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.

  • Jaimie Formal Surplice Wrap Tea Length Dress

    Special Occasion

    Show some curves in the Jaimie Formal Surplice Wrap Tea Length Dress designed to flaunt your hourglass in a form-fitting silhouette. She features puff long sleeves, a surplice v-neckline on a fitted bodice, side ruched seams, and a wrap-style skirt. Composed of sleek knit fabric that offers plenty of stretch. Finish your look in rhinestone hoops and a clutch.

    Fit & Features

    • Surplice v-neckline, puff long sleeves
    • Bra-friendly design
    • Fitted bodice, side ruched seams
    • Wrap-style skirt, form-fitting silhouette
    • Short-length hem
    • Sleek knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05001-1012

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Over Cut Out Midi Dress

    Take control of the room in a midi dress that says it all! Featuring a square neckline, spaghetti straps, and a curve hugging fit. Dress is one piece, with a cut out detail below the chest. Skirt of the dress features a high slit at one side and a hem that hits right above the knee.

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

     

    Style Number/Barcode: 05101-0184

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bloom With Desire Strapless Midi Dress

    Flirty yet sophisticated, this bodycon midi dress features sheer mesh, velvet rose detailing, and a strapless neckline that makes it perfect for dinner parties or upscale soirées.

    Fit & Features

    • Velvet rose pattern, mesh-lined fabric
    • Strapless neckline
    • Back zipper closure
    • Bodycon silhouette
    • Midi-length hem, center back slit
    • Runs true to size

    Style Number/Barcode: 05101-000400

    Category Name: Midi Cocktail Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: TAUPE

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

  • Dinner By The Sea Tube Crochet Midi Dress

    You'll be a dreamy view in this crochet tube midi dress, enjoying a dinner by the sea. The form-hugging silhouette showcases your figure while the high side slit adds a daring touch of allure with seashell trim creates a captivating coastal-inspired look.

    Fit & Features

    • Crochet knit fabric, short knit stretchy lining
    • Strapless tube neckline
    • Form-hugging fit
    • High side slit, seashell trim
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000109

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Chic Midi Dress

    Turn heads in this off the moment chic midi! The dress features a sleeveless bodice, a deep V neckline, tank like shoulder straps that lead to a cross back followed by a cut out, a vertical seam running down the front and back, and a mid-length, form hugging fit with a small slit at the back hem. The dress is composed of a thick nylon ponte knit fabric that offers moderate stretch.

    Model is 5'7" with 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0185

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trumpet Hem Satin Midi Dress

    Looking for an elegant style that's still got a bit of flare? This midi is all about a streamlined look with a hint of drama! 

    Fits & Features

    • Plunging V-Neckline I Square Back
    • Spaghetti Straps
    • Vertical Dart Seams At Bust
    • Midi, High-Low Trumpet Hem 
    • Satin-Like Composition I Fully Lined
    • Form-Hugging Silhouette I 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: 05101-0332

      Category Name: Midi Cocktail Dresses

      Price: $15.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Next Stop Sultry Velvet Slit Midi Dress

      This velvet bodycon dress takes you to Sultryville! The midi dress features a sweetheart neckline, adjustable spaghetti straps, flexible boning, a flattering bodycon silhouette and front slit. Luxuriously crafted on velvet knit fabric for an air of sophistication. Complete the look with statement earrings for a holiday soiree!

      Fit & Features

      • Sleeveless sweetheart neckline
      • Adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • Padded bust, flexible boning inserts
      • Bodycon silhouette, front slit, midi-length hem
      • Lined velvet fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2928

      Category Name: Midi Cocktail Dresses

      Price: $6.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Beverly Formal Satin Pleated Corset Midi Dress

      Special Occasion

      The Beverly formal satin dress takes flawless bathroom selfies and looks amazing while sipping on a cocktail! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a corset bodice with a pleated and padded bust, flexible boning, and a curve-flaunting bodycon silhouette, front slit, and midi-length hem. The formal dress is composed of a lined silky satin fabric with minimal stretch. Complete your red carpet or wedding guest look in rhinestone stiletto heels.

      Fit & Fetaures

      • Sleeveless sweetheart neckline, adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • Corset bodice, pleated and padded bust, flexible boning
      • Bodycon silhouette, front slit
      • Midi-length hem
      • Lined silky satin fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 05001-1694

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • The Glow Up Glitter Mini Dress

      Light up the night with some serious glitter shine! Go for that glow-up look with this chic mini dress! 

      Fits & Features

      • Plunging Wired V Neckline
      • Ruched Bodice
      • Spaghetti Straps | Cross Back 
      • Glitter
      • Form Hugging Fit
      • Moderate Stretch
      • Fully Lined 

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

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

        Style Number/Barcode: 05103-0600

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Charming And Chic Midi Dress

        This charming and chic midi dress will turn your look into a classic. It features a sleeveless bodice, a high round neckline, a back zipper closure, flattering vertical seam detailing along the bust, and a mid-length, curve hugging fit. The dress is composed of a ponte knit fabric that offers moderate stretch.

        Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

        Style Number/Barcode: 05102-0190

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $32.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Melanie Formal Sequin Midi Dress

        Special Occasion

        Bring the sparkle with our enchanting Melanie dress! She features a sleeveless bodice, a plunging V neckline, tank-like straps and a midi length silhouette  with a high side slit. The all over sequins are set in a captivating scroll print pattern. Dress is composed of mesh knit fabric that offers a relaxed fit.

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

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05001-0237

        Category Name: Midi Cocktail Dresses

        Price: $19.97 $69.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Dancing And Drinks Sleeveless Mesh Ruffle Midi Dress

        You better grab your girls and go out tonight in this sleeveless midi dress! This stunning dress features a square neckline, spaghetti straps, and a bodycon silhouette to accentuate your figure. The sheer mesh ruffled slit midi-length hem adds a touch of sass! Complete the look in stiletto heels and a clutch.

        Fit & Features

        • Double-lined knit fabric, moderate stretch
        • Spaghetti straps
        • Square neckline
        • Bodycon fit
        • Sheer mesh ruffled slit midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-3299

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Reese Formal Strapless Marabou Glitter Midi Dress

        Special Occasion

        Glam up your evenings with the Reese formal glitter midi dress for Homecoming or formal celebrations! She features a strapless neckline with a fabulous marabou trim, a bodycon silhouette that hugs your curves, and a front slit along her midi-length hem. The formal knee-length dress is composed of a glitter crepe knit fabric offering endless sparkle and moderate stretch. Style the midi dress with platform heels.

        Fit & Features

        • Strapless neckline, marabou trim
        • Bodycon silhouette
        • Front slit
        • Midi-length hem
        • Glitter crepe knit fabric, moderate stretch
        • Sticky or strapless bra recommended
        • Runs true to size

        Style Number/Barcode: 05001-1945

        Category Name: Midi Cocktail Dresses

        Price: $29.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Emma Rhinestone Trim Satin Formal Midi Dress

        Special Occasion

        The gorgeous Emma satin formal midi dress will spark up all the compliments at your next dressy affair. She features a sleeveless sweetheart neckline with a sparkling rhinestone trim for a pop of glamour, a pleated cowl draped overlay, a built-in padded bust, adjustable spaghetti straps for a customized fit, ruching at the waist, a midi-length hem with a high-cut front slit to showcase some leg, and a bodycon silhouette that will hug your curves. The sleek satin woven fabric includes a knit lining at the bust. Style this midi dress with rhinestone stilettos for a chic cocktail party look!

        Fit & Features

        • Sleeveless sweetheart neckline, rhinestone trim, pleated cowl draped overlay
        • Padded bust, adjustable spaghetti straps, back zipper, hook and eye closure
        • Ruching at the waist
        • Midi-length hem, high front slit, bodycon silhouette
        • Satin woven fabric, knit lining at the bust, minimal stretch
        • Strapless or sticky bra recommended
        • Runs true to size

        Style Number/Barcode: 05001-1594

        Category Name: Midi Cocktail Dresses

        Price: $29.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Strappy Styles Midi Dress

        Strappy and stylish, this midi dress will freshen up your wardrobe. It features a sleeveless bodice, spaghetti straps, a wrap front V neckline, an open back with bar strap details, and a mid-length, form hugging fit. The dress is composed of a crepe fabric, offering moderate stretch, and includes a knit lining.

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

        Style Number/Barcode: 05103-0278

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $38.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Chelsea Satin Midi Formal Dress

        Special Occasion

        Striking in its simplicity, the Chelsea formal dress brings sleek confidence to any dress-up moment. Crafted in glossy satin with a form-hugging silhouette and side slit, this midi is made for the spotlight—with a square neckline that feels timeless yet fresh.

        Fit & Features

        • Stretch satin fabric, stretchy knit lining
        • Square neckline, padded bra cups
        • Adjustable spaghetti straps
        • Back zipper and hook-eye closure
        • Form-hugging silhouette
        • Side slit, midi-length hem
        • Runs true to size

         

        Where to Wear:

        Weddings, rehearsal dinners, engagement parties, bridal showers, receptions, photoshoots, cocktail soirees, birthdays, date nights, anniversaries, dinner parties, formal events

        Style Number/Barcode: 05001-000391

        Category Name: Midi Cocktail Dresses

        Price: $64.90

        Availability: In Stock

        Available Color: RED, IVORY

        Available Size: XS, S, M

      • Floral Enchantment Sleeveless Lace Midi Dress

        Enchant with romantic florals in a midi dress featuring a sleeveless V-neckline, molded bra cups, adjustable spaghetti straps, a floral lace pattern that creates a sheer illusion, and a matching floral lace hem. Complete your date night outfit with strappy stiletto heels. 

