Wide Leg Outfits

Wide leg outfits are the ultimate power move—effortlessly cool, endlessly chic, and ready to turn every sidewalk into your own personal runway. Whether you’re taking over the dance floor or strutting through your daily routine, these looks let you serve up confidence with every step. From brunch plans to late-night adventures, wide leg outfits are here to make sure you’re always serving main character energy. Go ahead, make some waves—the world’s your runway, babe.

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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.

Windsor Bare Necessities Floral Applique Corset Jumpsuit in Black

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Windsor Bare Necessities Floral Applique Corset Jumpsuit in Black

$59.90

A black crepe jumpsuit with a floral applique corset bodice and wide-leg bottoms.

Windsor Rebel Chic Faux Leather Wide-Leg Jumpsuit Pant in Black

$62.90

A chic black faux leather jumpsuit with a plunging v-neckline and wide-leg 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.

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.

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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

Windsor 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: M | 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

Windsor Sleek Polish High-Rise Flare Trouser Pants in Black

$42.90

(8)

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: M | Woven Fabric

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

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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

Wide Leg Outfits

There’s something about wide leg outfits that just *gets* it—especially when January rolls in and you’re craving a wardrobe reset that doesn’t mean sacrificing comfort for style. Wide leg silhouettes have this way of making an entrance without feeling like you’re trying too hard. They move with you, not against you, and instantly elevate even the most basic tee or sweater into something you’d actually want to be seen in (or photographed in, let’s be honest). Whether you’re heading back to campus, clocking into your first day at a new job, or just braving the cold for a coffee run, wide leg styles are the unsung heroes of winter layering. They’re roomy enough for thermals or tights underneath, but never bulky or awkward. Picture this: you, a chunky knit, and a pair of wide leg pants that swish around your boots—suddenly, you’re the main character in your own snow-dusted rom-com. And if you’re shopping for someone else, wide leg pieces make for a thoughtful gift. They’re forgiving in fit, easy to style, and universally flattering, which means you don’t have to know someone’s exact vibe to nail it. Think about your friend who’s always on the go, your sister who’s experimenting with her style, or your mom who loves a little drama in her day-to-day—wide leg outfits work for all of them.

Shopping for wide leg pieces is all about tuning into the details that matter to you. Fabric weight makes a difference: heavier knits and structured twills hold their shape and keep you warm, while flowy crepes and soft jerseys drape for a more relaxed look. If you’re petite, don’t shy away—just look for cropped hems or styles with a higher rise to elongate your frame. Tall? Go for extra-long inseams and let the fabric pool just-so over your sneakers. Wide leg pants and jumpsuits are also lifesavers for those unpredictable winter days when you want to look put together but still feel like you’re in pajamas (because, let’s be real, January is the unofficial month of comfort dressing). And if you’re all about mixing it up, try pairing a bold print with a classic white sneaker, or layering a tailored blazer over a slouchy wide leg for that “I just threw this on” energy. These pieces are built for versatility—office, brunch, date night, or that last-minute weekend getaway. If denim is your go-to, don’t miss our curated selection of Wide Leg Jeans—they’re the backbone of any capsule closet and transition effortlessly from winter to spring. Wide leg outfits aren’t just a trend; they’re a movement. They invite you to play, experiment, and claim your space—no matter where you’re headed or who you’re dressing for.

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