Tailored Flare Pants
Tailored flare pants are your ticket to turning heads and taking names, babe! Picture this: a silhouette that hugs you in all the right places and flares out for that dramatic entrance you know you deserve. Whether you're strutting into the office or hitting up brunch with your squad, these pants are all about serving looks with a side of sass. Pair them with your fave heels or rock them with some chic sneakers—either way, you're ready to own the room and make every sidewalk your runway. Let's get those vibes flowing and those compliments rolling!
$34.90
A chic pair of black faux leather pants with a high-rise waist and trendy flare hem.
$34.90
A stylish brown faux leather pant with a high-rise waist and flared hem for trendsetting looks.
$15.97 $36.90 57% off
A high-rise black faux leather pant with a lace-up front and flared hem for sleek style.
$13.97 $32.90 58% off
A pair of camel faux suede pants featuring dual lace-ups and a stylish flared hem.
$34.90
A high-rise taupe ponte pant with a flare leg silhouette and stretchy knit fabric.
$35.90
A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$44.90
A pair of dark denim mid-rise flare jeans with seam detailing and a hip-hugging fit.
$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.
$49.90
A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.
$42.90
A chic pair of rose high-rise trouser pants with a flattering wide-leg silhouette and side pockets.
$29.90
A pair of rust-colored knit wide-leg pants with a mid-rise waist and flared hem.
$32.90
A pair of black ponte knit flare pants with a high-rise waist and form-hugging fit.
$12.97 $29.90 57% off
A boho chic ivory pant with sheer lace, high-rise waist, and trendy flared hem.
$32.90
A trendy pair of brown faux suede flare pants with a high-rise waist and leopard print.
$36.90
A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.
$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 stylish pair of black knit flare pants with a high-rise fold-over waist and ribbed texture.
$18.97 $44.90 58% off
A trendy pair of dark denim flare jeans with a mid-rise belted waist and pinstripe pattern.
$46.90
A dark denim high-rise jean with a hip-hugging fit and stylish flare 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: 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
Tailored Flare Pants
Tailored flare pants are the ultimate power move for any girl who wants to own every room she walks into—whether that’s the office, a rooftop brunch, or just strutting down city streets like the sidewalk is her runway. These pants are all about that flawless fit and that extra bit of drama at the hem, serving major main-character energy with every step. Imagine gliding into a big presentation or a dinner date, the tailored lines giving you that snatched, polished look, while the flared leg brings a playful, fashion-forward twist that says you’re not afraid to break the mold. They’re the kind of piece that makes you feel like you’ve got your life together (even if you just threw them on five minutes ago), hugging your curves in all the right places and elongating your legs for days. And let’s be real: tailored flare pants are a total chameleon, pairing perfectly with everything from a cropped tee and sneakers for a chill vibe, to a silky blouse and killer heels when it’s time to turn the glam all the way up.
If you’re on the hunt for the perfect gift for your BFF, your sister, or honestly, yourself (because self-love is the best love), tailored flare pants are a no-brainer. They’re the kind of wardrobe staple that works for every style and every occasion, making them a thoughtful and versatile choice. Got a friend who’s starting a new job or internship? She’ll feel unstoppable in a pair of sharp, tailored flares that mean business—and still bring the fun. Know someone who’s obsessed with festival season or always planning the next girls’ night out? These pants bring just enough retro flair to make any outfit pop, while still looking totally modern and fresh. And if you’re gifting yourself (because you absolutely should), tailored flare pants are a little treat that’ll instantly upgrade your closet, giving you endless outfit options and that boost of confidence you need to take on the world. The best part? With the right fabric and fit, they’re comfy enough to wear all day, so you can go from morning meetings to midnight adventures without missing a beat.
When you’re ready to find your new favorite pair, keep an eye out for those little details that make all the difference—think crisp pleats, a high-rise waist, or a subtle slit at the hem. Fit is everything, so look for styles that skim your hips and thighs before kicking out into that signature flare. If you love a little stretch (who doesn’t?), don’t miss our Stretch Flare Pants for that perfect blend of comfort and style. Whether you’re dressing to impress, keeping it casual, or just want to feel like the best version of yourself, tailored flare pants are your ride-or-die. They’re the piece you’ll reach for again and again, ready to hype you up and carry you through every adventure—because you deserve to look and feel unstoppable, every single day.