Tailored Skirts
Tailored skirts are the ultimate game-changer for your wardrobe, giving you that sleek, polished look with a twist of fierce flair. Whether you're strutting into the boardroom or owning the dance floor, these skirts are your ticket to looking effortlessly chic and fabulously put-together. Picture yourself in a silhouette that hugs in all the right places, making you feel like the unstoppable force you truly are. It's time to embrace the tailored life and let your style do all the talking.
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RECOMMENDED
$26.90
A black satin mini skirt with a lace trim slit and form-hugging fit for versatile styling.
$29.90
A tan faux suede mini skirt with a high-rise waist and stylish front slit.
$29.90
An asymmetric wrap-front mini skirt in red woven fabric with a side tie and slit.
$36.90
A chic brown faux leather mini skirt with pleats and a statement belted waist.
$9.97 $39.90 75% off
A beige pleated mini skirt with a mid-rise waist and side button closures in woven fabric.
$42.90
A black satin midi skirt featuring a high-rise waist, faux buttons, and a front high slit.
$39.90
A black satin midi skirt featuring a polka dot print, high-rise waist, and side slit.
$26.90
A black satin skater skirt with a high-rise waist and faux wrap overlay for a chic look.
$34.90
A chic black faux leather wrap midi skirt with a high-rise waist and side zipper closure.
$42.90
A rose floral velvet burnout midi skirt with ruched seams and a high-cut slit.
$36.90
A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.
$39.90
A natural chevron knit midi skirt featuring a high-rise waist and bodycon silhouette.
$34.90
A trendy brown cargo mini skirt with a high-rise waist, vertical seams, and side pockets.
$26.90
A black stretchy knit midi skirt with high-rise fit, ruching, and an asymmetrical high-side slit.
$26.90
A brown high-rise maxi skirt with an asymmetrical slit and form-hugging knit silhouette.
$9.97 $34.90 71% off
A black satin mini skirt featuring a mid-rise waist, adjustable bow, and side slit.
$26.90
A black high-rise maxi skirt with a flocked floral pattern and a dramatic side slit.
$24.90
A black knit mini skirt featuring a pleated wrap design and moderate stretch for a perfect fit.
$29.90
A chic black ribbed knit midi skirt with a high side slit and bodycon fit.
$9.97 $29.90 67% off
A brown plaid wool skort featuring a high-rise waist and hidden shorts for versatile style.
$14.97 $34.90 57% off
An ivory tweed mini skirt with a high-rise waist, bodycon fit, and front slit accent.
$32.90
A taupe faux suede mini skirt with a high-rise waist and sleek button-down design.
$22.90
A high-rise black plaid mini skirt with a posh bow trim and flattering bodycon silhouette.
$10.97 $24.90 56% off
An ivory lace mini skirt with a high-rise waist, velvet bows, and a flirty front slit.
$34.90
A plum mesh midi skirt with a flocked velvet floral pattern and a high side slit.
$26.90
A black knit mini skirt with a velvet flocked floral pattern and a high-rise waist.
$9.97 $36.90 73% off
A taupe plaid linen-blend skort with a high-rise waist and pleated skater silhouette.
$36.90
A chic ivory mesh maxi skirt featuring a flocked velvet floral pattern and flared hem.
$34.90
A black denim mini skirt with a bleach-dye design and trendy belted waist for edgy style.
$36.90
A fierce leopard print maxi skirt with a high-rise waist and dramatic front slit.
$44.90
An A-line mini skirt in fuchsia with a high-rise waist and large side bow accent.
$9.97 $34.90 71% off
An edgy black denim mini skirt with a belted wrap-front design and form-hugging fit.
$9.97 $32.90 70% off
A high-rise black denim mini skirt with pleated hem, perfect for a flirty, casual look.
$9.97 $39.90 75% off
A black ruffled mini skirt in ponte knit with a high waist and bodycon fit.
$9.97 $36.90 73% off
A tan corduroy mini skirt with a high-rise waist and bubble hem design.
$34.90
A mid-rise pleated denim mini skirt with a dual belted waist and back zipper closure.
$29.90
An ivory pleated mini skirt with eyelet lace trim and a high-rise waist for charming elegance.
$34.90
A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.
$44.90
A natural-colored knit midi skirt featuring a wavy striped pattern and high center back slit.
$34.90
A sassy pleated mini skirt in dark denim with a high-rise waist and trendy flair.
$9.97 $26.90 63% off
A black ponte knit mini skirt featuring a drop waist and pleated design for playful style.
$39.90
A trendy dark denim bubble skirt featuring a mid-rise belted waist and flared silhouette.
$18.97 $44.90 58% off
A black faux leather mini skirt featuring a high-rise waist and a side statement bow.
$34.90
A brown floral mesh midi skirt with a high-rise waist and sultry front slit.
$26.90
A sleek brown faux leather mini skirt with a high-rise fit and stylish front slit.
Now Trending
Slay It With Style Mini Skirt in Black
$18
$22.90
21% 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: L | Faux Suede
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 Black | Size: M
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: L
A pleated mini skirt perfect for downtown girlies! Pair with a crop sweater and boots. Fit & FeaturesWoven fabric, Faux leather belted mid-rise waist, Pleated silhouette, Short-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Downtown Girl Belted Pleated Mini Skirt in Plum | Size: M | Leather/Woven Fabric
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 Red | 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: XS
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
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: M | Knit Fabric/Woven Fabric
Windsor Sleek Era Faux Leather High Slit Midi Skirt in Black
$18.97
$44.90
58% off
This sleek faux leather midi skirt features a high-rise waist and a midi-length hem accented with a curved high-cut front slit to showcase some leg. For a chic night out, style with a crop top and heels. Fit & FeaturesFaux leather fabric, slight stretch, High-rise waist, belt loops, Front button and hidden zipper closure, Dual front and back pockets, Midi-length hem, curved thigh-high front slit, Slim-fit silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Era Faux Leather High Slit Midi Skirt in Black | Size: S
Tailored Skirts
Ah, the tailored skirt – a timeless classic that whispers both sophistication and sassy confidence. It’s the secret weapon in the wardrobe of every woman who knows that a well-chosen skirt isn’t just an item of clothing, but a declaration of intent. From boardroom battles to bar-side banter, a tailored skirt carries the day with its sharp lines and flattering fit. Imagine stepping into the office, each stride accentuated by the crisp swish of fabric that says, ‘I’m here, and I mean business.’ Or picture a sunset cityscape, cocktails on the rooftop, and you, turning heads in a skirt that’s as chic as it is cheeky.
Tailored skirts are not just about looking good; they’re about feeling powerful. They cinch at just the right spots and flare exactly where flair is needed, sculpting a silhouette that screams self-assured. And let’s not forget versatility. Pair that pencil or A-line beauty with a blazer for unmatched professional poise or throw on a bomber jacket for a look that’s edgy yet elegant. Whether it’s a gift to yourself or a stylish surprise for that fabulous friend who’s all about making statements and bending rules, a tailored skirt is an investment in endless style possibilities. As the seasons shift and we welcome the breezy vibes of April, it’s the perfect time to rejuvenate your wardrobe with pieces that are as fresh as spring itself. Why not start with a staple that stands the test of time?
Now, if you’re on the hunt for something with a little extra detail, why not check out our collection of Lined Skirts? Perfect for those who cherish a bit of added comfort and a lot of added character. Just like their tailored cousins, these skirts promise to elevate your ensemble with an effortless grace that’s rare in the rush of everyday life. They’re the kind of skirts that don’t just fit into your life; they enhance it, bringing a smooth blend of function and finesse to your every move. So, whether you’re gifting, upgrading, or simply treating yourself to a little wardrobe refresh, remember that a skirt isn’t just a skirt. It’s a canvas, and you’re the artist. Paint your power, style your story, and never underestimate the power of a perfectly tailored piece.