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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$44.90

4 star rating

A sleek black faux leather midi skirt with a high-rise waist and a curved thigh-high slit.

$29.90

5 star rating

An asymmetric wrap-front mini skirt in red woven fabric with a side tie and slit.

$29.90

5 star rating

A brown midi skirt with floral flocked velvet, sheer mesh, and lace trim for cocktail occasions.

Sale

$16.97 $39.90 57% off

5 star rating

A beige pleated mini skirt with a mid-rise waist and side button closures in woven fabric.

$34.90

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

$26.90

A black satin skater skirt with a high-rise waist and faux wrap overlay for a chic look.

$42.90

A black satin midi skirt featuring a high-rise waist, faux buttons, and a front high slit.

Sale

$9.97 $32.90 70% off

A black high-rise pleated denim mini skirt with a flattering fit and minimal stretch.

$39.90

A black satin midi skirt featuring a polka dot print, high-rise waist, and side slit.

Sale

$9.97 $29.90 67% off

5 star rating

A black lace midi skirt with ruffled trim, high waist, and built-in knit shorts lining.

$26.90

5 star rating

A black stretchy knit midi skirt with high-rise fit, ruching, and an asymmetrical high-side slit.

$26.90

4.666667 star rating

A black and white houndstooth mini skirt featuring a high-rise waist and form-hugging fit.

$39.90

3.333333 star rating

A chic black woven skater skirt with a high waist, pleats, and double-belted design.

$26.90

5 star rating

A brown high-rise maxi skirt with an asymmetrical slit and form-hugging knit silhouette.

Sale

$9.97 $29.90 67% off

5 star rating

A grey plaid mini skirt featuring a mid-rise waist and flattering pleated detailing.

$26.90

5 star rating

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

Sale

$9.97 $34.90 71% off

5 star rating

A flirty black satin mini skirt with a ruched bow tie design and side slit.

$24.90

5 star rating

A black knit mini skirt featuring a pleated wrap design and moderate stretch for a perfect fit.

Sale

$9.97 $34.90 71% off

5 star rating

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

$34.90

4 star rating

A high-rise ivory tweed mini skirt with a bodycon fit and front slit accent.

$29.90

5 star rating

A tan faux suede mini skirt featuring a high-rise waist and a stylish front slit.

Sale

$12.97 $29.90 57% off

5 star rating

A brown plaid wool skort featuring a high-rise waist and hidden shorts for versatile style.

Sale

$14.97 $36.90 59% off

5 star rating

A taupe plaid linen-blend skort with a high-rise waist and pleated skater silhouette.

$22.90

5 star rating

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

Sale

$9.97 $34.90 71% off

5 star rating

A pleated knit mini skirt in off white with a flattering mid-rise waist for versatile styling.

$32.90

A chic black faux leather mini skirt featuring a belted waist and side flap pockets.

$34.90

A black mini skirt with a high-rise waist, side lace-up, and tiered peplum hem.

$24.90

An elegant black knit maxi skirt with a high-rise waist and flirty side slit.

$22.90

A black high-rise skirt with lace trim and a flattering flared mini-length silhouette.

Sale

$9.97 $34.90 71% off

An edgy black denim mini skirt with a belted wrap-front design and form-hugging fit.

$34.90

A brown floral mesh midi skirt with a high-rise waist and sultry front slit.

$44.90

A natural-colored knit midi skirt featuring a wavy striped pattern and high center back slit.

Sale

$9.97 $29.90 67% off

A plum knit midi skirt featuring a high-rise waist, ruching, and a high side-slit with drawstring.

Sale

$9.97 $39.90 75% off

A black ruffled mini skirt in ponte knit with a high waist and bodycon fit.

Sale

$9.97 $36.90 73% off

A tan corduroy mini skirt with a high-rise waist and bubble hem design.

$34.90

A grey pleated mini skirt with a ribbed high-rise waist and drawstring accent.

$44.90

An A-line mini skirt in fuchsia with a high-rise waist and large side bow accent.

New Arrival

$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.

$29.90

A high-rise black ponte mini skirt with an adjustable belted waist and flirty pleated hem.

New Arrival

$26.90

A sleek brown faux leather mini skirt with a high-rise fit and stylish front slit.

$36.90

A chic brown faux leather mini skirt with pleats and a statement belted waist.

$36.90

A burgundy faux leather midi skirt featuring a high front slit and form-hugging silhouette.

$44.90

A black faux leather mini skirt featuring a high-rise waist and a side statement bow.

Sale

$9.97 $34.90 71% off

An adorable brown plaid skater skirt with a drop waist, satin bow, and tiered mini-length hem.

$34.90

A mid-rise pleated denim mini skirt with a dual belted waist and back zipper closure.

$34.90

A trendy denim mini skirt featuring a flattering mid-rise waist and chic pleated silhouette.

Sale

$16.97 $39.90 57% off

A high-rise black mini skirt with flocked velvet denim, featuring a single-button and hidden zipper closure.

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Tailored Skirts
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Now Trending
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, | Windsor Slay It With Style Mini Skirt in Black | Size: S | Leather/Satin Fabric Free Shipping on All Orders Over $75.

Windsor Bring On The Glam Mini Skirt in Ivory
Sale
(29) 4.965517 star rating

Bring on the glamour with a mini skirt that is part sultry, part glitz! The skirt features a high-rise waist, an asymmetrical high side slit, a rhinestone fringe, and a mini-length hem. The skirt is composed of a lined faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a bodysuit and mules. Fit & FeaturesHigh rise waist, Asymmetrical high side slit, Rhinestone fringe, Mini length hem, Faux leather fabric, Form-hugging fit, moderate stretch , Runs true to size, | Windsor Bring On The Glam Mini Skirt in Ivory | Size: S | Leather/Rhinestone Free Shipping on All Orders Over $75.

Windsor Wild At Heart Long Fringe Skirt in Tan
(26) 4.8461537 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, | Windsor Wild At Heart Long Fringe Skirt in Tan | Size: S | Faux Suede Free Shipping on All Orders Over $75.

Windsor Serving Style Cargo Mini Skirt in Brown
(17) 4.8235292 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, | Windsor Serving Style Cargo Mini Skirt in Brown | Size: M Free Shipping on All Orders Over $75.

Windsor Cute And Trendy Cargo Mini Skirt in Black
(17) 4.9411764 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, | Windsor Cute And Trendy Cargo Mini Skirt in Black | Size: S Free Shipping on All Orders Over $75.

Bold Allure Faux Leather Mini Skirt in Wine
(6) 4.5 star rating

Capture bold style with this faux leather slit mini skirt in a sleek bodycon silhouette. Pair with knee-high boots. Fit & FeaturesFaux leather fabrication, Mid-rise fit, High side slit, Mini length hem, Runs true to size, | Windsor Bold Allure Faux Leather Mini Skirt in Wine | Size: L Free Shipping on All Orders Over $75.

Boho Allure Ruffled Lace Midi Skirt in Black
Sale
(5) 5 star rating

Bring the bohemian western allure to your summer 'fits with this breezy ruffled lace midi skirt! Designed with sheer floral lace fabric, it includes a built-in knit shorts lining for coverage. The skirt features a high-rise elasticized waist for added stretch, an asymmetric midi-length hem creating a high-cut side slit accented with a ruffled trim, and a form-hugging silhouette. Style with a crop top and sandals. Fit & FeaturesSheer floral lace fabric with knit shorts lining, Moderate stretch, High waist, Asymmetric midi-length hem, Ruffled trim, Form-hugging fit, Runs true to size, | Windsor Boho Allure Ruffled Lace Midi Skirt in Black | Size: M | Lace Fabric/Knit Fabric Free Shipping on All Orders Over $75.

Sculpted Sultry Bandage Mini Skirt in Chartreuse
Sale
(5) 5 star rating

This flirty and sultry bandage mini skirt has everything you need to stand out! Featuring a high-rise waist, a bodycon silhouette, and a mini-length hem, it flatters your curves with every move. Crafted from a seamless bandage knit fabric designed to fit like a glove. Complete the look with the matching top. Shop Matching Top: Sculpted Sultry Bandage Halter Crop TopFit & FeaturesSleeveless halter neckline with strap, Open back, Flexible boning, front hook and eye closures, Cropped hem, Seamless bandage knit fabric, Minimal stretch, Runs true to size, | Windsor Sculpted Sultry Bandage Mini Skirt in Chartreuse | Size: XS | Knit Fabric Free Shipping on All Orders Over $75.

Windsor Downtown Girl Belted Pleated Mini Skirt in Plum
(4) 4 star rating

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, | Windsor Downtown Girl Belted Pleated Mini Skirt in Plum | Size: S | Leather/Woven Fabric Free Shipping on All Orders Over $75.

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, | Windsor Sunny Vibes High Slit Woven Midi Skirt in Orange | Size: M | Knit Fabric/Woven Fabric Free Shipping on All Orders Over $75.