High Waisted Flowy Shorts
High waisted flowy shorts are your secret weapon for turning any day into a main character moment. Effortlessly cool and ready to move with you, these shorts are made for spontaneous adventures, rooftop hangs, and all the double-tap-worthy moments in between. Whether you’re styling them up for brunch or keeping it casual for errands, high waisted flowy shorts bring that carefree energy you need to strut through life like it’s your own runway.
$26.90
A pair of off-white woven shorts featuring a smocked high-rise waistband and ruffled tier design.
$29.90
A pair of high-rise leopard print shorts featuring a playful ruffled hem for bold, stylish nights.
$39.90
A chic pair of ivory eyelet lace shorts featuring a high-rise waist and dual front pockets.
$36.90
A pair of multi-color watercolor print woven shorts featuring a high-rise waist and relaxed fit.
$26.90
A pair of black gauze shorts featuring a high-rise smocked waist and tiered ruffled design.
$22.90
A sleek black faux leather wrap skort with a high-rise waist and pleated detailing.
$54.90
A pair of medium denim high-rise shorts with rhinestone chains and trendy distressed accents.
$26.90
A taupe knit short with a high-rise waist and trendy scalloped hem for a boho vibe.
$36.90
A brown twill woven mini skort with a high-rise waist and double belted pleated overlay.
$34.90
A flowy off-white mini skort featuring a dainty floral print, tiered ruffles, and hidden shorts.
$12.97 $29.90 57% off
A chic pair of pink high-rise trouser shorts with side pockets and a slim-fit silhouette.
$32.90
A pair of light denim high-rise shorts with trendy distressed accents and a frayed cut-off hem.
$36.90
A dark denim mini skort featuring a high-rise fit, faux wrap overlay, side tie, and frayed hem.
$26.90
A chic black faux leather skort with a flowy A-line silhouette and high-rise waist.
$49.90
A denim chambray romper featuring floral embroidery, a ruched bust, smocked back, and flowy shorts.
$32.90
A pair of grey acid wash high-rise denim shorts featuring distressed details, frayed hems, and slight stretch.
$34.90
A pair of medium wash high-rise denim shorts featuring distressed accents and a frayed hem.
$24.90
An off-white high-rise skort with a flowy silhouette and charming uneven lace trim hem.
$19.90
A charming pair of white knit pajama shorts featuring a cherry print and ruffled hem.
$34.90
A yellow woven mini skort featuring a high-rise waist, side button accents, and a flirty ruffled hem.
$36.90
A chic pair of natural linen-blend trouser shorts featuring a belted waist and dual front pockets.
$29.90
A pair of chartreuse cotton shorts featuring a high-rise elastic waist, dual front pockets, and fitted silhouette.
$24.90
A black knit mini skort featuring a ruched high-rise waist, adjustable ties, and a flowy hanky hem.
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Oh-so-contemporary and sleek, these smooth faux leather shorts feature a high-rise waist, front snap-button, hidden zipper closure, side pockets, seam detailing, and a fitted cheeky hem. The lined faux leather fabric has minimal stretch. Complete the look in a basic tee and boots for an edgy vibe. Fit & FeaturesHigh-rise waist, Front snap-button and hidden zipper closure, Side pockets, Seam detailing, Fitted, cheeky hem, Faux leather lined fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth Moves PU High-Rise Shorts in Black | Size: M | Leather
Create your own fairytale this Halloween with hot shorts that feature a chic tiered lace design and a cheeky fit. Perfect for creating a masquerade-inspired costume or classic icons. Complete costume with the matching mask or plaid top. Fit & FeaturesStretchy knit fabric with tiered floral mesh design, Mid-rise elasticized waist, Cheeky bottom coverage, Form-hugging fit, Shorts in size small have an 8.5" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fairytale Tiered Lace Hot Shorts in Pink | Size: M | Knit Fabric/Mesh Fabric
Take the stage in this rhinestone hot shorts and heat the scene! Fit & FeaturesRhinestone embellishments, Stretchy cotton-blend knit fabric, Low-rise waist, Fitted silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Center Stage Rhinestone Hot Shorts in Black | Size: XS | Cotton/Knit Fabric/Rhinestone
Turn up the shine in these groovy metallic faux leather shorts perfect for themed parties! With a high-rise waist and form-hugging fit, these shorts accentuate your curves while providing a flattering silhouette. The cargo flap pockets offer functionality while the front button and hidden zipper closure secure the style. Complete the look in a mesh long sleeve top and heels! Fit & FeaturesCoated metallic faux leather fabric, slight stretch, High-rise waist, Form-hugging fit, Front button and hidden zipper closure, Three waist pockets, lower cargo flap pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Turn Up Cargo Metallic Faux Leather Shorts in Black | Size: M
Elevate your style with these hot shorts for any fun plans! These mid-rise shorts provide a comfortable fit and accentuate your curves in a sleek, form-hugging fit. Fit & FeaturesWoven fabric, Mid-Rise waist, Back zipper closure, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor One And Only Mid-Rise Hot Shorts in Black | Size: M | Woven Fabric
Put on a show arriving in these rhinestone denim shorts! They feature a flattering high-rise waist, and stunning rhinestone swag chains across the front for a touch of glamour. The distressed accents add a trendy edge, while the fitted hem ensures a perfect fit. Complete the look in a bodysuit and boots for a concert or music festival! Fit & FeaturesHigh-rise waist, Rhinestone swag chains across the front, Distressed accents, fitted hem, Front button and hidden zipper closure, Five-pocket styling, belt loop accents, Medium wash denim fabric, no stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pop Star Rhinestone High-Rise Denim Shorts in Med Denim | Size: S
Grab your besties and make plans to rock these mid-rise denim shorts for fun under the sun! The mid-rise waist and form-hugging fit flatter your curves, while the distressed accents and cut-off hem add a touch of edge. Complete the look in a cute bodysuit and platform sneakers! Fit & FeaturesDenim fabric, minimal stretch, Mid-rise waist, Distressed accents, cut-off hem, Form-hugging, Front button and hidden zipper closure, five-pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunny State Mid-Rise Distressed Denim Shorts in White | Size: S
Create an iconic 'fit for concerts and festivals with these curve-hugging hot shorts featuring a low-rise waist, front studded trim, and cheeky fit. Fit & FeaturesWoven fabric, moderate stretch, Low-rise elasticized waist, Front-studded trim, Cheeky form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Iconic 'Fit Studded Hot Shorts in Black | Size: S | Woven Fabric
Turn up the heat in these ponte micro shorts this season! Featuring a high-rise waist for a flattering fit, a form-hugging silhouette to accentuate your curves, and a cheeky cut to show off those legs. Complete the look in a graphic tee and sneakers! Fit & FeaturesPonte fabric, minimal stretch, High rise waist, Form-hugging fit, Cheeky cut micro hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make It Hot High Rise Ponte Micro Shorts in Black | Size: XL
Show off a trendsetting vibe in these mid-rise denim shorts for festival season! The lace-up side design adds the perfect edge to your casual 'fits. Fit & FeaturesDenim fabric, moderate stretch, Mid-rise waist, belt loops, Front button and hidden zipper closure, Lace-up side design, Fitted, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendsetting Vibe Lace-Up Denim Shorts in Olive | Size: L
High Waisted Flowy Shorts
Let’s be real: high waisted flowy shorts are the ultimate power move for any girl who wants to look effortlessly put together with zero stress. These aren’t just shorts—they’re a vibe, a whole mood, and the secret weapon for those days when you want to serve main character energy without sacrificing comfort. Picture this: you’re running late for brunch, hair still damp from your five-minute shower, but you slip into your favorite pair of high waisted cotton shorts, toss on a cropped tank, and suddenly you’re giving off that “I woke up like this” confidence. The high rise cinches you in at just the right spot, while the flowy silhouette keeps things breezy and free—no pinching, no riding up, just pure, unfiltered you. Whether you’re hitting the farmer’s market, dancing at a rooftop party, or just living your best life at a backyard hang, these shorts have your back (and your booty). They’re also the low-key MVP for travel—easy to pack, wrinkle-resistant, and ready for anything from sightseeing marathons to spontaneous road trip pit stops.
Gifting high waisted flowy shorts? Chef’s kiss. They’re the kind of present that says, “I know you, I get you, and I want you to feel amazing.” Perfect for your bestie’s birthday, your sister’s graduation, or just because you want to spoil someone who deserves to feel like a queen. The magic is in the versatility—these shorts work for every body type, every mood, and every plan on the group chat. They’re the go-to for that friend who’s always down for an adventure, the one who lives for comfort but refuses to sacrifice style, and even the girl who swears she “can’t pull off shorts” (spoiler: she totally can). Styling them is a breeze—think graphic tees for a laidback look, silky camis for a touch of glam, or oversized button-downs for that borrowed-from-the-boys charm. And don’t sleep on the details: paperbag waists, subtle ruffles, playful prints, and pockets (because we all know the struggle is real). If you’re on the hunt for even more dreamy options, check out our collection of High Waisted Woven Shorts for all the inspo you need to level up your wardrobe.
High waisted flowy shorts are the definition of “do it all” style. They’re the first thing you reach for when you want to feel cute but comfy, the piece you pack for every trip, and the staple that never lets you down—no matter what the weather or your plans have in store. Imagine twirling through a festival, catching the breeze on a city stroll, or just lounging with your crew at a picnic—these shorts are made for movement, for laughter, for living fully in every moment. They’re the answer to sticky days and spontaneous plans, the perfect blend of flirty and functional, and the kind of closet hero you’ll wonder how you ever lived without. Trust your bestie: once you slip into a pair, there’s no going back.