Leisure Pants

Leisure pants are the ultimate wardrobe MVP, ready to take you from lazy Sunday brunches to spontaneous road trips with the squad. These chic and comfy bottoms are your go-to for mixing effortless style with a sprinkle of sass. Whether you're lounging at home or hitting the town, leisure pants have got your back, making sure you feel fabulous and free to slay the day your way. So, slip into these versatile wonders and let the good times roll!

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Windsor Major Cutie Cargo Joggers Pant in Black

Best Seller

Windsor Major Cutie Cargo Joggers Pant in Black

$46.90 - $49.90

A chic black cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.

Beachy Chic Wide-Leg Trouser Pants With Linen in Natural

$39.90

A natural woven fabric trouser pant with a high-rise waist and wide-leg silhouette.

Windsor 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.

Forever On Trend High Rise Ponte Capri Pants in Black

Best Seller

Forever On Trend High Rise Ponte Capri Pants in Black

$28.90

A chic pair of black ponte capri pants with a high-rise waist and flirty side slits.

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

$34.90

A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.

Out For The Day High-Rise Cargo Pants in Brown

$42.90

A stylish pair of brown high-rise cargo pants with adjustable drawcord hems and multiple pockets.

Windsor Glitzy Vibes Rhinestone Knit Flare Pants in Black

Best Seller

Windsor 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.

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Windsor High-Rise Coated Skinny Pants in Black

$39.90

(116)

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: L | Leather

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: S | Knit Fabric

Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

(17)

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

Forever On Trend High Rise Ponte Capri Pants in Black

$28.90

(17)

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

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: S

Windsor 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: S

Windsor Sleek Polish High-Rise Flare Trouser Pants in Black

$42.90

(5)

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, 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

Beachy Chic Wide-Leg Trouser Pants With Linen in Natural

$39.90

(3)

No one will forget your beachy-chic vibes in these linen-blend wide-leg trouser pants perfect for weekend plans or vacation! Pair with the matching vest for a complete look. Shop Matching Top: Beachy Chic Tie-Front Vest With LinenFit & FeaturesLinen-blend woven fabric, High-rise waist, belt loop accents, Side pockets, Wide-leg silhouette, Pants in size small have an approximate 13.5" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Beachy Chic Wide-Leg Trouser Pants With Linen in Natural | Size: S | Woven Fabric

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Wild Side Leopard Wide-Leg Pants

$9.97 $34.90
71% 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

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

(2)

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

Leisure Pants

When it comes to nailing that effortless, off-duty vibe, leisure pants are the unsung heroes every wardrobe needs. Imagine this: it’s a chilly December morning, your to-do list is ambitious, but your desire for comfort is even stronger. Enter leisure pants—the ultimate solution for looking put-together without sacrificing that “just rolled out of bed but still chic” energy. These aren’t just any old sweatpants; they’re thoughtfully designed with soft, breathable fabrics, flattering silhouettes, and details that make you feel as good as you look. Whether you’re lounging at home with a mug of hot cocoa, heading out for a coffee run, or squeezing in a quick errand between holiday festivities, leisure pants offer a relaxed fit that moves with you. Think wide-leg knits that drape just right, cotton blends that let your skin breathe, and subtle tailoring that elevates even the simplest tee. And let’s be real: when you’re rotating between cozy nights in and spontaneous plans out, you want a pair of pants that can do both—without missing a style beat.

Leisure pants are also the kind of gift you’ll want to give…and maybe “accidentally” keep for yourself. They’re universally appealing, making them a smart pick for friends, sisters, or anyone who appreciates comfort with a side of style (especially during the season when everyone’s craving softness and warmth). Picture gifting a pair to your roommate who lives in joggers, or your cousin who’s always on the hunt for the next best travel outfit. These pants are perfect for students powering through finals, remote workers who refuse to compromise on style, and anyone who wants to feel put-together even on their laziest days. The best part? They’re endlessly versatile. Dress them up with a cropped sweater and boots for a brunch-ready look, or keep it low-key with sneakers and an oversized hoodie for movie marathons. And if you’re looking to expand your collection, keep an eye out for details like drawstring waists, roomy pockets, and subtle flares—those little extras that make all the difference when comfort is your top priority.

If you’re ready to level up your comfort game, start with the right silhouette. Relaxed fit pants are a go-to for a reason: they offer that perfect balance between structure and slouch, making them ideal for everything from lazy Sundays to last-minute plans with friends. Whether you’re drawn to classic straight legs, modern wide-leg styles, or playful flares, there’s a pair of pants windsor that fits your mood and your calendar. And with winter in full swing, now’s the perfect time to treat yourself to fabrics that feel as good as they look—think brushed fleece, soft jersey, and lightweight knits that work for layering or lounging. Want to see more options? Check out our curated selection of Relaxed Fit Pants for styles that deliver on both comfort and style. No matter how you wear them, leisure pants are proof that you don’t have to choose between feeling cozy and looking cute. This season, make room in your closet for pieces that work as hard as you do—because comfort is always in style.

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