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.

  • Isabel Strapless Slit Bodycon Midi Formal Dress

    Special Occasion

    Sleek and stunning! The Isabel midi formal dress delivers a chic look with a bodycon fit that hugs your curves and a front slit for movement. 

    Flawlessly chic and bold, this dress is a statement. If strapless styles are your go-to, explore our strapless prom dresses or embrace effortless fashion with our formal dresses.

    Fit & Features

    • Slinky knit lined fabric, moderate stretch
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Flexible boning
    • Front slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2773

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kateri Crepe Midi Dress

    Special Occasion

    Our Kateri is a show-stopper! Her body-lovin' fit will hug your every curve.  

    Fits & Features 

    • Spaghetti Straps That Lace Up & Cross At The Back 
    • Plunging V Neckline 
    • Midi Length Silhouette With Front Slit 
    • Crepe Fabric 
    • Curve Hugging Fit 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0310

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Get A Move On Crepe Midi Dress

    You need to get a move on with making those GNO plans with your girlfriends! Make sure you pick up this party-ready dress and elevate your style with some bold earrings!

    Fits & Features

    • Spaghetti Straps 
    • Scoop Neckline 
    • Midi Length Silhouette I Front Slit 
    • Crepe Fabric 
    • Form Hugging Fit I Plenty Of Stretch 
    • Zipper Not Featured

    Style Number/Barcode: 05103-0851

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lucia Side Slit Satin Dress

    Special Occasion

    Enter any room and you'll be receiving compliments left and right in our lovely Lucia! 

    Fits & Features

    • Thick Shoulder Straps 
    • Sweetheart Neckline I Linear Seam Details At The Bust I Square Back
    • Midi Length Silhouette With Front Side Slit 
    • Stretch Satin Fabric I Fully Lined 
    • Bodycon Fit I Moderate Stretch 
    • Zipper Not Included

     

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0351

    Category Name: Midi Cocktail Dresses

    Price: $8.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curves Ahead Bandage Midi Dress
    Showcase curves in this showstopping dress! The ivory dress features a sweetheart neckline, adjustable narrow straps, a narrow waist band accent and a trumpet midi silhouette. Dress is composed of a stretchy bandage ponte fabric that offers a curve hugging fit. 

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

    Style Number/Barcode: 06005-6347

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Love Velvet Midi Slip Dress

    Lovely and luxe, slip into this velvet midi dress for a night of celebration! It features a sleeveless cowl neckline with tank-style straps, a low-cut back, and a form-hugging silhouette. Complete your ravishing look in statement earrings.

    Fit & Features

    • Sleeveless, cowl neckline
    • Tank-style straps
    • Low-cut back
    • Form-hugging silhouette
    • Midi-length hem
    • Velvet knit fabric, sewn-in lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-2153

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Stroll Floral Lace-Up Midi Dress

    Soft, sultry, and effortlessly chic—this floral midi dress brings romance with every step. The strappy lace-up back and curve-skimming fit make it perfect for weddings, brunches, or dreamy date nights.

    Fit & Features

    • Floral garden print, stretch knit fabric
    • Pleated square halter neckline
    • Lace-up back detail
    • Curve-hugging fit
    • Midi-length flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000388

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One To Remember Strapless Pleated Satin Midi Dress

    You'll be the girl they'll never forget in this satin midi dress as a stunning bridesmaid, wedding guest, or attending a dressy soiree! Featuring a strapless sweetheart neckline with pleating, this midi dress exudes elegance. The form-hugging silhouette accentuates your curves while the center back slit adds a touch of allure. Complete the look with dainty earrings and heels.

    Fit & Features

    • Satin fabric, bust knit lining, minimal stretch
    • Strapless sweetheart neckline with pleating
    • Center back slit
    • Form-hugging silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3120

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Possibilities Floral Mesh Midi Dress

    The romantic possibilities are endless with this floral mesh midi dress! Designed with a floral leaf print, this midi dress features a flirty ruffle trim sweetheart neckline, a padded bust, and adjustable spaghetti straps. All-over ruching and the bodycon silhouette make this dress fit like a glove while the flirty side slit allows for movement. Complete the look in dainty stiletto heels for a date!

    Fit & Features

    • Sleeveless ruffle trim sweetheart neckline
    • Adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • All-over ruching, bodycon silhouette
    • Side slit, midi-length hem
    • Floral leaf print, stretchy mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3085

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Glam Vibes Glitter Ruched Midi Dress

    Give off those sultry glam vibes in this curve-hugging glitter ruched midi dress! It features a sleeveless square neckline, spaghetti straps, ruching down the side and back seams, a midi-length hem with a thigh-high side slit to showcase some leg, and a bodycon silhouette to flaunt your figure. The sheer glitter mesh fabric includes a full-length lining. Complete your look for cocktail hour with a rhinestone necklace and clear heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Ruching down the side and back seams
    • Midi-length hem, thigh-high side slit
    • Bodycon silhouette
    • Sheer glitter mesh fabric, full-length sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2646

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mailee Formal Velvet V-Neck Wrap Midi Dress

    Special Occasion

    Midi dresses like the iconic Mailee formal velvet midi dress will radiate sophistication! She features a sexy plunge V-neckline with pleated detailing, spaghetti straps, a form-hugging silhouette to showcase your curves, and a midi-length hem with a wrap silhouette creating a front slit. The formal dress is composed of a luxe velvet fabric with a super soft feel. Complete the look with a statement choker and earrings for a cocktail soiree or banquet!

