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!

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$34.90

4.842105 star rating

A brown high-rise cargo mini skirt with vertical seams and side pockets in twill fabric.

$26.90

5 star rating

A black high-rise maxi skirt with a flocked floral pattern and a stylish side slit.

Sale

$9.97 $36.90 73% off

5 star rating

A mauve high-rise denim skort with zipper detailing and pleated hem, perfect for any occasion.

Sale

$15.97 $36.90 57% off

5 star rating

A chic brown faux leather pleated mini skirt with a belted waist and hidden side zipper.

$34.90

5 star rating

A brown denim mini skort with a high-rise waist and dual front slits for a chic look.

$34.90

A chic black faux leather wrap midi skirt featuring a high-rise waist and high-slit design.

$19.90

4.818182 star rating

A chic black knit mini skirt with a high-rise waist and sultry side slit.

$26.90

5 star rating

A black midi skirt featuring a high-rise fit, ruching, and an asymmetrical high-side slit.

$36.90

5 star rating

A charcoal woven mini skort with a high-rise waist and pleated A-line silhouette.

Sale

$9.97 $22.90 56% off

5 star rating

A high-rise black plaid mini skirt with a posh bow trim and flattering bodycon silhouette.

$29.90

5 star rating

An ivory woven skort featuring a high-rise waist, pleated overlay, and hidden side zipper.

$39.90

A black satin midi skirt with a high-rise waist, polka dots, and a side slit.

Sale

$12.97 $29.90 57% off

A chic ivory skort with pleated design, double-belted waist, and hidden shorts for versatile wear.

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Slay It With Style Mini Skirt in Black
Sale
(42) 4.6190476 star rating

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

Wild At Heart Long Fringe Skirt in Black
(29) 4.827586 star rating

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 Black | Size: S | Faux Suede

Serving Style Cargo Mini Skirt in Brown
(19) 4.8421054 star rating

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

Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2
(19) 4.9473686 star rating

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

Bold Staple Ruched Asymmetrical Midi Skirt in Black
(7) 5 star rating

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

Windsor Sleek Status Faux Leather Mini Skirt in Ivory
Sale
(5) 4.2 star rating

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 Ivory | Size: M

Windsor Keep A Secret Lace Slit Maxi Skirt in Black
(5) 4.8 star rating

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: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric

First Take Micro Slit Mini Skirt in Black
(4) 5 star rating

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: S | Knit Fabric

Windsor Sunny Vibes High Slit Woven Midi Skirt in Orange
(4) 4 star rating

This airy woven midi skirt will bring the sunny vibes to your weekend plans! Designed with a lightweight woven fabric with a mini-length lining, it features a high waist with the cutest tie detail, a high-cut side slit to showcase some leg, and a flowy slim-fit silhouette. Style with the matching crop top for a fabulous 'fit! Shop Matching Orange Top: Sunny Vibes Bow Back Woven Crop TopFit & FeaturesWoven fabric with mini-length knit lining, minimal stretch, High-rise elasticized waist, Tie detail, High side slit, Flowy slim-fit silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunny Vibes High Slit Woven Midi Skirt in Orange | Size: S | Knit Fabric/Woven Fabric

Windsor Floral Sensation High Rise Maxi Skirt in Pink
(3) 5 star rating

Everyone will adore your look in this floral mesh maxi skirt perfect for vacay or weekend plans! With a high-rise waist, it accentuates your figure while the bodycon fit flatters your curves, and the center back slit offers movement. Complete the look with the matching top. Shop The Matching Top: Floral Sensation Strapless Crop BustierFit & FeaturesFloral print, mesh fabric lined with stretchy knit, High-rise waist, Bodycon fit, Center back slit, Maxi-length, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Floral Sensation High Rise Maxi Skirt in Pink | Size: S | Mesh Fabric/Mesh Fabric

Workwear Skirts

Let’s be real: workwear skirts are the secret weapon every boss babe needs in her closet. Whether you’re clocking in at your first internship, running the boardroom, or just want to look like the main character at Monday’s meeting, there’s something about a skirt that says, “I’ve got this” (even when you’re running on iced coffee and a dream). When you’re building your work wardrobe, it’s all about finding those pieces that make you feel unstoppable—think tailored fits that hug you in all the right places, sleek lines that say you mean business, and details that add just the right amount of sass to your 9-to-5. The best workwear skirts are the ones that move with you, whether you’re power-walking to your next meeting or spinning in your chair while you brainstorm your next big idea. And let’s not forget those little moments—like when you catch your reflection in the elevator and give yourself a mental high five, or when a coworker asks, “Where did you get that skirt?” and you get to play it cool (while secretly feeling like a style icon).

Shopping for workwear skirts is all about knowing your vibe and what makes you feel like the most confident version of yourself. Maybe you’re all about that classic pencil silhouette that goes from desk to dinner without missing a beat, or maybe you live for a flirty A-line that brings a little fun to your office fit. If you’re gifting, workwear skirts are a total win for grads, new hires, or anyone leveling up their style game—because nothing says “I believe in you” like a piece that’s as versatile as it is chic. Think of them as the ultimate style chameleon: dress them up with a blazer and heels for those big presentation days, or keep it low-key with a soft knit and sneakers for casual Fridays. And if you’re all about mixing and matching, these skirts play nice with everything from crisp button-downs to playful graphic tees, giving you endless ways to switch up your look without overthinking it. The best part? With so many lengths, fabrics, and fits to choose from, there’s a skirt for every mood and every workday scenario, whether you’re conquering your to-do list or celebrating your latest win.

If you’re ready to flex your style muscles even more, don’t sleep on the power of a good midi moment. Midi skirts bring that perfect blend of polish and personality, and they’re basically made for twirling through your busiest days. And if you’re craving even more inspo, check out our Workwear Midi Dresses—because sometimes you need a one-and-done outfit that makes getting ready feel like a breeze. At the end of the day, your workwear is all about letting your personality shine, making your mark, and showing the world you’re here to slay (one killer outfit at a time). So go ahead—pick the skirt that makes you feel like the main character, and get ready to own every room you walk into.