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.

  • Sweetheart Velvet Glitter Midi Dress

    Sweetheart you are a true stunner! Designed with adjustable spaghetti straps, a sweetheart neckline, padded and structured cups, and a form fitting silhouette this midi dress is a ten out of ten. Composed of a velvet material that offers moderate stretch and is embellished with silver glitter reflects throughout. Dress is fully lined and has a zipper closure with a hook and eye to keep dress in place all night long!

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

    Style Number/Barcode: 05101-0186

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Artistic Muse Abstract Strapless Midi Dress

    You'll be the artsy muse in this abstract print mesh midi dress for gallery openings or an evening downtown! It features a strapless cowl neckline, flattering side ruched seams that accentuate your curves, a bodycon silhouette, and a side slit accent. Complete the look in clear strap heels for a seamless style!

    Fit & Features

    • Strapless cowl neckline
    • Back zipper and hook-eye closure
    • Side ruched seams, side slit
    • Bodycon silhouette, midi-length hem
    • Abstract print
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5295

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Like Me Satin Halter Midi Dress

    No one can be smooth like you looking sultry in this satin midi dress perfect for engagement parties and semi-formal affairs! Featuring a sleeveless halter neck with spaghetti straps that lace up in the back, a bodycon silhouette, a flirty hem slit, and a front ruched drawstring so you can customize the style. Complete the look with a beaded clutch.

    Fit & Features

    • Sleeveless halter neck, spaghetti straps
    • Lace-up back
    • Bodycon silhouette
    • Front ruched, adjustable drawstring
    • Slit midi-length hem
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1963

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Faux Suede Midi Dress

    Keep it sophisticated in statement faux suede! The mini dress features a sleeveless bodice, a scoop neckline, spaghetti straps, vertical princess seams that create an hourglass illusion and a midi length silhouette with a side slit. The back features a sexy keyhole accent to show off more than a hint of skin! Dress is composed of a faux suede fabric that offers a form hugging fit with slight stretch.

     

    Style Number/Barcode: 05101-0276

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Caught Your Eye Strapless Midi Dress

    The kind of dress that speaks fluent confidence. This strapless midi dress hugs your curves with soft ruching and a flirty ruffle slit—effortlessly romantic, just bold enough to turn every entrance into a moment.

    Fit & Features

    • Smooth knit stretchy fabric, knit lining
    • Strapless neckline
    • Ruffled side slit
    • Form-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000603

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BURGUNDY

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

  • Sarah Strapless Slit Midi Formal Dress

    Special Occasion

    Slip into the unforgettable Sara midi formal dress! This strapless midi stuns with a sweetheart neckline, flattering ruching, and a high side slit for effortless allure.

    Fit & Features

    • Smooth knit fabric with subtle sheen
    • Strapless sweetheart neckline, padded bra cups
    • Ruching detail
    • Form-hugging fit
    • Side slit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail soirees, engagement parties, rehearsal dinners, date nights, formal events

    Style Number/Barcode: 05001-000008

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: RUST

    Available Size: XS, S, M

  • Ribbed Long Sleeve Knit Dress

    Fall back this season with a classic knit dress to pair with your fav layers! 

    Fit & Features

    • Mockneck 
    • Fitted Long Sleeves 
    • Ribbed 
    • Lined Knit
    • Bust Geometric Cut Out
    • Form Fit
    • Moderate Stretch 

     

     

    Style Number/Barcode: 05102-0384

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keepin' Knit Basic Midi Dress

    Sometimes keeping it basic is the best way to go! This knit midi dress features a sleeveless bodice, tank-like shoulder straps, a scoop neck and back, a side slit, and a mid-length, curve hugging fit. The dress is composed of a stretchy knit fabric.

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

    Style Number/Barcode: 05102-0268

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $20.90

    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: $38.90

    Availability: In Stock

    Available Color: BLACK

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

  • Divine Bloom Halter Rosette Flower Midi Dress

    You'll look absolutely divine in this mesh midi dress for a dressy soiree! It features a sleeveless halter cutout neckline with a rosette flower, an elegant sash, ruched side and back seams to accentuate your figure along the bodycon silhouette, and a side slit design. Complete the look with dainty earrings and a bracelet.

    Fit & Features

    • Sleeveless cutout halter neckline
    • Rosette flower and sash
    • Back zipper and hook-eye closure
    • Ruched side and back seams
    • Bodycon silhouette, side slit design, midi-length hem
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2825

    Category Name: Midi Cocktail Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Attitude Ruffled High Slit Midi Dress

    Captivate them with your flirty attitude in this on-trend ruffled midi dress! Featuring a strapless straight-across neckline, a fitted bodice with ruched side seams, a midi-length hem with dual high-cut side slits, and ruffled trims and accents, this dress is perfect for a summer party. The buttery-smooth knit fabric offers plenty of stretch. Style with a rhinestone choker necklace and lace-up heels.

    Fit & Features

    • Strapless straight-across elasticized neckline
    • Fitted bodice, ruched side seams
    • Midi-length hem
    • Dual high-cut side slits, ruffled trims and accents
    • Flowy silhouette
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2577

    Category Name: Midi Cocktail Dresses

    Price: $25.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Waiting For Tonight Glitter Midi Dress

    We are dying to take you out tonight girl! This midi dress is designed with a v neckline, and spaghetti straps that lead to a strappy lace back detailing. Dress has a form fitting silhouette and is composed of a knit material that offers moderate stretch.  Glitter reflects silver.

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

    Style Number/Barcode: 05103-0409

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Confidence High Slit Midi Dress

    The kind of midi dress that does all the talking for you. A body-hugging fit with a daring slit makes it your go-to for nights that call for chic confidence.

    Fit & Features

    • Smooth knit fabric with lining, high stretch
    • Sleeveless sweetheart neckline, padded bust
    • Cowl neck draped overlay
    • Adjustable spaghetti straps
    • Corset seam design, ruched waist
    • Midi-length bodycon silhouette, high-cut side slit
    • Runs true to size

    Style Number/Barcode: 05101-000327

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: SAGE

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

  • One For The Books Cold Shoulder Mesh Midi Dress

    You in this mesh midi dress for a GNO will be one for the books! This figure-hugging bodycon dress features trendy cold shoulder cutouts and delicate mesh detailing, creating a perfect allure.

    Fit & Features

    • Mesh-lined fabric
    • Cold shoulder, adjustable spaghetti straps
    • Back zipper closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4132

    Category Name: Midi Cocktail Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M

  • Captivating Sparkle Sweetheart Glitter Midi Dress

    A sparkling glitter midi dress featuring a sweetheart neckline with padded bra cups for support, spaghetti straps, and a side pleated seam that shapes the high front wrap slit along the bodycon silhouette. 

    Fit & Features

    • Glitter knit fabric, moderate stretch
    • Sweetheart neckline
    • Padded bra cups
    • Spaghetti straps
    • Side pleated seam, high front wrap slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2910

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vivienne Formal Sequin Midi Dress

    Special Occasion

    Gorgeous sequins make the Vivienne formal midi dress shimmer and shine for your next banquet or fancy soiree! She features an off-the-shoulder, sweetheart neckline, three-quarter-length bishop sleeves, a lightly padded bust, and a form-hugging silhouette with a back-slit accent. The formal dress is composed of sequin fabric with a knit lining and minimal stretch. Complete the look in strappy heels. 

    Fit & Features

    • Off-the-shoulder, sweetheart neckline
    • Three-quarter-length bishop sleeves
    • Lightly padded bust, strapless or adhesive bra optional
    • Back zipper and hook-eye closure
    • Form-hugging, back slit accent, midi-length hem
    • Sequin fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1415

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brush It Off Shoulder Crepe Midi Dress

    Brush away those negative vibes, throw on this poppin' midi, and hit the town with your girls! Accessorize with some sparkling gems to really amp up your look.

    Fits & Features

    • Elastic, Off Shoulder Neckline & Short Sleeves
    • Midi Length Silhouette 
    • Crepe Composition 
    • Form Hugging Fit I Plenty Of Stretch 
    • Zipper Not Featured

    Style Number/Barcode: 05101-0664

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Own Knit Midi Dress
    Own your look with all the confidence in this knit midi dress! It features a sleeveless bodice, spaghetti straps that lead to a square back, a V neckline, a high waist band, and a mid-length, form hugging fit with a back slit. Knit fabric offers moderate stretch.

    Style Number/Barcode: 05101-0368

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Susan Formal Sleeveless Midi Dress

    Special Occasion 

    Keep it sleek and sophisticated in our timelessly elegant Susan dress! She features a strapless sweetheart neckline, a built in no slip strip, padded cups, pleating accents along the bust, an empire waist accent and trendy side pockets. She is composed of a lined crepe fabric that offers a form hugging fit and a moderate stretch. Includes a back zipper closure with a hook and eye closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0027

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maureen Formal One Shoulder Dress
    Special Occasion 

    Draw all eyes on you the moment you enter the room in our wowing Maureen black dress! She features a one shoulder neckline, a fitted long sleeve, a ruched side seam and an asymmetrical hem. Dress is composed of a sheer mesh fabric that is complemented with a beige hued lining to create a flattering two-tone effect. Garment 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.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-6774

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Selena Satin Cold Shoulder Corset Formal Dress

    Special Occasion

    The Selena formal dress serves up sultry elegance in lustrous satin. The bodycon midi silhouette stuns with a corset-style bodice, cold shoulder draping, and a dramatic front slit built to turn heads.

    Fit & Features

    • Stretch satin fabric
    • Cold shoulder neckline, adjustable spaghetti straps
    • Corset bodice
    • Back zipper and hook-eye closure
    • Front slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, formal dances, rehearsal dinners, engagement parties, birthdays, date nights, cocktail parties, red carpet occasions, black tie galas, anniversaries, fancy celebrations

    Style Number/Barcode: 05001-000148

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S

  • Glitter Galore Midi Dress

    Slay all day in the Glitter Galore midi dress!

    Fits & Features

    • Sweetheart Neckline
    • Double Strap Hook & Eye Closure At Back
    • Cut-Out Details Along Sides And Back
    • Fully Lined, Glitter Knit Composition
    • 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: 05101-0294

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It Girl Cowl Neck Midi Dress

    This dress is made for an "it" girl like yourself!

    Fits & Features

    • Narrow Shoulder Straps That Cross At The Back 
    • Cowl Neckline
    • Midi Length Silhouette
    • Smooth Jersey Knit I Lined 
    • Curve Hugging Fit I Bodycon Fit 
    • 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: 05101-0411

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sheer Me Out All Over Ruched Midi Dress

    Hell mesh! We're all eyes and ears for this look.

    Fits & Features

    • High Neckline 
    • Sleeveless Bodice 
    • Knit Mini Length Dress With A Mesh Midi Overlay
    • Ruching At The Sides
    • Bodycon Fit I Ample Stretch

    Style Number/Barcode: 05103-0702

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance