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.

  • Rose Off The Shoulder Midi Dress

    Special Occasion

    Look classically chic in our stunning Rose off the shoulder midi dress!

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Princess seams | High waist seam
    • Back zipper | Hook and eye closure
    • Ruched side detailing
    • Mid-length, curve hugging fit | Back slit
    • Crepe fabric | Moderate stretch

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0366

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jane Satin Lace-Up Midi Formal Dress

    Special Occasion

    Designed to linger in their memory long after the last toast, the Jane satin bodycon midi dress glides with intention—finished with a sultry slit and lace-up back that feels both refined and just a little risqué. 

    Fit & Features

    • Stretch satin fabric, knit lining
    • Sweetheart neckline, padded bra cups
    • Wide shoulder straps
    • Lace-up back, lower zipper and hook-eye closure
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, rehearsal dinners, engagement parties, date night, birthdays, black tie galas, dinner parties, cocktail soirees

    Style Number/Barcode: 05001-000223

    Category Name: Midi Cocktail Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: BROWN, NAVY

    Available Size: XS, S

  • Sianna Strapless Bodycon Satin Midi Formal Dress

    Special Occasion

    Redefine chic elegance in the Sianna midi satin formal dress with a flattering bodycon fit and wrap front slit for effortless movement! 

    This dress brings the fun and the fashion. If you love a bold, playful look, explore our stylish short prom dresses or make an entrance in our stunning short wedding guest dresses in short and mini lengths.

    Fit & Features

    • Stretch satin fabric, sewn-in stretchy knit lining
    • Strapless sweetheart neckline, padded bra cups
    • Flexible boning
    • Back zipper and hook-eye closure
    • Front wrap slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, engagement parties, cocktail soirees, birthday dinners, dressed-up date nights

    Style Number/Barcode: 05001-2728

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY, IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sleek Look Ruched Knit Bodycon Midi Dress

    Sleek and stunning, flaunt your figure in this smooth knit bodycon midi dress with ruched detailing to highlight your gorgeous curves.

    Fit & Features

    • Lined smooth knit fabric, high stretch
    • Sleeveless sweetheart neckline, padded bust
    • Cross-front design at the bust
    • Thin tank straps, cross-back design
    • Ruching
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3997

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S

  • Dazzle Nights Glitter Rhinestone Velvet Midi Dress

    Dazzle in a velvet dress that features a sleeveless cowl neckline, a criss-cross strap design at the back, a shimmering rhinestone snowflake pattern, a high side slit, and a midi length hem. Complete cocktail outfit with rhinestone heels.

    Fit & Features

    • Velvet knit fabrication
    • Sleeveless cowl neckline
    • Criss-cross back strap design
    • High side slit
    • Glitter and rhinestone snowflake pattern
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3827

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marnie Formal Satin Corset Midi Dress

    Special Occasion

    You'll wow the crowd in the classy Marnie formal satin dress at banquet dinners or weddings! She features a corset-style bodice, a sweetheart neckline adorned with wide shoulder straps, a pleated and padded bust, flexible boning inserts, a flattering bodycon silhouette, a front slit, and a midi-length hem. The formal dress is composed of a silky satin-knit fabric with a luxe sheen and a moderate stretch. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless corset-style bodice
    • Sweetheart neckline, wide shoulder straps
    • Pleated and padded bust, back zipper and hook-eye closure
    • Flexible boning inserts
    • Bodycon silhouette, front slit, midi-length hem
    • Satin-knit fabric, sheen effect, knit lining at the top, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1978

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $59.90

    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
  • 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
    • 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
    • Serve Curves and Class Cowl Neck Midi Dress

      Giving goddess energy from every angle. This midi dress hugs in all the right places with luxe ruching, a pleated bust, and a sleek halter neckline that screams elegance with a twist. Perfect for weddings, date nights, or whenever you're ready to break hearts quietly.

      Fit & Features

      • Smooth knit fabric with sheen, bust knit lining
      • Square cowl halter neckline
      • Back zipper and hook-eye closure
      • Bodycon silhouette
      • Ruched seams
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-4049

      Category Name: Midi Cocktail Dresses

      Price: $46.90

      Availability: In Stock

      Available Color: SAGE

      Available Size: XS, S, M, L

    • 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
    • Kassidy Glitter Cutout Midi Dress

      Special Occasion

      Designed to dazzle with every step, the Kassidy delivers sleek glamour through a glittered knit, bodycon fit, and sculpting cutout bodice. The draped cowl neckline and daring side slit bring soft edge to this scene-stealing midi.

      Fit & Features

      • Glitter knit fabric,knit lining, moderate stretch
      • Cowl neck, padded bra cups
      • Adjustable paghetti straps
      • Cutout bodice
      • Side slit
      • Bodycon silhouette, midi-length hem
      • Runs true to size

       

      Where to Wear:

      Homecoming, weddings, engagement parties, birthdays, date nights, dinner parties, cocktail soirees, red carpet events, award shows

      Style Number/Barcode: 05001-000362

      Category Name: Midi Cocktail Dresses

      Price: $59.90

      Availability: In Stock

      Available Color: WHITE, HUNTER, BLACK, RED

      Available Size: XS, S, M, L, XL

    • 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