High Waist Work Trousers
High waist work trousers are the ultimate power move for every boss babe out there. Whether you're strutting into the boardroom or owning your WFH setup, these trousers have got your back (and your front, thanks to that chic high waist). They're the perfect blend of professional and playful, letting you slay from 9 to 5 without missing a beat. Pair them with your favorite blouse or daring crop top, and you're ready to conquer whatever the day throws your way. Get ready to turn heads and make moves—because these high waist work trousers are all about business with a side of sass.
$32.90
A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.
$35.90
A chic ivory wide-leg trouser with a high-rise elastic waist and flattering vertical seams.
$34.90
A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$34.90
A chic pair of black faux leather pants with a high-rise waist and trendy flare hem.
$42.90
A stylish pair of charcoal high-rise cargo pants with adjustable hems and multiple pockets.
$32.90
A high-rise sage crepe trouser pant with a flattering wide-leg silhouette for a polished look.
$34.90
A chic pair of ivory crepe trousers featuring a high-rise waist and straight-leg silhouette.
$49.90
A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.
$34.90
A sleek black crepe knit trouser with a high-rise belted waist and straight-leg fit.
$39.90
A sophisticated pair of black ponte knit pants featuring a belted waist and tapered straight leg.
$42.90
A chic pair of rose high-rise trouser pants with a flattering wide-leg silhouette and side pockets.
$13.97 $32.90 58% off
A pair of camel faux suede pants featuring dual lace-ups and a stylish flared hem.
$44.90
A stylish pair of khaki high-rise cargo pants with a straight-leg fit and six-pocket design.
$36.90
A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.
$34.90
A taupe high-rise ponte pant with a flare leg silhouette and stretchy knit fabric.
$32.90
A trendy pair of brown faux suede flare pants featuring a sassy leopard print and high-rise waist.
$9.97 $29.90 67% off
A pair of brown knit flare pants with a high-rise fold-over waist and ribbed texture.
$46.90 - $49.90
A chic ivory cargo jogger with high-waist, metal ring trims, and elastic hem for a sporty look.
$49.90
A stylish pair of black high-rise cargo denim jeans with a straight-leg silhouette and flap pockets.
$42.90
A stylish pair of brown high-rise cargo pants with adjustable drawcord hems and multiple pockets.
$44.90
A chic pair of natural high-rise chiffon palazzo pants with a wide-leg pleated silhouette.
$34.90
A chic brown faux leather pant with a high-rise waist and flared hem for trendsetting style.
$49.90
A cognac satin jogger with a high-rise waist, cargo pockets, and adjustable drawcord cuffs.
$49.90
A stylish pair of high-rise cargo denim jeans featuring a straight-leg silhouette and eight-pocket design.
$26.90
A sleek 90s-inspired high-rise capri pant in black woven fabric with a form-hugging fit.
$9.97 $29.90 67% off
A pair of blue crochet lace flare pants with a high-rise waist and hip-hugging fit.
$12.97 $29.90 57% off
A boho chic pair of ivory sheer lace flare pants with a high-rise elasticized waist.
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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
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
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
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: XS
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: XS
Feel the breeze on the weekend in these crochet palazzo pants at festivals, concerts, or out at the fair! Featuring a high-rise elasticized waistband and a wide-leg silhouette, these pants offer a flattering fit on crochet fabric lined with stretch knit. Complete the look in a crop top. Fit & FeaturesCrochet fabric lined with stretch knit, High-rise elasticized waistband, Wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Weekend Breeze High-Rise Crochet Palazzo Pants in Denim | 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: 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: M | 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
A comfy and cute mid-rise flare pants perfect for post-pilates and grabbing coffee! Pair with the matching jacket. Fit & FeaturesStretchy rib knit fabric, Folded mid-rise waist, Hip-hugging fit, Flare hem, Runs true to size, Shop The Matching Jacket: At Your Leisure Zip-Up Crop Jacket Free Shipping on All Orders Over $75. | Windsor At Your Leisure Mid-Rise Flare Pants in Black | Size: S | Knit Fabric
High Waist Work Trousers
Ready to step up your work wardrobe game? High waist work trousers are here to make every Monday morning feel less like a grind and more like a power move. These pants are the ultimate closet MVPs for the girl who means business—whether that’s at the office, at brunch, or closing deals from her favorite coffee shop. The beauty of high waisted work pants is all in the details: they cinch you at the waist, elongate your legs, and pair perfectly with everything from cropped blazers to slouchy knits. There’s just something about that high-rise fit that instantly boosts your confidence—like, the “I’ve got this” energy you need when you’re running late but still want to look put together. And let’s not forget the practicality factor: the extra coverage means you can move, bend, and conquer your day without a second thought. Whether you’re hustling through back-to-back meetings or treating yourself to a well-deserved lunch date, these trousers have your back (and your best angles).
When it comes to picking out your new favorite pair, it’s all about finding the fit and fabric that matches your vibe and your lifestyle. Black skinny work trousers are a forever classic—they’re sleek, versatile, and basically the fashion equivalent of a double shot of espresso. These are the pants you reach for when you want to look sharp without even trying, the ones that work just as well with a crisp button-up as they do with a playful graphic tee. If you’re shopping for yourself or hunting for a gift for your ride-or-die bestie who just landed her dream job, high waist work trousers are a no-brainer. They’re the kind of gift that says, “I see you, boss babe,” and guarantees she’ll walk into any room with her head held high. And don’t even get us started on all the styling possibilities—tuck in a silky blouse for instant CEO energy, throw on a cropped sweater for a more laid-back look, or go bold with statement accessories to let your personality shine. High waisted work pants aren’t just for the office, either—they’re perfect for networking events, interviews, or even a spontaneous happy hour. Basically, if you want to look polished and feel unstoppable, this is the style to stock up on.
For those days when you want to switch things up and keep it casual without losing that elevated touch, don’t sleep on the versatility of high waist silhouettes. If you’re craving a more relaxed vibe (think: off-duty model running errands), check out our collection of High Waist Casual Pants for even more inspo. No matter how you style them, high waist work trousers are the secret weapon every Windsor girl needs in her wardrobe arsenal. They’re the perfect blend of comfort, confidence, and cool-girl polish—ready to take you from your morning hustle to your after-hours plans without missing a beat. So go ahead, claim your space, strut your stuff, and show the world you mean business—because with these trousers, you’re not just dressing for the job you have, you’re dressing for the life you want.