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.

  • Refined Chic Cowl Ruffled Midi Dress

    Dress to impress in this refined chic midi dress! With its flattering sleeveless cowl neckline, sleek spaghetti straps, and form-hugging design, you'll make a statement at any event. The asymmetrical ruffled midi-length hem adds a touch of feminine charm to the smooth knit fabric. Complete the look in stiletto heels for a rehearsal dinner or cocktail soiree!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging design
    • Asymmetrical ruffled midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2961

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Twist Ribbed Knit Midi Dress

    Give your midi dress a stylish twist with chic details! The dress features a sleeveless crew neckline, a twist knot accent at the back with a lower back keyhole, and a midi-length silhouette. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules. 

    Fit & Features

    • Sleeveless crew neckline
    • Twist knot accent at back
    • Lower back keyhole
    • Midi length silhouette
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-0942

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow On Sleeveless Glitter Dress

    Glow on in this shimmering dress that brings all the glitz! It features a sleeveless bodice, a square neckline, spaghetti straps and a midi length that rests slightly above knee length. Dress is composed of a lined glitter knit fabric that offers a form hugging fit with a moderate stretch. Zipper not included.

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

    Style Number/Barcode: 05101-0274

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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
  • Christy Satin Lace-Up Bustier Midi Formal Dress

    Special Occasion

    Satin sophistication with a sultry twist—the Christy bustier midi dress stuns with a strapless neckline detailed in beaded applique lace, a bodycon silhouette, and a lace-up back for an unforgettable exit.

    Fit & Features

    • Stretch satin fabric
    • Strapless sweetheart neckline, beaded applique lace
    • Bustier-style bodice, flexible boning, knotted front design
    • Lace-up back detail
    • Bodycon silhouette
    • Midi-length hem with center back slit
    • Runs true to size

     

    Where to Wear:

    HOCO, weddings, romantic date nights, glamorous events, bachelorettes, upscale birthdays, red-carpet occasions, big celebration parties

    Style Number/Barcode: 05001-000218

    Category Name: Midi Cocktail Dresses

    Price: $79.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S

    Product Badge:
    • Ships Free
  • 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
  • Trend Moment Lace-Up Bodycon Midi Dress

    Have your trending moment in this midi dress! It's designed to hug your curves in a bodycon silhouette while the front lace-up adds a playful touch to your day or night look.

    Fit & Features

    • Knit fabric with moderate stretch
    • Square neckline
    • Lace-up front bust
    • Spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6072

    Category Name: Midi Cocktail Dresses

    Price: $9.97

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS

  • 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
  • Sarah Strapless Slit Midi Formal Dress

    Special Occasion

    Slip into the unforgettable Sara midi formal dress! This strapless midi stuns with a sweetheart neckline, flattering ruching, and a high side slit for effortless allure.

    Fit & Features

    • Smooth knit fabric with subtle sheen
    • Strapless sweetheart neckline, padded bra cups
    • Ruching detail
    • Form-hugging fit
    • Side slit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail soirees, engagement parties, rehearsal dinners, date nights, formal events

    Style Number/Barcode: 05001-000008

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: RUST

    Available Size: XS, S

  • 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
  • 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
  • Sleek Style High Slit Bodycon Midi Dress

    This sleek and smooth knit midi dress features a ruched V-neckline with thin tank shoulder straps, flattering princess seams down the length of the dress, and a high-cut front slit for added movement. The bodycon silhouette will showcase your gorgeous curves. Perfect for cocktail hour, style with stilettos.

    Fit & Features

    • Smooth knit fabric with plenty of stretch
    • Ruched V-neckline
    • Tank shoulder straps
    • Princess seams
    • High front slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3703

    Category Name: Midi Cocktail Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: HUNTER

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

  • 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
  • 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
    • Grace In Motion Floral Open Back Midi Dress

      Quietly romantic with a little sway when you walk. This floral mesh midi dress drapes effortlessly with a cowl neckline and an open back that makes every exit feel intentional. Perfect for celebrations, dressy brunches, and cocktail soirees.

      Fit & Features

      • Floral mesh-lined fabric with stretch
      • Cowl neckline with spaghetti straps
      • Open back with ruched detail
      • Midi length with subtle back train
      • Body-skimming fit
      • Runs true to size

      Style Number/Barcode: 05101-000819

      Category Name: Midi Cocktail Dresses

      Price: $42.90

      Availability: In Stock

      Available Color: SAGE

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

    • Scarlet Soirée Jacquard Midi Dress

      Romantic with a bold edge—this midi dress hugs your curves with sleek straps and a timeless square neckline. The rich floral pattern makes it perfect for seasonal soirées and candlelit dinners.

      Fit & Features

      • Jacquard floral pattern, knit stretch fabric
      • Pleated square neckline
      • Spaghetti straps
      • Bodycon silhouette
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000290

      Category Name: Midi Cocktail Dresses

      Price: $46.90

      Availability: In Stock

      Available Color: BURGUNDY

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