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.

  • 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
  • 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
  • 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

  • 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
  • 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
  • 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
  • Gabriella Formal Sequin Lace-Up Midi Dress

    Special Occasion

    Defined by sparkly wow-worthy details, the elegant Gabriella formal midi dress is made for celebratory occasions! She features a square neckline with non-slip grip lining and spaghetti halter straps with a button fastener, a padded bust, a lace-up back design, and a form-hugging silhouette with a flirty center back slit on the midi-length hem. The formal dress is designed with an iridescent sequin scroll embellished pattern that brings regal shine to mesh fabric and has a stretchy knit lining. Complete the look in stiletto heels for a rehearsal dinner or banquet!

    Fit & Features

    • Sleeveless square neckline, padded bust, non-slip grip lining
    • Spaghetti halter straps, button fastener
    • Lace-up back design, zipper and hook-eye closure
    • Form-hugging silhouette, center back slit, midi-length hem
    • Iridescent sequin scroll pattern, mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1657

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Side Slit Ruched Midi Dress

    Showcase some leg with this sleek ruched midi dress! It features a sleeveless V-neckline with a wrap-front design, spaghetti straps that lead to an open back with a cross-back strap design, ruching down one side, and a mid-length, form-hugging silhouette with a sultry side slit. Style this dress with clear heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps, open back, cross-back strap design
    • Ruching down one side
    • Mid-length, form-fitting silhouette
    • Side slit
    • Lightweight knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1354

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Muriel Illusion Lace Crepe Dress

    Special Occasion

    Strategic paneling and ever-sultry lace make our Muriel dress a sophisticated standout for evening. She features long lace sleeves, a back zip, a sweetheart bodice with lightly padded, contrast-paneled bust and lace-trimmed waist, and a body con, midi-length slim skirt. Muriel is made from a woven crepe material with a touch of stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0225

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tessa Formal Crepe Slit Midi Dress

    Special Occasion

    Sophisticated and stunning, celebrate in the Tessa formal crepe midi dress that brings class to every holiday dinner or banquet! She features an off-the-shoulder sweetheart neckline with a sheer mesh insert, a pleated bust with padding and flexible boning, and short-sleeve cuffs. Her form-hugging silhouette accentuates your curves and offers a peek of skin in the front slit along the midi-length hem. The formal dress is composed of a stretch-crepe fabric with lining and minimal stretch. Complete your dressy look in statement heels and a clutch.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, short-sleeve cuffs
    • Pleated bust, padding, flexible boning
    • Back zipper and hook-eye closure
    • Form-hugging, front slit
    • Midi-length hem
    • Crepe fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1220

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Show Off The Glitz Glitter Midi Dress

    Show off the glitz and glamour in this stunning glitter knit midi dress! It features a sleeveless cowl neckline, a structured bra top peaking out with mini iridescent rhinestone embellishments, adjustable spaghetti straps, ruching down the side seams, and a midi-length hem with a curve-hugging silhouette. Style with embellished heels for all the more sparkle.

    Fit & Features

    • Sleeveless cowl neckline
    • Structured bra top, mini rhinestone embellishments
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruching down the side seams
    • Midi-length hem, fitted bodycon silhouette
    • Sheer glitter knit fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1674

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love Is In The Air Lace Trumpet Midi Dress

    Love will be in the air with you in this romantic lace midi dress for engagement parties, bridal showers, or rehearsal dinners! The midi dress features a sleeveless sweetheart neckline with a built-in padded bust, spaghetti straps that lead to an open back with a cross-back lace-up strappy design, flexible boning inserts at the bodice to create an alluring corset design, a hip-hugging silhouette, and a midi-length hem with an adorable ruffled trumpet hem. The sheer floral lace fabric includes a full-length knit lining. Style with rhinestone hoops and clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Spaghetti straps, open back, cross-back lace-up strappy design, tie closure
    • Flexible boning inserts, corset design, high waist seam
    • Lower back zipper, hook and eye closure
    • Hip-hugging silhouette, midi-length hem, ruffled trumpet hem
    • Sheer floral lace fabric, full-length knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2334

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blooming Romance Floral Lace Midi Dress

    Let the romance bloom on date night in this alluring and chic floral lace midi dress. It features a sleeveless V-neckline, adjustable spaghetti straps, a bust seam outline with dainty scalloped lace, a midi-length hem with a thigh-high side slit, and a fitted A-line silhouette. Style this mid-length dress with duster earrings and clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, back zipper hook-eye closure
    • Bust seam outline, scalloped lace
    • Midi-length hem, high side slit, scalloped lace trim
    • Fitted A-line silhouette
    • Sheer floral lace fabric, full lining
    • Runs true to size

    Style Number/Barcode: 05101-2213

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curves Ahead Ruched Midi Dress

    Show off curves in this midi dress that is made for your next date night! The dress features an off-the-shoulder neckline, a sweetheart bust, long sleeves, a ruched body, and a midi-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with stilettos and a rhinestone clutch.

    Fit & Features

    • Off-the-shoulder neckline 
    • Sweetheart bust
    • Long fitted sleeves
    • Ruched body
    • Midi-length silhouette
    • Lined mesh fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4235

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

  • Kacy Formal Satin Cutout Midi Dress

    Special Occasion

    Worthy of walks down the aisle for bridesmaids and hallways entering the reception! The Kacy formal dress features long bishop sleeves with button cuffs, a V-neckline, a bar and cutout accent along the bust, and a flowy silhouette with a midi-length hem and slit. The formal dress is composed of jacquard satin fabric with lining and no stretch. Style with sparkly heels and a clutch to complete the look!

    Fit & Features

    • Long bishop sleeves, button cuffs
    • V-neckline, bar, and cutout accent bust
    • Back zipper and hook-eye closure
    • Flowy silhouette, slit midi-length hem
    • Lined jacquard satin fabric, no stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1552

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dinner Downtown Sleeveless Ruched Midi Dress

    The perfect chic sleeveless midi dress for grabbing dinner downtown! Crafted from smooth knit fabric, this crew neck dress boasts curve-accentuating ruched seams along the bodycon silhouette and a sleek midi-length hem. Pair with kitten heels and a clutch.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Sleeveless crew neck
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6066

    Category Name: Midi Cocktail Dresses

    Price: $32.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

  • Luxe Affair Feather Trim Velvet Midi Dress

    Make it a luxe affair in this stunning smooth velvet midi dress! It features a sleeveless square neckline with a chic marabou feather trim, spaghetti straps, a midi-length, curve-hugging silhouette, and a high front slit to showcase some leg. The velvet fabric offers a moderate stretch. Style with platform heels.

    Fit & Features

    • Sleeveless square neckline, marabou feather trim
    • Spaghetti straps
    • High waist seam
    • Midi-length hem, fitted bodycon silhouette
    • Thigh-high front slit
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2086

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Riveting Satin Slit Midi Dress

    Everyone will be riveted by you in this satin midi dress featuring a sleeveless v-neckline with bungee spaghetti straps, a curve-hugging silhouette, side ruched seam to accentuate your curves along the asymmetrical slit hem. Complete your dressy look with pointed-toe heels.

    Fit & Features

    • Sleeveless v-neckline
    • Bungee spaghetti straps
    • Curve-hugging silhouette
    • Side ruched seam and slit
    • Asymmetrical midi hem
    • Smooth satin fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1340

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Myla Corset Satin Asymmetrical Midi Dress

    Special Occasion

    The Myla satin midi dress is the perfect choice for semi-formal weddings or parties! The formal dress captivates with a corset-like bodice and a unique asymmetrical midi-length hem. Complete the look with block heels.

    Fit & Features

    • Stretch satin fabric with knit-lined bust
    • Sweetheart neckline, padded bust, draped pleated cowl neck overlay
    • Corset-like bodice, contrasting piping accents, flexible boning
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Asymmetrical midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2474

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free