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?

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Nine To Five Straight-Leg Crepe Trouser Pants in Black

$34.90

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

Windsor Cozy Charm Cropped Knit Cardigan Sweater in Taupe

$34.90

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

Sleek Business High-Rise Faux Leather Flare Pants in Black

$39.90

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

Keep It Trendy Oversized Faux Leather Blazer in Brown

$54.90

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

Essential Chic Crepe Cropped Blazer in Black

$24.90

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

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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: L

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

Affordable Business Casual Clothes

Navigating the world of business casual clothing doesn’t have to feel like decoding an ancient dress code or draining your wallet with every new season. The real secret to mastering affordable office clothes is all about finding those versatile, confidence-boosting pieces that work as hard as you do—whether you’re headed to a morning meeting, a networking lunch, or clocking in from your favorite coffee shop. Think of your work wardrobe as your personal toolkit: you want reliable staples you can count on, but you also want a few standout pieces that make you actually look forward to getting dressed on a Monday. The best womens business casual wardrobes start with a handful of essentials—think tailored slacks, crisp blouses, sleek midi skirts, and that one blazer that somehow makes every outfit look intentional. Layering is your best friend, especially with the January chill still lingering. A cozy knit under a structured jacket, or a classic cardigan draped over a sleeveless top, means you’re ready for whatever the office thermostat (or unpredictable weather) throws your way. And let’s not forget shoes: closed-toe flats, ankle boots, or even a low block heel can elevate your look without sacrificing comfort, so you’re set for everything from presentations to post-work plans.

Windsor business casual picks are designed for real life—the kind where your schedule is packed, your budget is finite, and you still want to feel like the best-dressed person in the room. The beauty of affordable business casual clothes is their mix-and-match magic. You can create endless combinations from just a few well-chosen pieces, making it easy to stretch your wardrobe without repeating the same outfit on back-to-back Zoom calls. The “3-3-3 rule” is a total game-changer: three tops, three bottoms, and three pairs of shoes can unlock a week’s worth of fresh, office-ready looks. And if you’re shopping for someone else—maybe a friend who just landed a new job or a sibling starting their first internship—business casual clothes make a thoughtful, practical gift that’s as stylish as it is useful. Quality and fit matter, of course. Look for fabrics that hold their shape, details that feel elevated (hello, subtle pleats and polished buttons), and silhouettes that move with you, not against you. January is the perfect time to refresh your closet with pieces that transition seamlessly from winter to spring, layering now and shedding later. And if your calendar has you bouncing from boardrooms to celebrations, it’s worth checking out our curated edit of Affordable Party Outfits for those after-work events or impromptu happy hours.

Ultimately, building a collection of business casual clothes isn’t about following rigid rules—it’s about giving yourself options that make you feel ready for anything. Maybe you’re dressing for your first big interview, updating your look for a promotion, or just want to shake up your daily routine with something new. Whatever your reason, Windsor’s approach to womens business casual is all about empowering you to express your style, your way, without overthinking it or overspending. These are the pieces that help you show up as the most put-together version of yourself, even on the days when you hit snooze one too many times. Because at the end of the day, affordable office clothes shouldn’t just fit your body—they should fit your life.

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Affordable Business Casual Clothes

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Affordable Business Casual Clothes

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