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.

  • Chic Intentions Off-The-Shoulder Midi Dress

    Effortlessly chic and subtly bold, this off-the-shoulder mesh midi dress pairs sleek ruching with a curve-hugging fit—made for cocktail parties, rooftop soirées, and everywhere you own the room.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Off-the-shoulder design, short-sleeved cuffs
    • Cowl neckline
    • Ruching
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000382

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Undeniable Lace Sweetheart Velvet Midi Dress

    Look undeniably chic in this velvet midi dress showcasing a partially sheer lace bodice for romance and a figure-flattering mermaid silhouette. The dress features a sleeveless sweetheart neckline with lined and padded cups, velvet adjustable spaghetti straps for a customized fit, and a secure back zipper closure.

    Fit & Features

    • Partially sheer floral lace bodice
    • Sweetheart neckline with lined and padded cups
    • Velvet adjustable spaghetti straps
    • V-shaped back, zipper with hook-eye closure
    • Velvet mermaid silhouette, moderate stretch
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3735

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Single Scoop Strappy Back Midi Dress

    Serve up a single scoop of you in this sultry midi dress for cocktail hour! It features a sleek, sleeveless, scoop neck, spaghetti straps, bodycon silhouette, and a strappy open back. Complete the look in glitzy earrings.

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Strappy open-back detail
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1317

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Petra Crepe Off Shoulder Midi Dress

    Special Occasion

    With a fold-over, off-shoulder neckline and fitted long sleeves, our Petra exudes class and elegance. Her midi-length hem features a back center slit for you to glide around with ease. Accessorize her with a gorge envelope clutch and a fab pair of heels! 

    Fits & Features

    • Off Shoulder Fold-Over Neckline 
    • Back Zipper Closure
    • Fitted Long Sleeves
    • Midi Length Hemline | Fitted Skirt 
    • Center Back Slit 
    • Crepe Fabric | Fully Lined
    • Form Hugging Fit | Plenty Of Stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0398

    Category Name: Midi Cocktail Dresses

    Price: $31.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • 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
  • Crushworthy Mesh Ruched Midi Dress

    Made for evenings that call for a little drama, this mesh midi dress blends a soft cowl neckline with a delicate back slit for just the right dose of romance. The ruched fit sculpts beautifully, while the midi length keeps it sleek and elevated.

    Fit & Features

    • Mesh overlay fabric with smooth knit lining
    • Cowl neckline, lace padded bra cups
    • Adjustable spaghetti straps
    • Ruching throughout the bodice
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Back slit at hem, midi-length
    • Runs true to size

    Style Number/Barcode: 05101-000591

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: WINE

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

  • 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
  • Own the Evening Off-The-Shoulder Midi Dress

    When you walk in, the night officially starts. This off-the-shoulder midi dress is all about shaping curves and serving quiet luxury with a bold slit. Perfect for date nights and dressy events!

    Fit & Features

    • Mesh-lined fabric
    • Off-the-shoulder neckline
    • Side slit
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4162

    Category Name: Midi Cocktail Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    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
  • Cut To The Chase Strapless Cutout Midi Dress

    A little cutout never hurt anybody. This strapless midi hugs your curves with a sleek silhouette and underbust cutout made to turn heads at every RSVP.

    Fit & Features

    • Stretch knit fabric
    • Bodycon silhouette
    • Sweetheart strapless neckline
    • Twist-front bodice with an underbust cutout
    • Midi length
    • Runs true to size

    Style Number/Barcode: 05101-000275

    Category Name: Midi Cocktail Dresses

    Price: $27.00 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

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

    Product Badge:
    • Sale
  • Sparkle Plans Glitter Knit Midi Tube Dress

    She’s sparkly, she’s sleek, and she didn’t come to play. This glitter knit midi tube dress serves major bombshell vibes—perfect for nights when subtle just won’t cut it.

    Fit & Features

    • Glitter knit fabric, high stretch, knit lining
    • Strapless straight-across neckline
    • High-cut side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000133

    Category Name: Midi Cocktail Dresses

    Price: $7.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Maryanne Bodycon Beaded Formal Midi Dress

    Special Occasion

    Step out in perfect brilliance in the Maryann formal midi dress showcasing endless beaded and sequin embellishments along the flattering bodycon silhouette that'll have you feeling yourself! 

    Every bead, every detail—this dress was made to shine. Searching for more statement styles? Discover our exquisite beaded prom dresses or find a look that dazzles from our party dresses.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • Beaded and clear sequin embellishments
    • Sleeveless square neckline, no-slip strip, cowl neck draped overlay
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • High-cut side slit
    • Midi-length bodycon silhouette
    • Runs true to size 

     

    Where to Wear:

    Prom, birthday celebrations, and dressy dinner parties.

    Style Number/Barcode: 05001-2646

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Glow for It Tube Glitter Midi Dress

    She’s sleek, she’s sparkly, she’s definitely getting compliments. This tube midi dress hugs just right and glows under the light—made for birthday dinners, weddings, or any moment that deserves a little dazzle.

    Fit & Features

    • Glitter knit fabric, stretchy knit lining
    • Tube neckline
    • Mermaid silhouette
    • Midi-length hem
    • Runs true to size
    • Extra glitter for maximum sparkle - may have some natural fallout

    Style Number/Barcode: 05101-000170

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: L

    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