Women's Weekend Pants

Ready to make your off-duty days unforgettable? Women’s weekend pants are here to turn every chill plan into a main character moment. Whether you’re brunch-bound, road tripping with your ride-or-dies, or just living it up in lounge mode, these pants have your back. Effortlessly cool and endlessly versatile, they’re about making comfort look iconic—because you deserve to feel like the queen you are, no matter what’s on your agenda.

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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.

Best Seller

Windsor Major Cutie Cargo Joggers Pant in Black

$46.90

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

Windsor Forever On Trend High Rise Ponte Capri Pants in Black

Best Seller

Windsor 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 side slit accents.

Windsor Cool Captured High Rise Cargo Denim Jeans in Black

Best Seller

Windsor Cool Captured High Rise Cargo Denim Jeans in Black

$49.90

A pair of black high-rise cargo denim jeans with a straight-leg silhouette and trendy flap pockets.

Windsor Out For The Day High-Rise Cargo Pants in Brown

$42.90

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

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High-Rise Coated Skinny Pants in Black

$39.90

(118)

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

Forever On Trend High Rise Ponte Capri Pants in Brown

$28.90

(27)

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 Brown | Size: M | Knit Fabric

Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

(24)

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 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 Polish High-Rise Flare Trouser Pants in Black

$42.90

(9)

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: S | 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

Windsor Chic And Confident Pinstripe Flared Trouser Pants in Black

$46.90

(4)

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

Windsor Low Effort Tie Waist Flare Pants in Black

$34.90

(3)

Low effort, high payoff—these pants do all the talking. The sleek flare pants shape with a soft tie detail create an easy, flattering fit that works for nights out, dinner plans, or styled up with a bandeau. Fit & FeaturesKnit stretch fabric, Low-rise tie waist design, Hip-hugging fit, Flared hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Low Effort Tie Waist Flare Pants in Black | Size: XS

Women's Weekend Pants

Weekend plans have a way of sneaking up on you—one minute you’re plotting a cozy brunch with friends, the next you’re fielding last-minute invites to a pop-up market, or maybe you’re just determined to squeeze in a little self-care stroll between errands. That’s where women’s weekend pants come in: the unsung heroes of your closet who can keep up with every spontaneous plan and still look like you tried. The best pairs blend comfort and style so seamlessly, you’ll wonder how you ever lived without them. Think fabrics that feel soft against your skin but hold their shape all day, silhouettes that flatter without fuss, and waistbands that never dig in—even after that second latte or a lazy afternoon on the couch. February weather means you’re probably layering up, so look for pants that play nice with chunky knits, relaxed tees, and your favorite oversized shacket. Whether you’re leaning into the lounge life or running around town, these pants are designed to move with you, not against you.

If you’re shopping for yourself (which, honestly, you deserve), consider what your weekends actually look like. Are you the type who’s up early for a Pilates class, or are you more about catching up on your latest read at the local coffee shop? Maybe you’re juggling a bit of both, plus a quick grocery run and a spontaneous dinner out. The right weekend pants make all of that feel effortless. Look for details like deep pockets for your phone and keys, adjustable waistbands for those “just in case” moments, and versatile colors that go with everything in your closet. If you’re shopping for someone else, weekend pants make a surprisingly thoughtful gift—think of that friend who’s always on the go, your sister who’s balancing work and grad school, or your mom who deserves a little upgrade from her usual sweats. They’re the kind of present that says, “I see you, and I want you to feel as comfortable as you are cool.”

No matter your weekend agenda, it’s all about finding pants that make you feel like yourself—just a little more put-together. As the seasons shift and spring starts to tease its arrival, you’ll want pieces that transition easily from chilly mornings to sunnier afternoons. Pair them with sneakers for a day of exploring, or dress them up with boots and a statement jacket when plans turn unexpectedly fancy. The beauty of women’s weekend pants is in their versatility: they’re the foundation for every mood, every plan, and every version of you. If you’re ready to expand your rotation, explore more styles and inspiration on our Women's Casual Pants page—because your weekend wardrobe should work as hard (or as chill) as you do.

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Women's Weekend Pants

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Women's Weekend Pants

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