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.

  • Robin Formal Satin Midi Dress

    Special Occasion

    She's Sleek, and she's polished and we love! Designed with a strapless straight neckline, with a removable faux fur trim, a form fitting bodice and that has padded cups, and a horizontal stitching at the hem mid waist. Her bodice leads to skirt high waist and leads down to a mid calf length with a high slit feature. Dress is composed of a satin material that offers slight stretch.

    Model is 5'9" with a 32" 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: 05001-0236

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkly Allure Glitter Knit Lace-Up Midi Dress

    A little sparkle, a lot of allure—this midi dress was made for dinner dates and rooftop drinks. The glitter knit, lace-up back, and daring leg slit deliver that perfect balance of glam and sultry.

    Fit & Features

    • Glitter knit fabric, moderate stretch
    • Sleeveless sweetheart neckline with cowl draped overlay
    • Spaghetti straps, open cross-back lace-up strappy design
    • Pleated bodice and waist
    • High-cut front slit
    • Midi-length fitted silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000417

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY

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

  • Keeping It Classy Satin Bustier Ruffle Midi Dress

    Embrace timeless sophistication in this satin midi dress! Featuring a sweetheart neckline, tank shoulder straps, and a padded underwire bust, the midi dress also has flexible boning inserts and a form-hugging silhouette with a high front slit and ruffle trim for added flare. Complete the look with a gorgeous necklace for a banquet!

    Fit & Features

    • Sleeveless sweetheart neckline, tank shoulder straps
    • Back zipper and hook-eye closure
    • Padded underwire bust, flexible boning
    • Form-hugging, high front slit, ruffle trim
    • Midi-length hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2914

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cut to It Strapless Midi Dress

    Smooth, sleek, and a little spicy—this strapless midi dress brings just the right amount of drama with curve-hugging cutouts and an effortlessly chic fit. Perfect for weddings, semi-formal soirees, or a dressed-up date night!

    Fit & Features

    • Stretch knit fabric, knit lining
    • Strapless neckline
    • Side waist cutouts
    • Bodycon fit
    • Trumpet midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000465

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: L, XL

  • Tori Lace-Up Satin Midi Formal Dress

    Special Occasion

    The Tori satin formal dress redefines effortless elegance for your most special events! This sultry satin midi dress hugs just right with a head turning lace-up back and a front slit that knows how to work a room. 

    Fit & Features

    • Stretch satin fabric, sewn-in knit lining
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Lace-up back, lower zipper and hook-eye closure
    • Front wrap slit
    • Form-hugging fit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, fancy celebrations, date nights, formal events

    Style Number/Barcode: 05001-000221

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S

  • Wrapped In Chic Ruched Midi Dress

    Wrap yourself in a chic midi dress that makes a stunning statement! The dress features a wrap V-neckline, long sleeves, ruching, an asymmetrical side slit, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with heels and a rhinestone anklet. 

    Fit & Features

    • Wrap V-neckline
    • Long sleeves
    • Ruching 
    • Asymmetrical side slit
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1228

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Make It Work Sleeveless Tank Midi Dress

    Make a bold statement in any setting in this sleeveless midi dress perfect for work or play! The midi dress features a sleeveless square neckline, an underbust seam, tank shoulder straps, a bodycon silhouette that flaunts your curves, and a flirty center back slit accent on smooth woven fabric. Complete the look with pumps and a posh jacket for business mixers and happy hour!

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Underbust seam
    • Bodycon silhouette 
    • Midi-length hem, center back slit
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2871

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Radiantly Flawless Halter Mermaid Midi Dress

    The smooth knit dress features a sleeveless halter neckline, mini bar strap accents at the bust with metal hardware, a flared mermaid silhouette, and a midi-length hem. Complete night out look with metallic heels.

    Fit & Features

    • Lined smooth knit fabrication
    • Plunging halter neckline
    • Mini bar strap accents with metal hardware
    • Flared mermaid silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-000018

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Oh My Ruched Asymmetric Dress

    Oh my gawwwwd girl! Flaunt it in this form-hugging dress! We'd love to see you layer this look with rhinestone earrings and heels!

    Fits & Features

    • High Neckline 
    • Spaghetti Straps
    • Drawstring Ruching At The Side 
    • Asymmetric Midi Length Hemline 
    • Stretchy Jersey Knit Fabric I Partial, Mini Length Lining 
    • Form Hugging Fit I Moderate Stretch 

    Style Number/Barcode: 05101-0516

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Blossoms Floral Midi Dress

    Elevate your evening out with this floral midi dress everyone will be envious of from the moment you enter the room! Featuring a sleeveless V-neckline, spaghetti straps, an open lace-up back with tie closure, a form-hugging silhouette, and a sultry front slit. The lined mesh fabric features a romantic floral pattern. Layer with a chic duster trench coat to complete the look!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Open lace-up back, tie closure
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Floral pattern
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2104

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Luxe Velvet Midi Dress

    You'll be feelin' luxe and chic in this elevated velvet midi dress. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, and a midi-length, fitted bodycon silhouette. Style this dress with rhinestone statement earrings and strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline, wrap-front
    • Spaghetti straps
    • Midi-length, curve-hugging fit
    • Velvet fabric
    • Runs true to size

    Style Number/Barcode: 05101-1196

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sianna Strapless Bodycon Satin Midi Formal Dress

    Special Occasion

    Redefine chic elegance in the Sianna midi satin formal dress with a flattering bodycon fit and wrap front slit for effortless movement! 

    This dress brings the fun and the fashion. If you love a bold, playful look, explore our stylish short prom dresses or make an entrance in our stunning short wedding guest dresses in short and mini lengths.

    Fit & Features

    • Stretch satin fabric, sewn-in stretchy knit lining
    • Strapless sweetheart neckline, padded bra cups
    • Flexible boning
    • Back zipper and hook-eye closure
    • Front wrap slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, engagement parties, cocktail soirees, birthday dinners, dressed-up date nights

    Style Number/Barcode: 05001-2728

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY, IVORY

    Available Size: XS, S, M, L

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

    Special Occasion

     Kathryn photographs beautifully on red carpets and is stunning for bridesmaids! She embodies grace and class with a touch of sultriness. Featuring an off-the-shoulder, cowl pleated neckline, a lightly padded bust, a corset bodice with flexible boning, and a bodycon, midi-length silhouette with a flirty slit. The formal dress is composed of smooth satin fabric with lining and minimal stretch. Style with rhinestone platform heels to add some shine!

    Fit & Features

    • Off-the-shoulder, cowl pleated neck, lightly padded bust
    • Back zipper and hook-eye closure
    • Corset bodice, flexible boning
    • Bodycon, midi-length hem, front slit
    • Lined smooth satin, minimal stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1350

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Girl Mesh Midi Dress

    Girl, you've got a stand out personality, so you need a dress to match! This glitter mesh midi features a sleeveless bodice, adjustable spaghetti straps, a square neck and back, ruched detailing down the sides, and a mid-length, curve hugging fit. The sheer glitter mesh fabric offers moderate stretch and includes a knit lining.

    Model is 5'9" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0387

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kassidy Glitter Cutout Midi Dress

    Special Occasion

    Designed to dazzle with every step, the Kassidy delivers sleek glamour through a glittered knit, bodycon fit, and sculpting cutout bodice. The draped cowl neckline and daring side slit bring soft edge to this scene-stealing midi.

    Fit & Features

    • Glitter knit fabric,knit lining, moderate stretch
    • Cowl neck, padded bra cups
    • Adjustable paghetti straps
    • Cutout bodice
    • Side slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, engagement parties, birthdays, date nights, dinner parties, cocktail soirees, red carpet events, award shows

    Style Number/Barcode: 05001-000362

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WHITE, HUNTER, BLACK, RED

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

  • Serving Chic Vibes Strapless Bodycon Midi Dress

    You'll be serving chic vibes in this bodycon midi dress designed with a strapless sweetheart neckline and curve-flaunting fit. The structured ponte fabric offers a sculpted silhouette.

    Fit & Features

    • Ponte knit fabric, moderate stretch
    • Strapless sweetheart neckline
    • Vertical seam design
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000235

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK, RED, ROYAL

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

  • 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
  • Flare For The Drama Tube Midi Dress

    Make everyone stop and admire you in this tube midi dress at weddings or dressy parties. This form-hugging midi dress stuns with a strapless neckline, flirty front slit, and a flared hem that was made for movement.

    Fit & Features

    • Sleek knit fabric, stretchy knit lining
    • Strapless tube neckline, padded bra cups
    • Form-hugging fit
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000174

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Jane Satin Lace-Up Midi Formal Dress

    Special Occasion

    Designed to linger in their memory long after the last toast, the Jane satin bodycon midi dress glides with intention—finished with a sultry slit and lace-up back that feels both refined and just a little risqué. 

    Fit & Features

    • Stretch satin fabric, knit lining
    • Sweetheart neckline, padded bra cups
    • Wide shoulder straps
    • Lace-up back, lower zipper and hook-eye closure
    • Bodycon silhouette
    • Front slit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, rehearsal dinners, engagement parties, date night, birthdays, black tie galas, dinner parties, cocktail soirees

    Style Number/Barcode: 05001-000223

    Category Name: Midi Cocktail Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: BROWN, NAVY

    Available Size: XS, S

  • 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
  • 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