Brown High Waisted Pants

Brown high waisted pants are the ultimate style chameleons—effortlessly cool, endlessly versatile, and always ready to elevate your look. Whether you’re channeling laid-back weekend vibes or dressing things up for a night out, these pants bring just the right amount of polish and personality. Pair them with everything from crisp button-downs to slouchy knits, and watch how quickly your closet staples get a fresh upgrade. When you want an outfit that says “put together” without even trying, brown high waisted pants do all the heavy lifting—so you can focus on living your best life (and maybe turning a few heads along the way).

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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 Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

A stylish pair of brown faux leather flared pants with a high-rise waist and sleek fit.

Retro Remix Striped Flare Pants in Brown

$39.90

A pair of brown striped flare pants crafted from soft stretch knit fabric with a smooth high-rise waist.

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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

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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: 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

Brown High Waisted Pants

Brown high waisted pants are the kind of wardrobe hero that quietly does the most—effortlessly bridging the gap between comfort and polish, trend and timelessness. If you’ve ever found yourself standing in front of your closet, coffee in hand, wondering how to look put together without feeling overdressed, these are your answer. The high waist flatters every curve, cinching at just the right spot to create that elongated silhouette we all love—no contortionist moves required. The earthy, chocolatey hues of brown instantly ground your look, adding warmth and richness that’s especially welcome in winter’s sea of black and grey. Whether you’re layering up for a brisk January morning or plotting your next brunch fit, brown high waisted pants are a versatile foundation that adapts to your mood and the moment. Tuck in a turtleneck, throw on a cropped sweater, or add a tailored blazer—the styling options are endless, and the vibe is always effortlessly elevated.

Shopping for brown high waisted pants is all about finding your perfect fit and finish. Think about your day-to-day: Are you running from class to coffee dates, or do you need something that can go from office hours to happy hour without missing a beat? Look for details like wide waistbands for extra support, subtle pleats for a touch of sophistication, or a hint of stretch for all-day comfort (because no one wants to feel restricted halfway through a busy day). If you’re gifting, these pants are an unexpectedly thoughtful pick—ideal for the friend who’s always mixing up her style or the sister whose closet is a revolving door of trends. Brown is universally flattering and pairs seamlessly with everything from crisp whites to bold jewel tones, making it a safe bet for even the pickiest fashion lover. And if you’re craving a little extra drama or a silhouette that brings major movement, don’t miss our curated selection of Brown Wide Leg Pants—they’re a statement all their own.

What really sets brown high waisted pants apart is their ability to flex with your style, season after season. In January, they’re the cozy-chic base for chunky knits and ankle boots, but as the weather warms, swap in a breezy blouse or a fitted tank for an easy transition. They’re the piece you reach for when you want to look like you tried (even if you hit snooze three times), the shortcut to feeling confident on days when nothing else feels quite right. The high waist means you can play with proportions—think cropped jackets, oversized button-downs, or even a slouchy hoodie for those off-duty days that still deserve a little intention. And let’s not forget the practical perks: deep pockets for your essentials, a forgiving fit for post-dinner plans, and enough versatility to keep outfit repeats feeling fresh. Whether you’re building a capsule wardrobe, experimenting with new trends, or just searching for pants that actually fit, brown high waisted pants are the kind of staple that meets you where you are and moves with you—literally and stylistically.

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Brown High Waisted Pants

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