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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$49.90

5 star rating

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

$39.90

5 star rating

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

$34.90

5 star rating

A pair of black sheer lace flare pants with a high-rise elastic waistband and ruffle knit fabric.

$49.90

4.5 star rating

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

$49.90

4 star rating

A dark denim jean with a mid-rise waist, flare hem, and multiple cargo-inspired pockets.

$32.90

5 star rating

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

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.

Sale

$9.97 $29.90 67% off

A boho chic pair of ivory sheer lace flare pants with a high-rise elasticized waist.

$35.90

4.8 star rating

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

$39.90

4.333334 star rating

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

$49.90

5 star rating

A trendy pair of dark denim high-rise pants featuring a pinstripe pattern and wide-leg silhouette.

$34.90

5 star rating

A pair of black wide-leg pants featuring an abstract print and comfortable stretchy knit fabric.

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.

$34.90

5 star rating

A trendy wide-leg pant in brown abstract print with a flattering 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.

$29.90

A pair of romantic ivory sheer lace flare pants perfect for making a statement at festivals.

$49.90

A pair of dark denim mid-rise jeans featuring flared legs and playful star patch back pockets.

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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

Casual Flare Pants

When it comes to leveling up your everyday wardrobe, casual flare pants are the ultimate game-changer—think easygoing vibes with just the right amount of drama. These aren’t your average basics; they’re the secret weapon for anyone who wants to look laid-back but never lazy, and to turn a sidewalk stroll into a full-on runway moment. Picture this: you’re running errands, iced coffee in hand, and your wide leg flared pants catch the light in all the right ways, making you feel like the main character in your own story. Or maybe you’re heading to a brunch date with your besties, and those all at once fringe flare pants deliver the perfect swish with every step, turning heads and racking up compliments before you’ve even ordered your avocado toast. That’s the magic of a flare pant simple—they’re playful, they’re bold, and they never take themselves too seriously, just like you.

Gifting flare pants is basically gifting confidence. They’re the kind of piece your fashion-loving sister will obsess over, your roommate will “borrow” and never give back, and your mom will low-key want for herself after seeing how they elevate literally any outfit. If you’re shopping for someone who lives for a little extra flair, fringe flare pants are a no-brainer—think festival season, birthday surprises, or just because you want to see your BFF’s face light up. And for those days when you want to channel your inner boss babe, nothing says “I’ve arrived” like elegant flare leg pants paired with a crisp blouse or a daring crop top. Whether you’re dressing up for a spontaneous night out or just want to feel unstoppable at your next study sesh, flare pants have your back (and your legs). The best part? They’re as comfy as your favorite sweats, but with a fashion-forward twist that keeps you looking and feeling unstoppable from sunrise to last call.

Shopping for casual flare pants is all about finding your vibe. Maybe you’re drawn to the effortless cool of a classic black flare pant simple, or maybe you’re ready to make a statement with wide leg flared pants in bold prints or vibrant colors. Don’t forget to play with textures—fringe, velvet, ribbed knits—because life’s too short for boring pants. If you’re all about that tailored, polished look with a side of sass, check out our Tailored Flare Pants for a fit that’s as sharp as your wit. Whether you’re styling them with chunky sneakers for a chill day out, strappy heels for a night to remember, or boots for that extra edge, flare pants are your ticket to instant confidence and endless outfit possibilities. Embrace the drama, own the room, and let your pants do the talking—because you were never meant to blend in.