Affordable Business Casual Clothes
Affordable business casual clothes that look expensive? That’s the Windsor girl way. We know you’re out here making moves, and your work wardrobe should keep up—without draining your coffee fund. Whether you’re bossing up in the boardroom or turning heads on team calls, these styles have your back and your budget. Get ready to serve confidence, professionalism, and a little bit of that main-character energy—because who says 9-to-5 can’t be runway-ready?
$35.90
A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$42.90
A pair of black high-rise flare pants crafted from smooth woven fabric with polished seam detailing.
$46.90
A chic ivory cargo jogger with high-waist, metal ring trims, and elastic hem for a sporty look.
$28.90
A pair of brown ponte knit capri pants featuring a high-rise waist, form-hugging fit, and side slits.
$39.90
A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.
$42.90
A stylish pair of brown high-rise cargo pants with adjustable drawcord hem and multiple pockets.
$39.90
A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.
$39.90
A sleek high-rise brown faux leather pant with a flattering straight-leg fit and flared hem.
$28.90
A pair of black crepe capri pants featuring a polka dot print and chic side slit accents.
$29.90
A form-hugging ivory knit top featuring a plunging V-neckline, ruched waist, and tie accents.
$34.90
A black knit vest featuring a classic pinstripe pattern, V-neckline, and chic cropped hem.
$34.90
A lightweight chartreuse cotton button-down top with a collared neckline, long sleeves, and relaxed fit.
$36.90
A brown pinstriped woven button-down top with a sculpted fit, collar neckline, and cropped hem.
$32.90
A rust-colored slinky knit top featuring a boat neckline, adjustable ruching, and a form-hugging fit.
$29.90
A rust knit sleeveless top featuring a beaded center, draped cowl neck, and adjustable straps.
$29.90
A pair of rust-colored wide-leg pants crafted from smooth, high-stretch knit fabric for effortless style.
$39.90
A structured ivory tweed vest with metallic threading, snap button front, and dual faux pockets for polished style.
$39.90
An ivory tweed A-line mini skort featuring metallic threading and hidden fitted shorts for a polished look.
$32.90
A lightweight natural linen-blend cropped vest with a sleeveless V-neckline and button-down front.
$24.90
A black crepe cropped blazer with a lapel collar, perfect for chic layering.
$24.90
A burgundy knit top featuring a V-neckline, short cap sleeves, and a flattering ruched waist.
$36.90
A brown striped woven top featuring a deep V-neck, collared design, and flared long sleeves.
$42.90
A pair of brown linen-blend wide-leg trousers with a high-rise waist and dual front pockets.
$42.90
A pair of natural linen-blend wide-leg trousers featuring a high-rise waist, pleats, and belt loops.
$39.90
A pair of black wide-leg pants in smooth stretch fabric with a fluid drape and side tie detail.
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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: S | Leather
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
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: XS
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
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, 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
Retro flair meets everyday comfort. These striped flare pants sculpt your shape with a soft stretch fit that’s equal parts chill and elevated—perfect for coffee runs, office hours, or casual nights out. Fit & FeaturesStriped print, stretch knit fabric, Smooth high-rise waist, Hip-hugging fit, Flared hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Retro Remix Striped Flare Pants in Brown | Size: M | 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: XS
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: M
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: M