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.

  • Ruffled In Love Sleeveless Dress
    Keep it lovely in ruffles in this stunning dress! It features a sleeveless square neckline, narrow shoulder straps and a midi length silhouette with an asymmetrical ruffled hem. Dress is composed of a stretchy crepe fabric that offers a form hugging fit.

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

    Style Number/Barcode: 05103-0359

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Killer Curves Plunge Neck Midi Dress

    Dare to show off your killer curves in this bodycon midi dress featuring long sleeves, a plunge V-neckline, and side ruched seams to create an hourglass appearance on slinky-knit fabric. Complete the look with clear strap heels. 

    Fit & Features

    • Long fitted sleeves
    • Plunge V-neckline
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2066

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endlessly Effortless Crew Neck Abstract Midi Dress

    You'll always look and feel perfect in this sleeveless midi dress for parties or going out! Crafted from an abstract print mesh fabric, this dress boasts a crew neckline, a flattering bodycon silhouette, and a midi-length hem. Complete the look in stiletto heels and a purse!

    Fit & Features

    • Abstract print, mesh fabric, soft knit lining
    • Crew neckline
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5819

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry And Spotted Midi Dress

    Spotted! You in a sleek and sultry midi dress!

    Fits & Features

    • Adjustable Spaghetti Straps
    • Square Back I Structured Sweetheart Neckline With Padding
    • Midi Length Silhouette
    • Velvet-Like Fabric I Leopard Print Design
    • Curve Hugging Fit I Plenty Of Stretch

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05103-0254

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Graceful Lace Open Back Midi Dress
    Keep it graceful in elegant lace! This white midi dress features a plunging V neckline, narrow shoulder straps and an open back with a scalloped lace trim. Dress is composed of a combination ponte and lace fabric that offers a form hugging fit with a moderate stretch.

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

    Style Number/Barcode: 05103-0006

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacay Queen Tropical Floral Midi Dress

    Slay in all of your vacation pics like the stylish queen you are in this tropical floral midi dress! It features a sleeveless square neckline, spaghetti straps, a midi-length hem, a bodycon silhouette that will hug your curves, and a bold tropical floral print pattern. The sheer mesh fabric includes a stretch knit lining. Complete the look with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Midi-length hem
    • Bodycon silhouette
    • Tropical floral print
    • Sheer mesh fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4980

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Absolute Dream Velvet Midi Dress

    Make your entrance in this velvet midi dress designed to stun! It features a sleeveless square neck, spaghetti straps, fitted bodice with side pleats leading to the form-hugging asymmetrical wrap hem. Complete your dreamy look with a chic clutch and heels.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Fitted bodice, side pleats
    • Form-hugging silhouette
    • Asymmetrical wrap midi hem
    • Lined velvet fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1886

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    The Chantel formal satin midi dress is the showstopper you're after to make a memorable entrance at fancy soirees! She features a sultry sweetheart neckline, a corset-style bodice with a padded bust and flexible boning, adjustable spaghetti straps, an open lace-up back with a lower ruched seam, and a flattering bodycon midi-length silhouette that’s tailor-made for elegant occasions. The formal knee-length dress is crafted from a silky smooth satin knit fabric with a luxe sheen. Complete the look with a statement rhinestone necklace for a banquet dinner or dressy celebration!

    Fit & Features

    • Sweetheart neckline, adjustable spaghetti straps
    • Corset bodice, padded bust, flexible boning
    • Lace-up, open back, lower ruched seam
    • Bodycon silhouette
    • Midi-length hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1976

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready To Sparkle Glitter Midi Dress

    Invited to a cocktail soiree? Get ready to sparkle in this glitter midi dress featuring a one-shoulder neckline, a peasant long sleeve, a side ruched seam, a bodycon silhouette, a sultry side cutout, and an asymmetrical hem with a cutout slit. Complete the look with chandelier earrings.

    Fit & Features

    • One-shoulder neckline, peasant long sleeve
    • Side ruched seam, cutout slit
    • Bodycon silhouette
    • Asymmetrical midi-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2257

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Affair High Slit Satin Midi Dress

    Make your next cocktail party a chic affair with this sleek satin midi dress. It features a sleeveless square neckline, spaghetti straps, an alluring open back with a bar strap accent, a lower back ruched knot detail, a midi-length hem with a high front slit, and a form-hugging silhouette. The satin-knit fabric offers a moderate stretch. Complete your look with rhinestone heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open back, horizontal bar strap
    • Lower back ruched knot detail
    • Midi-length hem, high front slit
    • Form-hugging fit
    • Satin-knit fabric, lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2095

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion 

    Step out like the one that got away in a formal midi dress that brings the glamour to your special event. Astra features a sleeveless sweetheart neckline, padded cups that allow you to go bra-free, and adjustable spaghetti straps. The bodice features a corset style with flexible boning to achieve that snatched look. The slim-fit waist leads to a midi-length silhouette that is accented with a high side slit on the left. The dress is composed of a satin-like fabric that offers a form hugging fit with minimal stretch. Complete look with rhinestone heels. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded cups, adjustable spaghetti straps
    • Corset-bodice, flexible boning 
    • Midi length silhouette
    • High side slit
    • Line satin fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05001-0944

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Luxe Dream Strapless Satin Midi Dress

    Make your dreams of luxe come true in this strapless satin midi dress! The dress is designed with figure-accentuating pleating and a form-hugging fit. Complete the look with earrings. 

    Fit & Features

    • Stretch satin fabric with full-length knit lining
    • Strapless straight neckline, no-slip strip, padded bust
    • Back zipper with hook-eye closure
    • Pleating
    • High side slit
    • Midi-length form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3894

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clarice Applique Bodycon Satin Midi Formal Dress

    Special Occasion

    Dressing up is always fun with the Clarice satin midi formal dress! This elegant dress boasts a pretty beaded applique bust, sleek bodycon fit, and a flirty front slit for effortless movement.

    Fit & Features

    • Stretch satin fabric, sewn-in knit lining
    • Beaded applique bust, sweetheart pleated neckline
    • Padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, front slit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, garden parties, engagement parties, rehearsal dinners, fancy date nights, cocktail soirees

    Style Number/Barcode: 05001-000006

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Annie Bodycon Wrap Satin Midi Formal Dress

    Special Occasion 

    Embrace classy sophistication in the Annie satin midi formal dress designed in a flattering bodycon silhouette with a chic wrap hem.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Stretch satin fabric, bust knit lining
    • Square neckline
    • Wide shoulder straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Wrap midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, dressy celebrations, date night, cocktail soirees, engagement parties, rehearsal dinners

    Style Number/Barcode: 05001-000406

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: MAUVE

    Available Size: S

  • Dazzling Aurora Glitter Sleeveless Midi Dress

    Be dazzling in this glitter midi dress for a stylish season! The glitter fabric is eye-catching and the square neckline and spaghetti straps add a touch of elegance. The side pleated seam, form-hugging silhouette, and wrap slit midi length hem create beautiful movement as you walk. Complete the look with sleek stiletto heels for a holiday occasion or cocktail party!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Side pleated seams
    • Form-hugging silhouette
    • Wrap slit midi-length hem
    • Glitter fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2876

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Date Night Chic Floral Mesh Midi Dress

    Create a chic look for date night in this lightweight mesh midi dress accented with a gorgeous big floral print pattern. It features a crew neckline, tank shoulder straps, and a slim-fit silhouette to showcase your curves.

    Fit & Features

    • Sheer mesh fabric with brushed knit lining, plenty of stretch
    • Big floral print
    • Crew neckline
    • Tank shoulder straps
    • Midi-length hem
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3821

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Must Have Strapless Twist Midi Dress

    This midi dress is a must-have style for showing off your shoulder for a brunch or party! It features a strapless sweetheart neckline, a padded and twisted bust, a flattering bodycon silhouette, and a center-back slit on stretchy knit fabric. Complete the look with a chic crossbody bag and heels.

    Fit & Features

    • Strapless sweetheart neckline, non-slip grip lining
    • Padded and twisted bust
    • Bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5374

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Romance Sleeveless Flocked Velvet Corset Midi Dress

    Bring the bold factor in a midi dress that features a floral flocked velvet print, a sleeveless sweetheart neckline with lace trim, adjustable spaghetti straps, bra cups for additional support, and a corset-like bodice supported with flexible boning. The fitted bodice leads to a midi-length silhouette accented with a high side slit. Complete your date night outfit with block heels. 

    Fit & Features

    • Lined mesh fabrication, floral flocked velvet print
    • Sleeveless sweetheart neckline, bra cups
    • Adjustable spaghetti straps
    • Corset-like bodice, flexible boning
    • Back zipper and hook-eye closure
    • High side slit
    • Midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3290

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Open Invite To Chic Satin Midi Dress

    Your open invite to look chic has arrived in the form of this satin midi dress - perfect for fancy affairs and parties! The midi dress features a sleeveless surplice V-neckline, spaghetti straps, a head-turning lace-up back, a bodycon silhouette, and a faux wrap style skirt that creates the front slit along the hem. Accessorize with a sparkly rhinestone bracelet and earrings for a hint of glam!

    Fit & Features

    • Sleeveless surplice V-neckline, spaghetti straps
    • Lace-up back
    • Bodycon silhouette
    • Faux wrap skirt, front slit
    • Midi-length hem
    • Silky satin fabric, modertae stretch, bust lining
    • Runs true to size

    Style Number/Barcode: 05101-2410

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Sleeve Ribbed Mini Dress

    Keep it cozy with this pretty knit dress! It features a plunging V neckline, long puff sleeves and a mini length silhouette. Dress is composed of a ribbed knit fabric that offers a form hugging fit. 

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

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

    Style Number/Barcode: 05102-0365

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweetheart Chic Ruffle Midi Dress

    Romance with a little drama. This burnout velvet floral midi dress stuns with its cowl sweetheart neckline, body-hugging fit, and ruffled slit—perfect for weddings, date nights, or any luxe occasion.

    Fit & Features

    • Burnout velvet floral pattern, mesh-lined fabric
    • Sweetheart cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • Ruffled trim front slit
    • Bodycon fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000419

    Category Name: Midi Cocktail Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L, XL

    Product Badge:
    • Best Seller
  • Brea Satin Halter Bodycon Midi Dress

    Special Occasion

    Made to catch the light and every gaze, the Brea formal midi dress stuns with its sleek satin finish, sculpted halter neckline, and sultry open back. A curve-tracing bodycon fit and leg-baring slit seal the unforgettable vibe.

    Fit & Features

    • Stretch satin fabric, full-length knit lining
    • Sleeveless square neckline
    • Tank halter shoulder straps
    • Open back, cross-back strappy design, lower back zipper with hook-eye closure
    • Pleating, thigh-high front slit
    • Midi-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Wedding guests, bridesmaids, cocktail parties, dressed-up dinners, and romantic date nights.

    Style Number/Barcode: 05001-000295

    Category Name: Midi Cocktail Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: SAGE, PINK, BROWN

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

  • Exquisite Chic Satin Cowl Neck Slit Midi Dress

    Look exquisite in this satin midi dress to dazzle at banquets or cocktail receptions! Cut to flatter your silhouette and crafted from luxurious satin, this elegant number offers a timeless style with its sleeveless cowl neckline, spaghetti straps, side pleated seam, a flirty side slit, and midi-length hem. The silky satin-knit fabric has a moderate stretch. Complete the look in simple block heels and jewelry!

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Side pleated seam
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Silky satin-knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2443

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetheart Status Strapless Midi Dress

    This midi dress brings sultry elegance with a sweetheart neckline and a curve-hugging silhouette. Perfect for weddings, cocktail soirees, and date night!

    Fit & Features

    • Smooth knit fabric, lined, moderate stretch
    • Strapless sweetheart neckline, no-slip grip lining
    • Side pleated hip seam
    • Side slit accent
    • Form-hugging fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000149

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free