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.

  • Own Knit Midi Dress
    Own your look with all the confidence in this knit midi dress! It features a sleeveless bodice, spaghetti straps that lead to a square back, a V neckline, a high waist band, and a mid-length, form hugging fit with a back slit. Knit fabric offers moderate stretch.

    Style Number/Barcode: 05101-0368

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Susan Formal Sleeveless Midi Dress

    Special Occasion 

    Keep it sleek and sophisticated in our timelessly elegant Susan dress! She features a strapless sweetheart neckline, a built in no slip strip, padded cups, pleating accents along the bust, an empire waist accent and trendy side pockets. She is composed of a lined crepe fabric that offers a form hugging fit and a moderate stretch. Includes a back zipper closure with a hook and eye closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0027

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maureen Formal One Shoulder Dress
    Special Occasion 

    Draw all eyes on you the moment you enter the room in our wowing Maureen black dress! She features a one shoulder neckline, a fitted long sleeve, a ruched side seam and an asymmetrical hem. Dress is composed of a sheer mesh fabric that is complemented with a beige hued lining to create a flattering two-tone effect. Garment offers a form hugging fit with a moderate stretch. 

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6774

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Femme Fatale Floral Velvet Midi Dress

    A little sheer, a lot stunning. This velvet floral bodycon midi dress hugs every curve in the best way possible, featuring a delicate floral overlay and barely-there straps for that effortlessly sultry vibe. Pair it with strappy heels for any dressy occasion.

    Fit & Features

    • Flocked velvet floral pattern, mesh-lined fabric
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000576

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Glitter Galore Midi Dress

    Slay all day in the Glitter Galore midi dress!

    Fits & Features

    • Sweetheart Neckline
    • Double Strap Hook & Eye Closure At Back
    • Cut-Out Details Along Sides And Back
    • Fully Lined, Glitter Knit Composition
    • Curve-Hugging Fit I Moderate Stretch
    • Zipper Not Included

     

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

    Style Number/Barcode: 05101-0294

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It Girl Cowl Neck Midi Dress

    This dress is made for an "it" girl like yourself!

    Fits & Features

    • Narrow Shoulder Straps That Cross At The Back 
    • Cowl Neckline
    • Midi Length Silhouette
    • Smooth Jersey Knit I Lined 
    • Curve Hugging Fit I Bodycon Fit 
    • Zipper Not Included 

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

    Style Number/Barcode: 05101-0411

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sheer Me Out All Over Ruched Midi Dress

    Hell mesh! We're all eyes and ears for this look.

    Fits & Features

    • High Neckline 
    • Sleeveless Bodice 
    • Knit Mini Length Dress With A Mesh Midi Overlay
    • Ruching At The Sides
    • Bodycon Fit I Ample Stretch

    Style Number/Barcode: 05103-0702

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off Shoulder Trumpet Hem Midi Dress

    Look trendy and chic to all your holiday outings with this fab off-shoulder dress! 

    Fits & Features

    • Elastic Off Shoulder Neckline I Vertical Seams At The Bust
    • Fitted Long Sleeves
    • Midi Length Silhouette With Trumpet Hem 
    • Ponte Fabric 
    • Curve Hugging Fit I Plenty Of Stretch 

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

      Style Number/Barcode: 05101-0416

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sweet Intentions Midi Dress

      Sweeten up your look with this adorable midi! The dress features a sleeveless bodice, spaghetti straps, a sweetheart neckline with padded cups and bust stitching, a square back with a zipper and hook and eye closure, and a mid-length, curve hugging fit with dual vertical seam detailing down the front. Garment is composed of a stretchy knit fabric.

      Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

      Style Number/Barcode: 05103-0182

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Love Struck Floral Mesh Midi Tube Dress

      This midi tube dress is serving romance with a side of spice. A curve-hugging floral fit that moves with you—perfect for nights when subtle just won’t cut it.

      Fit & Features

      • Sheer mesh fabric with knit lining, high stretch
      • Floral print
      • Strapless straight-across neckline
      • Ruching
      • Back zipper closure
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-000083

      Category Name: Midi Cocktail Dresses

      Price: $46.90

      Availability: In Stock

      Available Color: WINE

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

    • Laid Back Glamour Crochet Knit Midi Dress

      Keep it effortlessly glam with a crochet-knit dress! The dress features a sleeveless V-neckline, a mini side slit, and a midi length silhouette. The dress is composed of a crochet knit fabric that offers a relaxed fit with a moderate stretch. Complete look with wedges. 

      Fit & Features

      • Sleeveless V-neckline
      • Mini side slit
      • Midi length silhouette
      • Crochet knit fabric 
      • Relaxed fit, moderate stretch 
      • Runs true to size

      Style Number/Barcode: 06005-0674

      Category Name: Midi Cocktail Dresses

      Price: $15.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Metallic Muse Ruched Midi Dress
      Be an alluring muse in this metallic ruched midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline, flattering princess seams, and a square back with a zipper and hook and eye closure. The sultry front waist cut out leads to a mid-length curve hugging skirt with ruched detailing. The metallic knit fabric has ample amount of stretch and includes a knit lining.

      Style Number/Barcode: 05103-0555

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Always V Mine Midi Dress

      You can never go wrong with a V cut neckline. Show some love and flaunt this flirty velvet midi! 

      Fits & Features

      • Deep V Neckline
      • Double Spaghetti Straps
      • Princess Seams At The Bust I Padded Cups
      • Zipper & Hook And Eye Closure
      • Midi Length Silhouette With Slit At Front
      • Velvet Composition I Fully Lined
      • Form Hugging Fit With 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: 05101-0207

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Yesenia Midi Dress

        Special Occasion

        Look like a straight boss in a midi with all the right features! Our Yesenia features a crew neckline, long sleeves, and a midi length that hits over the knee. She as a cut out detail at the back and is composed of a crepe material that offers a form fit with slight stretch.

        Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05001-0220

        Category Name: Midi Cocktail Dresses

        Price: $19.97 $59.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Emilia Sequin Midi Formal Dress
        Special Occasion 

        Shine the night away wearing our Emilia Sequin dress! She offers a slanted neckline with one long sleeve shoulder and a cut out detail across the chest area. She has a zip back and a sexy side slit. She is covered in sequins down to the mid-length hemline and includes a smooth inner lining. Her wine toned sequin material offers minimal stretch but maximum sparkle!

        Special Occasion products cannot be returned to any retail locations.

        Style Number/Barcode: 05001-4127

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $54.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Sheer Confidence Halter Bodycon Midi Dress

        This dress doesn’t whisper—it speaks. With bold mesh panels and a sculpted halter neckline, it’s made for your unapologetic era.

        Fit & Features

        • Crepe fabric
        • Halter cowl neckline
        • Sheer mesh panel trims
        • Center back slit
        • Bodycon silhouette
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05103-000511

        Category Name: Midi Cocktail Dresses

        Price: $23.97 $52.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Ships Free
      • Cocktail Hour Satin Midi Dress

        Elevate your look for cocktail hour with this sleek satin midi dress! It features a sleeveless V-neckline, dual spaghetti straps that lead to a cross-back design, a midi-length hem with a curve-hugging bodycon silhouette, and a chic high side slit. Style with strappy stilettos.

        Fit & Features

        • Sleeveless V-neckline
        • Dual spaghetti straps, cross-back design
        • Midi-length hem, fitted bodycon silhouette
        • High side slit
        • Smooth satin fabric, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05101-1766

        Category Name: Midi Cocktail Dresses

        Price: $9.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • An Instant Classic Midi Dress

        This midi will have you looking like an instant classic with its commanding high slit and button deets! Pair this beauty with sleek stilettos and a luxe clutch for a look that is ready for a night out! 

        Fit & Features 

        • Strapless Square Neckline 
        • Button Accents with Lion Engraved Design 
        • High Side Slit 
        • Lined Ribbed Knit Fabric
        • Midi Length Silhouette 
        • Form Hugging Fit 
        • Moderate Stretch 


         

        Style Number/Barcode: 06005-0544

        Category Name: Midi Cocktail Dresses

        Price: $15.97 $38.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Plans After Sunset Midi Dress

        This is the kind of dress that doesn’t need an intro. Sleek, sculpted, and subtly shimmering, it moves with intention and lands every eye in the room.

        Fit & Features

        • Rhinestone floral detailing, mesh-lined fabric
        • V-neckline with halter spaghetti straps
        • Fitted bodice with seam shaping
        • Midi-length skirt with bodycon silhouette
        • Runs true to size

        Style Number/Barcode: 05101-000626

        Category Name: Midi Cocktail Dresses

        Price: $49.90

        Availability: In Stock

        Available Color: RED

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

      • 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
      • 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