Casual Skirts
Casual skirts are your go-to for effortlessly chic vibes, whether you're headed to brunch with the squad or just doing your thing around town. They’re all about mixing comfort with style, giving you that perfect blend of laid-back cool and fashion-forward flair. Think of them as your wardrobe’s best-kept secret, ready to unleash your inner trendsetter with every twirl and strut. From flirty minis to flowy midis, these skirts have got you covered for every casual occasion, making sure you’re always the center of attention. So go ahead, girl—step into the spotlight and let those casual skirts do all the talking!
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.
$29.90
A tan faux suede skirt with a high-rise waist and ankle-length fringe for a festival vibe.
$34.90
A dark denim cargo mini skirt with a mid-rise waist, removable belt, and side pockets.
$34.90
A brown cargo mini skirt with a high-rise waist, vertical seams, and cargo-style pockets.
$34.90
A black acid-wash denim skort with a mid-rise waist and hidden fitted shorts for coverage.
$9.97 $26.90 63% off
A burgundy knit midi skirt with a high-rise waist, ruffled slit, and bodycon fit.
$39.90
A plum pleated mini skirt with a faux leather belt, perfect for stylish downtown outings.
$34.90
An olive cotton-blend cargo mini skirt with a belted mid-rise waist and cargo pockets.
$6 $19.90 70% off
A chic ivory mini skirt in smooth faux leather with a high-rise waist and side slit accent.
$26.90
A camel midi skirt featuring stretchy knit fabric, ruching, and an asymmetrical high-side slit.
$39.90
A sheer black lace maxi skirt with a high-rise waist, ruching, and a high front slit.
$29.90
An airy orange woven midi skirt with a high slit and tie detail for sunny vibes.
$26.90
A black and white houndstooth mini skirt featuring a high-rise waist and form-hugging fit.
$9.97 $34.90 71% off
A black denim mini skirt with a mid-rise waist, pleated A-line silhouette, and cargo pockets.
$39.90
A chic black woven skater skirt featuring a high waist, pleats, and a double-belted design.
$34.90
A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.
$9.97 $19.90 50% off
A daring black mini skirt with a high-rise waist and bodycon silhouette in textured knit fabric.
$32.90
A black pleated tennis skort with a high-rise waistband and workout shorts lining with pockets.
$29.90
A tan faux suede mini skirt with a high-rise waist and a stylish front slit.
$34.90
A black acid-wash denim mini skirt with a bodycon fit, adjustable belt, and cargo pockets.
$9.97 $39.90 75% off
A black high-waist denim skort with trendy cargo details and an edgy wrap-front design.
$29.90
An ivory lace skort with tiered ruffles and knit-fitted shorts for charming coverage.
$39.90
A bold black faux leather mini skirt with mid-rise waist and lattice side details.
$16.97 $39.90 57% off
A dark denim mid-rise skort with pleated silhouette and woven shorts lining for playful comfort.
$9.97 $34.90 71% off
A black satin mini skirt featuring a mid-rise waist, adjustable bow, and side slit.
$9.97 $36.90 73% off
A mauve high-rise denim skort with zipper detailing and pleated hem, perfect for any occasion.
$29.90
A brown midi skirt featuring floral flocked velvet, sheer mesh, and a high-rise waist with lace trim.
$22.90
A black satin mini skort featuring a high-rise waist, ruched side seam, and adjustable drawstring.
$29.90
An eye-catching red mini skirt with a wrap-front design and asymmetric fold-over detail.
$26.90
A black knit high-rise maxi skirt with an asymmetrical slit and form-hugging silhouette.
$24.90
A black knit mini skirt featuring a pleated wrap design and a mid-rise waist.
$39.90
A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.
$34.90
A faux leather brown mini skirt with a high-rise waist and flattering bodycon fit.
$9.97 $19.90 50% off
A trendy brown zebra print mini skirt with a high-rise waist and chic front slit.
$9.97 $39.90 75% off
An adorable beige pleated mini skirt with a mid-rise waist and side button closures.
$34.90
A brown denim mini skort with a high-rise waist and dual front slits for a chic look.
$9.97 $34.90 71% off
A pleated knit mini skirt in off white with a flattering mid-rise waist for versatile styling.
$9.97 $34.90 71% off
An A-line leopard print mini skirt with a high-rise waist and satin woven fabric.
$29.90
An ivory floral skort with a ruffled tiered silhouette and high-rise smocked waistband.
$32.90
A pleated charcoal mini skort with a ribbed high-rise waist and hidden shorts for versatile style.
$34.90
A dark denim high-rise skort featuring a faux wrap-front design and fitted shorts.
$32.90
A chic black faux leather mini skirt featuring a belted waist and side flap pockets.
$26.90
A black lace mini skirt featuring a high-rise waist, adjustable side ties, and a ruffled hem.
$42.90
An ivory knit wrap skirt featuring a tie-waist and cascading fringe hem for a chic getaway look.
$29.90
An ivory knit skort with a high-rise waist, double bow detail, and pleated skater silhouette.
$32.90
An airy ivory lace maxi skirt with a high-rise waist and flowy hanky hem.
$13.97 $32.90 58% off
A black knit mini skirt featuring high-rise waist, ruching, and sparkling rhinestone embellishments.
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: XS | 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: M
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
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
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 Red | Size: XS
Windsor Sleek Status Faux Leather Mini Skirt in Ivory
$6
$19.90
70% off
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 Ivory | Size: M
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: L | Knit Fabric/Woven Fabric
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
Casual Skirts
Oh, honey, let’s talk casual skirts – the unsung heroes of your closet that effortlessly bridge the gap between laid-back chic and killer style. Whether you’re a brunch babe, a park picnic enthusiast, or just love to keep it low-key stylish for your coffee runs, a good casual skirt is like your bestie: reliable, flattering, and always ready to make you feel fabulous. As we shake off the chill of winter and step into the fresh vibes of spring, it’s the perfect time to let those legs breathe a little in some cute skirts that scream sunshine and good times.
Imagine this: it’s a sunny Saturday morning, you’ve got plans to meet the girls for a light brunch and some much-needed catch-up. What’s your go-to? That’s right, a swishy midi skirt paired with your fave graphic tee tied at the waist, some chunky sneakers, and a statement crossbody bag to stash all your essentials – because we know a Windsor girl comes prepared. Or maybe it’s one of those lazy afternoons, you’re at the local art fair, browsing through quirky prints and handmade jewelry. Picture yourself in a breezy A-line skirt, a comfy tank top, and those adorable sandals that have been waiting all winter to come out and play. Casual skirts are not just a piece of clothing; they’re a vibe, a way of life, ready to be dressed up or down to suit your mood and the occasion. They’re perfect for gifting too, because who wouldn’t love a new favorite skirt to twirl around in? Whether it’s a birthday treat for your sister or a just-because gift for your bestie, it’s a wardrobe staple that’s always appreciated.
For more inspo on styling or to find your next skirt crush, check out our full range of Women's Skirts. Trust us, with the array of lengths, colors, and patterns available, you’ll want to stock up to keep your skirt game strong all season long. Remember, it’s all about creating those perfect, Instagrammable moments where you look effortlessly cool and feel even cooler. From denim darlings that pair perfectly with your vintage tees to sultry slit skirts that bring just the right amount of drama to your date nights, there’s something for every occasion. So, whether you’re updating your skirt collection or picking out the perfect gift, think of each piece as a canvas for your personal style story – one where you’re the fearless, fabulous protagonist. Now go on, twirl into your next adventure like the style queen you are!