Trendy Denim Shorts
Trendy denim shorts are the ultimate wardrobe staple that screams sunshine and good vibes, perfect for every Windsor girl ready to strut her stuff with confidence. Whether you're hitting the festival scene, lounging at a beachside café, or just owning your day-to-day adventures, these shorts are your go-to partner in crime. With a cheeky flair and a fearless attitude, they effortlessly blend comfort with style, making sure you turn heads wherever you go. So, get ready to unleash your inner fashionista and rock those trendy denim shorts like the fierce queen you are!
$32.90
A pair of high-rise dark denim shorts with a form-hugging fit and stretch fabric.
$54.90
A glamorous pair of medium denim shorts featuring rhinestone chains and a flattering high-rise waist.
$32.90
A pair of white mid-rise denim shorts with distressed accents and a form-hugging fit.
$34.90
A pair of olive mid-rise denim shorts with a trendy lace-up side design for festival flair.
$36.90
A laidback pair of medium wash denim jorts with a relaxed silhouette and knee-length hem.
$34.90
A trendy pair of dark denim shorts featuring a mid-rise waist and stylish lace-up front.
$32.90
A trendy pair of grey acid wash denim shorts with a mid-rise waist and form-hugging fit.
$32.90
A pair of dark denim high-rise shorts with a form-hugging fit and four-pocket styling.
$36.90
A pair of mid-rise denim hot shorts with a color wash tint and cheeky fit.
$34.90
A black acid-wash denim skort with a mid-rise waist and hidden fitted shorts for coverage.
$34.90
A trendy dark denim mini skort with a mid-rise waist and bodycon fit for versatile styling.
$39.90
A light denim mini skort with a tiered ruffled design and hidden fitted shorts for coverage.
$36.90
A medium denim skort with a dual slit overlay and form-hugging fit for chic styling.
$36.90
A medium denim high-rise skort featuring a ruffled mini skirt overlay and form-hugging fit.
$32.90
A trendy black denim mini skort with a ruched side seam and high-rise waist.
$34.90
A dark denim high-rise skort with a faux wrap-front and fitted shorts for casual style.
$9.97 $34.90 71% off
A rust denim skort with a mid-rise belted waist and bodycon silhouette for casual occasions.
$9.97 $34.90 71% off
A stylish pair of brown satin cargo jorts featuring a high-rise waist and large side flap pockets.
$39.90
A medium denim skort featuring a pleated mini skirt overlay and edgy exposed pockets.
$34.90
A light denim mid-rise skort combining skirt style with shorts coverage and unique stitch detailing.
$29.90
An edgy black acid-wash denim skort featuring a mini-length overlay and hidden shorts for coverage.
$34.90
An edgy brown acid wash denim skort with a mid-rise waist and mini-length hem.
$34.90
A dark denim mini skort featuring a mid-rise waist and front skirt overlay with a slit.
$34.90
A high-rise dark denim skort with a bodycon fit and mini-length hem for casual styling.
$39.90
A sassy denim mini skort featuring a unique belted overlay and form-hugging fit.
$34.90
A high-rise grey acid wash denim skort with an envelope front and form-hugging mini-length hem.
Now Trending
Radiate the sweetest vibe in this adorable hanky hem mini skort! Designed with an airy sheer floral lace fabric and a knit lining, this pretty skort will bring that boho-chic flair. The ruched high waist leads to a hanky hem with an asymmetric design creating an effortless flowy A-line silhouette over fitted shorts. Style with a crop top and mules for a sunset happy hour! Fit & FeaturesStretchy sheer floral lace fabric with knit lining, Ruched high waist, Mini-length hanky hem, A-line fit, Fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweetest Vibe Hanky Hem Lace Mini Skort in Ivory | Size: M | Lace Fabric/Knit Fabric
Capture cool vibes in this on-trend acid-wash denim skort! Designed with a cotton-blend denim fabric, the skort offers a moderate stretch. The flattering mid-rise waist leads to a mini-length overlay over hidden fitted shorts for coverage. The skort features a classic five-pocket and belt loop design and a hidden front zipper and button closure. Style with a graphic tee and combat boots for an edgy-chic concert look. Fit & FeaturesAcid wash cotton-blend denim fabric, moderate stretch, Mid-rise waist, Five-pocket and belt loop design, hidden front zipper, button closure, Mini-length overlay, hidden fitted shorts, Form-hugging fit, Skort in size small has a 10" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Keep It Cool Mid-Rise Acid-Wash Denim Skort in Black | Size: XL | Cotton
Cute and trendy, this denim mini skort adds a flirtatious vibe to your 'fits with its tiered ruffled design. The short overlay offers a flared silhouette over hidden fitted shorts for coverage. Fit & FeaturesDenim fabric, Mid-rise waist, back zipper closure, V-shaped waist seam, Tiered ruffled design, Mini-length overlay, flared silhouette, Fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Trendsetter Ruffled Denim Skort in Light Denim | Size: M
Bring on the compliments in this high-rise skort featuring a flattering A-line silhouette and mini-length hem. The smooth ponte knit fabric offers a polished look and plenty of stretch. Fit & FeaturesPonte knit fabric, shorts lining, moderate stretch, High-rise waist, A-line silhouette, Mini-length hem, Skort has a 11.5” front rise with a 1.5” inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Admirable Style High-Rise Ponte Mini Skort in Ivory | Size: S | Knit Fabric
Achieve a preppy look with this pleated ponte skort in a flattering high-rise waist and mini-length perfect for showing off boots or flats! Fit & FeaturesPonte knit fabric, shorts lining, High-rise waist, Pleated skirt overlay, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor School's Out High-Rise Pleated Ponte Skort in Black | Size: XS | Knit Fabric
Look and feel charming in this lace skort designed with flirty ruffles and knit-fitted shorts for coverage. Pair with a jean jacket. Fit & FeaturesMesh floral lace fabrication, moderate stretch, Drop waist, Tiered-ruffles, Mini skirt-like overlay, Knit fitted shorts, Skort in size small has an 8" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Charming Allure Drop Waist Tiered Lace Skort in Ivory | Size: L | Lace Fabric
Look and feel darling in this ruffled denim skort for daytime fun! Fit & FeaturesMedium wash denim fabric, High-rise waist, front button and zipper closure, belt loops, Form-hugging fit, Ruffled mini skirt overlay, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Daylight Darling High-Rise Ruffled Denim Skort in Med Denim | Size: M
A high-rise knit skort features a preppy pleated silhouette and a striped mini-length hem. Perfect for back-to-school or any casual plans. Shop Matching Top And Sweater: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Button Crop SweaterFit & FeaturesStretchy knit fabric, shorts lining, High-rise waist, Pleated silhouette, Striped mini-length hem, Skort has a 9.5" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Preppy Please Striped Pleated Knit Skort in Black | Size: L | Knit Fabric
You're just a girl who loves to look cute and casual, and this striped boxer skort is just the ticket! With a flattering mid-rise waist with button accents and a form-hugging fit, you'll love having this skort in the lineup. Fit & FeaturesStriped print, woven fabric, Elasticized mid-rise waist, button accents, Form-hugging fit, Shorts lining, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Just A Girl Mid-Rise Striped Boxer Skort in Pink | Size: L | Woven Fabric
Wild and flirty, this leopard skort brings fierce charm in a high-rise waist and ruffled design. Perfect for casual nights out or vacations! Fit & FeaturesWoven fabric, leopard print, Stretch smocked high-rise waist, Ruffled design, Skirt overlay, shorts bottom, Runs true to size, Free Shipping on All Orders Over $75. | Windsor She's Wild High-Rise Leopard Ruffle Skort | Size: XS | Woven Fabric
Trendy Denim Shorts
Denim shorts are the ultimate ride-or-die wardrobe staple—always ready to back you up for a spontaneous road trip, a rooftop brunch, or that last-minute festival invite you just couldn’t say no to. There’s just something about slipping into a pair of perfectly lived-in Windsor denim shorts that makes you feel like the main character, no matter what the day throws your way. Whether you’re a fan of classic cutoffs, love a little edge with distressed details, or want to dial up the drama with denim shorts featuring a skirt overlay, there’s a style out there that totally matches your vibe. And let’s be real: denim shorts aren’t just for the beach or backyard hangs. They’re the ultimate canvas for self-expression—think layered with a cropped graphic tee and chunky sneakers for a downtown-cool look, or dressed up with a flirty blouse and strappy heels for a night out that’s bound to be legendary. If you’re shopping for yourself or searching for the perfect gift for your bestie, sister, or that friend who’s always stealing your clothes, a pair of trendy Windsor jean shorts is basically a guaranteed win. They’re versatile, easy to style, and have that “throw on and go” energy that keeps you looking put-together—even when you’re running fashionably late.
When it comes to picking out your next favorite pair, it’s all about the details that make you feel unstoppable. High-waisted fits are a forever favorite for their flattering silhouette and comfy, secure feel—perfect for dancing all night or just lounging with your squad. If you’re all about standing out, try a pair of denim shorts with a skirt overlay for a playful twist that’s equal parts flirty and unexpected. This style is a total conversation starter and adds a little extra flair that’ll have everyone asking, “Where’d you get those?” For the trendsetters who love to coordinate, a denim set Windsor style is the move—matching shorts and a jacket or top give off that effortlessly cool, “I woke up like this” energy. And don’t forget about the little things: raw hems, frayed edges, and statement hardware can totally transform your look and show off your personality. When you’re shopping for denim, pay attention to fit, wash, and stretch—these are the secrets to finding shorts you’ll reach for again and again. Light washes scream laid-back confidence, while dark denim brings a touch of polish to any outfit. A touch of stretch means you can live your best life without feeling restricted, whether you’re hitting up a concert or crashing a bonfire on the beach.
Denim shorts are more than just a seasonal trend—they’re the backbone of every fearless girl’s closet, ready to handle whatever adventure (or mischief) comes your way. They make the perfect gift for any occasion, whether you’re surprising your BFF with a style upgrade or treating yourself to a little retail therapy “just because.” And if you’re obsessed with all things denim, don’t stop at shorts—explore the full spectrum of must-have looks with our collection of Trendy Denim Jeans to keep your style game strong all year long. No matter how you style them, Windsor denim shorts are here to gas you up, keep the good vibes rolling, and make sure you’re always dressed to impress—because you deserve to feel like the unstoppable force you are, every single day.