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.
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RECOMMENDED
$46.90 - $49.90
A chic ivory cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.
$32.90
A chic pair of black high-rise 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.
$46.90
A trendy pair of medium denim high-rise boyfriend jeans with destructed detailing and moderate stretch.
$46.90
A pair of black high-rise cargo denim jeans with a straight-leg silhouette and trendy flap pockets.
$34.90
A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.
$46.90
A stylish pair of medium denim jeans with a high-rise waist and trendy knee destruction accents.
$44.90
A stylish pair of black cotton high-rise cargo pants featuring multiple pockets and a straight leg fit.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$42.90
A stylish pair of black high-rise cargo pants with adjustable drawcord hem and multiple pockets.
$12.97 $29.90 57% off
A stylish pair of black ribbed knit flare pants with a high-rise waist and flared hem.
$34.90
A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek finish.
$35.90
A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$42.90
A pair of ivory high-rise straight-leg denim jeans perfect for pairing with crop tops or sweaters.
$28.90
A chic pair of black ponte capri pants with a high-rise waist and flirty side slits.
$46.90
A pair of medium denim high-rise jeans with a hip-hugging fit and wide-leg flare silhouette.
$42.90
A stylish pair of charcoal high-rise cargo pants with adjustable hems and multiple pockets.
$44.90
A stylish pair of medium denim high-rise jeans with a flattering flared bootcut silhouette.
$34.90
A stylish pair of brown faux leather flared pants with a high-rise waist and sleek fit.
$29.90
A pair of brown ribbed knit flare pants with a high-rise waist and hip-hugging fit.
$49.90
A cognac satin jogger pant with a high-rise waist, cargo pockets, and adjustable drawcord cuffs.
$46.90
A pair of high-rise boyfriend jeans in denim with distressed accents and a cuffed hem.
$9.97 $34.90 71% off
A pair of black faux leather pants with a high-rise drawstring waist and capri-length hem.
$32.90
A pair of wine-colored faux leather skinny pants with a high-rise waist and sleek fit.
$29.90
A pair of black high-rise skinny pants with a belted waist and woven fabric.
$34.90
A sleek black crepe knit trouser with a high-rise belted waist and straight-leg fit.
$44.90
A chic pair of black chiffon palazzo pants featuring a high-rise waist and wide-leg pleats.
$48.90
A high-rise, medium denim cargo jean with flap pockets and a relaxed straight-leg silhouette.
$39.90
A pair of burgundy high-rise track pants with side stripes and a relaxed wide-leg silhouette.
$46.90
A stylish pair of high-rise denim cargo jeans featuring a straight-leg silhouette and eight-pocket design.
$39.90
A sophisticated pair of black ponte knit pants featuring a belted waist and tapered straight leg.
$34.90
A chic pair of ivory crepe pants with a high-rise waist and straight-leg silhouette.
$44.90
A medium denim high-rise wide-leg trouser jean with slight stretch and four-pocket styling.
$32.90
A comfy black ponte knit pant with a high-rise waist and flared hem for versatile styling.
$32.90
A pair of camel faux suede pants featuring dual lace-ups and a stylish flared hem.
$42.90
A pair of dark denim high-rise bootcut jeans with a slight stretch and dual front buttons.
$9.97 $36.90 73% off
A high-rise brown faux leather pant with a lace-up front and flared hem for sleek style.
$22.97 $54.90 58% off
A high-rise dark denim jean with a wide-leg fit and edgy cargo pocket design.
$9.97 $42.90 77% off
A stylish pair of rust corduroy high-rise flare pants with minimal stretch and dual pockets.
$9.97 $36.90 73% off
A chic high-rise capri pant in black faux leather with a sleek, fitted silhouette.
$36.90
A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.
$39.90
A mocha woven trouser pant with a high-rise waist and relaxed wide-leg silhouette.
$11.97 $29.90 60% 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.
$42.90
A chic pair of black high-rise trousers with a wide-leg silhouette and side pockets.
$32.90
A trendy pair of brown faux suede flare pants with a chic leopard print and high-rise waist.
$34.90
A high-rise taupe ponte pant with a flare leg silhouette and stretchy knit fabric.
$9.97 $24.90 60% off
A stylish pair of high-waist gingham capri pants in black and white for a chic look.
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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: XS | 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
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: S
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: XS | Knit Fabric
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
Laidback Look Ribbed Knit Flare Pants in Black
$12.97
$29.90
57% off
These ribbed knit flare pants feature a flattering high-rise waist with a hip-hugging fit, leading to a form-hugging fit through the legs and a trendy flared hem. The lightweight ribbed knit fabric offers plenty of stretch for ultra-comfortable wear. Create the perf laidback look with a crop top and sneakers to grab coffee! Fit & FeaturesStretchy ribbed knit fabric, High-rise elasticized waist, Form-hugging fit, Flared-leg hem, Pants in size small have an 11.5" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Laidback Look Ribbed Knit Flare Pants in Black | Size: L | Knit Fabric
Shop Matching Top: Delicate Flair Floral Lace Tie-Front TopFit & FeaturesSheer floral lace fabric with sheer mesh lining, high stretch, Mid-rise elasticized waist, Form-hugging fit at the hips and down the leg, Flared hem, Pants in size small have an 11" front rise with a 33" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Delicate Flair Floral Lace Flared Pants in Burgundy | Size: S | Lace Fabric/Sheer Mesh Fabric
Slip into these classic and chic ponte capri pants for effortless style! Channel a 90s vibe in these pants featuring a flattering high-rise waist, form-hugging fit, and flirty side slit accents along the hem. Complete the look in a basic tee and sandals! Fit & FeaturesPonte knit fabric, minimal stretch, High-rise waist, Form-hugging fit, Side slit accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Forever On Trend High Rise Ponte Capri Pants in Black | Size: S | Knit 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 Natural | Size: XS | Chiffon/Knit Fabric/Woven Fabric
Look lavish in these leopard palazzo pants boasting a mid-rise waist and wide-leg silhouette perfect for elevating your look. Style with a crop top and heels. Fit & FeaturesSmooth woven fabric, no stretch, Leopard print , Elasticized mid-rise waist, Wide-leg pant, Pants in size small have an 11.5" front rise with a 28" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Lavish Leopard Print Palazzo Wide-Leg Pants | Size: L | Woven Fabric
High Waist Casual Pants
As the seasons shift and the fresh breezes of March whisper promises of spring, it's time to step up your wardrobe game with high waisted casual pants that effortlessly blend comfort with that chic edge we all crave. Picture this: it’s a sunny Saturday morning, and you’re meeting your friends for a laid-back brunch in the city. You reach for your favorite pair of high waisted casual pants, and suddenly, you’re not just dressed, you’re dressed to kill. These pants are the perfect ally, offering a flattering silhouette that hugs you just right, enhancing your natural shape while providing that snuggly comfort we all need on a relaxed day out.
High waisted casual pants are not just a piece of clothing; they're a versatile powerhouse in your fashion arsenal. Whether you're dressing them down with a breezy crop top and sneakers for a day of shopping or pairing them with a sophisticated blouse and heels for an impromptu dinner date, these pants are the foundation of countless killer outfits. They’re the perfect gift for that fashion-savvy friend whose wardrobe is always on point, or even a delightful treat to yourself because, girl, you deserve to feel fabulous every day. As the flowers start to bloom and the world shakes off the last chill of winter, these pants will carry you through in style, making every sidewalk your runway.
For those who adore a bit more flare, don’t forget to check out our Wide Leg Casual Pants. They are just the twist you need to spice up your wardrobe with a bit of drama and a lot of comfort. Imagine walking through a bustling market or enjoying a weekend getaway in these flowing beauties; they're not just pants, they're a statement. High waisted casual pants are indeed a testament to the fearless, vibrant spirit of the Windsor girl. They whisper tales of coffee dates that turn into night adventures and mornings spent chasing sunrises in style. So, embrace these must-haves and remember: in the right outfit, you’re unstoppable.