Workwear Skirts
Level up your 9-to-5 game with workwear skirts that mean business but never skimp on style. Whether you're strutting into the boardroom or owning your WFH setup, these skirts are here to make sure you look as fierce as you feel. From sleek pencils to flirty flares, find the perfect partner-in-crime for every meeting and mingle. It's time to swap out those dull office vibes for something a little more "you"—because why blend in when you can stand out? Let's turn the hustle into a runway with skirts that work as hard as you do!
$34.90
A brown high-rise cargo mini skirt with vertical seams and side pockets in twill fabric.
$34.90
A brown denim mini skort with a high-rise waist and dual front slits for a chic look.
$19.90
A chic black knit mini skirt with a high-rise elastic waist and sultry side slit.
$26.90
A black midi skirt featuring a high-rise fit, ruching, and an asymmetrical high-side slit.
$36.90
A high-rise black denim skort with a wrap design and functional cargo pockets.
$9.97 $36.90 73% off
A charcoal woven mini skort with a high-rise waist and pleated A-line silhouette.
$39.90
A black satin midi skirt with a high-rise waist, polka dots, and a side slit.
Now Trending
Slay It With Style Mini Skirt in Black
$9.97 $22.90
56% off
Elevate your going-out looks in this sleek faux leather mini skirt! This high-waist mini skirt features a sexy front slit and hidden back zipper for a seamless look at every angle. Make this faux leather mini skirt your wardrobe must-have for date night or clubbing with your party squad. Pair this flirty mini skirt with a beaded bustier top or long-sleeve satin tie-front top for a sexy and fierce night-out look. Fit & FeaturesHigh-rise fit, Vertical seam details, back zipper, Front slit accent, Form-hugging fit, Mini-length hem, Unlined faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Slay It With Style Mini Skirt in Black | Size: L | Leather/Satin Fabric
Channel your western side with this trendy-chic skirt that will level up your festival look! It features a high-rise waist, an asymmetric mini-length hem with a form-hugging fit, and long fringe detailing that cascades to your ankles. The stylish fringe design will dance with you to your favorite band! Complete your 'fit with a cropped graphic tee and cowboy boots. Fit & FeaturesHigh-rise waist, Back zipper, hook and eye closure, Asymmetric mini-length hem, Form-hugging fit, Long fringe design, ankle-length hem, Faux suede fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild At Heart Long Fringe Skirt in Tan | Size: XS | Faux Suede
Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2
$13.97 $34.90
60% off
This cute and trendy cargo mini skirt will step up this season's 'fits! It features a mid-rise waist, an included removable belt with a double grommet design, cargo-style side pockets, a mini-length hem, and a fitted silhouette. The denim fabric offers a moderate stretch. Style this denim skirt with a crop top and clear mules. Fit & FeaturesMid-rise waist, hidden front buttons, zipper closure, Included removable belt, double grommet design, Dual cargo-style side pockets, Mini-length hem, Fitted silhouette, Denim fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2 | Size: S
Serve major style in this on-trend cargo mini skirt! Featuring a high-rise waist, vertical seam detailing, cargo-style side pockets, a mini-length hem, and a form-hugging fit, this skirt will level up your basic looks. The twill fabric offers minimal stretch. Style with a halter bodysuit and strappy mules. Fit & FeaturesHigh-rise waist, Belt loops, hidden front zipper, button closure, Vertical seams, Cargo side pockets, Mini-length hem, form-hugging fit, Twill fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Serving Style Cargo Mini Skirt in Brown | Size: XL
Fit & FeaturesStretchy smooth knit-lined fabrication, High-rise fit, Ruching, Asymmetrical high-side slit, Midi length hem, Runs true to size, Shop Matching Crop Top: Bold Staple Long Sleeve Crop Top Free Shipping on All Orders Over $75. | Windsor Bold Staple Ruched Asymmetrical Midi Skirt in Black | Size: XS
Channel that coastal chic vibe with this breezy linen maxi skirt featuring a tiered design, high-cut side slit, and flowy A-line silhouette. Fit & FeaturesLinen-blend fabric, High-rise waist, Tiered design, Thigh-high side slit, Flowy A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural | Size: M
Level up your sleek status with this chic mini skirt made with smooth faux leather fabric to elevate your casual 'fits. It features a high-rise waist, a side slit accent at the hem, and a form-hugging silhouette to highlight your stunning curves. Fit & FeaturesFaux leather fabric, plenty of stretch, High-rise elasticized waist, Side slit, Mini-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Status Faux Leather Mini Skirt in Black | Size: S
With this flirty midi skirt for celebrations or date night, you'll stun with the ruched detailing and high-cut side slit. Pair with the matching crop top to complete the look. Shop Matching Top: Flirty Ways Halter Lace Trim Crop TopFit & FeaturesStretchy smooth knit fabric with lining, High-rise waist, Ruching, Asymmetric high-side slit, Midi-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty Ways Ruched High Slit Midi Skirt in Ivory | Size: L | Knit Fabric
Step out looking like goals in this micro mini skirt with a flirty side slit and bodycon fit that'll get you noticed! Fit & FeaturesStretchy knit fabric, High-rise waist, Side slit, Bodycon silhouette, Micro mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor First Take Micro Slit Mini Skirt in Black | Size: L | Knit Fabric
Make a statement in this lace slit maxi skirt. With sheer lace, ruching, and a high slit, it's your go-to for that effortlessly chic vibe. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, High front slit, Maxi-length hem, Flowy silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Keep A Secret Lace Slit Maxi Skirt in Black | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Workwear Skirts
When it comes to workwear skirts, your closet is about to level up in a way that says “boss energy” without ever losing your signature flair. Picture this: you’re strutting into the office, coffee in hand, and your skirt is doing all the talking—sleek lines, tailored fits, and that just-right length that means you can crush meetings and still hit up happy hour after. The magic of a great workwear skirt is that it knows how to play both sides—professional polish meets head-turning style, all while keeping you comfy from the first email to your last DM of the day. Whether you’re the queen of the boardroom or the creative genius behind the scenes, these skirts are made to flex with your vibe. Think crisp pencil silhouettes that hug in all the right places, classic A-lines that twirl with every step, and chic midis that say you mean business but aren’t afraid to serve a little main character energy. And let’s be real, when the sun’s out and the calendar’s packed, nothing beats the breezy confidence of a skirt that keeps you cool and collected, no matter how many deadlines are chasing you down.
Shopping for workwear skirts isn’t just about checking boxes on a dress code—it’s about finding those pieces that make you feel unstoppable from nine to five and beyond. Look for details that make your heart skip: soft, wrinkle-resistant fabrics that stay flawless through back-to-back meetings, high-waisted bands that snatch without pinching, and subtle slits or pockets that make life just a little bit easier (and sassier). These aren’t just skirts; they’re your secret weapon for days when you need to bring your A-game and still want to feel like yourself. And if you’re gifting? A workwear skirt is the ultimate “I see you” for the friend who just landed her dream job, the sister starting her first internship, or that ride-or-die who’s always hustling for her next big win. Trust, she’ll remember the moment she slipped into something that made her feel like the CEO of her own story. If you’re on the hunt for more inspo or want to see how to style these power moves with blazers, blouses, or killer heels, check out our curated picks at Workwear For Women—where the office dress code meets main character energy.
Every workwear skirt is a chance to turn your morning routine into a runway moment, and honestly, you deserve nothing less. It’s about walking into every room like you own it, whether you’re presenting to the execs, collaborating with your crew, or just grabbing matcha with your work bestie. The right skirt doesn’t just fit your body—it fits your life, moving with you through brainstorms, power lunches, and spontaneous after-hours adventures. And let’s not forget, the best workwear pieces are the ones that make you feel like your boldest, most confident self, even on those days when you’d rather be in sweats. So go ahead, claim your space, stack those wins, and let your skirt do the talking. Your work wardrobe just got a major glow-up, and honestly? The world better watch out.