Casual Flare Pants
Get ready to strut your stuff in casual flare pants that scream effortless chic and endless confidence. These wardrobe wonders are the ultimate go-to for any Windsor girl who’s ready to rock her day with a touch of flair. Whether you're brunching with the squad or owning the dance floor, these pants have got your back, hugging you in all the right places while flaring out for that perfect silhouette. Pair them with your fave top and some killer accessories, and you've got a look that's as unstoppable as you are!
$49.90
A pair of dark denim mid-rise flare jeans with seam detailing and a hip-hugging fit.
$42.90
A sleek black woven trouser featuring a high-rise waist, front seam detailing, and a flared hem.
$39.90
A pair of brown striped knit flare pants featuring a smooth high-rise waist and hip-hugging fit.
$39.90
A stylish pair of brown faux leather flared pants with a high-rise waist and sleek fit.
$46.90
A black pinstripe knit trouser pant featuring a low-rise waist, slim fit, and flared leg silhouette.
$34.90
A pair of black knit stretch flare pants featuring a low-rise tie waist and hip-hugging fit.
$29.90
A pair of black crochet lace flare pants with a high-rise waist and hip-hugging fit.
$54.90
A pair of ivory denim wide-leg jeans featuring a bold leopard print and classic five-pocket design.
$16.97 $39.90 57% off
A pair of green rib knit flare pants featuring a foldover waistband and adjustable side drawstrings.
$32.90
A pair of black high-rise ponte knit pants with a hip-hugging fit and flared hem.
$54.90
A pair of black denim flare pants featuring front lace-up detailing and a mid-rise waist.
$39.90
A pair of rust snake print flare pants in high-stretch knit with a metal O-ring cutout accent.
$29.90
A pair of rust-colored wide-leg pants crafted from smooth, high-stretch knit fabric for effortless style.
$49.90
A pair of vintage-inspired denim jeans with a mid-rise waist and flattering flare hem.
$49.90
A pair of dark denim flare jeans featuring a sculpting mid-rise V-cut waist and hip-hugging fit.
$49.90
A pair of black faux suede flare pants featuring high-rise fit and dramatic side fringe detailing.
$42.90
A pair of natural linen-blend wide-leg trousers with pleated detailing and a high-rise waist.
$42.90
A pair of brown linen-blend wide-leg trousers with a high-rise waist and dual front pockets.
$34.90
A pair of ivory knit wide-leg pants featuring a tropical print, high-rise waist, and relaxed fit.
$35.90
A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$39.90
A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.
$44.90
A pair of dark denim high-rise bootcut jeans with a slim fit and slight stretch for comfort.
$49.90
A pair of dark denim mid-rise wide leg jeans crafted from rigid, vintage-inspired denim fabric.
$59.90
A pair of black denim jeans featuring studded side embellishments, a high-rise waist, and flared hems.
$34.90
A pair of black semi-sheer lace flare pants adorned with sparkling rhinestones for bold, dramatic style.
$49.90
A pair of medium denim wide-leg jeans featuring a mid-rise waist and distressed back accents.
$49.90
A structured dark denim jean featuring a mid-rise waist, classic five-pocket design, and polished flare silhouette.
$49.90
A pair of light denim wide-leg jeans featuring a mid-rise self-tie waist and relaxed fit.
$49.90
A pair of dark denim mid-rise flare jeans with a five-pocket design and flared hem.
$29.90
A pair of black knit gaucho pants featuring a mid-rise waist and breezy wide-leg silhouette.
$39.90
A pair of black sheer lace flare pants featuring a flower inset, ruffle drape, and partial knit lining.
$49.90
A pair of light denim cotton wide-leg jeans with an acid-wash finish and subtle distressing details.
$29.90
A pair of romantic ivory sheer lace flare pants perfect for making a statement at festivals.
$59.90
A pair of light denim wide-leg jeans featuring star-studded accents and classic five-pocket styling.
$49.90
A pair of brown wide-leg denim jeans featuring a vintage-inspired wash and relaxed silhouette.
$29.90
An airy ivory woven pant featuring a high-rise waist, pleated design, and wide-leg silhouette.
$29.90
A pair of black high-rise knit pants featuring a flowy fit, cinched hems, and dual side pockets.
$59.90
An ivory denim jean featuring a bold leopard print, high-rise waist, and wide-leg silhouette.
$54.90
A pair of medium wash bootcut jeans featuring a low-rise belted waist and slight stretch denim.
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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
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 Brown | Size: M | Knit Fabric
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: XS
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: S | 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
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
Retro flair meets everyday comfort. These striped flare pants sculpt your shape with a soft stretch fit that’s equal parts chill and elevated—perfect for coffee runs, office hours, or casual nights out. Fit & FeaturesStriped print, stretch knit fabric, Smooth high-rise waist, Hip-hugging fit, Flared hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Retro Remix Striped Flare Pants in Brown | Size: M | 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: XS
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: M
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: M