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!
SORT:
RECOMMENDED
$35.90
A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$34.90
A sleek black crepe knit trouser with a high-rise belted waist and straight-leg fit.
$32.90
A chic pair of high-rise black skinny pants in coated faux leather with minimal stretch.
$34.90
A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$34.90
A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek finish.
$34.90
A pair of burgundy floral lace flared pants with a mid-rise elastic waist and sheer mesh lining.
$34.90
A sleek high-rise brown faux leather pant with a flattering straight-leg fit and flared hem.
$29.90
A pair of black high-rise skinny pants with a belted waist and woven fabric.
$39.90
A sophisticated pair of black ponte knit pants featuring a belted waist and tapered straight leg.
$29.90
A sleek pair of black faux leather pants with a mid-rise waist and straight-leg fit.
$44.90
A chic pair of black chiffon palazzo pants featuring a high-rise waist and wide-leg pleats.
$34.90
A chic pair of ivory crepe pants with a high-rise waist and straight-leg silhouette.
$42.90
A chic pair of black high-rise trousers with a wide-leg silhouette and side pockets.
$49.90
A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.
$39.90
A mocha woven trouser pant featuring a high-rise waist and relaxed wide-leg silhouette.
$9.97 $36.90 73% off
A high-rise brown faux leather pant with a lace-up front and flared hem for sleek style.
$32.90
A comfy black ponte knit flare pant with a high-rise waist and form-hugging fit.
$32.90
A high-rise sage crepe trouser with a wide-leg silhouette for a polished business-chic look.
$29.90
A pair of black faux suede high-waist pants with flared wide-leg hem and vertical front seams.
$34.90
A pair of black faux leather wide-leg pants with a mid-rise waist and flared hem.
$42.90
A pair of black satin palazzo pants featuring a mid-rise waist and flowy wide-leg hem.
$12.97 $29.90 57% off
A stylish pair of black ribbed knit flare pants with a high-rise waist and flared hem.
$28.90
A chic pair of black ponte capri pants with a high-rise waist and flirty side slits.
$32.90
A pair of wine-colored faux leather skinny pants with a high-rise waist and sleek fit.
$49.90
A cognac satin jogger pant with a high-rise waist, cargo pockets, and adjustable drawcord cuffs.
$9.97 $34.90 71% off
A pair of black faux leather pants with a drawstring waist and capri-length hem.
$44.90
A pair of leopard print palazzo pants featuring a mid-rise waist and wide-leg silhouette.
$29.90
A pair of brown ribbed knit flare pants with a high-rise waist and hip-hugging fit.
$36.90
A pair of black cheetah print flared mesh pants with a mid-rise waist and semi-sheer design.
$32.90
A trendy pair of brown faux suede flare pants with a high-rise waist and leopard print.
$36.90
A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.
$29.90
A boho chic black sheer lace flare pant with a high-rise waist and hip-hugging fit.
$44.90
A gold lurex knit pant with a mid-rise drawstring waist and straight-leg fit.
$9.97 $24.90 60% off
A stylish pair of high-waist gingham capri pants in black and white for a chic look.
$9.97 $36.90 73% off
A chic high-rise capri pant in black faux leather with a sleek, fitted silhouette.
$29.90
A rust-colored knit pant with a mid-rise waist and flared wide-leg hem.
$34.90
A high-rise taupe ponte pant with a flare leg silhouette and stretchy knit fabric.
$27.90
A chic pair of black and white gingham capri pants with a high-rise waist and side slits.
$26.90
A sleek 90s-inspired high-rise capri pant in black woven fabric with a form-hugging fit.
$32.90
A pair of camel faux suede pants featuring dual lace-ups and a stylish flared hem.
$59.90
A sleek pair of black faux leather pants with fringed side trim and a flattering flare hem.
$29.90
A pair of black crochet lace flare pants with a high-rise waist and hip-hugging fit.
$9.97 $42.90 77% off
A stylish pair of rust corduroy high-rise flare pants with minimal stretch and dual pockets.
$39.90
A natural woven fabric trouser with a high-rise waist and wide-leg silhouette for chic beachy vibes.
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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: XS | Leather
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
These high-rise ponte trouser pants give a stylish look to any workwear outfit. They feature a flattering high-rise waist and straight-leg fit perfect for styling with heels. Fit & FeaturesPonte knit material, moderate stretch, High-rise waist, Straight-leg fit, Pants have an 11" front rise with a 32" inseam. , Runs true to size, Free Shipping on All Orders Over $75. | Windsor Stylish Impression High Rise Straight Leg Trouser Pants in Burgundy | Size: L | Knit Fabric
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
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 Ivory | Size: XS | Knit Fabric
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: L
Laidback Look Ribbed Knit Flare Pants in Black
$12.97
$29.90
57% off
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, Free Shipping on All Orders Over $75. | Windsor Laidback Look Ribbed Knit Flare Pants in Black | Size: L | Knit Fabric
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
A pair of glossy faux leather skinny pants to give every outfit a sleek factor! Pair the pants with a sleeveless top and heels. Fit & FeaturesCoated faux leather fabric, moderate stretch, High-rise waist, Single button and hidden zipper closure, Faux front pockets, back pockets, Skinny-leg fit, Pants in size small have a 10" front rise with a 30" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Glossy Glam Coated Faux Leather Skinny Pants in Wine | Size: M
Shop Matching Top: Delicate Flair Floral Lace Tie-Front TopFit & FeaturesSheer floral lace fabric with sheer mesh lining, high stretch, Mid-rise elasticized waist, Form-hugging fit at the hips and down the leg, Flared hem, Pants in size small have an 11" front rise with a 33" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Delicate Flair Floral Lace Flared Pants in Burgundy | Size: S | Lace Fabric/Sheer Mesh Fabric
Dressy Pants
When it comes to stepping out in style, nothing says polished and put-together like a pair of dressy pants. Whether you’re gearing up for a crucial job interview, prepping for a fancy dinner date, or assembling your look for a chic city wedding, dressy pants are your secret weapon for nailing that effortlessly elegant vibe. Picture this: you, strutting into your next big event in a pair of sleek, high-waisted trousers that scream boss babe, or maybe you’re more the type to dazzle in delicately flowing palazzos that dance around your ankles with every step you take. Yes, girl, we see you!
Let’s dive into the nitty-gritty of why these pants are a wardrobe must-have. First off, the versatility is unmatched. Dress them up with a stunning pair of heels and a glitzy clutch, or keep it cool and casual with a soft sweater and your favorite flats. And speaking of tops, don’t forget to pair your pants with the perfect counterpart. Check out our collection of Dressy Tops to find that flawless match. Whether you’re all about that monochrome look or love a pop of color, the right top can elevate your pant game to whole new heights. Now, who wouldn’t want that?
As the seasons change, so do the opportunities to showcase your sartorial savvy with dressy pants. Imagine rocking a pair of crisp, tailored pants this spring, the fabric light enough to keep you cool but structured enough to keep you looking sharp. And when it comes to gifts, is there anything more thoughtful than helping someone build their dream wardrobe? Picture your bestie’s face lighting up as she unwraps a pair of chic dressy pants that you knew would look killer on her. Whether she’s an aspiring entrepreneur or the queen of the social scene, dressy pants are not just clothes; they’re an armor she can don to face the world with confidence. So, whether you’re treating yourself or elevating someone else’s closet, remember that the right pair of dressy pants isn’t just a purchase—it’s an investment in style, confidence, and endless possibilities.