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.
$32.90
A chic black faux leather mini skirt featuring a belted waist and side flap pockets.
$26.90
A black stretchy midi skirt featuring ruching and an asymmetrical high-side slit for chic occasions.
$36.90
A black polka dot ruffle mini skirt with a mid-rise waist and back zipper closure.
$49.90
A burgundy satin midi skirt featuring a high-rise waist, lace side panel, and flared hem.
$49.90
A black satin midi skirt featuring a high-rise waist and elegant sheer lace panel detailing.
$49.90
A black faux leather midi skirt featuring accordion pleats and a high-rise, A-line silhouette.
$7.97 $36.90 78% off
A trendy denim mini skirt featuring a pleated silhouette and flattering mid-rise waist.
$14.97 $36.90 59% off
A navy blue velvet denim mini skirt featuring a mid-rise waist, front button closure, and pockets.
$9.97 $39.90 75% off
A brown plaid chiffon skirt featuring a flowy A-line silhouette and an asymmetrical handkerchief hem.
$29.90
A sleek black knit maxi skirt featuring a high-rise fit and dramatic front wrap slit for movement.
$39.90
A black denim skort featuring bold zipper details, a pleated silhouette, and built-in shorts for comfort.
$16.97 $39.90 57% off
A navy blue plaid mini skirt featuring a high-rise lace-up waist and flouncy woven fabric hem.
$7.97 $34.90 77% off
A tan denim mini skirt featuring a frayed waist, mid-rise fit, and classic front button closure.
$54.90
A black faux leather maxi skirt featuring a high-rise waist, dual front buckles, and a dramatic front slit.
$39.90
A charcoal pinstripe denim mini skort featuring a mid-rise waist, belt loops, and hidden fitted shorts.
$44.90
A sleek black faux leather mini skirt featuring a low-rise waist, pleated silhouette, and buckled belt.
$29.90
A burgundy knit midi skirt featuring a high-rise waist, front ruching, and an asymmetric high-cut side slit.
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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: S | Faux Suede
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
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
Make major trendy moves in this long fringe skirt featuring a high-rise waist, a flowy fringe design, and cheeky fitted shorts for coverage. Style with a crop top and boots for a country concert. Fit & FeaturesKnit fabric, high stretch, High-rise elasticized waist, Ruched side seams, Long flowy fringe design, Cheeky fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Moves Long Fringe Skirt in Black | Size: M
This faux leather skirt gives life to the party vibes! It has lace-up sides that demand attention, a high-rise waist, and a flattering form-hugging fit that shows off your figure. Fit & FeaturesFaux leather fabric, High-rise waist, Back zipper closure, Side lace-ups , Form-hugging fit, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Life Of The Party Lace-Up Mini Skirt in Brown | Size: M | Leather
Shake and shimmy at concerts and festivals in this showstopping fringe maxi skirt with your fave cowboy boots! Fit & FeaturesFaux suede fabric, High-rise waist, back zipper and hook-eye closure, Fringe silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Shake It Up Fringe Maxi Skirt in Tan | Size: S | Faux Suede
Cue the sparkle—this rhinestone fishnet maxi skirt was made to own the night. With a thigh-skimming slit and trendy shine, it'll give off effortless cool-girl glam. Shop Matching Top: Cue The Sparkle Rhinestone Fishnet Halter TopFit & FeaturesRhinestone-embellished, mesh-lined fabric, High-rise fit with subtle stretch, High side slit design, Form-hugging silhouette, Maxi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cue The Sparkle Rhinestone Fishnet Maxi Skirt in Silver | Size: S
Windsor Check Please Plaid Mini Skort Skirt in Ivory
$17.97 $39.90
55% off
Prep but make it playful. This plaid mini skort gives you that flirty skirt look with the hidden comfort of shorts—aka your new go-to for coffee runs, brunch plans, or anything that needs a little “effortless but put-together” look. Shop the matching trench coat. Shop The Matching Trench Coat: Check Please Plaid Trench CoatFit & FeaturesPlaid pattern, wool-blend fabric, stretchy knit shorts lining, Mid-rise waist, Back zipper and hook-eye closure, Front faux wrap skirt overlay, Shorts bottom, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Check Please Plaid Mini Skort Skirt in Ivory | Size: XS | Knit Fabric
Windsor So Perfect Mid-Rise Pleated Denim Mini Skirt
$7.97 $36.90
78% off
The perfect denim mini skirt will elevate your everyday style with a trendy pleated silhouette and a flattering mid-rise waist. Complete the look with a graphic tee. Fit & FeaturesDenim fabric, minimal stretch, Mid-rise waist with seam detailing, Front button and hidden zipper closure, Pleated silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Perfect Mid-Rise Pleated Denim Mini Skirt | Size: L
When subtle isn’t the move, this mesh midi skirt delivers. With a thigh-high slit and ruched waist, it’s the kind of style that owns the night and brings the confidence. Fit & FeaturesSheer mesh fabric with knit lining, high stretch, High-rise waist, ruching, Ultra-high front slit, Asymmetric midi-length hem, Flowy fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Confidence High Slit Mesh Midi Skirt in Black | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric