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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Make A Scene Mid-Rise Flare Denim Jeans in Dark Denim

Best Seller

Make A Scene Mid-Rise Flare Denim Jeans in Dark Denim

$49.90

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

Glitzy Vibes Rhinestone Knit Flare Pants in Black

$49.90

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

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

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

Classic And Chic Wide-Leg Trouser Pants in Black

$35.90

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

Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black

Best Seller

Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black

$39.90

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

Windsor So Far So Good High-Rise Bootcut Denim Jeans in Dark Denim

$44.90

A pair of dark denim high-rise bootcut jeans with a slim fit and slight stretch for comfort.

Sultry Boho Crochet Lace Flare Pants in Black

$29.90

A pair of black crochet lace flare pants with a high-rise waist and hip-hugging fit.

Sheer Fling Lace Flare Pants in Ivory

$29.90

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

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High-Rise Coated Skinny Pants in Black

$39.90

(117)

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

Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

(22)

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: XS

Windsor Classic And Chic Wide-Leg Trouser Pants in Black

$35.90

(19)

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: XS | Knit Fabric

Forever On Trend High Rise Ponte Capri Pants in Black

$28.90

(19)

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 Nine To Five Straight-Leg Crepe Trouser Pants in Black

$34.90

(11)

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

Sleek Business High-Rise Faux Leather Flare Pants in Black

$39.90

(7)

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 Sleek Polish High-Rise Flare Trouser Pants in Black

$42.90

(6)

Sleek, sculpted, and made to move with you. These high-waist flare pants blend polished tailoring with a flattering seam detail—perfect for dressing up your 9-to-5 or elevating your weekend look. Fit & FeaturesSmooth woven fabric, High-rise waist, belt loop accents, Hidden front zipper and hook-eye fasteners, Hip-hugging fit, Seam detailing down the front, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Polish High-Rise Flare Trouser Pants in Black | Size: L | Woven Fabric

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Wild Side Leopard Wide-Leg Pants

$7.97 $34.90
77% off

(3)

Serving up fierce with a side of flirty, these high-rise pants are pure attitude. The wide-leg fit brings the drama while the fit keeps it effortlessly cool for nights out or rooftop hangs. Shop The Matching Top: Wild Side Leopard Halter Crop TopFit & FeaturesSoft stretch knit fabric with leopard print, knit lining, High-rise elasticized waistband, Wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild Side Leopard Wide-Leg Pants | Size: S | Knit Fabric

Sultry Boho Crochet Lace Flare Pants in Black

$29.90

(2)

Everyone will be impressed when you strut by in these crochet lace flare pants at festivals or concerts! Fit & FeaturesSheer crochet lace fabric, panty lining, High-rise waist, Hip-hugging fit, Flared hem, Pants in size small have a 10" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sultry Boho Crochet Lace Flare Pants in Black | Size: S | Lace Fabric

Glitzy Vibes Rhinestone Knit Flare Pants in Black

$49.90

(2)

You'll be the first star everyone sees at the party in these glitzy high-rise pants! With all-over tonal rhinestones, a hip-hugging fit, and a flare hem, these pants will make an entrance. Fit & FeaturesKnit fabric, All-over tonal rhinestone embellishments, High-rise waist, Hip-hugging fit, Form-hugging fit through the legs, Flared hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glitzy Vibes Rhinestone Knit Flare Pants in Black | Size: M

Casual Flare Pants

Let’s be real: the best kind of outfit is the one that makes you feel instantly put-together, even if you only spent five minutes getting ready. That’s the magic of casual flare pants. They’re the hero piece for anyone who wants to look like they tried (without actually having to try). This season, as the air gets crisp and your calendar fills up with everything from pumpkin patch runs to last-minute coffee dates, flare pants are about to become your autumnal uniform. Think soft knits, gentle stretch, and silhouettes that move with you—perfect for those days when you want comfort to be non-negotiable but style to be front and center. Whether you’re a fan of the classic flare pant simple look or gravitate toward the drama of fringe flare pants, there’s something about the way these pants balance ease and edge that just works for every mood and moment. Picture yourself heading out for a casual brunch, the hem of your shingle pants skimming over your favorite sneakers, or slipping into a pair of flare sheer pants layered over bike shorts for that “off-duty model” vibe. These pants don’t just fit your body—they fit your life, flexing from errands to impromptu plans without missing a beat.

Casual flare pants are the ultimate chameleons of your closet, ready to play nice with everything from oversized sweaters to fitted crop tops. The beauty is in the details: a subtle flare that elongates your legs, a waistband that hugs in all the right places, and fabrics that feel as good as they look. They’re the kind of piece you reach for when you’re not sure what the day holds, but you know you want to feel confident and comfortable—no overthinking required. And if you’re shopping for someone else, consider this your secret weapon for gifting. Flare pants are universally flattering, easy to style, and endlessly versatile, making them a thoughtful pick for birthdays, holidays, or just-because surprises. Imagine gifting a pair to your best friend who’s always on the go, your sister who lives in leggings but craves a little upgrade, or even your mom who’s rediscovering her love of fashion. There’s a reason these pants have stood the test of time—they deliver that rare blend of nostalgia and now, channeling retro cool without ever feeling costume-y. For those who crave a bit of texture, fringe flare pants add just the right amount of movement, catching the light as you walk and turning even the simplest outfit into a statement. And for anyone who’s all about layering, flare sheer pants offer a playful twist—perfect for showing off cute tights or a pop of color underneath.

As you scroll through our collection, think of casual flare pants as the foundation for all your fall looks. They’re made for the days when you want to feel cozy but still look like you’ve got your style on lock. Pair them with chunky boots and a slouchy knit for apple picking, or dress them up with heeled mules and a sleek blouse for those “just in case” plans that pop up out of nowhere. And if you’re all about that lived-in comfort, don’t miss our Stretch Flare Pants—they’re basically the holy grail for anyone who wants that extra give without sacrificing shape. At the end of the day, flare pants are more than just a trend—they’re a lifestyle. They’re for the girls who want to dance, lounge, run errands, and snap a selfie without ever changing their outfit. So whether you’re building your fall wardrobe or searching for the perfect gift, let these pants be your go-to for effortless, everyday style.

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Casual Flare Pants

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Casual Flare Pants

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