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.

  • Add Some Flair Skater Dress

    Add some flair to your style with this adorable lace skater dress! It features an off the shoulder neckline with a sheer lace overlay, a high waist seam, and a flowy skater skirt with a high low hem. The dress is composed of a sheer lace fabric with a full knit lining and has moderate stretch.

    *Also available in Plus.

    Style Number/Barcode: 05101-0039

    Category Name: Midi Cocktail Dresses

    Price: $18.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Compliment Me High Slit Knit Midi Dress

    You'll spark up all the compliments in this simply chic high slit midi dress! Designed with a stretchy structured knit fabric, this dress is shaped with a sleeveless square neck and back with thin tank shoulder straps. The mid-length hem is accented with a high-cut side slit to show off some leg, and the bodycon silhouette will flaunt your stunning curves. Style with a faux leather jacket and heels to go bar-hopping!

    Fit & Features

    • Stretchy structured knit fabric
    • Sleeveless square neck and back
    • Tank shoulder straps
    • High side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5526

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Secret Weapon Cowl Neck Bodycon Ruffle Midi Dress

    This sleeveless midi dress will be your favorite secret weapon for a chic look at parties or nights out! The spaghetti straps and cowl neckline accentuate your curves, while the bodycon fit flatters your figure. With an asymmetrical tiered ruffle midi-length hem, this dress is sure to make a statement. Complete the look in strappy block heels.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Spaghetti straps
    • Cowl neckline
    • Bodycon fit
    • Ruffled
    • Runs true to size

    Style Number/Barcode: 05101-2897

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fresh In Floral Ruched Mesh Midi Dress

    Keep your summer style fresh with this pretty floral printed mesh midi dress! It features a sleeveless square neckline, adjustable spaghetti straps to customize the fit, all-over ruched detailing, a midi-length hem with a side slit accent, and a bodycon silhouette that will hug your natural curves. The airy floral printed sheer mesh fabric includes a smooth knit lining and offers plenty of stretch. Complete the look with strappy mules.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • All-over ruching
    • Midi-length hem, side slit, bodycon silhouette
    • Floral print
    • Sheer mesh fabric, smooth knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5267

    Category Name: Midi Cocktail Dresses

    Price: $10.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alyssa Feather Trim Velvet Formal Midi Dress

    Special Occasion

    Chic midi dresses like the Alyssa feather trim velvet formal midi dress will create iconic looks for your dressy occasions! She features a sleeveless sweetheart neckline with a sultry plunging sheer mesh insert, a built-in padded bust, and adjustable spaghetti straps for a customized fit. Her princess seams run down the front of the dress for a streamlined silhouette, while the back features chic ruched detailing. She features a midi-length hem with a back slit accent, a marabou feather trim, and an overall form-hugging fit. The luxe lined velvet fabric offers plenty of stretch. Style this mid-length dress with a matching rhinestone necklace and earrings set for your next fancy cocktail party!

    Fit & Features

    • Sleeveless sweetheart neckline, plunging sheer mesh insert
    • Padded bust, adjustable spaghetti straps, back zipper, hook and eye closure
    • Princess seams down the front, high waist seam, back ruching
    • Midi-length hem, back slit, marabou feather trim
    • Form-hugging silhouette
    • Velvet fabric, full-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05001-1604

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meow Or Never Leopard Midi Dress

    Move fast girl. Snag this purr-fect midi before it's too late!

    Fits & Features

    • Spaghetti Straps That Cross At The Back
    • Self Ties & Keyhole Opening At Back
    • Draped Cowl Neckline
    • Front Slit At Midi Length Silhouette
    • Stretchy Polyester Composition I Form Hugging Fit

     

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

     

    Style Number/Barcode: 05102-0408

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ruched One Shoulder Midi Dress

    Keep it fab and ruched with this sleek midi dress! It features a one shoulder neckline, a fitted long sleeve, a ruched left side seam and a midi length silhouette. Dress is composed of a double lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Zipper not included. 

     

    Style Number/Barcode: 05101-0412

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glimmer And Glitter Bodycon Tie Back Midi Dress

    Glimmer under any light in this glitter midi dress to steal the spotlight! Featuring a sleeveless square neck, tank shoulder straps, a tie-back design, a flattering bodycon silhouette, a side ruched seam, and an asymmetrical side slit hem. Complete the look in block heels for a dressy celebration!

