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.

  • Katelyn Ruched Midi Dress

    Chic and fab, the Katelyn ruched midi dress is a new go-to. She features a sleeveless bodice, a Y neck with halter straps, a knot detail, and a front keyhole cut out, and a square back with a zipper closure. Her high waist band leads to a curve hugging skirt with ruched side details and a mid-length hem. The dress is composed of a stretchy knit fabric with a pretty sheen.

    Model is 5'8" 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: 05001-0238

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Foxy Lady Slinky Dress

    Hey there foxy lady we like your style! This slinky midi dress features a cowl neckline, adjustable spaghetti straps, and a square back with a hidden zipper. The dress slightly cinches at one hip and also offers a sexy side slit. The dress is composed of a smooth satin-like material that offers no stretch yet a relaxed fit. Sexy yet elegant!

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0151

    Category Name: Midi Cocktail Dresses

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Evening Plans Ruched Tube Midi Dress

    Consider your invite handled. This ruched midi dress sculpts your shape with a sleek, strapless silhouette that feels made for dinners, events, and everything in between.

    Fit & Features

    • Smooth knit stretchy fabric
    • Strapless tube neckline
    • Ruched bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001123

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY

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

  • Aya Formal Midi-Length Bandage Dress

    Special Occasion

    Achieve a sexy silhouette that will showcase your natural curves in the stunning and chic Aya formal midi-length bandage dress. She features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, and a hidden back zipper closure. Her vertical seam detailing continues down the length of the dress meeting with a high waist seam and a midi-length seam with a ruffled hem. The bandage knit fabric offers a bodycon silhouette for a smooth and sculpted look with plenty of stretch. Complete your outfit with lace-up heels for your next cocktail party.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Vertical seam detailing down the length of the dress, high waist seam, midi-length seam
    • Ruffled midi-length hem, bodycon silhouette
    • Bandage knit fabric, sculpted look, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1690

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Pretty Silky Knit Midi Dress

    You'll be feeling pretty and chic in this silky knit midi dress! It features a sleeveless V-neckline with a twist-front design, a small keyhole cutout under the bust, spaghetti straps, a midi-length hem with a sultry high front slit, and a curve-hugging silhouette. Style with clear mules for date night.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Small keyhole cutout under the bust
    • Spaghetti straps
    • Midi-length hem, high front slit
    • Form-hugging fit
    • Silky knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2278

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bust My Luck Satin Slit Midi Dress

    You're in luck. This satin midi dress is just your style! It features a sleeveless one-shoulder neckline with an asymmetrical wide strap, a bust cutout, a form-hugging silhouette, and a sultry side slit. Complete the look in basic block heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Non-slip grip lining
    • Asymmetrical wide strap, bust cutout
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Silky satin fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1989

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Uma Heat-Stone Midi Dress

    Special Occasion 

    Slay today and everyday after! Our Uma midi dress features a form fitting silhouette, a v neckline, and spaghetti straps that lead to a square back. She is composed of a knit material with a mesh overlay adorned in heat stones, and has a side slit detail. Mesh material offers moderate stretch.

    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: 05001-0196

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Leona Satin Lace-Up High Slit Midi Dress

    Special Occasion

    Showcase your gorgeous silhouette in the Leona satin bodycon midi dress featuring a sleeveless sweetheart neckline accented with a pleated cowl overlay, and spaghetti straps leading to an open lace-up strappy design for a customized fit. The sultry side cutouts at the waist and the high-cut side slit add a bold allure. Complete your stunning cocktail party look with stiletto heels.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Satin-knit fabric with knit bust lining, moderate stretch
    • Sweetheart neckline with pleated draped cowl overlay, padded bust
    • Spaghetti straps, open back with cross-back lace-up strappy design
    • Asymmetric side cutouts
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2525

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Impress Cowl Neck Tie-Dye Satin Midi Dress

    Your aesthetic will always impress in this tie-dye satin midi dress perfect for sunset cocktails on vacation or at a rooftop bar! Made from a silky satin fabric with a beautiful tie-dye print, this dress brings a unique style. It features a cowl neckline, adjustable spaghetti straps that crisscross in the back, and a form-hugging midi silhouette. Complete the look in stiletto heels.

    Fit & Features

    • Tie-dye print, satin woven fabric, no stretch
    • Cowl neckline
    • Back zipper and hook-eye closure
    • Adjustable spaghetti straps, crisscross back
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3202

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Off Shoulder Sweater Dress

    We're such softies for soft sweaters. Cuddle up to this cozy and sweet sweater dress!

    Fits & Features

    • Off Shoulder Neckline 
    • Fitted Long Sleeves
    • Midi Length Silhouette
    • Ribbed Knit Fabric
    • Form-Hugging Fit 
    • Ample Stretch

    Style Number/Barcode: 06005-0275

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ava Cowl Neck Bodycon Mesh Lace Midi Formal Dress

    Special Occasion

    Romantic lace mesh and a bodycon fit come together to create the gorgeous Ava midi formal dress! 

    Fit & Features

    • Lace mesh lined fabric
    • Adjustable spaghetti straps
    • Cowl neckline
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal showers, bachelorettes, rehearsal dinners, engagement parties, cocktail soirees

    Style Number/Barcode: 05001-000033

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vision In Satin Corset Midi Dress

    You'll be looking like a vision in this satin midi dress to make a flawless entrance at the club! Featuring a sleeveless sweetheart neckline, adjustable spaghetti straps, padded bust, flexible boning bodice, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit. The mid-length dress is composed of a lined silky satin fabric with a slight stretch. Complete the look with an envelope clutch.

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Padded bust, flexible boning bodice
    • Bodycon silhouette
    • Front ruched seam, slit, midi-length hem
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4811

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Vibes Knit Midi Dress

    Get those casual cute vibes in this adorable knit midi! The dress features a V neckline, short sleeves, and a mid-length, curve hugging fit. The ribbed knit fabric offers plenty of stretch.

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

    Style Number/Barcode: 05102-0315

    Category Name: Midi Cocktail Dresses

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Divine Nature Floral Lace Corset Midi Dress

    A floral lace midi dress that'll stand out from every crowd! The dress boasts a sweetheart neckline atop a corset bodice that snatches your waist while the bodycon silhouette flaunts your curves. Pair with heels.

    Fit & Features

    • Floral print, lace lined fabric
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Corset bodice, back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3975

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Audrina Formal Ponte Square Neck Midi Dress

    Special Occasion

    Dressy bridal shower? Casual-chic wedding? Or any event that needs a little white dress. The Audrina formal ponte midi dress evokes sophistication and style to help you look and feel your absolute best! She features a sleeveless square neckline with a wired underbust trim, tank shoulder straps, a form-hugging silhouette, and a back slit accent along her fitted midi-length hem. The formal dress is composed of a smooth ponte-blend fabric designed to fit your body like a glove and has a stretchy knit lining. Complete the look with a beaded clutch and statement heels.

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • Wired underbust trim, back zipper and hook-eye closure
    • Form-hugging silhouette
    • Back slit accent, fitted midi-length hem
    • Ponte-blend knit fabric, stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1624

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Sequins Midi Dress

    This jaw-dropping midi dress is just what you need for your holiday outings! 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Sweetheart Neckline With Padded Cups
    • Zipper With Hook & Eye Closure At Back
    • Midi Length Silhouette
    • Lined, Sheer Mesh Fabric With Diamond & Scroll Print Pattern Sequins 
    • Curve Hugging Fit I Moderate Stretch 

    Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0603

    Category Name: Midi Cocktail Dresses

    Price: $24.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Krystal Satin Midi Formal Dress

    Special Occasion

    Designed for the kind of night that deserves a slow entrance, the Krystal satin midi dress molds to your shape with a strapless neckline, hip-pleated seams, and a daring front slit. It’s sleek, sculpted, and made to turn every glance into a double take.

    Fit & Features

    • Stretch satin-lined fabric
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Front slit
    • Form-hugging fit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, formal celebrations, birthdays, date nights, cocktail parties, holiday soirees

    Style Number/Barcode: 05001-000559

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bennet Lace Trim Satin Midi Dress

    Special Occasion

    Create a gorgeous look in the Bennet midi dress designed with sleek stretch satin fabric and a dainty lace trim at the bust. The front keyhole cutout and high-cut slit add a chic allure to the fitted silhouette.

    Fit & Features

    • Stretch satin fabric, full-length knit lining
    • Sleeveless V-neckline, sheer lace trim, padded bust
    • Keyhole cutout below the bust, high waist seam
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Pleating at the waist, high front slit
    • Midi-length fitted silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, fancy date nights, and dinner parties.

    Style Number/Barcode: 05001-2638

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romantic Twist Corset Mermaid Midi Dress

    Sculpt your silhouette with this lace midi dress to make an unforgettable entrance. The structured corset bodice cinches your waist while the mermaid skirt flares dramatically at the knees, creating an hourglass figure that commands attention. 

    Fit & Features

    • Lace-lined fabric
    • Strapless corset bodice, flexible boning
    • Back zipper hook-eye closure
    • Mermaid silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4147

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Look Cowl Neck High Slit Knit Midi Dress

    Create an iconic sleek look with this cowl neck high slit midi dress! Made with a slinky knit fabric offering plenty of stretch, this dress will have comfortable wear all night long. The sleeveless bodice is shaped with a high cowl neckline with chic draping, and tie-back halter straps that lead to an alluring backless design. The ruched side seams will accentuate your curves along the bodycon silhouette. The asymmetric hem creates a high-cut side slit to reveal some leg. Style with stilettos for a sexy vibe, or combat boots to add some edge.

    Fit & Features

    • Stretchy slinky knit fabric with knit lining
    • Sleeveless high cowl neckline
    • Tie-back halter straps, backless design
    • Ruched side seam
    • Asymmetric hem, high side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3294

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nia Rhinestone Sleeveless Midi Dress

    Special Occasion

    Light-reflecting rhinestones create a glamorous effect on the Nia formal dress perfect for rehearsal dinners and dressy cocktail parties! She features a sleeveless V-neckline, tank straps, a v-cut back, and a form-hugging midi-length silhouette. The formal dress is composed of a mesh fabric with all-over rhinestone embellishments and a stretchy knit lining. Complete the look with fringe earrings and mules.

    Fit & Features

    • Sleeveless V-neckline, tank straps
    • V-cut back, hidden side zipper and hook-eye closure
    • Form-hugging silhouette, midi-length hem
    • All-over rhinestone embellishments
    • Mesh fabric, stretchy knit lining
    • Strapless bra to sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1468

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunner In Lace Midi Dress

    Make a stunning entrance in this gorg lace midi dress! It features an off the shoulder popover neckline, a slim fit and a midi length. The dress is composed of a sheer lace fabric with a full knit lining and offers moderate stretch.

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

    Style Number/Barcode: 05101-0113

    Category Name: Midi Cocktail Dresses

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Quietly Captivating Floral Midi Dress

    Soft florals, sleek lines, and just enough drama. This floral midi dress skims the body with delicate straps and a front slit that moves with you, making it an easy pick for date nights, weddings, or shower celebrations.

    Fit & Features

    • Floral pattern on smooth, knit stretchy fabric
    • Square neckline with spaghetti straps
    • Front slit accent
    • Form-hugging midi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000505

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: PLUM

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

  • Enticing Sultry Off-The-Shoulder Mermaid Midi Dress

    A sultry off-the-shoulder midi dress features a contrast folded neckline and flattering mermaid silhouette with a flared midi-length hem. The ponte knit fabric offers the perfect amount of stretch. 

    Fit & Features

    • Ponte knit fabric, minimal stretch
    • Off-the-shoulder contrast folded neckline
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3523

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale