppy look.

$39.90

3.5 star rating

A faux leather mini skort with a western belted waist, perfect for concerts and festivals.

$49.90

5 star rating

An off-the-shoulder black midi dress featuring mesh-lined fabric, ruched bodycon silhouette, and a bold side slit.

$32.90

5 star rating

An airy ivory lace maxi skirt with a high-rise waist and flowy hanky hem.

Sale

$18.97 $44.90 58% off

5 star rating

A natural knit midi skirt featuring a wavy striped pattern and a high center back slit.

$26.90

5 star rating

A sleek black knit midi skirt featuring a high-rise waist, bodycon fit, and center back slit.

$34.90

A white cotton mini skort featuring a tiered ruffled overlay and hidden fitted knit shorts.

New Arrival

$24.90

A black knit mini skort featuring a ruched high-rise waist, adjustable ties, and a flowy hanky hem.

$24.90

A black tropical print maxi skirt in sheer mesh with a high-rise waist and sultry side slit.

Sale

$9.97 $39.90 75% off

A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.

Sale

$9.97 $34.90 71% off

A light denim mid-rise skort combining skirt style with shorts coverage and unique stitch detailing.

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Slay It With Style Mini Skirt in Black
Sale
(42) 4.6190476 star rating

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

Wild At Heart Long Fringe Skirt in Tan
(33) 4.848485 star rating

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
Sale
(19) 4.9473686 star rating

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

Bold Staple Ruched Asymmetrical Midi Skirt in Black
(9) 5 star rating

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

Windsor Sleek Status Faux Leather Mini Skirt in Black
(6) 3.6666667 star rating

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

Windsor First Take Micro Slit Mini Skirt in Black
(5) 5 star rating

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

Keep A Secret Lace Slit Maxi Skirt in Black
(5) 4.8 star rating

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 Breezy Boho Sheer Lace Asymmetric Maxi Skirt in Ivory
(5) 5 star rating

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 Ivory | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural
(4) 4.5 star rating

Heading on vacation? Don't forget to grab this vacay ready high-rise crochet maxi skirt with a sultry high front slit that flaunts some leg. Pair with the matching top and your fave shades! Fit & FeaturesCrochet fabric, stretchy knit lining, High-rise elasticized waist, High front slit, Flowy maxi-length silhouette, Runs true to size , Shop The Matching Top: Vacay Ready Tie-Front Bandea Crochet Crop Top Free Shipping on All Orders Over $75. | Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural | Size: L | Knit Fabric

Call Me Cutie Floral Eyelet Mini Skirt in White
Sale
(4) 4.5 star rating

Get ready for everyone to call you cute in this floral mini skirt designed with a flirty layered ruffle that captures attention and a mini-length hem that lets you flaunt your figure. Pair with the matching top. Shop Matching Top: Call Me Cutie Lace-Up Floral Eyelet Corset TopFit & FeaturesFloral print, eyelet woven lined fabric, Stretchy smocked high-rise waist, Layered ruffle , Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Call Me Cutie Floral Eyelet Mini Skirt in White | Size: L

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.