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.

  • Christen Formal Velvet Midi Dress

    Special Occasion

    Stealing the spotlight is a guarantee in the Christen formal velvet dress perfect for ceremonies and dinner parties! She delivers allure in a sleeveless one-shoulder neckline, dual spaghetti straps, and a high-waist seam leading to her bodycon, midi-length hem with a flirty slit. The formal dress is composed of luxurious velvet-lined knit fabric with minimal stretch. Style with a sparkling necklace and earrings set to complete the look!

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Dual spaghetti straps
    • High-waist seam, bodycon silhouette
    • Slit accent, midi-length hem
    • Lined velvet knit fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1403

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Energy Lace-Up Bodycon Slit Midi Dress

    This floral print midi dress features a square neckline and spaghetti straps that shape the lace-up back design. The lined mesh fabric hugs your curves along the bodycon silhouette with a flirty side slit accent.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Spaghetti straps
    • Square neckline
    • Lace-up back
    • Side slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3430

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Greatest Hit Glitter Cowl Neck Midi Dress

    This glitter midi dress will be a hit at every party! Featuring a cowl neckline, fitted long sleeves, and side ruched seams to accentuate your curves, this bodycon dress will have all eyes on you and your sparkling glitter ensemble. Complete the look with a clutch for a birthday or banquet!

    Fit & Features

    • Fitted long sleeves
    • Cowl neckline
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hen
    • Glitter fabric, bust knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2823

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • Stunning Silhouette Bodycon Midi Dress

    Show off a stunning silhouette in this sleek knit midi dress featuring a sleeveless square neck, ruching to flaunt your figure, and a hanky hem with a chic flared fit. Style with stilettos for cocktail hour!

    Fit & Features

    • Smooth knit fabric, high stretch, stretch knit lining
    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching
    • Bodycon silhouette
    • Midi-length hanky hem
    • Runs true to size

    Style Number/Barcode: 05101-000553

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: LIGHT, MARSALA, BROWN

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

  • 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
  • Arlette Lace-Up High Slit Glitter Knit Midi Dress

    Special Occasion

    Chic and glam, the Arlette formal midi dress designed with shimmering glitter knit fabric will glitz up your cocktail party. It features a sleeveless sweetheart neckline with a built-in padded bust and a cowl draped overlay, thin tank straps, an open lace-up strappy back design for a customized fit, and a midi-length bodycon silhouette accented with a high front slit.

    Fit & Features

    • Glitter knit fabric with knit lining, moderate stretch
    • Sweetheart neckline with padded bust, cowl draped overlay
    • Thin tank shoulder straps
    • Open lace-up back design
    • High waist seam, high front slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2533

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M, L

  • 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
  • Pearl Babe Off-The-Shoulder Midi Dress

    This faux pearl midi dress is the epitome of elegance and style. Featuring an alluring off-the-shoulder design and a figure-hugging bodycon silhouette, this dress will accentuate your curves and turn heads. 

    Fit & Features

    • Faux pearl embellished, mesh-lined fabric
    • Off-the-shoulder sweetheart neckline
    • Short-sleeve cuffs
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4093

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: SAGE

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

  • 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
  • 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, L

  • 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
  • Scene Stealer Halter Bodycon Midi Dress

    Step out like a diva in this halter midi dress to steal the scene! The crisscross back adds a touch of allure, while the bodycon silhouette hugs your curves in all the right places. Pair with chic heels.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Square halter neckline
    • Crisscross wide shoulder straps
    • Side ruched seams
    • Bodycon silhouette, center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000031

    Category Name: Midi Cocktail Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • 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