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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Major Cutie Cargo Joggers Pant in Olive-2

Best Seller

Major Cutie Cargo Joggers Pant in Olive-2

$46.90

A chic olive 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.

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 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

(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

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: XS | Knit Fabric

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

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: L | 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: S

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

Women's Weekend Pants

Let’s be honest—weekends have a vibe all their own. Whether your plans involve a leisurely brunch, a spontaneous road trip, or simply catching up on your latest streaming obsession, the right pair of weekend pants can make all the difference between just getting dressed and genuinely feeling ready for whatever comes your way. Fall’s crisp air and shifting colors are a gentle nudge to swap out those summer shorts for something a little cozier, but that doesn’t mean sacrificing style for comfort. The best weekend pants are the ones that move with you, not against you—think soft knits that feel like a hug, joggers that look just as good at a coffee date as they do on your couch, and wide-leg silhouettes that make a statement without even trying. These are the pieces you reach for when you want to look put-together but not overdone, effortlessly blending laid-back ease with just enough polish to keep your outfit feeling intentional. And let’s not forget versatility: the ideal pair should work just as well with your favorite sneakers as with a chunky boot or even a heeled mule, because weekends are for plans that change at the last minute (and outfits that can keep up).

Shopping for weekend pants is a little like curating your own personal toolkit for downtime—each piece serves a purpose, but together, they cover every mood, every plan, every “let’s just see where the day takes us.” Maybe you’re the friend who’s always first to suggest a farmers’ market run, or maybe you’re more about low-key movie nights and takeout. Either way, you want pants that balance form and function: practical enough for errands, cute enough for impromptu photos, and comfortable enough that you’ll actually want to wear them all day. Look for details that make a difference—elastic waistbands that don’t pinch, pockets deep enough for your phone and keys, fabrics that breathe but still feel substantial as the temperature drops. These aren’t just for you, either; weekend pants make a thoughtful, universally appreciated gift for the friend who’s always on the go, the sister who’s juggling classes and coffee runs, or even the mom who deserves a break from her usual routine. There’s something undeniably satisfying about gifting (or receiving) a pair that instantly becomes a staple—the kind you reach for on repeat, season after season.

As you scroll through the options, remember: weekend style is all about embracing the in-between moments. It’s about pants that transition seamlessly from a morning walk to an afternoon of window shopping, or from a cozy night in to a last-minute dinner out. Don’t be afraid to try a new silhouette or a fresh color—autumn is the perfect excuse to play with texture, layering, and unexpected combinations. And if you’re looking to expand your collection beyond the weekend edit, you’ll find even more inspiration (and plenty of outfit ideas) in our full selection of Women's Casual Pants. Because the best part of building your wardrobe is knowing that whatever the weekend throws at you, you’re already dressed for it.

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Women's Weekend Pants

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Women's Weekend Pants

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