Midi Skirts

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Everyday Chic: Midi Skirts for Summer Styling

From café dates to city strolls, Windsor’s midi skirts deliver effortless elegance with trend-forward flair. Breezy silhouettes, high waists, and flowy hems define this collection—designed to flatter and keep you cool through every summer plan.

Lightweight fabrics in floral prints, sleek solids, and classic neutrals offer versatile pairings for casual days or elevated evenings. For daytime looks, pair a cotton or chiffon midi skirt with a cropped tank and slide sandals. Heading out? Opt for a side-slit satin midi styled with strappy heels and statement earrings for rooftop cocktails or weekend dinners.

Whether you’re embracing coastal vibes or brunching in the city, these skirts move with you—blending comfort and sophistication in every step. Explore Windsor’s full collection of midi skirts online, in-app, or at your local Windsor store and elevate your everyday wardrobe.

  • Modern Edge High Rise Cargo Denim Midi Skirt

    Bring a modern edge in this denim midi skirt for a cool style on date nights or dinners with friends! The high-rise waist and bodycon silhouette flatter your figure, while the cargo flap pockets add functional flair. Finished with a center front slit on denim fabric, this midi skirt is both chic and versatile. Complete the look in a faux leather moto jacket and heels!

    Fit & Features

    • Denim fabric with slight stretch
    • Five-pocket styling
    • Side cargo flap pockets
    • Front button and hidden zipper closure
    • High-rise waist
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06601-0178

    Category Name: Midi Skirts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Snake Print Faux Leather Midi Skirt

    Showcase your sultry side in this figure-flaunting faux leather midi skirt! Designed with a sleek embossed snake print on the faux leather fabric, this skirt brings the chic allure. The mid-length skirt features a high waist with a back zipper closure, a high-cut back slit accent for a sexy detail, and a form-hugging fit to create that snatched silhouette. Complete your going-out look with the matching bustier and a pair of strappy stilettos!

    Shop Matching Top: Sultry Snake Print Faux Leather Bustier Top

    Fit & Features

    • Embossed snake print faux leather fabric, minimal stretch
    • High waist
    • Form-hugging fit
    • Back zipper with hook and eye closure
    • High-cut back slit
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06501-0962

    Category Name: Midi Skirts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl Next Door Asymmetrical Waist Denim Midi Skirt

    Step out looking like the girl next door in this denim midi skirt - a must-have for your everyday styling and adventures! Keep trendy in the high-rise asymmetrical waist designed to flatter your waistline while the curve-hugging silhouette accentuates your figure. The midi-length hem and center back slit add a cute modern touch to the medium-wash denim fabric. Complete the look with a smooth basic bodysuit and crop jacket.

    Fit & Features

    • Medium wash non-stretch denim fabric
    • Four-pocket styling
    • Front button and hidden zipper closure
    • High-rise asymmetrical waist
    • Curve-hugging silhouette
    • Center back slit
    • Runs true to size

    Style Number/Barcode: 06601-0204

    Category Name: Midi Skirts

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Me High-Rise Hanky Lace Midi Skirt

    Bring the romance to your style in this lace midi skirt - a chic option for birthday dinners or parties! The high-rise waist and slim-fit silhouette flatters your figure, while the flowy hanky uneven midi-length hem adds a playful touch. Made with delicate floral lace fabric with a knit lining, this skirt exudes elegance and charm. Complete the look in a corset top and block heels.

    Fit & Features

    • Sheer floral lace fabric lined with stretchy knit
    • High waist
    • Mid-length flowy hanky hem
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1019

    Category Name: Midi Skirts

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Slay Ruched Slit Knit Midi Skirt

    This trendy ruched slit midi skirt will make your sultry going-out look a total slay! Designed with a stretchy slinky knit fabric for comfortable wear, this mid-length skirt features a high elasticized waist and a bodycon silhouette to flaunt your curves. The ruched side seam leads to a chic thigh-high slit to showcase some leg. Style with a corset top and clear heels for drinks with the girls!

    Fit & Features

    • Stretchy slinky knit fabric
    • High elasticized waist
    • Mid-length hem
    • Bodycon fit
    • Ruched side seam
    • Thigh-high side slit
    • Runs true to size

    Style Number/Barcode: 06501-0977

    Category Name: Midi Skirts

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Business Babe Faux Leather Pencil Skirt

    Business or pleasure? No matter the reason you'll be looking like a babe in this faux leather pencil skirt! It features a high-rise waist, a bodycon silhouette, a chic back slit accent, and a midi-length hem. Style this pencil skirt with a bodysuit and heels to complete the look!

