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.

  • Abstract Beauty Printed High Slit Midi Dress

    You'll fall in love with the abstract beauty of this chic printed midi dress! Crafted from a sheer woven fabric with a full-length knit lining, this mid-length dress features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, a partially open back with a cross-back strap design and lower back straps, a high-cut side slit to showcase some leg, a flowy A-line silhouette, and an all-over multi-colored abstract print pattern to catch everyone's eye. Style with a layered necklace and clear heels for a gallery opening!

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Partially open back, cross-back strap design, lower back straps
    • Mid-length hem, high-cut side slit, flowy A-line silhouette
    • Multi-colored abstract print
    • Sheer woven fabric, full-length knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5525

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • You Go Girl Midi Dress

    You go babe! This strapless midi dress will leave 'em speechless! Pair with some espadrille wedges for the perf spring time vibe.

    Fit & Features

    • Strapless sweetheart neckline
    • Padded bust
    • Back zipper
    • High waist seam
    • Mid-length form hugging fit
    • Asymmetric hem | Front slit
    • Textured knit fabric | Moderate stretch | Knit lining

    Style Number/Barcode: 05101-0758

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Burnout Flocked Velvet Midi Dress

    Turn heads in this sparkly number! This dress features a plunging v-neckline, long sleeves, and a midi length silhouette. The garment is composed of burnout flocked velvet throughout, fully lined, and has a curve-hugging fit with a slight stretch. 

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

    Style Number/Barcode: 05101-0204

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Soft Curve High Slit Midi Tube Dress

    Serving soft curves with a little edge—this one knows exactly what it’s doing. The midi tube dress hugs in all the right places with a high slit that makes every step feel intentional.

    Fit & Features

    • Ribbed cotton-blend knit fabric, high stretch
    • Strapless sweetheart neckline, knot-front design
    • High-cut side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000665

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Fab Midi Dress

    We are sooooo feeling this 'fit! You'll be looking absolutely fab in this glittery dress! 

    Fits & Features

    • V Neckline
    • Adjustable Spaghetti Straps 
    • Cut Outs At The Back I 3-Button Closure
    • Midi Length Silhouette
    • Glitter Knit I Fully Lined 
    • Form 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: 05103-0671

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Stylishly Fierce Satin Midi Dress

      Stay stylishly fierce in this midi-length slip dress! The dress features adjustable shoulder straps, sleeveless bodice, square back with hidden zipper and hook and eye closure, cowl neckline, thigh-high slit formed by the wrap front, and a mid-length flowy fit. Composed of smooth satin with jacquard leopard print throughout, it offers no stretch. 

      Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.

      Style Number/Barcode: 05101-0535

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Satin Leopard Print Midi Dress
      Sassy and stylish, this leopard print midi was made for a fashionista like you. It features a sleeveless bodice, adjustable spaghetti straps, a cowl neck, a square back with a hidden zipper and hook and eye closure, a wrap front creating a thigh high slit, and a mid-length, flowy fit. The satin-like fabric has no stretch.

      Style Number/Barcode: 05101-0436

      Category Name: Midi Cocktail Dresses

      Price: $18.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Button Like You Midi Dress
      Button up in this one of a kind midi dress! The ivory dress features a V neckline, short sleeves with tie accents, princess seams a multi button down front with a tortoise shell hue, a cinching tie waist and a high low hemline with a ruffled trim. The back features a smocked fabric for a comfortable wear. Dress is composed of a lined lightweight woven fabric that offers a relaxed fit with a minimal stretch.

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

      Style Number/Barcode: 05102-0115

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Lilianna Formal Rhinestone High Slit Midi Dress

      Special Occasion

      The ever-so-chic Lilianna formal rhinestone high slit midi dress will have you shining all night long! Crafted from a sleek slinky knit fabric with all-over rhinestone embellishments for a gorgeous sparkle, she features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, a mid-length hem with a sultry thigh-high side slit to showcase some leg, and a form-hugging silhouette to flaunt your figure. The slinky knit fabric includes a knit lining. Complete your cocktail party look with a gemstone necklace and stiletto heels.

      Fit & Features

      • Sleeveless cowl neckline, adjustable spaghetti straps
      • Mid-length hem, thigh-high side slit
      • Form-hugging silhouette
      • All-over rhinestone embellishments
      • Slinky knit fabric, knit lining, plenty of stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1908

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sultry Sequins Midi Dress

      This jaw-dropping midi dress is just what you need for your holiday outings! 

      Fits & Features

      • Adjustable Spaghetti Straps
      • Sweetheart Neckline With Padded Cups
      • Zipper With Hook & Eye Closure At Back
      • Midi Length Silhouette
      • Lined, Sheer Mesh Fabric With Diamond & Scroll Print Pattern Sequins 
      • Curve Hugging Fit I Moderate Stretch 

        Style Number/Barcode: 05101-0602

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $62.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Alluring Muse Metallic High Slit Midi Dress

        Stylishly turn heads like the alluring muse you are in this metallic midi dress! It features a sleeveless square neckline, spaghetti straps, an asymmetric mid-length hem creating a sultry thigh-high side slit, and a form-hugging silhouette. The textured metallic knit fabric will give off the most stunning sheen to make sure all eyes are on you. Complete your party 'fit with sparkly rhinestone heels.

        Fit & Features

        • Sleeveless square neckline
        • Spaghetti straps
        • Asymmetric mid-length hem
        • Thigh-high side slit
        • Form-hugging fit
        • Textured metallic knit fabric, sewn-in stretchy knit lining
        • Runs true to size 

        Style Number/Barcode: 05101-2858

        Category Name: Midi Cocktail Dresses

        Price: $19.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Bring Knit On Midi Dress

        Bring on the style with this trendy basic knit midi! The dress features a mock neckline, long fitted sleeves, and a mid-length, curve hugging fit. Garment is composed of a brushed knit fabric with a knit lining, offering 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: 05102-0178

        Category Name: Midi Cocktail Dresses

        Price: $11.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Simone Formal Satin Tie-Back Cutout Midi Dress

        Special Occasion

        Slip into the Simone formal satin midi dress for a sultry vibe at banquets or weddings! She features a square neckline adorned with spaghetti straps, a tie-back design, a flirty underbust cutout, a center back slit, and a bodycon silhouette that hugs your curves down to the knee-length midi hem. The formal midi dress is crafted from a luxuriously soft satin fabric with minimal stretch. Complete the look with a mini purse and heels.

        Fit & Features

        • Sleeveless square neck, spaghetti straps
        • Tie-back design, underbust cutout
        • Center back slit
        • Bodycon silhouette, midi-length hem
        • Luxe satin fabric, minimal stretch
        • Sticky bra recommended
        • Runs true to size

        Style Number/Barcode: 05001-1999

        Category Name: Midi Cocktail Dresses

        Price: $29.97 $46.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Mia Formal Sleeveless Cutout Midi Dress

        Special Occasion

        Simply chic, the Mia formal midi dress is a must-have style for cocktail parties or as a guest at weddings! She features a sleeveless square neckline, spaghetti straps, an alluring small cutout under the bust, a midi-length hem with a fab back slit accent, and a form-hugging silhouette. Complete the look with strappy stilettos.

        Fit & Features

        • Sleeveless square neckline
        • Spaghetti straps, back zipper closure
        • Small cutout under the bust
        • Midi-length hem, back slit, form-hugging fit
        • Woven fabric, moderate stretch
        • Strapless or sticky bra recommended
        • Runs true to size

        Style Number/Barcode: 05001-1447

        Category Name: Midi Cocktail Dresses

        Price: $14.97 $56.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Wild Feline Leopard & Tiger Ruched Midi Dress

        Spotted: The purrrrrrfect midi dress! Shake up your look and add some animal print in your wardrobe. 

        Fits & Features

        • Bungee Spaghetti Straps
        • Elastic Square Neckline
        • Ruched Design 
        • Mixed Leopard & Tiger Inspired Print
        • Midi Length Silhouette
        • Mesh Composition I Fully Lined
        • Little Stretch

         

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

          Style Number/Barcode: 05102-0406

          Category Name: Midi Cocktail Dresses

          Price: $13.97 $34.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Clearance
        • Party Animal Leopard Midi Dress

          Party's here. Stand out and get spotted in this purrrrr-fect dress!

          Fits & Features

          • Narrow Spaghetti Straps
          • Plunging V Neckline I Empire Waist
          • Zipper With Hook & Eye Closure
          • Midi Length Silhouette I Small Slit At Center Back
          • Faux Suede-Like Knit Fabric I Fully Lined
          • Form Flattering Fit I Moderate Stretch

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

            Style Number/Barcode: 05103-0705

            Category Name: Midi Cocktail Dresses

            Price: $16.97 $42.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • X Marks The Spot Midi Dress

            Look no further for the perfect night out dress! The sultry midi features a sleeveless bodice, a V neckline and a double row of spaghetti straps that leads to a cross back design. The relaxed fit bodice leads to body hugging midi silhouette that falls slightly above the knee. Dress is composed of double lined coated satin fabric that offers a moderate stretch. Zipper not included. 

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

            Style Number/Barcode: 05101-0278

            Category Name: Midi Cocktail Dresses

            Price: $13.97 $33.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Best Dressed Guest Midi Dress

            The invitation is handled, now all you need is the dress. This strapless midi dress hugs in all the right places with a sleek fit and dramatic side ruffle that guarantees your entrance won't go unnoticed.

