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.

  • 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
    • Simply A Statement Cutout Bodycon Midi Dress

      Simplicity can be a statement! Flaunt your figure in this bodycon midi dress perfect for date nights, brides, and graduation girlies.

      Fit & Features

      • Mesh-lined fabric
      • V-neckline with metal insert, spaghetti straps
      • Underbust cutout
      • Bodycon silhouette
      • Center back slit, midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-4151

      Category Name: Midi Cocktail Dresses

      Price: $44.90

      Availability: In Stock

      Available Color: IVORY

      Available Size: S, M, L, XS, 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
      • Trend Moment Lace-Up Bodycon Midi Dress

        Have your trending moment in this midi dress! It's designed to hug your curves in a bodycon silhouette while the front lace-up adds a playful touch to your day or night look.

        Fit & Features

        • Knit fabric with moderate stretch
        • Square neckline
        • Lace-up front bust
        • Spaghetti straps
        • Bodycon silhouette
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05102-6072

        Category Name: Midi Cocktail Dresses

        Price: $9.97

        Availability: In Stock

        Available Color: NATURAL

        Available Size: XS, S, M

      • 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
      • 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

      • After Dark Sparkle Glitter Midi Dress

        The kind of dress that speaks before you do—sleek, sparkly, and made to stun. With its curve-hugging ruching and barely-there straps, it’s a guaranteed win for nights that call for a little drama.

        Fit & Features

        • Glitter knit fabric with stretch
        • Cowl neckline
        • Spaghetti straps
        • Bodycon silhouette with side ruching
        • Midi-length hem
        • Runs true to size

        Style Number/Barcode: 05101-000619

        Category Name: Midi Cocktail Dresses

        Price: $42.90

        Availability: In Stock

        Available Color: HUNTER

        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
      • Bloom Mood Floral Open Back Midi Dress

        Soft, sultry, and ready for sunset dinner and drinks—this floral midi dress brings the heat with a low back and curve-hugging midi silhouette. Just add salty air and a sunset.

        Fit & Features

        • Floral print, mesh-lined fabric
        • Cowl neckline
        • Adjustable spaghetti straps
        • Curve-hugging midi silhouette
        • Runs true to size

        Style Number/Barcode: 05101-000276

        Category Name: Midi Cocktail Dresses

        Price: $42.90

        Availability: In Stock

        Available Color: BROWN

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

      • 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
      • 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

      • 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