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.

  • Satin Dreams Midi Dress

    We are totally obsessed with satin right now and we are guessing you are too! This midi dress features a v-neckline, thin spaghetti straps that lead to a square back and a hemline that flows into a floor length. Dress is composed of a satin like material that offers a relaxed fit with no stretch.

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

    Style Number/Barcode: 05102-0325

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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: L, XL

  • Autumn Evenings Mock Neck Midi Dress

    A season staple with edge, this ruched midi mixes sleek sophistication with sultry details. Perfect for pairing with gold accessories and a bold lip for your next night out.

    Fit & Features

    • Mesh-lined stretch fabric
    • Mock neck
    • Open back design
    • Side slit accent
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000666

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • Dreamy Luxe Satin Strappy Back Midi Dress

    Soft, sleek, and endlessly romantic—this satin midi dress drapes with a cowl neckline and delicate strappy open back. Perfect for weddings, date nights, or any occasion that calls for subtle elegance with a flirty allure.

    Fit & Features

    • Silky woven satin fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Strappy tie-back design
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000586

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: PINK, SAGE

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

    Product Badge:
    • Sale
  • Dinner Date Lace-Up Midi Dress

    It’s giving sultry, sculpted, and so worth the stare. With a lace-up back, side slit, and body-hugging ruching, this midi is your go-to for date nights, drinks, and feeling unstoppable.

    Fit & Features

    • Slinky knit lined fabric, moderate stretch
    • V-neckline
    • Spaghetti straps
    • Lace-up open back
    • Ruched bodycon silhouette
    • Side slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000349

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: M, L, XL

    Product Badge:
    • Sale
  • Adalee Formal High Slit Satin Dress

    Special Occasion 

    Keep it simply stunning in satin as you make your entrance in our Adalee dress! Her high slit brings an extra dramatic detail! 

    Fit & Features 

    • Cowl Neckline 
    • Adjustable Spaghetti Straps That Cross At The Back
    • Zipper With Hook & Eye Closure At Back
    • Midi Length Silhouette With High Slit 
    • Lined Satin 
    • Form Hugging Fit | Moderate Stretch 

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0300

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Date Night Chic Velvet Burnout Midi Dress

    This chic velvet burnout midi dress radiates date night energy! It features a sleeveless square neckline, adjustable spaghetti straps, ruching down the side seams, a midi-length hem with a high-cut side slit for a sultry flair, and a form-hugging silhouette. The lined mesh fabric features an alluring velvet burnout floral pattern. Style this mid-length dress with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Ruched side seams
    • Midi-length hem, high-cut side slit
    • Form-hugging silhouette
    • Velvet burnout floral pattern
    • Sheer mesh fabric, full-length sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2838

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab And Flared Midi Dress
    Keep it fab in this twirl-worthy must have! The black dress features a V neckline, spaghetti straps and a midi length silhouette with flared hem. Dress is composed of an unlined ribbed sweater knit fabric that offers a form hugging fit with a moderate stretch.

    Style Number/Barcode: 06005-0113

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stripe It Right Midi Dress
    Stripe it right with this oh so chic midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a keyhole cut out, a high waistband, a hidden back zipper closure, a back slit, and a mid-length, form hugging fit. The ivory dress is composed of a woven fabric with minimal stretch and showcases a gray striped print.

    Model is 5'8" with a 33" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3974

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rooftop Vibe Strapless Faux Leather Midi Dress

    Enjoy a martini in this strapless faux leather midi dress for a chic look at your fave rooftop bar! Crafted from sleek faux leather fabric, this midi-length dress is designed with a flirty cutout back and a bodycon silhouette with a center back slit for movement. Pair with stilettos.

    Fit & Features

    • Faux leather fabric, stretchy knit lining
    • Strapless neckline
    • Cutout back, multiple hook and eye closures
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Center back slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-6046

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Is Merry Velvet Glitter Midi Dress

    All is merry and bright with you in this velvet glitter midi dress! Perfect for the holidays, this midi-length dress features a cowl neckline, spaghetti straps, a form-hugging silhouette, and a flirty front slit. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Glitter velvet fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2895

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mystical Beauty Greek Print Ruffle Midi Dress

    A Greek print midi dress that creates an enchanting look! Its strapless neckline and form-hugging silhouette flatter any figure, while the asymmetrical ruffle trim and midi length hem highlight every curve perfectly on printed mesh fabric. Complete the look in stiletto heels for a day date or party!

    Fit & Features

    • Strapless neckline
    • Form-hugging silhouette
    • Asymmetrical ruffle trim, midi-length hem
    • Mystical Greek print, mesh fabric, sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-3049

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cowl It's Done Midi Dress

    We're lovin' your style, babe. Show them how it's done in this bold midi 

    Fits & Features

    • Narrow Spaghetti Straps That Cross At The Back
    • Cowl Neckline
    • Midi Length Silhouette
    • Smooth Jersey Knit I Fully Lined
    • 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: 05103-0453

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Yara Formal Crepe Bodycon Dress

    Special Occasions

    Make it a moment to remember in our captivating Yara bodycon dress! 

    Fit & Features 

    • High Round Neckline | Single Button Closure 
    • Halter Bust | Princess Seams 
    • Midi Length Silhouette 
    • Lined Crepe
    • Form Hugging Fit | Moderate Stretch 
    • Hidden Back Zipper 

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0312

    Category Name: Midi Cocktail Dresses

    Price: $25.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Stunner Faux Suede Dress

    Lead your squad with this stylish stunner of a dress! It features a sleeveless bodice, spaghetti straps, a V neckline, a square back with a hidden zipper closure, and a mid-length, form hugging fit. The dress is composed of a smooth faux suede fabric that offers moderate stretch.

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

    Style Number/Barcode: 05102-0199

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nayla Formal Sequin Fringe Dress
    Special Occasion 

    Bring the glam and luxe in our sparkling Nayla dress! She features a rose gold color, a V neckline with padded cups, adjustable straps and a midi length silhouette with a fringe hem. Dress is composed of a lined mesh fabric adorned with dazzling sequins throughout. Dress offers a form hugging fit with a slight stretch.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4109

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Era Ruffled Slit Ruched Glitter Midi Dress

    This stunning ruffled slit ruched glitter midi dress will have you in your glitzy era! Designed with a stretchy lined glitter knit fabric, this mid-length dress features a sleeveless V-neckline, spaghetti straps, a ruched side seam to accentuate your gorgeous curves, and an asymmetric ruffled hem creating a stylish side slit on the bodycon silhouette. Complete your dressy party look with rhinestone heels!

    Fit & Features

    • Stretchy lined glitter knit fabric
    • Sleeveless V-neckline, dart seams
    • Spaghetti straps
    • High waist seam, ruched side seam
    • Asymmetric ruffled hem, side slit
    • Bodycon fit
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2964

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkly Muse Ruffled Glitter Mesh Midi Dress

    Show up and stun with all eyes drawn to you in this ruffled glitter mesh midi dress! The glitzy glitter mesh fabric will sparkle up the scene at your next soiree. The mid-length dress features a sleeveless V-neckline with spaghetti straps and a flowy ruffled accent for that flirty flair. The waist is adorned with a matching ruffled trim that cascades down the hip and bodycon silhouette. The ruched asymmetric high-cut hem will showcase some leg to add that sultry allure. Style this midi dress with rhinestone heels for all the glam vibes!

    Fit & Features

    • Stretchy glitter mesh fabric with knit lining
    • Sleeveless V-neckline
    • Spaghetti straps, ruffled accent
    • Side ruffled trim
    • Asymmetric high-cut hem with ruching
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2901

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Talk That Talk Tank Dress

    You're a bad gal, bb! Catch some eyes in this simple-yet-sexy tank dress. Including a racerback neckline that flows into a midi length, this spaghetti tank dress features a smooth, stretchy fabric that hugs your body with every move.

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

    Style Number/Barcode: 05102-0183

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Audrina Formal Sequin Midi Dress

    Special Occasion 

    Come through with head-turning shine as you shimmy the night away in our sequined Audrina midi dress! 

    Fit & Features 

    • High Round Neckline
    • Cap Sleeves
    • Draped Cowl Back 
    • High Side Slit
    • Sequins
    • Lined Mesh | Minimal Stretch 
    • Side Zipper Closure 

     

    Model is 5'9" with 32" 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: 05001-0261

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show Me Romance Off-The-Shoulder Lace Midi Dress

    A lace midi dress perfect for a date night with bae! Crafted from lace fabric, this off-the-shoulder dress flaunts your figure in a bodycon silhouette and a side slit accent. Pair with earrings and heels.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • Off-the-shoulder neckline, short sleeve cuffs
    • Padded bra cups
    • Bodycon silhouette
    • Back zipper and hook-eye closure
    • Side slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3765

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Try To Resist Surplice Midi Dress

    Try to resist not staring at yourself in this sultry midi dress with every mirror you pass! The dress features a sleeveless V-neckline, sleek spaghetti straps, a surplice pleated bust with lining, and an empire waist seam leading to the form-hugging silhouette and a skin-flaunting slit. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless surplice V-neckline, spaghetti straps
    • Surplice pleated bust, lining
    • Empire waist seam
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1999

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scoop Neck Midi Dress

    This must-have midi will give you an endless amount of OOTDs to wear and pair. 

    Fits & Features

    • Spaghetti Straps
    • Scoop Neckline I Square Back
    • Midi Length Silhouette
    • Stretchy, Jersey Knit Fabric I Fully Lined
    • Curve Hugging Fit 
    • 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: 05102-0528

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Glitter Spaghetti Strap Mini Dress

      This bodycon features spaghetti straps, a deep v neckline, and a bodycon fit. Dress is composed of a glitter knit material that offers moderate stretch and hem hits right above the knee. Our favorite part is the sheen reflection that the glitter gives off when you catch the light!

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

      Style Number/Barcode: 05103-0408

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $33.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance