Olive Pants
Olive pants are your new style BFF, ready to take your wardrobe from drab to fab in a heartbeat. Whether you're strutting into a boardroom or hitting the streets for a weekend brunch, these versatile beauties have got your back, effortlessly blending chic vibes with everyday comfort. Pair them with your go-to graphic tee for an edgy look or dress them up with a sleek blouse for that perfect mix of sass and class. Embrace the endless possibilities and let olive pants be the canvas for your next iconic outfit.
$46.90 - $49.90
A chic olive cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.
$14.97 $34.90 57% off
An olive mid-rise cotton skort with a pleated skater overlay and fitted woven shorts.
$32.90
A stylish olive twill skort with a ruched side seam and adjustable drawstring for a custom fit.
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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: M | Lace Fabric/Knit Fabric
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
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: M
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 Ivory | Size: S | Knit Fabric
Achieve a preppy look with this pleated ponte skort in a flattering high-rise waist and mini-length perfect for showing off boots or flats! Fit & FeaturesPonte knit fabric, shorts lining, High-rise waist, Pleated skirt overlay, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor School's Out High-Rise Pleated Ponte Skort in Black | Size: XS | Knit Fabric
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
Look and feel darling in this ruffled denim skort for daytime fun! Fit & FeaturesMedium wash denim fabric, High-rise waist, front button and zipper closure, belt loops, Form-hugging fit, Ruffled mini skirt overlay, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Daylight Darling High-Rise Ruffled Denim Skort in Med Denim | Size: M
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: L | Knit Fabric
You're just a girl who loves to look cute and casual, and this striped boxer skort is just the ticket! With a flattering mid-rise waist with button accents and a form-hugging fit, you'll love having this skort in the lineup. Fit & FeaturesStriped print, woven fabric, Elasticized mid-rise waist, button accents, Form-hugging fit, Shorts lining, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Just A Girl Mid-Rise Striped Boxer Skort in Pink | Size: L | Woven Fabric
Wild and flirty, this leopard skort brings fierce charm in a high-rise waist and ruffled design. Perfect for casual nights out or vacations! Fit & FeaturesWoven fabric, leopard print, Stretch smocked high-rise waist, Ruffled design, Skirt overlay, shorts bottom, Runs true to size, Free Shipping on All Orders Over $75. | Windsor She's Wild High-Rise Leopard Ruffle Skort | Size: XS | Woven Fabric
Olive Pants
Olive pants are basically your wardrobe’s secret weapon—just waiting to be unleashed for whatever the day (or night) throws your way. If you’re all about looks that work overtime, olive pants are about to become your new obsession. There’s just something about that earthy, effortlessly cool vibe that makes them the ultimate style chameleon. Whether you’re running to class, clocking in for your first day at that new job, or plotting a rooftop brunch with your crew, olive pants have your back. They’re that rare combo of laid-back and put-together, so you can throw them on with a crop top for a quick Target run or dress them up with a blazer and heels when you’re out to make an entrance. The best part? Olive is basically a neutral with a twist—think of it as the cooler cousin to black or khaki. It pairs with literally everything: white tanks, graphic tees, chunky knits, even your favorite animal print top. And don’t even get us started on how good they look with gold jewelry and a killer blowout.
Shopping for olive pants is all about finding the fit and vibe that matches your energy. Love a relaxed, borrowed-from-the-boys look? Go for a slouchy, wide-leg cut or track down a pair with cargo pockets for that “I could survive the apocalypse but still look cute” energy. On the other hand, if you’re after something a little more tailored, try a high-waisted skinny or a paperbag waist style that cinches you in and shows off your shape. Details like drawstrings, zippers, and utility pockets bring out that street-style edge, while soft fabrics and stretch blends keep things comfy enough for all-day wear (or all-night dancing). And let’s not pretend olive pants aren’t a killer gift idea—if you’re shopping for your bestie’s birthday or want to treat your sister to something she’ll actually wear, these are a total win. They’re the kind of piece you can dress up for dinner dates or dress down for lazy Sundays, making them an instant closet MVP for anyone lucky enough to receive them.
When you’re ready to turn the dial up on your style game, olive pants are the move—especially if you’re feeling a little adventurous but still want to keep it classic. They’re the go-to for mixing things up without stepping too far out of your comfort zone, and they look just as good with sneakers as they do with strappy sandals or chunky boots. If you’re all about that utility trend, don’t miss the chance to check out our Olive Cargo Pants page for even more inspo. Whether you’re building a capsule wardrobe or just want to add a pop of personality to your everyday looks, olive pants are the kind of piece you’ll reach for again and again. Trust—once you have a pair, you’ll wonder how you ever lived without them.