    Fit & Features

    • Sleeveless plunge V-neckline, pleating, underbust seam, high waist seam
    • Spaghetti straps
    • Form-hugging silhouette
    • Midi-length them, wrap silhouette, front slit
    • Soft velvet fabric, knit lining at the bust, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1922

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Raegan Formal Sequin Midi Dress

    Special Occasion

    Bring the glitz and shine in our dazzling Raegan dress!

    Fits & Features

    • Plunging V Neckline
    • Vertical Princess Seams Along The Bust I Padded Cups 
    • Double Row Spaghetti Straps
    • Partially Open Back 
    • Curve-Hugging Fit I Minimal Stretch
    • Midi Length Silhouette
    • Lined Mesh Fabric Adorned With Sparkling Sequins Throughout 

      Burgundy: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

      Gold: 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: 05001-0212

      Category Name: Midi Cocktail Dresses

      Price: $21.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Chic Confidence High Slit Midi Dress

      The kind of midi dress that does all the talking for you. A body-hugging fit with a daring slit makes it your go-to for nights that call for chic confidence.

      Fit & Features

      • Smooth knit fabric with lining, high stretch
      • Sleeveless sweetheart neckline, padded bust
      • Cowl neck draped overlay
      • Adjustable spaghetti straps
      • Corset seam design, ruched waist
      • Midi-length bodycon silhouette, high-cut side slit
      • Runs true to size

      Style Number/Barcode: 05101-001155

      Category Name: Midi Cocktail Dresses

      Price: $20.97 $46.90

      On Sale: Yes

      Availability: In Stock

      Available Color: BURGUNDY

      Available Size: L

      Product Badge:
      • Sale
    • Alena Formal Satin Cowl Neck Midi Dress

      Special Occasion

      Look and feel effortlessly elegant in the Alena formal satin dress designed to make a statement! Crafted from luxuriously silky satin fabric, this timeless midi-length dress features a sweetheart cowl neckline, adjustable spaghetti straps, a padded bust, flexible boning inserts along the waist, and a bodycon silhouette with a flirty front slit. Complete the look in stiletto heels for a wedding guest or black tie party!

      Fit & Features

      • Sleeveless sweetheart cowl neckline
      • Adjustable spaghetti straps
      • Padded bust, back zipper and hook-eye closure
      • Flexible boning waist inserts
      • Bodycon silhouette, front slit, midi-length hem
      • Satin fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 05001-2028

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Nikki Formal Satin Slit Midi Dress

      Special Occasion

      Nikki brings the perfect dose of sleek and bold style to your formal event! She features a sleeveless, square neck, spaghetti straps, and a bodice with flexible boning inserts for a structured fit. Her form-fitting silhouette flaunts your femme figure with a sultry front slit along a midi-length hem. She's composed of a stretch-satin luxe fabric with lining. Complete the look in glitzy heels and a clutch.

      Fit & Features

      • Sleeveless, square neck, spaghetti straps
      • Bra-friendly design
      • The bodice has flexible boning inserts
      • Form-fitting silhouette
      • Front slit, midi-length hem
      • Luxe satin fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 05001-1019

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Season of Sleek Halter Midi Dress

      Effortlessly sultry with a sleek edge—this midi dress is your go-to for nights that call for a little extra allure. With its curve-hugging fit, plunging halter neckline, and open back, it’s a total confidence booster.

      Fit & Features

      • Stretchy knit fabric
      • Halter plunge neckline
      • Cutout back
      • Side slit
      • Bodycon silhouette, midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000612

      Category Name: Midi Cocktail Dresses

      Price: $10.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Chantel Heat Stone Mesh Midi Dress

      Special Occasion

      Heat up the night in the alluring and chic Chantel formal dress! She features a sleeveless square neckline, bungee spaghetti straps, ruching down the side seams, and a midi-length, curve-hugging, bodycon silhouette. The lined mesh fabric features all-over iridescent heat stone embellishments for the prettiest sparkle. Style with strappy stilettos.

      Fit & Features

      • Sleeveless square neckline, elastic band
      • Strapless or adhesive bra recommended
      • Bungee spaghetti straps
      • Ruching down the side seams
      • Midi-length hem, fitted bodycon silhouette
      • Sheer mesh fabric, full knit lining, moderate stretch
      • Mini iridescent heat stone embellishments
      • Runs true to size

      Style Number/Barcode: 05001-1108

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Crushworthy Mesh Ruched Midi Dress

      Made for evenings that call for a little drama, this mesh midi dress blends a soft cowl neckline with a delicate back slit for just the right dose of romance. The ruched fit sculpts beautifully, while the midi length keeps it sleek and elevated.

      Fit & Features

      • Mesh overlay fabric with smooth knit lining
      • Cowl neckline, lace padded bra cups
      • Adjustable spaghetti straps
      • Ruching throughout the bodice
      • Back zipper and hook-eye closure
      • Bodycon silhouette
      • Back slit at hem, midi-length
      • Runs true to size

      Style Number/Barcode: 05101-000591

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Chic Hourglass Lace-Up Midi Dress

      Sleek, slinky, unforgettable—this knit midi dress stuns with a draped neckline, curve-skimming ruching, and an open lace-up back. The thigh slit is the perfect finishing touch for a head-turning look for date nights, weddings, or celebrations!

      Fit & Features

      • Smooth knit stretch fabric
      • Pleated cowl neckline
      • Adjustable spaghetti straps
      • Lace-up back design
      • Front slit
      • Bodycon fit, midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000395

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Chic Affair Flocked Floral Velvet Cold-Shoulder Midi Dress

      Romantic, sultry, and made to linger in the spotlight. This floral velvet midi dress hugs every curve while the cold-shoulder detail keeps it flirty and unexpected.

      Fit & Features

      • Sheer mesh fabric with knit lining, high stretch
      • Velvet flocked floral pattern
      • Sweetheart neckline, padded bust, ruching
      • Cold-shoulder design, thin tank straps, off-the-shoulder straps
      • Ruching, back zipper with hook-eye closure
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-000561

      Category Name: Midi Cocktail Dresses

      Price: $24.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Colette Formal Ruched Midi Dress

      Special Occasion

      Create a stunning impression with a formal bodycon that is the perfect choice for your cocktail affair! Colette features a sleeveless wired sweetheart neckline, ruching throughout to enhance curves, a sexy cutout at the midriff for a hint of skin, and a midi-length silhouette accented with a high center slit. The dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a sphere clutch and rhinestone earrings. 

      Fit & Features

      • Sleeveless wired sweetheart neckline
      • Adhesive bra friendly 
      • Ruching, cutout at the midriff 
      • High waist 
      • Bodycon 
      • Midi length silhouette 
      • Form hugging fit, moderate stretch, runs true to size

      Style Number/Barcode: 05001-0960

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Holiday Chic Cowl Neck Wrap Midi Dress

      Look chic for the holidays in this sultry midi dress for every soiree! It features a sleeveless, cowl neckline, and spaghetti straps that shape the sultry open back with criss-cross detail. The form-fitting silhouette highlights your curves in a wrap-style midi skirt. Composed of a sleek knit fabric with a moderate stretch. Perfect for styling with lace-up heels.

      Fit & Features

      • Sleeveless, spaghetti straps
      • Cowl neck, bra-friendly
      • Criss-cross back
      • Form-fitting wrap midi hem
      • Sleek knit fabric
      • Moderate stretch
      • Fits true to size

      Style Number/Barcode: 05101-1248

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Look Of Love Floral Lace Corset Midi Dress

      Captivate your special someone with your stunning allure in this floral lace corset midi dress. Sexy and sheer, the lace fabric is accented with a romantic floral print and includes a partial knit lining for coverage. The mid-length dress is shaped with a chic sweetheart neckline with a padded bust, and adjustable spaghetti straps for that customized fit. The corset-style bodice features sheer inserts to showcase some skin, and has flexible boning for a snatched silhouette. The bodycon fit will flaunt your gorgeous curves, and the back slit accent adds that extra flair. Complete your look for date night with sleek stilettos!

      Fit & Features

      • Floral printed sheer lace fabric with knit lining, moderate stretch
      • Sleeveless sweetheart neckline with padded bust
      • Adjustable spaghetti straps
      • Corset bodice, sheer inserts with flexible boning, high waist seam
      • Back zipper with hook and eye closure
      • Back slit, bodycon fit
      • Runs true to size

      Style Number/Barcode: 05101-3141

      Category Name: Midi Cocktail Dresses

      Price: $20.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Arabella Formal Heat Stone Mesh Dress
      Special Occasion 

      Adorn yourself with plenty of shine in our Arabella burgundy dress! She features a mock neck, unlined fitted long sleeves and a curve hugging midi length silhouette. She is composed of a burgundy hued lined mesh fabric adorned with gold hued heat stones set in a flashy baroque pattern. Dress offers a moderate stretch and includes a back zipper closure.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-3995

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $79.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance