Trendy Work Wear
Ready to slay the 9-to-5 in style? Our trendy work wear collection is here to transform your office wardrobe from blah to brilliant! Whether you're conquering meetings or strutting into happy hour, we've got the looks that mean business with a twist. Think power blazers that demand attention, chic skirts that spin with sass, and tops that whisper confidence with every move. Because who says work can't be your personal runway? Let’s make those office hallways your catwalk, one fierce outfit at a time!
$32.90
A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.
$35.90
A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$34.90
A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$49.90
A taupe faux suede moto jacket with studded accents and an asymmetric zip-front design.
$46.90
A black knit midi sweater dress with abstract stripes, square neckline, and back slit accent.
$34.90
A sleek high-rise brown faux leather pant with a flattering straight-leg fit and flared hem.
$26.90
A brown off-the-shoulder ribbed knit top with long fitted sleeves and a mid-length hem.
$34.90
A chic pair of ivory crepe trousers featuring a high-rise waist and straight-leg silhouette.
$49.90
A chic black woven blazer with striped cuffs and a relaxed, polished silhouette.
$44.90
A sleek black faux leather cropped blazer with a relaxed fit and smooth woven lining.
$39.90
A sophisticated pair of black ponte knit pants featuring a belted waist and tapered straight leg.
$49.90
A taupe plaid faux suede blazer with a relaxed fit, perfect for workwear and casual occasions.
$17.97 $42.90 58% off
A chic pair of black high-rise wide-leg trousers in woven fabric, perfect for versatile styling.
$59.90
An oversized black faux leather blazer with a collared neckline and hidden side pockets.
$34.90
A sleek black crepe knit trouser with a high-rise belted waist and straight-leg fit.
$24.90
A chic black crepe blazer with a cropped hem, lapel collar, and plenty of stretch.
$34.90
A stylish pair of taupe high-rise ponte pants with a flare leg silhouette and stretchy knit fabric.
$49.90
An ivory woven blazer with ruched sleeves and shoulder pads for a chic, structured look.
$54.90
A chic oversized brown faux leather blazer with a lapel collar and single button closure.
$36.90
A pink ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.
$49.90
A black faux leather and mesh jacket with illusion stripes, perfect for layering over chic outfits.
$49.90
A pair of black high-rise cargo denim jeans with a straight-leg silhouette and trendy flap pockets.
$19.90
A chic black sheer mesh bolero with blouson sleeves, perfect for layering over any outfit.
$42.90
A stylish pair of brown high-rise cargo pants with adjustable drawcord hem and multiple pockets.
$26.90
A red stretchy knit-lined midi skirt with ruching and an asymmetrical high-side slit.
$34.90
A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.
$34.90
An olive cotton-blend cargo mini skirt with a belted mid-rise waist and cargo pockets.
$28.90
A chic pair of black ponte capri pants with a high-rise waist and side slit accents.
$42.90
A stylish pair of charcoal high-rise cargo pants with adjustable hems and multiple pockets.
$64.90
A light denim cropped blazer with rhinestone trim and swag chain for a glamorous touch.
$26.90
A trendy mauve mesh top with an asymmetric off-shoulder neckline and ruched side seams.
$54.90
A taupe faux suede trench coat with a belted waist and double-breasted button closures.
$42.90
A stylish denim trucker jacket with an elasticized crop hem and versatile button cuffs.
$39.90
An ultra-cropped black acid wash denim jacket with button cuffs and front flap pockets.
$49.90
A cognac satin jogger with a high-rise waist, cargo pockets, and adjustable drawcord cuffs.
$59.90
A stylish denim overall with a wide-leg silhouette, adjustable straps, and cuffed hem.
$36.90
A taupe knit crop vest with lace-up back and button-up front for effortless styling.
$44.90
A light wash denim shrug jacket with relaxed long sleeves and an ultra-cropped hem.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.
$49.90
A black twill woven crop jacket with cargo pockets and a relaxed fit for casual outings.
$27.90
A chic pair of black and white gingham capri pants with a high-rise waist and side slits.
$49.90
A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.
$32.90
A form-hugging black knit top featuring an abstract striped pattern and a chic square neckline.
$34.90
A brown denim mini skort with a high-rise waist and dual front slits for a chic look.
$49.90
A trendy grey plaid shacket with a relaxed fit, perfect for cozy layering and casual style.
$44.90
A stylish pair of khaki high-rise cargo pants with a straight-leg fit and six-pocket design.
$29.90
A pair of rust-colored knit wide-leg pants with a mid-rise waist and flared hem.
Now Trending
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: M | Leather
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
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
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: XS
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
Feel the breeze on the weekend in these crochet palazzo pants at festivals, concerts, or out at the fair! Featuring a high-rise elasticized waistband and a wide-leg silhouette, these pants offer a flattering fit on crochet fabric lined with stretch knit. Complete the look in a crop top. Fit & FeaturesCrochet fabric lined with stretch knit, High-rise elasticized waistband, Wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Weekend Breeze High-Rise Crochet Palazzo Pants in Denim | Size: L
Pretty pleats make these high-rise palazzo pants a chic find! Style with a crop top and heels for dinner and drinks. Fit & FeaturesChiffon woven fabric, knit lining, High-rise waist, Wide-leg pleated silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Pleats High-Rise Chiffon Palazzo Pants in Natural | Size: M | Chiffon/Knit Fabric/Woven Fabric
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: 5 | Leather
A comfy and cute mid-rise flare pants perfect for post-pilates and grabbing coffee! Pair with the matching jacket. Fit & FeaturesStretchy rib knit fabric, Folded mid-rise waist, Hip-hugging fit, Flare hem, Runs true to size, Shop The Matching Jacket: At Your Leisure Zip-Up Crop Jacket Free Shipping on All Orders Over $75. | Windsor At Your Leisure Mid-Rise Flare Pants in Black | Size: S | Knit Fabric
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: M
Trendy Work Wear
Let’s be real—your workwear isn’t just about clocking in and out. It’s your daily power suit, your secret weapon, the ultimate expression of “I’ve got this” energy that turns the office hallway into your own personal runway. Whether you’re running the show in a corner office, hustling through back-to-back meetings, or juggling classes and a part-time gig, your look sets the tone before you even say a word. Trendy workwear is all about balancing business with a dash of boldness, letting your personality peek through those boardroom vibes. Think tailored silhouettes that hug you in all the right places, statement sleeves that make typing out emails feel like a fashion moment, and colors that pop just enough to catch the right kind of attention. It’s about finding pieces that move with you, from that first-morning coffee run to your last “let’s circle back” of the day, and then out for happy hour—because who says you can’t slay nine-to-five and five-to-nine? And let’s not forget the details: a cinched waist here, a playful button there, or a fabric that keeps you cool when things heat up (because you know you’re always bringing the fire).
Shopping for workwear isn’t just for the boss babes—these picks are perfect for anyone leveling up their wardrobe game. Whether you’re gifting your bestie as she starts her first big-girl job, treating your sister who’s about to ace her internship, or spoiling yourself because you just landed that promotion (yes, queen!), trendy workwear is the ultimate way to say “you’ve got this.” It’s about more than just looking polished; it’s about feeling unstoppable every time you walk out the door. And if you’re the kind of girl who likes her closet to multitask, these pieces pull double duty, pairing effortlessly with your weekend fits or that brunch date you’ve been looking forward to. Imagine slipping into a blazer that instantly sharpens up your favorite jeans or a midi skirt that swings from office chic to rooftop drinks without missing a beat. When you invest in workwear that’s both trendy and versatile, you’re not just buying clothes—you’re building a wardrobe that’s as ambitious and unstoppable as you are.
Ready to take your workwear game to the next level? You’re in the right place. We know that every Windsor girl has her own signature style, and with so many ways to mix, match, and layer, the possibilities are endless. Whether you’re into bold prints, classic neutrals, or just want to add a little edge to your everyday look, these pieces are designed to keep up with your hustle and your heart. If you’re feeling extra, or just want to explore more polished vibes, don’t miss our Sophisticated Workwear collection for even more inspo. Remember, the right outfit doesn’t just change how the world sees you—it changes how you see yourself. Now go out there and own every room, every meeting, every moment. You’re not just working—you’re working it.