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.

  • Alluring And Chic Ruched Midi Dress

    Create an alluring silhouette in this chic ruched midi dress that will hug your curves. It features a sleeveless cowl neckline, bungee spaghetti straps that lead to a cross-back design, ruched detailing down the side seams, and a midi-length hem with a form-hugging fit. Style with clear mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps, cross-back design
    • Ruching down the side seams
    • Midi-length hem, form-fitting silhouette
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4510

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Metallic Glow High Slit Midi Dress

    Give off a gorgeous metallic glow in this alluring high slit midi dress, perfect for your next party! It features a sleeveless V-neckline with a pleated wrap-front, spaghetti straps, a high waist seam with pleated detailing, a faux wrap-front design creating a high slit to showcase some leg, and a midi-length hem with a form-hugging silhouette. The shimmery metallic knit fabric offers plenty of stretch. Style with clear heels.

    Fit & Features

    • Sleeveless V-neckline, pleated wrap-front design
    • Spaghetti straps
    • High waist seam, pleating
    • Faux wrap-front design, high slit
    • Midi-length hem, form-hugging fit
    • Metallic knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2247

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet & Smocked Ditsy Ruffle Midi Dress

    Get into the spring vibe with this midi dress on! Easily style it up or down by switching out your white sneakers to heels! 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Square Neckline 
    • Tiered Ruffle Detail 
    • Midi Length Silhouette 
    • Ditsy Woven Print 
    • Form Hugging Fit I Plenty Of Stretch 

    Style Number/Barcode: 05101-0501

    Category Name: Midi Cocktail Dresses

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sequin Diva Midi Dress

    Steal the spotlight and werk it in this diva-licious sequin dress!

    Fits & Features

    • Mock Neckline
    • Cap Sleeves
    • Zipper At Back
    • Conservative Midi Length
    • Sheer Mesh Fabric Embellished With Sequin Design I Fully Lined
    • Curve Hugging Fit I Offers Minimal Stretch 

    Model is 5'9 with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-7627

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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

  • Always A Blossom Satin Rosette Midi Dress

    Blossom this season in this satin midi dress to refresh your dressy look! It features a sweetheart neckline with lovely mesh rosette appliques, spaghetti straps, a form-hugging silhouette, and a flirty front slit along the midi-length hem. Complete the look with a clutch and earrings for a rehearsal dinner or banquet!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Mesh rosette appliquees
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Silky satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2679

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jenny Strapless High Slit Satin Midi Dress

    Special Occasion

    Style up the silky-chic Jenny satin midi dress to be the best-dressed guest at your next wedding! She features a strapless straight across neckline with a fold-over design, a high waist seam, a midi-length hem with a skin-flaunting high front slit, and a form-hugging silhouette. The satin-knit fabric offers a moderate stretch. Complete your look with platform heels.

    Fit & Features

    • Strapless straight across neckline, fold-over design
    • High waist seam, back zipper, hook and eye closure
    • Midi-length hem, high front slit
    • Form-hugging fit
    • Satin-knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1505

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Silky Sleek Satin Slip Midi Dress

    This silky sleek satin slip midi dress will create the prettiest party outfit! It features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, a midi-length hem, and a flowy A-line silhouette. The lightweight satin woven fabric will catch the light with its eye-catching sheen. Style with a pair of platform heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Midi-length hem
    • Flowy A-line silhouette
    • Satin woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2244

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Not Here To Mesh Ruched Ruffle Midi Dress

    You're not here to mess around. Keep stylish in this mesh midi dress perfect for elevating your night. The dress features a square neckline, adjustable spaghetti straps, side and back ruching to accentuate your curves, a bodycon silhouette, and a ruffled midi-length hem with a front slit design. Complete the look in sleek stiletto pumps for a cocktail reception or birthday!

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side and back ruched seams
    • Bodycon silhouette
    • Ruffled midi-length hem, slit design
    • Mesh fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2803

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vanae Formal Lace Illusion Midi A-Line Dress

    Special Occasion

    Sultry yet whimsical, the Vanae formal dress brings romantic allure in her twirl-worthy tulle skirt and lace illusion bodice! She features a classy sleeveless V-neck, adjustable spaghetti straps so you can customize the fit, and a corset-style bodice with flexible boning inserts for structure and shaping. Her flowy A-line silhouette hits mid-calf - perfect for flaunting some gorg heels.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Built-in padded bust, no bra required
    • Lace illusion corset-style bodice, flexible boning
    • Back zipper, hook and eye closure
    • A-line silhouette, midi-length hem
    • Layered tulle skirt, inner knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0698

    Category Name: Midi Cocktail Dresses

    Price: $74.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Maya Cowl Neck Satin Formal Dress

    Special Occasion 
    You'll enchant the room instantly when you walk in this gorgeous satin formal dress! Maya showcases thin spaghetti straps with a cowl neck, lace-up cutout back, and a midi length. She is made in smooth satin with minimal stretch. Complete your captivating look with sparkling earrings and a clutch.

