High Waist Flowy Pants
High waist flowy pants are here to turn every sidewalk into your personal runway. Effortlessly chic and endlessly comfortable, these dreamy bottoms are made for the girl who loves to move, groove, and make an entrance. Whether you’re brunching with your crew or stealing the spotlight at girls’ night, high waist flowy pants bring that perfect blend of laid-back vibes and head-turning style. Get ready to serve looks, break hearts, and own every room—because when you slip into these pants, you’re not just wearing a trend—you’re starting one.
$35.90
A chic ivory ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$49.90
A trendy dark denim pant with a pinstripe pattern and flattering high-rise wide-leg silhouette.
$14.97 $34.90 57% off
An ivory sheer lace flare pant featuring a high-rise elastic waistband and hip-hugging fit.
$39.90
A stylish pair of brown faux leather flared pants with a high-rise waist and sleek fit.
$17.97 $42.90 58% off
A chic pair of rose high-rise trouser pants with a flattering wide-leg silhouette and side pockets.
$49.90
A black knit flare pant with all-over rhinestone embellishments and a high-rise, hip-hugging fit.
$34.90
A pair of black abstract print wide-leg pants crafted from stretchy knit fabric with a high-rise waist.
$34.90
A trendy wide-leg pant in brown abstract print with a flattering high-rise waist.
$29.90
A pair of black crochet lace flare pants with a high-rise waist and hip-hugging fit.
$9.97 $29.90 67% off
A brown high-rise knit flare pant with a fold-over waist and ribbed hacci fabric for comfort.
$9.97 $29.90 67% off
A boho chic ivory lace flare pant with a high-rise waist and hip-hugging fit.
$15.97 $36.90 57% off
A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.
$32.90
A trendy pair of brown faux suede flare pants featuring a sassy leopard print and high-rise waist.
$46.90 - $49.90
A chic olive cargo jogger with high-waist, metal ring trims, and elastic hem for a sporty look.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$28.90
A chic pair of black ponte capri pants with a high-rise waist and side slit accents.
$42.90
A stylish pair of brown high-rise cargo pants with adjustable drawcord hems and multiple pockets.
$39.90
A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.
$39.90
A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.
$32.90
An airy ivory lace maxi skirt with a high-rise waist and flowy hanky hem.
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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: L | 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: L
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
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
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
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
High Waist Flowy Pants
Let’s be real: high waisted flowy pants are the unsung heroes of every closet, ready to step up when you want to look put together but feel like you’re still in your lounge set. These are the pants you reach for when you want to serve a whole vibe with zero effort—whether you’re running late and need to throw on something that instantly looks chic, or you’re planning a rooftop brunch and want to float in like you own the place. The magic is all in the fit: that high waist cinches you in just right, giving you legs for days and a waist that pops, while the flowy fabric moves with you, catching every breeze and turning sidewalks into your own personal runway. Flowy pants with slits take it up another notch, letting you flash a little leg and a lot of confidence with every step. They’re the perfect pick for anyone who’s ever wanted to feel like the main character—trust, you’ll be catching glances and compliments left and right.
Gifting cute flowy pants? You’re basically giving the gift of instant confidence and endless outfit options. These pants are a favorite for besties who live for travel, students who want to go from class to coffee dates without missing a beat, and anyone who’s ever had to sprint from desk to dinner and still look flawless. They’re a lifesaver for those unpredictable days when you need to look pulled together but refuse to sacrifice comfort. High rise flowy pants women love are the ultimate style hack: they pair effortlessly with crop tops for a festival-ready look, or with a tucked-in graphic tee and sneakers for the days you want to keep it lowkey but cute. If you’re shopping for yourself, think about the details that’ll make these pants feel like they were made just for you—elastic waists for extra comfort, pockets for stashing lip gloss and your phone, and lightweight fabrics that keep you cool even when the group chat is blowing up about a last-minute outing.
Whether you’re updating your wardrobe or hunting for the perfect gift, high waist flowy pants are the versatile staple that works for every plan and every mood. They’re made for twirling on dance floors, lounging on patios, and making every moment feel like a photo op. And if you’re on the lookout for even more inspo, check out our collection of High Waist Summer Pants—because every Windsor girl deserves to feel unstoppable, wherever her adventures take her.