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.

  • Rhea Formal One Shoulder Midi Dress

    Special Occasion

     Showcase your sophisticated demeanor in the Rhea formal dress to bring effortless beauty to dinner parties, mixers, and date nights! She features a sleeveless one-shoulder neckline, dual asymmetrical spaghetti straps, a form-hugging silhouette, and a flirty slit along her midi-length hem. The formal dress is composed of a crepe knit fabric with a moderate stretch. Style with sparkly hoop earrings and heels to complete the look!

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual asymmetrical spaghetti straps
    • Form-hugging silhouette
    • Slit accent
    • Midi-length hem
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1351

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tamra Cross Neck Midi Formal Dress

    Special Occasion

    Try out a little soft glam in our Tamra formal midi dress! She is sexy, sultry and gives you that soft touch of glam!

    Fit & Features

    • Cross neckline
    • Sleeveless
    • Form fitting silhouette
    • Mid-length hem that hits mid-calf
    • Small slit center front
    • Zipper located center back
    • Moderate stretch

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0325

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Slip Into It Strapless Midi Dress

    Minimal effort, maximum effect. This sleek strapless dress stunner hugs every curve and makes it very clear who’s running the show tonight.

    Fit & Features

    • Stretchy knit fabric and lining
    • Strapless neckline
    • Side pleated seam
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000463

    Category Name: Midi Cocktail Dresses

    Price: $34.90

    Availability: In Stock

    Available Color: YELLOW, OLIVE

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

  • Kadence Formal Sequin Lace-Up Midi Dress

    Special Occasion

    You'll be absolutely dazzling in the Kadence formal sequin midi dress at your next dressy event! She features a lovely sleeveless sweetheart neckline with a wired insert, a lightly padded bust, adjustable spaghetti straps, a lace-up open back with tie closure, and a body silhouette showcasing a front slit to flaunt some leg along the midi-length hem. The formal midi dress is composed of an iridescent sequin-scroll embellished mesh fabric with a stretchy knit lining. Complete the look in strappy rhinestone heels for extra glitz!

    Fit & Features

    • Sleeveless sweetheart neckline, wired insert
    • Adjustable spaghetti straps, lightly padded bust
    • Lace-up tie open back, lower zipper and hook-eye closure
    • Bodycon silhouette, front slit
    • Midi-length hem
    • Iridescent sequin-scroll embellished, mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1661

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Soft Allure Floral Mesh Midi Dress

    She’s serving romance with a side of spice—this floral mesh midi dress hugs in all the right places. With its dreamy fit and sultry open back, it’s the ultimate dress for date nights or rooftop soirées.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Floral print
    • Sleeveless scoop neckline
    • Adjustable spaghetti straps
    • Open back, strap with hook and bar closure
    • Midi-length curve-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000537

    Category Name: Midi Cocktail Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: DARK, MARSALA

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

  • Modern Romance Off-The-Shoulder Sheer Midi Dress

    The sheer midi dress features an off-the-shoulder neckline, a plunging wired v-neck bust, sheer short sleeves, ruching, and a fitted sheer hem accented with a high-side slit. Complete date night outfit with rhinestone heels.

    Fit & Features

    • Partially lined mesh fabrication
    • Off-the-shoulder neckline
    • Plunging wired v-neck, padded bra cups
    • Sheer short sleeves
    • Ruching
    • High side slit
    • Sheer midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3906

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Illusion Glitter Bodycon Midi Dress

    Create the perfect illusion and show off a stunning hourglass shape in this curve-hugging glitter midi dress. It features a sleeveless square neckline, spaghetti straps, curved contrasting nude panels to create a gorgeous hourglass silhouette, a midi-length hem, and a bodycon fit. The textured glitter knit fabric offers plenty of stretch. Style with stiletto heels for date night.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Curved contrasting nude panels, hourglass illusion
    • Midi-length hem
    • Bodycon silhouette
    • Textured glitter knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2542

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Shimmer Sequin Midi Dress

    Make your night shimmer in this sequin midi dress to make a stunning impression! It features a sleeveless V-neckline, spaghetti straps, a lace-up open-back design, a bodycon silhouette, and an asymmetrical hem with a side cutout slit. Style with rhinestone heels for extra sparkle!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Lace-up open-back design, tie closure
    • Bodycon silhouette
    • Asymmetrical midi-length hem, side cutout slit
    • Sequin embroidery
    • Sheer knit fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1861

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Chic Satin Midi Dress

    Slay it in satin! You'll be wanting to put this midi on repeat.

    Fits & Features

    • Tank-Inspired Straps
    • V-Neckline I Elastic Square Back
    • Vertical Seams At The Bust
    • Midi Length Silhouette
    • Satin-Like Composition 
    • Bodycon Fit I Moderate Stretch 

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

        Style Number/Barcode: 05101-0394

        Category Name: Midi Cocktail Dresses

        Price: $11.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Necessary Basic Midi Dress

        Because we all need this necessary basic midi in our closet! The dress features a sleeveless bodice, spaghetti straps, a square neck and back, and a mid-length, curve hugging fit. The smooth knit fabric offers plenty of stretch for comfortable wear.

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

        Style Number/Barcode: 05102-0256

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $32.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Wait A Midi Satin Midi Dress

        Hold on a second..this dress is totally your style! 

        Fits & Features

        • Plunging V Neckline With Padded Cups
        • Adjustable Spaghetti Straps
        • Zipper With Hook & Eye Closure At Back
        • Asymmetrical Ruching Detail At Front Bodice
        • Midi Length Silhouette
        • Satin-Like Composition I Fully Lined 
        • Form-Hugging Fit I 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: 05101-0309

        Category Name: Midi Cocktail Dresses

        Price: $15.97 $38.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • In For Romance Lace Mesh Bodycon Midi Dress

        This lace mesh midi dress was made for romantic nights! It features a flattering ruched bodycon silhouette with mesh and lace panels and a center back slit for movement. Pair with heels.

        Fit & Features

        • Lace and mesh fabric, knit lining, moderate stretch
        • Sweetheart neckline, ruched bust seam, padded bra cups
        • Adjustable spaghetti straps
        • Back zipper and hook-eye closure
        • Ruched bodycon silhouette
        • Center back slit, midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-3531

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $49.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Destiny Strapless Velvet Mesh Midi Dress

        Special Occasion

        Stroll into the party in the Destiny formal midi dress to make a striking impression! The formal dress showcases a sultry strapless sweetheart neckline and a ruched bodycon fit that accentuates your figure. Complete the look with earrings and heels.

        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

        • Flocked velvet pattern, mesh-lined fabric
        • Strapless wired padded sweetheart neckline
        • Side slit
        • Ruched bodycon fit
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05001-2607

        Category Name: Midi Cocktail Dresses

        Price: $59.90

        Availability: In Stock

        Available Color: BLACK

        Available Size: XS, S, M

      • Daria Formal Ruched Midi Dress

        Special Occasion 

        From the moment you enter the room, command attention with our head-turning Daria midi dress! Her ruched accents showcase curves to create a flattering hourglass illusion! Pair with sleek heels and clutch for a complete look! 

        Fit & Features

        • High Round Neckline
        • Plunging V-Shaped Back with Bar Strap Ties
        • Ruched Side Seams
        • Lined Smooth Knit Fabric
        • Form Hugging Fit
        • Moderate Stretch 

         

        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: 05001-0404

        Category Name: Midi Cocktail Dresses

        Price: $19.97 $49.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Meet Your Match Midi Dress

        You've met your match in this stunning and sultry midi dress! Its color block pattern highlights and flatters your curves.

        Fit & Features

        • Spaghetti straps
        • Wired deep sweetheart neckline
        • Exposed back zipper | Hook and eye closure
        • High waist
        • Mid-length, form hugging fit | Small back slit
        • Color block pattern
        • Ponte knit fabric | Moderate stretch

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

        Style Number/Barcode: 05101-0720

        Category Name: Midi Cocktail Dresses

        Price: $15.97 $38.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Forever Blooming Floral Midi Dress

        Soft florals, sleek fit—this floral midi dress was made for candlelit dinners and chic soirées. With its delicate straps, side slit, and body-skimming silhouette, it’s equal parts romantic and elevated.

        Fit & Features

        • Blossoming floral print, smooth knit stretch fabric
        • Square halter neckline
        • Spaghetti straps
        • Front slit accent
        • Bodycon midi-length silhouette
        • Runs true to size

        Style Number/Barcode: 05101-000415

        Category Name: Midi Cocktail Dresses

        Price: $44.90

        Availability: In Stock

        Available Color: NAVY

        Available Size: XS, S, M, L

      • Sensational Fate Lace-Up Bodycon Satin Midi Dress

        A sleeveless satin midi dress features a flattering square neckline and spaghetti straps that form the lace-up back. The bodycon silhouette and asymmetrical midi-length hem highlight your curves perfect for a cocktail party.

