Dressy Pants

Dressy pants are your secret weapon for turning heads and taking names, whether you're strutting into a boardroom or owning the dance floor. These chic wonders are all about blending comfort with a dash of daring, making sure you feel unstoppable from AM meetings to PM meet-ups. Imagine stepping into a world where elegance meets edge, and every step you take is a statement. With dressy pants in your wardrobe arsenal, you're not just keeping up with the trends—you're setting them. So go ahead, Windsor girl, unleash your inner fashionista and let those dressy pants do all the talking!

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Best Seller

$32.90

4.666667 star rating

A chic pair of high-rise black skinny pants in coated faux leather with minimal stretch.

Best Seller

$34.90

4.857143 star rating

A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.

Sale

$15.97 $36.90 57% off

5 star rating

A trendy high-rise black faux leather pant with straight-leg silhouette and cargo flap pockets.

Best Seller

$34.90

4.25 star rating

A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.

Sale

$9.97 $34.90 71% off

4.25 star rating

A pair of ivory high-rise straight-leg pants in stretchy crepe fabric with a trendy D-ring belt.

Best Seller

$34.90

5 star rating

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

$35.90

5 star rating

A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.

$34.90

4 star rating

A pair of burgundy floral lace flared pants with a mid-rise elastic waist and sheer mesh lining.

$25.90

5 star rating

A pair of black high-rise skinny trousers in stretchy crepe with flattering pintuck detailing.

$34.90

5 star rating

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

$29.90

5 star rating

A sleek pair of black faux leather pants with a mid-rise waist and straight-leg fit.

$39.90

5 star rating

A sophisticated pair of black ponte knit pants featuring a belted waist and tapered straight leg.

$42.90

A chic pair of black woven high-rise trouser pants with a wide-leg silhouette and side pockets.

$42.90

A pair of black satin palazzo pants featuring a mid-rise waist and flowy wide-leg hem.

$49.90

A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.

$29.90

A stylish pair of black faux suede pants featuring a high-rise waist and flared wide-leg hem.

$39.90

A mocha woven trouser pant featuring a high-rise waist and relaxed wide-leg silhouette.

$34.90

A sleek black crepe knit trouser with a high-rise belted waist and straight-leg fit.

$34.90

A pair of black faux leather wide-leg pants with a mid-rise waist and flared hem.

$29.90

A pair of black high-rise skinny pants with a belted waist and woven fabric.

Best Seller

$32.90

A high-rise sage crepe trouser with a wide-leg silhouette for a polished business-chic look.

Sale

$17.97 $42.90 58% off

A stylish pair of black high-rise bootcut pants with a double belted design and buckle accents.

Sale

$16.97 $36.90 54% off

A high-rise brown faux leather pant with a lace-up front and flared hem for sleek style.

$29.90

4.75 star rating

A stylish pair of black ribbed knit flare pants with a high-rise waist and flared hem.

$32.90

5 star rating

A pair of wine-colored faux leather skinny pants with a high-rise waist and sleek fit.

Sale

$14.97 $34.90 57% off

4 star rating

A pair of black faux leather pants with a drawstring waist and capri-length hem.

$49.90

5 star rating

A cognac satin jogger pant with a high-rise waist, cargo pockets, and adjustable drawcord cuffs.

Sale

$9.97 $44.90 78% off

5 star rating

A pair of camel faux suede flare pants with a high-rise waist and trendy lace-up design.

$44.90

5 star rating

A pair of leopard print palazzo pants with a mid-rise waist and wide-leg silhouette.

$28.90

4.5 star rating

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

$29.90

5 star rating

A pair of brown ribbed knit flare pants with a high-rise waist and hip-hugging fit.

$36.90

5 star rating

A chic pair of black cheetah print mesh pants with a flared hem and mid-rise waist.

Sale

$9.97 $29.90 67% off

5 star rating

A vibrant red smocked knit flare pant with a flattering V-waist, perfect for vacations or nights out.

$44.90

A pair of gold lurex knit pants with a mid-rise drawstring waist and straight-leg fit.

Sale

$9.97 $42.90 77% off

A stylish pair of olive corduroy cargo flare pants with a high-rise waist and multiple pockets.

$29.90

A boho chic black sheer lace flare pant with a high-rise elastic waist and knit lining.

Sale

$16.97 $36.90 54% off

2 star rating

A chic high-rise capri pant in black faux leather with a sleek, fitted silhouette.

$32.90

A comfy black ponte knit pant with a high-rise waist and flared hem for versatile styling.

Sale

$9.97 $24.90 60% off

A stylish pair of high-waist gingham capri pants in black and white for a chic look.

Sale

$9.97 $42.90 77% off

A stylish pair of rust corduroy high-rise flare pants with minimal stretch and dual pockets.

New Arrival

$32.90

A trendy pair of brown faux suede flare pants with a chic leopard print and high-rise waist.

$36.90

1 star rating

A pair of black sheer lace pants with a high-rise waist and flared hem for festival flair.

$29.90

A rust-colored knit pant with a mid-rise waist and flared wide-leg hem.

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Dressy Pants
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Windsor High-Rise Coated Skinny Pants in Black
(108) 4.6666665 star rating

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, | Windsor High-Rise Coated Skinny Pants in Black | Size: XL | Leather Free Shipping on All Orders Over $75.

Stylish Flare High-Rise Coated Pants in Black
Sale
(9) 4.7777777 star rating

Showcase your curves on these stylish faux leather pants perfect for elevating your everyday look! They feature a high-rise waist, form-fitting silhouette, and a flared hem. The coated faux leather fabric has minimal stretch. Complete the look in a chic bodysuit and heels. Fit & FeaturesHigh-rise waist, Form-fitting, flared hem, Front button and hidden zipper closure, Belt loop accents, Two faux front pockets, back pockets, Coated faux leather fabric, minimal stretch, Runs true to size, | Windsor Stylish Flare High-Rise Coated Pants in Black | Size: XL | Leather Free Shipping on All Orders Over $75.

Walking The Walk Faux Leather Straight Leg Pants in Black
(7) 4.857143 star rating

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, | Windsor Walking The Walk Faux Leather Straight Leg Pants in Black | Size: S Free Shipping on All Orders Over $75.

Windsor With Confidence High-Rise Straight-Leg Crepe Pants in Ivory
Sale
(4) 4.25 star rating

Breeze in with confidence in these crepe pants that give your workwear a posh look! Designed with a flattering high-rise waist, these pants have a trendy D-ring belt and a flattering straight-leg silhouette on stretchy crepe fabric giving you both comfort and style. Complete the look in a chic blouse and pumps for office meetings or events! Fit & FeaturesStretchy crepe fabric, Straight-leg silhouette, High-rise waist, Runs true to size, | Windsor With Confidence High-Rise Straight-Leg Crepe Pants in Ivory | Size: M | Crepe Fabric Free Shipping on All Orders Over $75.

Sleek Business High-Rise Faux Leather Flare Pants in Black
(4) 4.25 star rating

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, | Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black | Size: L Free Shipping on All Orders Over $75.

Nine To Five Straight-Leg Crepe Trouser Pants in Black
(4) 5 star rating

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, | Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black | Size: M Free Shipping on All Orders Over $75.

Windsor Laidback Look Ribbed Knit Flare Pants in Black
(4) 4.75 star rating

These ribbed knit flare pants feature a flattering high-rise waist with a hip-hugging fit, leading to a form-hugging fit through the legs and a trendy flared hem. The lightweight ribbed knit fabric offers plenty of stretch for ultra-comfortable wear. Create the perf laidback look with a crop top and sneakers to grab coffee! Fit & FeaturesStretchy ribbed knit fabric, High-rise elasticized waist, Form-hugging fit, Flared-leg hem, Pants in size small have an 11.5" front rise with a 31" inseam, Runs true to size, | Windsor Laidback Look Ribbed Knit Flare Pants in Black | Size: S | Knit Fabric Free Shipping on All Orders Over $75.

Of The Moment Straight-Leg Faux Leather Pants in Black
Sale
(4) 5 star rating

Faux leather pants that are totally of the moment! Set the trend this season in edgy high-rise pants featuring a flattering straight-leg silhouette with pin-tuck detailing, cargo flap pockets, and a flared hem. Complete the look in a printed bodysuit and heels for a concert, festival, or girl's night! Fit & FeaturesFaux leather fabric, minimal stretch, High-rise waist, Cargo flap pockets, Front button and hidden zipper closure, Straight-leg, flare hem, Runs true to size, | Windsor Of The Moment Straight-Leg Faux Leather Pants in Black | Size: L Free Shipping on All Orders Over $75.

Casual Meets Stylish High-Rise Cargo Straight Leg Pants in Olive
(3) 5 star rating

When casual meets stylish, these cargo pants come in clutch with the vibes! The high-rise waist flatters your figure, cargo pockets add both functionality and a trendy touch, while the straight-leg silhouette creates a sleek look. Complete the look with a cool graphic tee and sneakers! Fit & FeaturesWoven fabric, minimal stretch, High-rise waist, Cargo pockets, Straight-leg silhouette, Front button and hidden zipper closure, Runs true to size, | Windsor Casual Meets Stylish High-Rise Cargo Straight Leg Pants in Olive | Size: L | Woven Fabric Free Shipping on All Orders Over $75.

Classic And Chic Wide-Leg Trouser Pants in Ivory
(3) 5 star rating

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, | Windsor Classic And Chic Wide-Leg Trouser Pants in Ivory | Size: M | Knit Fabric Free Shipping on All Orders Over $75.