Dressy Shorts

Dressy shorts are your ticket to slay the style game with a mix of elegance and sass. Perfect for those moments when you want to flaunt your legs while keeping it chic, these shorts are the ultimate wardrobe chameleon. Whether you're heading to a brunch date or dancing the night away, dressy shorts have got you covered. Pair them with a sleek blouse or a daring crop top, and watch as you turn heads and steal the spotlight. It's time to step out in confidence and make every sidewalk your runway!

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$54.90

3.333333 star rating

A pair of medium denim high-rise shorts adorned with rhinestone chains and trendy distressed accents.

$26.90

3 star rating

A high-rise black metallic faux leather short with cargo pockets and a form-hugging fit.

$36.90

4.5 star rating

A pair of silver sequin-embellished shorts with a mid-rise waist and cheeky fit.

$34.90

5 star rating

A sassy leopard print short with high-rise waist and sequin embroidery for a glamorous night out.

$29.90

5 star rating

An ivory floral skort with a ruffled tiered silhouette and high-rise smocked waistband.

$39.90

A dazzling pair of black sequin hot shorts perfect for making a statement on the dancefloor.

$26.90

A black ponte skort with a high-rise waist and flirty front slit for versatile styling.

Best Seller

$22.90

4.563636 star rating

A sleek black faux leather wrap skort with a high-rise waist and pleated detailing.

Best Seller

$29.90

4.380952 star rating

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

$39.90

4.666667 star rating

A chic brown faux leather skort with a high-rise waist and asymmetric wrap-front design.

$34.90

5 star rating

A trendy dark denim mini skort with a mid-rise waist and bodycon fit for versatile styling.

$19.90

4.5 star rating

A pair of black faux leather shorts with a mid-rise waist and cheeky form-hugging fit.

$29.90

4.333334 star rating

An ivory ponte skort with rhinestone bows, high-rise waist, and a flirty bodycon silhouette.

$26.90

4.333334 star rating

A sassy pair of high-rise leopard print faux suede shorts with a cheeky, form-hugging fit.

Sale

$9.97 $24.90 60% off

5 star rating

A black mid-rise skort with a bow and slit, featuring a form-hugging fit and mini-length hem.

Sale

$9.97 $36.90 73% off

5 star rating

A mauve high-rise denim skort with zipper detailing and pleated mini-length hem for versatile style.

$36.90

5 star rating

A playful black mini skort with a high-rise waist, side bow, and form-hugging woven fabric.

$39.90

4.5 star rating

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

Sale

$16.97 $39.90 57% off

5 star rating

A dark denim mid-rise skort with pleated silhouette and woven shorts lining for playful comfort.

$22.90

5 star rating

A chic black satin mini skort featuring a high-rise waist and adjustable ruched side seam.

$39.90

5 star rating

A taupe plaid skort with a high-rise waist and pleated mini skirt overlay.

$34.90

3.5 star rating

A black and white plaid mini skort with faux leather buckles and a form-hugging silhouette.

$26.90

5 star rating

A black knit mini skort with a high-rise waist and romantic lace trim hem.

Best Seller

$34.90

5 star rating

A light denim skort with tiered ruffles and a flared silhouette over fitted shorts.

$24.90

5 star rating

An ivory high-rise skort with a flattering A-line silhouette in smooth ponte knit fabric.

Best Seller

$29.90

5 star rating

An ivory lace skort with tiered ruffles and knit-fitted shorts for charming coverage.

$36.90

5 star rating

A trendy brown faux suede mini skort with a high-rise waist and front wrap tie.

$19.90

3 star rating

A high-rise black ponte micro short with a form-hugging fit and cheeky cut.

$32.90

5 star rating

A pleated charcoal mini skort with a ribbed high-rise waist and hidden shorts for versatile style.

$34.90

5 star rating

A dark denim high-rise skort featuring a faux wrap-front design and fitted shorts.

$36.90

4 star rating

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

Sale

$9.97 $29.90 67% off

5 star rating

A brown plaid A-line skort with a high-rise waist and hidden shorts, perfect for workwear.

Sale

$9.97 $36.90 73% off

5 star rating

An edgy snake print denim skort with a high-rise waist and mini-length overlay.

Sale

$9.97 $26.90 63% off

5 star rating

A pair of black faux suede micro shorts with a high-rise waist and lace-up front.

Sale

$9.97 $34.90 71% off

4 star rating

A rust denim skort with a mid-rise belted waist and bodycon silhouette for casual occasions.

Sale

$9.97 $36.90 73% off

5 star rating

A taupe plaid linen-blend skort with a high-rise waist and pleated skater silhouette.

$39.90

5 star rating

A trendy brown faux leather mini skort with a high-rise waist and western buckle accent.

$29.90

5 star rating

A chic ivory knit skort with a high-rise waist, double bow design, and pleated skater silhouette.

