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.

  • Garden Stroll Floral Mesh Midi Dress

    Create a dreamy vibe for your next garden party in this mesh midi dress featuring a dainty floral print pattern. The ruched seams will accentuate your curves along the bodycon silhouette.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Floral print, padded bra cups
    • Sleeveless sweetheart neckline, lace bust insert, draped cowl neck overlay
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Ruched side and back seams
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4116

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, L, XL

  • Life Of Luxury Satin Slip Midi Dress

    Feel like a million bucks in this luxe satin slip midi dress featuring a sleek, sleeveless, square neck, spaghetti straps, and a draped bust that leads to a form-fitting silhouette on an asymmetrical midi hem. Complete the look in stiletto heels for a dressy evening out.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps,
    • Draped bust accent
    • Form-fitting silhouette
    • Asymmetrical midi hem
    • Luxe satin-lined fabric with minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1424

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Penelope Off-The-Shoulder Ruched Midi Dress

    Special Occasion

    Classic and chic, the Penelope midi dress is perf for your next cocktail party. She features an off-the-shoulder V-neckline with a wrap-front design, long fitted sleeves, side ruched detailing, and a mid-length, form-fitting silhouette to hug your curves. Style this dress with glitzy rhinestone earrings and strappy heels.

    Fit & Features

    • Off-the-shoulder V-neckline
    • Wrap-front design
    • Long fitted sleeves
    • Side ruching
    • Mid-length, form-hugging fit
    • Slinky knit fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05001-0663

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jeanne Formal Sequin Midi Dress

    Special Occasion

    Countless sequins form a spectacular array of shine on the Jeanne formal midi dress perfect for birthdays, date nights, or dinner banquets! She features a sleeveless sweetheart neck, adjustable spaghetti straps for a customizable fit, a lightly padded bust, and a form-hugging silhouette with a flirty back slit. The formal dress is composed of a sequin pattern mesh fabric with a stretchy knit lining. Complete the look in this mid-length dress with an envelope clutch and heels.

    Fit & Features

    • Sleeveless sweetheart neck, adjustable spaghetti straps
    • Lightly padded bust, back zipper and hook-eye closure
    • Form-hugging silhouette
    • Back slit, midi-length hem
    • Sequin pattern mesh, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1344

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready For It Satin Midi Dress

    You'll be ready to stylishly strut in this sleek satin midi dress! It features a sleeveless one-shoulder neckline with dual spaghetti straps, ruching down the sides, and a mid-length, curve-hugging fit. The satin-knit fabric offers a moderate stretch. Complete your party look with gold hoops and clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual bungee spaghetti straps
    • Ruching down the sides
    • Mid-length, form-fitting silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1241

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dial F For Flirty Off-The-Shoulder Halter Midi Dress

    Dial F for flirty when you're in this off-the-shoulder midi dress - a chic piece for cocktail parties or dressy dinner dates! Featuring an alluring off-the-shoulder halter neckline and a flattering bodycon silhouette while the front slit adds a subtle touch of sultry along the midi-length hem. Complete the look with earrings and sleek stiletto heels.

    Fit & Features

    • Smooth knit fabric, mesh knit lining, moderate stretch
    • Off-the-shoulder halter neckline
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3340

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Murphy Long Sleeve Corset Midi Dress

    Special Occasion

    Sophisticated and chic, the Murphy formal midi dress is a perfect choice for a wedding guest outfit! She features a square neckline, a corset-designed bodice with flexible boning to provide structure, long fitted sleeves, a midi-length, curve-hugging silhouette, and a high front slit to show off some leg. The crepe fabric offers a moderate stretch. Style with strappy heels and a sleek clutch.

    Fit & Features

    • Square neckline, corset-designed bodice, flexible boning
    • Bra-friendly design
    • Long fitted sleeves, back zipper, hook and eye closure
    • High waist seam
    • Midi-length hem, high front slit
    • Fitted bodycon silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1243

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back For More Ruffle Bow Midi Dress

    From the front, it’s sleek, from the back it’s full-on chic. The bow-and-train moment brings attitude without saying a word to this midi dress, perfect for any dressy occasion!

    Fit & Features

    • Smooth knit fabric, sewn-in knit lining, moderate stretch
    • V-neckline
    • Adjustable spaghetti straps
    • Low open back cut, statement bow with cascading train
    • Mermaid silhouette
    • Ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000268

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: WINE

    Available Size: L, XL

  • Captivating Floral Mesh Lace-Up Midi Dress

    Captivate all night in this curve-flaunting floral mesh midi dress! The open lace-up strappy back design lets you find your perfect fit.

    Fit & Features

    • Sheer mesh fabric with midi-length knit lining, high stretch
    • Large floral print
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open cross-back lace-up strappy design
    • Form-hugging fit, midi-length flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000096

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple And Stunning Midi Dress

    Simply stunning is what you are in this trendy knit midi dress.

    Fits & Features

    • Bungee Spaghetti Straps
    • Square Neckline
    • Curve-Hugging Fit
    • Midi Length Silhouette
    • Soft Brushed Knit Composition | Fully Lined
    • Offers Plenty Of Stretch

     

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

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

    Style Number/Barcode: 05102-0175

    Category Name: Midi Cocktail Dresses

    Price: $10.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flatter Me Satin-Knit Midi Dress

    This smooth and sleek satin-knit midi dress will showcase your beauty and give you a figure-flattering silhouette. It features a sleeveless cowl neckline, bungee spaghetti straps that lead to a cross-back strap design, a hip-hugging fit, and a midi-length hem with a fitted A-line silhouette. The satin-knit fabric offers plenty of stretch. Style with clear heels for happy hour!

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps, cross-back strap design
    • Hip-hugging fit
    • Midi-length hem
    • Fitted A-line silhouette
    • Satin-knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1976

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Obsession Strapless Midi Dress

    Romance, refined. This strapless mesh midi brings a velvety floral flock and a high side slit that keeps the elegance balanced with just the right amount of sultry, perfect for dressy occasions.

    Fit & Features

    • Flocked velvet floral pattern, mesh-lined fabric
    • Strapless neckline
    • Side slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000636

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: TAUPE, BLACK

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

  • Velvet Promise Floral Midi Dress

    Alluring yet understated—the kind of dress that will have all eyes on you. This burnout velvet floral midi dress features a chic cowl neckline, figure-hugging silhouette, and delicate straps that cross at the back for an effortlessly romantic finish.

    Fit & Features

    • Floral burnout velvet pattern, mesh-lined fabric with stretch
    • Cowl neckline
    • Adjustable spaghetti straps
    • Crisscross back
    • Side slit accent
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000370

    Category Name: Midi Cocktail Dresses

    Price: $48.90

    Availability: In Stock

    Available Color: PLUM

    Available Size: XS

  • Love in Bloom Floral Off-Shoulder Dress

    Bloom in this lovely floral off-shoulder midi dress to enchant at every party or event! This dress hugs your curves in all the right places with soft ruching and a flared hem that moves like a dream.

    Fit & Features

    • Floral print, smooth knit stretchy fabric, lined
    • Off-shoulder neckline
    • Bodycon silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000285

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Chic One-Shoulder Midi Dress

    Always chic and sleek, you'll love styling this smooth knit midi dress for weddings, cocktail parties, and fancy date nights. It features a one-shoulder neckline with a bow-trim design and a form-hugging fit with a flirty flared hem.

    Fit & Features

    • Smooth knit fabric with bust lining, high stretch
    • Sleeveless one-shoulder neckline, no-slip strip
    • Bow-trim design
    • Form-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000223

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BURGUNDY

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

  • The Jewel Rhinestone Strap Midi Dress

    The shining jewel of your dress collection! Bedazzle everyone in this sultry midi dress featuring a sleeveless one-shoulder neckline, a dual rhinestone trim strap, a ruched side seam that accentuates your curves, a bodycon silhouette, and an asymmetrical slit hem. Style with a cuff bracelet and heels to complete the look!

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual rhinestone trim strap
    • Ruched side seam
    • Bodycon silhouette
    • Asymmetrical slit midi hem
    • Smooth knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2075

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet & Saucy Midi Dress
    Get a sweet look with a bit of attitude in this navy blue midi dress! It features a deep sweetheart, off the shoulder neckline with a small ruffle trim, a lightly padded bust, a V wire front for structure, a leg slit, and a body-hugging fit. Dress is composed of an unlined crepe fabric with a moderate stretch. 

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

    Style Number/Barcode: 05101-8517

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty Attire Ruffle Trim Glitter Midi Dress

    This alluring ruffle trim glitter midi dress is the perf flirty attire for your next party! It features a sleeveless cowl neckline, spaghetti straps, ruching down the side seams, an asymmetric midi-length hem with a chic ruffled trim, and cascading ruffled accents down the sides. The glitter knit midi dress offers a bodycon silhouette to showcase your gorgeous curves. Style with rhinestone stiletto heels!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Ruched side seams
    • Asymmetric midi-length hem, ruffled trim
    • Cascading ruffled accents
    • Bodycon silhouette
    • Glitter knit fabric, full-length sewn-in knit lining, plenty of stretch 
    • Runs true to size

    Style Number/Barcode: 05101-2793

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alicia Formal Sleeveless Midi Dress
    Special Occasion 

    Radiate elegance in our sleek Alicia dress! She features a sleeveless bodice, a plunging V neckline, a bar strap accent and a midi length silhouette. She is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4128

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ever So Chic Wrap-Front Midi Dress

    Ever so chic, this smooth and sleek midi dress will create a figure-flattering silhouette. It features a sleeveless cowl neckline with pleated detailing, spaghetti straps, an alluring open back with a cross-back strap design, a midi-length hem with a faux wrap-front creating a stylish slit, and a curve-hugging silhouette. The knit fabric offers plenty of stretch. Complete the look with clear heels.

    Fit & Features

    • Sleeveless cowl neckline, pleated detailing
    • Spaghetti straps
    • Open back, cross-back strap design
    • Midi-length hem, faux wrap-front, front slit
    • Form-hugging fit
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1984

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Impressive Beauty Bodycon Midi Dress

    Get dressed to impress in this bodycon midi dress perfect for brides-to-be or a dressy date night! 

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Square neckline, spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3933

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Vision Abstract Mesh Midi Dress

    You'll be a stunning vision in this mesh midi dress out for a day date or brunch! It features a sleeveless square neckline, adjustable spaghetti straps, side ruching that accentuates your natural curves, and a flattering bodycon silhouette. The dress is designed with an artsy abstract print on mesh fabric and has a sewn-in knit lining. Complete the look with a trendy denim crop jacket.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Side ruching, bodycon silhouette
    • Midi-length hem
    • Abstract print, mesh fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5496

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: 05101-000597

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: L, XL