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.

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Classic And Chic Wide-Leg Trouser Pants in Ivory

$35.90

A chic ivory ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.

High-Rise Coated Skinny Pants in Black

$39.90

A chic pair of high-rise black skinny pants in coated faux leather with minimal stretch.

Nine To Five Straight-Leg Crepe Trouser Pants in Black

$34.90

A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.

Sleek Business High-Rise Faux Leather Flare Pants in Black

$39.90

A chic pair of black faux leather pants with a high-rise waist and trendy flare hem.

Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim

$49.90

A dark denim high-rise pant featuring a pinstripe pattern and flattering wide-leg silhouette in denim fabric.

Glitzy Vibes Rhinestone Knit Flare Pants in Black

$49.90

A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.

Windsor Slithering Impression Snake Print Sequin Flare Pants

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Windsor Slithering Impression Snake Print Sequin Flare Pants

$15.97 $36.90 57% off

A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.

Windsor Sassy Trend Leopard Faux Suede Flare Pants in Brown

$32.90

A trendy pair of brown faux suede flare pants featuring a sassy leopard print and high-rise waist.

Windsor Major Cutie Cargo Joggers Pant in Olive-2

Windsor Major Cutie Cargo Joggers Pant in Olive-2

$46.90 - $49.90

A chic olive cargo jogger with high-waist, metal ring trims, and elastic hem for a sporty look.

Cool Captured High Rise Cargo Denim Jeans in Black

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Cool Captured High Rise Cargo Denim Jeans in Black

$49.90

A stylish pair of black high-rise cargo denim jeans with a straight-leg silhouette and flap pockets.

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Windsor Forever On Trend High Rise Ponte Capri Pants in Black

$28.90

A chic pair of black ponte capri pants with a high-rise waist and side slit accents.

Windsor Bold High-Rise Acid Wash Cargo Jeans in Black

$44.90

A stylish pair of black high-rise acid wash cargo jeans with a slight stretch and cargo pockets.

Bohemian Chic Sheer Lace Flare Pants in Ivory

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Bohemian Chic Sheer Lace Flare Pants in Ivory

$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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High-Rise Coated Skinny Pants in Black

$39.90

(113)

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

Windsor Classic And Chic Wide-Leg Trouser Pants in Black

$35.90

(16)

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: XS | Knit Fabric

Windsor Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

(15)

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

Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black

$34.90

(11)

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

Forever On Trend High Rise Ponte Capri Pants in Black

$28.90

(9)

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

Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black

$39.90

(6)

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

Weekend Vibes Wide-Leg Palazzo Pants in Ivory

$29.90

(6)

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

Windsor 90s Sleek High-Rise Capri Pants in Black

$26.90

(5)

Unveil a sleek 90s-inspired allure in these high-rise capri pants perfect for dressing up with heels or flats! Fit & FeaturesWoven fabric, minimal stretch, High-rise waist, Back zipper closure, Form-hugging fit, Capri knee-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor 90s Sleek High-Rise Capri Pants in Black | Size: L | Woven Fabric

Windsor Pretty Pleats High-Rise Chiffon Palazzo Pants in Black

$44.90

(4)

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: M | Chiffon/Knit Fabric/Woven Fabric

Windsor Dare To Flare High-Rise Ponte Pants in Black

$34.90

(4)

Bring a sassy flare to your everyday look in this high-rise ponte flare pants perfect for styling up or down! Fit & FeaturesPonte knit stretchy fabric, High-rise waist, Flare leg silhouette, Cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dare To Flare High-Rise Ponte Pants in Black | Size: M | Knit Fabric/Stretchy Fabric

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.

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High Waist Work Trousers

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