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.

  • Talk That Talk Tank Dress

    You're a bad gal, bb! Catch some eyes in this simple-yet-sexy tank dress. Including a racerback neckline that flows into a midi length, this spaghetti tank dress features a smooth, stretchy fabric that hugs your body with every move.

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

    Style Number/Barcode: 05102-0183

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Audrina Formal Sequin Midi Dress

    Special Occasion 

    Come through with head-turning shine as you shimmy the night away in our sequined Audrina midi dress! 

    Fit & Features 

    • High Round Neckline
    • Cap Sleeves
    • Draped Cowl Back 
    • High Side Slit
    • Sequins
    • Lined Mesh | Minimal Stretch 
    • Side Zipper Closure 

     

    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: 05001-0261

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Dream One Shoulder Midi Dress

    Elegance with a little edge. This one-shoulder velvet midi dress features a soft curve-hugging fit, knotted trim detail, and a subtle trumpet hem that moves beautifully with every step—made for holiday soirées and cocktail nights alike.

    Fit & Features

    • Soft velvet-lined fabric
    • One-shoulder neckline with knotted accent
    • Curve-hugging silhouette
    • Trumpet flared midi-length hem 
    • Runs true to size

    Style Number/Barcode: 05101-000772

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER

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

    Product Badge:
    • Sale
  • Show Me Romance Off-The-Shoulder Lace Midi Dress

    A lace midi dress perfect for a date night with bae! Crafted from lace fabric, this off-the-shoulder dress flaunts your figure in a bodycon silhouette and a side slit accent. Pair with earrings and heels.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • Off-the-shoulder neckline, short sleeve cuffs
    • Padded bra cups
    • Bodycon silhouette
    • Back zipper and hook-eye closure
    • Side slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3765

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Try To Resist Surplice Midi Dress

    Try to resist not staring at yourself in this sultry midi dress with every mirror you pass! The dress features a sleeveless V-neckline, sleek spaghetti straps, a surplice pleated bust with lining, and an empire waist seam leading to the form-hugging silhouette and a skin-flaunting slit. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless surplice V-neckline, spaghetti straps
    • Surplice pleated bust, lining
    • Empire waist seam
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1999

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scoop Neck Midi Dress

    This must-have midi will give you an endless amount of OOTDs to wear and pair. 

    Fits & Features

    • Spaghetti Straps
    • Scoop Neckline I Square Back
    • Midi Length Silhouette
    • Stretchy, Jersey Knit Fabric I Fully Lined
    • Curve Hugging Fit 
    • Moderate Stretch

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

      Style Number/Barcode: 05102-0528

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Glitter Spaghetti Strap Mini Dress

      This bodycon features spaghetti straps, a deep v neckline, and a bodycon fit. Dress is composed of a glitter knit material that offers moderate stretch and hem hits right above the knee. Our favorite part is the sheen reflection that the glitter gives off when you catch the light!

      Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

      Style Number/Barcode: 05103-0408

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $33.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Melany Satin Chain Strap Midi Dress

      Special Occasion

       The drama's in the details when it comes to the stunning Melany satin midi dress perfect for upcoming family dinners and parties! She features a sleeveless pleat square neckline, chain link trim adjustable spaghetti straps, a form-hugging fit, a slit accent, and a front side ruched drawstring so you can customize her fit. The formal dress is composed of sleek satin woven fabric with a knit lining and minimal stretch. Complete your dressy look in stiletto mules and a clutch. 

      Fit & Features

      • Sleeveless pleat square neckline, non-slip grip lining
      • Chain link trim adjustable spaghetti straps
      • Strapless or adhesive bra recommended
      • Front slit and ruched drawstring, back zipper closure
      • Form-hugging, midi-length hem
      • Satin woven fabric, knit lining, minimal stretch
      • Fits true to size

      Style Number/Barcode: 05001-1260

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Shimmering Beauty Glitter Tie-Back Midi Dress

      Show up to the party looking like beauty in this glitter slit midi dress! Featuring a sleeveless, square neck with a low-cut, tie-back, and a bum ruching to accentuate your curves. The knit fabric offers a moderate stretch. Complete your dazzling look with metallic heels. 

      Fit & Features

      • Sleeveless, spaghetti straps
      • Square neck, low-cut back with tie
      • Bum ruching
      • Slit midi-length hem
      • Glitter knit fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 05103-4181

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Shine & Divine Ruffle High-Low Dress

      Sleek and polished, the Shine & Divine High-Low dress is just what you need for an effortless look! 

      Fits & Features

      • Wrap V-Neckline
      • Spaghetti Straps With Criss Cross Design At Back 
      • High-Low, Ruffle Trim Hem 
      • Smooth Satin-Like Composition I Fully Lined
      • Form Flattering Fit
      • 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: 05101-0390

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Annalynn Formal Sequin Midi Dress
      Special Occasion 

      Impress in dazzling sequins as you make a diva worthy entrance in our Annalynn dress! She features an all over black hue, a straight strapless neckline, a built in no slip strip and a flattering midi length. The all over lined mesh fabric is adorned with gleaming sequins set in a baroque and diamond pattern. Dress offers a form hugging fit with minimal stretch. Includes a back zipper closure with a fish hook clasp.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-3992

      Category Name: Midi Cocktail Dresses

      Price: $24.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Charming Muse Open Back Flocked Velvet Midi Dress

      The midi dress features a sleeveless cowl neckline, adjustable spaghetti straps that cross at the back, a flocked velvet pattern, and a mermaid silhouette. Complete the outfit with clear heels.

      Fit & Features

      • Lined mesh and velvet fabrication
      • Sleeveless cowl neckline
      • Open back design
      • Adjustable spaghetti straps that cross at the back
      • Flocked velvet pattern
      • Midi length hem
      • Mermaid silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3849

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $46.90

      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 Cocktail Dresses

      Price: $9.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Evening Of Bliss Ruched Bodycon Midi Dress

      Experience an evening of bliss in this chic midi dress! Featuring a folded square neckline and spaghetti straps, and a bodycon silhouette that flatters your figure while the side ruched seam accentuates your curves. The asymmetrical midi length hem adds a stylish touch to this midi dress, perfect for any dressy occasion! Complete the look in block heels.

      Fit & Features

      • Sleeveless folded square neckline
      • Spaghetti straps
      • Bodycon silhouette
      • Side ruched seam
      • Asymmetrical midi-length hem
      • Smooth knit fabric, subtle sheen, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2757

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Daring Beauty Satin Slit Midi Dress

      Envoke a daring and beautiful style in this satin midi dress for semi-formal weddings, cocktail parties, and dressy birthdays! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a center front ruched seam that leads to the flirty slit accent. The luxe satin fabric offers a moderate stretch. Complete the look in bold rhinestone heels.

      Fit & Features

      • Sleeveless square neck
      • Spaghetti straps
      • Bodycon silhouette
      • Center front ruched seam, slit accent
      • Midi-length hem
      • Satin fabric, knit lining at the bust, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2105

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $41.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Major Obsession Marble Print Midi Dress

      The obsession you'll have with this fabulous marble print midi dress is so real! It features a V-neckline with a twist-front design, an alluring front waist cutout to showcase some skin, long fitted sleeves, a ruched side seam that leads to a high-cut side slit, and a midi-length hem with a form-hugging silhouette. The stretchy knit fabric features a trendy marble print pattern. Style this midi dress with spiral heels!

      Fit & Features

      • V-neckline, twist-front design
      • Front waist cutout
      • Long fitted sleeves
      • Ruched side seam, high side slit
      • Midi-length hem, form-hugging fit
      • Marble print, stretchy knit fabric
      • Runs true to size

      Style Number/Barcode: 05102-5309

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Kenia Formal Velvet Midi Dress
      Special Occasion

      Wrap yourself in luxe velvet as you allure them all in our Kenia dress! She features an all over black hue, an off the shoulder neckline, a sweetheart bust, fitted long sleeves and a midi length silhouette with a high side slit. Dress is composed of a black hued velvet fabric.

      Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small ,

      ,*Also available in Plus.
       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-4091

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sparkle Spell Glitter Ruched Midi Dress

      Cast a spell of sparkle in this glitter midi dress at a party! With adjustable spaghetti straps, a sweetheart neckline, a padded bust, and side ruched seams for an ultra-flattering bodycon fit, the dress's glitter knit fabric shimmers gracefully as you move. Complete the look with earrings and a clutch.

      Fit & Features

      • Sleeveless sweetheart neckline
      • Adjustable spaghetti straps
      • Padded bust
      • Side ruched seams, bodycon fit
      • Asymmetrical midi-length hem, side slit
      • Glitter knit fabric, bust knit lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2682

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • What's The Ruche Midi Dress

      A look we honestly can't get enough of! Slip into this form-hugging midi dress and show off those never-ending curves!

      Fits & Features

      • Spaghetti Straps
      • Square Neckline
      • Midi Length Silhouette
      • Woven Fabric I Fully Lined
      • Ruching Throughout 
      • Form Hugging Fit I Curve Hugging Fit 

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

      Style Number/Barcode: 05102-0463

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Cut Out The Drama Midi Dress
      Cut out all that drama and slay in this sultry midi dress! It features a sleeveless bodice, a square neckline, tank-like shoulder straps, a center and side waist cut out with a horizontal bar accent, and a mid-length, form hugging fit. Dress is composed of a stretchy knit fabric with a pretty sheen.

      Style Number/Barcode: 05101-0301

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Alluring Glamour Rhinestone And Pearl Mesh Midi Dress

      Sparkle with alluring glamour in this mesh midi dress embellished with mini rhinestones and faux pearl accents. The bodycon fit paired with the back slit detail brings the chic and sultry style.

      Fit & Features

      • Sheer mesh fabric with full-length woven lining, moderate stretch
      • Mini rhinestone and faux pearl embellishments
      • Sleeveless sweetheart neckline with padded bust, cowl neck draped overlay
      • Adjustable spaghetti straps, back zipper with hook-eye closure
      • Ruched seams, back slit
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3889

      Category Name: Midi Cocktail Dresses

      Price: $24.97 $55.90

      On Sale: Yes

      Availability: In Stock

      Available Color: BLACK

      Available Size: XS, S

      Product Badge:
      • Sale
    • Tricks Of The Trade Convertible Bodycon Midi Dress

      Versatility at its finest, this sleeveless midi dress knows a trick or two! Crafted from a smooth knit fabric that fits like a glove, this dress offers a convertible neckline with a braided strap allowing for multiple styling options, side ruched seams, and a perfect bodycon fit. Complete the look with dangly earrings and heels for date night or a semi-formal event!

      Fit & Features

      • Smooth knit fabric, stretchy knit lining
      • Convertible neckline with braided strap
      • Multiple styling options, off-the-shoulder, halter, one-shoulder
      • Bodycon silhouette
      • Sticky bra or pasties recommended
      • Runs true to size

      Style Number/Barcode: 05101-3564

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Rosewater Romance Chiffon Midi Dress

      This is the dress you wear when you want soft-girl magic with a little plot twist. The floral chiffon floats with every step, the cowl neckline gives that effortless drape, and the lace-up back seals the deal with subtle drama. Finished with a high slit and cascading ruffles, she’s basically a walking love letter.

      Fit & Features

      • Floral-printed jacquard chiffon fabric with subtle textured finish
      • Cowl neckline with spaghetti straps
      • Side cascading ruffle with high front slit
      • Open back with lace-up back closure, hidden zipper and hook-eye closure
      • Midi-length silhouette
      • Runs true to size

      Style Number/Barcode: 05101-000803

      Category Name: Midi Cocktail Dresses

      Price: $56.90

      Availability: In Stock

      Available Color: NATURAL

      Available Size: XS, S, M, L

    • Velvet Bloom Flocked Floral Strapless Midi Dress

      Cue the compliments—this velvet flocked floral midi dress was made to steal them. The strapless neckline and bodycon fit serve up effortless glam for nights that call for drama.

      Fit & Features

      • Sheer mesh fabric with knit lining, moderate stretch
      • Velvet flocked floral pattern
      • Strapless sweetheart neckline, no-slip strip, padded bust
      • Ruching
      • Back zipper with hook-eye closure
      • Midi-length bodycon silhouette, back slit
      • Runs true to size

      Style Number/Barcode: 05101-000453

      Category Name: Midi Cocktail Dresses

      Price: $52.90

      Availability: In Stock

      Available Color: WINE

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