        Fit & Features

        • Silky satin material, bust lining, minimal stretch
        • Square neckline
        • Spaghetti straps
        • Lace-up back
        • Bodycon asymmetrical midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-3237

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Next To You Rose Print Mesh Midi Dress

        Anyone standing next to you in this rose print midi dress won't be able to deny your beauty! The midi-length dress features a classy V-neckline, adjustable spaghetti straps cross along the back, a form-hugging silhouette, and a side ruched seam atop the asymmetrical-cut hem to make a daring statement. Complete the look with earrings and heels for a date night!

        Fit & Features

        • Sleeveless V-neckline
        • Adjustable spaghetti straps, cross-back design
        • Form-hugging silhouette
        • Side ruched seam, asymmetrical-cut, midi-length hem
        • Rose print, lightweight mesh fabric, stretchy knit lining
        • Runs true to size

        Style Number/Barcode: 05101-2837

        Category Name: Midi Cocktail Dresses

        Price: $5.97 $35.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Elevated Style Color Block Midi Dress

        This chic color block midi dress will give you an elevated style for your next dressy dinner date. It features a sleeveless asymmetrical one-shoulder neckline, a single spaghetti strap, a two-tone color block design, a high waist seam, and a midi-length, curve-hugging silhouette with a high side slit to showcase some leg. The crepe fabric offers a moderate stretch. Complete the look with strappy stilettos.

        Fit & Features

        • Sleeveless asymmetrical one-shoulder neckline
        • Single spaghetti strap
        • Two-tone color block design
        • High waist seam
        • Midi-length hem, high side slit
        • Fitted bodycon silhouette
        • Crepe fabric, lined bust, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05101-2152

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Curves Ahead Bandage Midi Dress

        Showcase curves in this showstopping dress! The 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 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

        Style Number/Barcode: 06005-0138

        Category Name: Midi Cocktail Dresses

        Price: $18.97 $46.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Sylvia Strapless Glitter Satin Formal Dress

        Special Occasion

        A strapless glitter satin formal dress that sparkles in a form-hugging silhouette and front slit for a flirty flair along the midi-length hem. Style with heels for any occasion.

        Fit & Features

        • Glitter satin fabric, bust lining, minimal stretch
        • Strapless neckline, padded bra cups
        • Flexible boning
        • Back zipper and hook-eye closure
        • Front slit
        • Form-hugging midi-length silhouette
        • Runs true to size

        Style Number/Barcode: 05001-2408

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Silky And Chic Satin Midi Slip Dress

        This silky and chic satin midi slip dress will effortlessly elevate your semi-formal style! It features a strapless straight-across neckline with a fold-over accent, an open back with an elasticized bar strap and a lower draped back design, a midi-length hem with a high front slit, and a flowy A-line silhouette. The satin woven fabric has minimal stretch. Pair with strappy stilettos for a cocktail party.

        Fit & Features

        • Strapless straight-across neckline, fold-over accent, no-slip strip
        • Open back, elasticized bar strap, lower draped back design
        • Hidden side zipper, hook and eye closure
        • Midi-length hem, high front slit
        • A-line silhouette
        • Satin woven fabric, minimal stretch
        • Runs true to size

        Style Number/Barcode: 05101-2494

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Feeling Artsy In Floral Slit Midi Dress

        Walk like a work of art in this floral midi dress with a strapless neckline and front slit perfect for showing off your shoes!

        Fit & Features

        • Floral print, knit fabric
        • Strapless neckline
        • Front slit
        • Hip-hugging fit
        • Flowy midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-4073

        Category Name: Midi Cocktail Dresses

        Price: $34.90

        Availability: In Stock

        Available Color: PLUM

        Available Size: XS, S, M, L

      • Smooth Operator Cowl Halter Midi Dress

        She’s serving legs, confidence, and just enough drama. The perfect midi dress for making your entrance—and your exit—unforgettable.

        Fit & Features

        • Slinky knit smooth fabric, moderate stretch, knit lining
        • Cowl halter neckline
        • Open back
        • Form-hugging silhouette
        • high side slit with ruffled trim
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-000266

        Category Name: Midi Cocktail Dresses

        Price: $36.90

        Availability: In Stock

        Available Color: BLACK

        Available Size: XS