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.
$39.90
A chic pair of high-rise black skinny pants in coated faux leather with minimal stretch.
$35.90
A chic ivory 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.
$49.90
A dark denim high-rise pant featuring a pinstripe pattern and flattering wide-leg silhouette in denim fabric.
$49.90
A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.
$17.97 $42.90 58% off
A chic pair of rose high-rise trouser pants with a flattering wide-leg silhouette and side pockets.
$9.97 $29.90 67% off
A pair of brown knit flare pants with a high-rise fold-over waist and ribbed hacci fabric.
$15.97 $36.90 57% off
A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.
$32.90
A trendy pair of brown faux suede flare pants featuring a sassy leopard print and high-rise waist.
$46.90 - $49.90
A chic olive 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.
$28.90
A chic pair of black ponte capri pants with a high-rise waist and side slit accents.
$42.90
A stylish pair of brown high-rise cargo pants with adjustable drawcord hems and multiple pockets.
$39.90
A chic brown faux leather pant with a high-rise waist and flared hem for trendsetting style.
$49.90
A stylish pair of high-rise cargo denim jeans featuring a straight-leg silhouette and eight-pocket design.
$9.97 $29.90 67% off
A pair of blue crochet lace flare pants with a high-rise waist and hip-hugging fit.
$44.90
A stylish pair of black high-rise acid wash cargo jeans with a slight stretch and cargo pockets.
$9.97 $29.90 67% 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: 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 Work Trousers
Ready to make power moves and look like you run the place—because, honestly, you do? High waist work trousers are a total game-changer for the girl who’s got a to-do list longer than her coffee order and wants to slay every single item on it. These tailored beauties are all about confidence, structure, and a little bit of that “I woke up like this” energy. Whether you’re conquering the boardroom, hustling through interviews, or just want to elevate your everyday grind, high waisted work pants are your new go-to. There’s something about that cinched waist and elongated leg that makes you feel instantly put together—like you stepped straight out of a Pinterest board and into your real life. And let’s be real: nothing says “boss energy” like a crisp pair of womens work trousers high waisted, paired with your favorite heels or chunky sneakers. You can go classic with a high waist button pants moment, or keep things relaxed and on-trend with a highwaist big trouser—either way, you’re serving main character vibes from 9 to 5 and beyond.
Shopping for high waist work trousers isn’t just about what looks good (though, girl, you will look GOOD). It’s about finding pieces that work as hard as you do. Think about fabrics that move with you—stretch blends that keep up when you’re running from meetings to happy hour, or structured twills that hold their shape even after a marathon day at your desk. Details matter, too: a perfectly placed button, a tailored pleat, or a subtle slit at the hem can take your look from “just got dressed” to “just got promoted.” If you’re looking to treat yourself, or searching for a gift for that friend who’s always chasing the next big thing, Windsor pants are a no-brainer. They’re the kind of wardrobe staple that makes every outfit feel intentional, polished, and totally you. And don’t even get us started on versatility—these trousers are the ultimate chameleons. Pair them with a blazer for that big presentation, or swap in a graphic tee for brunch with the girls. High waisted work pants are also the perfect pick for those transitional days when you want to look sharp but stay comfy, especially as the days get longer and the calendar starts filling up with back-to-back plans.
If you’re obsessed with the fit and feel of high waist work trousers, you’re not alone. There’s a reason these styles have taken over street style and office inspo feeds everywhere. They’re universally flattering, giving you legs for days and a waist that’s always snatched. And if you’re thinking about expanding your collection, or just want to keep the good vibes rolling on your days off, check out our High Waist Casual Pants for even more ways to work that high-rise magic. Your wardrobe (and your confidence) will thank you.