Trouser Pants

Trouser pants are the ultimate wardrobe chameleons, ready to take you from desk to dance floor with a flick of a heel. Whether you're channeling boss babe vibes at the office or keeping it cool and casual for brunch with the squad, these versatile beauties have got your back. With a mix of sleek silhouettes and playful patterns, they’re here to make sure your style game is always on point. So go ahead, strut your stuff and let those trouser pants do all the talking—because you’re absolutely killing it, girl!

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Windsor Classic And Chic Wide-Leg Trouser Pants in Black

$35.90

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

Windsor 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.

Walking The Walk Faux Leather Straight Leg Pants in Black

Best Seller

Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.

Out For The Day High-Rise Cargo Pants in Brown

$42.90

A stylish pair of brown high-rise cargo pants with adjustable drawcord hems and multiple pockets.

Windsor Glitzy Vibes Rhinestone Knit Flare Pants in Black

$49.90

A black knit flare pant with all-over rhinestone embellishments and a high-rise, hip-hugging fit.

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High-Rise Coated Skinny Pants in Black

$39.90

(118)

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

Forever On Trend High Rise Ponte Capri Pants in Black

$28.90

(24)

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

Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

(23)

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: M

Windsor Classic And Chic Wide-Leg Trouser Pants in Black

$35.90

(20)

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 Nine To Five Straight-Leg Crepe Trouser Pants in Black

$34.90

(13)

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

Sleek Polish High-Rise Flare Trouser Pants in Black

$42.90

(8)

Sleek, sculpted, and made to move with you. These high-waist flare pants blend polished tailoring with a flattering seam detail—perfect for dressing up your 9-to-5 or elevating your weekend look. Fit & FeaturesSmooth woven fabric, High-rise waist, belt loop accents, Hidden front zipper and hook-eye fasteners, Hip-hugging fit, Seam detailing down the front, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Polish High-Rise Flare Trouser Pants in Black | Size: S | Woven Fabric

Sleek Business High-Rise Faux Leather Flare Pants in Black

$39.90

(7)

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

Windsor Chic And Confident Pinstripe Flared Trouser Pants in Black

$46.90

(4)

Sharp lines, chic confidence. These pinstripe trouser pants hug through the hips, flare out at the hem, and instantly pull an outfit together whether you’re dressing them up or keeping it low-key. Style with the matching vest top! Shop Matching Vest: Chic And Confident Pinstripe VestFit & FeaturesPinstripe print, Knit fabric, Low-rise waistband with belt loops, Slim fit through hip and thigh, Flared leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic And Confident Pinstripe Flared Trouser Pants in Black | Size: L

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Sleek Look Mid-Rise Cutout Flare Pants in Black

$16.97 $39.90
57% off

(4)

Perfect for hangouts or dinners out, these mid-rise flare pants accentuate your best assets! With a flirty side waist cutout with adjustable drawstring and a hip-hugging fit, these pants offer a sleek look. Fit & FeaturesSlinky knit fabric, full knit stretchy lining, Mid-rise waist, Side waist cutout with adjustable drawstring, Hip-hugging fit, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Look Mid-Rise Cutout Flare Pants in Black | Size: L | Knit Fabric

Too Cool High-Rise Wide Leg Pants in Black

$46.90

(3)

Your “don’t mess with me” pants—sleek, sculpting, and effortlessly cool. These faux leather wide-leg pants bring major attitude with a high-rise fit that snatches the waist and elongates the leg. Dress them up, tone them down, they always deliver main character polish (without saying it).Fit & FeaturesSleek faux leather fabric, minimal stretch, High-rise waist, Wide-leg fit, Front button and hidden zipper closure, Belt loop accents, faux front pockets, open back pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Too Cool High-Rise Wide Leg Pants in Black | Size: 1 | Leather

Trouser Pants

Trouser pants are the unsung heroes of any wardrobe, quietly holding down everything from high-stakes work presentations to spontaneous brunch plans and those “I have five minutes to get ready” mornings. With styles that run the gamut from sharply tailored windsor dress pants to relaxed wide-leg silhouettes, this essential category is all about options—because your day rarely sticks to one vibe, and your look shouldn’t have to either. February’s unpredictable weather calls for versatility, and trouser pants deliver. Imagine slipping into a pair of crisp, high-waisted trousers that instantly polish up a basic tee, or choosing a pair of windsor pants with a straight-leg cut that looks equally at home with sneakers for errands or heels for happy hour. The tailored details—think pressed creases, refined closures, and elevated fabrics—do the heavy lifting, making even the simplest outfit feel intentional. For anyone who’s ever stood in front of their closet, paralyzed by indecision, trouser pants are the answer: one piece, endless possibilities. They’re the quiet confidence in your rotation, the foundation for an office-ready look that doesn’t feel stuffy, and the secret weapon for those days when jeans just won’t cut it.

If you’re shopping for yourself or searching for a gift that’s guaranteed to get real mileage, trouser pants check every box. They’re the kind of present that feels thoughtful and practical—ideal for a friend starting a new job, a sibling heading back to campus, or anyone who’s ready to graduate from leggings but isn’t about to sacrifice comfort. The fit options alone make them feel personal: high-rise for the vintage-inspired, wide-leg for the trend-setter, slim and tailored for the minimalist. And don’t sleep on fabric—lightweight blends transition seamlessly from winter layers to spring’s first bare ankles, while classic wool or ponte knits keep things cozy without the bulk. The beauty of windsor dress pants is how they bridge the gap between occasions. Need to impress at a meeting? Pair with a blazer and loafers. Want to keep it casual? Swap in a cropped sweater and chunky boots. Trousers invite you to experiment—mixing textures, playing with color, even layering over tights when the forecast is less than friendly. You’ll quickly find that once you have a few pairs in rotation, getting dressed becomes less about following rules and more about expressing whatever mood you’re in that day.

Whether you’re building a capsule wardrobe or just need a quick win for your next event, trouser pants are a smart investment that pays off in style and confidence. Their versatility means you can dress them up or down, lean into trends or keep it classic, and always feel like you’re showing up as your best self. If you’re ready to explore even more styles—from the latest wide-leg cuts to sleek, tailored fits—don’t miss our curated collection of Trendy Pants for inspiration. With options designed to fit your life (and your mood), Windsor makes it easy to find the perfect pair for every occasion.

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