Work Trousers

Hey, boss babe! Ready to level up your office game? Our collection of work trousers is here to slay those 9-to-5 vibes with style and flair. Whether you're strutting into a board meeting or grabbing lunch with the team, these trousers are your go-to for turning heads and taking names. From sleek silhouettes to playful prints, we've got the ultimate lineup that screams confidence and charisma. So, go ahead and make your power move, because in these work trousers, you're unstoppable!

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Windsor Classic And Chic Wide-Leg Trouser Pants in Black

$35.90

A chic black ponte knit trouser with a high-rise waist and flattering wide-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.

Walking The Walk Faux Leather Straight Leg Pants in Black

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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.

Windsor Out For The Day High-Rise Cargo Pants in Brown

$42.90

A stylish pair of brown high-rise cargo pants with adjustable drawcord hem and multiple pockets.

Windsor Beachy Chic Wide-Leg Trouser Pants With Linen in Natural

$39.90

A natural woven fabric trouser with a high-rise waist and wide-leg silhouette for chic beachy vibes.

Windsor Zip It and Chill Mid-Rise Cargo Pants in Brown

$46.90

A pair of brown woven cargo pants featuring zippered pockets, a mid-rise waist, and adjustable cuffs.

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High-Rise Coated Skinny Pants in Black

$39.90

(116)

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

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

Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

(17)

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

(17)

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

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: S

Windsor 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: S

Sleek Polish High-Rise Flare Trouser Pants in Black

$42.90

(5)

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, 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: XS | Woven Fabric

Beachy Chic Wide-Leg Trouser Pants With Linen in Natural

$39.90

(3)

No one will forget your beachy-chic vibes in these linen-blend wide-leg trouser pants perfect for weekend plans or vacation! Pair with the matching vest for a complete look. Shop Matching Top: Beachy Chic Tie-Front Vest With LinenFit & FeaturesLinen-blend woven fabric, High-rise waist, belt loop accents, Side pockets, Wide-leg silhouette, Pants in size small have an approximate 13.5" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Beachy Chic Wide-Leg Trouser Pants With Linen in Natural | Size: S | Woven Fabric

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Wild Side Leopard Wide-Leg Pants

$9.97 $34.90
71% off

(3)

Serving up fierce with a side of flirty, these high-rise pants are pure attitude. The wide-leg fit brings the drama while the fit keeps it effortlessly cool for nights out or rooftop hangs. Shop The Matching Top: Wild Side Leopard Halter Crop TopFit & FeaturesSoft stretch knit fabric with leopard print, knit lining, High-rise elasticized waistband, Wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild Side Leopard Wide-Leg Pants | 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

Work Trousers

When it comes to building a wardrobe that works as hard as you do, nothing earns its keep quite like a great pair of work trousers. Whether you’re clocking in at the office, heading to a big interview, or just looking to elevate your everyday routine, the right pair of pants can instantly pull you together and boost your confidence. Think of them as your style foundation—polished, versatile, and ready to adapt to whatever your calendar throws your way. December brings its own set of challenges (hello, unpredictable weather and holiday schedules), but well-chosen work trousers are up for it. Picture yourself dashing from a morning meeting to a cozy lunch with friends, your look still crisp and comfortable thanks to a tailored fit and fabric that moves with you. That’s the magic of a thoughtfully curated collection of windsor pants: they’re equal parts practical and chic, built to keep you looking sharp through winter commutes, surprise presentations, and last-minute happy hours.

Shopping for work trousers is all about knowing your day-to-day and picking silhouettes that suit your style and your schedule. Maybe you’re a fan of classic windsor dress pants with a streamlined leg for that timeless, power-dressing vibe. Or perhaps you lean toward wide-leg styles that bring a bit of drama (and extra comfort) to your 9-to-5 rotation. The beauty is in the details—think high-rise waists that flatter every figure, subtle pleats for a touch of sophistication, and pockets deep enough for your phone and a little confidence boost. These aren’t just pants; they’re a daily solution to the “what do I wear?” dilemma, designed to mix and match with everything from blazers and button-downs to chunky knits and sleek bodysuits. And if you’re shopping for someone else, work trousers make a surprisingly thoughtful gift—especially for a friend starting a new job, a sister heading back to campus internships, or anyone who deserves a little wardrobe upgrade. There’s something undeniably empowering about slipping into a pair of pants that fit just right and make you feel instantly put-together, no matter what’s on your agenda.

As you browse, keep an eye out for fabrics that transition seamlessly from season to season—think soft ponte, classic twill, or a touch of stretch for all-day comfort. The best work trousers are the ones that don’t demand a second thought: they look just as good with boots and a wool coat in December as they will with strappy sandals when the weather warms up. And if you’re ready to refresh your rotation or try something new, our curated selection makes it easy to find your next favorite fit. For even more inspiration and options, check out our full range of Trouser Pants—because when your pants work this hard, you can focus on everything else you want to accomplish.

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