Top Windsor Deals for September 2025

This leopard print midi skirt is wildly on trend! It has a high rise elastic waist, a hidden back zipper and hook and eye closure, and a flowy fit. The midi skirt is composed of a lightweight, smooth woven fabric with no stretch and showcases a fun all over leopard print. Sizes run small. Fit model recommends purchasing one size up. Model is 5'9" with a 34 bust, 24 waist and 34.5" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Wildly On Trend Midi Skirt in Leopard | Size: S | Woven Fabric

You'll look strikingly beautiful and on point in this snake print mini skirt! It features a high rise waist, a hidden back zipper and hook and eye closure, and a short, form hugging fit. The taupe hued skirt is composed of a soft faux suede fabric that offers moderate stretch. Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Strikingly Beautiful Mini Skirt in Snake | Size: S | Faux Suede

Live your best life in this colorful maxi skirt! It features a high rise waist, a wrap design with a high slit and a multi hued bohemian-inspired print. Skirt is composed of lightweight woven fabric that offers a relaxed fit with minimal stretch. Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small Free Shipping on All Orders Over $75. | Windsor Living My Best Life Wrap Skirt | Size: XS | Woven Fabric

This cute embellished set is bound to start a conversation! The mini skirt has an elastic waistband and a slim fit that closes with a partial, back zipper. The garment is composed of a shimmering, lurex knit that features a dazzling heat stone details and offers a comfortable stretch. Don't forget to purchase the matching heat stone top! Free Shipping on All Orders Over $75. | Windsor Spark A Convo Heat Stone Skirt in Charcoal | Size: XS | Knit Fabric

Keep it chic and cinched with this fab denim skirt! It features a high rise waist, a double O-ring belt, three front pockets, a hidden zipper and button closure, and a short, form hugging fit. The skirt is composed of a dark wash jean fabric that offers minimal stretch. Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Chic And Cinched Denim Skirt | Size: S

Show 'em who's the real fashionista in this frayed jean mini skirt! It features a high rise waist, the traditional five pocket and belt loop design, a front button down closure, seam detailing, and a raw, frayed hem. The medium wash skirt is composed of a denim fabric with no stretch. Model is 5'8" with a 33" bust, 24" waist and 35" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Frayed Fashionista Jean Mini Skirt in Denim | Size: S

This black mini skirt couldn't get any cuter! It features a high rise waist, a front zipper with an O ring detail, and a short, form hugging fit. The skirt is composed of a denim fabric that offers moderate stretch. Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor O-Ring Detail Mini Skirt in Black | Size: S

Make your look chic and sleek with this plaid mini skirt! It features a high rise waist, an exposed back zipper and hook and eye closure, and a short, fitted look. The gray mini skirt is composed of a knit fabric that offers moderate stretch and showcases a stylish glen plaid pattern. Complete your chic look with the matching crop top! Free Shipping on All Orders Over $75. | Windsor Chic In Plaid Mini Skirt in Grey | Size: XS | Knit Fabric

Flaunt your sweet sense of style in this charming skirt! It features a yellow hue, a high rise waist, a ruffled hem and an all over floral print. Skirt is composed of a stretchy smocked fabric that offers a form hugging fit. Be sure to pick up the matching crop top to complete your look! Model is 5'7" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Flaunt It Floral Mini Skirt in Yellow | Size: S

This cute and casual denim blue mini skirt is on trend with its button up feature! Skirt has a high waist fit, two front pockets, belt loops, and a rough cut hem. This jean skirt is composed of a denim knit fabric with moderate stretch. Model is 5'9" with a 32" bust, 23" waist, and 34.5" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Button Up Jean Skirt in Denim | Size: S | Knit Fabric

Get spotted in this wildly inspired skirt! The leopard piece features a high rise waist and a flared A-Line silhouette. The all over leopard print features gray and black hues. Skirt is composed of a satin-like fabric that offers a form hugging fit with minimal stretch. Includes a hidden side zipper closure. Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Spotted In Leopard Mini Skirt | Size: S

Oh my goodness, this O-ring zip front skirt couldn't get any cuter! It features a high rise waist, the traditional five pocket and belt loop design, an exposed silver O-ring zipper that runs the entire length, and a raw cut hem. The black mini skirt is composed of a denim fabric that offers moderate stretch and has white contrast stitching for a stylish touch. Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor O-Ring Zip Front Mini Skirt in Black | Size: S

You'll be walking on cloud 9 in this sweet and sexy ivory midi skirt! It features a high waist with a stretchy band, a vertical row of large gold button details, and body-hugging fit. Skirt is composed of a stretchy ribbed knit fabric. Pair with matching crop top to complete the set! Model is 5'8" with a 32" bust, 23" waist, and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor On Cloud 9 Midi Skirt in Ivory | Size: XS | Knit Fabric

Look radiant in this iridescent mini skirt! It has a natural waistline paired with a slim fit and a basic back zipper. The garment is composed of a fully lined, sequin fabric that has an iridescent glow and features a minimal stretch. Don't forget to purchase matching top! Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Pure Iridescence Mini Skirt | Size: S

Put a squeeze on the fashion competition in this neon green mini. Skirt features a ring-pull front zipper and an all-over reptile print. Skirt is made from a cotton-blend material and offers a hint of stretch. Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Pretty Python Mini Skirt in Neon Green | Size: S | Cotton

Start bright and early with a little hot neon 'fit! The asymmetrical skirt has a high waist paired with a knot hip detail and a high slit. The skirt has a form fitting fabric composed of a smooth knit that offers a moderate stretch. Don't forget to purchase the matching top. Model is 5'9" with a 31.5" bust, 24.5" waist and 35.5" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Bright And Early Midi Skirt in Black | Size: XS | Knit Fabric

It's all in the details with this stylish mini skirt! It features a high rise waist, front snap buttons and a hidden zipper closure, front zipper faux pocket details, and a mini skirt length. The bottoms are composed of an olive green hued faux leather fabric with no stretch and a form hugging style. Free Shipping on All Orders Over $75. | Windsor All In The Details Mini Skirt in Olive | Size: S | Leather

Get the perfect glow with this iridescent mini skirt! It has an elastic waistband paired with a flattering pencil fit. The garment is composed of a iridescent, glitter knit that offers a moderate stretch. Free Shipping on All Orders Over $75. | Windsor Radiant Glow Mini Skirt in Bronze | Size: XS | Knit Fabric

When you look good, you feel good! Keep it looking stun in this blue suspender skirt that features a high rise fit, spaghetti tie straps, and a body-hugging silhouette. Skirt is composed of a ribbed knit. Top not included. Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Feeling Stun Suspender Mini Skirt in Blue | Size: XS

You'll be feelin' so fab and fresh in this hot maxi skirt! It features a high rise elastic banded waist, side ruched detailing, and an asymmetrical hem. Skirt is composed of a stretchy knit fabric that offers a form hugging fit and includes a short knit lining. Complete your look with the matching crop top! Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Fab And Fresh Maxi Skirt in White | Size: XS | Knit Fabric

Relax poolside in this cute cover up! The black maxi skirt features a high rise waist and a high asymmetrical slit. Skirt is composed of sheer unlined mesh fabric that offers a relaxed fit with a moderate stretch. Model is 5'8.5 with a 32" bust, 24" waist, and 35" hips. She is wearing as size small. Free Shipping on All Orders Over $75. | Windsor Day Club Ready Maxi Skirt in Black | Size: XS | Mesh Fabric/Mesh Fabric