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.

  • Sea Breeze Tropical Midi Dress

    Take a sunset stroll in this alluring tropical midi dress! It features a sleeveless V-neckline, adjustable spaghetti straps, ruched detailing down one side, and a midi-length, asymmetrical hem creating a high side slit. The all-over palm leaf print will bring major vacay vibes. Style with strappy sandals and a flowy kimono.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Ruching down one side
    • Midi-length, asymmetrical hem, side slit
    • Curve-hugging silhouette
    • Palm leaf print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4421

    Category Name: Midi Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Natural Growth Floral Midi Dress

    Fresh florals for the new season! Bare your shoulders in this sleeveless midi dress featuring a v-neck, adjustable criss-cross spaghetti straps, and a form-fitting silhouette leading to the asymmetrical slit with a ruched seam. Complete the look in stiletto PVC mules.

    Fit & Features

    • Sleeveless, v-neck
    • Adjustable criss-cross spaghetti straps
    • Form-fitting silhouette
    • Asymmetrical slit, ruched seam
    • Midi-length hem
    • Floral print brushed stretch-knit
    • Runs true to size

    Style Number/Barcode: 05101-1498

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brenley Mesh Keyhole Halter Midi Dress

    Special Occasion

    Flaunt your curves in the Brenley Mesh Keyhole Halter Midi dress for an unforgettable night! She features a sultry keyhole halter neckline atop the fitted bodice that leads to a showstopping silhouette with ruched seams. Show a little leg off in her midi-length hem with a front slit accent. Composed of mesh-knit lined fabric with a moderate stretch. Finish your look with sparkly earrings and stilettos. 

    Fit & Features

    • Halter neckline, keyhole cutout
    • Adhesive bra recommended
    • Fitted bodice, ruched seams
    • Form-fitting silhouette 
    • Front slit, midi hem
    • Mesh-lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0973

    Category Name: Midi Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fine Floral V-Neck Midi Dress

    Look so fine in this floral midi dress perfect for creating a head-turning moment at graduation! It features a sleeveless, v-neck, spaghetti straps that cross in the back and a bodycon silhouette on a midi-length hem with a slit accent. 

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Bodycon silhouette
    • Slit front accent
    • Midi-length hem
    • Floral pattern
    • Fits true to size

    Style Number/Barcode: 05101-1553

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Classic Satin Slit Midi Dress

    This old thing? Slip into this sultry satin midi dress perfect for a dressy night out! The knee-length dress features a sleeveless, square neck, spaghetti straps, a form-fitting silhouette with pleating, and a front slit accent. Complete the look in sparkly heels.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Form-fitting silhouette
    • Pleat detailing
    • Front slit accent
    • Midi-length hem
    • Luxe satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1442

    Category Name: Midi Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Tropical Nights V-Neck Midi Dress

    Enjoy your nights in paradise in this tropical floral midi dress featuring a sleeveless, v-neck, adjustable criss-cross spaghetti straps, and a bodycon silhouette leading to the asymmetrical slit hem. Complete your vacay look in strappy heels.

    Fit & Features

    • Sleeveless, v-neck
    • Adjustable criss-cross spaghetti straps
    • Bodycon silhouette
    • Asymmetrical slit, side ruching
    • Midi-length hem
    • Tropical floral print, texture-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1455

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lovestruck Lace Midi Dress

    Love is in the air with this stunning lace dress! The dress features a floral lace pattern, a sleeveless V-neckline with padded cups, adjustable spaghetti straps, an empire waist, and a midi-length silhouette with a high side slit. The dress is composed of a lined lace fabric that offers a form-hugging fit with minimal stretch. Complete the look with heels and rhinestone studs. 

    Fit & Features

    • Sleeveless V-neckline, padded cups
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Empire waist
    • Midi-length hem, high side slit, form-hugging fit
    • Sheer lace fabric, floral pattern, scalloped trim
    • Full knit lining, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 05101-1476

    Category Name: Midi Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carly Formal Sequin V-Neck Dress

    Special Occasion

    Turn heads in the Carly formal sequin dress sure to leave every room dazzled! She features a sleek, sleeveless, V-neck, bungee spaghetti straps, and a form-fitting silhouette on a mid-length hem. The formal dress is composed of a mesh-lined fabric with minimal stretch. Complete the look in chic hoop earrings and lucite heels.

    Fit & Features

    • Sleeveless V-neck, bungee spaghetti straps
    • Form-fitting silhouette, midi-length hem
    • Back zipper closure
    • Sequin embroidery
    • Mesh-lined fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1011

    Category Name: Midi Dresses

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunset Walk Floral Midi Dress

    Take a stroll at sunset on your relaxing vacay in this chic floral midi dress. It features a sleeveless V-neckline, adjustable spaghetti straps that lead to a cross-back design, an asymmetrical midi-length hem creating an alluring side slit, and a curve-hugging silhouette. The all-over tropical floral print pairs perfectly with strappy sandals. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross-back design
    • Asymmetrical midi-length hem, ruching, side slit
    • Form-fitting silhouette
    • Tropical floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4374

    Category Name: Midi Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Romance Floral Midi Dress

    Bring the romance in this gorgeous and chic floral midi dress. It features a sleeveless square neckline, spaghetti straps, a midi-length, curve-hugging silhouette, and an all-over blooming floral print. Style this dress with sleek hoops and heeled mules.

    Shop Maxi Dress: Date Night Chic Floral Maxi Dress

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Midi-length, form-fitting silhouette
    • Floral print
    • Stretch knit fabric, inner lining
    • Runs true to size

    Style Number/Barcode: 05101-1444

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Getaway Floral Midi Dress

    Pack this adorable floral printed midi dress in your carry-on for your next weekend getaway! It features a sleeveless square neckline, spaghetti straps, ruched detailing down one side leading to a slit, and a midi-length, curve-hugging fit. Style this dress with your fave oversized shades and espadrille wedges.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching down one side leading to a slit, adjustable drawstring
    • Midi-length, form-fitting silhouette
    • All-over floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4383

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Life Of Luxury Satin Slip Midi Dress

    Feel like a million bucks in this luxe satin slip midi dress featuring a sleek, sleeveless, square neck, spaghetti straps, and a draped bust that leads to a form-fitting silhouette on an asymmetrical midi hem. Complete the look in stiletto heels for a dressy evening out.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps,
    • Draped bust accent
    • Form-fitting silhouette
    • Asymmetrical midi hem
    • Luxe satin-lined fabric with minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1424

    Category Name: Midi Dresses

    Price: $22.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

  • Breezy Weekend Vibes Floral Dress

    Create an effortless weekend-ready look with this breezy floral printed midi dress. It features a sweetheart neckline, a ruched bust with a tie-front, short puff sleeves, a high waist seam, and a midi-length, A-line silhouette with a chic side slit. Style this dress with cute shades and strappy sandals.

    Fit & Features

    • Sweetheart neckline, ruched bust, tie-front
    • Short puff sleeves, cinched hems
    • High waist seam, back zipper, hook and eye closure
    • Midi-length, A-line silhouette, side slit
    • Small floral print
    • Woven fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1598

    Category Name: Midi Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Tropic Strappy Back Midi Dress

    Flaunt your figure on vacay girl! This floral tropic midi dress is perfect for a dinner with a view. Featuring a sleeveless V-neckline, spaghetti straps, a strappy open-back, a bodycon silhouette, and an asymmetrical hem. Complete the look in chic wedges.

    Fit & Features

    • Sleeveless, V-neck, spaghetti straps
    • Strappy open-back, tie closure
    • Bodycon silhouette
    • Asymmetrical midi-length hem
    • Floral tropic print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4376

    Category Name: Midi Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • Effortless Style Moves Midi Dress

    Make effortless style moves in this adorably-chic midi dress. It features a sleeveless square neckline with a ruffled trim, thin ruffled shoulder straps, a stretchy smocked bodice, a high waist, and a flowy, midi-length, A-line silhouette with a front slit. Complete the look with espadrille sandals.

    Fit & Features

    • Sleeveless square neckline, ruffled trim
    • Thin ruffled shoulder straps
    • Stretchy smocked bodice
    • High waist seam, flowy A-line silhouette
    • Midi-length hem, front slit
    • Lightweight linen fabric, woven skirt lining
    • Runs true to size

    Style Number/Barcode: 05102-4347

    Category Name: Midi Dresses

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute As A Button V-Neck Midi Dress

    You're cute as can be in this v-neck midi dress perfect for a day date! It features long sleeves, a button-down front, midi length hem on a form-fitting silhouette. The rib-knit fabric offers a moderate stretch. Style with chic heels.

    Fit & Features

    • Long sleeves, v-neckline
    • Button-down front
    • Midi length hem
    • Form-fitting silhouette
    • Rib knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4257

    Category Name: Midi Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

  • Paisley Babe V-Neck Midi Dress

    Look like a babe in this paisley midi dress to bring those retro vibes! It features a sleeveless V-neck, adjustable spaghetti straps, a bodycon silhouette, and an asymmetrical midi-hem with a trendy ruched seam. Complete the look in block heels for happy hour.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Bodycon silhouette
    • Ruched side seam
    • Asymmetrical midi-length hem
    • Paisley pattern
    • Stretchy and soft knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4380

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic On Clutch Cowl Slit Midi Dress

    With this midi dress, you'll have chic on clutch! Sleeveless, cowl neck shapes the bodycon silhouette with a sultry side slit and cross-back straps. Complete the look in statement earrings for a dressy fit.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Cross-back straps
    • Bodycon silhouette
    • Side slit accent
    • Midi-length hem
    • Fits true to size

    Style Number/Barcode: 05101-1358

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Blooms Mesh Floral Midi Dress

    This floral midi dress has some pretty blooms! Featuring a sleeveless, surplice v-neck, adjustable spaghetti straps to customize the fit, and an asymmetrical bodycon silhouette with ruched seams and slit accent. Composed of mesh-lined fabric with a moderate stretch. Perfect for styling with statement earrings and heels.

    Fit & Features

    • Surplice v-neck | Adjustable spaghetti straps
    • Bra friendly
    • Back zipper closure | Ruched seams
    • Asymmetrical bodycon silhouette
    • Slit midi hem
    • Floral mesh-lined fabric
    • Fits true to size | Moderate stretch

    Style Number/Barcode: 05101-1477

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adisson Formal Satin Heat Stone Midi Dress

    Special Occasion

    You'll be the best-dressed girl at the Prom! Adisson radiates the room in a sultry display of satin. She features adjustable spaghetti straps, a sleeveless V-neck with heat stone insets, and a cowl draping that leads to her fitted bodice. Create a lasting impression in her form-fitting, midi silhouette with a front slit perfect for flaunting some skin! Complete the look in stiletto heels and a sleek clutch.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Built-in padded bust, heat stone insets, cowl draping
    • Fitted bodice, back zipper closure
    • Form-fitting, midi-length hem
    • Front slit accent
    • Luxe satin-lined fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-0982

    Category Name: Midi Dresses

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Retreat Chiffon Sweetheart Midi Dress

    Ready for a floral retreat? Feel the sunshine on your shoulders in this floral chiffon midi dress featuring dainty spaghetti straps, a sweetheart neckline with a bust tie, a fitted bodice, and a side slit accent. Complete the look in simple heels.

    Fit & Features

    • Sleeveless sweetheart neckline, bust tie accent
    • Spaghetti straps
    • Fitted bodice, back zipper, hook and eye closure
    • Midi-length hem, side slit
    • Ditsy floral pattern
    • Sheer chiffon fabric, knit lining
    • A-line silhouette, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4356

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Floral Cowl Midi Dress

    If you're all about floral this midi dress is perfect for you! It features a sleeveless cowl neck, sleek spaghetti straps, and a form-fitting silhouette with a side slit accent. Composed of stretchy knit fabric. Finish the look in strappy block heels.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Form-fitting silhouette
    • Side slit accent
    • Midi-length hem
    • Floral pattern
    • Stretchy knit fabric
    • Runs true to to size

    Style Number/Barcode: 05101-1508

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • Colette Formal Ruched Midi Dress

    Special Occasion

    Create a stunning impression with a formal bodycon that is the perfect choice for your cocktail affair! Colette features a sleeveless wired sweetheart neckline, ruching throughout to enhance curves, a sexy cutout at the midriff for a hint of skin, and a midi-length silhouette accented with a high center slit. The dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a sphere clutch and rhinestone earrings. 

    Fit & Features

    • Sleeveless wired sweetheart neckline
    • Adhesive bra friendly 
    • Ruching, cutout at the midriff 
    • High waist 
    • Bodycon 
    • Midi length silhouette 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05001-0960

    Category Name: Midi Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Knits Halter Midi Dress

    The cooler spring days call for your best knits! Set the tone in this halter midi sweater dress featuring a sleeveless high neck, adjustable spaghetti straps, space-dye knit pattern, bodycon silhouette, and a side slit accent to showcase some leg. Complete the look in cute mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless high neck, halter design
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Side slit, midi-length hem
    • Space-dye knit pattern
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1257

    Category Name: Midi Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance