Comfy Shorts
Comfy shorts are your ticket to laid-back days and spontaneous adventures—because who says you can’t look cute while keeping it chill? Whether you’re lounging with your crew, hitting up your favorite coffee spot, or just vibing at home, these shorts have your back. Slip into effortless style that feels as good as it looks, and let comfy shorts be the go-to pick for every plan.
$26.90
A pair of off-white woven shorts featuring a smocked high-rise waistband and ruffled tier design.
$34.90
A cheeky form-hugging ivory knit short with a tiered ruffled design, perfect for festivals.
$22.90
A pair of pink, low-rise ribbed knit pajama shorts perfect for cozy lounging.
$36.90
A pair of multi-color watercolor print woven shorts featuring a high-rise waist and relaxed fit.
$26.90
A pair of brown rib knit hot shorts featuring a foldover mid-rise waistband and seamless, form-hugging fit.
$29.90
An airy pair of light blue cotton shorts featuring a smocked drawstring waist and playful ruffled hem.
$22.90
A comfy pair of ivory knit pajama shorts with a flattering mid-rise folded waist and cheeky bottom.
$16.90
A pair of multi-color ribbed knit pajama shorts featuring a playful gummy bear print and cheeky fit.
$17.90
A pair of pink knit pajama shorts featuring a playful dice print, elastic waist, and side slits.
$29.90
A pair of chartreuse cotton shorts featuring a high-rise elastic waist, dual front pockets, and fitted silhouette.
$24.90
A pair of black woven mid-rise shorts featuring a sleek, form-hugging fit for stylish comfort.
$32.90
A pair of white mid-rise denim shorts with distressed accents and a form-hugging fit.
$26.90
A taupe knit short with a high-rise waist and trendy scalloped hem for a boho vibe.
$29.90
A chic pair of black and white gingham ruffle shorts with a flattering low-rise waist.
$29.90
A pair of black rhinestone-embellished hot shorts in stretchy cotton-blend knit with a low-rise waist.
$29.90
A playful pair of pink low-rise shorts featuring ruffled mesh-lined fabric and a fitted silhouette.
$32.90
A pair of dark denim mid-rise shorts with a frayed hem and vintage-inspired fabric.
$32.90
A pair of light denim high-rise shorts with trendy distressed accents and a frayed cut-off hem.
$32.90
A pair of grey acid wash high-rise denim shorts with distressed details and a frayed hem.
$9.97 $16.90 41% off
A playful pair of pink knit pajama shorts featuring a zesty orange print and cheeky fit.
$24.90
A stylish pair of black and white gingham shorts with a mid-rise waist and ruffled hem.
$36.90
A relaxed-fit, low-rise denim short in medium wash with belt loops and spacious front and back pockets.
$36.90
A pair of light denim mid-rise shorts featuring unique seam detailing and a form-hugging fit.
$34.90
A pair of medium wash, high-rise denim shorts featuring a frayed hem and five-button fly closure.
$34.90
An ivory chiffon eyelet short featuring a smocked mid-rise waist, ruffled silhouette, and lace trim.
$29.90
A pair of yellow sheer lace hot shorts featuring tiered ruffles and a cheeky, form-hugging fit.
$36.90
A pair of black knit shorts with square-shaped rhinestone accents and a cheeky, low-rise fit.
$26.90
A pair of black gauze shorts featuring a high-rise smocked waist and tiered ruffled design.
$24.90
A pair of snake print, low-rise knit shorts with a form-hugging, cheeky fit for festivals.
$34.90
A pair of medium wash high-rise denim shorts featuring distressed accents and a frayed hem.
$29.90
A pair of medium wash, mid-rise denim shorts with a form-hugging fit and cheeky bottom.
$16.90
A pair of white cherry print pajama shorts in soft ribbed knit with a low-rise waistband.
$32.90
A trendy pair of grey mid-rise denim shorts featuring an acid wash design and form-hugging fit.
$36.90
A pair of mid-rise denim hot shorts with a color wash tint and cheeky fit.
$19.90
A pair of light blue rib knit pajama shorts featuring a playful popsicle print and ruched side seams.
$32.90
A pair of high-rise dark denim shorts with distressed detailing and a relaxed fit.
$19.90
A charming pair of white knit pajama shorts featuring a cherry print and ruffled hem.
$36.90
A chic pair of natural linen-blend shorts featuring a belted waist and dual front pockets.
$32.90
A pair of dark denim high-rise shorts with a form-hugging fit and four-pocket styling.
$36.90
A flattering pair of medium denim high-rise shorts with a stylish cross-over hem and slight stretch.
$32.90
A pair of fitted khaki denim shorts featuring a mid-rise waist and front and back pockets.
$32.90
A playful pair of dark denim cotton shorts featuring a mid-rise waist and ruffled trim hem.
$32.90
A pair of medium wash, mid-rise denim shorts featuring a form-hugging fit and trendy cutoff hem.
$32.90
A pair of light wash, high-rise denim shorts featuring a frayed hem and classic five-pocket styling.
$12.90
A navy blue polka dot pajama short with lace trim, mini bow, and cheeky hem.
$16.90
A pair of off-white ribbed knit pajama shorts featuring a playful horse print and cheeky, form-hugging fit.
$17.90
A pair of white knit pajama shorts featuring a multicolored star print and a stretchy, elastic waistband.
$26.90
A pair of black ribbed knit shorts featuring a mid-rise waist, adjustable side ties, and cheeky fit.
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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 Burgundy | Size: L | 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
Comfy Shorts
When it comes to leveling up your loungewear game, nothing hits quite like a pair of comfy shorts. These aren’t your average gym class relics—think soft, stretchy waistbands, dreamy fabrics that feel like a hug, and silhouettes that move with you whether you’re curled up with your favorite romcom or turning your living room into a dance floor. Comfy shorts are the ultimate go-to for lazy mornings, spontaneous road trips, or running errands when you still want to look cute without sacrificing comfort. They’re the piece you reach for when you want to feel totally at ease, but still put-together enough to answer the door for your bestie (or that surprise food delivery). The best part? They come in so many styles—flowy, fitted, high-waisted, ribbed, or cottony soft—so you can match your mood, your plans, or just your vibe for the day. Whether you’re all about that “woke up like this” energy or you love to accessorize your lounge look with fuzzy socks and an oversized crewneck, there’s a pair of comfy shorts ready to be your partner in crime.
Comfy shorts aren’t just for you—they make an epic gift for your squad, too. Imagine wrapping up a pair for your best friend who’s always crashing at your place, or slipping them into a care package for your sister who just moved into her first apartment. They’re the kind of present that says, “I see you, I love you, and I want you to chill in style.” And don’t even get us started on the endless ways to wear them: pair with a crop top for a TikTok-worthy look, layer with a slouchy sweater for movie marathons, or mix and match with your favorite bralette for a sleepover that turns into an all-day hang. For those days when you want to keep things breezy but still look totally on point, comfy shorts are a must-have. And if you’re all about that laid-back lifestyle, don’t forget to check out our Comfy Dresses for even more ways to keep it cute and cozy.
Let’s be real—life’s too short to wear anything that doesn’t make you feel like your best self, and comfy shorts are here to remind you that comfort and confidence go hand in hand. Whether you’re treating yourself or spoiling someone special, these shorts are the foundation of every off-duty wardrobe. Slip into that cloud-soft fabric, kick back, and let the good vibes roll. With endless options for styling and gifting, comfy shorts are the secret weapon every Windsor girl needs in her closet—ready to take on whatever the day (or night) brings, one carefree moment at a time.