Stylish Wide Leg Pants

Wide leg pants are the ultimate fashion statement for our Windsor girl who loves to strut her stuff with a dash of elegance and a sprinkle of sass. These stylish wide leg pants are your ticket to effortlessly chic vibes, whether you're owning the office or turning heads at brunch. With their flowy silhouette and undeniable flair, they make every step feel like a runway moment. Pair them with your favorite heels or keep it casual with sneakers—the world is your fashion playground, and these pants are your secret weapon to slay all day!

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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.

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.

Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

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

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

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

$49.90

A figure-flattering dark denim jean with mid-rise waist, seam detailing, and flared hem.

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 finish.

Rebel Chic Faux Leather Wide-Leg Jumpsuit Pant in Black

$62.90

A chic black faux leather jumpsuit with a plunging neckline and wide-leg hem, perfect for outings.

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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

(23)

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: M

Windsor Classic And Chic Wide-Leg Trouser Pants in Black

$35.90

(20)

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

(20)

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

Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black

$34.90

(13)

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

(7)

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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Sleek Look Mid-Rise Cutout Flare Pants in Black

$16.97 $39.90
57% off

(4)

Perfect for hangouts or dinners out, these mid-rise flare pants accentuate your best assets! With a flirty side waist cutout with adjustable drawstring and a hip-hugging fit, these pants offer a sleek look. Fit & FeaturesSlinky knit fabric, full knit stretchy lining, Mid-rise waist, Side waist cutout with adjustable drawstring, Hip-hugging fit, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Look Mid-Rise Cutout Flare Pants in Black | Size: S | Knit Fabric

Windsor Chic And Confident Pinstripe Flared Trouser Pants in Black

$46.90

(3)

Sharp lines, chic confidence. These pinstripe trouser pants hug through the hips, flare out at the hem, and instantly pull an outfit together whether you’re dressing them up or keeping it low-key. Style with the matching vest top! Shop Matching Vest: Chic And Confident Pinstripe VestFit & FeaturesPinstripe print, Knit fabric, Low-rise waistband with belt loops, Slim fit through hip and thigh, Flared leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic And Confident Pinstripe Flared Trouser Pants in Black | Size: L

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

(3)

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: XS

Stylish Wide Leg Pants

Wide leg pants have a way of making every outfit look intentional—like you woke up with a vision, not just a vague hope that your closet would cooperate. There’s something about the way they move, the effortless confidence in that swish with every step, that instantly elevates your vibe from “just running errands” to “catch me if you can.” Whether you’re a die-hard denim devotee or you lean into soft tailoring for those days when you want to feel polished without trying too hard, wide leg pants are the style chameleons your wardrobe’s been waiting for. They’re the answer to those mornings when you want to look put together but can’t be bothered with anything fussy. And let’s be real: when January brings its chill, nothing beats the comfort of a flowy silhouette that lets you layer up in cozy knits and chunky boots, all while keeping your look sleek and streamlined. Wide leg pants aren’t just a trend—they’re a style strategy, giving you endless ways to play with proportion, texture, and color, no matter what the season (or your mood) throws your way.

If you’re shopping for yourself, think about what you want your wide leg pants to do for you. Are you after that model-off-duty energy for coffee runs and casual hangs? Look for relaxed fits in soft fabrics that drape just right—think slouchy, not sloppy. If you’ve got work on the mind, structured styles with a crisp pleat or subtle pattern can take you from Zoom calls to post-meeting happy hours without missing a beat. And if you’re shopping for someone else (because yes, wide leg pants make a killer gift), consider their style personality. Is she a minimalist who lives in neutrals, or does she love a bold print that turns heads? Either way, the beauty of this silhouette is its versatility—it flatters every body type, and with the right styling, works for everyone from your trendsetting bestie to your effortlessly chic mom. Don’t forget the details: a high waist can elongate your legs (especially with a tucked-in turtleneck), while a cropped hem lets you show off your favorite shoes. And when you’re ready to step up your game for special occasions, check out our curated selection of Formal Wide Leg Pants for those moments when only a little extra drama will do.

Wide leg pants are the ultimate wardrobe MVP—ready to go wherever your calendar takes you, from lazy Sundays to last-minute invites. They’re made for mixing things up: pair them with a fitted tee for that perfect balance, or lean into oversized layers for a street-style look that’s as comfy as it is cool. And because they play so well with everything from sneakers to heels, you’ll never run out of ways to make them your own. Consider investing in a few different fabrics—cotton or linen for breezy weekends, faux leather or velvet when you want to make a statement. The best part? You don’t have to sacrifice comfort for style. Wide leg pants prove you can have both, whether you’re dressing up for an event or just want to turn a regular day into something worth remembering. So go ahead—embrace the wide leg life and let your style breathe a little. You might just find yourself looking forward to getting dressed, even on the coldest January mornings.

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