Elastic Waist Flare Pants

Elastic waist flare pants are your new go-to for effortlessly chic vibes that scream comfort and style. Whether you're strutting down the street or owning the dance floor, these pants have got your back with a fit that hugs in all the right places and a flare that adds just the right amount of drama. Perfect for those days when you want to look fab without sacrificing an ounce of comfort, they're your ticket to turning heads and making waves. So slip into these beauties, and let your legs do the talking while you conquer every scene like the fearless fashionista you are!

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$14.97 $34.90 57% off

5 star rating

An ivory sheer lace flare pant featuring a high-rise elastic waistband and hip-hugging fit.

$35.90

4.8 star rating

A chic ivory ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.

Sale

$15.97 $36.90 57% off

3.5 star rating

A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.

$42.90

5 star rating

A pair of black satin palazzo pants featuring a mid-rise waist and flowy wide-leg hem.

Sale

$9.97 $29.90 67% off

A boho chic black sheer lace flare pant with a high-rise elastic waist and knit lining.

$39.90

5 star rating

A stylish brown faux leather pant with a high-rise waist and flared hem for trendsetting looks.

$49.90

4.5 star rating

A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.

$34.90

5 star rating

A stylish pair of brown wide-leg pants featuring a high-rise waist and abstract print in stretchy knit.

Sale

$9.97 $29.90 67% off

5 star rating

A brown high-rise knit flare pant with a fold-over waist and ribbed hacci fabric for comfort.

$32.90

5 star rating

A trendy pair of brown faux suede flare pants with a chic leopard print and high-rise waist.

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High-Rise Coated Skinny Pants in Black
(113) 4.681416 star rating

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

Windsor Walking The Walk Faux Leather Straight Leg Pants in Black
(15) 4.9333334 star rating

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

Windsor Classic And Chic Wide-Leg Trouser Pants in Black
(15) 4.8 star rating

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

Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black
(11) 4.909091 star rating

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

Forever On Trend High Rise Ponte Capri Pants in Black
(9) 4.888889 star rating

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

Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black
(6) 4.3333335 star rating

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

Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim
(4) 5 star rating

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
Sale
(3) 4.6666665 star rating

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

Windsor Sultry Effect Abstract Wide-Leg Pants in Black
(3) 5 star rating

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

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown
(2) 5 star rating

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

Elastic Waist Flare Pants

When it comes to leveling up your wardrobe with comfort-meets-cool-girl energy, elastic waist flare pants are the unsung heroes you’ll reach for on repeat. Imagine this: you roll out of bed, hair in a messy bun, and you’re already running a little late. Instead of panicking, you slip into a pair of chic pants with an elastic waist—no buttons, no fuss, just instant confidence. These pants are made for the girl who’s always on the go but refuses to sacrifice style for comfort. Whether you’re dashing out for coffee, showing up to brunch with your crew, or heading to a study session that might turn into a spontaneous night out, elastic flare trousers have your back. The gentle hug of the waistband is like a little pep talk, reminding you that you can do anything (and look good doing it). Plus, the flare silhouette brings just enough drama to your step, making every sidewalk feel like your personal runway.

Elastic waist flare pants are also a total game-changer when it comes to gifting. They’re the ultimate “I know your vibe” present for your bestie, your sister, or that friend who’s obsessed with all things comfy-chic. No more stressing over exact sizes or worrying if something is too fitted—elastic waists are forgiving, and the flared leg flatters every shape. Picture your friend opening her gift, slipping these on, and immediately texting you a mirror selfie because she’s *that* obsessed. They’re perfect for anyone who wants to look put together without the effort—think students juggling classes, creatives who want to move freely, or literally anyone who loves a good twirl moment. And if you’re building out your own closet, these pants are a must-have for mixing and matching. Pair them with a cropped tee for a casual look, a sleek bodysuit for dinner plans, or even an oversized sweater for those cozy, low-key days. The versatility is unreal, and you’ll wonder how you ever lived without them.

Let’s not forget the endless styling possibilities that come with elastic flare trousers. They’re the definition of “throw on and go,” but also give you the freedom to play with accessories, shoes, and layers—turning a simple outfit into a full-on lewk. Dress them up with heels and a bold lip for a night out, or keep it chill with sneakers and a denim jacket for daytime adventures. The best part? These pants transition seamlessly from one vibe to the next, so you’re always ready for whatever the day (or night) throws your way. If you’re ready to explore even more options and find your new favorite fit, check out the full collection of Elastic Waist Wide Leg Trousers and discover just how easy it is to be the best-dressed, most comfortable person in the room.