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.

  • Perfect Night Bodycon Mesh Midi Dress

    You'll always serve perfect looks in this bodycon mesh midi dress on date night or a night out!

    Fit & Features

    • Mesh fabric, stretchy knit lining
    • Cowl neckline, tie-back spaghetti straps, adjustable spaghetti straps
    • Side ruched seams
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4090

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Roxanne Formal Sequin Lace-Up Midi Dress

    Special Occasion

    The main event will be you in the Roxanne formal dress to serve up sparkle at engagement parties, birthdays, and major events! She features a sleeveless square neck, adjustable spaghetti straps, a lace-up back design, a bodycon silhouette, and a sultry slit along the midi-length hem. The formal dress is composed of a sequin-pattern mesh fabric with a knit lining and minimal stretch. Style with a metallic clutch.

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Lace-up back design
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit, midi-length hem
    • Sequin-pattern mesh fabric, knit lining, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1346

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Mesh Magic Cowl Neck Midi Dress

    Make magic happen in this stunning midi dress at soirees and cocktail parties! It features a sleeveless cowl neckline, spaghetti straps, a curve-hugging silhouette, and sultry sheer mesh inserts at the waistband along the asymmetrical ruffled hem. Complete the look in this midi-length dress with lace-up heels and a clutch.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Curve-hugging silhouette
    • Sheer mesh waist inserts
    • Sheer mesh ruffled asymmetrical midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2657

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quinn Formal Off The Shoulder Midi Dress

    Mesmerize in a formal dress from the moment you enter the room! The dress features an off-the-shoulder neckline with a sweetheart bust, ruched bodice, short sleeves, and a midi-length silhouette. Complete look with rhinestone heels and a rhinestone bracelet

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust
    • Ruched bodice 
    • Short sleeves
    • Midi length silhouette
    • Crepe fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05001-0727

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luminous Allure Strapless Corset Abstract Midi Dress

    Draw in all the compliments with your allure in this abstract midi dress at semi-formal parties or celebrations! The strapless neckline and boned corset bodice provide support and shape, while the ruched seams and side slit add a sultry touch. The bodycon silhouette flatters your figure along the midi-length hem. Complete the look in stiletto heels and earrings!

    Fit & Features

    • Abstract print, mesh fabric, sewn-in knit lining
    • Strapless neckline
    • Corset bodice, flexible boning
    • Back zipper and hook-eye closure
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3322

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Remarkable Entrance Floral Bodycon Midi Dress

    Make your entrance in this floral bodycon midi dress for an effortless spring allure at parties!

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Floral print
    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Ruched seams, back zipper with hook-eye closure
    • Side slit, midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3952

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Style Moment Wrap Midi Dress

    Create a major style moment with a midi dress that commands attention! The dress features an off-the-shoulder neckline with a sweetheart bust, no-slip strip, short sleeves, ruching, and a draped wrap silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Off-the-shoulder neckline, sweetheart bust
    • No-slip strip, short sleeves, back zipper, hook and eye closure
    • Ruching
    • Wrap silhouette with draped accent
    • Midi-length
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1186

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Festive Cheer Velvet Slit Midi Dress

    Ring in the holiday season with this velvet slit midi dress for every party on your calendar! It features adjustable spaghetti straps, a square neckline, and a form-fitting silhouette and zipper closure. The luxe velvet offers minimal stretch. Complete your look with glitter heels and a clutch. 

    Fit & Features

    • Adjustable spaghetti straps
    • Sleeveless, square neckline
    • High-cut slit, midi-length hem
    • Form-fitting silhouette
    • Zipper closure
    • Velvet-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1321

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Madi Formal Crepe Slit Midi Dress

    Special Occasion

    A closet staple for your upcoming weddings or dressy events, the Madi formal midi dress evokes a clean and pristine allure so you'll always feel classy! She features an off-the-shoulder, sweetheart neckline, foldover short-sleeve cuffs, and a form-hugging silhouette with a front side ruched seam atop a sultry side slit along her midi-length hem. The formal dress is composed of a stretch-knit crepe fabric that hugs your body like a glove! Complete the look with twisted rhinestone earrings.

    Fit & Features

    • Off-the-shoulder, sweetheart neckline
    • Foldover short sleeve cuffs
    • Form-hugging silhouette
    • Front side ruched seam, side slit
    • Midi-length hem
    • Crepe fabric, lining at the bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1580

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cocktail Hour Strapless Satin Slit Midi Dress

    The perfect satin strapless midi dress for cocktail hour features a pleated neckline, a form-hugging fit, and a flirty side slit. Pair with stiletto pumps and a martini! 

    Fit & Features

    • Silky satin fabric, sewn-in knit lining
    • Strapless pleated neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Side slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3895

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gabriel Formal Satin Midi Dress

    Special Occasion

     Keep it sleek and chic in the Gabriel formal satin dress sure to sweep the crowd off their feet! She stuns in a sleeveless one-shoulder neckline with a tank-style strap, a high waist seam, side pleating, and an asymmetrical slit midi hem. The formal dress is composed of silky satin fabric with sewn-in lining and minimal stretch. Complete your dressy look in strappy mules.

    Fit & Features

    • Sleeveless one-shoulder neckline, tank-style strap
    • Strapless or adhesive bra recommended
    • High waist seam
    • Form-hugging, side pleats
    • Asymmetrical slit midi hem
    • Satin fabric, sewn-in lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1228

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curves Ahead Midi Bodycon Dress

    This midi bodycon dress hugs your curves in all the right places! It features a sleeveless, cowl neck bodice with sleek spaghetti straps, a slit accent, and a form-hugging silhouette. Complete the look in lucite mules for a night out.

    Fit & Features

    • Spaghetti straps 
    • Cowl neckline
    • Slit accent
    • Bodycon silhouette
    • Midi length hem
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1563

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Seraphina Formal Sleeveless Lace Midi Dress

    Special Occasion

    Keep it sweet and stunning with a formal midi dress that is perfect for a cocktail-attire wedding! Seraphina features a sleeveless V-neckline, adjustable spaghetti straps, a floral lace body, a side slit, and a midi-length silhouette. Complete look with nude heels and a rhinestone headband. The dress is composed of a lined lace fabric that offers a form hugging fit with minimal stretch.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Floral lace body
    • Side slit
    • Midi length silhouette
    • Lined 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05001-0781

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laced in Drama Floral Midi Dress

    Giving sultry, giving sculpted, giving can’t look away. With a bodycon fit, lace floral texture, and a daring front slit, this midi is made to turn every hallway into a runway.

    Fit & Features

    • Lace floral lined fabric
    • Square neck
    • Wide shoulder straps
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Front slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000006

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Chic Ruffled Midi Dress

    Step out like a scene straight out of a rom-com in a midi dress that gives major butterflies!  The city-chic midi dress features a sleeveless square neckline, spaghetti straps that lead to a cross-strap design, and a high side slit on the left leg with a romantic ruffled trim. The relaxed fit waist leads to a midi-length A-line silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross-back design
    • Strapless bra friendly 
    • High side slit, ruffled trim
    • Relaxed fit waist, A-line silhouette
    • Midi-length hem 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1038

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Zuri Formal Scalloped Lace Midi Dress

    Special Occasion 

    Grace them all with enchanting lace in our Zuri dress! She features a partially lined scalloped floral lace bodice with a high round neckline, unlined long sleeves, a sweetheart bust lining that leads to a mini length silhouette and a midi length with scalloped lace hem. Dress is composed of a scalloped lace and smooth knit fabric that offers a form hugging fit with a slight stretch. Includes a back zipper closure.

    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: 05001-0233

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Alluring Silhouette Satin Midi Dress

    Showcase an alluring silhouette in this sleek satin midi dress. The midi-length dress features a sleeveless scoop neckline, spaghetti straps, a fitted high waist seam with ruched detailing, a curve-hugging fit, and a midi-length asymmetrical hem creating a thigh-high side slit. Style with strappy stilettos for cocktail hour.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • High waist seam, ruching
    • Bodycon fit
    • Midi-length asymmetrical hem, high side slit
    • Satin-knit fabric, lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1439

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet but Sculpted Off Shoulder Midi Dress

    Romantic with a sultry flair? Say less. This off-shoulder midi dress stuns with a sweetheart neckline, curve-hugging bodice, and flared hem that brings the drama to date nights and dressy occasions.

    Fit & Features

    • Smooth knit fabric with subtle sheen, stretchy knit lining
    • Off shoulder sweetheart neckline
    • Mini bust ruched seam
    • Short-sleeve cuffs
    • Form-hugging bodice
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000356

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Up Crepe Slip Midi Dress

    This sleek slip midi dress is perfect for bringing chic vibes when catching up with friends! It features a sleeveless V-neck bodice with bungee spaghetti straps, a form-fitting silhouette to show off your figure, and a sultry front slit on the mid-length hem. The crepe fabric offers a moderate stretch. Complete your look with classic block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Form-fitting silhouette
    • Front slit, midi-length hem
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5400

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Perfection Off-The-Shoulder Pearl Midi Dress

    Class it up in this picture-perfect off-the-shoulder midi dress adorned with faux pearl embellishments along a flattering bodycon silhouette. 

    Fit & Features

    • Faux pearl embellishments
    • Mesh fabric lined with stretchy knit
    • Off-the-shoulder sweetheart neckline
    • Padded bra cups
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4092

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Style Sleeveless Asymmetrical Dress

    Showcase a sleek style in this sultry sleeveless knit dress! It features a V-neckline, spaghetti straps, ruched detailing down the sides, a mid-length asymmetrical hem to show some leg, and a curve-hugging silhouette. Complete the look with trendy clear heels and a chic clutch.

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Ruching down the sides
    • Mid-length asymmetrical hem
    • Knit fabric
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-0936

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Klarrissa Formal Satin Pearl Strap Midi Dress

    Special Occasion

    Make an iconic entrance in the Klarissa formal satin dress as the bride-to-be or banquet guest! She features a sleeveless sweetheart neckline with a pleated cowl draping, adjustable faux pearl embellished straps, a lightly padded bust, flexible boning inserts along the bodice, and a bodycon silhouette with a wrap midi-length hem. The formal dress is composed of luxurious satin fabric with a subtle sheen and a stretchy knit lining. Complete the look in dainty earrings and heels.

    Fit & Features

    • Sleeveless sweetheart neckline, pleated cowl draping
    • Adjustable faux pearl embellished straps
    • Lightly padded bust
    • Flexible boning inserts, back zipper and hook-eye closure
    • Bodycon silhouette, wrap midi-length hem
    • Luxe satin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1700

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Karlee Formal Ponte Sleeveless Midi Dress

    Special Occasion

    Chat, dance, and toast the night in the perfect Karlee formal midi dress for rehearsal dinners, graduations, or cocktail parties! She features a classic sleeveless V-neckline, wide shoulder straps, a flattering bodycon silhouette, a back slit accent, and a midi-length hem. The formal dress is composed of a smooth ponte knit fabric with a knit lining and moderate stretch. Style with statement earrings and lace-up heels for an eye-catching complete look!

    Fit & Features

    • Sleeveless V-neckline, wide shoulder straps
    • Back zipper closure
    • Bodycon silhouette
    • Back slit accent, midi-length hem
    • Smooth ponte knit fabric, knit lining, moderate stretch
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1746

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale