Olive Shorts

Olive shorts are your new wardrobe BFF, ready to bring that cool, laid-back vibe to any outfit you throw together. Whether you're brunching with the squad or hitting up a music festival, these shorts have your back—literally and figuratively! Pair them with a chic crop top for those sun-soaked days or layer up with a cozy sweater when the breeze kicks in. With their versatile hue and effortlessly stylish appeal, olive shorts are the ultimate go-to for every Windsor girl who knows how to keep it fresh and fab.

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$34.90

4 star rating

An olive mid-rise cotton skort with a pleated skater overlay and fitted woven shorts.

$32.90

An olive twill skort with ruched side seam, adjustable drawstring, and fitted shorts lining.

Sale

$9.97 $29.90 67% off

2 star rating

An edgy olive cargo mini skort with a high-rise waist and functional side pockets.

New Arrival

$34.90

A pair of olive mid-rise denim shorts with edgy lace-up sides, perfect for festival season.

Best Seller

$46.90 - $49.90

4.647059 star rating

A chic olive cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.

Sale

$9.97 $34.90 71% off

4 star rating

A pair of brown satin cargo jorts featuring a high-rise waist and large side flap pockets.

Sale

$9.97 $36.90 73% off

5 star rating

A pair of olive high-rise cargo pants with a wide-leg silhouette and cuffed hem.

$44.90

A pair of olive cargo pants with six pockets and a flattering straight-leg fit.

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Olive 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

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: XL | 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 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

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

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: M | 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

Olive Shorts

Oh, honey, let’s talk about the unsung hero of your wardrobe: olive shorts. These babies are not just a piece to throw on; they're a canvas for expressing your fearless, vibrant self. Picture this: the sun's out, you've got your favorite playlist blasting, and you're about to step out in your go-to olive shorts. Whether you're planning a laid-back brunch with the girls or a spontaneous road trip, olive shorts are your perfect partner in crime. They're the kind of staple that whispers versatility but screams style. From high-waisted beauties that pair flawlessly with your sassiest crop tops to utility-inspired numbers that scream boss babe, there’s a pair just waiting to elevate your closet.

Now, let’s dive a bit deeper, shall we? When picking out olive shorts, think about the vibe you’re going for. Are you channeling your inner festival queen or keeping it cool with a streetwear edge? Fabric is your friend here, girl. Lightweight linen blends are perfect for those balmy days when you’re soaking up the sun, while sturdy denim offers that structured look that’s just right for a day out in the city. And for those nights when you want to keep the party going, a touch of elastane in your shorts will let you move like nobody’s business. Let’s not forget about those delightful details – think buttons, belts, and ruffles that add a dash of extra to your everyday. And for all you gift-giving queens, olive shorts make for a thoughtful present that says, “I get you,” perfect for that friend who’s all about that effortlessly chic lifestyle.

Speaking of effortlessly chic, why stop at shorts? If you're vibing with the olive trend, why not strut in style with Olive Skirts too? Just like their short counterparts, these skirts bring the same level of cool, making them a fabulous addition to your wardrobe. So whether you're mixing and matching or going full monochrome, olive is the shade that keeps on giving. Remember, it’s all about how you rock it. Pair those shorts or skirts with a killer confidence, throw on your biggest smile, and girl, you’re ready to take on the world. Let’s make every moment unforgettable – with the right outfit, you’re not just dressed, you’re making a statement.