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.

  • Sleek Aura Open Back Midi Dress

    Sleek, sculpting, and ready for any occasion, this midi dress keeps all eyes on you.The high neckline keeps it polished, while the open back does all the talking when you walk away.

    Fit & Features

    • Stretch knit fabric, knit lining, high stretch
    • Cowl high halter neckline
    • Open back
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000699

    Category Name: Midi Cocktail Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: BLACK, BROWN, NAVY

    Available Size: XS, S, M, L

    Product Badge:
    • Back In Stock
  • Blushing Bloom Mesh Midi Dress

    Romantic by nature. This mesh midi dress stuns with a soft floral print, cowl neckline, and ruched silhouette that flatters every curve while keeping the vibe effortlessly feminine.

    Fit & Features

    • Floral print, mesh-lined stretchy fabric
    • Cowl neckline, lace padded bra cups
    • Adjustable spaghetti straps
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000484

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek and Stunning Satin Midi Dress

    Sleek and stunning, this satin midi dress features a one-shoulder neckline and a ruched slim-fit silhouette perfect for pairing with stilettos.

    Fit & Features

    • Satin-knit fabric with knit bust lining, moderate stretch
    • One shoulder neckline, tank-like strap
    • Ruching
    • Midi-length slim-fit silhouette
    • Back center slit at hem
    • Runs true to size

    Style Number/Barcode: 05101-3593

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flaunt It Strapless Bodycon Mesh Midi Dress

    Flaunt what you got in this strapless midi dress on a hot night on the town!  With a sleek and sexy strapless neckline, ruched seams that flatter your curves, and a sultry side slit, this bodycon dress will have all eyes on you. Complete the look with rhinestone earrings and stiletto heels.

    Fit & Features

    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Strapless neckline
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3355

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vampy Vibes Faux Leather Midi Dress

    This sleek faux leather midi dress will bring the vampy vibes to your going-out look. It features a strapless straight-across neckline, ruching at the waist, a midi-length hem with a chic back slit accent, and a bodycon silhouette to flaunt your figure. The faux leather fabric offers a moderate stretch. Style this midi dress with lace-up stilettos for an edgy night-out 'fit.

    Fit & Features

    • Strapless straight-across neckline
    • Back zipper, hook and eye closure
    • Dart seams, high waist seam, ruching at the waist
    • Midi-length hem, back slit
    • Bodycon silhouette
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5282

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling Artsy In Floral Slit Midi Dress

    Walk like a work of art in this floral midi dress with a strapless neckline and front slit perfect for showing off your shoes!

    Fit & Features

    • Floral print, knit fabric
    • Strapless neckline
    • Front slit
    • Hip-hugging fit
    • Flowy midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4073

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Look Ruched Knit Bodycon Midi Dress

    Sleek and stunning, flaunt your figure in this smooth knit bodycon midi dress with ruched detailing to highlight your gorgeous curves.

    Fit & Features

    • Lined smooth knit fabric, high stretch
    • Sleeveless sweetheart neckline, padded bust
    • Cross-front design at the bust
    • Thin tank straps, cross-back design
    • Ruching
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3997

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Remi Sequin Wrap Dress

    Special Occasion

    You'll be illuminating every room you walk into in our stunning Remi! 

    Fits & Features

    • Dual Spaghetti Straps I Surplice V Neckline  
    • Back Zip With Hook & Eye Closure 
    • Midi Length Silhouette With Wrap Design I Mini Length Lining
    • Mesh Lined Fabric With Sequins Throughout 
    • Curve Hugging Fit I Ample Stretch  

    Model is 5'7" with a 34" 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: 05001-0339

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Obsessed Glitter Off-The-Shoulder Midi Dress

    This is the dress you reach for when you want the room to feel a tiny bit obsessed. The glitter knit hugs just right, the off-the-shoulder neckline adds that soft-but-sultry vibe, and the midi length keeps it effortlessly elevated.

    Fit & Features

    • Glitter knit fabric with moderate stretch, sewn-in knit lining
    • Sweetheart neckline with off-the-shoulder sleeves
    • Padded bra cups for support and shaping
    • All-over ruched detailing defines the figure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000543

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Candace Crepe Midi Dress

    Special Occasion

    Up your evening outfit with our stunning Candace! She's the perfect little partner-in-crime for a date night or GNO! 

    Fits & Features

    • Adjustable Spaghetti Straps 
    • Back Zip With Hook & Eye Closure
    • Sweetheart Neckline With Deep Wire V At Center I Princess Seams
    • Midi Length Silhouette I Front Slit 
    • Crepe Fabric
    • Form-Hugging Fit 

     

     Model is 5'9" with a 34" 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: 05001-0271

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Aerin Formal Sequin Midi Dress

    Special Occasion

    Have a night to remember in our Aerin! She features a boat neckline, long sleeves, and a sexy low back with a zipper closure. She is fully lined and composed of a mesh material that offers a form fitting silhouette and slight stretch. Her mid length hemline hits mid calf, and she features a high slit at one side that makes her easy to walk and dance in! She showcases a beautiful sequin swirling pattern throughout that gives an elegant finish!

    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: 05001-0267

    Category Name: Midi Cocktail Dresses

    Price: $27.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glow Girl Sequin Midi Dress

    Glow on with your bad self! Flaunt your pretty self in this captivating dress.

    Fits & Features

    • Adjustable Shoulder Straps
    • Sweetheart Neckline
    • Zipper & Hook And Eye Closure At Back
    • Iridescent Sequins, Mesh Knit Fabric I Fully Lined
    • Midi Length Silhouette
    • Curve Hugging Fit I Ample Stretch 

     

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

    Style Number/Barcode: 05101-0293

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet In Lace Midi Dress
    Look sweet and sultry in this stunning lace midi dress! It features a strapless sweetheart neckline with padded cups, a back zipper closure, a front thigh slit, and a midi length. The black dress is composed of a sheer lace with a nude lining and offers a curve hugging fit and plenty of stretch.

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0066

    Category Name: Midi Cocktail Dresses

    Price: $15.00 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Quietly Captivating Floral Midi Dress

    Flowy, flattering, and quietly captivating. This abstract floral midi dress drapes just right with an asymmetrical ruffle hem that moves with you—easy elegance for dinners, weddings, or any moment that calls for something special.

    Fit & Features

    • Lined mesh fabric with abstract floral print
    • Cowl neckline
    • Adjustable spaghetti straps
    • Asymmetrical midi hem
    • Ruffled slit design
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000487

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Smooth Operator Cowl Halter Midi Dress

    She’s serving legs, confidence, and just enough drama. The perfect midi dress for making your entrance—and your exit—unforgettable.

    Fit & Features

    • Slinky knit smooth fabric, moderate stretch, knit lining
    • Cowl halter neckline
    • Open back
    • Form-hugging silhouette
    • high side slit with ruffled trim
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000266

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romance That Wows Floral Mesh Velvet Midi Dress

    Strike a wow-worthy impression in this floral mesh velvet midi dress for an effortlessly romantic look! Boasting a surplice V-neckline, adjustable spaghetti straps, and side ruched seams, this bodycon midi dress is sure to please at parties. Flocked floral velvet adds a luxurious touch to the midi-length hem with a side slit for a graceful finish. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette, side slit, midi-length hem
    • Flocked floral velvet pattern, mesh fabric,sewn-in knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2922

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kelly High Slit Satin Midi Dress

    Special Occasion

    Elevate your special evening outfit in our chic Kelly dress. She features a sweetheart neckline, long sleeves, vertical seams at the bust, and a midi length silhouette with a high side slit. The dress is composed of lined stretch satin fabric that offers a form hugging fit with a moderate stretch. Complete your look with a dainty rhinestone bracelet.

    Fit & Features

    • Sweetheart neckline
    • Long sleeves
    • Vertical seams at the bust
    • Midi length silhouette
    • High slit
    • Lined stretch satin fabric
    • Form hugging fit, moderate stretch


    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0506

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rose Off The Shoulder Midi Dress

    Special Occasion

    Look classically chic in our stunning Rose off the shoulder midi dress!

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Princess seams | High waist seam
    • Back zipper | Hook and eye closure
    • Ruched side detailing
    • Mid-length, curve hugging fit | Back slit
    • Crepe fabric | Moderate stretch

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0366

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dazzle Nights Glitter Rhinestone Velvet Midi Dress

    Dazzle in a velvet dress that features a sleeveless cowl neckline, a criss-cross strap design at the back, a shimmering rhinestone snowflake pattern, a high side slit, and a midi length hem. Complete cocktail outfit with rhinestone heels.

    Fit & Features

    • Velvet knit fabrication
    • Sleeveless cowl neckline
    • Criss-cross back strap design
    • High side slit
    • Glitter and rhinestone snowflake pattern
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3827

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marnie Formal Satin Corset Midi Dress

    Special Occasion

    You'll wow the crowd in the classy Marnie formal satin dress at banquet dinners or weddings! She features a corset-style bodice, a sweetheart neckline adorned with wide shoulder straps, a pleated and padded bust, flexible boning inserts, a flattering bodycon silhouette, a front slit, and a midi-length hem. The formal dress is composed of a silky satin-knit fabric with a luxe sheen and a moderate stretch. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless corset-style bodice
    • Sweetheart neckline, wide shoulder straps
    • Pleated and padded bust, back zipper and hook-eye closure
    • Flexible boning inserts
    • Bodycon silhouette, front slit, midi-length hem
    • Satin-knit fabric, sheen effect, knit lining at the top, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1978

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Language Floral Lace-Up Midi Dress

    Soft texture, bold romance. This floral flocked velvet midi dress stuns with a sweetheart neckline, curve-hugging fit, and lace-up back that adds the perfect touch of drama to dressy occasions and events!

    Fit & Features

    • Flocked floral velvet pattern, mesh-lined fabric with stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Lace-up back, zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000639

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eyes On You Halter Midi Dress

    When the dress is the jewelry. This halter midi dress hugs your curves with side ruching and makes a bold statement with sleek hardware detailing along the neckline.

    Fit & Features

    • Soft stretchy knit fabric
    • Halter neckline with hardware trim, tie closure
    • Ruched side seams 
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000614

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Midnight Muse Halter Midi Dress

    Serving sleek sophistication with a sultry twist, this ruched halter midi is your ticket to being the best-dressed at the party or cocktail soiree!

    Fit & Features

    • Mesh-lined fabric
    • Sweetheart halter neckline, with tie closure
    • Ruched bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000440

    Category Name: Midi Cocktail Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free