High Rise Casual Shorts

High Rise Casual Shorts are your ticket to main character energy, babe. Whether you’re planning a spontaneous road trip or just want to turn the grocery store into your runway, these shorts have your back (and your best angles). Slip into a pair and instantly level up your confidence—because who says casual can’t be iconic? Get ready to serve looks, break hearts, and live your best life one high rise at a time.

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$29.90

4.40625 star rating

A sleek pair of black faux leather high-rise shorts with a fitted cheeky hem and side pockets.

$36.90

5 star rating

A pair of high-rise dark denim shorts with a form-hugging fit and stretch fabric.

$29.90

3.666667 star rating

A pair of high-rise leopard print shorts featuring a ruffled hem for a bold, playful look.

Best Seller

$29.90

5 star rating

A leopard print ruffle hot short with a high-rise waist and form-hugging fit.

Sale

$9.97 $32.90 70% off

4.5 star rating

A pair of grey acid wash high-rise denim shorts with distressed details and a frayed hem.

Sale

$10.97 $26.90 59% off

5 star rating

A pair of off-white woven shorts featuring a smocked high-rise waistband and ruffled tier design.

Sale

$13.97 $34.90 60% off

A pair of medium wash high-rise denim shorts featuring distressed accents and a frayed hem.

Sale

$13.97 $32.90 58% off

A pair of dark denim high-rise shorts with a form-hugging fit and four-pocket styling.

$29.90

1 star rating

A pair of chartreuse cotton shorts featuring a high-rise elastic waist, dual front pockets, and fitted silhouette.

Sale

$13.97 $32.90 58% off

A pair of light denim high-rise shorts featuring a frayed hem, five pockets, and classic fit.

Sale

$9.97 $34.90 71% off

A pair of grey high-rise denim shorts featuring a frayed hem and classic five-pocket styling.

$46.90

4.333334 star rating

A black high-rise denim skort featuring buckle front detailing and a bodycon mini-length silhouette.

$24.90

4.2 star rating

An elegant black high-rise skort with a flattering A-line silhouette in stretchy ponte knit fabric.

$34.90

5 star rating

A brown denim mini skort with a high-rise waist and dual front slits for a chic look.

$39.90

3.666667 star rating

A khaki denim skort with a high-rise waist and ruched drawstring for a unique look.

Sale

$12.97 $29.90 57% off

5 star rating

A white high-rise denim skort with a faux wrap-front, hidden shorts, and minimal stretch cotton-blend fabric.

$39.90

4.5 star rating

A high-rise black knit skort with a preppy pleated silhouette and striped mini-length hem.

$36.90

4 star rating

A brown twill woven mini skort with a high-rise waist and double belted pleated overlay.

$36.90

5 star rating

A high-rise denim skort with front patch pockets, stretchy knit shorts lining, and a sleek bodycon fit.

Sale

$9.97 $34.90 71% off

A yellow woven mini skort featuring a high-rise waist, side button accents, and a flirty ruffled hem.

Sale

$13.97 $34.90 60% off

A high-rise grey denim skort with an edgy acid wash and envelope front skirt design.

Sale

$9.97 $42.90 77% off

A high-rise denim skater skort with a contrast tie-front waistband, pleating, and hidden fitted shorts.

$29.90

A black high-rise pleated skort in ponte knit fabric, combining skirt style with shorts comfort.

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Windsor Sealed With Charm Short A-Line Dress in White-2
Sale
(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
(32) 4.40625 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: M | Leather

Windsor Chic Fairytale Tiered Lace Hot Shorts in Ivory
(27) 4.888889 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 Ivory | Size: M | Knit Fabric/Mesh Fabric

Windsor Center Stage Rhinestone Hot Shorts in Black-2
(11) 4.818182 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: XS | Cotton/Knit Fabric/Rhinestone

Exceptional Poise High Rise Denim Shorts in Dark Denim
(9) 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: M

One And Only Mid-Rise Hot Shorts in Black
(5) 4.8 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: XS | Woven Fabric

Olessa Short Sleeve A-Line Slit Satin Formal Dress in Navy Blue
(4) 4.75 star rating

The silky satin and curve-flattering silhouette make the Olessa formal dress feel so special! The dress boasts adorable flutter short sleeves and a chic A-line silhouette with a high front slit for effortless movement. Fit & FeaturesPremium satin fabric, woven lining, Short flutter sleeves, V-neckline, padded bra cups, Back zipper and hook-eye closure, High front slit, A-line silhouette, floor-length hem, Runs true to size, Where to Wear:Prom, weddings, bridesmaids, galas, black tie parties, engagement parties, rehearsal dinner, fancy date nights, big milestone celebrations Free Shipping on All Orders Over $75. | Windsor Olessa Short Sleeve A-Line Slit Satin Formal Dress in Navy Blue | Size: S | Satin Fabric

Summer Spice Low-Rise Ruffle Hot Shorts in Black
(3) 3.6666667 star rating

Set the tone in this spicy ruffled hot short with a flattering low-rise waist that flaunts your figure! Pair with the matching top to complete the vibe. Fit & FeaturesMesh-lined fabric, Low-rise waist, Ruffled, fitted silhouette, Runs true to size, Shop The Matching Top: Summer Spice Lace-Up Ruffle Crop Top Free Shipping on All Orders Over $75. | Windsor Summer Spice Low-Rise Ruffle Hot Shorts in Black | Size: M

She's A Wild One Leopard Ruffle Hot Shorts
(3) 5 star rating

Shake it up in this leopard ruffle hot short for a night on the prowl! Shop Matching Top: She's A Wild One Leopard Ruffle Tube TopFit & FeaturesLeopard print, mesh fabric, stretchy knit lining, High-rise waist, Ruffled silhouette, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor She's A Wild One Leopard Ruffle Hot Shorts | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

Windsor Maybe Tonight Leopard Ruffle Shorts
(3) 3.6666667 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: M | Knit Fabric

High Rise Casual Shorts