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.

  • 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
      • 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
      • 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
      • Madelyn Satin Lace-Up Midi Formal Dress

        Special Occasion

        Sleek, sultry, and effortlessly refined—the Madelyn formal dress was made for the spotlight. Its luxe satin drapes beautifully over the body, while the lace-up back and tulip-style skirt add just the right touch of allure for every elegant occasion.

        Fit & Features

        • Stretch satin fabric
        • Square neckline
        • Adjustable spaghetti straps
        • Lace-up back
        • Bodycon silhouette, wrap front slit design
        • Midi-length hem
        • Runs true to size

         

        Where to Wear:

        Weddings, cocktail parties, date nights, rehearsal dinners, formal celebrations, rooftop hotel bars

        Style Number/Barcode: 05001-000366

        Category Name: Midi Cocktail Dresses

        Price: $59.90

        Availability: In Stock

        Available Color: NAVY, BLACK

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

      • 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
      • Sweetheart Energy Strapless Midi Dress

        Serving main character vibes all night long! This strapless midi hugs in all the right places with a sleek bodycon silhouette and a sultry back slit that brings the drama. 

        Fit & Features

        • Smooth knit fabric with a sheen, moderate stretch, stretchy lining
        • Strapless neckline with pleated bust detail
        • Sleek bodycon silhouette
        • Midi length with center back slit
        • Runs true to size

        Style Number/Barcode: 05101-000015

        Category Name: Midi Cocktail Dresses

        Price: $19.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Sultry Sophistication Halter Bodycon Midi Dress

        Effortless glam never looked so good—this halter bodycon midi dress brings sleek sophistication with a hint of allure. Designed to sculpt and flatter, it’s your go-to for nights that call for chic style.

        Fit & Features

        • Smooth knit fabric, high stretch
        • Sleeveless square neckline
        • Tie-back halter straps, partially open back
        • Ruching
        • Midi-length bodycon silhouette
        • Runs true to size

        Style Number/Barcode: 05101-000637

        Category Name: Midi Cocktail Dresses

        Price: $38.90

        Availability: In Stock

        Available Color: MAUVE

        Available Size: XS, L, XL

      • Chic Hourglass Lace-Up Midi Dress

        Sleek, slinky, unforgettable—this knit midi dress stuns with a draped neckline, curve-skimming ruching, and an open lace-up back. The thigh slit is the perfect finishing touch for a head-turning look for date nights, weddings, or celebrations!

        Fit & Features

        • Smooth knit stretch fabric
        • Pleated cowl neckline
        • Adjustable spaghetti straps
        • Lace-up back design
        • Front slit
        • Bodycon fit, midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-000395

        Category Name: Midi Cocktail Dresses

        Price: $44.90

        Availability: In Stock

        Available Color: SAGE

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

      • Sweet Spice Floral Mesh Midi Dress

        Float through your night with dreamy mesh and romantic ruching. The delicate straps and draped neckline keep it sweet with a little spice.

        Fit & Features

        • Floral print, mesh fabric, stretchy knit lining
        • Cowl neckline
        • Adjustable spaghetti straps
        • Crisscross back
        • Side ruched seams, side slit accent
        • Bodycon silhouette, midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-000158

        Category Name: Midi Cocktail Dresses

        Price: $19.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Kiri Formal Floral Velvet Sweetheart Midi Dress

        Special Occasion

        Blossom beautifully in the Kiri formal floral velvet midi dress to showcase a gorgeous style at dressy parties! Featuring a classic sweetheart neckline, padded bust, adjustable spaghetti straps, a midi-length hem, and a flirty side slit, the midi dress is crafted from a delicate floral velvet pattern for the epitome of sophistication and exclusivity. Complete the look in a chic bolero and heels!

        Fit & Features

        • Sleeveless sweetheart neckline
        • Padded bust, adjustable spaghetti straps
        • Back zipper and hook-eye closure
        • Form-hugging silhouette
        • Side slit, midi-length hem
        • Floral velvet pattern, stretchy knit lining
        • Runs true to size

        Style Number/Barcode: 05001-2086

        Category Name: Midi Cocktail Dresses

        Price: $24.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Feelin' Glam Glitter Mesh Ruffled Midi Dress

        This gorgeous glitter mesh midi dress will have you feeling so glitzy and glam! It features a sleeveless cowl neckline, adjustable spaghetti straps with a cascading ruffled accent, an asymmetric midi-length hem with a ruffled design, and a form-hugging silhouette. The sheer glitter mesh fabric includes a short knit lining. Style this midi dress with rhinestone heels for school dances or banquets!

        Fit & Features

        • Sleeveless cowl neckline
        • Adjustable spaghetti straps, ruffled accent
        • High waist seam
        • Asymmetric midi-length ruffled hem
        • Form-hugging silhouette
        • Sheer glitter mesh fabric, short knit lining, plenty of stretch
        • Runs true to size

        Style Number/Barcode: 05101-2705

        Category Name: Midi Cocktail Dresses

        Price: $6.97 $48.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Dressed Up In Sequins Midi Dress

        Shimmer and shine in this sequin midi dress for the next party or night out! The dress features a sleeveless scoop neck, mesh spaghetti straps that lace up along the open-back design, a bodycon fit, and a side slit hem. Complete your radiant look with a chic ring set and heels! 

        Fit & Features

        • Sleeveless scoop neck
        • Mesh spaghetti straps
        • Lace-up open-back design
        • Hidden back zipper and hook-eye closure
        • Bodycon, midi hem with side slit
        • Sequin fabric, knit lining, moderate stretch
        • Fits true to size

        Style Number/Barcode: 05101-2131

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $54.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Truly Chic High Slit Bodycon Midi Dress

        Create a truly chic look for dinner and drinks in this high slit bodycon midi dress! It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, ruching down the side seams, an asymmetric midi-length hem creating a thigh-high side slit, and a bodycon fit to showcase your stunning silhouette. The lined smooth knit fabric offers plenty of stretch. Style with rhinestone fringe earrings to add a touch of glam!

        Fit & Features

        • Sleeveless square neckline
        • Adjustable spaghetti straps
        • Ruched side seams
        • Asymmetric midi-length hem, thigh-high side slit
        • Bodycon silhouette
        • Smooth knit fabric, mini-length knit lining, plenty of stretch
        • Runs true to size

        Style Number/Barcode: 05102-5521

        Category Name: Midi Cocktail Dresses

        Price: $6.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Time For Glitz Glitter Velvet Midi Dress

        It's time for glitz and glamour with this glitter velvet midi dress that will make a stunning entrance. Crafted from gorgeous glitter velvet fabric, this mid-length dress features a sleeveless square neckline, spaghetti straps that lead to a cross-back design, an asymmetric hem creating a thigh-high front slit with a ruffled trim, and a slim-fit silhouette. Complete your cocktail party look with stiletto heels.

        Fit & Features

        • Sleeveless square neckline
        • Spaghetti straps, cross-back design
        • Asymmetric mid-length hem
        • Thigh-high front slit, ruffled front trim
        • Slim-fit silhouette
        • Glitter velvet fabric, knit lining at the bust, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05101-2909

        Category Name: Midi Cocktail Dresses

        Price: $20.97 $45.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free