$20 Cyber Monday Shorts
$20 Cyber Monday shorts are here to make your closet (and your wallet) very happy. Whether you’re hunting for the perfect pair to lounge, layer, or live in all season, these deals are too good to scroll past. From spontaneous brunch plans to last-minute errands, these shorts have your back—without blowing your budget. Go ahead, grab a few pairs and let your outfit options multiply. Your next favorite fit is only $20 away.
$13.97 $32.90 58% off
A pair of grey acid wash high-rise denim shorts with distressed details and a frayed hem.
$15.97 $36.90 57% off
A pair of light denim mid-rise shorts featuring unique seam detailing and a flattering, form-hugging fit.
$14.97 $34.90 57% off
A pair of medium wash, high-rise denim shorts featuring a frayed hem and five-button fly closure.
$10.97 $26.90 59% off
A gingham printed mini skort in black and white with a trendy faux belted front design.
$12.97 $29.90 57% off
A pair of pink lace hot shorts featuring sheer floral fabric, knit lining, and cheeky form-hugging fit.
$10.97 $26.90 59% off
A pair of red ribbed knit shorts featuring a mid-rise waist, adjustable side ties, and a cheeky fit.
$9.97 $16.90 41% off
A pair of off-white ribbed knit pajama shorts featuring a playful horse print and cheeky, form-hugging fit.
$9.97 $17.90 44% off
A pair of white knit pajama shorts featuring a multicolored star print and a stretchy, mid-rise waistband.
$9.97 $32.90 70% off
A pair of dark denim mid-rise shorts featuring button-trimmed front pockets and a form-hugging fit.
$13.97 $32.90 58% off
A pair of light denim mid-rise shorts featuring a raw frayed hem and classic five-pocket design.
$10.97 $26.90 59% off
A pair of brown rib knit hot shorts featuring a foldover mid-rise waistband and seamless, form-hugging fit.
$9.97 $36.90 73% off
A pair of multi-color watercolor woven shorts featuring a high-rise waist and relaxed fit.
$14.97 $34.90 57% off
A yellow woven mini skort featuring a high-rise waist, side button accents, and a flirty ruffled hem.
$9.97 $32.90 70% off
A stylish olive twill skort with ruched side seam, adjustable drawstring, and fitted shorts lining.
$9.97 $17.90 44% off
A pair of pink knit pajama shorts featuring a playful dice print, elastic waist, and side slits.
$13.97 $32.90 58% off
A playful pair of dark denim cotton shorts featuring a mid-rise waist and ruffled trim hem.
$9.97 $19.90 50% off
A charming pair of white knit pajama shorts featuring a cherry print and ruffled hem.
$9.97 $29.90 67% off
A pair of red cotton woven shorts featuring a smocked drawstring waist and playful ruffled hem.
$16.97 $39.90 57% off
A pair of medium denim high-rise shorts featuring dramatic side fringe and classic five-pocket styling.
$13.97 $32.90 58% off
A pair of high-rise dark denim shorts with distressed detailing and a relaxed fit.
$9.97 $34.90 71% off
A pair of grey high-rise denim shorts featuring a frayed hem and classic five-pocket styling.
$14.97 $34.90 57% off
A pair of light denim mid-rise shorts featuring a front lace-up detail and form-hugging fit.
$13.97 $32.90 58% off
A pair of medium wash, mid-rise denim shorts with a trendy cutoff hem and form-hugging fit.
$9.97 $29.90 67% off
A black high-rise mini skort with pleated silhouette and contrast bow tie trim in knit fabric.
$9.97 $39.90 75% off
A stylish medium denim skort featuring a pleated hem and edgy exposed pockets for a chic look.
$9.97 $42.90 77% off
A high-rise denim skater skort with a contrast tie-front waistband, pleating, and hidden fitted shorts.
$20.96 $42.90 51% off
A shimmering iridescent micro skort with all-over sequin embroidery, sheer mesh overlay, and hidden knit shorts.
Now Trending
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: 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 Ivory | Size: S | 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: 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: XS | 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
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 Sage | Size: S | Satin Fabric
Shake it up in this leopard ruffle hot short for a night on the prowl! Fit & FeaturesLeopard print, mesh fabric, stretchy knit lining, High-rise waist, Ruffled silhouette, Form-hugging fit, Runs true to size, Shop The Matching Top: She's A Wild One Leopard Ruffle Tube Top 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
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