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.

  • Sinéad Formal Asymmetrical Ruched Dress

    Special Occasion 

    Keep it sophisticated and luxe with a formal dress that elevates your formal evening. Sinéad features a one-shoulder neckline with a single spaghetti strap, a ruched body, and an asymmetrical hem with an adjustable drawstring. The dress is composed of a smooth knit fabric that provides a form-hugging fit with a moderate stretch. Complete look with heels and door knocker earrings.

    Fit & Features

    • One-shoulder neckline, single spaghetti strap
    • Strapless or adhesive bra recommended
    • Ruched body
    • Asymmetrical hem with adjustable drawstring 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1314

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sheen Satin Midi Dress

    Showcase a sleek sheen in this gorgeous satin midi dress! The knee-length dress features a sleeveless cowl square neckline with pleating, adjustable spaghetti straps for a customized fit, and ruched detailing. A sparkly rhinestone trim cascades from the side to the front leading to a midi-length, asymmetrical hem creating a chic side slit to show off your legs. Style this curve-hugging dress with metallic heels for your next fancy date night.

    Fit & Features

    • Sleeveless cowl square neckline, pleating
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruching, rhinestone trim accent
    • Midi-length, asymmetrical hem, high side slit
    • Form-fitting silhouette
    • Stretch satin fabric
    • Runs true to size

    Style Number/Barcode: 05101-2254

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Style Moves Midi Dress

    Show off major sleek style moves in this gorg sleeveless midi dress! It features a scoop neckline, spaghetti straps that lead to a cross-back design, side ruched detailing leading to a thigh-high slit, and a midi-length, curve-hugging silhouette. Complete the look with clear heels.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cross-back strap design
    • Side ruching, high side slit
    • Midi-length, form-fitting silhouette
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1418

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Moves Asymmetrical Ruched Midi Dress

    Make a sleek impression in a midi dress that captivates from the moment you walk into the room! The dress features a sleeveless V-neckline, sleek spaghetti straps that cross at the back, a ruched side seam, and a midi silhouette accented with a high side slit. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules. 

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back 
    • Ruched side seam
    • Midi-length silhouette
    • High side slit
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1844

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Enchanted Moment Floral Ruffled Lace Midi Dress

    Look enchanting in this floral ruffled lace midi dress showcasing a bodycon silhouette and flirty slit for movement. Pair with heels.

    Fit & Features

    • Sheer floral lace fabric with knit lining, moderate stretch
    • Square neckline
    • Adjustable spaghetti straps
    • Ruched front
    • Asymmetric midi-length hem with ruffled trim, front slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3696

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: SAGE

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

    Product Badge:
    • Best Seller
  • Lovestruck Lace Midi Dress

    Love is in the air with this stunning lace dress! The dress features a floral lace pattern, a sleeveless V-neckline with padded cups, adjustable spaghetti straps, an empire waist, and a midi-length silhouette with a high side slit. The dress is composed of a lined lace fabric that offers a form-hugging fit with minimal stretch. Complete the look with heels and rhinestone studs. 

    Fit & Features

    • Sleeveless V-neckline, padded cups
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Empire waist
    • Midi-length hem, high side slit, form-hugging fit
    • Sheer lace fabric, floral pattern, scalloped trim
    • Full knit lining, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 05101-1476

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistible Romance Rose Velvet Lace Midi Dress

    Who can resist your romantic allure in this rose velvet midi dress? It features a sleeveless sweetheart neckline with a sheer lace trim, sleek bungee spaghetti straps, a curved underbust seam, a bodycon silhouette, and a back-slit accent. The mid-length dress is composed of a flocked velvet rose pattern on sheer mesh fabric with a stretchy knit lining. Complete the look in chic stiletto mules for a cocktail party or rehearsal dinner!

    Fit & Features

    • Sleeveless sweetheart neckline, sheer lace trim
    • Bungee spaghetti straps
    • Curved underbust seam
    • Bodycon silhouette
    • Midi-length hem, back slit accent
    • Rose flocked velvet pattern, sheer mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3218

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Drew One-Shoulder Midi Formal Dress

    Special Occasion 

    Flaunt your gorgeous self in the jaw-dropping drew midi dress! She features a one-shoulder design with a cutout accent, knotted strap, and side ruching to highlight your curves. Her midi-length hem elongates your figure and the lined fabric offers a moderate stretch. Add the perfect finishing touch to your look with sparkly earrings.

    Fit & Features

    • One-shoulder design, cut out accent 
    • Knotted shoulder strap
    • Side ruching 
    • Bodycon silhouette
    • Midi-length hem
    • Lined fabric with moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0867

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Anabella Formal Crepe Bow Midi Dress

    Special Occasion

    Anabella is the perfect dress for rehearsal dinners and social cocktail parties! She features a sleeveless one-shoulder neckline, a single shoulder strap with bow detail, a form-hugging silhouette, and a midi-length hem with a flirty slit. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a sparkly envelope clutch and heels to complete the look!

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single shoulder strap, bow detail
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Lined crepe fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1438

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Look Square Neck Bodycon Knit Midi Dress

    Show off a chic and sleek look at a rooftop bar in this bodycon midi dress! Designed with a stretchy double-lined knit fabric, this curve-hugging dress will flaunt your stunning figure with its bodycon silhouette. The mid-length dress features a sleeveless square neckline for a flattering look, tank shoulder straps, a closed-back design, and a back slit for added allure. Style with strappy stiletto heels.

    Fit & Features

    • Stretchy double-lined knit fabric
    • Square neckline
    • Tank shoulder straps
    • Closed back
    • Back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3399

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Stylish Debut Floral Flocked Mesh Midi Dress

    Make a stylish debut at your next party in this stunning floral flocked mesh midi dress. It features a sleeveless cowl neckline, adjustable spaghetti straps, a midi-length hem with a back slit accent, and a slim-fit silhouette. The sheer mesh fabric features a floral velvet flocked burnout pattern and includes a nude-tone knit lining. Pair with a dainty layered necklace and clear heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • High waist seam, back zipper, hook and eye closure
    • Midi-length hem, back slit, slim-fit silhouette
    • Sheer mesh fabric, floral velvet flocked burnout pattern
    • Nude knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2549

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Unforgettable Glam Ruched Midi Dress

    Channel unforgettable glamour with a midi dress that showcases your chic style. The dress features a wrap V-neckline, spaghetti straps, ruching throughout, and a midi-length silhouette. The dress is composed of a lined smooth knit fabric that offers a form-hugging fit with plenty of stretch. Complete the look with a moto jacket and heels.

    Fit & Features

    • Wrap V-neckline
    • Spaghetti straps
    • Ruching
    • Midi-length silhouette
    • Lined smooth knit fabric
    • Form-hugging fit, plenty of stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1341

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffled For Florals Midi Dress

    Bring the charm with florals and ruffles in this sweet and stunning midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back strap design, a chic front slit with flirty ruffle detailing at the hem, and a mid-length, curve-hugging silhouette. The lined scuba knit fabric showcases a gorgeous all-over blooming floral print. Pair this pretty dress with wedges for a head-turning look!

    Shop Long Crepe Version: Tiffany Sleeveless High Slit Formal Dress

    Shop Crepe Midi Version: Add Some Flair Ruffle Detail Midi Dress

    Shop Satin Midi Version: Ravishing Ruffles High Slit Midi Dress

    Shop Green Floral Version: Floral Passion Ruffled Midi Dress

     Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Cross-back strap design, front slit, ruffled hem
    • Mid-length silhouette
    • All-over floral print
    • Lined scuba knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0513

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Harriet Formal Satin Corset Midi Dress

    Special Occasion

    Be radiant in the fiery Harriet formal satin midi dress perfect for bridesmaids, rehearsal dinners, or banquets! She features a figure-snatching corset-designed bodice with a square neckline, adjustable spaghetti straps, and flexible boning inserts. A side pleated seam leads to the bodycon silhouette showcasing a high front wrap slit along the midi-length hem. The formal dress is crafted from a glossy and sleek satin fabric that exudes sophistication! Complete the look with earrings and block heels.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Corset-designed bodice, flexible boning
    • Bodycon silhouette, high front wrap slit, midi-length hem
    • Satin knit fabric, moderate stretch
    • Pasties or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2041

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: HUNTER, RED, PURPLE

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

  • Aurora High-Slit Fitted Midi Dress

    Special Occasion

    Effortlessly elevate your look with the classic and chic Aurora midi dress. She features a sleeveless wired deep V-neckline, adjustable spaghetti straps, a high waist seam, and a mid-length, curve-hugging silhouette with a stylish thigh-high front slit. Complete the outfit with cute mules.

    Fit & Features

    • Sleeveless wired V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook and eye closure
    • Princess seams, high waist seam
    • Mid-length, form-hugging fit, high front slit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0653

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casey Strapless Formal Midi Dress

    Special Occasion

    Love the sleek and sultry look? Then the stunning Casey formal midi dress is the one for you. She features a strapless neckline, a chic wrap-front bodice with structured boning to provide support, a high waist seam, and a fitted mid-length silhouette with a stylish front slit. Complete the look with strappy stilettos.

