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.

  • Curve Flow Bodycon Midi Dress

    Sleek, soft, and made to flatter. This mock neck midi dress hugs in all the right places with side ruching and a soft modal blend knit fabric that gives casual polish. Perfect for weekday styling and weekend looks!

    Fit & Features

    • Soft modal-blend knit fabric, knit lining, moderate stretch
    • Sleeveless mock neck
    • Side ruched seams
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000287

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Can't Help It Mesh Off-The-Shoulder Midi Dress

    A girl like you can't help but show up in this midi dress and slay! The midi-length dress features a sultry off-the-shoulder sweetheart neckline, short-sleeve cuffs, a ruched and padded bust, a flattering side slit, and side ruched seams that accentuate your curves along the bodycon silhouette. Complete the look in strappy heels for a dinner party or wedding!

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Short-sleeve cuffs
    • Ruched and padded bust
    • Side slit, ruched seams
    • Bodycon silhouette, midi-length hem
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2821

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crush Alert Bodycon Midi Dress

    She’s sultry, sculpted, and unforgettable. This bodycon midi dress brings the heat with a floral velvet burnout texture and a flirty lace-trimmed neckline made for golden hour glam.

    Fit & Features

    • Floral velvet burnout pattern, mesh-lined fabric
    • Lace trim sweetheart neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Midi-length hem, center back slit
    • Runs true to size

    Style Number/Barcode: 05101-000088

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • 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
  • Casual Affair Long Sleeve Ruched Midi Dress

    Make a casual-chic impression in this long sleeve ruched midi dress showcasing a folded off-the-shoulder neckline and a bodycon silhouette. Pair with heels.

    Fit & Features

    • Smooth knit-lined fabrication, moderate stretch 
    • Off-the-shoulder neckline, foldover accent
    • Fitted long sleeves
    • Ruching
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3723

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Emme Flocked Velvet Midi Formal Dress

    Special Occasion

    Soft florals meet sculpted elegance in the Emme flocked mesh midi dress, designed with a square neckline and wide tank straps for a clean, modern feel. The side slit adds just the right amount of drama, while the pleated detailing shapes everything beautifully.

    Fit & Features

    • Flocked mesh fabric, lined
    • Square neckline with adjustable tank straps, padded bra cups
    • Back zipper and hook-eye closure
    • Side slit detail
    • Pleated bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, gala dinners, formal celebrations, holiday parties, cocktail soirees, birthdays, anniversaries

    Style Number/Barcode: 05001-000575

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Abigail V-Neck Strappy Satin Midi Dress

    Special Occasion

    Everyone will stop and stun at you in the Abigail satin midi dress! Crafted from silky satin fabric that flaunts your curves in a form-hugging fit, this dress effortlessly captures the attention of the room.

    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

    • Satin fabric, sewn-in knit lining
    • V-neckline, padded bra cups
    • Strappy back
    • Side slit
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties and photoshoots, bridal showers, birthdays, dinner parties, date night, black tie gala

    Style Number/Barcode: 05001-000205

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WHITE, BLACK

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

  • Garden Party Goals Floral Corset A-Line Midi Dress

    Giving cottagecore but make it glam. With a structured corset bodice and floaty A-line skirt, this floral midi dress is ready for twirls, tea dates, and compliments.

    Fit & Features

    • Watercolor floral print
    • Cotton woven fabric, multiple woven and tulle linings
    • Sweetheart neckline, adjustable spaghetti straps
    • Corset bodice, flexible boning, side zipper and hook-eye closure
    • Lace-up, stretchy smocked back design
    • Voluminous A-line silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000190

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Lilith Satin Cutout Wrap-Front Midi Dress

    Special Occasion

    Chic and curve-hugging, the Lilith satin formal dress brings sleek confidence with its bodycon silhouette and sculptural details. A softly draped cowl neckline pairs with a striking cutout waist and wrap-front slit—because blending in was never the plan.

    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

    • Stretch satin fabric, sewn-in knit lining
    • Pleated cowl neckline, padded bra cups
    • Spaghetti straps, back zipper closure
    • Underbust cutout
    • Pleated faux wrap-front design, high side slit
    • Midi-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    School dances, weddings, bridal showers, engagement parties, rehearsal dinners, date nights, birthdays, dinner parties, galas, black tie events, milestone celebrations

    Style Number/Barcode: 05001-2571

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Behavior Sleeveless Midi Dress

    Classy yet sultry, this sleeveless midi dress is designed to hug your curves in a form-hugging silhouette while the flared hem gives a touch of flirtiness. Perfect for weddings or date nights!

    Fit & Features

    • Smooth knit, stretchy fabric
    • Square neckline
    • Spaghetti straps
    • Side pleated hip seam
    • Form-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000964

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: PINK

    Available Size: L

  • 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
  • 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
      • Courtney Formal Glitter Wrap Midi Dress

        Special Occasion

        Get ready to strike a pose in the dazzling Courtney formal glitter dress at rehearsal dinners, weddings, or dressy birthdays! She features a sleeveless square neckline, tank shoulder straps, a form-hugging silhouette, and a side pleated seam that creates the chic wrap hem with a flirty slit. The formal dress is composed of a crepe glitter knit fabric with a moderate stretch. Complete the look with statement fringe earrings.

        Fit & Features

        • Sleeveless square neckline
        • Tank shoulder straps
        • Form-hugging silhouette, side pleated seam
        • Slit, wrap midi-length hem
        • Crepe glitter knit fabric, moderate stretch
        • Bra-friendly design
        • Runs true to size

        Style Number/Barcode: 05001-1728

        Category Name: Midi Cocktail Dresses

        Price: $29.97 $54.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • 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
      • Allure Defined Midi Dress

        Sleek, sculpted, and made to impress. This bodycon midi dress features a square neckline and sultry side slit that perfectly balance sophistication with allure. Perfect for dressy celebrations, cocktail soirees, or date nights.

        Fit & Features

        • Smooth knit-lined stretchy fabric
        • Square neckline, wide shoulder straps
        • High side slit
        • Bodycon fit
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-001255

        Category Name: Midi Cocktail Dresses

        Price: $36.90

        Availability: In Stock

        Available Color: BLACK

        Available Size: XS, S, M, L, 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
      • 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: $27.00 $38.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Curve Illusion V-Neck Midi Dress

        Flaunt your curves in this hourglass illusion midi dress to make his jaw drop on date night! It features a sleeveless V-neck, dual spaghetti straps that cross in the back, side mesh colored panels, and a bodycon silhouette. Complete the look in stiletto heels and a clutch!

        Fit & Features

        • Sleeveless V-neck
        • Dual spaghetti straps, cross-back design
        • Side mesh colored panels
        • Bodycon silhouette
        • Midi-length hem
        • Stretchy knit fabric
        • Runs true to size

        Style Number/Barcode: 05101-2276

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $35.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale