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!

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$44.90

5 star rating

A pair of dark denim mid-rise flare jeans with seam detailing and a hip-hugging fit.

$34.90

5 star rating

A comfy black ribbed knit pant with a mid-rise waist and stylish flare hem.

Best Seller

$59.90

4.666667 star rating

A sleek pair of black faux leather pants with fringed side trim and a flattering flare hem.

$34.90

5 star rating

A stylish pair of brown faux leather flared pants with a high-rise waist and sleek fit.

$49.90

5 star rating

A black knit flare pant with all-over rhinestone embellishments and a high-rise, hip-hugging fit.

Sale

$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 featuring a sassy leopard print and high-rise waist.

$34.90

A high-rise taupe ponte pant with a flare leg silhouette and stretchy knit fabric.

$29.90

A pair of rust-colored knit wide-leg pants with a mid-rise waist and flared hem.

Sale

$9.97 $29.90 67% off

A pair of brown knit flare pants with a high-rise fold-over waist and ribbed texture.

$32.90

A comfy black ponte knit flare pant with a high-rise waist and form-hugging fit.

Sale

$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 light denim high-rise jean with unique seam detailing and a trendy flare hem.

$35.90

4.75 star rating

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

$34.90

4.2 star rating

A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.

$46.90

5 star rating

A pair of medium denim high-rise jeans with a hip-hugging fit and wide-leg flare silhouette.

Sale

$9.97 $36.90 73% off

5 star rating

A high-rise brown faux leather pant with a lace-up front and flared hem for sleek style.

$44.90

5 star rating

A chic pair of high-rise chiffon palazzo pants in natural with a wide-leg pleated silhouette.

$42.90

4 star rating

A chic pair of rose high-rise trouser pants with a wide-leg silhouette and side pockets.

$42.90

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

$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 high-rise dark denim jean with a hip-hugging fit and stylish flare hem.

Sale

$12.97 $29.90 57% off

A boho chic ivory lace flare pant with a high-rise waist and hip-hugging fit.

Sale

$18.97 $44.90 58% off

A high-rise dark denim bootcut jean with moderate stretch and vertical front seam accents.

Sale

$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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Windsor High-Rise Coated Skinny Pants in Black
(111) 4.675676 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: M | Leather

Classic And Chic Wide-Leg Trouser Pants in Ivory
(13) 4.769231 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 Ivory | Size: XS | Knit Fabric

Windsor Walking The Walk Faux Leather Straight Leg Pants in Black
(11) 4.909091 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 Nine To Five Straight-Leg Crepe Trouser Pants in Black
(10) 4.9 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: XS

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: XS

Windsor Weekend Breeze High-Rise Crochet Palazzo Pants in Denim
(5) 4.2 star rating

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

Forever On Trend High Rise Ponte Capri Pants in Black
(4) 4.75 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: S | Knit Fabric

Pretty Pleats High-Rise Chiffon Palazzo Pants in Natural
(4) 5 star rating

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

Spicing Things Up Mid-Rise Flare Fringe Pants in Black
(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: 5 | Leather

At Your Leisure Mid-Rise Flare Pants in Black
(3) 5 star rating

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

Casual Flare Pants

When it comes to creating that effortlessly cool vibe, nothing does it quite like casual flare pants. These are the pants you reach for when you want to look like you’re not even trying (but, babe, we know you are), and still have all eyes on you. Imagine this: you’re headed out for a coffee run, hair in a messy bun, sneakers on, and your favorite flare casual pants hugging you in all the right places—hello, main character energy. They’re the go-to for brunch with your ride-or-die crew, last-minute study sessions, or those spontaneous road trips where comfort is non-negotiable but style is still top-tier. Whether you’re pairing them with a cropped tee and slides or dressing them up with a slinky bodysuit and chunky heels, these pants know how to work a room (or a sidewalk, or a dance floor). And let’s be honest, they’re the ultimate BFF for those days when you want to skip the jeans but still want to serve a look that’s equal parts laid-back and legendary.

If you’re eyeing a wardrobe refresh or hunting for a gift that’ll have your bestie texting you heart emojis for days, elegant flare leg pants are a total win. They’re made for the girl who wants to keep things simple but never boring—the one who loves a flare pant simple enough to throw on for errands, but chic enough to wear to a casual office or dinner date. Business casual flare pants are a power move for those days when you want to bring the boss energy without sacrificing comfort. Picture yourself strutting into the office, feeling unstoppable, with a fit that’s as polished as it is playful. And because life is too short for stiff, uncomfortable pants, look for styles with a bit of stretch—trust, your legs will thank you. Want to take things up a notch? Check out our Stretch Flare Pants for that perfect blend of flexibility and flair.

Gifting casual flare pants is basically like wrapping up confidence and handing it over with a bow. They’re a crowd-pleaser for the trendsetter, the comfort-lover, and even the friend who swears she’s “not a pants person”—she just hasn’t met the right pair yet. These pants transition seamlessly from lazy days to late nights, making them a staple for any closet. Whether you’re styling them for a laid-back hangout, leveling up your workwear game, or just vibing out at home, flare casual pants are all about giving you options and making every day feel like your runway. From flowy, boho-inspired silhouettes to sleek, tailored fits, there’s a style for every mood and every moment. So go ahead, slip into your favorite pair, and get ready to turn the sidewalk into your own personal catwalk—because with the right pants, you’re unstoppable.

Top Picks For Casual Flare Pants