    Fit & Features

    • Cowl neck
    • Spaghetti straps
    • Crisscross strappy back
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-0621

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kiley Cowl Neck Wrap Satin Midi Formal Dress

    Special Occasion

    Create a timeless look that exudes chic in the Kiley satin midi formal dress perfect for bridesmaids, wedding guests, or banquets. Made from a silky satin fabric, the formal dress features a flattering cowl neckline, a form-hugging faux wrap silhouette that accentuates your curves, and a front slit design. Pair with strappy 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

    • Silky satin-lined fabric, minimal stretch
    • Cowl neckline, spaghetti straps
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Form-hugging faux wrap silhouette
    • Front slit design, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2627

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED, SAGE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • A Little Glitz And Glamour Rhinestone Trim Midi Dress

    Show off a little glitz and glamour in this alluring midi dress! It features a sleeveless one-shoulder neckline with an iridescent rhinestone trim strap, a bold front cutout at the waist, a midi-length hem with a faux wrap design, and a curve-hugging silhouette. The crepe fabric offers a moderate stretch. Style with rhinestone hoops and clear heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Iridescent rhinestone trim strap, removable
    • Waist cutout
    • Midi-length hem, faux wrap design
    • Fitted bodycon silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4780

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Vibes Glitter Knit Midi Dress

    Bring the sparkle and shine to your dressy look with this gorgeous glitter knit midi dress! It features a sleeveless cowl neckline, spaghetti straps, a low scoop back with a rhinestone embellished bar strap, a high waist seam, a midi-length silhouette, and a curve-hugging fit. The glitter knit fabric offers a moderate stretch. Style with glitzy rhinestone earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Low scoop back, rhinestone embellished bar strap
    • High waist seam, midi-length hem
    • Form-hugging silhouette
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1884

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amari Heat Stone One Shoulder Midi Dress

    Special Occasion

    With an effortlessly shine and a seamless silhouette, Amari is all about elegance. She'll certainly be a conversation starter the moment you enter any room!

    Fits & Features

    • One-Shoulder Neckline 
    • Ruching Detail Along The Sides
    • Midi Length Silhouette
    • Fully Lined Mesh Knit Fabric With Heat Stones Embellishments 
    • Curve-Hugging Fit I Ample Stretch
    • Zipper Not Included  

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

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05001-0251

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Make It Cute Sleeveless Ruched Slit Midi Dress

      For casual plans and outings, make your look cute in this sleeveless midi dress perfect for inspiring your inner fashionista! It features a square neck, spaghetti straps, a form-hugging fit, a side ruched seam that accentuates your curves, a side slit, and a midi-length hem. Complete the look with a crop jacket and heels!

      Fit & Features

      • Sleeveless square neck
      • Spaghetti straps
      • Form-hugging fit
      • Side ruched seam, slit
      • Midi-length hem
      • Stretchy brushed knit soft fabric
      • Runs true to size

      Style Number/Barcode: 05102-5290

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Thea Formal Ruffle Hem Midi Dress

      Special Occasion

      You have a flair for the dramatics, so the chic Thea formal ruffle hem midi dress is a perfect match for your next fancy soiree! She features a sleeveless scoop neckline, adjustable spaghetti straps, a slim-fit silhouette, and a midi-length hem with a bold tiered ruffled hem with a thin netted interior design for a voluminous flared-out look. The smooth and slinky knit fabric includes a midi-length lining and offers plenty of stretch. Complete your outfit with rhinestone chandelier earrings and strappy stilettos!

      Fit & Features

      • Sleeveless scoop neckline
      • Adjustable spaghetti straps, back zipper, hook and eye closure
      • Dart seams, high waist seam, slim-fit silhouette
      • Midi-length hem, tiered ruffled hem, thin netted interior design, flared-out look
      • Smooth and slinky knit fabric, midi-length lining, plenty of stretch
      • Strapless or sticky bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1916

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Spiral Into Style Cutout Bodycon Midi Dress

      Spicy, sculpted, and impossible to ignore. This bodycon midi dress brings all the drama with edgy hardware and a cutout bodice that serves all night long.

      Fit & Features

      • Smooth knit stretchy fabric
      • Strapless sweetheart neckline
      • Padded bra cups, twist metal hardware trim
      • Cutout bodice and twist accent
      • Bodycon midi-length silhouette
      • Runs true to size

      Style Number/Barcode: 05101-000226

      Category Name: Midi Cocktail Dresses

      Price: $39.90

      Availability: In Stock

      Available Color: BURGUNDY

      Available Size: XS, S, M, L

    • Meilani Formal Sequin Scroll Slit Midi Dress

      Special Occasion

      Radiate sexy elegance in the Meilani formal midi dress perfect for serving major looks as a wedding guest or attending a banquet dinner! She features a sweetheart neckline with a square cutout, adjustable spaghetti straps, a padded and underwire bust, a bodycon silhouette that hugs your gorgeous curves, and a flattering front slit and midi-length hem. The formal dress is designed with a sparkly sequin-scroll pattern on mesh fabric with a stretchy knit lining. Complete the look with fringe earrings and silver heels!

      Fit & Features

      • Sleeveless sweetheart neckline, square cutout
      • Adjustable spaghetti straps, padded and underwire bust
      • Back zipper and hook-eye closure
      • Bodycon silhouette, front slit, midi-length hem
      • Sequin-scroll mesh fabric, stretchy knit lining
      • No bra required
      • Runs true to size

      Style Number/Barcode: 05001-1644

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $79.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Low-Key Luxe Open Back Midi Dress

      From classy neckline to tie-back surprise, this bodycon midi dress brings unexpected drama to this sleek silhouette. Perfect for weddings, date nights, or any occasion to dress up!

      Fit & Features

      • Slinky knit-lined fabric, moderate stretch
      • Boat neckline
      • Open tie-back design
      • Form-hugging silhouette
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000502

      Category Name: Midi Cocktail Dresses

      Price: $42.90

      Availability: In Stock

      Available Color: BROWN

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

    • Katriel Formal Crepe Sleeveless Midi Dress

      Special Occasion

      Be the embodiment of luxury in the Katriel formal crepe midi dress perfect for rehearsal dinners, banquets, or cocktail parties. Crafted with chic crepe fabric, this midi dress features subtle details that are sure to please, like a square neckline, tank shoulder straps, bodycon silhouette, side pleated seams, and a wrap surplice front slit. This sophisticated midi dress will take you to any formal event with ease. Complete the look with glam rhinestone jewelry.

      Fit & Features

      • Sleeveless square neckline, tank shoulder straps
      • Side pleated seam
      • Bodycon silhouette, wrap surplice front slit
      • Midi-length hem
      • Crepe fabric, moderate stretch, bust knit lining
      • Bra friendly design
      • Runs true to size

      Style Number/Barcode: 05001-2038

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Glam Sophistication Sleeveless Cutout Midi Dress

      Walk into the party in this mesh sleeveless midi dress, which showcases a flirty cutout back and a form-hugging fit that flatters your figure. Complete the look with heels.

      Fit & Features

      • Mesh fabrication, stretchy knit lining
      • Sleeveless square tube neckline
      • Ruching
      • Asymmetrical layered high-slit
      • Cutout at the lower back
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05101-3630

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Most Chic Sleeveless Bodycon Midi Dress

      You and this sleeveless midi dress will be the most chic RSVP at the dinner party! With a flattering cowl neckline and shoulder straps, this dress boasts side ruched seams for the perfect bodycon fit. The side slit and midi-length hem add a touch of elegance. Complete the look with a clutch and heels.

      Fit & Features

      • Smooth knit fabric, knit lining, moderate stretch
      • Cowl neckline
      • Shoulder straps
      • Side slit
      • Bodycon fit
      • Runs true to size

      Style Number/Barcode: 05101-3532

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Stylish Moment Drop Waist A-Line Midi Dress

      Showcase chic style in this flowy midi dress designed with a ponte knit bodice with a strapless straight neckline and flexible boning for structure. The V-shaped drop waist leads to a lined chiffon midi-length A-line silhouette with pleated detailing.

      Fit & Features

      • Ponte knit bodice
      • Strapless straight neckline
      • Flexible boning, back zipper closure
      • V-shaped drop waist
      • Sheer chiffon midi-length A-line silhouette, knit lining
      • Pleated detailing
      • Runs true to size

      Style Number/Barcode: 05101-3835

      Category Name: Midi Cocktail Dresses

      Price: $20.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free