Flattering Black Pants

Flattering black pants are your ultimate wardrobe MVP, effortlessly taking you from brunch to boardroom with a single outfit change. Whether you're channeling boss babe energy at work or keeping it chic for a night out, these pants have got your back. They're the secret weapon every Windsor girl needs—sleek, versatile, and always on point. Slide into a pair and watch as they hug your curves in all the right places, making you feel unstoppable. Get ready to strut with confidence because when it comes to style, these pants are the real deal!

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Best Seller

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.

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.

Forever On Trend High Rise Ponte Capri Pants in Black

Best Seller

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 flirty side slits.

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.

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.

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

$39.90

A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.

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 Major Cutie Cargo Joggers Pant in Black

Best Seller

Windsor Major Cutie Cargo Joggers Pant in Black

$46.90

A chic black cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.

So Obsessed Rhinestone Cutout Straight Leg Denim Jeans in Black

Best Seller

So Obsessed Rhinestone Cutout Straight Leg Denim Jeans in Black

$59.90

A pair of black high-rise straight leg jeans featuring rhinestone cutout trim and a heart-shaped bum seam.

Now Trending

High-Rise Coated Skinny Pants in Black

$39.90

(117)

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

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

Forever On Trend High Rise Ponte Capri Pants in Black

$28.90

(20)

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

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 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 Sleek Polish High-Rise Flare Trouser Pants in Black

$42.90

(7)

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: L | Woven Fabric

Sale

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: S | Knit Fabric

Windsor Chic And Confident Pinstripe Flared Trouser Pants in Black

$46.90

(3)

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

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

(3)

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: XS

Flattering Black Pants

There’s a reason black pants are the backbone of every closet—the kind of piece you reach for on autopilot, knowing they’ll deliver every single time. They’re the unsung heroes of winter wardrobes, especially in January when you’re craving both comfort and polish. Whether you’re navigating a marathon day of classes, clocking in at your nine-to-five, or heading out for a last-minute dinner, a pair of flattering black pants can instantly transform your look and your mood. Think of them as the ultimate blank canvas: they play nice with cozy knits, sharp blazers, slouchy tees, or that statement top you’ve been saving for a night out. The beauty is in their versatility—tailored for the office, relaxed for weekend coffee runs, or elevated with heels for date night. And let’s be real, there’s something about slipping into a pair of perfectly fitting black pants that just feels powerful—like you could take on anything the day throws your way, even if that’s just surviving the group chat’s brunch plans.

When you’re shopping for Windsor black pants, it’s all about finding that sweet spot between style and function. Look for silhouettes that celebrate your shape—high-rise cuts that hug in all the right places, wide-leg trousers that bring effortless drama, or sleek cigarette pants that mean business without feeling stuffy. Pay attention to fabric, too: a little stretch goes a long way on busy days, while luxe textures like ponte or faux leather add instant edge. Black pants are also a genius gift for anyone building their wardrobe from the ground up (think: college students, new grads, or anyone in the throes of a style reset). They’re the piece she’ll actually wear—on repeat, in a million different ways, and never tire of. And for those mornings when you’re running late or just can’t deal with outfit math, having a few pairs of go-to black pants in your rotation means you’re always five minutes away from looking put-together. If you’re ready to expand your collection or just want to see what’s trending, browse our edit of Cute Black Pants for more inspiration.

As the season leans into chilly mornings and unpredictable afternoons, black pants become your wardrobe’s secret weapon. They layer seamlessly under oversized coats, tuck effortlessly into boots, and look just as good with a chunky scarf as they do with a statement belt. There’s a certain confidence that comes from knowing you’ve nailed the fit—no awkward bunching, no sagging, just clean lines and a silhouette that moves with you. Maybe you’re dressing for a big presentation, running errands in the city, or showing up for a friend’s birthday dinner; flattering black pants are the foundation that lets you build any look, any vibe, any time. And if you ever find yourself in a style rut, remember: black pants are never the wrong answer. They’re the quiet luxury, the everyday essential, and the piece that makes getting dressed actually feel fun again.

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Flattering Black Pants

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