Fitted Flare Pants
Fitted flare pants are the ultimate power move for your wardrobe, blending sleek sophistication with a playful twist. They're the perfect sidekick for any adventure, whether you're strutting into the office or dancing the night away. With their figure-hugging fit and dramatic flare, these pants are designed to make you feel unstoppable, turning every sidewalk into your personal runway. So go ahead, channel your inner fashion icon, and let those fitted flare pants do all the talking!
$34.90
A chic pair of black faux leather pants with a high-rise waist and trendy flare hem.
$59.90
A sleek pair of black faux leather pants with fringed sides and a flattering flare hem.
$34.90
A comfy black ribbed knit pant with a mid-rise waist and stylish flare hem.
$34.90
A sleek high-rise brown faux leather pant with a flattering straight-leg fit and flared hem.
$9.97 $36.90 73% off
A high-rise brown faux leather pant with a lace-up front and flared hem for sleek style.
$49.90
A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.
$13.97 $32.90 58% off
A pair of camel faux suede pants featuring dual lace-ups and a stylish flared hem.
$32.90
A trendy pair of brown faux suede flare pants with a high-rise waist and leopard print.
$34.90
A high-rise taupe ponte pant with a flare leg silhouette and stretchy knit fabric.
$9.97 $29.90 67% off
A brown high-rise knit flare pant with a fold-over waist and ribbed hacci fabric for comfort.
$32.90
A comfy black ponte knit flare pant with a high-rise waist and form-hugging fit.
$18.97 $44.90 58% off
A trendy mid-rise dark denim jean with a belted waist and flared hem for a cute look.
$46.90
A dark denim high-rise jean with a hip-hugging fit and stylish flare hem.
$44.90
A pair of dark denim mid-rise jeans with a hip-hugging fit and stylish flared hem.
$44.90
A pair of dark denim mid-rise flare jeans with dual front button closures and large pockets.
$29.90
A boho chic black sheer lace flare pant with a high-rise elastic waist and knit lining.
$36.90
A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.
$29.90
A pair of romantic ivory sheer lace flare pants perfect for making a statement at festivals.
$46.90
A trendy pair of light denim jeans with a high-rise waist and flattering flare hem.
$18.97 $44.90 58% off
A high-rise dark denim bootcut jean with moderate stretch and vertical front seam accents.
$9.97 $29.90 67% off
A pair of blue crochet lace flare pants with a high-rise waist and hip-hugging fit.
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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: M | Leather
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 Ivory | Size: XS | 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: L
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: XS
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
Feel the breeze on the weekend in these crochet palazzo pants at festivals, concerts, or out at the fair! Featuring a high-rise elasticized waistband and a wide-leg silhouette, these pants offer a flattering fit on crochet fabric lined with stretch knit. Complete the look in a crop top. Fit & FeaturesCrochet fabric lined with stretch knit, High-rise elasticized waistband, Wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Weekend Breeze High-Rise Crochet Palazzo Pants in Denim | 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: S | Knit Fabric
Pretty pleats make these high-rise palazzo pants a chic find! Style with a crop top and heels for dinner and drinks. Fit & FeaturesChiffon woven fabric, knit lining, High-rise waist, Wide-leg pleated silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Pleats High-Rise Chiffon Palazzo Pants in Natural | Size: M | Chiffon/Knit Fabric/Woven Fabric
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: 5 | Leather
A comfy and cute mid-rise flare pants perfect for post-pilates and grabbing coffee! Pair with the matching jacket. Fit & FeaturesStretchy rib knit fabric, Folded mid-rise waist, Hip-hugging fit, Flare hem, Runs true to size, Shop The Matching Jacket: At Your Leisure Zip-Up Crop Jacket Free Shipping on All Orders Over $75. | Windsor At Your Leisure Mid-Rise Flare Pants in Black | Size: S | Knit Fabric
Fitted Flare Pants
Fitted flare pants are the ultimate wardrobe chameleons—whether you’re channeling that “main character energy” at brunch, leveling up your office look, or just want to make your everyday errands feel like a runway moment, these pants have your back (and your legs). There’s something about the way they hug your curves in all the right places and then break out into that dramatic flare—hello, legs for days!—that just makes you walk a little taller. If you’re all about that sleek, body-skimming fit with a little extra drama at the hem, fitted flare pants are basically your new ride-or-die. They’re the perfect blend of retro vibes and modern edge, giving you that instant confidence boost whether you’re pairing them with a cropped top for a night out or a classic tee for a low-key hang. And let’s not forget how they absolutely slay with everything from chunky sneakers to sky-high heels—your shoe game just found its new BFF.
Shopping for fitted flare pants? Let’s talk real talk: it’s all about finding that just-right fit and fabric that moves with you, not against you. Look for a high-rise waist if you love a snatched silhouette, or go mid-rise for a more laid-back vibe. If you’re gifting these to your bestie, your sister, or that friend who’s always stealing your style, you’re basically handing them the keys to endless outfit possibilities. Fitted flare pants make a killer gift for the trendsetter who loves to stand out, the friend who lives for comfort (but refuses to compromise on style), or anyone who deserves a little extra glam in their closet. Picture this: you and your crew, all rocking your own twist on flares—one with a slinky bodysuit, another with a graphic tee and denim jacket, and you with your signature bold accessories. Instant group photo material, right? And if you’re all about that easy-breezy comfort, don’t sleep on the magic of stretch fabrics—trust, once you try on a pair of Stretch Flare Pants, you’ll wonder how you ever lived without them.
When it comes to styling, fitted flare pants are basically your canvas for self-expression. Dress them up, dress them down, layer them with oversized blazers or keep things simple with a fitted tank—there are no rules, just vibes. These pants are made for making memories, whether you’re dancing the night away, strutting into a big meeting, or just feeling yourself on a coffee run. And let’s be real: when your outfit looks this good, the world just feels a little more like your personal catwalk. Don’t be afraid to play with textures—think faux leather for an edgy twist, ribbed knits for cozy feels, or classic ponte for that polished look. And if you ever need a little inspo, just check out how the Windsor girl squad is styling theirs—confidence, attitude, and a whole lot of fun. Fitted flare pants aren’t just a trend; they’re a movement. So go ahead, slip into your favorite pair, and let every step be a power move.