Midi Dresses

Elevate your style with elegantly chic midi dresses, perfect for brunch, date night, or attending a wedding as a guest. Choose from flowy A-line silhouettes to curve-hugging bodycon designs that effortlessly flatter your figure and highlight your best features. Explore alluring necklines like halter, strapless, corset, and bustier styles, each bringing a touch of modern sophistication to your look. Crafted from luxe fabrics like silky satin, floral lace, and buttery-soft knits, our curated collection features romantic details and timeless elegance, ensuring every outfit is truly unforgettable.

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Product Recommendations

Spring & Summer Midi Dresses That Go Wherever You Do

From breezy brunches to unforgettable nights out, Windsor’s midi dresses are the season’s must-have staple. These effortlessly chic mid-length dresses strike the perfect balance between casual and elevated, whether you’re dressing up for a wedding, stepping into Commencement 2025, or just refreshing your everyday style.

Make an entrance in silky satin midi dresses with draped cowl necklines, or opt for romantic floral midi dresses for an effortlessly feminine vibe. Want a look that works for both day and night? Sleek strapless midis with removable straps, polished square-neck designs, and breezy off-the-shoulder styles make transitioning from brunch to dinner a breeze.

Need a white-hot moment? White midi dresses are the go-to for graduation, bridal events, or a fresh spring wardrobe update. For a bold statement, explore new season shades like olive green, denim blue, cherry red, and figure-flattering black in luxe fabrics from breathable knits to shimmering glitter, soft mesh, and burnout velvet.

Whatever your plans, Windsor’s collection of women's dresses featuring cocktail-ready styles, midi dinner dresses, and effortlessly cool casual midis ensure you’ll always have the perfect look. Shop online, in-app, or in over 350 Windsor stores across the U.S. and Canada to find your new favorite midi dress.

  • Try To Resist Surplice Midi Dress

    Try to resist not staring at yourself in this sultry midi dress with every mirror you pass! The dress features a sleeveless V-neckline, sleek spaghetti straps, a surplice pleated bust with lining, and an empire waist seam leading to the form-hugging silhouette and a skin-flaunting slit. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless surplice V-neckline, spaghetti straps
    • Surplice pleated bust, lining
    • Empire waist seam
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1999

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Babe Cutout Sweater Dress

    You'll be such a trendy babe in this adorable cutout sweater dress! Featuring a sleeveless high neckline with a racerback design, a front keyhole cutout at the bust, alluring side cutouts at the waist, a midi-length hem, and a curve-hugging silhouette, this dress is a perfect pick for a night out with the girls. Style with platform heels and a chic handbag.

    Fit & Features

    • Sleeveless high neckline, racerback design
    • Front keyhole cutout at the bust
    • Dual side cutouts at the waist
    • Midi-length hem, curve-hugging fit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1633

    Category Name: Midi Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Liv Formal Metallic Midi Dress

    Special Occasion

     Glimmering and shimmering metallic creates the perfect shine on the Liv formal midi dress to stun at birthdays, themed parties, and school dances! She features a sleeveless cowl neckline with spaghetti straps, a form-hugging silhouette, and a side pleated seam that leads to her asymmetrical wrap hem with a slit. The formal dress is composed of a sparkling metallic knit fabric with moderate stretch. Style with rhinestone strap heels to complete the look!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Form-hugging silhouette
    • Side pleated seam
    • Asymmetrical wrap slit midi hem
    • Metallic knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1418

    Category Name: Midi Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Limelight Lace-Up Bandage Dress

    Look back at it. Flaunt your hourglass in this lace-up bandage dress featuring a sleeveless, boat neckline, spaghetti straps, a mini bodycon silhouette, and an open-back with an alluring lace-up design with tie-closure. Composed of a seamless bandage-knit fabric with minimal stretch. Finish the look in stiletto heels for a night out. 

    Fit & Features

    • Sleeveless, boat neckline
    • Spaghetti straps
    • Open-back, lace-up design with tie-closure
    • Mini bodycon silhouette
    • Seamless bandage-knit fabric
    • Fits true to size, minimal stretch

    Style Number/Barcode: 06005-1302

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Night-Out Allure Sleeveless Midi Dress

    Showcase an alluring vibe for a night out on the town in this sleek sleeveless midi dress! It features a trendy cowl neckline, spaghetti straps, shirring at the waist, an asymmetric midi-length hem creating a chic side slit, and a bodycon silhouette that will hug your curves. The smooth knit fabric offers a moderate stretch. Style with clear heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Shirring at the waist
    • Asymmetric midi-length hem, high side slit
    • Bodycon silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1951

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Only The Best Cutout Sweater Dress

    Treat yourself to the best sweater midi dress to have this season! It features fitted long sleeves, an asymmetrical neckline with contrast trim, a form-hugging silhouette, and a flirty side waist cutout with contrast trim. Style with block heels to complete the look!

    Fit & Features

    • Fitted long sleeves
    • Asymmetrical neckline, contrast trim
    • Form-hugging silhouette
    • Side waist cutout, contrast trim
    • Midi-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1639

    Category Name: Midi Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Contemporary Girl Sweater Midi Dress

    Breeze in looking like a chic contemporary girl in this sweater midi dress! It features an on-trend cold shoulder with adjustable halter spaghetti straps, fitted long sleeves, a bodycon silhouette, and a front-side slit accent. Complete the look with lace-up heels for a dinner date!

    Fit & Features

    • Cold shoulder
    • Adjustable halter spaghetti straps
    • Fitted long sleeves
    • Bodycon silhouette
    • Front side slit, midi-length hem
    • Sweater rib-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1613

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Christen Formal Velvet Midi Dress

    Special Occasion

    Stealing the spotlight is a guarantee in the Christen formal velvet dress perfect for ceremonies and dinner parties! She delivers allure in a sleeveless one-shoulder neckline, dual spaghetti straps, and a high-waist seam leading to her bodycon, midi-length hem with a flirty slit. The formal dress is composed of luxurious velvet-lined knit fabric with minimal stretch. Style with a sparkling necklace and earrings set to complete the look!

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Dual spaghetti straps
    • High-waist seam, bodycon silhouette
    • Slit accent, midi-length hem
    • Lined velvet knit fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1403

    Category Name: Midi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laila Formal Crepe Twist Midi Dress

    Special Occasion

    The Laila midi dress offers a playful twist for cocktail parties and dinner dates! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a twisted bust with a keyhole cutout, a form-hugging silhouette, and a flirty front slit along the hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Complete the look with hoop earrings and heels.

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Twisted bust, keyhole cutout
    • Form-hugging, slit midi-length hem
    • Lined crepe, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1295

    Category Name: Midi Dresses

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rendezvous In Satin Slip Midi Dress

    Have a chic rendezvous in this satin slip midi dress featuring a sleeveless V-neck, bungee spaghetti straps, a fitted a-line silhouette, and a sultry front slit along the hem. The dress is composed of smooth, non-stretch satin fabric. Complete the look in lace-up stiletto heels.

    Fit & Features

    • Sleeveless V-neck
    • Bungee spaghetti straps
    • Fitted a-line silhouette
    • Front slit
    • Midi-length hem
    • Non-stretch woven satin fabric
    • Runs true to size

    Style Number/Barcode: 05101-2383

    Category Name: Midi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mary Off-The-Shoulder Velvet Midi Dress

    Special Occasion

    Every girl needs a chic and stunning velvet midi dress for weddings, banquets, or soirees! The Mary velvet formal dress features an off-the-shoulder, foldover asymmetrical neckline, a fitted bodice with a wrap-front design, short sleeves, and a curve-hugging, midi-length silhouette with a stylish side slit. The luxe velvet fabric will elevate your look all the more! Complete your outfit with a rhinestone jewelry set.

    Fit & Features

    • Off-the-shoulder, foldover asymmetrical neckline
    • Fitted bodice, wrap-front design
    • Short sleeves, back zipper closure
    • Curve-hugging fit, midi-length silhouette, high-side slit
    • Lined velvet fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1402

    Category Name: Midi Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Wonderful Winter Sweater Midi Dress

    Slay all season no matter the weather in this sweater midi dress perfect for casual or dressy events! It features fitted long sleeves, a mock neck, a bust cutout, and a form-hugging silhouette with a flirty front slit. The dress is composed of a stretchy rib-knit fabric. Pair with booties to complete the look.

    Fit & Features

    • Fitted long sleeves, mock neck
    • Bust cutout
    • Form-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Rib-knit sweater fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1579

    Category Name: Midi Dresses

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jenny Strapless High Slit Satin Midi Dress

    Special Occasion

    Style up the silky-chic Jenny satin midi dress to be the best-dressed guest at your next wedding! She features a strapless straight across neckline with a fold-over design, a high waist seam, a midi-length hem with a skin-flaunting high front slit, and a form-hugging silhouette. The satin-knit fabric offers a moderate stretch. Complete your look with platform heels.

    Fit & Features

    • Strapless straight across neckline, fold-over design
    • High waist seam, back zipper, hook and eye closure
    • Midi-length hem, high front slit
    • Form-hugging fit
    • Satin-knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1505

    Category Name: Midi Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Like Me Satin Halter Midi Dress

    No one can be smooth like you looking sultry in this satin midi dress perfect for engagement parties and semi-formal affairs! Featuring a sleeveless halter neck with spaghetti straps that lace up in the back, a bodycon silhouette, a flirty hem slit, and a front ruched drawstring so you can customize the style. Complete the look with a beaded clutch.

    Fit & Features

    • Sleeveless halter neck, spaghetti straps
    • Lace-up back
    • Bodycon silhouette
    • Front ruched, adjustable drawstring
    • Slit midi-length hem
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1963

    Category Name: Midi Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alia Formal High Slit Midi Dress

    Special Occasion

    The Alia formal high slit midi dress will bring those simplistic chic vibes to your look. She features a sleeveless square neckline, adjustable spaghetti straps for a customizable fit, vertical seam detailing at the bodice, a midi-length hem with a curve-hugging silhouette, and a sleek high front slit. The smooth woven fabric has minimal stretch. Style with clear heels for your next semi-formal occasion.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps, back zipper closure
    • Vertical seam detailing at the bodice
    • Midi-length hem, curve-hugging fit, high front slit
    • Woven fabric, lining at the bust, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1506

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Love Rhinestone Strap Midi Dress

    You'll have a forever love for this gorgeous midi dress! It features a sleeveless V-neckline with a surplice design, rhinestone-adorned spaghetti straps for the prettiest sparkle, ruching, a curve-hugging midi-length silhouette, and a chic high-side slit. Style this dress with matching rhinestone heels for a romantic dinner date.

    Fit & Features

    • Sleeveless V-neckline, surplice design
    • Rhinestone spaghetti straps
    • Ruched detailing
    • Midi-length hem, curve-hugging silhouette
    • High side slit
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1991

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Slay Bodycon Midi Dress

    It's your time to slay in this simple yet chic bodycon midi dress! It features an asymmetrical boat neckline with a partial off-the-shoulder design, long fitted sleeves with thumb hole accents, a midi-length hem, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with strappy heels.

    Fit & Features

    • Asymmetrical boat neckline, partial off-the-shoulder design
    • Long fitted sleeves, thumb hole accents
    • Midi-length hem
    • Curve-hugging fit
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5006

    Category Name: Midi Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The One For You Slit Midi Dress

    This one-shoulder midi dress will be essential for having in your closet for those last-minute plans! It features a sleeveless bodice, a single tank-style strap, and a front ruched seam leading to the skin-flaunting slit along the bodycon silhouette. Complete the look with hoop earrings and heels.

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Single tank-style strap
    • Front ruched seam, slit accent
    • Bodycon silhouette
    • Midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2084

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bust My Luck Satin Slit Midi Dress

    You're in luck. This satin midi dress is just your style! It features a sleeveless one-shoulder neckline with an asymmetrical wide strap, a bust cutout, a form-hugging silhouette, and a sultry side slit. Complete the look in basic block heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Non-slip grip lining
    • Asymmetrical wide strap, bust cutout
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Silky satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1989

    Category Name: Midi Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swirls Of Style Satin Midi Dress

    Stylish marble swirls capture all the attention on this satin midi dress featuring a sleeveless v-neck, adjustable spaghetti straps, flexible boning inserts along the bodice, and a curve-hugging silhouette with a front slit accent. Complete the look in a casual crop jacket.

    Fit & Features

    • Sleeveless v-neck, adjustable spaghetti straps
    • Flexible boning inserts
    • Back zipper and hook-eye closure
    • Front slit, curve-hugging, midi-length hem
    • Marble print
    • Satin fabric, knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4867

    Category Name: Midi Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Me In Satin Sweetheart Dress

    Everyone will love you in this satin sweetheart dress for a luxurious look at the club! It features a sleeveless bodice, adjustable spaghetti straps, a ruched bust, flexible boning, and an asymmetrical midi-length hem with a side slit cutout. Style with a sparkly bracelet to complete the look.

    Fit & Features

    • Sleeveless sweetheart neck, ruched bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Flexible boning
    • Asymmetrical midi-length hem, side slit cutout
    • Lined satin, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4812

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maggy Formal Satin Slit Midi Dress

    Special Occasion

    From cocktail soirees to evening art gals, the Maggy formal dress delivers sophistication to every event! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a cowl pleat overlaying the lightly padded bust, and a corset-style bodice with flexible boning. Her figure-flaunting silhouette leads to the midi-length hem with a flirty slit accent to show some skin! Complete the look with a clutch and lace-up heels.

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Cowl pleat overlay, lightly padded bust
    • Back zipper and hook-eye closure
    • Corset-style bodice, flexible boning
    • Form-hugging, midi-length hem with slit
    • Satin fabric, knit lining at the bust, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1306

    Category Name: Midi Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cathy Formal Crepe Slit Midi Dress

    Special Occasion

    An effortless silhouette meets its match on the Cathy formal dress you'll adore for cocktail parties and celebrations! She stuns in a captivating sleeveless, one-shoulder sweetheart neckline with a wire insert, tank-style strap, and a form-hugging midi-length silhouette with a sultry side slit. The formal dress is composed of a crepe knit fabric with a moderate stretch. Style with a sparkly bracelet and heels.

    Fit & Features

    • Sleeveless one-shoulder, sweetheart neckline
    • Wire insert, tank-style strap
    • Form-hugging silhouette
    • Midi-length hem
    • Crepe knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Fits true to size

    Style Number/Barcode: 05001-1404

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Matilda Crepe Slit Midi Dress

    Special Occasion

    For every minimalistic-chic lover, the Matilda formal midi dress was made for you! She makes a flattering option for cocktail events, holiday parties, and dinners. Featuring a sleeveless square neckline, tank-style straps, seam detail along the bodice, and a form-hugging midi-length hem with a flirty slit. The formal midi dress is composed of a crepe fabric with a moderate stretch. Style with a sequin duster to complete your radiant look!

    Fit & Features

    • Sleeveless square neckline, tank-style straps
    • Back zipper and hook-eye closure
    • Seam detailing along the bodice
    • Form-hugging, front slit, midi-length hem
    • Crepe fabric, bust lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1459

    Category Name: Midi Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale