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.

  • Aerin Formal Sequin Midi Dress

    Special Occasion

    Have a night to remember in our Aerin! She features a boat neckline, long sleeves, and a sexy low back with a zipper closure. She is fully lined and composed of a mesh material that offers a form fitting silhouette and slight stretch. Her mid length hemline hits mid calf, and she features a high slit at one side that makes her easy to walk and dance in! She showcases a beautiful sequin swirling pattern throughout that gives an elegant finish!

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.  

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0267

    Category Name: Midi Cocktail Dresses

    Price: $27.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow Girl Sequin Midi Dress

    Glow on with your bad self! Flaunt your pretty self in this captivating dress.

    Fits & Features

    • Adjustable Shoulder Straps
    • Sweetheart Neckline
    • Zipper & Hook And Eye Closure At Back
    • Iridescent Sequins, Mesh Knit Fabric I Fully Lined
    • Midi Length Silhouette
    • Curve Hugging Fit I Ample Stretch 

     

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

    Style Number/Barcode: 05101-0293

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet In Lace Midi Dress
    Look sweet and sultry in this stunning lace midi dress! It features a strapless sweetheart neckline with padded cups, a back zipper closure, a front thigh slit, and a midi length. The black dress is composed of a sheer lace with a nude lining and offers a curve hugging fit and plenty of stretch.

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0066

    Category Name: Midi Cocktail Dresses

    Price: $15.00 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Romance That Wows Floral Mesh Velvet Midi Dress

    Strike a wow-worthy impression in this floral mesh velvet midi dress for an effortlessly romantic look! Boasting a surplice V-neckline, adjustable spaghetti straps, and side ruched seams, this bodycon midi dress is sure to please at parties. Flocked floral velvet adds a luxurious touch to the midi-length hem with a side slit for a graceful finish. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette, side slit, midi-length hem
    • Flocked floral velvet pattern, mesh fabric,sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2922

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kelly High Slit Satin Midi Dress

    Special Occasion

    Elevate your special evening outfit in our chic Kelly dress. She features a sweetheart neckline, long sleeves, vertical seams at the bust, and a midi length silhouette with a high side slit. The dress is composed of lined stretch satin fabric that offers a form hugging fit with a moderate stretch. Complete your look with a dainty rhinestone bracelet.

    Fit & Features

    • Sweetheart neckline
    • Long sleeves
    • Vertical seams at the bust
    • Midi length silhouette
    • High slit
    • Lined stretch satin fabric
    • Form hugging fit, moderate stretch


    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0506

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • 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
  • Darcy Velvet Bow Midi Formal Dress

    Special Occasion

    Romantic with a refined edge, the Darcy velvet midi dress blends timeless polish with a touch of drama. Framed by soft cap sleeves and a classic crew neckline, the open back tied in a bow makes every exit just as striking as the entrance.

    Fit & Features

    • Soft velvet fabric, stretchy knit lining
    • Crew neckline
    • Cap sleeves
    • Open back with bow, lower center back slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, formal celebrations, date nights, rehearsal dinners, engagement parties, holidays

    Style Number/Barcode: 05001-000524

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Best Seller
  • 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

  • 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
    • Sabina Sweetheart Bodycon Satin Midi Formal Dress

      Special Occasion

      Make everyone fall for your chicness in the Sabina satin formal dress! Designed with a flattering sweetheart neckline, this dress will highlight your curves with its bodycon silhouette while the front wrap slit allows for easy movement.

      Fit & Features

      • Stretch satin fabric, bust knit lining
      • Sweetheart neckline, padded bra cups
      • Spaghetti straps
      • Bodycon silhouette
      • Front wrap high slit
      • Midi-length hem
      • Runs true to size

       

      Where to Wear:

      Weddings, cocktail parties, date nights, engagement parties, rehearsal dinners, milestone celebration dinners

      Style Number/Barcode: 05001-000024

      Category Name: Midi Cocktail Dresses

      Price: $49.90

      Availability: In Stock

      Available Color: NAVY

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

    • 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
    • Velvet Promise Floral Midi Dress

      Alluring yet understated—the kind of dress that will have all eyes on you. This burnout velvet floral midi dress features a chic cowl neckline, figure-hugging silhouette, and delicate straps that cross at the back for an effortlessly romantic finish.

      Fit & Features

      • Floral burnout velvet pattern, mesh-lined fabric with stretch
      • Cowl neckline
      • Adjustable spaghetti straps
      • Crisscross back
      • Side slit accent
      • Form-hugging fit
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000370

      Category Name: Midi Cocktail Dresses

      Price: $48.90

      Availability: In Stock

      Available Color: PLUM

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

      Product Badge:
      • Best Seller