Classic Womens Trousers
Classic women's trousers are your wardrobe's secret weapon, ready to transform any outfit from drab to fab in a heartbeat. These timeless staples are the ultimate fashion chameleons, effortlessly switching from business chic to casual cool with just a change of shoes. Whether you're strutting into the office or owning the dance floor, these trousers have got your back, making sure you look and feel like the powerhouse you are. So go ahead, unleash your inner fashionista and let those classic women's trousers do the talking!
$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.
$17.97 $42.90 58% off
A chic pair of rose high-rise trouser pants with a flattering wide-leg silhouette and side pockets.
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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: XS | 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: S
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
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
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
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
Classic Womens Trousers
Classic trousers are the unsung heroes of a woman’s wardrobe—those power players that always step up, whether you’re running the boardroom, brunching with your ride-or-die crew, or just vibing with a look that says “I’ve got this.” There’s something about slipping into a pair of perfectly tailored trousers that just hits different. It’s the confidence boost you didn’t know you needed, the instant polish that takes you from “just rolled out of bed” to “absolutely unstoppable.” Think about those moments when you want to make a statement without saying a word—classic trousers are your secret weapon. They’re the gift you give yourself when you want to level up your everyday, but they’re also a killer present for your bestie who’s about to land her dream job, your sister who’s ready to slay her first internship, or your mom who deserves a little extra glam in her day. These aren’t just pants—they’re a whole mood, a vibe, a declaration that you’re here to take up space and look fierce doing it.
When you’re shopping for classic trousers, it’s all about the details. The cut, the fit, the fabric—these are the little things that make a big difference. Maybe you’re all about that high-waisted silhouette that cinches your waist and pairs perfectly with a cropped blazer, or maybe you’re living for a wide-leg moment that brings a little drama with every step. Don’t sleep on the versatility, either. One day you’re pairing them with a tucked-in graphic tee and sneakers for a coffee run, the next you’re dressing them up with a silky cami and strappy heels for a night out that ends with fries at 2 a.m. (as it should). And let’s be real: classic trousers are the ultimate chameleons. They’re just as at home in a big presentation as they are at a rooftop party, and they play nice with literally everything in your closet—from sleek bodysuits to oversized knits. If you’re all about gifting, these trousers are a thoughtful pick for anyone who loves a polished look, needs to refresh their workwear, or just wants to feel like the main character in their own story.
Every Windsor girl knows that style is personal, and classic trousers are that blank canvas you get to make your own. Whether you’re building a capsule wardrobe or just need that one pair that goes with everything, investing in the right pair means you’ll always have a go-to for those “I have nothing to wear” days. And if you’re aiming for major boss energy, check out our curated selection of Womens Formal Trousers—they’re made for making moves, turning heads, and living your best life, no matter where the day (or night) takes you.