    Fit & Features

    • Sleeveless square neck
    • Tank shoulder straps
    • Tie-back design
    • Bodycon silhouette. side ruched seam
    • Asymmetrical side slit midi hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2708

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Speak Chic Satin Slit Midi Dress

    This satin midi dress speaks your language for all things glamorous! It features a sleeveless square neck with spaghetti straps, pleated accents at the waist, a form-hugging silhouette, and a side slit accent. The smooth satin-knit fabric offers a moderate stretch. Complete the look in dazzling earrings.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Pleated accents at the waist
    • Form-hugging silhouette
    • Side slit accent
    • Midi-length hem
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1752

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweep Me Away Ribbed Off Shoulder Midi Dress

    This is that “effortless but still unbelievably chic” dress you reach for when you want comfort without sacrificing the vibe. The ribbed knit hugs smoothly, the foldover neckline drapes just right, and the side slit keeps things subtly daring.

    Fit & Features

    • Soft ribbed knit fabrication, smooth lining
    • Foldover off shoulder neckline
    • Long fitted sleeves
    • Side slit design
    • Midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000452

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's Bold And Sleek Halter Slit Midi Dress

    Bold, sleek, and just the right amount of risky. This bodycon midi dress hugs in all the right places with sheer mesh and a daring plunge that does the flirting for you at cocktail soirees or date night!

    Fit & Features

    • Stretch woven fabric, sewn-in knit lining
    • Halter plunge neckline, hardware insert
    • Sheer mesh panels along the bust
    • Back zipper and hook-eye closure
    • Front slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000670

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Nights Like This Sweetheart Midi Dress

    Nights in this sleeveless midi dress will be unforgettable! The dress boasts a sweetheart neckline leading to the flattering bodycon silhouette and is finished with a midi-length hem. Complete the look with earrings.

    Fit & Features

    • Flocked pattern, mesh lined fabric
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3750

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flawless Look Flocked Floral Mesh Bodycon Midi Dress

    Showcase a chic flawless look for your next cocktail party in this lined mesh midi dress designed with a velvet flocked floral pattern to turn heads. It features a sleeveless subtle sweetheart neckline with a dainty lace trim, spaghetti straps, a back slit accent, and a bodycon silhouette to hug your curves.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Velvet flocked floral pattern
    • Sweetheart neckline with lace trim
    • Spaghetti straps
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3892

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Craving Shine Glitter Midi Dress

    Indulge yourself with this sparkling glitter midi dress to make a striking impression at cocktail parties! It features a sleeveless scoop neck, spaghetti straps that lead to a cross-back lace-up design, and a form-hugging silhouette with a sultry front slit. The glitzy glitter knit fabric offers a moderate stretch. Complete the look with earrings.

    Fit & Features

    • Sleeveless scoop neck, padded cups
    • Adjustable spaghetti straps
    • Lace-up back, tie closure
    • Lower back zipper
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Textured glitter knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1767

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Worth The Stare Mesh Midi Dress

    The kind of dress that gets a double-take without even trying. This mesh midi dress hugs your curves in a bodycon fit and brings just enough allure for plans that pop up at the last minute.

    Fit & Features

    • Mesh fabric, sewn-in knit lining
    • Scoop neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side slit accent, and ruched seams
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001162

    Category Name: Midi Cocktail Dresses

    Price: $21.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SAGE

    Available Size: S, M, L, XL

    Product Badge:
    • Sale
  • Dripping in Drama Cold Shoulder Midi Dress

    All allure, zero effort. This mesh midi hugs your shape with romantic ruching, soft draped sleeves, and pearl accents that catch the light just right—because subtle glam still makes a statement at any party and on date nights!

    Fit & Features

    • Faux pearl mesh-lined fabric, moderate stretch
    • Cold shoulder sweetheart neckline, spaghetti straps
    • Ruched bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000722

    Category Name: Midi Cocktail Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ravishing Allure Velvet Pattern Ruffle Midi Dress

    An alluring sleeveless midi dress perfect for cocktail parties or dressy dates. The dress is designed with a flirty bust cutout, flattering bodycon fit, and a ruffled midi-length hem. Pair with heels.

    Fit & Features

    • Sheer mesh fabric with floral velvet flocked pattern, knit lining, high stretch
    • Tank shoulder straps
    • V-wired square neckline, padded bust, keyhole cutout
    • Back zipper with hook-eye closure
    • Ruching
    • Bodycon fit, ruffled midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3754

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirt In Full Bloom Floral Midi Dress

    This bodycon midi hugs dress your curves and shows a little leg with a sultry back slit—perfect for brunch, date night, or stealing the selfie spotlight.

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Strapless tube neckline, no-slip grip lining
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000590

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serious Sparkle Glitter Midi Dress

    Okay, but this dress?! Now that's some serious sparkle!

    Fits & Features

    • Tank-Inspired Shoulder Straps 
    • Square Neck & Back I Back Zipper With Hook & Eye Closure
    • Midi Length Silhouette I Slit At Center Back 
    • Lurex Knit Fabric 
    • Bodycon Fit I Moderate Stretch

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

      Style Number/Barcode: 05101-0496

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Eleanor V-Neck Bodycon Midi Formal Dress

      Special Occasion

      Made for your next dress-to-impress moment, the stunning Eleanor formal dress hugs your curves in all the right places. With a plunge V-neckline, crisscross back, and a side-pleated hip seam, this midi dress turns every step into a statement.

      Fit & Features

      • Sleek knit fabric, smooth knit stretchy lining
      • Plunge V-neckline
      • Wide shoulder straps
      • Crisscross back, zipper and hook-eye closure
      • Side pleated hip seam
      • Faux wrap bodycon silhouette, midi-length hem
      • Runs true to size

       

      Where to Wear:

      Weddings, rehearsal dinners, engagement parties, date nights, cocktail soirees, birthdays, shower celebrations, dinner parties

      Style Number/Barcode: 05001-000398

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Glamour Glitz Glitter Corset Midi Dress

      This sleeveless glitter midi dress is all about the glamour and glitz! The striking dress is designed with a hidden corset bodice that snatches your waistline, ruched seams to enhance your curves and a flattering bodycon silhouette. Pair with a clutch.

      Fit & Features

      • Sheer glitter mesh fabric with knit lining, plenty of stretch
      • Sleeveless square neckline
      • Spaghetti straps
      • Hidden corset bodice with flexible boning
      • Ruched side and back seams, back zipper closure
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3330

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Robyn Formal Glitter Cutout Midi Dress

      Special Occasion

      The Robyn formal glitter midi dress is perfect for making a chic statement and sophisticated style! Beautifully appointed with a cowl neckline, spaghetti straps, and a cutout bodice, this bodycon midi dress is an elegant choice for any special occasion. The glitter-lined fabric provides a touch of luxe, and the front slit details add a flirty allure along her midi-length hem. Complete the look with earrings for a banquet or cocktail party.

      Fit & Features

      • Sleeveless cowl neckline
      • Spaghetti straps, cutout bodice
      • Bodycon silhouette
      • Front slit, midi-length hem
      • Glitter fabric, bust knit lining, minimal stretch
      • Strapless bra recommended
      • Runs true to size

      Style Number/Barcode: 05001-1947

      Category Name: Midi Cocktail Dresses

      Price: $29.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Romantic Beauty Floral Midi Dress

      Showcase your beauty on your next date night with bae in this romantic floral midi dress. It features a sleeveless square neckline, spaghetti straps, all-over ruched detailing, and a mid-length, curve-hugging silhouette. Style this dress with sleek hoop earrings and new heels for an eye-catching look.

      Fit & Features

      • Sleeveless square neckline
      • Spaghetti straps
      • Ruched detailing
      • Mid-length, form-hugging fit
      • Brushed knit fabric, plenty of stretch
      • Floral print
      • Runs true to size

      Style Number/Barcode: 05101-1030

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • One Sleeve Satin Midi Dress

      Keep it stunning in sophisticated satin! Dress features a one shoulder neckline, a fitted long sleeve, princess seams at the bust and a midi length silhouette. Dress is composed of a lined satin-like fabric that offers a form hugging fit with a slight stretch. Includes a back zipper closure with hook and eye closure. 

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

       

      Style Number/Barcode: 05101-0299

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance