Evening Maxi Skirts
Turning heads and stealing the spotlight? That's just a regular Tuesday for our Windsor girl. Evening maxi skirts are your go-to for those nights when you want to glide through the crowd like you're on a runway. Whether you're sashaying into a gala or owning the dance floor at a friend's wedding, these skirts are all about bringing that drama and elegance with every step. Slip into one of these beauties and let the night unfold in endless possibilities—because when it comes to making an entrance, you've already won before you walk in the door!
$29.90
A tan faux suede maxi skirt featuring a high-rise waist and dramatic fringe silhouette for festival flair.
$46.90
An ivory crochet maxi skirt featuring a high-rise waist, scalloped trim, and a thigh-high side slit.
$9.97 $34.90 71% off
A burgundy abstract print mesh maxi skirt featuring a high-rise waist, ruching, and a high-cut side slit.
$54.90
A black faux leather maxi skirt featuring a high-rise waist, dual front buckles, and a dramatic front slit.
$34.90
A multi-color abstract print mesh maxi skirt with a sheer overlay and form-hugging silhouette.
$36.90
A light blue mesh maxi skirt featuring a large floral print, high-rise waist, ruching, and 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: XS | Faux Suede
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
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: M | 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
A faux leather mini skirt like this will make you simply irresistible! This high-rise skirt flaunts side button details for an edgy vibe and a flirty a-line silhouette perfect for pairing with heels or boots. Fit & FeaturesSleek faux leather fabric, High-rise waist, Side snap-button and zipper closures, A-line silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor She's Irresistible Faux Leather A-Line Mini Skirt in Black | Size: L
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