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 stylish pair of medium denim high-rise mom jeans with distressed knee details and a skinny fit.
$49.90
A pair of black high-rise cargo denim jeans with a straight-leg silhouette and trendy flap pockets.
$35.90
A chic black ponte knit 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.
$28.90
A chic pair of black ponte capri pants with a high-rise waist and flirty side slits.
$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.
$49.90
A trendy dark denim pant with a pinstripe pattern and flattering high-rise wide-leg silhouette.
$39.90
A stylish brown faux leather pant with a high-rise waist and flared hem for trendsetting looks.
$46.90
A pair of high-rise boyfriend jeans in denim with distressed accents and a cuffed hem.
$49.90
A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.
$49.90
A stylish pair of high-rise cargo denim jeans featuring a straight-leg silhouette and eight-pocket design.
$17.97 $42.90 58% off
A chic pair of rose high-rise trouser pants with a flattering wide-leg silhouette and side pockets.
$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.
$29.90
A pair of black crochet lace flare pants with a high-rise waist and hip-hugging fit.
$9.97 $29.90 67% off
A brown high-rise knit flare pant with a fold-over waist and ribbed hacci fabric for comfort.
$32.90
A trendy pair of brown faux suede flare pants with a chic leopard print and high-rise waist.
$9.97 $29.90 67% off
A boho chic black sheer lace flare pant with a high-rise elastic waist and knit lining.
$15.97 $36.90 57% off
A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.
$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 black high-rise acid wash cargo jeans with a slight stretch and straight-leg 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: S | 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: L
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 Black | Size: L | 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
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: 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: S
Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black
$24.97 $59.90
58% off
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: 11 | Leather
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: S
Make A Statement Sheer Lace Flare Pants in Ivory
$14.97 $34.90
57% off
Make a sheer statement in these lace flare pants, perfect for festivals, concerts, or any weekend fun! Pair with a bodysuit or graphic top. Fit & FeaturesSheer lace ruffle knit fabric, High-rise elasticized waistband, Hip-hugging fit, Flare hem, Panties not included, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make A Statement Sheer Lace Flare Pants in Ivory | Size: M | Knit Fabric/Sheer Lace Fabric
Set the trends in this coated faux leather flare pant featuring a sleek high-rise waist and a flattering straight-leg fit that flares out at the hem. Pair with a long sleeve top. Fit & FeaturesCoated faux leather fabrication, High-rise waist, Single button with hidden zipper closure, Straight-leg fit, Flared hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown | Size: XL
High Waist Casual Pants
High waisted casual pants are the unsung heroes in every closet—those ride-or-die pieces that pull every look together, whether you’re running errands, grabbing boba with your crew, or conquering that 9-to-5 hustle. There’s just something about the way pants with high waist fit that instantly elevates your vibe, cinching you in and serving up those “main character” feels. You know the drill: toss on a cropped tee or a flowy blouse, and suddenly you’re not just ready for the day—you’re unstoppable. High waisted casual pants women love are all about that perfect blend of comfort and confidence. Think buttery-soft fabrics that move with you, flattering silhouettes that highlight your best angles, and those little details (like pockets deep enough for your phone and snacks) that make every pair a keeper. Whether you’re a fan of wide-leg drama, sleek straight cuts, or a little jogger action, these pants are made to flex with your mood and your plans.
Shopping for high waisted business casual pants? You’re in for a treat. These babies are the ultimate power move for anyone who wants to look polished without sacrificing comfort. Picture yourself strolling into the office—or logging on to that big Zoom call—rocking a pair of windsor dress pants that hug your waist just right and glide over your curves. No stiff, suffocating fits here; just pure, effortless style that works as hard as you do. And let’s be real, high waisted casual pants aren’t just for work or play—they’re also a genius gift idea for your bestie, your sister, or that friend who’s always “borrowing” your clothes. They’ll love you forever for introducing them to pants that actually fit, flatter, and make getting dressed a breeze. Plus, with so many colors, textures, and fits to choose from, you can build a whole wardrobe around these versatile stunners. Dress them up with a blazer for brunch, keep it chill with sneakers for a coffee date, or go full glam with heels and a statement top for those nights when you want to turn heads.
When you’re ready to step up your style game, explore the endless possibilities that come with high waisted casual pants. They’re your ticket to mixing and matching, experimenting with layers, and creating iconic looks that feel true to you. Don’t sleep on the power of a perfectly tailored pair—especially when you can find options that transition seamlessly from day to night, from spontaneous adventures to those “I mean business” moments. Want to dive even deeper into the world of high waisted perfection? Check out our curated collection of High Waist Work Trousers for even more inspo and endless outfit possibilities. Whether you’re building your dream wardrobe or searching for that one pair to rule them all, these pants are here to hype you up and help you own every room you walk into.