Casual Shorts
Casual shorts are your ticket to effortless cool and endless confidence, no matter where the day takes you. Whether you’re turning errands into a runway or making brunch plans with the squad, these easygoing staples keep your vibe laid-back but never boring. Slip into casual shorts when you want to look cute without even trying—because comfy and cute is always the move.
$29.90
A chic pair of pink hot shorts featuring a tiered lace design and cheeky fit.
$36.90
A pair of mid-rise, relaxed-fit bermuda shorts in bold cheetah-print denim with classic four-pocket styling.
$11.97 $29.90 60% off
A pair of black cotton woven shorts featuring a smocked drawstring waist and ruffled hem for casual style.
$32.90
A trendy pair of grey mid-rise denim shorts featuring an acid wash design and form-hugging fit.
$15.97 $36.90 57% off
A flirtatious pair of black lace ruffle shorts with a low-rise waist and fitted silhouette.
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Windsor Sealed With Charm Short A-Line Dress in White-2
$9.97 $38.90
74% off
Seal your look with this charming A-line dress for a rehearsal dinner or sunset dinner date! The dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, a padded bust, and a flattering short-length hem. Complete the look in chic block heels. Fit & FeaturesSleeveless sweetheart neckline, Adjustable spaghetti straps, Padded bust, A-line silhouette, Short-length hem, Poplin fabric, stretchy knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sealed With Charm Short A-Line Dress in White-2 | Size: L | Knit Fabric
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: S | 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-2 | Size: S | Cotton/Knit Fabric/Rhinestone
Short, sweet, and exceptionally poised! These high-rise denim shorts are everything for elevating your style. Pair with the matching vest. Shop Matching Vest: Exceptional Poise Sleeveless Button Denim VestFit & FeaturesDark wash denim fabric with stretch, High-rise waist, Front button and hidden zipper closure, Form-hugging fit, Short-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Exceptional Poise High Rise Denim Shorts in Dark Denim | Size: S
Such A Sweetheart Corset Lace-Up A-Line Short Dress in Light Blue
$9.97 $48.90
80% off
Capture sweet vibes in this flirty corset short dress designed with a striking lace-up back design, a corset-style bodice that snatches your waist, and a flattering A-line silhouette. Pair with bow earrings. Fit & FeaturesPoplin woven fabric, woven lining, Sweetheart neckline with adjustable drawstring tie, Adjustable spaghetti straps, lace-up back design, Underwire bust, corset-bodice, flexible boning, Side zipper and hook-eye closure, A-line short silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Such A Sweetheart Corset Lace-Up A-Line Short Dress in Light Blue | Size: L | Woven Fabric
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
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: M
Bring the fierceness to the night in these leopard shorts made for dancing all concerts or the bar! With a flattering high-rise waist and ruffled hem, these shorts are perfect for stepping up your style. Fit & FeaturesLeopard print, stretchy knit fabric, High-rise waist, Ruffled short hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Maybe Tonight Leopard Ruffle Shorts | Size: L | Knit Fabric
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
Casual Shorts
Casual shorts are the ultimate go-to when you want to keep your look low-key but still turn heads—whether you’re running errands, heading to brunch, or just living your best life with the squad. These aren’t just any shorts; they’re the MVPs of your closet, crafted from comfy, breathable fabrics like cotton, linen, and those dreamy stretch blends that move with you (because sitting pretty is overrated—let’s dance, let’s run, let’s chase the sunset). The best part? There’s a pair for every vibe, from the effortlessly cool chino shorts that look just as good with sneakers as they do with a pair of chunky sandals, to those laid-back, roomy cargo shorts with all the pockets you never knew you needed until you’re stashing lip gloss, keys, and your bestie’s phone. And if you’re feeling bold, windsor micro shorts are here for the girl who’s not afraid to show a little (okay, a lot) of leg and make every sidewalk her runway.
Picking the perfect pair of casual shorts isn’t just about the fit—it’s about the feeling. You want shorts that hype you up, not hold you back. Look for a length that hits just above the knee for a classic silhouette, or go shorter if you’re in the mood to turn up the heat. The fit should be relaxed enough to let you move (because you never know when an impromptu dance party might break out), but still flattering—think tailored, not baggy. Breathable fabrics are key, especially when you’re out and about all day, and don’t sleep on those little details like drawstrings, elastic waists, or a hint of stretch that makes all the difference. And let’s not forget about gifting: casual shorts are a genius present for the friend who’s always on the go, the sister who lives in athleisure, or even the mom who deserves to feel cute and comfy. They’re easy to style, easy to love, and honestly, who wouldn’t want another pair in their rotation?
Styling casual shorts is all about mixing comfort with confidence. Pair them with a slouchy tee and your favorite kicks for a look that says “I woke up like this” (even if you didn’t), or dress them up with a cropped blouse and some statement jewelry for that Insta-worthy moment. Athletic shorts are perfect for those days when you’re feeling sporty, while linen shorts bring a touch of breezy elegance to any outfit—just add a button-down shirt and you’re golden. And if you’re in the mood to switch it up, check out our Casual Skirts collection for even more easygoing style options. Whether you’re gifting them or grabbing a pair (or three) for yourself, casual shorts are the kind of wardrobe staple that never lets you down—ready for adventure, ready for chill time, and always ready to make you feel like the main character.