$36.90

5 star rating

A high-rise ivory knit skort with a pleated silhouette and striped waistband for a preppy look.

Sale

$9.97 $32.90 70% off

5 star rating

A mustard corduroy mini skort with a high-rise waist and faux wrap-front design.

$32.90

5 star rating

A black ponte mini skort with a high-rise waist and chic faux leather buckle accents.

$32.90

3 star rating

A black faux leather skort with a high-rise waist and pleated A-line silhouette for edgy flair.

$34.90

5 star rating

A black faux leather mini skort with high-rise waist and dual front cargo flap pockets.

$42.90

5 star rating

A brown faux leather mini skort with a high-rise waist and trendy dual-side buckle accents.

$32.90

5 star rating

A brown faux suede skort with ruched ruffles and a mid-rise waist for stylish layering.

Sale

$9.97 $26.90 63% off

5 star rating

A sleek black satin skort with a faux pearl pin and high-rise waist for polished elegance.

$34.90

4 star rating

A denim mini skort with a mid-rise adjustable belted waist and form-hugging silhouette.

$36.90

5 star rating

A grey plaid pleated skort with a drop waist and hidden shorts, crafted from knit fabric.

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Dressy Shorts
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Sweetest Vibe Hanky Hem Lace Mini Skort in Ivory
(13) 4.769231 star rating

Radiate the sweetest vibe in this adorable hanky hem mini skort! Designed with an airy sheer floral lace fabric and a knit lining, this pretty skort will bring that boho-chic flair. The ruched high waist leads to a hanky hem with an asymmetric design creating an effortless flowy A-line silhouette over fitted shorts. Style with a crop top and mules for a sunset happy hour! Fit & FeaturesStretchy sheer floral lace fabric with knit lining, Ruched high waist, Mini-length hanky hem, A-line fit, Fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweetest Vibe Hanky Hem Lace Mini Skort in Ivory | Size: L | Lace Fabric/Knit Fabric

Windsor Keep It Cool Mid-Rise Acid-Wash Denim Skort in Black
(9) 4.888889 star rating

Capture cool vibes in this on-trend acid-wash denim skort! Designed with a cotton-blend denim fabric, the skort offers a moderate stretch. The flattering mid-rise waist leads to a mini-length overlay over hidden fitted shorts for coverage. The skort features a classic five-pocket and belt loop design and a hidden front zipper and button closure. Style with a graphic tee and combat boots for an edgy-chic concert look. Fit & FeaturesAcid wash cotton-blend denim fabric, moderate stretch, Mid-rise waist, Five-pocket and belt loop design, hidden front zipper, button closure, Mini-length overlay, hidden fitted shorts, Form-hugging fit, Skort in size small has a 10" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Keep It Cool Mid-Rise Acid-Wash Denim Skort in Black | Size: M | Cotton

Admirable Style High-Rise Ponte Mini Skort in Black
(2) 5 star rating

Bring on the compliments in this high-rise skort featuring a flattering A-line silhouette and mini-length hem. The smooth ponte knit fabric offers a polished look and plenty of stretch. Fit & FeaturesPonte knit fabric, shorts lining, moderate stretch, High-rise waist, A-line silhouette, Mini-length hem, Skort has a 11.5” front rise with a 1.5” inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Admirable Style High-Rise Ponte Mini Skort in Black | Size: M | Knit Fabric

Windsor Cute Trendsetter Ruffled Denim Skort in Light Denim
(2) 5 star rating

Cute and trendy, this denim mini skort adds a flirtatious vibe to your 'fits with its tiered ruffled design. The short overlay offers a flared silhouette over hidden fitted shorts for coverage. Fit & FeaturesDenim fabric, Mid-rise waist, back zipper closure, V-shaped waist seam, Tiered ruffled design, Mini-length overlay, flared silhouette, Fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Trendsetter Ruffled Denim Skort in Light Denim | Size: S

Windsor Preppy Please Striped Pleated Knit Skort in Black
(2) 4.5 star rating

A high-rise knit skort features a preppy pleated silhouette and a striped mini-length hem. Perfect for back-to-school or any casual plans. Shop Matching Top And Sweater: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Button Crop SweaterFit & FeaturesStretchy knit fabric, shorts lining, High-rise waist, Pleated silhouette, Striped mini-length hem, Skort has a 9.5" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Preppy Please Striped Pleated Knit Skort in Black | Size: M | Knit Fabric

Charming Allure Drop Waist Tiered Lace Skort in Ivory
(2) 5 star rating

Look and feel charming in this lace skort designed with flirty ruffles and knit-fitted shorts for coverage. Pair with a jean jacket. Fit & FeaturesMesh floral lace fabrication, moderate stretch, Drop waist, Tiered-ruffles, Mini skirt-like overlay, Knit fitted shorts, Skort in size small has an 8" front rise with a 2" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Charming Allure Drop Waist Tiered Lace Skort in Ivory | Size: L | Lace Fabric

Boho-Chic Lace Hanky Hem Mini Skort in Black
Sale
(2) 5 star rating

Create boho-chic outfits with this lace mini skort featuring a flattering high-rise waist and A-line fit. Pair with a crop top. Fit & FeaturesSemi-sheer textured lace fabric, moderate stretch, High-rise waist with ruching, Mini-length asymmetric hanky hem overlay, A-line fit, Fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Boho-Chic Lace Hanky Hem Mini Skort in Black | Size: S | Lace Fabric

Flirty Pick Mid-Rise Pleated Denim Skort in Dark Denim
Sale
(2) 5 star rating

This denim mini skort is a flirty pick for making your crush blush! The mid-rise waist and pleated silhouette highlight your curves while the mini-length hem adds a playful touch with faux pocket lining. Features woven shorts lining for extra comfort. Complete the look in a cute crop top and sneakers. Fit & FeaturesLight wash denim fabric, non-stretch, Mid-rise waist, Front button and hidden zipper closure, Pleated silhouette, Faux pocket and woven shorts lining, Skort in size small has an approximate 1.5" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty Pick Mid-Rise Pleated Denim Skort in Dark Denim | Size: L

Practical Charm High Rise Zipper Pleated Denim Skort in Mauve
Sale
(2) 5 star rating

Perfect for any occasion, this mini denim skort combines fashion and practicality effortlessly. The high-rise waist and zipper detailing add a touch of edge, while the pleated mini-length hem on twill denim fabric brings a charming allure. Complete the look with the matching shacket. Shop Matching Shacket: Practical Charm Zip Up Denim ShacketFit & FeaturesTwill denim fabric, stretchy knit shorts lining, High-rise waist, zipper detailing, Back zipper closure, Pleated mini-length hem, Skort in size small has an 11.5" front rise with a 1.5" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Practical Charm High Rise Zipper Pleated Denim Skort in Mauve | Size: L | Knit Fabric

Style Game High-Rise Buckle Pleated Mini Skort in Black
(1) 5 star rating

Level up your style game in this ponte mini skort this weekend! This skort features a high-rise waist with faux leather buckle accents, adding a touch of chic edginess. The pleated mini-length hem adds flirty movement, while the shorts lining ensures comfort and coverage. Complete the look in a cute graphic tee and sneakers. Fit & FeaturesPonte knit fabric, stretchy knit shorts lining, High-rise waist with faux leather buckle accents, Pleated mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Style Game High-Rise Buckle Pleated Mini Skort in Black | Size: XS | Leather/Knit Fabric

Dressy Shorts

Oh, honey! Let’s dive into the fabulous world of dressy shorts because, let’s be real, they are the unsung heroes of chic comfort and versatility. Whether you’re sipping cocktails on a rooftop or dancing at an exclusive beach party, dressy shorts are your go-to for looking effortlessly glam while keeping things spicy and fun. Imagine this: the sun setting, music floating in the air, and you, darling, rocking a pair of killer dressy shorts that scream both style and freedom. It’s not just about showing off those gorgeous legs; it’s about embodying confidence and the carefree spirit of summer adventures.

Now, when picking out the perfect pair, think about the vibe you’re going for. Are you channeling a sleek, sophisticated look or a flirty, playful ensemble? Fabric plays a big part here. Lightweight linens, breezy cotton, or luxe satins can elevate your outfit from casual to 'she means business' without skipping a beat on style. Colors? Think pastels for a soft, romantic feel or bold prints that make you the life of the party. And let’s not forget about the fit – whether high-waisted for a touch of elegance or tailored for a polished edge, the right pair of dressy shorts can be transformative. They’re not just for you, darling. Imagine gifting them to your bestie who’s all about that fashion-forward lifestyle, or even better, planning a twin-day where both of you strut around town, turning heads and breaking hearts in your chic shorts.

As the seasons shift and the days get longer, dressy shorts become even more essential. They are perfect for transitioning from day to night with just a swap of accessories and perhaps a bolder lip. Layer them with a sheer, flowy blouse or a crisp blazer for those cooler evenings. Shoes? Oh, the possibilities! A pair of strappy sandals elevates your look, or maybe some sleek sneakers for when comfort is key but you’re not willing to compromise on style. Every time you slip into those dressy shorts, you’re making a statement: "I’m here, I’m fabulous, and I’m ready for whatever comes my way!" For more inspo on keeping your shorts game strong and stylish, check out our collection of Trendy Shorts. Trust me, it’s a game-changer for your wardrobe and your confidence. So, whether it’s a gift, a personal treat, or a new staple for your seasonal wardrobe, dressy shorts are about embracing the moment, living your best life, and doing it all with a dash of sass and a whole lot of style. Cheers to making every outfit count and every moment a story worth sharing!