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.

  • Florence Heat Stone Midi Dress

    Special Occasion

    Show some class in our Florence! She has a v neckline, tank straps, and a form fit. Her hem hits below the knee and has a small slit at the side. She is composed of a knit material with a mesh overlay that is adorned with reflective heat stones. She offers moderate stretch, and a full lining. Pair with your favoirte black heels to complete the look! 

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4121

    Category Name: Midi Cocktail Dresses

    Price: $24.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Sophistication Sleeveless Ruched Midi Dress

    A sophisticated mesh midi dress perfect for cocktail hour! It features a strapless sweetheart neckline, chic cowl overlay, and bodycon fit. Pair with heels and a clutch.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Strapless surplice sweetheart neckline, V-wired accent, no-slip strip
    • Draped cowl neck overlay
    • Back zipper with hook-eye closure
    • Ruched side and back seams
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3589

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marlie Formal Glitter Rhinestone Strap Midi Dress

    Special Occasion

    Undeniable shine! Amaze every partygoer in the Marlie formal glitter midi dress when you arrive on the scene. She features a classy square neckline adorned with rhinestone embellished straps for a hint of glamour, a padded bust, and a flattering bodycon silhouette and wrap front slit along the midi-length hem. The formal dress is composed of a glitter crepe knit fabric that sparkles under any light and has a stretchy knit lining. Complete the look with a chic clutch for a banquet or fancy party!

    Fit & Features

    • Sleeveless square neckline
    • Rhinestone embellished straps
    • Padded bust
    • Bodycon silhouette, wrap front slit
    • Midi-length hem
    • Glitter crepe fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-2081

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chain My Mind Side Slit Midi Dress

    This knit midi dress will change your mind about going out for the night! Catch all the attention in this sultry dress featuring a sleeveless square neck, chain link adjustable spaghetti straps, a bodycon silhouette, and a side slit. Complete the look with a bold clutch purse.

    Fit & Features

    • Sleeveless square neck
    • Chain link adjustable spaghetti straps
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4800

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sandra Floral A-Line Midi Formal Dress

    Special Occasion

    Effortlessly polished with a hint of romance, The Sandra dress brings a fresh take to occasion dressing with its crisp cotton-like fabric and soft floral print. The a-line midi fit flows with ease, while hidden side pockets add that perfectly unexpected, wear-it-all-day detail.

    Fit & Features

    • Cotton-like woven fabric, stretchy knit lining
    • Strapless sweetheart neckline, twist bust, non-slip grip lining
    • Side zipper and hook-eye closure
    • Hidden side pockets
    • A-line fit, bonded midi-length hem
    • Runs true to size

    Where to Wear: 

    Bridal celebrations, fancy brunches, baby showers, afternoon tea, dressy daytime events, graduations, birthdays, garden parties, honeymoons, vacations, winery weekends

    Style Number/Barcode: 05001-000674

    Category Name: Midi Cocktail Dresses

    Price: $74.90

    Availability: In Stock

    Available Color: WHITE, PRINT

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

  • Serve Curves and Class Cowl Neck Midi Dress

    Giving goddess energy from every angle. This midi dress hugs in all the right places with luxe ruching, a pleated bust, and a sleek halter neckline that screams elegance with a twist. Perfect for weddings, date nights, or whenever you're ready to break hearts quietly.

    Fit & Features

    • Smooth knit fabric with sheen, bust knit lining
    • Square cowl halter neckline
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Ruched seams
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4049

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Endlessly Sleek Sleeveless Knit Midi Dress

    You'll always look chic and sleek in this sleeveless knit midi dress designed with a form-hugging fit to hug your curves. It features a square neckline with spaghetti straps, shirring at the waist, and a midi-length flared silhouette for a fab vibe. Style with stiletto heels for a cocktail party.

    Fit & Features

    • Stretchy sleek knit fabric
    • Square neckline
    • Spaghetti straps
    • Shirring at the waist
    • Form-hugging fit
    • Midi-length flared silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3729

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vibe In Velvet Strappy Midi Dress

    Vibe in this vivacious velvet midi dress for your next semi-dressy affair! It features a sleeveless halter cross-style neckline, sleek bungee spaghetti straps, a strappy open-back, and a side ruched seam to accentuate your curves along the asymmetrical slit hem. Complete the look in sparkly heels

    Fit & Features

    • Sleeveless halter cross-style neckline
    • Bungee spaghetti straps
    • Strappy open-back
    • Side ruched seam
    • Asymmetrical slit midi-length hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1937

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Emmy Formal Corset Bodycon Midi Dress

    Special Occasion

    Chic with a stylish allure, the Emmy formal corset bodycon midi dress will put your gorgeous curves on display! She features a sleeveless sweetheart neckline, a corset-style bodice with a padded bust and structured underwire, adjustable spaghetti straps for a customized fit, a midi-length hem with a back slit accent for a sultry flair, and a bodycon silhouette to flaunt your figure. The lined crepe fabric offers a moderate stretch. Pair this mid-length dress with strappy stilettos for a cocktail party!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Corset-style bodice, padded bust, structured underwire, high waist seam
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Midi-length hem, back slit, bodycon silhouette
    • Crepe fabric, knit lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-2059

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Roselyn Velvet Flocked Mesh Formal Midi Dress

    Special Occasion

    The Roselyn formal midi dress will create an enticing look that will draw all eyes to you! With her chic allure, you'll get all the compliments. She features a sleeveless sweetheart neckline with a marabou feather front trim, adjustable spaghetti straps for a customized fit, a midi-length hem with a sultry back slit accent, and a slim-fit silhouette. The sheer mesh fabric showcases an all-over velvet flocked vintage-style pattern and includes a full-length smooth knit lining. Style this mid-length dress with strappy stilettos for cocktail hour!

    Fit & Features

    • Sleeveless sweetheart neckline, marabou feather trim
    • Adjustable spaghetti straps
    • Midi-length hem, back slit accent, slim-fit silhouette
    • Velvet flocked sheer mesh fabric, vintage-style pattern
    • Full-length knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1869

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Callie Sleeveless Satin Midi Dress

    Special Occasion

    The Callie satin midi dress will keep your formal looks sleek and oh-so-chic! She features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, front ruching at the waist, and a mid-length, wrap-front fitted silhouette creating a front slit. Style this dress with pretty hoops and clear heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Strapless or adhesive bra recommended
    • Ruching at the waist
    • Mid-length, wrap front skirt
    • Back zipper, hook and eye closure
    • Satin fabric, woven lining
    • Fitted silhouette, no stretch
    • Runs true to size

    Style Number/Barcode: 05001-0759

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Lover Ruched Midi Dress

    Show off your love for florals with this midi dress that will have you totally lovestruck! The dress features a sleeveless square neckline, spaghetti straps, a floral print, a ruched body, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with sandals and hoops. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Floral print
    • Ruched body
    • Midi length silhouette
    • Smooth knit fabric, form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1034

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stunner Status Body Con Dress

    Make an immediate impression in this fab, curve-flattering mini! (Think future LBD hall-of-famer.) Dress features spaghetti straps, a sweetheart bodice with back zip, seamed bust with wire V detail at chest, a banded waist cutout, and a slim-line pencil skirt. Dress is made from a woven nylon and viscose blend with moderate stretch. 

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

    Style Number/Barcode: 05103-0273

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Shine Glitter Satin Lace-Up Midi Dress

    Unlock a stylish shine in this glitter satin midi dress boasting a lace-up strappy design and a chic faux-wrap slit perfect for pairing with heels.

    Fit & Features

    • Glitter satin fabric with knit bust lining, moderate stretch
    • Square neckline
    • Spaghetti straps, open cross-back lace-up strappy design
    • High waist seam, pleating
    • Faux wrap-front design, front slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3588

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • You're The One Bodycon Midi Dress

    There's truly no one like you bb girl! With a statement single strap and a figure-hugging fit, you'll be feeling fierce in this basic ribbed dress! 

    Fits & Features

    • One Shoulder Strap 
    • Slanted Neckline
    • Midi Length Hem 
    • Ribbed Knit Fabric 
    • Figure Hugging I Moderate Stretch

    Style Number/Barcode: 05102-0685

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Chic Flocked Floral Off-The-Shoulder Midi Dress

    This midi dress serves that effortlessly chic confidence the second you slip it on. The off-the-shoulder drape and flocked floral velvet bring a soft, sultry vibe that feels perfect for every dressed-up moment.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Flocked velvet floral pattern
    • Sweetheart neckline, no-slip strip, padded bust
    • Off-the-shoulder short sleeve cuffs
    • Ruching, back zipper with hook-eye closure, back slit
    • Midi-length hem, bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000751

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Malia Off Shoulder Ruched Dress

    Special Occasion

    Look captivating in our mesmerizing Malia! She'll hug you in all the right places and show off your figure!  

    Fits & Features

    • Off Shoulder Neckline With Mesh Fold-Over 
    • Unlined, Fitted Long Sleeves 
    • Midi Length Silhouette I Side Slit
    • Mesh Fabric I Knit Lining I Ruching Throughout
    • Curve Hugging Fit I Plenty Of Stretch 
    • Zipper Not Included

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0369

    Category Name: Midi Cocktail Dresses

    Price: $34.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In the Moment Bodycon Midi Dress

    Sleek, sultry, and ready to steal the spotlight—this bodycon midi dress hugs in all the right places. The twist bust detail and V-neckline keep it flirty while the long sleeves add chic flair.

    Fit & Features

    • Smooth, double-lined knit stretch fabric
    • Fitted long sleeves
    • V-neckline with a twist bust
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000307

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Paradise Halter Open Back Slit Midi Dress

    Own the spotlight on vacation in this midi dress! Featuring a bold halter neckline and an sexy open back, this dress exudes allure, while the bodycon silhouette and slit add a flattering look.

    Fit & Features

    • Slinky knit fabric, smooth stretchy knit lining
    • Halter cowl neckline, beaded spaghetti strap tie
    • Open back with spaghetti strap tie
    • Bodycon silhouette
    • Slit accent, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000283

    Category Name: Midi Cocktail Dresses

    Price: $32.00 $45.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED, BROWN

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Emelia Satin High Slit Midi Dress

    Special Occasion

    Designed for the nights that call for a little extra allure, the Emelia satin midi dress glides with a sleek, sculpted silhouette and a bold high slit designed to turn heads. The lace-up back adds an irresistible touch of drama that elevates the entire silhouette.

    Fit & Features

    • Satin-knit fabric with knit lining, high stretch
    • Sleeveless pleated cowl neckline, padded bust
    • Tank-like shoulder straps
    • Open lace-up back design with tie closure, lower back zipper with hook-eye closure
    • Ruching, high-cut front slit
    • Midi-length hem, form-hugging silhouette
    • Runs true to size

     

    Where to Wear:

    Cocktail parties, dressed-up dinners, formal date nights, wedding guests, bridesmaids, and winter formals.

    Style Number/Barcode: 05001-000539

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Iconic Satin Bodycon Midi Dress

    Sleek and iconic, this satin-knit midi dress is perfect for a cocktail party or date night! The asymmetric pleating under the bust and at the waist will highlight your curves while the back slit adds some movement to the bodycon silhouette.

    Fit & Features

    • Satin-knit fabric
    • Square neckline, pleating
    • Spaghetti straps
    • Asymmetric pleating under the bust and at waist
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3709

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love Debut Satin Pleat Midi Dress

    Everyone will love your debut in this dressy satin midi dress! It features a sleeveless v-neckline with a pleated overlay, sleek spaghetti straps, and an open strappy back design, and a bodycon silhouette. Complete the look in sparkly stiletto mules.

    Fit & Features

    • Sleeveless v-neckline with a pleated overlay
    • Spaghetti straps
    • Open strappy back design
    • Bodycon silhouette
    • Midi-length hem
    • Smooth satin fabric, lined, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1890

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romantic Glam Abstract Floral Ruched Midi Dress

    Bring a romantic aura with a sweet midi dress that features a sleeveless sweetheart neckline, ruching, and an abstract floral print. Complete date night outfit with a sleek clutch.

    Fit & Features

    • Mesh fabrication, stretchy knit lining
    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Ruching
    • Abstract floral print
    • Midi length hem

    Style Number/Barcode: 05101-3777

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple And Sultry Strappy Midi Dress

    This simple and sultry midi dress is a must-have for refreshing your night-out look! It features a sleeveless V-neckline, dual spaghetti straps with a cross-front and cross-back design, and a mid-length, curve-hugging silhouette. Style this dress with rhinestone earrings and clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Dual bungee spaghetti straps
    • Cross-front and cross-back designs
    • High waist seam
    • Mid-length, form-hugging fit
    • Crepe fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1150

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale