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.

  • Raegan Formal Sequin Midi Dress

    Special Occasion

    Bring the glitz and shine in our dazzling Raegan dress!

    Fits & Features

    • Plunging V Neckline
    • Vertical Princess Seams Along The Bust I Padded Cups 
    • Double Row Spaghetti Straps
    • Partially Open Back 
    • Curve-Hugging Fit I Minimal Stretch
    • Midi Length Silhouette
    • Lined Mesh Fabric Adorned With Sparkling Sequins Throughout 

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

      Gold: Model is 5'9" with a 34" 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: 05001-0212

      Category Name: Midi Cocktail Dresses

      Price: $21.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Alena Formal Satin Cowl Neck Midi Dress

      Special Occasion

      Look and feel effortlessly elegant in the Alena formal satin dress designed to make a statement! Crafted from luxuriously silky satin fabric, this timeless midi-length dress features a sweetheart cowl neckline, adjustable spaghetti straps, a padded bust, flexible boning inserts along the waist, and a bodycon silhouette with a flirty front slit. Complete the look in stiletto heels for a wedding guest or black tie party!

      Fit & Features

      • Sleeveless sweetheart cowl neckline
      • Adjustable spaghetti straps
      • Padded bust, back zipper and hook-eye closure
      • Flexible boning waist inserts
      • Bodycon silhouette, front slit, midi-length hem
      • Satin fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 05001-2028

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Nikki Formal Satin Slit Midi Dress

      Special Occasion

      Nikki brings the perfect dose of sleek and bold style to your formal event! She features a sleeveless, square neck, spaghetti straps, and a bodice with flexible boning inserts for a structured fit. Her form-fitting silhouette flaunts your femme figure with a sultry front slit along a midi-length hem. She's composed of a stretch-satin luxe fabric with lining. Complete the look in glitzy heels and a clutch.

      Fit & Features

      • Sleeveless, square neck, spaghetti straps
      • Bra-friendly design
      • The bodice has flexible boning inserts
      • Form-fitting silhouette
      • Front slit, midi-length hem
      • Luxe satin fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 05001-1019

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chantel Heat Stone Mesh Midi Dress

      Special Occasion

      Heat up the night in the alluring and chic Chantel formal dress! She features a sleeveless square neckline, bungee spaghetti straps, ruching down the side seams, and a midi-length, curve-hugging, bodycon silhouette. The lined mesh fabric features all-over iridescent heat stone embellishments for the prettiest sparkle. Style with strappy stilettos.

      Fit & Features

      • Sleeveless square neckline, elastic band
      • Strapless or adhesive bra recommended
      • Bungee spaghetti straps
      • Ruching down the side seams
      • Midi-length hem, fitted bodycon silhouette
      • Sheer mesh fabric, full knit lining, moderate stretch
      • Mini iridescent heat stone embellishments
      • Runs true to size

      Style Number/Barcode: 05001-1108

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

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

      Special Occasion

      Arrive in the sparkling Skylar formal glitter midi dress for rehearsal dinners or banquets! She features a square neckline, sheer peasant long sleeves, a bodycon silhouette, a front ruched seam atop a skin-flaunting slit, and a midi-length hem. The formal knee-length dress is composed of a glitter sheer mesh fabric that shimmers and shines and has a stretchy knit lining. Complete the look with a radiant choker necklace.

      Fit & Features

      • Square neckline, sheer peasant long sleeves
      • Bodycon silhouette
      • Front ruched seam and slit
      • Midi-length hem
      • Glitter mesh fabric, stretchy knit lining
      • Bra friendly design
      • Runs true to size

      Style Number/Barcode: 05001-1625

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $59.90

      On Sale: Yes

      Availability: In Stock

      Available Color: BLACK

      Available Size: XS

      Product Badge:
      • Sale
    • Colette Formal Ruched Midi Dress

      Special Occasion

      Create a stunning impression with a formal bodycon that is the perfect choice for your cocktail affair! Colette features a sleeveless wired sweetheart neckline, ruching throughout to enhance curves, a sexy cutout at the midriff for a hint of skin, and a midi-length silhouette accented with a high center slit. The dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a sphere clutch and rhinestone earrings. 

      Fit & Features

      • Sleeveless wired sweetheart neckline
      • Adhesive bra friendly 
      • Ruching, cutout at the midriff 
      • High waist 
      • Bodycon 
      • Midi length silhouette 
      • Form hugging fit, moderate stretch, runs true to size

      Style Number/Barcode: 05001-0960

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Holiday Chic Cowl Neck Wrap Midi Dress

      Look chic for the holidays in this sultry midi dress for every soiree! It features a sleeveless, cowl neckline, and spaghetti straps that shape the sultry open back with criss-cross detail. The form-fitting silhouette highlights your curves in a wrap-style midi skirt. Composed of a sleek knit fabric with a moderate stretch. Perfect for styling with lace-up heels.

      Fit & Features

      • Sleeveless, spaghetti straps
      • Cowl neck, bra-friendly
      • Criss-cross back
      • Form-fitting wrap midi hem
      • Sleek knit fabric
      • Moderate stretch
      • Fits true to size

      Style Number/Barcode: 05101-1248

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Look Of Love Floral Lace Corset Midi Dress

      Captivate your special someone with your stunning allure in this floral lace corset midi dress. Sexy and sheer, the lace fabric is accented with a romantic floral print and includes a partial knit lining for coverage. The mid-length dress is shaped with a chic sweetheart neckline with a padded bust, and adjustable spaghetti straps for that customized fit. The corset-style bodice features sheer inserts to showcase some skin, and has flexible boning for a snatched silhouette. The bodycon fit will flaunt your gorgeous curves, and the back slit accent adds that extra flair. Complete your look for date night with sleek stilettos!

      Fit & Features

      • Floral printed sheer lace fabric with knit lining, moderate stretch
      • Sleeveless sweetheart neckline with padded bust
      • Adjustable spaghetti straps
      • Corset bodice, sheer inserts with flexible boning, high waist seam
      • Back zipper with hook and eye closure
      • Back slit, bodycon fit
      • Runs true to size

      Style Number/Barcode: 05101-3141

      Category Name: Midi Cocktail Dresses

      Price: $20.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Arabella Formal Heat Stone Mesh Dress
      Special Occasion 

      Adorn yourself with plenty of shine in our Arabella burgundy dress! She features a mock neck, unlined fitted long sleeves and a curve hugging midi length silhouette. She is composed of a burgundy hued lined mesh fabric adorned with gold hued heat stones set in a flashy baroque pattern. Dress offers a moderate stretch and includes a back zipper closure.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-3995

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $79.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Rae Formal Satin Corset Midi Dress

      Special Occasion

      This Rae formal satin midi dress is truly a work of art! A blend of sophistication and playfulness, she features a timeless sleeveless V-neckline, while the wide shoulder straps, pleated bust, and flexible boning on the corset bodice present an elegant frame for your figure. The bodycon silhouette and front slit finish the look, making this midi-length dress a timeless fashion statement. The formal knee-length dress is composed of a silky satin fabric that gives you a luxe allure and offers plenty of stretch. Style the formal midi dress with fringe earrings for a rehearsal dinner or black tie party!

      Fit & Features

      • Sleeveless V-neckline, wide shoulder straps
      • Pleated bust, back zipper and hook-eye closure
      • Corset bodice, flexible boning
      • Bodycon silhouette, front slit, midi-length hem
      • Satin fabric, bust knit lining, moderate stretch
      • Sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1934

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Elina Formal Velvet Strapless Midi Dress

      Special Occasion

      Capture chic style with the elevated details and luxe velvet fabric of the Elina formal midi dress! She features a strapless subtle angled square neckline, a fitted bodice with a pleated wrap-front design and flexible boning inserts, a high waist seam, a midi-length hem with a thigh-high front slit to showcase some leg, and a slim-fit silhouette. The smooth velvet fabric offers a moderate stretch. Complete your wedding guest look in this midi dress with silver heels.

      Fit & Features

      • Strapless angled square neckline
      • Fitted bodice, pleated wrap-front design, flexible boning inserts
      • High waist seam, midi-length hem, thigh-high front slit
      • Slim-fit silhouette
      • Velvet fabric, knit lining at the bust, moderate stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1871

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Keily Formal Ruched Crepe Midi Dress

      Special Occasion

      Wrap yourself in our Keily dress to make a sophisticated entrance!

      Fit & Features

      • Plunging Wrap V-Neckline
      • Long Sleeves
      • Ruched Side Seam
      • Wrap Midi Length Silhouette
      • Lined Crepe Fabric
      • Form Hugging Fit | Moderate Stretch
      • Back Zipper Closure

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0328

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Natalia Metallic Ruched Midi Dress

      Special Occasion 

      Natalia brings the shine from all your best angles! She features a plunging V neckline, long fitted sleeves and a curve enhancing midi length silhouette with ruched detailing along the sides. Dress is composed of a lined metallic knit fabric that offers a moderate stretch. Dress includes a back zipper closure with hook and eye closure for secure fit.

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

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0229

      Category Name: Midi Cocktail Dresses

      Price: $24.97 $64.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sammy Formal Crepe Cutout Midi Dress

      Special Occasion

      For looking sultry and sleek! Sammy is a class act and full of surprise in her sleeveless crew neck style with front and side sultry cutouts and a chic wrap-style bodice. Her curve-hugging silhouette ends below the knee to elongate your figure while the back slit accent adds extra detail. The formal dress is composed of a crepe texture knit fabric with a moderate stretch. Finish the look in stiletto heels and a rhinestone bracelet.

      Fit & Features

      • Sleeveless, crew neck, bra-friendly
      • Front cut bust and side cutout
      • Back zipper closure, slit accent
      • Wrap-style bodice
      • Form-fitting silhouette
      • Midi-length hem
      • Crepe texture knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05001-0898

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

    • Serving Allure Halter Cowl Neck Midi Dress

      You'll be serving allure at your next happy hour in this curve-flaunting midi dress featuring a plunging cowl neck with a bar strap accent and open back with sleek tie-back straps.

      Fit & Features

      • Smooth knit fabric, high stretch, knit lining
      • Sleeveless plunge cowl neckline, bar strap accent
      • Tie-back halter straps
      • Open back, lower tie-back spaghetti straps
      • Form-hugging fit
      • Midi-length flared hem
      • Runs true to size

      Style Number/Barcode: 05101-000033

      Category Name: Midi Cocktail Dresses

      Price: $38.90

      Availability: In Stock

      Available Color: BLACK

      Available Size: XS, S, M, L

    • Valentina Ruched Satin Dress

      Special Occasion

      Make a stylish statement in our lovely Valentina! 

      Fits & Features

      • Spaghetti Straps That Cross & Lace-Up At The Back I Back Zip With Hook & Eye Closure
      • Plunging V Wire Neckline I Pleating Detail At Bust 
      • Midi Length Silhouette I Ruching Accent I Side Slit 
      • Satin-Like Fabric 
      • Curve Hugging Fit I Moderate Stretch 

       

      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: 05001-0336

        Category Name: Midi Cocktail Dresses

        Price: $29.97 $49.90

        On Sale: Yes

        Availability: Out of Stock

      • Chic Radiance Glitter Knit One-Shoulder Midi Dress

        Showcase chic radiance at your next cocktail party in this glitter knit midi dress featuring a one-shoulder neckline with a long fitted sleeve, and ruched detailing to highlight your curves. The asymmetric midi-length hem creates an alluring high side slit along the bodycon silhouette.

        Fit & Features

        • Glitter knit fabric with top knit lining, plenty of stretch
        • Asymmetric one-shoulder neckline
        • Long fitted sleeve
        • Ruched detailing
        • Asymmetric midi-length hem, high side slit
        • Bodycon silhouette
        • Runs true to size

        Style Number/Barcode: 05101-3504

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $46.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Swept Away Square Neck Bodycon Ruffled Midi Dress

        Get swept away by the chicness of this bodycon midi dress perfect for rehearsal dinners or cocktail soirees!  With a flattering square neckline, delicate spaghetti straps, and bodycon fit, this dress is perfect for any occasion. The side pleated seam adds an extra touch of elegance, while the ruffled midi-length hem adds a feminine and flirty flair. Complete the look in earrings and stiletto heels.

        This dress is all about movement and flair. Want more standout designs? Discover our eye-catching ruffle prom dresses or embrace an elevated style with our wedding guest dresses.

        Fit & Features

        • Smooth knit stretchy fabric
        • Spagehtti straps
        • Square neckline
        • Bodycon fit
        • Ruffled hem
        • Runs true to size

        Style Number/Barcode: 05101-3297

        Category Name: Midi Cocktail Dresses

        Price: $22.97 $49.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Avery Formal Mesh Bodycon Midi Dress

        Special Occasion

        The Avery formal midi dress is a state-making piece that'll make every head turn! She features a sassy sweetheart neckline with a cowl overlay, a padded bust, adjustable spaghetti straps, and a figure-hugging ruching and bodycon silhouette that steals the show. The formal midi dress is composed of a lightweight mesh fabric with a sewn-in knit lining and minimal stretch. Complete the look in strappy heels for a banquet or fancy dinner date!

        This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

        Fit & Features

        • Sleeveless sweetheart neckline, cowl overlay
        • Padded bust, adjustable spaghetti straps
        • Back zipper and hook-eye closure
        • Ruching, bodycon silhouette
        • Midi-length hem
        • Mesh fabric, sewn-in knit lining, minimal stretch
        • Runs true to size

        Style Number/Barcode: 05001-2063

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Fine Arts Abstract Mesh Midi Dress

        A perfect blend of art and fashion, this mesh midi dress is sure to make everyone's heart race! Feel like a masterpiece in this midi-length dress featuring adjustable spaghetti straps, a V-neckline, a flattering bodycon silhouette, and a center back slit, crafted on abstract print mesh fabric with a knit lining. Complete the look in lace-up heels.

        Fit & Features

        • Sleeveless V-neckline
        • Adjustable spaghetti straps
        • Back zipper and hook-eye closure
        • Bodycon silhouette, center back slit
        • Midi-length hem
        • Abstract print, mesh fabric, stretchy knit lining
        • Runs true to size

        Style Number/Barcode: 05102-5341

        Category Name: Midi Cocktail Dresses

        Price: $6.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Char Formal Sequin Asymmetrical Midi Dress

        Special Occasion

        Stun in a sequin dress that brings the shimmer to enlighten your evening! Our Char dress features a plunging V-neckline, sleek spaghetti straps and an asymmetrical midi length hem. Her sequins shine from all your best angles and pair well with chrome heels and a satin clutch for your special evening.

        Fit & Features

        • Sleeveless V-neckline
        • Spaghetti straps
        • Sequins
        • Asymmetrical midi length hem
        • High side slit
        • Form hugging fit


        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05002-1119

        Category Name: Midi Cocktail Dresses

        Price: $29.97 $49.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Kiabeth Off Shoulder Midi Dress

        Special Occasion 

        Show those shoulders in our elegant Kiabeth midi dress!

        Fits & Features 

        • Fold Over, Off Shoulder Neckline
        • Short And Straight Off Shoulder Sleeves
        • Fitted Bodice With Vertical Seams 
        • High Waist Skirt
        • Mid-length Hem That Hits Mid Calf
        • Crepe Fabric
        • Moderate Stretch, Form Hugging Fit 

          Mauve: Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

          Royal: Model is 5'9" with a 34" 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: 05001-0290

          Category Name: Midi Cocktail Dresses

          Price: $19.97 $39.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Alia Formal High Slit Midi Dress

          Special Occasion

          The Alia formal high slit midi dress will bring those simplistic chic vibes to your look. She features a sleeveless square neckline, adjustable spaghetti straps for a customizable fit, vertical seam detailing at the bodice, a midi-length hem with a curve-hugging silhouette, and a sleek high front slit. The smooth woven fabric has minimal stretch. Style with clear heels for your next semi-formal occasion.

          Fit & Features

          • Sleeveless square neckline
          • Adjustable spaghetti straps, back zipper closure
          • Vertical seam detailing at the bodice
          • Midi-length hem, curve-hugging fit, high front slit
          • Woven fabric, lining at the bust, minimal stretch
          • Strapless or sticky bra recommended
          • Runs true to size

          Style Number/Barcode: 05001-1506

          Category Name: Midi Cocktail Dresses

          Price: $9.97 $49.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale
        • Kourt Formal Mesh Midi Dress

          Special Occasion

          Girl, the Kourt is here for you and your curvaceous figure! She features a sultry off-the-shoulder neckline, short-sleeve cuffs, and all-over ruching to give the appearance of an hourglass figure on her midi-length hem. The formal dress is composed of a mesh-lined knit fabric with a moderate stretch. Finish the look in glam earrings.

          Fit & Features

          • Sleeveless, off-the-shoulder neckline
          • Adhesive bra recommended
          • Short-sleeve cuffs
          • All-over ruching effect
          • Form-fitting, midi-length hem
          • Mesh-lined knit fabric, moderate stretch
          • Fits true to size

          Style Number/Barcode: 05001-1020

          Category Name: Midi Cocktail Dresses

          Price: $19.97 $54.90

          On Sale: Yes

          Availability: Out of Stock

          Product Badge:
          • Sale