            Fit & Features

            • Slinky knit fabric, knit lining
            • Strapless neckline, non-slip grip lining
            • Side ruffled detail
            • Bodycon midi-length silhouette 
            • Runs true to size

            Style Number/Barcode: 05101-001408

            Category Name: Midi Cocktail Dresses

            Price: $44.90

            Availability: In Stock

            Available Color: PLUM

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

          • Sunlit Elegance Satin A-Line Midi Dress

            This dress feels like golden hour in outfit form. The silky satin finish, lace-trimmed hanky hem, and soft shade give it that effortlessly elevated look that works for weddings, showers, and every RSVP on your summer calendar.

            Fit & Features

            • Silky satin woven fabric
            • Sweetheart neckline
            • Spaghetti straps
            • Back zipper closure
            • A-line silhouette
            • Lace trim hanky midi-length hem
            • Runs true to size

            Style Number/Barcode: 05101-001480

            Category Name: Midi Cocktail Dresses

            Price: $64.90

            Availability: Out of Stock

            Product Badge:
            • Ships Free
          • Timeless Look Bow Strap Polka Dot Tulle Midi Dress

            Charmed and classy, this polka dot tulle midi dress has a timeless look that will never go out of style! Adorned with charming ribbon bow straps and a square neckline, this dress exudes grace and femininity. The tiered flowy silhouette, midi-length hem, and polka dot pattern on tulle fabric create a delicate style. Complete the look in block heels and a clutch for a wedding or garden party!

            Fit & Features

            • Polka dot pattern, tulle fabric lined with stretchy knit
            • Ribbon bow straps
            • Square neckline
            • Tiered flowy silhouette
            • Midi-length
            • Runs true to size

            Style Number/Barcode: 05101-3451

            Category Name: Midi Cocktail Dresses

            Price: $9.97 $59.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Chic Standout Satin Asymmetric Midi Dress

            You'll be such a chic standout at cocktail hour in this silky-sleek satin midi dress. It features a strapless straight-across neckline, a fitted bodice, and an asymmetric high-cut midi-length hem with a flowy silhouette. The satin woven fabric has minimal stretch. Style with lace-up stiletto heels!

            Fit & Features

            • Strapless straight-across neckline
            • Dart seam accents
            • Asymmetric high-cut midi-length hem
            • Fitted bodice, flowy silhouette
            • Satin woven fabric, knit lining at the bust, minimal stretch
            • Runs true to size

            Style Number/Barcode: 05101-2752

            Category Name: Midi Cocktail Dresses

            Price: $9.97 $45.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Ruched Glitter Knit Midi Dress

            Glitter is majorly in this holiday season, and this midi dress is a must-have for all your parties and outings!

            Fit & Features

            • Tank-like shoulder straps
            • High crew neckline
            • Back zipper | Hook and eye closure
            • Ruched side detailing
            • Mid-length, curve hugging fit
            • Glitter knit fabric
            • 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: 05101-0375

            Category Name: Midi Cocktail Dresses

            Price: $19.97 $49.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Clearance
          • Ignite The Night Rhinestone Cutout Midi Dress

            Ignite the night with your dazzling vibes in this sleeveless midi dress at semi-formal events! With a square neckline and spaghetti straps, it offers a form-hugging fit that accentuates your curves. The gem and rhinestone side cutout adds a touch of sparkle, while the asymmetrical side cut and midi-length hem give it an edgy yet elegant look. Complete the look in block heels and a clutch!

            Fit & Features

            • Smooth knit fabric lined with knit, moderate stretch
            • Spaghetti straps
            • Square neckline
            • Gem and rhinestone side cutout
            • Asymmetrical side cut
            • Form-hugging silhouette
            • Runs true to size

            Style Number/Barcode: 05101-2937

            Category Name: Midi Cocktail Dresses

            Price: $9.97 $39.90

            On Sale: Yes

            Availability: Out of Stock

            Product Badge:
            • Sale
          • Glitzy Goals Sequin Midi Dress

            Go on and show 'em that glow! You'll be ringing in the New Year in style with our Glitzy Goals midi dress!

            Fits & Features

            • Adjustable, Narrow Spaghetti Straps That Cross At The Back
            • Plunging V Neckline I Padded Bust 
            • Midi Length Silhouette
            • Ribbed Knit Fabric I Iridescent Sequins Throughout 
            • Bodycon Fit I Ample Stretch
            • Zipper Not Included 

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

              Style Number/Barcode: 05103-0522

              Category Name: Midi Cocktail Dresses

              Price: $9.97 $38.90

              On Sale: Yes

              Availability: Out of Stock

              Product Badge:
              • Clearance