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Bodycon silhouette
    • Back center slit
    • Midi-length hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0627

    Category Name: Midi Skirts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sealed With A Kiss Bandage Midi Skirt

    With this bandage midi skirt, you'll be catching kisses left and right! The skirt features a high-rise waist, a bodycon silhouette, and a flirty ruffled midi-length hem on seamless bandage knit fabric designed to fit like a glove. Complete the look with the matching top

    Shop Matching Top: Sealed With A Kiss Bandage Crop Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Ruffled midi-length hem
    • Bandage seamless knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0901

    Category Name: Midi Skirts

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkly Allure Rhinestone Fishnet Midi Skirt

    The sparkly allure of this rhinestone fishnet midi skirt will create a stunning party look! It features a high-rise elasticized waist, an asymmetric mid-length hem creating a sultry thigh-high side slit, and a form-hugging silhouette to showcase your curves. The knit fabric features a sheer fishnet overlay with mini rhinestone embellishments for a sexy shine. Pair this skirt with the matching bustier top and sleek stilettos.

    Shop Matching Top: Sparkly Allure Rhinestone Fishnet Bustier Top

    Fit & Features

    • High-rise elastic banded waist
    • Asymmetric mid-length hem
    • Thigh-high side slit
    • Form-hugging silhouette
    • Sheer fishnet overlay, mini rhinestones
    • Full-length sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0884

    Category Name: Midi Skirts

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Prized Look Mesh Faux Pearl Midi Skirt

    Create your new prized look in this mesh midi skirt for an elevated chic style! Featuring a high-rise waist and bodycon silhouette, it's crafted from a colored faux pearl mesh embellished fabric with a midi-length hem and a lined interior. Complete the look with the matching top.

    Shop Matching Top: Prized Look Mesh Faux Pearl Crop Top

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Midi-length hem
    • Colored faux pearl embellished
    • Mesh fabric, lined, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0930

    Category Name: Midi Skirts

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Shine Foiled Satin Midi Skirt

    The trendy shine this sleek foiled satin midi skirt gives off will elevate any look! It features a high-rise waist, a mid-length hem with an A-line silhouette, and a thigh-high front slit for a flirty flair. The satin woven fabric features a foiled design for an alluring luxe vibe. Complete your outfit with a cropped blouse and ankle booties.

    Fit & Features

    • High-rise waist, elastic band
    • Mid-length hem
    • A-line silhouette
    • Front curved seam, thigh-high front slit
    • Foiled satin woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0616

    Category Name: Midi Skirts

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seasonal Style High-Rise Midi Skirt

    Step aside jeans, this midi skirt is here on rotation! It features a high-rise elasticized waistband, a flattering bodycon silhouette, and a midi-length hem on ribbed knit fabric with plenty of stretch. Complete the look with a fab mini handbag for a coffee date or dinner with friends!

    Fit & Features

    • High-rise elasticized waistband
    • Bodycon silhouette
    • Midi-length hem
    • Ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0944

    Category Name: Midi Skirts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Structure Faux Leather Cargo Midi Skirt

    The chic structure of this sleek faux leather cargo midi skirt makes it an of-the-moment staple. It features a high-rise waist, front and back pockets, two large cargo-style side pockets, a midi-length hem with a center front slit, and a form-hugging fit. The buttery smooth faux leather fabric has a moderate stretch. Style this midi skirt with a graphic tee and ankle booties for an edgy look.

    Fit & Features

    • High-rise waist, belt loops
    • Hidden front zipper, button closure
    • Front and back pockets, cargo-style side pockets
    • Midi-length hem, center front slit
    • Form-hugging fit
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0628

    Category Name: Midi Skirts

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish And Sculpted Bandage Midi Skirt

    This chic bandage midi skirt will create a stylish and sculpted look to show off your silhouette! It features a high-rise waist, a hidden back zipper, a midi-length hem, and a bodycon fit to put your gorgeous curves on display. The structured and stretchy bandage knit fabric offers a smooth figure-flattering fit. Style this midi skirt with a corset top and clear heel mules for happy hour!

    Fit & Features

    • High-rise waist
    • Hidden back zipper, hook and eye closure
    • Midi-length hem
    • Bodycon silhouette
    • Bandage knit fabric, smooth and sculpted look
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0911

    Category Name: Midi Skirts

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lips Are Sealed Bandage Ruffle Midi Skirt

    Dress to impress and flaunt in this bandage midi skirt perfect for your nine-to-five or wine and dining! Designed with a flattering high-rise waist, a bodycon silhouette, piped trim, and a flared ruffle midi-length hem. The skirt is crafted from a bandage seamless knit fabric that hugs your body like a glove for a snatched appearance! Complete the look in an off-the-shoulder top and pumps!

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Piped trim
    • Flared ruffle midi-length hem
    • Bandage seamless knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0908

    Category Name: Midi Skirts

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk The Walk Faux Leather High-Rise Midi Skirt

    Walk the walk of chic in this faux leather midi skirt downtown to the coffee shop or restaurant! The midi skirt features a flattering high-rise waist and bodycon silhouette with a bold side slit cutout for a show of leg. Complete the look with a sleek moto jacket and booties.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Side slit cutout
    • Midi-length hem
    • Front button and hidden zipper closure, belt loop accents
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0613

    Category Name: Midi Skirts

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Tight Faux Leather Slit Midi Skirt

    A faux leather midi skirt that keeps your look sleek and tight! It features a flattering high-rise waist, a form-hugging silhouette, a sultry side slit, and a fitted hem. Complete the look in a basic bodysuit and jacket for a birthday dinner and cocktails!

    Fit & Features

    • High-rise waist 
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Side slit
    • Midi-length fitted hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0593

    Category Name: Midi Skirts

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show Off Your Curves Smooth Knit Midi Skirt

    This smooth knit midi skirt will show off your curves and create an alluring silhouette. It features a high-rise waist, a midi-length hem with a high-cut side slit accent, and a form-hugging fit to flaunt your figure. The ribbed smooth knit fabric includes a full-length knit lining and offers plenty of stretch. Style this mid-length skirt with a corset top and mules for happy hour.

    Fit & Features

    • High-rise elasticized waist
    • Midi-length hem
    • High-cut side slit
    • Curve-hugging fit
    • Ribbed smooth knit fabric, full-length knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0897

    Category Name: Midi Skirts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Seamless Smooth Knit High-Rise Pencil Skirt

    This seamless smooth knit pencil skirt is a forever staple to have in your closet! It features a high-rise waist, a midi-length hem, and a form-hugging silhouette to showcase your curves. The buttery soft smooth double-lined knit fabric offers plenty of stretch for ultimate comfort. Dress the pencil skirt up with a corset top and clear mules for happy hour!

    Fit & Features

    • High-rise elasticized waist
    • Midi-length hem
    • Form-hugging silhouette
    • Double-lined smooth knit fabric, soft and seamless
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0923

    Category Name: Midi Skirts

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flaunting It High-Rise Corset Midi Skirt

    Show off what you've got in this captivating woven midi skirt! Drawing attention with its ultra-high rise waist, corset trim detail, and center back slit, this figure-hugging midi skirt adds a sultry edge to any look. The knee-length skirt is composed of a smooth woven fabric with minimal stretch. Complete the look in a chic blouse and flats for a cute outfit for work or business settings!

    Fit & Features

    • Ultra-high rise waist, corset trim
    • Back zipper closure
    • Figure-hugging silhouette
    • Center back slit
    • Midi-length hem
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0609

    Category Name: Midi Skirts

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Sculpted Bandage Pencil Skirt

    This chic bandage pencil skirt will give you a smooth and sculpted look! It features a high-rise waist, a midi-length hem, and a curve-hugging fit to flaunt your figure. The structured bandage knit fabric offers a figure-flattering silhouette and plenty of stretch. Style this midi skirt with a corset top and stiletto heels for date night.

    Fit & Features

    • High-rise waist
    • Midi-length hem
    • Curve-hugging fit
    • Bandage knit fabric
    • Smooth and sculpted look
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0896

    Category Name: Midi Skirts

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lavish Life Satin Slit Midi Skirt

    You'll be living lavishly in your new must-have satin midi skirt perfect for dinner parties and celebrations! The skirt features a sleek high-rise waist, a side zipper and hook and eye closure, a hip-hugging fit with a flowy A-line silhouette, and a high-cut side slit. Complete the look in a crop sweater and heels!

    Fit & Features

    • High-rise waist
    • Side zipper, hook and eye closure
    • Hip-hugging fit, flowy A-line silhouette
    • High-cut side slit
    • Midi-length hem
    • Silky satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0599

    Category Name: Midi Skirts

    Price: $3.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Energy High Slit Cargo Maxi Skirt

    Bring that trendy energy to your everyday looks with this high slit cargo maxi skirt. It features a high-rise waist, a hidden front zipper and a hook and bar closure, large cargo-style side pockets, a maxi-length hem with distressing, and a thigh-high front slit to show off some leg. The twill fabric has no stretch. Style with a graphic tee and combat boots for a concert!

    Fit & Features

    • High-rise waist, belt loops
    • Hidden front zipper, hook and bar closure
    • Large cargo-style side pockets
    • Maxi-length distressed hem
    • High front slit
    • Twill fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0175

    Category Name: Midi Skirts

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Snatched Woven Pencil Skirt

    Create a chic and snatched look you can wear from the office to happy hour with this woven pencil skirt. It features a high-rise waist with a front V-shaped design, a back zipper closure, a midi-length hem with a back slit accent, and a form-hugging fit. The woven fabric has a moderate stretch. Style with a cropped blouse and strappy mules.

    Fit & Features

    • High-rise waist, front V-shaped design
    • Back zipper closure
    • Midi-length hem
    • Back slit accent
    • Form-hugging fit
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0589

    Category Name: Midi Skirts

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevate the Game Denim Slit Midi Skirt

    Elevate your style game with this denim midi dress to bring those classic 90s babe vibes! It features a flattering high-rise waist, a hip-hugging fit, a center-front high slit, and a midi-length hem. The jean skirt is composed of a premium rigid dark wash denim fabric with no stretch. Complete the look with sleek booties.

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Center-front high slit, midi-length hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Premium rigid dark wash denim, no stretch
    • Runs true to size

    Style Number/Barcode: 06601-0082

    Category Name: Midi Skirts

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance