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.

  • Timeless Crush Sleeveless Ruffle Midi Dress

    A crush that's timeless? Yourself in this sleeveless midi dress! It features a square neck, spaghetti straps, a flattering bodycon silhouette, and a high-low ruffled midi-length hem on smooth knit fabric. Complete the look with a chic crop jacket and heels for a party!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon silhouette
    • High-low ruffled midi-length hem
    • Smooth knit fabric
    • Moderat stretch
    • Runs true to size

    Style Number/Barcode: 05101-2756

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alani Formal Off The Shoulder Dress

    Special Occasion 

    Pair sultry and sweet in our captivating Alani dress! She features an off the shoulder neckline, a fold over accent that creates a sweetheart bust and ruched detailing. Her relaxed fit bodice leads to a curve hugging midi length silhouette to showcase an hourglass illusion. Dress is composed of a lined ultra smooth knit fabric that offers a moderate stretch.

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0228

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Shine Sequin Midi Dress

    Bring the shine in this sultry-chic sequin midi dress! It features a sleeveless V-neckline, dual bungee spaghetti straps, an open back with a cross-back strappy design, and a midi-length, curve-hugging silhouette with a thigh-high front slit. The lined mesh fabric features all-over sequin embroidery. Style with glitzy rhinestone earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Dual bungee spaghetti straps
    • Open back, cross-back strappy design
    • Midi-length hem, fitted bodycon silhouette, high front slit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • All-over sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05101-1652

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Low-Key Luxe Open Back Midi Dress

    From classy neckline to tie-back surprise, this bodycon midi dress brings unexpected drama to this sleek silhouette. Perfect for weddings, date nights, or any occasion to dress up!

    Fit & Features

    • Slinky knit-lined fabric, moderate stretch
    • Boat neckline
    • Open tie-back design
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000502

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serving Chic Vibes Strapless Bodycon Midi Dress

    You'll be serving chic vibes in this bodycon midi dress designed with a strapless sweetheart neckline and curve-flaunting fit. The structured ponte fabric offers a sculpted silhouette.

    Fit & Features

    • Ponte knit fabric, moderate stretch
    • Strapless sweetheart neckline
    • Vertical seam design
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000271

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: RED, ROYAL

    Available Size: XS, S, M, L

  • Act The Part Sequin Midi Dress

    You're the real star of the show in this sequin midi dress featuring a sleeveless square neck, adjustable spaghetti straps, side and back cutouts, a form-hugging silhouette, and a sultry side slit. Complete your dazzling look in stiletto mules.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Back hook and eye closures
    • Side and back cutouts
    • Form-hugging, side slit, midi-length hem
    • Sequin-knit mesh fabric, lined, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2146

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rise To The Occasion Long Sleeve Slit Midi Dress

    When last-minute plans arise this long sleeve midi dress rises to the occasion in chic style! The fitted long sleeves and bodycon silhouette hug your curves, while the square neckline flatters your bust. The tie-back design cinches your waist and the front slit adds a modern twist to this midi-length dress. Complete the look in stiletto heels for a dressy date night or cocktail party!

    Fit & Features

    • Smooth, stretchy knit fabric, top lining
    • Square neck and back
    • Long fitted sleeves
    • Tie-back design
    • Front slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3002

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dare To Be Noticed Ruffle Slit Midi Dress

    Dare to be noticed in this effortless midi dress perfect for dressy soirees and dates! Capture the moment in this knee-length dress featuring a square neckline, adjustable spaghetti straps, a cascading front ruffle trim, a flattering bodycon silhouette, and a sultry side slit on slinky knit fabric. Complete the look in block heels and a clutch.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Cascading front ruffle trim
    • Bodycon silhouette
    • Side slit, midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2828

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Silhouette Bodycon Midi Dress

    This classic bodycon midi dress will create a stunning silhouette. It features a sweetheart neckline, short cap sleeves, a midi-length hem, and a curve-hugging fit. The brushed knit fabric offers plenty of stretch. Style this mid-length dress with sleek hoops and strappy heels.

    Fit & Features

    • Sweetheart neckline
    • Short cap sleeves
    • Midi-length hem
    • Form-hugging silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2230

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colorful Expressions Two-Tone Glitter Midi Dress

    Elevate your look with this glitzy hued midi! With an array of colors glistening throughout, brighten the room at every angle. 

    Fits & Features

    • Spaghetti Straps
    • Cross & Lattice Back I Zipper & Hook And Eye Closure
    • Deep V-Neckline With Padded Cups 
    • Two-Tone Glitter Knit Composition I Fully Lined
    • Midi Length Silhouette 
    • Curve Hugging Fit I Moderate Stretch 
    • Glitter May Transfer

    Style Number/Barcode: 05103-0279

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Bloom Floral Slit Midi Dress

    Soft florals meet a sultry silhouette—this midi dress is your date night fave. The body-hugging fit and flirty slit bring serious heart-eye energy.

    Fit & Features

    • Floral print, stretchy knit fabric with lining
    • Sweetheart cowl neckline
    • Spaghetti straps
    • Bodycon fit
    • Front slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000214

    Category Name: Midi Cocktail Dresses

    Price: $7.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feminine Chic Satin Cowl Neck Midi Dress

    For every babe who has upcoming events or plans. Keep your look chic in this satin midi dress featuring a sleeveless cowl pleated neckline with a wired insert, spaghetti straps, a bodycon silhouette, a side slit accent, and a midi-length hem. Style with a glitter clutch and heels to show your sparkle!

    Fit & Features

    • Sleeveless cowl pleated neckline, wired insert
    • Spaghetti straps
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Silky satin fabric, bust lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2692

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Hour Crepe Asymmetrical Midi Dress

    Unlock sophistication in this sultry crepe midi dress for a cocktail hour or date night! The dress features a sleeveless square neckline, tank shoulder straps, a bodycon silhouette, and a side ruched seam atop a flirty side slit and asymmetrical hem. Complete the look in rhinestone strap block heels.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Bodycon silhouette
    • Side ruched seam, slit
    • Asymmetrical midi-length hem
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2371

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cocktail Glam Satin Midi Dress

    Look glam for cocktail hour in this smooth satin midi dress designed to give you the perfect hourglass appearance! It features a sleeveless square neck, spaghetti straps, a princess seam bodice, a high-waist seam with side pleating, and a bodycon, wrap- asymmetrical hem. Complete your dressy look in glitter heels and a clutch.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Princess seam bodice
    • High-waist seam, side pleating
    • Bodycon silhouette
    • Midi, wrap-asymmetrical hem
    • Smooth satin fabric, lined, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1621

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jayd Formal Glitter Long Sleeve Midi Dress

    Special Occasion

    A midi dress with sparkling shimmer! The Jayd formal glitter dress offers the perfect shine for homecoming or dressy celebration parties. She features sheer mesh fitted long sleeves, a square neckline, a flattering bodycon silhouette, and a sultry wrap front slit. The formal dress is crafted from a glitter crepe fabric that shimmers under any light. Style the formal knee-length dress with silver block heels.

    Fit & Features

    • Sheer mesh fitted long sleeves
    • Square neckline
    • Bodycon silhouette
    • Wrap front slit, midi-length hem
    • Glitter crepe fabric, moderate stretch
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1727

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesh Muse Midi Dress

    Be a total muse in mesh with this sexy midi! The dress features a sleeveless bodice, adjustable spaghetti straps, a rounded neckline, a square back with a zipper and hook and eye closure, ruched detailing along each side, and a mid-length, flattering curve hugging fit. The garment is composed of a sheer mesh with a knit lining and features a sultry back slit.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0270

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shimmering Nights Cowl Neck Glitter Midi Dress

    Shimmer all night in this sleeveless glitter midi dress featuring a stunning cowl neckline and a mermaid silhouette that flatters your curves. Pair with heels and a purse.

    Fit & Features

    • Glitter knit fabric with plenty of stretch
    • Sleeveless cowl neckline
    • One tank strap, one asymmetric spaghetti strap
    • Partial open back with asymmetric spaghetti strap
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3808

    Category Name: Midi Cocktail Dresses

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Simple And Sultry Cutout Midi Dress

    Simple and sultry, this cutout midi dress will make a chic impression. It features a sleeveless V-neckline with ruching and a center O-ring accent, spaghetti straps, a front waist cutout, a midi-length hem with a thigh-high front slit, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, ruched, center metal O-ring accent
    • Spaghetti straps
    • Front waist cutout, high waist
    • Midi-length hem, high front slit
    • Curve-hugging fit
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2298

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delicate Drama Ruched Midi Dress

    This dress is all about subtle drama done right. With sheer sleeves, a draped neckline, and ruching that moves with you, it gives that effortlessly pulled-together feel from every angle.

    Fit & Features

    • Sheer mesh fabric with high stretch
    • Cowl neckline with halter-style spaghetti straps
    • Long sheer sleeves
    • Ruched detailing throughout the body
    • Midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000782

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timeless Allure Cowl Neck Mesh Ruffle Midi Dress

    Enjoy the timeless allure of this sleeveless midi dress showcasing a fun and fabulous flair that'll inspire you to get dolled up! The midi-length dress features a sultry cowl neckline, spaghetti straps that shape the open strappy back detail, a curve-hugging silhouette, and an asymmetrical mesh ruffled hem. Complete the look in block heels for a date night!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Curve-hugging silhouette
    • Mesh ruffled midi-length hem
    • Lined buttery smooth knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2996

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stevie Formal Sequin Midi Dress

    Special Occasion

     A cause for celebration! Make every room shine in the Stevie formal sequin dress perfect for birthdays or wedding guests. She features a sleeveless one-shoulder, cowl neck, adjustable spaghetti strap, built-in padded bust, and bodycon silhouette with a slit along the midi-length hem. The formal dress is composed of a sequin fabric with a knit lining and plenty of stretch. Style with lace-up heels and earrings to complete the look!

    Fit & Features

    • Sleeveless one-shoulder, cowl neck, adjustable spaghetti strap
    • Back zipper and hook-eye closure
    • Built-in padded bust
    • Bodycon, front slit, midi-length hem
    • Sequin fabric, knit lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1335

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Caught Your Eye Strapless Midi Dress

    The kind of dress that speaks fluent confidence. This strapless midi dress hugs your curves with soft ruching and a flirty ruffle slit—effortlessly romantic, just bold enough to turn every entrance into a moment.

    Fit & Features

    • Smooth knit stretchy fabric, knit lining
    • Strapless neckline
    • Ruffled side slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000603

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BURGUNDY, LIGHT, BLUE

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

  • Total Allure Mock Neck Side Slit Midi Dress

    A sleeveless mesh midi dress featuring a mock neckline with a chic scarf accent, a bodycon fit, and a flirty side slit. Perfect for styling with stiletto heels and a clutch.

    Fit & Features

    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Mock neckline with a scarf accent
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Side slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3737

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gaia Satin Off-The-Shoulder Wrap Midi Dress

    Special Occasion

    The Gaia formal satin dress features a sweetheart neckline with off-the-shoulder short sleeve accents, a ruched faux wrap silhouette, and a midi-length hem. Complete your cocktail outfit with block heels.

    Fit & Features

    • Stretchy satin-knit fabrication, top knit lining
    • Off-the-shoulder neckline, short sleeve cuffs
    • Sweetheart padded bust
    • High waist seam
    • Ruched faux wrap-front design
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2509

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free