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.

  • Unforgettable Chic Ruched Mesh Midi Dress

    This chic curve-hugging midi dress will leave an unforgettable impression! The knee-length dress features a sleeveless sweetheart neckline with padded cups, adjustable spaghetti straps, a corset-designed bodice for a snatched waist, ruched detailing, a midi-length asymmetric hem creating a thigh-high slit, and a bodycon silhouette. The sheer mesh fabric includes a full knit lining. Style with rhinestone fringe earrings and platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded cups
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Corset-designed bodice, flexible boning inserts, high waist seam
    • Ruching, midi-length asymmetric hem, high slit
    • Bodycon silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-3266

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Love Ruffled Floral Chiffon Midi Dress

    Create an effortlessly pretty look you'll adore for day dates in this ruffled floral chiffon midi dress! The breezy chiffon fabric is detailed with a dainty floral bouquet print for a simply beautiful vibe. The mid-length dress features a sleeveless square neckline, a smocked bodice for added stretch with smocked adjustable tank shoulder straps, a fitted empire waist, and a tiered ruffled design with a flowy A-line silhouette. Complete your look with espadrille wedges.

    Fit & Features

    • Floral bouquet print, chiffon fabric and lining
    • Square neckline, smocked bodice
    • Smocked adjustable tank straps
    • Empire waist
    • Tiered ruffled design
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-2976

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Pretty In Floral Chiffon Midi Dress

    Pretty yourself up in this floral chiffon midi dress for date night or cocktail party! Featuring a trendy cowl neckline and adjustable spaghetti straps while the form-hugging fit flatters your curves down to the midi-length hem. Complete the look in strappy heels.

    Fit & Features

    • Floral print, chiffon fabric lined with stretchy knit
    • Cowl neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3383

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Thriving Poise Lace-Up Side Slit Midi Dress

    Crafted from sleek knit fabric, this sleeveless midi dress will capture attention at cocktail parties! This elegant midi dress features a cowl neckline, spaghetti straps, and a lace-up back, creating a flattering bodycon fit. Its side slit adds a touch of flair to the classic midi-length hem. Complete the look with a clutch and heels.

    Fit & Features

    • Sleek knit fabric with short knit lining, plenty of stretch
    • Cowl neckline
    • Spaghetti straps
    • Lace-up back
    • Side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3428

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Emilia Satin High Slit Formal Midi Dress

    Special Occasion

    The silky satin fabric and chic details and design of the Emilia formal midi dress will elevate your cocktail party look! She features a sleeveless cowl neckline, spaghetti straps, a midi-length hem with a high-cut side slit to showcase some leg, and a slim-fit silhouette to flaunt your figure. The sleek satin-knit fabric offers a moderate stretch. Style this midi dress with rhinestone duster earrings and classic block heels.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • High waist seam
    • Midi-length hem, high side slit
    • Slim-fit silhouette
    • Satin-knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2037

    Category Name: Midi Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Watch Me Bloom Off-The-Shoulder Floral Midi Dress

    Be the talk of any garden party in this floral midi dress! The off-the-shoulder neckline exudes femininity, while the cutout waist shows some skin. The flowy midi-length silhouette and front slit offer a trendy allure. Complete the look in lace-up heels and earrings.

    Fit & Features

    • Floral print, woven fabric with lining, no stretch
    • Off-the-shoulder neckline
    • Cutout waist
    • Front slit
    • Flowy midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3414

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Inspiring Muse One-Shoulder Long Sleeve Midi Dress

    This bodycon midi dress features a flattering one-shoulder neckline with a sheer fitted long sleeve and side ruched seams that perfectly highlight your curves at cocktail parties. 

    Fit & Features

    • Mesh fabric, sewn-in knit lining, slight stretch
    • One-shoulder neckline
    • Sheer fitted long sleeve
    • Side ruched seams
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3441

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Treat Yourself Sleeveless Bow Cutout Midi Dress

    Treat yourself to something chic like this sleeveless midi dress perfect for going out! Featuring adjustable spaghetti straps, a sweetheart neckline, an adorable bow along the cutout bust, and a bodycon silhouette that flatters your figure along the midi-length hem. Complete the look with cute sandals.

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Cutout bust with bow
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5701

    Category Name: Midi Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leave An Impression Mock Neck Open Back Floral Midi Dress

    Leave a lasting impression in this floral midi dress attending weddings or garden parties! The mock neckline and open back design will turn heads, while the bodycon fit and center back slit offers a figure-flattering look along the midi-length hem. Complete the look with statement earrings and stiletto heels.

    Fit & Features

    • Floral print, mesh fabric, sewn-in knit lining, moderate stretch
    • Mock neckline with button closures
    • Open back, lower zipper and hook-eye closure
    • Center back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3449

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Dazzle Ombre Glitter Mesh Midi Dress

    A glitter mesh midi dress you'll look and feel effortlessly dazzling in on dressy occasions! Showcasing a sparkling glitter mesh fabric with a chic ombre effect, you'll capture the attention of the room. Featuring a strapless neckline, flexible boning inserts for a structured fit, and side-ruched seams that accentuate your curves along the bodycon silhouette. The side slit and midi-length hem add the perfect finishing touch. Complete the look in clear mules for a seamless style!

    Fit & Features

    • Glitter mesh fabric lined with sewn-in knit
    • Ombre effect
    • Flexible boning inserts
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3092

    Category Name: Midi Dresses

    Price: $25.97 $56.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN, HUNTER

    Available Size: S, M

    Product Badge:
    • Sale
  • Adley Formal Glitter Lace-Up Midi Dress

    Special Occasion

    Discover a look that's chic and sparkly in the Adley formal glitter midi dress! Boasting a square neckline and spaghetti straps that lace up in the back, she's designed with a flattering form-hugging silhouette, a stylish side slit, and glitter knit fabric for a luxurious aesthetic. Complete the look in heels for a banquet or holiday party!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Form-hugging, side ruched seams
    • Side slit, midi-length hem
    • Glitter knit fabric, sewn-in knit lining. moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-2017

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

  • Playful Summer Sweetheart Ruffled Eyelet Midi Dress

    Looking for the perfect summer dress? Look no further than this playful sleeveless midi dress! With its flattering sweetheart neckline with a structured bust and adjustable spaghetti straps, this A-line silhouette dress will have you feeling confident and stylish. The ruffled midi-length hem and floral embroidered eyelet woven fabric add a touch of playfulness to this must-have dress! Complete the look with wedge sandals.

    Fit & Features

    • Floral embroidered eyelet woven fabric, stretchy knit lining
    • Sweetheart neckline, padded bust with underwire
    • Adjustable spaghetti straps, back zipper with hook and eye closure
    • High waist seam, A-line silhouette
    • Ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3015

    Category Name: Midi Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blissful Afternoons Corset A-Line Midi Dress

    Enjoy an afternoon of bliss looking so sweet in this A-line midi dress at showers or semi-formal weddings! The sweetheart neckline and adjustable spaghetti straps accentuate your figure while the corset bodice with built-in padded underwire bust provides support. The flowy A-line silhouette and midi-length hem add elegance to your look. Complete the look in strappy heeled sandals.

    Fit & Features

    • Woven fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Sweetheart neckline
    • Corset bodice, built-in padded underwire bust
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3309

    Category Name: Midi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Shine Ombre Glitter Mesh Midi Dress

    A glitter mesh midi dress you'll look and feel sassy in on dressy occasions! Showcasing a sparkling glitter mesh fabric with a chic ombre effect, you'll capture the attention of the room. Featuring a square neckline, adjustable spaghetti straps for a perfect fit, and side-ruched seams that accentuate your curves along the bodycon silhouette. The side slit and midi-length hem add the perfect finishing touch. Complete the look in clear mules for a seamless style!

    Fit & Features

    • Glitter mesh fabric lined with sewn-in knit
    • Ombre effect
    • Adjustable spaghetti straps
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3106

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MAUVE, LIGHT, BLUE

    Available Size: S

    Product Badge:
    • Sale
  • Sweet Day Sleeveless Mermaid Denim Midi Dress

    Look cute and casual wherever you go in this denim midi dress! Featuring spaghetti straps, a sweetheart neckline, a flattering mermaid silhouette, and a flared midi-length hem, this dress will have you looking and feeling amazing. Complete the look in strappy espadrille wedges.

    Fit & Features

    • Denim fabric, minimal stretch
    • Spaghetti straps
    • Sweetheart neckline
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5567

    Category Name: Midi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Babe Cutout Ruffle Hem Chiffon Midi Dress

    Show up and stun at a summer party like the bold babe you are in this fab midi dress! Designed with a crinkled chiffon fabric, the mid-length dress features a smocked body for added stretch along the figure-flaunting bodycon silhouette. The sleeveless bodice is shaped with a sweetheart neckline with the cutest tie-front design at the bust, a sultry waist cutout to reveal some skin, and adjustable spaghetti straps to find your perfect fit. The layered ruffled hem adds a flirtatious allure to the iconic look. Style this midi dress with hoop earrings and espadrille sandals!

    Fit & Features

    • Crinkled chiffon fabric, knit bust lining, moderate stretch
    • Sweetheart neckline, tie-front bust
    • Waist cutout
    • Adjustable spaghetti straps
    • Smocked body, layered ruffled hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3454

    Category Name: Midi Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Will Blossom Corset Floral Mesh Midi Dress

    Romance will blossom everywhere you go in this floral mesh midi dress!  With adjustable spaghetti straps and a square neckline, this dress perfectly accentuates your figure. The flexible boning and side ruched seams enhance your shape, while the midi-length hem adds a touch of chic. Complete the look with earrings and sleek heels.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Square neckline
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3424

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Style Tie-Back Bodycon Slit Zebra Midi Dress

    This sleeveless bodycon midi dress features a flattering scoop neckline and spaghetti straps that shape the tie-back design and a side slit. The stretchy knit material boasts a zebra print perfect for brunch or parties.

    Fit & Features

    • Stretchy knit material, zebra print, sewn-in knit lining
    • Scoop neckline
    • Spaghetti straps
    • Tie-back design
    • Side slit
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5830

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Follow The Sun Lace-Up Tropical Midi Dress

    Follow the sun to your next destination in this tropical midi dress! This bodycon dress flatters your figure with a square neckline, spaghetti straps, and a lace-up back. The side ruched seam and slit add a touch of chic to the midi-length hem. Complete the look in sunglasses and sandals!

    Fit & Features

    • Tropical print, stretchy knit fabric, bust lining
    • Square neckline
    • Spaghetti straps
    • Lace-up back
    • Bodycon silhouette
    • Side slit
    • Runs true to size

    Style Number/Barcode: 05102-5745

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exclusive Sultry V-Neck Halter Bodycon Midi Dress

    A sultry sleeveless midi dress featuring a V-neck halter neckline and an adjustable side drawstring that highlights your curves along the bodycon fit. The knit fabric effortlessly hugs your body and sleek design. 

    Fit & Features

    • Sleek knit fabric
    • V-neck halter neckline
    • Adjustable side drawstring
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5661

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamiest Summer Smocked Floral Chiffon Midi Dress

    Have the dreamiest summer romance in this floral chiffon midi dress perfect for dates and parties! This dress features a square neckline, adjustable spaghetti straps, and a stretchy smocked bodycon silhouette for a comfortable and flattering fit. The tiered ruffled midi-length hem adds a touch of femininity, while the floral print on chiffon fabric gives the prettiest look. Style this floral dress with earrings and block heels.

    Fit & Features

    • Floral print, chiffon fabric
    • Adjustable spaghetti straps
    • Square neckline
    • Stretchy smocked bodycon silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-2985

    Category Name: Midi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clara Sweetheart Floral Chiffon Midi Formal Dress

    Get ready to steal hearts with your captivating presence in the adorable Clara floral chiffon midi dress at showers, banquets, or garden parties! She has playful tie-shoulder straps, padded bra cups, and a flattering ruched bodice. The A-line silhouette and ruffled midi-length hem create a stunning, feminine look, while the floral rose print chiffon fabric adds a touch of whimsy. Complete the look with earrings and sleek stiletto heels.

    Fit & Features

    • Rose floral print chiffon fabric, stretchy knit lining, tulle trim
    • Sweetheart neckline
    • Tie shoulder straps, back zipper and hook-eye closure
    • Padded bra cups
    • A-line silhouette
    • Ruffled midi hem
    • Runs true to size

    Style Number/Barcode: 05001-2252

    Category Name: Midi Dresses

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Neutrals Halter Strappy Tropical Midi Dress

    Unveil this chic tropical midi dress on the island! The cowl halter neckline and strappy open back add a touch of allure, while the bodycon silhouette and asymmetrical cut hem flatter your figure. Complete the look with cute block heel sandals and sunglasses!

    Fit & Features

    • Tropical print, smooth knit stretchy fabric
    • Halter cowl neckline, spaghetti strap
    • Strappy open back
    • Bodycon fit
    • Asymmetrical cut hem
    • Runs true to size

    Style Number/Barcode: 05102-5185

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just My Type Cutout Bodycon Satin Midi Dress

    Date night just got sweeter in this satin midi dress! The asymmetrical neckline and spaghetti straps add a touch of elegance while the side cutout and slit add a hint of playfulness to the bodycon silhouette and midi-length hem. Complete the look with earrings.

    Fit & Features

    • Satin fabric, stretchy knit lining
    • Spagehtti straps
    • Asymmetrical neckline
    • Side cutout
    • Bodycon silhouette
    • Side slit
    • Runs true to size

    Style Number/Barcode: 05101-3388

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale