Midi Cocktail Dresses

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Midi Cocktail Dresses: The Sweet Spot Between Classic and Current

Slip into midi cocktail dresses made for every RSVP on your calendar. These mid-length silhouettes strike the perfect balance—long enough to feel elevated, short enough to keep it flirty. Whether you're headed to a summer wedding, upscale dinner, or cocktail party with your crew, Windsor’s collection offers midi dresses for cocktail parties that are stylish, flattering, and totally vibe-checked.

Make a Statement in Color & Cut

Turn heads in new summer shades like cherry red, pastel green, vibrant pink, and ocean-inspired blues. Or keep it chic in timeless neutrals like black, ivory, and tan. From halter-neck cocktail dresses with open backs to off-shoulder cocktail dresses and figure-flattering wrap fronts, each style was made to serve effortless sophistication. Prefer a little structure? Mid-length cocktail dresses in bodycon fits give you that tailored feel, while flowy A-lines bring the movement. Get inspired by these stylist picks: 11 Midi Cocktail Dresses For Your Next Soirée!

Details That Elevate Every Moment

These dresses are designed to flatter and flex for every occasion. You’ll find stylish necklines like sweetheart, cowl, and V-neck, plus strapless designs and sleeveless styles ideal for warm-weather events. Keep your look fresh with new and exclusive floral prints that give your outfit just the right amount of pop. Whether you're dressing for day or night, these midi cocktail party dresses bring main character energy to every event.

Shop Windsor’s midi-lengths and cocktail dresses online, in-app, or in one of 350+ stores and make your next celebration a style standout.

  • Cut To The Chase Strapless Cutout Midi Dress

    A little cutout never hurt anybody. This strapless midi hugs your curves with a sleek silhouette and underbust cutout made to turn heads at every RSVP.

    Fit & Features

    • Stretch knit fabric
    • Bodycon silhouette
    • Sweetheart strapless neckline
    • Twist-front bodice with an underbust cutout
    • Midi length
    • Runs true to size

    Style Number/Barcode: 05101-000275

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning One V-Neck Abstract Midi Dress

    Take every soiree by storm in this abstract print midi dress showcasing a flattering bodycon fit and a flirty center back slit.

    Fit & Features

    • Abstract print, mesh lined fabric
    • V-neckline
    • Spaghetti straps
    • Bodycon fit
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3964

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flawless Look One Shoulder Midi Dress

    Covet a flawless look in this one-shoulder midi dress featuring a single tank-style strap with a cutout accent and a bodycon silhouette. Complete the look in strappy stiletto mules.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single tank-style strap
    • Cutout accent
    • Bodycon silhouette
    • Midi-length hem
    • Double-lined slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2096

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twist the Plot Bodycon Midi Dress

    A little sheer, a little sculpted—this mesh off-shoulder midi is your new statement staple. With its asymmetrical neckline and ruched detailing, it hugs every curve while keeping things effortlessly elevated.

    Fit & Features

    • Mesh fabric lined with stretch knit
    • Asymmetrical off-the-shoulder neckline
    • Ruched side seams
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000410

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scarlet Soirée Jacquard Midi Dress

    Romantic with a bold edge—this midi dress hugs your curves with sleek straps and a timeless square neckline. The rich floral pattern makes it perfect for seasonal soirées and candlelit dinners.

    Fit & Features

    • Jacquard floral pattern, knit stretch fabric
    • Pleated square neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000290

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Falling For You Satin Ruche Midi Dress

    Watch everyone fall for you in this luxe satin midi dress at rehearsal dinners, graduations, and dressy cocktail parties! The dress features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and an adjustable front ruching atop a flirty slit accent. The sleek satin-knit fabric offers a moderate stretch. Complete the look with a stunning collar necklace.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon silhouette
    • Adjustable front ruching, drawstring
    • Slit accent, midi-length hem
    • Luxe satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2077

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Posh Party Pleated Velvet Midi Dress

    Keep your party look elevated and posh in this pleated velvet midi dress. It features a sleeveless square neckline, spaghetti straps, pleating at the waist, a wrap-front skirt creating a chic front slit to showcase some leg, and a curve-hugging silhouette. The smooth velvet fabric offers a moderate stretch. Style with stiletto heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • High waist seam, pleated detailing
    • Wrap-front skirt, front slit
    • Fitted bodycon silhouette
    • Velvet fabric, sewn-in lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1879

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    Keep it simply stunning in our Mila formal dress! Her elegant design captivates from the moment you enter the room of your special occasion. Mila features a sleeveless V-neckline, vertical seams at the bust, and a curve-hugging midi silhouette with a high side slit. She is composed of a stretch knit fabric with a subtle sheen finish. Complete your look with clear heels

    Fit & Features

    • Sleeveless V-neckline
    • Princess seams at the bust
    • Adjustable spaghetti straps
    • Midi length silhouette
    • High side slit
    • Strtech knit fabric, fully lined
    • Form hugging fit, moderate stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0467

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flatter Me Midi Dress

    No need to worry, this perfect midi will flatter your beauty! The dress features a sleeveless bodice, tank-like shoulder straps, a deep wired V neckline with seam detailing, a square back, a high waist, and a mid-length, curve hugging fit. The dress is composed of a crepe fabric, offering moderate stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0301

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flawless Look Flocked Floral Mesh Bodycon Midi Dress

    Showcase a chic flawless look for your next cocktail party in this lined mesh midi dress designed with a velvet flocked floral pattern to turn heads. It features a sleeveless subtle sweetheart neckline with a dainty lace trim, bungee spaghetti straps, a back slit accent, and a bodycon silhouette to hug your curves.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Velvet flocked floral pattern
    • Sweetheart neckline with lace trim
    • Bungee spaghetti straps
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3888

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Yvette Deep V Midi Dress

    Special Occasion

    Sparkle and shine in our glamourous Yvette! You'll be looking your absolute best in her glistening silhouette. 

    Fits & Features

    • Spaghetti Straps That Cross At The Back
    • Plunging V Neckline I Padded Bust 
    • Back Zip With Hook & Eye Closure
    • Midi Length Silhouette I Side Slit 
    • Glitter Woven Fabric 
    • Curve Hugging Fit I Moderate Stretch 
    • Glitter May Transfer 

     

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0343

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • RSVP Ready Halter Midi Dress

      This halter midi bodycon dress is sleek, sculpted, and made to own the room. Perfect for date nights, rooftop hotel bars, or dressy celebrations!

      Fit & Features

      • Smooth knit stretch fabric
      • Halter sweetheart neckline, tie closure
      • Bodycon silhouette
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000605

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sleek And Iconic Satin Halter Bodycon Midi Dress

      Sleek and iconic, this satin-knit midi dress is designed with a plunging V-neckline with pleating detailing, halter tie-back straps, and a partially open back. The asymmetric pleating under the bust and at the waist will highlight your curves, and the back slit adds some movement to the midi-length bodycon silhouette.

      Fit & Features

      • Satin-knit fabric
      • Plunging V-neckline, pleating
      • Halter tie-back straps, partially open back
      • Asymmetric pleating under the bust and at waist
      • Back slit
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3708

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Keeping Knit Chic Cutout Midi Dress

      Keep it chic with a midi dress that brings all the appeal. The dress features a sleeveless scoop neckline, a midriff cutout, spaghetti straps, a mini-length silhouette with a midi length overlay. The dress is composed of a ribbed knit fabric that offers a form-hugging fit. Complete look with wedges

      Fit & Features

      • Sleeveless scoop neckline
      • Midriff cutout 
      • Spaghetti straps
      • Mini length silhouette with overlay
      • Ribbed knit fabric 
      • Form hugging fit, moderate stretch 
      • Runs true to size

       

      Style Number/Barcode: 05102-0995

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Fiona Crepe Midi Dress

      Special Occasion

      Slip right into the enchanting Fiona and make a lasting impression!

      Fits & Features 

      • Wired V Neckline I Padded Cups 
      • Fitted Long Sleeves With Puff Shoulders
      • Zipper With Hook & Eye Closure At Back 
      • Midi Length Silhouette With Slit At Front 
      • Crepe Fabric 
      • Curve Hugging Fit I Moderate Stretch

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0331

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Impressive Chic Lace-Up Midi Dress

      Bring an impressive chic vibe in this midi dress for cocktail hour or a dressy dinner date! Featuring a square neckline and spaghetti straps, this slinky knit dress boasts a sexy and body-hugging bodycon fit. The lace-up back adds a head-turning touch, while the asymmetrical midi-length hem with a side slit is all about sophistication. Complete the look in silver stiletto heels.

      Fit & Features

      • Slinky knit fabric, moderate stretch
      • Spagehtti straps
      • Lace-up
      • Bodycon fit
      • Asymmetrical midi-length hem with slit
      • Pasties recommended
      • Runs true to size

      Style Number/Barcode: 05101-3214

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Taryn Formal Glitter Cutout Midi Dress

      Special Occasion

      The Taryn formal glitter midi dress is the perfect choice for any formal occasion! Crafted from dazzling glitter fabric, it boasts a cowl neckline, spaghetti straps, bodycon fit, and cutout waist. The midi-length hem features a center-back slit, making it a sophisticated and luxurious addition to any wardrobe. Complete the look with a fab ring set.

      Fit & Features

      • Sleeveless cowl neckline, spaghetti straps
      • Cutout waist
      • Bodycon silhouette, midi-length hem
      • Center back slit
      • Glitter knit fabric, sewn-in knit lining, moderate stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-2080

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Joelle Wrap-Front Glitter Knit Formal Midi Dress

      Special Occasion

      Slip into the Joelle wrap-front glitter knit formal midi dress for weddings or dressy parties! Designed with a glitter knit fabric with plenty of stretch, this dress will gorgeously glimmer as you dance all night long. She features a sleeveless cowl neckline to give that chic draped design, spaghetti straps, and a high waist seam with ruching to accentuate your curves. Her faux wrap-front creates a stylish front slit to showcase some leg along the slim-fit silhouette. Complete your look with metallic heels and a sleek clutch!

      Fit & Features

      • Stretchy glitter knit fabric with knit lining
      • Sleeveless cowl neckline, spaghetti straps
      • High waist seam, ruching
      • Faux wrap-front with slit
      • Slim-fit silhouette
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-2057

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sparkle Chic Midi Dress

      Add some chic sparkle to your look with this glitzy midi. The dress features a sleeveless bodice, bungee spaghetti straps, a square neck and back, and a mid-length, curve hugging fit. Garment is composed of a multi-hued glitter knit fabric that offers plenty of stretch.

      Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

      Style Number/Barcode: 05103-0415

      Category Name: Midi Cocktail Dresses

      Price: $12.97 $33.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Afterlight Abstract Midi Dress

      Turn up the heat in this sleek mesh halter midi. Designed with a scoop halter neckline, open back, and figure-hugging silhouette, this dress is the kind that makes a subtle entrance and leaves a lasting impression.

      Fit & Features

      • Abstract print, mesh-lined stretchy fabric
      • Scoop halter neckline, tie closure
      • Bodycon fit
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05102-000332

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Simply Fab Ponte Knit Midi Tube Dress

      Simply fab, this midi tube dress is perfect for styling up for happy hour! The strapless straight neckline features a fold-over design, leading to a form-hugging silhouette with a back slit accent at the midi-length hem.

      Fit & Features

      • Ponte knit fabric with full-length knit lining, moderate stretch
      • Strapless straight-across neckline, fold-over design, no-slip strip
      • Pleated waist
      • Back zipper with hook-eye closure
      • Back slit
      • Midi-length form-hugging silhouette
      • Runs true to size

      Style Number/Barcode: 05101-000068

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Arlowe Glitter Lace Corset Midi Dress

      Special Occasion 

      Bring the glamour in a glitter floral lace dress features a sleeveless sweetheart neckline, a corset bodice with molded cups, adjustable spaghetti straps, a high side slit, and a midi-length hem. Complete the formal outfit with a rhinestone clutch. 

      Fit & Features

      • Glitter floral lace fabrication
      • Sleeveless sweetheart neckline
      • Corset bodice with molded cups, flexible boning
      • Adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • High side slit
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05001-2554

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Glam Up Foiled Floral Velvet Midi Dress

      Glam up your rooftop party look in this velvet midi dress with a metallic foiled floral pattern for a gorgeous sheen. It features a sleeveless mock neckline, a partially open back for a chic allure, a high-cut side slit to showcase some leg, and a mid-length bodycon silhouette to flaunt your curves.

      Fit & Features

      • Velvet fabric
      • Floral metallic foiled pattern
      • Mock neckline
      • Partially open back, zipper closure
      • Thigh-high side slit
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3677

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Remarkable Appeal Cowl Halter A-Line Midi Dress

      Turn every head in the room with the help of this sleeveless midi dress at the cocktail party! Feel confident and sultry in the plunge cowl halter neckline, open back, and elegant A-line silhouette leading to the midi-length hem for a chic touch. Complete the look with earrings and heels.

      Fit & Features

      • Knit fabric with plenty of stretch
      • Plunge cowl halter neckline, spaghetti strap tie
      • Open back
      • A-line silhouette
      • Sticky bra or pasties recommended
      • Runs true to size

      Style Number/Barcode: 05101-3571

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale