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 And Iconic Textured Knit Midi Dress

    Step out in this chic and iconic midi dress for your bridal shower or birthday party! It features a sleeveless sweetheart neckline with a structured and padded bust, adjustable spaghetti straps, a corset-designed bodice with piping details and a high waist seam, a midi-length hem with a back slit accent, and a curve-hugging fit. The lined knit fabric features an all-over horizontal textured pattern. Style with a rhinestone jewelry set and clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, bust outline, structured and padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Corset-designed bodice, piping details, high waist seam
    • Midi-length hem, back slit
    • Curve-hugging silhouette
    • Textured knit fabric, smooth knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2403

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Luxe Satin Strappy Back Midi Dress

    Soft, sleek, and endlessly romantic—this satin midi dress drapes with a cowl neckline and delicate strappy open back. Perfect for weddings, date nights, or any occasion that calls for subtle elegance with a flirty allure.

    Fit & Features

    • Silky woven satin fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Strappy tie-back design
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000586

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curve Views V-Neck Ruffled Crepe Midi Dress

    This crepe midi dress flaunts your curves from every angle! Perfect for Valentine's, rehearsal dinners, or parties this V-Neck midi dress features a bodycon silhouette to accentuate your curves like an hourglass and a flirty asymmetrical ruffle trim while the front slit adds a touch of chic. Pair this luxe crepe midi dress with fringe earrings, a bracelet, and sleek stiletto heels for a flawless evening look!

    Fit & Features

    • Crepe fabric with stretch
    • Spaghetti straps
    • Asymmetrical ruffle trim
    • Front slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3260

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dramatic Exit Off-Shoulder Midi Dress

    Sleek, chic, and a little mysterious—this off-shoulder midi dress was made for statement entrances (and unforgettable exits) at dressy events or parties. The draped sash detail elevates the timeless bodycon silhouette into pure evening elegance.

    Fit & Features

    • Smooth stretch knit fabric
    • Off shoulder neckline with draped sash detail
    • Fitted bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000596

    Category Name: Midi Cocktail Dresses

    Price: $12.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Night Garden Floral Midi Dress

    A statement without saying a word—this floral print midi dress stuns with a sleek cowl neckline, curve-hugging fit, and striking oversized blooms. Equal parts romantic and dramatic, it’s perfect for dinner dates or semi-formal events.

    Fit & Features

    • Floral print, mesh knit-lined stretch fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000552

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Petal Perfection Floral Ruched Midi Dress

    Make a charming impression in a midi dress that features a sleeveless cowl neckline with a bralette-like lace trim, adjustable spaghetti straps, a floral print, and ruching throughout. Complete the date night outfit with stiletto heels. 

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless cowl neckline, lace trim
    • Adjustable spaghetti straps
    • Floral print
    • Ruching
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3794

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mary Off-The-Shoulder Velvet Midi Dress

    Special Occasion

    Every girl needs a chic and stunning velvet midi dress for weddings, banquets, or soirees! The Mary velvet formal dress features an off-the-shoulder, foldover asymmetrical neckline, a fitted bodice with a wrap-front design, short sleeves, and a curve-hugging, midi-length silhouette with a stylish side slit. The luxe velvet fabric will elevate your look all the more! Complete your outfit with a rhinestone jewelry set.

    Fit & Features

    • Off-the-shoulder, foldover asymmetrical neckline
    • Fitted bodice, wrap-front design
    • Short sleeves, back zipper closure
    • Curve-hugging fit, midi-length silhouette, high-side slit
    • Lined velvet fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1402

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetly Sculpted Floral Mesh Midi Dress

    A dress that knows how to flirt back—soft mesh, blooming prints, and a cowl neckline that moves with a little drama. The wrap detail and curve-hugging skirt follow your shape just right, making this your go-to for nights when you want a look that feels effortless yet unforgettable.

    Fit & Features

    • Floral print, mesh-lined fabric, moderate stretch
    • Cowl neckline, padded bra cups
    • Spaghetti straps
    • Wrap cinched bodice accent
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000770

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twist Of Noir Velvet Midi Dress

    Classic with a sultry twist. This flocked velvet strapless midi features a ruched sweetheart neckline and front slit for an elegant yet daring finish that’s made to turn heads.

    Fit & Features

    • Flocked velvet fabric with stretch
    • Strapless neckline with twisted bust detail
    • Bodycon silhouette
    • Front slit accent
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000716

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Iconic Glimmer Glitter High Slit Midi Dress

    Glitzy with a hint of sultry style, this glitter knit midi dress features a V-neckline and halter tie-back straps leading to a bold open back. The asymmetric hem creates a chic side slit, and the bodycon silhouette will showcase your gorgeous curves. Complete your glam icon look with metallic heels.

    Fit & Features

    • Glitter knit fabric with plenty of stretch
    • V-neckline, halter tie-back straps
    • Open back
    • Shirring at the waist
    • Asymmetric midi-length hem, side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3604

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delicate Drama Ruched Midi Dress

    This dress is all about subtle drama done right. With sheer sleeves, a draped neckline, and ruching that moves with you, it gives that effortlessly pulled-together feel from every angle.

    Fit & Features

    • Sheer mesh fabric with high stretch
    • Cowl neckline with halter-style spaghetti straps
    • Long sheer sleeves
    • Ruched detailing throughout the body
    • Midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000782

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Autumn Affair Plunge Halter Midi Dress

    Moody, rich, and perfect for the season, this halter midi dress is the definition of fall elegance. The ruched fit and dramatic plunge bring warmth and sophistication to every night out.

    Fit & Features

    • Smooth, stretchy knit fabric
    • Plunge cut halter neckline
    • Front sash detail
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000550

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kiley Cowl Neck Wrap Satin Midi Formal Dress

    Special Occasion

    Create a timeless look that exudes chic in the Kiley satin midi formal dress perfect for bridesmaids, wedding guests, or banquets. Made from a silky satin fabric, the formal dress features a flattering cowl neckline, a form-hugging faux wrap silhouette that accentuates your curves, and a front slit design. Pair with strappy heels.

    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

    • Silky satin-lined fabric, minimal stretch
    • Cowl neckline, spaghetti straps
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Form-hugging faux wrap silhouette
    • Front slit design, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2627

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Fantasy Chiffon V-Neck Midi Dress

    You'll be a chic fantasy come true in this breezy chiffon midi dress at rehearsal dinners, cocktail parties, and celebrations! The dress features a sleeveless V-neck with a wire insert, adjustable spaghetti straps, a pleated bust, hidden side pockets, and an A-line silhouette with a flirty slit hem. Complete the look in fringe earrings and sandals.

    Fit & Features

    • Sleeveless V-neck, wire insert, pleated bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Hidden side pockets
    • A-line silhouette, front slit, midi-length hem
    • Airy chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2229

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Impression Lace-Up Midi Dress

    Make a chic first impression in this sleek curve-hugging midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back, lace-up strappy design, a midi-length hem, and a fitted bodycon silhouette that will accentuate your gorgeous figure. The smooth knit fabric offers plenty of stretch. Style with hoop earrings.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cross-back, lace-up strappy design, tie closure
    • High waist seam, midi-length hem
    • Fitted bodycon silhouette
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1939

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Royal Crepe Mesh Long Sleeve Mini Dress

    Luxurious and chic, this midi dress is perfect for any special occasion. It features a sweetheart neckline, padded and underwire bust, sheer peasant long sleeves with flocked floral velvet pattern, bodycon silhouette, and front slit. Crafted from crepe fabric, it has a midi-length hem that will have you feeling like royalty. Ready to turn heads? This dress is the perfect choice and style with chic block heels.

    Fit & Features

    • Sweetheart neckline
    • Padded and underwire bust
    • Back zipper and hook-eye closure
    • Sheer peasant long sleeves, floral velvet pattern
    • Bodycon silhouette, front slit, midi-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2517

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Soft Spoken Drama Floral Mesh Midi Dress

    Soft florals, but bringing the subtle drama. This floral print mesh midi dress hugs just right with ruched details that do the most—perfect for dinners and drinks.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Floral print
    • Square neckline
    • Spaghetti straps
    • Ruched detailing
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000771

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Step Up The Romance Flocked Mesh Midi Dress

    Step up the romance for your next date night with your special someone in this chic flocked mesh midi dress that brings the allure. It features an off-the-shoulder sweetheart neckline with a dainty ruffled trim, sheer short fitted sleeves, a padded bust, a bust seam outline with ruching, ruched side and back seams, a midi-length hem with a side slit, and a bodycon silhouette to flaunt your figure. The sheer mesh fabric features a floral velvet flocked pattern and includes a nude-tone knit lining. Style with stilettos and a sleek clutch.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, sheer mesh ruffled trim
    • Sheer short fitted sleeves, padded bust, bust seam outline, ruching
    • Back zipper, hook and eye closure
    • Ruched side and back seams
    • Midi-length hem, side slit, bodycon fit
    • Sheer mesh fabric, floral velvet flocked pattern, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2559

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laylin Velvet Lace-Up Midi Formal Dress

    Special Occasion

    Designed for evenings that call for confidence and quiet drama, the Laylin velvet bodycon midi dress moves with intention and allure. A square neckline, wrap front slit, and lace-up open back create a silhouette that feels sculpted, modern, and unmistakably polished.

    Fit & Features

    • Velvet-lined fabric with soft stretch
    • Square neckline with wide tank straps
    • Ruched wrap-style skirt with front slit
    • Midi-length silhouette
    • Lace-up back detail
    • Runs true to size

     

    Where to Wear:

    Weddings, formal holiday parties, rehearsal dinners, evening cocktail receptions, romantic dates, engagement parties, birthdays, cultural events, fancy occasions

    Style Number/Barcode: 05001-000597

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Attract Attention Crepe Ruffle Midi Dress

    Turn heads in this stunning midi dress! Crafted with crepe fabric, the bodycon silhouette features a flattering square neckline, spaghetti straps, and playful ruffle trim atop a front slit and midi-length hem. Complete the look in stiletto heels for a dressy party or date!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruffle trim, front slit
    • Midi-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2829

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timeless Crush Sleeveless Ruffle Midi Dress

    A crush that's timeless? Yourself in this sleeveless midi dress! It features a square neck, spaghetti straps, a flattering bodycon silhouette, and a high-low ruffled midi-length hem on smooth knit fabric. Complete the look with a chic crop jacket and heels for a party!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon silhouette
    • High-low ruffled midi-length hem
    • Smooth knit fabric
    • Moderat stretch
    • Runs true to size

    Style Number/Barcode: 05101-2756

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alani Formal Off The Shoulder Dress

    Special Occasion 

    Pair sultry and sweet in our captivating Alani dress! She features an off the shoulder neckline, a fold over accent that creates a sweetheart bust and ruched detailing. Her relaxed fit bodice leads to a curve hugging midi length silhouette to showcase an hourglass illusion. Dress is composed of a lined ultra smooth knit fabric that offers a moderate stretch.

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0228

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral After Dark Burnout Lace-Up Midi Dress

    This midi brings that velvet-after-dark energy with a floral burnout finish that catches every bit of light. The lace-up open back and soft cowl neckline balance sultry details with a sleek, sculpted silhouette that feels effortlessly elevated.

    Fit & Features

    • Velvet burnout fabric
    • Spaghetti straps with a soft cowl neckline
    • Open lace-up back for adjustable shaping
    • Body-skimming mermaid silhouette
    • Midi length with subtle flare at the hem
    • Runs true to size

    Style Number/Barcode: 05101-000749

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Shine Sequin Midi Dress

    Bring the shine in this sultry-chic sequin midi dress! It features a sleeveless V-neckline, dual bungee spaghetti straps, an open back with a cross-back strappy design, and a midi-length, curve-hugging silhouette with a thigh-high front slit. The lined mesh fabric features all-over sequin embroidery. Style with glitzy rhinestone earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Dual bungee spaghetti straps
    • Open back, cross-back strappy design
    • Midi-length hem, fitted bodycon silhouette, high front slit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • All-over sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05101-1652

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale