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.

  • Major Heartbreaker Mesh Midi Dress

    This midi dress will break some hearts and leave an unforgettable impression! The bodycon dress features a sleeveless sweetheart neckline, contrast piping, adjustable spaghetti straps, a high side slit for a sexy display of leg, and ruching throughout that enhances your natural curves. Complete the look in this mid-length dress with mules and a sleek clutch.

    Fit & Features

    • Sleeveless sweetheart neckline, contrast piping at the bodice
    • Adjustable spaghetti straps
    • Back zipper, hook-eye closure
    • High side slit
    • Ruched sheer mesh-lined fabric, moderate stretch
    • Midi-length silhouette, form-hugging fit
    • Runs true to size 

    Style Number/Barcode: 05101-1269

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can't Deny It One-Shoulder Bodycon Midi Dress

    No one can deny your sultriness in this one-shoulder midi dress perfect for cocktail parties or receptions! The dress is crafted from a smooth double-lined knit fabric with plenty of stretch. It features a one-shoulder neckline, a figure-flaunting bodycon fit, and an asymmetrical midi-length hem.

    Fit & Features

    • Smooth double-lined knit fabric, moderate stretch
    • One-shoulder neckline
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3566

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ingrid Lurex X Front Dress

    Special Occasion

    Show off those shoulders and sparkle all night long in our elegant Ingrid dress! She has a bodycon construction and features a dramatic, draped X-front neckline, a tank-style back with zip closure, and a seamed, midi-length skirt with a small front slit. Complete look with rhinestone heels and a rhinestone clutch

    Fit & Features

    • Halter neck, racer bust
    • Bodycon fit
    • Midi length silhouette
    • Front center slit at hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

     

    Style Number/Barcode: 05001-0222

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bre Formal Satin Ruched Midi Dress

    Special Occasion

    Keep it sultry and stunning in the gorgeous Bre satin midi dress! She features a sleeveless cowl neckline, spaghetti straps, ruched detailing down the center, a mid-length, curve-hugging silhouette, and a front slit. The formal knee-length dress is crafted from a silky satin fabric with a moderate stretch. Style this midi dress with rhinestone earrings and a sleek clutch.

    Dripping in satin and pure sophistication, this dress turns heads effortlessly. Love that silky shine? Browse our luxe satin prom dresses or opt for a sleek silhouette with our formal dresses.>

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Ruched body
    • High front center slit
    • Midi length silhouette
    • Satin-like fabric with moderate stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05001-0614

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Amanda Wrap Satin Dress

    Special Occasion

    Drape yourself in our luxe Amanda satin midi dress! She features a spaghetti strap and halter design on the surplice V-neckline that shapes the fitted bodice. Her bodycon silhouette smooths and wraps around your curves and hits mid-calf with a sexy slit accent. The dress is composed of silky satin fabric with a moderate stretch. Complete the look in this midi-length dress with gold hoops.

    Fit & Features

    • Surplice V-neckline, halter spaghetti straps
    • Curve-hugging silhouette
    • Back zipper and hook-eye closure
    • Wrap style, midi-length hem
    • Lined stretch satin fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0350

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Chic Ruched Midi Dress

    Get a sultry chic vibe in this stunning ruched midi dress! Featuring a trendy square neckline and ruched detailing to enhance your natural curves making this dress a must-have for date night! Pair it with some sleek heels to level up the look.

    Fit & Features

    • Sleeveless, square neck
    • Spaghetti straps
    • Ruched detailing
    • Bodycon silhouette
    • Midi-length hem
    • Smooth knit fabric, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-0771

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Allure Them All Scoop Neck Tank Midi Dress

    Allure them in this knockout sweater midi dress! Perfect for stepping out for a casual lunch date or layer this dress for the perfect workwear outfit. The dress features a scoop neckline, tank-like straps, and a midi-length silhouette. Elevate your look with square toe strappy mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Tank shoulder straps
    • Scoop neckline and back
    • Midi-length hem
    • Ribbed sweater-knit fabric
    • Plenty of stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-0604

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serving Up Style High Slit Midi Dress

    Serve up some serious style with a midi dress that elevates your style! The dress features a sleeveless cowl neckline, spaghetti straps, and a midi-length silhouette with a high side slit. The dress is composed of a stretchy knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Midi-length silhouette
    • High side slit
    • Satin-knit fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05101-1073

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Sleek Midi Dress

    The midi dress features a sleeveless square neckline, ruching, and a pleated mermaid silhouette that adds flair to your look! Complete the outfit with a sleek clutch. 

    Fit & Features

    • Lined smooth knit fabrication, moderate stretch
    • Sleeveless square neckline
    • Ruching
    • Pleated mermaid silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-000021

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

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

  • Fab And Flirty Mesh Midi Dress

    Fab and flirty will be your vibe in this must-have mesh midi dress! It features an on-trend square neckline, bungee spaghetti straps, all-over ruching, and a mid-length, curve-hugging silhouette. The sheer mesh fabric has a full knit lining and offers a moderate stretch. Complete the look with chic mules.

    Fit & Features

    • Sleeveless elastic-banded square neckline
    • Bungee spaghetti straps
    • Ruching
    • Mid-length, form-hugging fit
    • Sheer mesh fabric, knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1172

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready And Ruffled Midi Dress

    She's ready to work it. Cause a commotion in this midi dress!

    Fits & Features 

    • Elastic Off Shoulder Neckline
    • Ruffled Popover Detail
    • Form Hugging Silhouette
    • Midi Length Ruffled Trumpet Hemline
    • Fully Lined & Composed Of Crepe Fabric
    • Moderate Stretch
    • Zipper Not Included 
     
    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-8114

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spotlight Moment V-Neck Surplice Midi Dress

    You'll love every moment in the spotlight wearing this sleeveless midi dress at parties and date nights! Boasting a surplice V-neckline and spaghetti straps, this bodycon dress accentuates your curves for a flattering look. The asymmetrical midi hem adds a touch of elegance, making it a must-have for dressy occasions. Complete the look with a clutch, heels, and earrings for a flawless finish!

    Fit & Features

    • Smooth knit fabric with stretch
    • Spaghetti straps
    • Surplice
    • Bodycon silhouette, midi-length
    • Runs true to size

    Style Number/Barcode: 05101-3028

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Enchanted Moment Floral Ruffled Lace Midi Dress

    Look enchanting in this floral ruffled lace midi dress showcasing a bodycon silhouette and flirty slit for movement. Pair with heels.

    Fit & Features

    • Sheer floral lace fabric with knit lining, moderate stretch
    • Square neckline
    • Adjustable spaghetti straps
    • Ruched front
    • Asymmetric midi-length hem with ruffled trim, front slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3696

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Natalia Cowl Neck Satin Dress

    Special Occasion

    Bring the shine in the luxe Natalia satin dress! She'll make a lasting impression on any event. The dress features a sleeveless cowl neckline, spaghetti straps, and a front side ruched seam to accentuate your curves along with a sultry, high side slit on a midi hem. She's composed of a lined satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a satin clutch.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Front side ruched seam
    • Midi length silhouette, high side slit 
    • Form-fitting style
    • Satin fabric, moderate stretch 
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0322

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Minimal High Slit Asymmetrical Midi Dress

    Impress in a sleek minimal midi dress the next day you head out for a girl's night out with the squad or for a date night with bae. The midi dress features a plunging V-neckline, a dramatic asymmetrical high slit, and ruched detailed side seams to enhance curves. Complete your look with clear heels and a dainty lariat necklace

    Fit & Features 

    • V-neckline, spaghetti straps
    • Cross back accent
    • Asymmetrical high side slit
    • Ruching throughout silhouette
    • Form-hugging 
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0773

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Coraline Satin Corset Wrap Formal Dress

    Special Occasion

    Leave the room breathless in the sweet Coraline formal dress at your next fancy affair! She stuns in an off-the-shoulder neckline with pleated sleeve cuffs and a sultry corset bodice with flexible boning. Her empire waist effortlessly shapes the wrap midi skirt designed to give you a curvy look. The dress is composed of silky smooth satin fabric with minimal stretch. Complete your look in a glam necklace set and heels.

    Fit & Features

    • Off-the-shoulder, pleated sleeve cuffs
    • Corset bodice, flexible boning
    • Empire waist, wrap midi skirt
    • Back zipper and hook-eye closure
    • Lined silky satin fabric, minimal stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1996

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: 05101-000547

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: MAUVE

    Available Size: L, XL

  • Flared And Flirty Off-The-Shoulder Midi Dress

    Keep it flirty with a midi dress that brings the flare! The dress features an off-the-shoulder neckline with a sweetheart bust and a midi-length silhouette with a trumpet hem. The dress is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete the look with wedges.

    Fit & Features

    • Off-the-shoulder neckline
    • Sweetheart bust 
    • Midi-length silhouette
    • Trumpet hem
    • Crepe fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2389

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Moment of Glam Cowl Neck Midi Dress

    Create a glam moment in this chic midi dress that commands attention from the moment you enter the room! The dress features a sleeveless cowl neckline, sleek spaghetti straps that lead to an x-back design, and a midi length silhouette with a high side slit. Complete look with mules

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • X-back 
    • Midi length silhouette 
    • High side slit
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 05101-0954

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Violeta Chiffon Sleeve Crepe Midi Dress

    Special Occasion

    Style up the chic and stunning Violeta formal midi dress for a luxe cocktail party look. She features a square neckline, sheer chiffon long peasant sleeves, a partially open back with a strappy lace-up design, front ruching leading to a thigh-high slit to showcase some leg, and a midi-length, form-hugging silhouette to accentuate your gorgeous figure. The crepe fabric offers a moderate stretch. Complete the look with strappy stilettos.

    Fit & Features

    • Square neckline
    • Sticky bra recommended
    • Sheer chiffon long peasant sleeves, elastic cinched hems
    • Partially open back, strappy lace-up design, tie closure
    • High waist seam, front ruching, thigh-high slit
    • Midi-length hem, form-hugging fit
    • Crepe fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1231

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Talk Cutout Midi Dress

    Smooth, snatched, and straight-up stunning. This midi dress brings all the glam with a pleated sweetheart neckline, cutout back, and a form-hugging fit made to own the spotlight.

    Fit & Features

    • Smooth knit fabric with subtle sheen, stretchy knit lining
    • Pleated sweetheart neckline, padded bra cups
    • Wide shoulder straps
    • Cutout back with bar clasp closure strap
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000642

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: L

    Product Badge:
    • Best Seller
  • Stunning Impression Asymmetrical Midi Dress

    Make a stunning impression in a midi dress that commands attention. The dress features a sleeveless wrap V-neckline, spaghetti straps, ruching, a high-side slit, and a midi-length silhouette. The dress is composed of a smooth knit fabric with a glamourous sheen finish. Complete look with mules.

    Fit & Features

    • Sleeveless wrap V-neckline 
    • Spaghetti straps
    • Ruching 
    • High side slit
    • Midi-length silhouette 
    • Smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1329

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tied Up In Elegance Halter Midi Dress

    Meet your RSVP-ready dress—sleek satin, a plunging halter neckline, and the perfect bow tie back. It hugs in all the right places while it effortlessly glam.

    Fit & Features

    • Sleek knit stretch fabric
    • Plunging halter neckline
    • Open back with tie bow detail
    • Curve-hugging silhouette
    • Midi-length trumpet hem
    • Runs true to size

    Style Number/Barcode: 05101-000372

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: ROSE

    Available Size: L, XL

  • Iconic Presence Sleeveless Midi Dress

    Make your presence iconic in this must-have midi dress! Designed with a slinky knit fabric with plenty of stretch, this dress will showcase a chic sheen to catch everyone's eye. It features a sleeveless square neckline, wide shoulder straps, the perfect bodycon silhouette that fits like a glove, and a flirty center back slit along the midi-length hem. Complete the look in heels and an envelope clutch for a cocktail mixer or business dinner!

    Fit & Features

    • Slinky knit fabric, sheen effect, plenty of stretch
    • Sleeveless square neckline
    • Wide shoulder straps
    • Center back slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3099

    Category Name: Midi Cocktail Dresses

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale