Mid Rise Lounge Shorts

Mid rise lounge shorts are the ultimate partner-in-crime for every off-duty adventure, from spontaneous coffee runs to binge-watching marathons with your besties. Slip into effortless cool and let your carefree side shine—these shorts are made for all the moments when you want to look cute without even trying. Whether you're keeping it laid-back or leveling up your chill game, mid rise lounge shorts are here to keep you comfy, confident, and ready for whatever mischief comes next.

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$24.90

5 star rating

A stylish pair of black and white gingham shorts with a mid-rise waist and ruffled hem.

Sale

$9.97 $17.90 44% off

5 star rating

A pair of white knit pajama shorts featuring a multicolored star print and a mid-rise elastic waistband.

Sale

$11.97 $29.90 60% off

An airy pair of light blue cotton shorts featuring a smocked drawstring waist and playful ruffled hem.

New Arrival

$26.90

A pair of brown rib knit hot shorts featuring a foldover mid-rise waistband and seamless, form-hugging fit.

Best Seller

$36.90

5 star rating

A pair of mid-rise, relaxed-fit bermuda shorts in bold cheetah-print denim with classic four-pocket styling.

Best Seller

$39.90

5 star rating

A pair of brown cow print denim shorts featuring a mid-rise waist and classic five-pocket design.

$34.90

An ivory chiffon eyelet short featuring a smocked mid-rise waist, ruffled silhouette, and lace trim.

Best Seller

$39.90

A pair of camel faux suede hot shorts with a mid-rise waist and cheeky fit.

New Arrival

$26.90

A pair of red ribbed knit shorts featuring a mid-rise waist, adjustable side ties, and cheeky fit.

New Arrival

$32.90

A pair of fitted khaki denim shorts featuring a mid-rise waist and front and back pockets.

$32.90

A pair of medium wash denim shorts featuring a mid-rise waist, cutoff hem, and form-hugging fit.

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Windsor Sealed With Charm Short A-Line Dress in White-2
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(34) 4.4117646 star rating

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

Windsor Smooth Moves PU High-Rise Shorts in Black
(27) 4.4814816 star rating

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

Windsor Chic Fairytale Tiered Lace Hot Shorts in Pink
(21) 4.952381 star rating

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

Center Stage Rhinestone Hot Shorts in Black-2
(9) 4.7777777 star rating

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

Exceptional Poise High Rise Denim Shorts in Dark Denim
(6) 5 star rating

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
Sale
(5) 4.2 star rating

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

One And Only Mid-Rise Hot Shorts in Black
(4) 4.75 star rating

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

Make It Hot High Rise Ponte Micro Shorts in Black
(2) 4 star rating

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

Windsor Maybe Tonight Leopard Ruffle Shorts
(2) 4 star rating

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

Iconic 'Fit Studded Hot Shorts in Burgundy
(2) 3 star rating

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

Mid Rise Lounge Shorts

When it comes to chasing comfort without sacrificing style, mid rise lounge shorts are the ultimate wingwoman for every laidback moment. These shorts are the MVPs of your chill-out wardrobe, delivering just the right amount of coverage with a fit that sits perfectly at your hips—never too high, never too low. Think of them as the sweet spot between cozy and cute, ready to take you from lazy mornings in bed to spontaneous coffee runs with your crew. Whether you’re deep into a self-care Sunday, hitting your next Netflix marathon, or just vibing on the patio with an iced latte, these shorts are all about letting you move, lounge, and live your best life with zero restrictions. And if you’re the friend who always brings the best gifts to the party, mid rise lounge shorts are a total crowd-pleaser. They’re the kind of present that says, “I get you,” perfect for birthdays, dorm drop-offs, or just those random “thinking of you” surprises for your ride-or-die bestie. With their effortless fit and endless versatility, they’re a staple for anyone building a wardrobe that’s as functional as it is fun.

Shopping for the right pair of mid rise lounge shorts is all about knowing what makes you feel unstoppable—because let’s be real, confidence starts with comfort. Look for soft, breathable fabrics that keep up with your every move, whether you’re stretching out on the couch or dashing out for snacks. Details like elastic waistbands, drawstrings, and roomy pockets are total game-changers, making sure your shorts move with you, not against you. And don’t sleep on the power of a killer color or a playful print—sometimes all it takes is a bold pop of color or a cheeky pattern to turn a basic day into something unforgettable. These shorts are made for mixing and matching, so throw them on with your favorite oversized tee, a cute crop top, or even a slouchy sweater when you’re feeling extra cozy. If you’re gifting, think about the recipient’s vibe: are they all about minimal neutrals, or do they live for statement shades? Either way, mid rise lounge shorts are a go-to pick for anyone who values comfort, style, and a little bit of sass in their everyday looks.

No matter how you wear them, mid rise lounge shorts are about making every day feel like your best day. They’re the piece you reach for when you want to feel put-together but totally at ease, whether you’re working from home, chilling with friends, or just soaking up the good vibes. And if you’re ready to level up your loungewear game, check out the full lineup of styles and fits on our Mid Rise Shorts page. From classic neutrals to bold prints and everything in between, there’s a pair for every mood, every plan, and every Windsor girl who’s out here living life on her own terms.