Women's Fall Work Outfits

Ready to crush your nine-to-five and still turn heads in the breakroom? Women’s fall work outfits are all about owning your boss energy without sacrificing your style. Whether you’re leading the meeting or making power moves from your desk, these looks bring confidence, comfort, and a little bit of edge to your office lineup. Get ready to mix, match, and strut—because workwear just got a major upgrade, and you’re about to be everyone’s inspo.

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Windsor So Sleek Satin Tie-Front Blouse in Pink-2

$34.90

A sleek pink satin-like tie-front blouse with a collared neckline and cropped hem.

Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown

$46.90

A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.

Windsor Walking The Walk Faux Leather Straight Leg Pants in Black

Best Seller

Windsor Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

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

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 Chic Layer Faux Leather Cropped Blazer in Black

$44.90

A sleek black faux leather cropped blazer with a relaxed fit and stylish lapel collar.

Essential Chic Crepe Cropped Blazer in Black

$24.90

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

Keep It Trendy Oversized Faux Leather Blazer in Brown

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.

Windsor Effortless Cutie Long Sleeve Plaid Shacket in Navy Blue

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Windsor Effortless Cutie Long Sleeve Plaid Shacket in Navy Blue

$35 $49.90 30% off

A navy blue plaid shacket with faux wool fabric and a relaxed fit for casual styling.

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Windsor High-Rise Coated Skinny Pants in Black

$39.90

(113)

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: L | Leather

Classic And Chic Wide-Leg Trouser Pants in Ivory

$35.90

(16)

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

Windsor Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

(15)

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

Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black

$34.90

(11)

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

$28.90

(9)

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

$39.90

(6)

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

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Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim

$20.97 $49.90
58% off

(4)

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

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Sultry Effect Abstract Wide-Leg Pants in Black

$14.97 $34.90
57% off

(3)

Printed to perfection in a flattering wide-leg silhouette, these pants boast a classic high-rise waist. Pair with the matching top. Fit & FeaturesAbstract print, stretchy knit fabric, Cowl halter neckline, tie straps, Open back, Fitted crop hem, Runs true to size, Shop The Matching Top: Sultry Effect Abstract Cowl Halter Crop Top Free Shipping on All Orders Over $75. | Windsor Sultry Effect Abstract Wide-Leg Pants in Black | Size: S | Knit Fabric

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

(2)

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

Sale

Make A Statement Sheer Lace Flare Pants in Ivory

$9.97 $34.90
71% off

(2)

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

Women's Fall Work Outfits

When it comes to leveling up your work wardrobe, the magic is all in the details—think tailored lines, plush textures, and those little pops of personality that make your office look feel like *you* (even if you’re just logging in from your kitchen table). Whether you’re the queen of the corner office, a remote boss babe, or just starting your climb up the career ladder, curating a closet full of polished, mix-and-match pieces is the ultimate power move. Picture this: you’re gliding into your Monday meeting in a crisp blouse that feels as soft as your favorite tee, paired with a structured skirt that hugs in all the right places. Or maybe you’re heading out for after-work drinks, swapping your blazer for a slouchy cardigan and switching those classic pumps for a pair of chunky loafers. The best work outfits are the ones that work *with* you, moving seamlessly from coffee runs to boardroom presentations, and still looking fire when you’re catching up with your girls at happy hour.

Every Windsor girl knows that nailing the workwear vibe is all about versatility and confidence. When you’re shopping for new pieces, it’s all about those fabrics and fits that make you feel like the main character—think silky-soft button-downs, stretchy pencil skirts, and trousers that mean business but still let you bust a move when your favorite song comes on. And let’s not forget about layering: those lightweight knits and sleek blazers are your BFFs for unpredictable office AC or last-minute video calls. If you’re gifting for your work bestie, a chic tote bag or a statement belt is always a win; it’s the kind of present that says, “I see you, boss babe,” and actually gets used every single day. And if you’re treating yourself (as you absolutely should), go for pieces that make you want to strut down the hallway like it’s your own personal runway. The right work outfit isn’t just about looking put-together—it’s about feeling unstoppable, ready to take on whatever the day throws your way, from surprise deadlines to spontaneous lunch dates.

As you’re building your lineup, don’t sleep on the power of a killer pair of pants—they’re the foundation of any workwear rotation and can totally change the game. Whether you’re obsessed with wide-leg silhouettes, classic straight fits, or something a little more tailored, the right pair will have you feeling like you can conquer anything (and trust us, you totally can). If you want to browse the latest must-haves, check out our Womens Fall Pants page for all the inspo you need to create your own office-ready looks. Remember, the best work outfits are the ones that make you feel like your most fearless, fabulous self—so have fun mixing textures, playing with prints, and showing the world exactly who’s boss.

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Women's Fall Work Outfits

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