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.

  • City Chic Ruffled Midi Dress

    Step out like a scene straight out of a rom-com in a midi dress that gives major butterflies!  The city-chic midi dress features a sleeveless square neckline, spaghetti straps that lead to a cross-strap design, and a high side slit on the left leg with a romantic ruffled trim. The relaxed fit waist leads to a midi-length A-line silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross-back design
    • Strapless bra friendly 
    • High side slit, ruffled trim
    • Relaxed fit waist, A-line silhouette
    • Midi-length hem 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1038

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Zuri Formal Scalloped Lace Midi Dress

    Special Occasion 

    Grace them all with enchanting lace in our Zuri dress! She features a partially lined scalloped floral lace bodice with a high round neckline, unlined long sleeves, a sweetheart bust lining that leads to a mini length silhouette and a midi length with scalloped lace hem. Dress is composed of a scalloped lace and smooth knit fabric that offers a form hugging fit with a slight stretch. Includes a back zipper closure.

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

     

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0233

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Silhouette Satin Midi Dress

    Showcase an alluring silhouette in this sleek satin midi dress. The midi-length dress features a sleeveless scoop neckline, spaghetti straps, a fitted high waist seam with ruched detailing, a curve-hugging fit, and a midi-length asymmetrical hem creating a thigh-high side slit. Style with strappy stilettos for cocktail hour.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • High waist seam, ruching
    • Bodycon fit
    • Midi-length asymmetrical hem, high side slit
    • Satin-knit fabric, lined bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1439

    Category Name: Midi Cocktail Dresses

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Up Crepe Slip Midi Dress

    This sleek slip midi dress is perfect for bringing chic vibes when catching up with friends! It features a sleeveless V-neck bodice with bungee spaghetti straps, a form-fitting silhouette to show off your figure, and a sultry front slit on the mid-length hem. The crepe fabric offers a moderate stretch. Complete your look with classic block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Form-fitting silhouette
    • Front slit, midi-length hem
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5400

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dinner Downtown Sleeveless Ruched Midi Dress

    The perfect chic sleeveless midi dress for grabbing dinner downtown! Crafted from smooth knit fabric, this crew neck dress boasts curve-accentuating ruched seams along the bodycon silhouette and a sleek midi-length hem. Pair with kitten heels and a clutch.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Sleeveless crew neck
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000111

    Category Name: Midi Cocktail Dresses

    Price: $32.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS

  • Sleek Style Sleeveless Asymmetrical Dress

    Showcase a sleek style in this sultry sleeveless knit dress! It features a V-neckline, spaghetti straps, ruched detailing down the sides, a mid-length asymmetrical hem to show some leg, and a curve-hugging silhouette. Complete the look with trendy clear heels and a chic clutch.

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Strapless or adhesive bra recommended
    • Ruching down the sides
    • Mid-length asymmetrical hem
    • Knit fabric
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-0936

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Klarrissa Formal Satin Pearl Strap Midi Dress

    Special Occasion

    Make an iconic entrance in the Klarissa formal satin dress as the bride-to-be or banquet guest! She features a sleeveless sweetheart neckline with a pleated cowl draping, adjustable faux pearl embellished straps, a lightly padded bust, flexible boning inserts along the bodice, and a bodycon silhouette with a wrap midi-length hem. The formal dress is composed of luxurious satin fabric with a subtle sheen and a stretchy knit lining. Complete the look in dainty earrings and heels.

    Fit & Features

    • Sleeveless sweetheart neckline, pleated cowl draping
    • Adjustable faux pearl embellished straps
    • Lightly padded bust
    • Flexible boning inserts, back zipper and hook-eye closure
    • Bodycon silhouette, wrap midi-length hem
    • Luxe satin fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05001-1700

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Perfection Off-The-Shoulder Pearl Midi Dress

    Class it up in this picture-perfect off-the-shoulder midi dress adorned with faux pearl embellishments along a flattering bodycon silhouette. 

    Fit & Features

    • Faux pearl embellishments
    • Mesh fabric lined with stretchy knit
    • Off-the-shoulder sweetheart neckline
    • Padded bra cups
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000467

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: S, M, L, XL

  • Karlee Formal Ponte Sleeveless Midi Dress

    Special Occasion

    Chat, dance, and toast the night in the perfect Karlee formal midi dress for rehearsal dinners, graduations, or cocktail parties! She features a classic sleeveless V-neckline, wide shoulder straps, a flattering bodycon silhouette, a back slit accent, and a midi-length hem. The formal dress is composed of a smooth ponte knit fabric with a knit lining and moderate stretch. Style with statement earrings and lace-up heels for an eye-catching complete look!

    Fit & Features

    • Sleeveless V-neckline, wide shoulder straps
    • Back zipper closure
    • Bodycon silhouette
    • Back slit accent, midi-length hem
    • Smooth ponte knit fabric, knit lining, moderate stretch
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1746

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Stylish Wrap-Front Midi Dress

    Simply stylish, this wrap-front midi dress is a chic choice for cocktail hour. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, pleated detailing at the waist, a wrap-front skirt with an asymmetric midi-length hem, and a slim-fit silhouette. The lined crepe fabric offers a moderate stretch. Complete your look with lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps
    • Pleating at the waist
    • Wrap-front skirt, asymmetric midi-length hem
    • Slim-fit silhouette
    • Crepe fabric, full-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2557

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Emme Flocked Velvet Midi Formal Dress

    Special Occasion

    Soft florals meet sculpted elegance in the Emme flocked mesh midi dress, designed with a square neckline and wide tank straps for a clean, modern feel. The side slit adds just the right amount of drama, while the pleated detailing shapes everything beautifully.

    Fit & Features

    • Flocked mesh fabric, lined
    • Square neckline with adjustable tank straps, padded bra cups
    • Back zipper and hook-eye closure
    • Side slit detail
    • Pleated bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, gala dinners, formal celebrations, holiday parties, cocktail soirees, birthdays, anniversaries

    Style Number/Barcode: 05001-000575

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: HUNTER, WINE

    Available Size: XS, S

    Product Badge:
    • Best Seller
  • Addison Formal Wrap Midi Dress

    Special Occasion 

    Stunningly timeless, Addison brings an elegant aura to your special moments! She features an off the shoulder neckline, a wrapped sweetheart bust, off the shoulder cap sleeves with ruched detailing and a midi length silhouette with an asymmetrical hem. Dress is composed of a lined crepe fabric that offers a curve hugging fit with a moderate stretch.

    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: 05001-0230

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Impress Me Long Sleeve Ruffled Mesh Midi Dress

    Create a chic impression in this long sleeve ruffled mesh midi dress, perfect for a formal party. Designed with an airy sheer mesh fabric with plenty of stretch, the mid-length dress has a partial knit lining for coverage. It features a classic boat neckline leading to unlined long fitted sleeves, and a stylish square-shaped back with a zipper closure. The ruched seams will accentuate your stunning curves on the bodycon silhouette. The asymmetric ruffled hem adds that flirty flair. Complete your look with strappy stilettos and a sleek clutch.

    Fit & Features

    • Stretchy sheer mesh fabric, partial knit lining
    • Boat neckline, long fitted sleeves
    • Square back, zipper with hook and eye closure
    • Ruching
    • Asymmetric ruffled hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3276

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All Eyes On You Satin Midi Dress

    Get ready to have all eyes on you in this attention-grabbing midi dress! Featuring a sleeveless scoop neckline, spaghetti straps, a bold front cutout at the waist, and a bodycon silhouette with a high front slit, this sleek satin midi-length dress will hug your curves. Complete the look with clear heels.

    Fit & Features

    • Satin-knit fabric with moderate stretch
    • Sleeveless scoop neckline
    • Spaghetti straps
    • Front waist cutout
    • Thigh-high front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-4359

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Best Behavior Sleeveless Midi Dress

    Classy yet sultry, this sleeveless midi dress is designed to hug your curves in a form-hugging silhouette while the flared hem gives a touch of flirtiness. Perfect for weddings or date nights!

    Fit & Features

    • Smooth knit, stretchy fabric
    • Square neckline
    • Spaghetti straps
    • Side pleated hip seam
    • Form-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000036

    Category Name: Midi Cocktail Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: HUNTER, RED, BROWN

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

  • Christa Sleeveless Velvet Wrap Midi Dress

    Special Occasion 

    Bring elegance to your formal event in a velvet dress that features a sleeveless cowl neckline accented with floral appliques, adjustable spaghetti straps, and a wrap midi-length hem with a high slit. Complete look with a rhinestone clutch. 

    Fit & Features

    • Velvet fabrication
    • Sleeveless cowl neckline
    • Floral appliques at bust
    • Adjustable spaghetti straps
    • Wrap silhouette, high slit
    • Midi length-hem
    • Runs true to size

    Style Number/Barcode: 05001-2484

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Exquisite In Strapless Satin Midi Dress

    Captive the room with this exquisite satin midi dress at cocktail parties or rehearsal dinners! Featuring a cowl sweetheart neckline and form-hugging fit for a sensational look. With a center-back slit and midi-length hem, this dress will make you feel elegant at any event. Complete the look with a chic clutch purse and heels.

    Fit & Features

    • Satin fabric, bust lining, minimal stretch
    • Strapless cowl sweetheart neckline
    • Form-hugging fit
    • Center back slit
    • Runs true to size

    Style Number/Barcode: 05101-3157

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Claire Formal One-Shoulder Velvet Midi Dress

    Special Occasion

    Step up your formal attire with a luxe velvet dress that brings sophisticated style to your special occasion! Claire features a one-shoulder neckline, a wired V-neck bust, a fitted long sleeve, a high side slit, and a midi-length, curve-hugging silhouette. The dress is composed of a smooth velvet fabric that offers moderate stretch. Complete the look with rhinestone chandelier earrings.

    Fit & Features

    • One-shoulder neckline
    • Wired V-neck bust
    • Fitted long sleeve
    • High side slit
    • Midi-length hem, curve-hugging fit
    • Velvet fabric, lined bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1288

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Refined Charm Flocked Velvet Halter Midi Dress

    The midi dress features a sleeveless halter neckline with a single halter neck strap, a floral flocked velvet pattern, and a high side slit. Complete the cocktail outfit with sleek stiletto heels.

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless halter neckline
    • Floral flocked velvet pattern
    • High side slit
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-000357

    Category Name: Midi Cocktail Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: WINE

    Available Size: L

    Product Badge:
    • Best Seller
  • Botanical Beauty Floral Mesh Midi Dress

    Looking like a botanical beauty is effortless in this floral mesh midi dress! This strapless dress features a flattering curve-hugging fit that will make you feel stunning while on vacay or for weekend fun.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • Strapless folded neckline
    • Curve-hugging fit
    • Relaxed midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000029

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cocktail Hour Strapless Satin Slit Midi Dress

    The perfect satin strapless midi dress for cocktail hour features a pleated neckline, a form-hugging fit, and a flirty side slit. Pair with stiletto pumps and a martini! 

    Fit & Features

    • Silky satin fabric, sewn-in knit lining
    • Strapless pleated neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Side slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000106

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: MAROON

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

  • Chic Arrival Cutout Bodycon Midi Dress

    Fit & Features

    • Smooth knit fabric with plenty of stretch
    • Sweetheart neckline, draped pleated cowl neck overlay
    • Spaghetti straps
    • Front cutout at waist
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3592

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brynne Formal Sequin Scroll Midi Dress

    Special Occasion

    Beam and glow with a formal dress that will make you the highlight of the evening! Brynne features a sleeveless V-neckline with padded cups, multiple adjustable spaghetti straps that cross at the back, a sequin scroll pattern, a midi length silhouette, and a back center slit. The dress is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with rhinestone heels and a rhinestone headband. 

    Fit & Features

    • Sleeveless V-neckline, built-in padded bust
    • Multiple adjustable spaghetti straps cross at the back
    • Sequin scroll print
    • Midi length silhouette
    • Back center slit
    • Lined mesh fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05001-0659

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Enchantment Velvet Midi Dress

    The velvet dress features a sleeveless sweetheart neckline, a pleated bodice, and a midi-length hem. Complete the look with rhinestone earrings for the perfect wedding guest outfit.

    Fit & Features

    • Velvet fabrication
    • Sleeveless sweetheart neckline
    • Pleated bodice
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3733

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY

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