    Fit & Features

    • Strapless neckline
    • Wrap-front bodice, structured boning
    • Back zipper, hook and eye closure
    • High waist seam, mid-length silhouette, front slit
    • Lined satin fabric, moderate stretch
    • Sticky or strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0999

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • April Formal Glitter Long Sleeve Midi Dress

    Special Occasion

    The April formal glitter midi dress is a statement piece for any special occasion. Crafted from a glitter knit fabric, she features a cowl neckline, fitted long sleeves, bodycon silhouette, and a front ruched seam and slit that will flatter any figure along her midi-length hem. The formal dress is crafted from a glitter knit stretchy fabric ensuring you'll radiate sparkle all night long! Complete the look for a banquet or wedding with rhinestone heels.

    Fit & Features

    • Fitted long sleeves
    • Cowl neckline
    • Bodycon silhouette
    • Front ruched seam and slit
    • Midi-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1233

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eyes On You Asymmetrical Mini Dress

    Let this mini dress draw all eyes on you! The mini dress features a sleeveless V-neckline, a cross-back strap design, a ruched side seam to accentuate your curves, and an asymmetrical mini-length hem. The dress is composed of a stretchy satin fabric that offers a form-hugging fit. Complete the look with metallic heels for your next date night.

    Fit & Features

    • Stretchy satin fabric
    • Sleeveless V-neckline
    • Spaghetti straps, cross-back design
    • Ruched side seam 
    • Asymmetric mini-length hem 
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-2556

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Eyes On Me Side Slit Midi Dress

    All eyes on you in this sleek midi dress designed to flaunt your figure! It features a flattering square neck with a draping effect, spaghetti straps, bodycon midi hem with a sultry side slit. Complete the look in sparkly mules.

    Fit & Features

    • Sleeveless spaghetti straps
    • Squareneck with draping effect
    • Bodycon midi hem
    • Side slit
    • Sheen knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1365

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kristen Formal Satin Cowl Neck Midi Dress

    Special Occasion

    Trend right and look timeless in the body-skimming Kristen formal satin midi dress at cocktail parties, graduations, and dressy birthdays! She features a sleeveless cowl neckline, spaghetti straps, a front ruched seam that accentuates your curves, a bodycon silhouette, and a sultry slit along her hem. The formal dress is composed of a luxurious silky satin-lined fabric with minimal stretch. Complete the look in rhinestone strappy heels.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Front ruched seam, slit accent
    • Bodycon silhouette
    • Midi-length hem
    • Lined silky satin fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2022

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK, DENIM, MINT

    Available Size: XS, S, M, L

  • Fall For Me Ruched Midi Dress

    People will fall for you over and over in this sultry curve hugging ruched midi dress! 

    Fit & Features

    • Spaghetti straps
    • Square neck and back
    • All over ruched detailing
    • Mid-length, form-fitting style
    • Knit fabric | Knit lining
    • Plenty of stretch

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

        Style Number/Barcode: 05102-0532

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $35.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Marvelously Midi Dress
        You'll look mauve-ulous in this midi dress! It has a deep V neckline, spaghetti straps, a stretchy square back, and contrasting panels for a color block effect. Dress has a slim fit and is composed of an unlined crepe fabric with plenty of stretch. 

        Model is 5'7" with a 32" bust, 24" waist and 37" hips. She is wearing a size small
         

        Style Number/Barcode: 05102-3796

        Category Name: Midi Cocktail Dresses

        Price: $13.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Keep Knit It Sleek Midi Dress

        The midi dress features a sleeveless square neckline, ruching, and a pleated mermaid silhouette that adds flair to your look! Complete the outfit with a sleek clutch. 

        Fit & Features

        • Lined smooth knit fabrication, moderate stretch
        • Sleeveless square neckline
        • Ruching
        • Pleated mermaid silhouette
        • Midi length hem
        • Runs true to size

        Style Number/Barcode: 05101-000009

        Category Name: Midi Cocktail Dresses

        Price: $36.90

        Availability: In Stock

        Available Color: MAUVE, BLACK

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

      • Chic Impression Strapless Lace Midi Dress

        Make a chic impression in this gorgeous lace midi dress. It features a strapless V-wired neckline with a floral lace trim, a curve-hugging silhouette, a midi-length hem with matching floral trim, and a stylish back-slit accent. The sheer floral lace fabric includes a full-length lining. Perfect for brides, complete the look with a rhinestone jewelry set and platform heels.

        Fit & Features

        • Strapless V-wired neckline, floral lace trim
        • Back zipper and hook-eye closure
        • Curve-hugging fit
        • Midi-length hem, matching floral trim
        • Back slit accent
        • Sheer floral lace fabric, full-length knit lining, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05101-2049

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale