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!
$39.90
A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.
$39.90
A stylish brown faux leather pant with a high-rise waist and flared hem for trendsetting looks.
$35.90
A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$49.90
A pair of dark denim mid-rise flare jeans with seam detailing and a hip-hugging fit.
$49.90
A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.
$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 with a chic leopard print and high-rise waist.
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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: M | 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
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
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: 9 | Leather
Printed to perfection in a flattering wide-leg silhouette, these pants boast a classic high-rise waist. Pair with the matching top. Fit & FeaturesAbstract print, stretchy knit fabric, Cowl halter neckline, tie straps, Open back, Fitted crop hem, Runs true to size, Shop The Matching Top: Sultry Effect Abstract Cowl Halter Crop Top Free Shipping on All Orders Over $75. | Windsor Sultry Effect Abstract Wide-Leg Pants in Black | Size: L | Knit 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
Tailored Flare Pants
Tailored flare pants are the ultimate power move for anyone who wants to turn heads and own every room—whether it’s the office, a brunch date, or that spontaneous night out your bestie just texted you about. These pants aren’t just another trend; they’re a vibe, a statement, and a total confidence booster. The magic is all in the fit: think sleek tailoring at the waist and hips, then a dramatic flare that brings the drama (in the best way possible) as you strut. They hug you in all the right places, giving you that snatched silhouette that makes every mirror a photo op. If you’re all about those little details, tailored flared trousers deliver with crisp seams, sharp creases, and luxe fabrics that feel as good as they look. They’re the secret weapon for anyone who wants to elevate their everyday look without sacrificing comfort or personality. Picture this: you, rocking tailored flare pants with a fitted crop top and a blazer thrown over your shoulders, ready to conquer that meeting—or, let’s be real, just to grab coffee and give everyone major outfit envy.
Shopping for tailored flare pants is basically a choose-your-own-adventure moment. If you’re the type who loves to mix and match, you’ll find these pants are the ultimate canvas for your style experiments. Pair them with chunky sneakers and a graphic tee for that cool-girl-off-duty vibe, or slip into strappy heels and a silky blouse when you’re feeling extra. And if you’re thinking about gifting, tailored flared trousers are the kind of present that says, “I see your style, and I raise you a major upgrade.” They’re perfect for your BFF who’s always on the go, your sister who’s building her boss-babe wardrobe, or even your mom who loves a little retro flair with her modern looks. The versatility is next-level: tailored flare pants transition seamlessly from desk to dinner, from casual hangs to big celebrations, and everywhere in between. Plus, with so many fabrics and finishes out there—think classic black, bold prints, or even a little sparkle—there’s a pair for every personality and every plan on your calendar.
When you’re ready to take your style game up a notch, don’t sleep on the comfort factor. Modern tailored flared trousers are designed for real life, with stretchy waistbands, soft linings, and just the right amount of give so you can move, dance, and live your best life without a second thought. Whether you’re tall, petite, or somewhere in between, there’s a fit that’s made for you—and nothing feels better than pants that actually love you back. If you’re craving even more flexibility, check out our Stretch Flare Pants for that extra-comfy, curve-hugging feel that keeps up with every plan you make. Tailored flare pants are more than just a trend—they’re a wardrobe staple for anyone who’s ready to show up, stand out, and live unapologetically bold.