High Waist Casual Pants
High waist casual pants are the ultimate wardrobe MVPs for our Windsor girl ready to slay the day with style and confidence. Perfect for any occasion, these pants effortlessly blend comfort with a chic vibe, making them your go-to choice whether you're brunching with the squad or owning the office. With a flattering fit that highlights your silhouette and endless styling possibilities, these pants are your fashion-forward partner in crime. So go ahead, strut your stuff and let those high waist casual pants do all the talking.
$46.90 - $49.90
A chic black cargo jogger with high-waist, metal ring trims, and elastic hem for a sporty look.
$39.90
A chic pair of high-rise black skinny pants in coated faux leather with minimal stretch.
$42.90
A pair of medium denim high-rise mom jeans with distressed knee slits and a skinny leg fit.
$49.90
A pair of black high-rise cargo denim jeans with a straight-leg silhouette and trendy flap pockets.
$39.90
A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.
$35.90
A chic ivory trouser with a high-rise waist and flattering wide-leg silhouette.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$46.90
A stylish pair of medium denim high-rise straight cropped jeans with knee destruction and moderate stretch.
$42.90
A stylish pair of brown high-rise cargo pants with adjustable drawcord hems and multiple pockets.
$39.90
A chic pair of black faux leather pants with a high-rise waist and trendy flare hem.
$29.90
A pair of ivory woven palazzo pants featuring a high-rise waist, pleating, and a flowy wide-leg silhouette.
$44.90
A chic pair of black chiffon palazzo pants featuring a high-rise waist and wide-leg pleats.
$42.90
A pair of chartreuse cotton palazzo pants featuring a high-rise drawstring waist and flowy wide-leg silhouette.
$49.90
A trendy dark denim pant with a pinstripe pattern and flattering high-rise wide-leg silhouette.
$39.90
A stylish pair of brown faux leather flared pants with a high-rise waist and sleek fit.
$49.90
A cognac satin jogger pant with a high-rise waist, cargo pockets, and adjustable drawcord cuffs.
$32.90
A high-rise sage crepe trouser with a flattering wide-leg silhouette for a polished look.
$46.90
A pair of high-rise boyfriend jeans in denim with distressed accents and a cuffed hem.
$34.90
A pair of ivory tropical wide-leg pants featuring a high-rise waist and stretchy knit fabric.
$46.90
A pair of white high-rise crochet pants with a sheer design, embroidered knit fabric, and sewn-in lining.
$49.90
A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.
$42.90
A chic pair of rose high-rise trouser pants with a flattering wide-leg silhouette and side pockets.
$49.90
A stylish pair of high-rise denim cargo jeans featuring a straight-leg silhouette and eight-pocket design.
$34.90
A pair of black wide-leg pants featuring an abstract print and comfortable stretchy knit fabric.
$34.90
A trendy wide-leg pant in brown abstract print with a flattering high-rise waist.
$14.97 $34.90 57% off
A sleek black crepe knit trouser with a high-rise belted waist and straight-leg fit.
$32.90
A comfy black ponte knit pant with a high-rise waist and flared hem for versatile styling.
$29.90
A boho chic black sheer lace flare pant with a high-rise elastic waist and knit lining.
$36.90
A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.
$44.90
A pair of ivory woven high-rise trouser pants featuring a wide-leg silhouette and side pockets.
$9.97 $29.90 67% off
A brown high-rise knit flare pant with a fold-over waist and ribbed hacci fabric for comfort.
$29.90
A pair of black crochet lace flare pants with a high-rise waist and hip-hugging fit.
$34.90
A high-rise taupe ponte pant with a flare leg silhouette and stretchy knit fabric.
$32.90
A trendy pair of brown faux suede flare pants with a high-rise waist and leopard print.
$42.90
A pair of multi-color woven palazzo pants featuring a tropical print, high-rise waist, and wide-leg silhouette.
$36.90
A dark denim mini skort featuring a high-rise fit, faux wrap overlay, side tie, and frayed hem.
$44.90
A pair of light denim bootcut jeans featuring a high-rise waist and flattering seam detailing.
$44.90
A pair of black high-rise acid wash cargo jeans with a slight stretch and straight-leg hem.
$32.90
A pair of ivory sheer woven palazzo pants with a wide-leg silhouette and adjustable tie-front drawstring.
$18.97 $46.90 60% off
A light denim high-rise jean with unique seam detailing and a trendy flare hem.
$46.90
A dark denim high-rise jean with a hip-hugging fit and stylish flare hem.
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Elevate your wardrobe with these essential pair of faux leather pants! These chic coated skinny pants feature a high-waist fit, waistband with belt loops, two back pockets, and hidden zipper closure. Style these high-rise pants with a sleek mesh bodysuit, corset top, or blouse for a chic and fierce look. Fit & FeaturesHigh-rise waist, belt loops, Front button and hidden zipper closure, Faux front pockets, two back pockets, Skinny leg design, Coated faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Coated Skinny Pants in Black | Size: M | Leather
In these faux leather pants, you'll be walking the walk of cool-effortless style! They feature a flattering high-rise waist and straight-leg silhouette on coated faux leather fabric that offers a sleek look for workwear or everyday 'fits. Complete the look in a smooth bodysuit and block heels. Fit & FeaturesHigh-rise waist, Straight-leg silhouette, Front button and hidden zipper closure, Faux front pockets, functional back pockets, Coated faux leather fabric, slight stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Walking The Walk Faux Leather Straight Leg Pants in Black | Size: M
These classic and chic ponte knit trouser pants feature a high-rise elasticized waist with a hip-hugging fit and a wide-leg hem. The vertical seam running down the front of each leg will create a flattering silhouette you'll love. Fit & FeaturesPonte knit fabric with moderate stretch, High-rise elasticized waist, Vertical front seams, Hip-hugging fit, Wide-leg silhouette, Pants in size small have an 11" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classic And Chic Wide-Leg Trouser Pants in Ivory | Size: M | Knit Fabric
Look stylish and posh for your nine-to-five in these crepe trouser pants! Designed with a flattering high-rise waist and front pin-tuck detailing going down the straight-leg silhouette, you'll feel so confident to take on the day. Complete the look in an oversized blazer and heels. Fit & FeaturesCrepe fabric with stretch, High-rise waist, Pull-on-and-off styling, Straight-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black | Size: L
These faux leather pants feature a flattering high-rise waist, hip-hugging fit, and a trendy flare hem on coated fabric for a sleek look. Perfect for styling with a graphic tee and booties. Fit & FeaturesCoated faux leather fabric, slight stretch, High-rise waist, Hip-hugging fit, flare hem, Front button and hidden zipper closure, Two-pocket styling, Pants have an 11" front rise with a 30.5" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black | Size: L
These breezy woven palazzo pants will give off those effortless weekend vibes with their relaxed, wide-leg silhouette. Style with the matching tie-front crop top for a chic look. Shop Matching Top: Weekend Vibes Tie-Front Crop TopFit & FeaturesWoven fabric, High-rise waist, Dual front pockets, Pleating, Flowy wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Weekend Vibes Wide-Leg Palazzo Pants in Ivory | Size: L | Woven Fabric
Pretty pleats make these high-rise palazzo pants a chic find! Style with a crop top and heels for dinner and drinks. Fit & FeaturesChiffon woven fabric, knit lining, High-rise waist, Wide-leg pleated silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Pleats High-Rise Chiffon Palazzo Pants in Black | Size: XS | Chiffon/Knit Fabric/Woven Fabric
Spice things up in these sleek and trendy faux leather pants, which boast fringed side trim and a flattering flare hem—perfect for dancing at festivals or concerts! Fit & FeaturesFaux leather lined fabric, minimal stretch, Mid-rise waist, front button and hidden zipper closure, Faux front pockets, back pockets, belt loops, Hip-hugging fit, Fringed side trim, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black | Size: 5 | Leather
No one will forget your beachy-chic vibes in these linen-blend wide-leg trouser pants perfect for weekend plans or vacation! Pair with the matching vest for a complete look. Shop Matching Top: Beachy Chic Tie-Front Vest With LinenFit & FeaturesLinen-blend woven fabric, High-rise waist, belt loop accents, Side pockets, Wide-leg silhouette, Pants in size small have an approximate 13.5" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Beachy Chic Wide-Leg Trouser Pants With Linen in Natural | Size: S | Woven Fabric
A perfectly trendy pair of denim pants with cute details like a pinstripe pattern and flattering wide-leg silhouette. Complete the look with the matching vest. Shop Matching Vest: Fresh Perfection Button Split Denim VestFit & FeaturesPinstripe pattern, denim fabric, High-rise waist, Wide-leg silhouette, Front button and hidden zipper closure, Four-pocket styling , Runs true to size , Free Shipping on All Orders Over $75. | Windsor Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim | Size: L
High Waist Casual Pants
High waisted casual pants are the ride-or-die wardrobe staple every Windsor girl needs in her lineup—think of them as the ultimate confidence booster, ready to take you from coffee runs to late-night adventures without missing a beat. These aren’t just pants; they’re a vibe, a feeling, a whole main character moment. The magic is in the fit: that high-rise waist snatches you in, elongates your legs, and gives you all the power moves you need—whether you’re strutting into class, heading to brunch, or just living your best life. If you’ve ever tried on pants with high waist details, you know the instant glow-up they deliver. It’s the kind of look that says, “Yes, I woke up like this,” even if you hit snooze three times and barely made it out the door. And let’s be honest, high waisted casual pants women love are the ones that work overtime, pairing just as easily with a cropped tee and sneakers as they do with a blazer and heels when you’re feeling that boss energy.
When you’re picking out your next go-to pair, it’s all about the details that match your mood and your moves. Love a relaxed, slouchy fit for those chill days? Go for wide-leg or paperbag styles that deliver max comfort with zero effort. Want to show off those curves? Slim-fit and tapered options are your secret weapon. And if you’re all about versatility, look for spring high waist pants in breezy fabrics that keep you cool and comfortable no matter what’s on your calendar. These pants are the MVP for gifting, too—think birthdays, graduations, or that just-because treat for your bestie who’s always on the hunt for the next trend. Picture her unwrapping a pair of high waisted casual pants and instantly planning all the ways she’ll wear them: tucked into boots for a night out, styled with a graphic tee for a music festival, or dressed up with a silky cami for date night. The possibilities? Endless. And let’s not forget the color game—whether you’re into bold prints, soft neutrals, or that classic, can’t-go-wrong black, there’s a pair that’s basically calling your name. If you’re feeling the pull of timeless chic, don’t miss out on our Black High Waist Pants for a look that’s always on point.
High waisted casual pants are more than just a trend—they’re a whole lifestyle, perfect for the girl who wants to look put together with minimal effort (because who has time for anything else?). They’re for the spontaneous road-trippers, the last-minute party planners, the girls who turn the sidewalk into a runway and believe that comfort and style should always go hand-in-hand. These pants are the ultimate style chameleons, ready to flex with your mood and your plans. Dress them up, dress them down, wear them on repeat—trust us, you’ll never get bored. Every Windsor girl deserves a closet that makes her feel unstoppable, and high waisted casual pants are the secret weapon that delivers every single time. Whether you’re shopping for yourself or picking up the perfect gift for your squad, you’re not just buying a pair of pants—you’re investing in confidence, comfort, and a whole lot of main character energy.