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?

Read More
Show Filters
Sort: Recommended
Size
Color
Price
All Filters
27 results
Sort

$34.90

4.909091 star rating

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

$46.90 - $49.90

4.64539 star rating

A chic ivory cargo jogger with high-waist, metal ring trims, and elastic hem for a sporty look.

$34.90

4.8 star rating

A taupe knit cardigan with a button-down front and cropped hem for versatile styling.

$39.90

4.333334 star rating

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

Best Seller

$24.90

5 star rating

A chic ivory crepe bolero with fitted long sleeves and an open front design.

$52.90

5 star rating

An ivory woven longline vest featuring a lapel collar, double-breasted buttons, and a belted waist.

$24.90

A black crepe cropped blazer with a lapel collar, perfect for chic layering.

Sale

$9.97 $29.90 67% off

A brown high-rise knit flare pant with a fold-over waist and ribbed hacci fabric for comfort.

$54.90

A chic oversized brown faux leather blazer with a lapel collar and single button closure.

Loading...
Filters

Now Trending

High-Rise Coated Skinny Pants in Black
(112) 4.678571 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, Free Shipping on All Orders Over $75. | Windsor High-Rise Coated Skinny Pants in Black | Size: S | Leather

Windsor Walking The Walk Faux Leather Straight Leg Pants in Black
(15) 4.9333334 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, Free Shipping on All Orders Over $75. | Windsor Walking The Walk Faux Leather Straight Leg Pants in Black | Size: L

Classic And Chic Wide-Leg Trouser Pants in Ivory
(15) 4.8 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, Free Shipping on All Orders Over $75. | Windsor Classic And Chic Wide-Leg Trouser Pants in Ivory | Size: M | Knit Fabric

Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black
(11) 4.909091 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, Free Shipping on All Orders Over $75. | Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black | Size: L

Forever On Trend High Rise Ponte Capri Pants in Black
(9) 4.888889 star rating

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

Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black
(6) 4.3333335 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, Free Shipping on All Orders Over $75. | Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black | Size: S

Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black
Sale
(3) 4.6666665 star rating

Spice things up in these sleek and trendy faux leather pants, which boast fringed side trim and a flattering flare hem—perfect for dancing at festivals or concerts! Fit & FeaturesFaux leather lined fabric, minimal stretch, Mid-rise waist, front button and hidden zipper closure, Faux front pockets, back pockets, belt loops, Hip-hugging fit, Fringed side trim, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black | Size: 9 | Leather

Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim
(3) 5 star rating

A perfectly trendy pair of denim pants with cute details like a pinstripe pattern and flattering wide-leg silhouette. Complete the look with the matching vest. Shop Matching Vest: Fresh Perfection Button Split Denim VestFit & FeaturesPinstripe pattern, denim fabric, High-rise waist, Wide-leg silhouette, Front button and hidden zipper closure, Four-pocket styling , Runs true to size , Free Shipping on All Orders Over $75. | Windsor Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim | Size: S

Make A Statement Sheer Lace Flare Pants in Ivory
Sale
(2) 5 star rating

Make a sheer statement in these lace flare pants, perfect for festivals, concerts, or any weekend fun! Pair with a bodysuit or graphic top. Fit & FeaturesSheer lace ruffle knit fabric, High-rise elasticized waistband, Hip-hugging fit, Flare hem, Panties not included, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make A Statement Sheer Lace Flare Pants in Ivory | Size: M | Knit Fabric/Sheer Lace Fabric

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown
(2) 5 star rating

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: XL

Affordable Business Casual Clothes

When you’re on the grind and chasing that next big thing, your closet should be the ultimate wingwoman—ready to back you up with affordable business attire that looks expensive but leaves plenty of room in your budget for after-work cocktails. Whether you’re prepping for that first big internship, leveling up your 9-to-5 look, or just want to bring a little boss energy to your daily routine, cheap business casual clothes are the secret weapon every Windsor girl needs. The right pieces can turn that “I woke up like this” vibe into “I run this place”—think tailored blazers that mean business, sleek skirts that move with you, and crisp tops that are as ready for a power meeting as they are for a spontaneous lunch with your work besties. With affordable dress clothes, you don’t have to sacrifice style for your savings account. It’s all about mixing and matching: pair a classic trouser with a bold statement blouse, or toss a chic cardigan over a fitted dress for those days when the AC is set to “arctic.” The best part? These looks aren’t just for the office—they’re made for coffee dates, networking events, and every moment when you want to show up and show out.

Gift-giving just got a whole lot easier, too. Cheap business casual clothes women actually want to wear make the perfect pick for the friend who just landed a new job, your sister who’s starting her first round of interviews, or the roommate who’s always borrowing your favorite blazer. Imagine the look on her face when she opens a box filled with pieces that say, “You’ve got this.” It’s not just about clothes—it’s about giving her the confidence to walk into any room and own it. Affordable business attire is also a game-changer for anyone building a capsule wardrobe or looking to refresh their style without breaking the bank. The beauty of these pieces is their versatility: dress them up with heels and statement jewelry for a big presentation, or keep it low-key with flats and a crossbody bag when you’re running from desk to dinner. And let’s be real—life moves fast, and your style should keep up. With cheap business clothes, you can experiment with trends, swap in new colors or silhouettes, and reinvent your look as often as you reinvent your goals. If you’re ready to stock your closet with looks that work as hard as you do, check out our Business Casual Attire collection and get ready to serve main character energy, Monday through Friday (and beyond).