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.

  • Mira Glitter Satin Corset Midi Dress

    Special Occasion

    The Mira glitter satin midi dress shines from every angle while showcasing your curves in a classic corset bodice, slim fit silhouette, and a fashionable faux wrap design. Pair with rhinestone heels.

    Fit & Features

    • Glitter satin fabric with knit lining, minimal stretch
    • Sweetheart neckline with padded bust, pleated draped cowl neck overlay
    • Corset-style bodice, flexible boning, high waist seam
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Pleated waist, faux wrap-front design
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2462

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Style Tie-Back Bodycon Slit Zebra Midi Dress

    This sleeveless bodycon midi dress features a flattering scoop neckline and spaghetti straps that shape the tie-back design and a side slit. The stretchy knit material boasts a zebra print perfect for brunch or parties.

    Fit & Features

    • Stretchy knit material, zebra print, sewn-in knit lining
    • Scoop neckline
    • Spaghetti straps
    • Tie-back design
    • Side slit
    • Bodycon midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5830

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leader In Leopard Print Satin Midi Dress

    You'll be the stylish leader of your trendy squad in this leopard print satin midi! Pair the dress with some sleek booties and layer on a faux leather jacket!

    Fit & Features

    • Adjustable spaghetti straps
    • Slight sweetheart neckline
    • Bust seam detailing
    • Faux tie front
    • Stretchy smocked back | Hidden zipper and hook and eye closure
    • High waist seam | Flowy mid-length hem | Front thigh high slit
    • Leopard print satin-like fabric | No stretch

    Style Number/Barcode: 05103-2172

    Category Name: Midi Cocktail Dresses

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Laced In Place Mesh Midi Dress

    All angles covered, all attention earned. This mesh bodycon midi dress features a square neckline with cold shoulder sleeves and a lace-up back that pulls everything together just right.

    Fit & Features

    • Mesh fabric, sewn-in knit lining
    • Square neckline, padded bra cups
    • Cold shoulder sleeve design
    • Lace-up back, zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001164

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: WINE

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

  • Evening Of Sultry Plunge V-Neck Halter Midi Dress

    Enjoy an evening looking sultry in this sleeveless midi dress at cocktail parties! The halter plunge V-neckline with tie closure and twist accent adds a touch of allure, while the bodycon silhouette and midi-length hem are perfect for showing off your curves. Complete the look in stiletto heels.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Halter plunge V-neckline, tie closure
    • Twist accent
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3507

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sneaky As A Snake Sequin Midi Dress

    Sneak into some snake print this season! This midi features a square neckline, spaghetti straps that lead to a square back, and a form fitting silhouette. Dress is designed with sequins and composed of a knit material that offers slight stretch and sow a subtle snake print pattern.

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small 

    Style Number/Barcode: 05103-0328

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All Kinds Of Chic Satin Faux Corset Midi Dress

    Look all kinds of chic in this gorgeous satin midi dress for your next dressy occasion! Crafted from silky satin, this midi-length dress features a V-neckline, adjustable spaghetti straps, a padded bust for support, and a faux corset waist design with an adjustable lace-up for a snatched appearance along the bodycon silhouette. Complete the look in block heels and jewelry!

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Faux corset waist design, adjustable lace-up
    • Bodycon silhouette, midi-length hem
    • Silky satin fabric, bust knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2921

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Curve Flaunter Mesh Ruched Midi Dress

    Flaunt your best assets in this curve appeal of a midi dress! It features a sleeveless V-neckline, adjustable spaghetti straps, a ruched bust with trim, a bodycon silhouette, a side slit, and all-over ruching. Complete the look in striking rhinestone sandals for an engagement party or birthday!

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruched bust with trim
    • Bodycon silhouette
    • Side slit, midi-length hem, all-over ruching
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5266

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Day Crochet Knit Midi Dress

    Keep it casual with a midi dress that will have you channeling your bohemian side. The dress features a sleeveless V-neckline, spaghetti straps, a tie waist belt, and a midi length silhouette, The dress is composed of a crochet knit fabric that offers a relaxed fit with a slight stretch. Complete look with wedges

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps 
    • Tie-waist belt
    • Midi length silhouette
    • Crochet knit fabric 
    • Relaxed fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06005-0921

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vibrant Getaway Abstract Midi Dress

    This abstract print midi dress was made for your next getaway! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, side ruched seams, and a flirty asymmetrical side slit along the hem. Complete the look in cute sandals.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon silhouette, side ruched seams
    • Asymmetrical side slit, midi-length hem
    • Abstract print
    • Smooth knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5216

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flutter On Crepe V-Neck Midi Dress

    Let this crepe midi dress flutter into your semi-formal lineup! The dress features breezy short sleeves, a plunge V-neckline, bust pleating, and a form-hugging silhouette. Style with sleek pumps for a business lunch or networking event!

    Fit & Features

    • Flutter short sleeves
    • Plunge V-neckline 
    • Bust pleating
    • Form-hugging silhouette
    • Midi-length hem
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2351

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Metallic Babe Midi Dress

    Be a total babe in this metallic midi stunner! The snake print dress features a sleeveless bodice, adjustable spaghetti straps, a V neckline, a square back, side cut outs with bar strap detailing, and a mid-length, curve hugging fit. The dress is composed of a metallic knit fabric that offers plenty of stretch and includes a short knit lining.

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

    Style Number/Barcode: 05103-0513

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ellie Asymmetrical Flounce Midi Dress

    Special Occasion

    Make a flirty first impression in our Ellie flounce midi dress! She features a sleeveless bodice, adjustable spaghetti straps, a mutli-layered wrap front V neckline, a high waist seam, a hidden back zipper and hook and eye closure, and a form hugging skirt with an asymmetrical ruffle hem. The crepe fabric offers moderate stretch and includes a knit lining.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0279

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keepin' Knit Casual Midi Dress

    This knit midi is casual yet oh so cute. It features a sleeveless bodice, adjustable spaghetti straps, a sweetheart neckline with bust stitching, and a mid-length, curve hugging fit with a back slit. The ribbed knit fabric offers plenty of stretch.

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0202

    Category Name: Midi Cocktail Dresses

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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
      • 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
      • 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