High Rise Flare Pants

High rise flare pants are calling, and they're here to elevate your style game to new heights! These beauties are the ultimate blend of retro vibes and modern flair, perfect for strutting through your day with confidence and sass. Whether you're off to brunch with the squad or owning the dance floor, these pants are your go-to for that effortlessly chic look. Pair them with your fave crop top or a sleek blouse, and you're ready to conquer whatever comes your way. So go ahead, channel your inner fashionista and let those high rise flare pants do all the talking!

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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 finish.

Windsor 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.

Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

A chic brown faux leather pant with a high-rise waist and flared hem for trendsetting style.

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 So Far So Good High-Rise Bootcut Denim Jeans in Dark Denim

$44.90

A pair of dark denim high-rise bootcut jeans with a slim fit and slight stretch for comfort.

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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

High Rise Flare Pants

High rise flare pants are the secret weapon in every style lover’s closet—the kind of piece that doesn’t just fill a gap, but completely transforms your outfit game. Picture this: you’re standing in front of your closet on a chilly January morning, feeling that familiar “I have nothing to wear” energy creeping in. Enter the high rise flare. With their leg-lengthening magic and waist-defining fit, these pants are a sartorial reset button, ready to turn even the most basic tee or sweater into a full-on look. Whether you’re headed to brunch, pulling together a last-minute date night fit, or just want to look like you put in way more effort than you actually did, flared pants deliver every time. The high rise cut hugs in all the right places, creating that coveted hourglass silhouette, while the flare adds movement and a little drama—without ever feeling over the top. They’re the ultimate chameleon: throw on a cropped knit and sneakers for errands, swap in a slinky bodysuit and boots for a night out, or layer with a statement coat when the temps dip. And if your aesthetic leans a little retro, bell bottom leather pants or flared leather pants are an instant nod to ‘70s glam, but with a modern edge that feels right at home in today’s rotation.

Gifting high rise flare pants is basically handing someone the gift of endless outfit possibilities. They’re the rare find that works for your trend-obsessed best friend, your sister who loves a classic twist, or even your mom who appreciates comfort with a side of style. If you know someone who’s always searching for the perfect pants to wear with chunky knits or tucked-in blouses, this is their moment. Leather flare pants and flared leather pants are especially perfect for the friend who’s never met a statement piece she didn’t love—think birthday surprises, Galentine’s treats, or even a just-because pick-me-up when her winter wardrobe needs a little spark. The versatility is unmatched: they’re polished enough for the office (just add a blazer and pointed toe flats), but can easily pivot to weekend plans with a graphic tee and stacked platforms. And for the petite crowd, the high rise and flare combo gives the illusion of extra inches—no tailoring required. If you’re tall, the elongated lines make the most of your height. It’s the kind of fit that flatters every shape, celebrates curves, and never goes out of style, even as trends come and go.

When it comes to styling, don’t be afraid to play. High rise flared pants are a blank canvas for your mood—go full monochrome for a sleek winter vibe, mix textures with ribbed knits or faux fur, or lean into the retro feel with a tucked-in turtleneck and oversized sunglasses. Leather bell bottom pants are a power move for nights when you want to channel confidence and cool in equal measure; they pair just as well with a silky cami as they do with a chunky sweater and layered necklaces. And if you’re craving even more volume, explore the world of High Rise Palazzo Pants for a fresh twist on wide-leg silhouettes. The best part? High rise flare pants aren’t just a trend—they’re a forever piece, ready to anchor your wardrobe season after season. So whether you’re building your capsule collection, refreshing your January essentials, or just want to try something new, these pants are here to make getting dressed feel like the easiest (and most fun) part of your day.

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