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.

  • Avamarie Formal Bandage Tulle Midi Dress

    Special Occasion

    Defined in a curve-hugging fit, the Avamarie formal midi dress is a glamorous addition to your formal wear! She features a strapless neckline with non-slip grip lining, a bodycon silhouette, and a flirty asymmetrical ruffle midi-length hem. The formal dress is crafted from a seamless bandage knit fabric that fits like a glove and has a sheer tulle overlay for dramatic effect! Complete the look with earrings and block heels for a rehearsal dinner, dressy date night, or banquet!

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Asymmetrical ruffled midi-length hem
    • Bandage seamless knit fabric, sheer tulle overlay
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1861

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Perfection Cutout Midi Dress

    This chic cutout midi dress is elevated perfection! It features a sleeveless subtle sweetheart neckline with a knot detail at the center of the bust, an alluring keyhole cutout under the bust, spaghetti straps, a high waist seam to create a figure-flattering look, a midi-length hem with a thigh-high side slit, and a bodycon silhouette that will hug your curves. The ribbed knit fabric offers plenty of stretch. Style with a pair of strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, center knot detail
    • Keyhole cutout under the bust
    • Spaghetti straps
    • High waist seam, midi-length hem, high side slit
    • Bodycon silhouette
    • Ribbed knit fabric, smooth knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5121

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One Shoulder Wrap Midi Dress

    Wrap yourself in a look of elegance with a touch of sexy when you dress up in this sleek one shoulder midi!

    Fit & Features

    • Slanted one shoulder neckline
    • One quarter sleeve
    • Flattering seams at the bust
    • High waist seam that meets wrap skirt
    • Slit detailing at the center
    • Fully lined
    • Zipper center back + Hook and eye

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

      Style Number/Barcode: 05101-0606

      Category Name: Midi Cocktail Dresses

      Price: $16.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sleeveless Draped Asymmetrical Wrap Dress

      Wrap yourself in this sexy mini dress for a night out with the squad girl! 

      • Cowl Neck
      • Spaghetti Straps
      • Ruching 
      • Asymmetrical 
      • Midi Silhouette 
      • Form Hugging | Moderate Stretch 

       

      Style Number/Barcode: 05101-0364

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Colorful Expressions Two-Tone Glitter Midi Dress

      Elevate your look with this glitzy hued midi! With an array of colors glistening throughout, brighten the room at every angle. 

      Fits & Features

      • Spaghetti Straps
      • Cross & Lattice Back I Zipper & Hook And Eye Closure
      • Deep V-Neckline With Padded Cups 
      • Two-Tone Glitter Knit Composition I Fully Lined
      • Midi Length Silhouette 
      • Curve Hugging Fit I Moderate Stretch 
      • Glitter May Transfer

       

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

        Style Number/Barcode: 05103-0281

        Category Name: Midi Cocktail Dresses

        Price: $15.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Bouquet Toss Scuba Midi Dress

        This scuba-crafted midi length dress is the prettiest pick! It showcases an all-over floral print design against a black background, scoop neckline, and back. The garment is a smooth woven construction, fully lined with a moderate stretch fit.

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

        Style Number/Barcode: 05101-0286

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Keep It Romantic Floral Mesh Midi Dress

        Serving soft girl with a sultry twist—this mesh midi stuns from every angle. The sweetheart neckline and ruched finish keep it romantic for date nights, weddings, or chic garden parties!

        Fit & Features

        • Floral print, mesh-lined fabric
        • Strapless plunge neckline
        • Back zipper and hook-eye closure
        • Ruched bodycon silhouette
        • Center back slit, midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-000640

        Category Name: Midi Cocktail Dresses

        Price: $52.90

        Availability: In Stock

        Available Color: PINK

        Available Size: S, M, L

      • Feeling Luxe Velvet Wrap Midi Dress

        This smooth velvet midi dress will have you feeling luxe and glamorous for your next cocktail party. It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back strap design, a faux wrap-front with pleating at the waist, an asymmetric midi-length hem creating a chic high side slit to showcase some leg, and a form-hugging silhouette. The velvet fabric offers a moderate stretch. Complete your gorgeous look with a rhinestone clutch.

        Fit & Features

        • Sleeveless V-neckline, dart seam detailing
        • Spaghetti straps, cross-back strap design
        • Faux wrap-front, pleating at the waist
        • Asymmetric midi-length hem, high side slit
        • Form-hugging fit
        • Velvet fabric, front sewn-in knit lining, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05101-1938

        Category Name: Midi Cocktail Dresses

        Price: $19.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Chic Glimpse Floral Tube Midi Dress

        Romantic but make it bodycon. This floral mesh midi dress is the perfect mix of dreamy and daring—made for slow dances, date nights, and second glances. 

        Fit & Features:

        • Sheer floral mesh fabric, stretchy knit lining
        • Strapless tube neckline
        • Curve-hugging bodycon silhouette
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05102-000206

        Category Name: Midi Cocktail Dresses

        Price: $32.90

        Availability: In Stock

        Available Color: RUST

        Available Size: XS, S, M, L

      • Radiate Flirtiness Halter Slit Midi Dress

        Radiate flirtiness in this sleeveless halter midi dress with a sultry V-neckline and a stunning open back with a lower ruched seam accentuating your curves. Complete the look with block heels.

        Fit & Features

        • Smooth knit fabric, sewn-in knit lining, moderate stretch
        • Halter V-neckline
        • Open back, lower ruched seam
        • Column silhouette, side slit
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-3893

        Category Name: Midi Cocktail Dresses

        Price: $19.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Willow Formal Sequin Halter Slit Midi Dress

        Special Occasion

        Bring modern glamour to every soiree in the Willow formal midi dress! She features a halter neckline, a flattering bodycon silhouette, and a sultry front slit along her midi-length hem. The formal midi dress is designed with a striking sequin-embellished scroll pattern that glitters under the light! Complete the look in rhinestone stiletto heels and earrings for a wedding or banquet.

        Fit & Features

        • Sleeveless halter neckline
        • Bodycon silhouette
        • Front slit
        • Midi-length hem
        • Sequin-embellished scroll pattern
        • Sticky bra or pasties recommended
        • Runs true to size

        Style Number/Barcode: 05001-1667

        Category Name: Midi Cocktail Dresses

        Price: $79.90

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Trumpet Hem Bandage Dress

        Hug and show off your curves in this sultry bandage dress! You'll love the way you look! 

        Fits & Features 

        • Elastic, Tank-Inspired Shoulder Straps
        • Plunging V Neckline
        • Bandage Straps At The Front Bodice 
        • Zipper At Back 
        • Trumpet Hem 
        • Ribbed Fabric  
        • Curve Hugging Fit I Moderate Stretch 

        Style Number/Barcode: 06005-0302

        Category Name: Midi Cocktail Dresses

        Price: $17.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Lust For Lace Midi Dress
        You'll be lusting after this dress with the beyond gorg lace back detail! The midi features a sleeveless bodice, spaghetti straps that lead to a cross back, a V neckline, a sheer lace cowl back, and a mid-length fit with a sultry front slit. Dress is composed of a stretchy knit fabric and includes a knit lining.

        Style Number/Barcode: 05101-0197

        Category Name: Midi Cocktail Dresses

        Price: $13.97 $35.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Bold Bloom Strapless Ruched Floral Mesh Midi Dress

        Dare to be bold at your next formal party in this alluring ruched floral mesh midi dress! Designed with an abstract floral print on the airy sheer mesh fabric with a full-length lining, this chic dress will steal all the glances. The strapless straight-across neckline shapes the fitted bodice, and the flexible boning provides structure. The back and side seams are accented with ruched detailing to accentuate your gorgeous curves on the bodycon silhouette. You can show off some leg with the high-cut side slit that adds that sultry touch. Style this mid-length dress with stiletto heels.

        Fit & Features

        • Floral printed sheer mesh fabric, knit lining, plenty of stretch
        • Strapless straight neckline
        • Flexible boning, hidden back zipper, hook and eye closure
        • Ruched back and side seams
        • High-cut side slit
        • Bodycon fit
        • Runs true to size

        Style Number/Barcode: 05101-3268

        Category Name: Midi Cocktail Dresses

        Price: $10.97 $49.90

        On Sale: Yes

        Availability: Out of Stock

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

        Special Occasion

        Made for the spotlight, the Savannah formal dress stuns in a glitter knit that hugs every curve with effortless allure. Its sleek bodycon fit, sultry front slit, and open cutout back deliver the kind of detail that turns an entrance into a moment.

        Fit & Features

        • Glitter knit fabric, smooth knit lining, moderate stretch
        • Sweetheart neckline, padded bra cups
        • Wide shoulder straps
        • Cutout back, hook closure, lower zipper and hook-eye closure
        • Front slit
        • Bodycon silhouette, midi-length hem
        • Runs true to size

         

        Where to Wear:

        Weddings, cocktail soirees, engagement parties, rehearsal dinners, date nights, birthdays, dinner parties, milestone celebrations, red-carpet events

        Style Number/Barcode: 05001-000363

        Category Name: Midi Cocktail Dresses

        Price: $59.90

        Availability: In Stock

        Available Color: PINK, BURGUNDY, MOCHA

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

      • On The Dance Floor Glitter Midi Dress

        Dazzle on the dance floor in this striking glitter midi dress perfect for birthdays or a classic GNO! Featuring a sleeveless square neckline, spaghetti straps, front and back cutout waist accents, and a bodycon silhouette with ruching down the side seams. The glitter knit fabric offers plenty of stretch. Complete the look in rhinestone heels.

        Fit & Features

        • Sleeveless square neckline
        • Spaghetti straps
        • Front and back waist cutouts, elasticized waistband
        • Bodycon silhouette, ruching down the side seams
        • Midi-length hem
        • Glitter knit fabric, bust lining, plenty of stretch
        • Runs true to size

        Style Number/Barcode: 05101-2068

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Hourglass Sleeveless Sweater Dress
        An LBD that perfectly contours your curves? Yep! This sultry-yet-streamlined midi features all-over sweater-style ribbing, a tube bodice with elasticized bust, and a pencil skirt. Dress slips on, has a body con cut, and is made from a rayon and nylon blend with natural stretch.

        Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

        Style Number/Barcode: 06005-0174

        Category Name: Midi Cocktail Dresses

        Price: $12.97 $32.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Midnight Garden Floral Midi Dress

        Fall florals, but make them sultry. This halter midi dress features a plunging neckline and all-over floral soutache design that catches the light with every move. With its body-skimming fit and subtle side slit, it’s made for candlelit dinners and dressy occasions!

        Fit & Features

        • Floral satin soutache designs, knit fabric, moderate stretch
        • Halter V-neckline
        • Open back, zipper and hook-eye closure
        • Side slit
        • Form-hugging fit, midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-000374

        Category Name: Midi Cocktail Dresses

        Price: $52.90

        Availability: In Stock

        Available Color: PLUM

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

      • Gift Of Curves Bandage Striped Midi Dress

        Show off your curves in this bandage midi dress to gift everyone with your divine hourglass figure! This flattering midi-length dress features a contrast striped V-neckline, adjustable spaghetti straps, a bodycon silhouette, and a center back slit along the midi-length hem. Curve-enhancing contrast striped pattern highlights your best assets while the luxurious bandage seamless knit fabric is designed to fit like a glove. Style with sleek pumps for a cocktail party!

        Fit & Features

        • Sleeveless contrast striped V-neckline
        • Adjustable spaghetti straps
        • Back zipper and hook-eye closure
        • Bodycon silhouette, center back slit, midi-length hem
        • Contrast striped pattern
        • Bandage seamless knit fabric, moderate stretch
        • Runs true to size

        Style Number/Barcode: 06005-1813

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Ruffle Me Up V-Neck Midi Dress

        A night of dinner and dancing calls for this sultry knit midi dress to make an impression! The midi-length dress features a V-neckline, spaghetti strap, and a front ruffled trim going down the center with chic ruching to flatter your curves along the bodycon silhouette. Complete the look with rhinestone earrings and heels!

        Fit & Features

        • Sleeveless V-neckline
        • Spaghetti straps
        • Center front ruffled trim, ruching
        • Bodycon silhouette
        • Midi-length hem
        • Slinky knit fabric, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05101-2955

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Get The Ponte Midi Dress

        Get your point across in this bold midi dress! This sexy midi features an ivory hue, a plunging V neckline, narrow shoulder straps and an empire waist accent that leads to a curve hugging midi length skirt. Dress is composed of a curve hugging ponte knit fabric that offers a moderate stretch. 

        Style Number/Barcode: 05103-0022

        Category Name: Midi Cocktail Dresses

        Price: $13.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Alluring Glamour Rhinestone And Pearl Mesh Midi Dress

        Sparkle with alluring glamour in this mesh midi dress embellished with mini rhinestones and faux pearl accents. The bodycon fit paired with the back slit detail brings the chic and sultry style.

        Fit & Features

        • Sheer mesh fabric with full-length woven lining, moderate stretch
        • Mini rhinestone and faux pearl embellishments
        • Sleeveless sweetheart neckline with padded bust, cowl neck draped overlay
        • Adjustable spaghetti straps, back zipper with hook-eye closure
        • Ruched seams, back slit
        • Midi-length bodycon silhouette
        • Runs true to size

        Style Number/Barcode: 05101-3889

        Category Name: Midi Cocktail Dresses

        Price: $55.90

        Availability: In Stock

        Available Color: BLACK

        Available Size: XS, S, M, L

      • Retro Romance Halter Midi Dress

        Flirty, fitted, and effortlessly classic. This halter midi dress features a plunging neckline and all-over polka dot print for that perfect mix of vintage charm and modern polish. Perfect for brunch, celebrations, or date night!

        Fit & Features

        • Polka dot print, mesh-lined fabric, moderate stretch
        • Halter V-neckline
        • Curve-hugging fit
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05102-000327

        Category Name: Midi Cocktail Dresses

        Price: $42.90

        Availability: In Stock

        Available Color: BLACK

        Available Size: XS, S, M, L

      • Krissy Satin Bodycon Formal Midi Dress

        Special Occasion

        A sophisticated design that stands that's timeless, the Krissy satin formal dress will leave everyone speechless!  The strapless tube design with alluring V-cut neckline accentuates the style, while the sleek bodycon midi silhouette hugs your curves in all the right places. 

        Fit & Features

        • Satin fabric, stretchy knit lining
        • Strapless tube V-cut wired neckline
        • Back zipper and hook-eye closure
        • Bodycon silhouette
        • Center back slit
        • Midi-length hem
        • Runs true to size

         

        Where to Wear:

        Weddings, bridal showers, engagement parties and photoshoots, rehearsal dinners, bachelorette parties, date night, anniversaries

        Style Number/Barcode: 05001-000030

        Category Name: Midi Cocktail Dresses

        Price: $59.90

        Availability: In Stock

        Available Color: WHITE, HUNTER, BLACK

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