        Fit & Features

        • Lined mesh and lace fabrication
        • Sleeveless V-neckline
        • Molded bra cups
        • Adjustable spaghetti straps
        • Floral lace pattern
        • Midi-length hem with lace trim
        • Runs true to size

        Style Number/Barcode: 05101-3739

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $46.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Looking Lovely Cowl Ruffled Midi Dress

        You'll always look lovely in this sleeveless midi dress at parties and semi-formals! It features a subtle cowl neckline, spaghetti straps with one cascading ruffle trim, a bodycon silhouette, and a flattering asymmetrical ruffled hem on buttery soft knit fabric with a short lining. Complete the look in statement heels.

        Fit & Features

        • Sleeveless subtle cowl neckline
        • Spaghetti straps, one cascading ruffle trim
        • Bodycon silhouette
        • Asymmetrical ruffled midi-length hem
        • Buttery soft knit fabric, short lining, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05101-2702

        Category Name: Midi Cocktail Dresses

        Price: $5.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Chic Intentions Off-The-Shoulder Midi Dress

        Effortlessly chic and subtly bold, this off-the-shoulder mesh midi dress pairs sleek ruching with a curve-hugging fit—made for cocktail parties, rooftop soirées, and everywhere you own the room.

        Fit & Features

        • Mesh fabric with knit lining, high stretch
        • Off-the-shoulder design, short-sleeved cuffs
        • Cowl neckline
        • Ruching
        • Midi-length hem
        • Bodycon silhouette
        • Runs true to size

        Style Number/Barcode: 05101-000382

        Category Name: Midi Cocktail Dresses

        Price: $38.90

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Undeniable Lace Sweetheart Velvet Midi Dress

        Look undeniably chic in this velvet midi dress showcasing a partially sheer lace bodice for romance and a figure-flattering mermaid silhouette. The dress features a sleeveless sweetheart neckline with lined and padded cups, velvet adjustable spaghetti straps for a customized fit, and a secure back zipper closure.

        Fit & Features

        • Partially sheer floral lace bodice
        • Sweetheart neckline with lined and padded cups
        • Velvet adjustable spaghetti straps
        • V-shaped back, zipper with hook-eye closure
        • Velvet mermaid silhouette, moderate stretch
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-3735

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $48.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Single Scoop Strappy Back Midi Dress

        Serve up a single scoop of you in this sultry midi dress for cocktail hour! It features a sleek, sleeveless, scoop neck, spaghetti straps, bodycon silhouette, and a strappy open back. Complete the look in glitzy earrings.

        Fit & Features

        • Sleeveless, scoop neck, spaghetti straps
        • Strappy open-back detail
        • Bodycon silhouette
        • Midi-length hem
        • Slinky knit fabric, knit lining, moderate stretch
        • Fits true to size

        Style Number/Barcode: 05101-1317

        Category Name: Midi Cocktail Dresses

        Price: $19.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Petra Crepe Off Shoulder Midi Dress

        Special Occasion

        With a fold-over, off-shoulder neckline and fitted long sleeves, our Petra exudes class and elegance. Her midi-length hem features a back center slit for you to glide around with ease. Accessorize her with a gorge envelope clutch and a fab pair of heels! 

        Fits & Features

        • Off Shoulder Fold-Over Neckline 
        • Back Zipper Closure
        • Fitted Long Sleeves
        • Midi Length Hemline | Fitted Skirt 
        • Center Back Slit 
        • Crepe Fabric | Fully Lined
        • Form Hugging Fit | Plenty Of Stretch 

         

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05001-0398

        Category Name: Midi Cocktail Dresses

        Price: $31.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Satin Dreams Midi Dress

        We are totally obsessed with satin right now and we are guessing you are too! This midi dress features a v-neckline, thin spaghetti straps that lead to a square back and a hemline that flows into a floor length. Dress is composed of a satin like material that offers a relaxed fit with no stretch.

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

        Style Number/Barcode: 05102-0325

        Category Name: Midi Cocktail Dresses

        Price: $13.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Marleigh Velvet One-Shoulder Midi Dress

        Special Occasion

        Sleek, stunning, and undeniably chic—the Marleigh velvet one-shoulder midi dress turns heads with its asymmetric neckline, figure-tracing silhouette, and daring thigh-high slit. A perfect mix of elegance and allure for your next night out.

        Fit & Features

        • Velvet fabric, moderate stretch
        • Asymmetric one-shoulder neckline, long fitted sleeve
        • Sweetheart padded bust
        • Back zipper with hook-eye closure
        • Ruching, high-cut front slit
        • Midi-length form-hugging silhouette
        • Runs true to size

         

        Where to Wear:

        Weddings, rehearsal dinners, cocktail parties, evening dinners, romantic date nights, and rooftop parties.

        Style Number/Barcode: 05001-000400

        Category Name: Midi Cocktail Dresses

        Price: $59.90

        Availability: In Stock

        Available Color: BLACK

        Available Size: XS, S