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.

  • Stylish And Chic Slinky Knit Midi Dress

    Stylish and chic, this slinky knit midi dress is a must-have for a night out with the girls. It features a sleeveless cowl neckline, spaghetti straps that lead to an open back with a strappy caged design, and a mid-length, form-fitting silhouette that will hug your curves. Complete the look with clear heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open back, strappy caged design
    • Mid-length, form-hugging fit
    • Slinky knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-1048

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Allure Halter Cowl Neck Midi Dress

    You'll be serving allure at your next happy hour in this curve-flaunting midi dress featuring a plunging cowl neck with a bar strap accent and open back with sleek tie-back straps.

    Fit & Features

    • Smooth knit fabric, high stretch, knit lining
    • Sleeveless plunge cowl neckline, bar strap accent
    • Tie-back halter straps
    • Open back, lower tie-back spaghetti straps
    • Form-hugging fit
    • Midi-length flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000033

    Category Name: Midi Cocktail Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, L

  • Emilia Satin High Slit Formal Midi Dress

    Special Occasion

    The silky satin fabric and chic details and design of the Emilia formal midi dress will elevate your cocktail party look! She features a sleeveless cowl neckline, spaghetti straps, a midi-length hem with a high-cut side slit to showcase some leg, and a slim-fit silhouette to flaunt your figure. The sleek satin-knit fabric offers a moderate stretch. Style this midi dress with rhinestone duster earrings and classic block heels.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • High waist seam
    • Midi-length hem, high side slit
    • Slim-fit silhouette
    • Satin-knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2037

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Party Ruffled Midi Dress

    This crepe midi dress is here to party! It features a sleeveless one-shoulder neckline with a tank-style strap, cutout waist accent, and a form-hugging asymmetrical hem with ruffle trim. Complete your dressy look in rhinestone heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank-style strap
    • Cutout waist accent
    • Form-hugging silhouette
    • Asymmetrical midi hem with ruffle trim
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1624

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Moment Asymmetrical High Slit Midi Dress

    Make a fab impression in a floral dress, perfect for a first date. The midi dress features a gorgeous floral print, a wrap V-neckline for a flattering fit, and an asymmetrical high slit. Complete your look with strappy heels and hoop earrings to complement this fab print. 

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Bodycon silhouette
    • Asymmetrical high slit
    • Midi-length hem
    • Floral print, knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-0562

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Dazzle Ombre Glitter Mesh Midi Dress

    A glitter mesh midi dress you'll look and feel effortlessly dazzling in on dressy occasions! Showcasing a sparkling glitter mesh fabric with a chic ombre effect, you'll capture the attention of the room. Featuring a strapless neckline, flexible boning inserts for a structured fit, and side-ruched seams that accentuate your curves along the bodycon silhouette. The side slit and midi-length hem add the perfect finishing touch. Complete the look in clear mules for a seamless style!

    Fit & Features

    • Glitter mesh fabric lined with sewn-in knit
    • Ombre effect
    • Flexible boning inserts
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3092

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Shine Ombre Glitter Mesh Midi Dress

    A glitter mesh midi dress you'll look and feel sassy in on dressy occasions! Showcasing a sparkling glitter mesh fabric with a chic ombre effect, you'll capture the attention of the room. Featuring a square neckline, adjustable spaghetti straps for a perfect fit, and side-ruched seams that accentuate your curves along the bodycon silhouette. The side slit and midi-length hem add the perfect finishing touch. Complete the look in clear mules for a seamless style!

    Fit & Features

    • Glitter mesh fabric lined with sewn-in knit
    • Ombre effect
    • Adjustable spaghetti straps
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3106

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Petals Off Shoulder Midi Dress

    A picture-perf dress for that girls brunch! Wave your hair out and add some gold-tone jewelry for a spring-ready look! 

    Fits & Features

    • Off Shoulder Neckline & Sleeves
    • Midi Length Silhouette 
    • Smooth Scuba Knit Fabric I Watercolored Florals
    • Form Hugging Fit 
    • Moderate Stretch 

    Style Number/Barcode: 05101-0661

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Iconic Silhouette Off-Shoulder High Slit Midi Dress

    Show off an iconic silhouette and flaunt your stunning curves in this midi dress designed with sleek and smooth knit fabric. It features an asymmetric off-shoulder neckline with a draped cowl design at the bust, ruched detailing, and a high-cut side slit.

    Fit & Features

    • Smooth and stretchy knit fabric
    • Asymmetric off-shoulder cowl neckline
    • Ruched detailing
    • High side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3595

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summer Crepe One-Shoulder Midi Party Dress

    Special Occasion

    Showcase your sophisticated style in the Summer midi party dress for every special occasion this season! She features a head-turning strappy back and a one-shoulder neckline, fitted bodice, and a high-cut slit on a midi hemline perfect for showing off some skin. The party dress is composed of a crepe knit fabric with a moderate stretch. Complete your look in radiant rhinestone heels and a matching clutch.

    Fit & Features

    • One-shoulder, strappy back
    • Fitted bodice
    • High-cut slit, midi hem
    • Crepe knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0895

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Sweet Lace Bodycon Midi Dress

    Sultry with a hint of sweet allure, this lace midi dress is perf for dressy date nights. The bodycon silhouette will flaunt your gorgeous curves, accented with a back slit at the mid-length hem.

    Fit & Features

    • Sheer lace fabric with knit lining
    • Sleeveless sweetheart neckline, eyelet lace trim, mini bow detail
    • Bungee spaghetti straps
    • Midi-length hem, back slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000081

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adley Formal Glitter Lace-Up Midi Dress

    Special Occasion

    Discover a look that's chic and sparkly in the Adley formal glitter midi dress! Boasting a square neckline and spaghetti straps that lace up in the back, she's designed with a flattering form-hugging silhouette, a stylish side slit, and glitter knit fabric for a luxurious aesthetic. Complete the look in heels for a banquet or holiday party!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Form-hugging, side ruched seams
    • Side slit, midi-length hem
    • Glitter knit fabric, sewn-in knit lining. moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-2017

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Crush Alert Bodycon Midi Dress

    She’s sultry, sculpted, and unforgettable. This bodycon midi dress brings the heat with a floral velvet burnout texture and a flirty lace-trimmed neckline made for golden hour glam.

    Fit & Features

    • Floral velvet burnout pattern, mesh-lined fabric
    • Lace trim sweetheart neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Midi-length hem, center back slit
    • Runs true to size

    Style Number/Barcode: 05101-000088

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M

    Product Badge:
    • Best Seller
  • Total Babe Alert Midi Dress

    Watch out, we have a total babe alert with you in this gorg midi! Wear for a night out on the town!

    Fit & Features

    • One shoulder neckline | Tank-like shoulder strap
    • Ruched side detailing
    • Mid-length, curve hugging fit
    • Knit fabric | Plenty of stretch
    • Knit lining

    Style Number/Barcode: 05101-0763

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Arrive Like A Vision Scoop Halter Midi Dress

    Arrive like a vision in this sultry sleeveless midi dress at rehearsal dinners or a dressy date night! Crafted from a slinky knit fabric that fits like a glove, this midi-length dress exudes sophistication with a scoop halter neckline, a partially open back to show some skin and a flattering bodycon silhouette with a side slit detail for movement. Complete the look with earrings and a clutch!

    Fit & Features

    • Slinky knit fabric lined with stretchy knit
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3303

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kacie Formal Velvet Midi Dress

    Special Occasion

    Prepare for all the jaws to drop when you're seen in the Kacie formal velvet dress at the annual holiday party! She features an elegant one-shoulder neckline, a long sleeve, a cutout bust, and a form-hugging, midi-length slit hem. The formal dress is composed of a luxuriously soft velvet fabric with a sewn-in lining and moderate stretch. Complete your dressy look in glitzy heels and a clutch.

    Fit & Features

    • One-shoulder neckline, long sleeve, cutout bust
    • Strapless or sticky bra recommended
    • Form-hugging silhouette
    • Midi-length slit hem
    • Velvet fabric, sewn-in lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1265

    Category Name: Midi Cocktail Dresses

    Price: $29.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetheart Bustier Ruched Midi Dress

    You are sizzlin' in this sexy number! It's the perf night out dress for a GNO!

    Fits & Features

    • Adjustable Spaghetti Straps
    • Sweetheart Neckline I Bustier Style, Padded Bust
    • Back Zip With Hook & Eye Closure
    • Midi Length Silhouette I Slit At Side
    • Mesh Lined Fabric 
    • Curve Hugging Fit I Ample Stretch
    • Ruching All Over 

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

      Style Number/Barcode: 05101-0737

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Lustrous Velvet Dress

      This simple velvet dress is all you need to stay trendy all season long! 

      Fit & Features 

      • Elastic Off The Shoulder Neckline
      • Short Sleeves
      • Midi Length
      • Velvet 
      • Fully Lined
      • Moderate Stretch 
        Model is 5'6 with a 32" bust, 23" waist and 34" hips. She is wearing a size small.

       

      Style Number/Barcode: 05101-7558

      Category Name: Midi Cocktail Dresses

      Price: $12.97 $31.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Best In Town Crepe Sweetheart Midi Dress

      You'll be best dressed all over town in this crepe midi dress perfect for wearing on rotation! It features a sleeveless sweetheart neck with a padded bust, sleek spaghetti straps, a curve-hugging silhouette, and a flirty front slit along the flowy hem. Complete the look with a pop of gold jewelry. 

      Fit & Features

      • Sleeveless sweetheart neck, padded bust
      • Spaghetti straps
      • Curve-hugging silhouette
      • Front slit, flowy midi-length hem
      • Crepe fabric, bust lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2046

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Bloom With A View Floral Ruffle Midi Dress

      Turn heads in this floral mesh midi dress at parties and on dates! Featuring a flirty v-neckline and bungee spaghetti straps, and a bodycon silhouette that accentuates your curves. The asymmetrical-cut ruffled midi-length hem adds a touch of playfulness to the elegant watercolor floral print in airy mesh-lined fabric. Complete the look in a cute open-front cardigan and heels!

      Fit & Features

      • Sleeveless V-neckline
      • Bungee spaghetti straps
      • Bodycon silhouette
      • Asymmetrical-cut ruffled midi-length hem
      • Watercolor floral print
      • Airy mesh fabric, short stretchy knit lining
      • Runs true to size

      Style Number/Barcode: 05101-2987

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Laila Formal Crepe Twist Midi Dress

      Special Occasion

      The Laila midi dress offers a playful twist for cocktail parties and dinner dates! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a twisted bust with a keyhole cutout, a form-hugging silhouette, and a flirty front slit along the hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Complete the look with hoop earrings and heels.

      Fit & Features

      • Sleeveless sweetheart neckline, adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • Twisted bust, keyhole cutout
      • Form-hugging, slit midi-length hem
      • Lined crepe, moderate stretch
      • Sticky bra or pasties recommended
      • Runs true to size

      Style Number/Barcode: 05001-1295

      Category Name: Midi Cocktail Dresses

      Price: $14.97 $56.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Stylish Strappy Moment Midi Dress

      Have yourself a stylish strappy moment in this sleek midi dress! It features a sleeveless square neckline, spaghetti straps that lead to a cross-back lace-up design, and a fitted midi-length silhouette with a sultry side slit to showcase some leg. Complete the look with trendy clear mules.

      Fit & Features

      • Sleeveless square neckline
      • Spaghetti straps
      • Cross-back lace-up strappy design, tie closure
      • Midi-length, curve-hugging fit
      • Side slit
      • Smooth knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-1395

      Category Name: Midi Cocktail Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sienna Formal Sequin Lace-Up Midi Dress

      Special Occasion

      The Sienna formal sequin dress is party favored among the rest! She features a sleeveless square neckline, adjustable spaghetti straps, an open lace-up back with tie closure, a bodycon silhouette, and a flirty front slit along the midi-length hem. The formal dress is composed of a sequin-scroll pattern on mesh fabric with a stretchy knit lining. Complete the look in strappy rhinestone heels for a banquet or dressy engagement party!

      Fit & Features

      • Sleeveless square neckline, adjustable spaghetti straps
      • Open lace-up back, tie closure, lower zipper and hook-eye closure
      • Bodycon silhouette
      • Front slit, midi-length hem
      • Sequin-scroll pattern, mesh fabric, stretchy knit lining
      • Sticky bra or pasties recommended
      • Runs true to size

      Style Number/Barcode: 05001-1639

      Category Name: Midi Cocktail Dresses

      Price: $19.97 $79.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Scene Stealer Halter Bodycon Midi Dress

      Step out like a diva in this halter midi dress to steal the scene! The crisscross back adds a touch of allure, while the bodycon silhouette hugs your curves in all the right places. Pair with chic heels.

      Fit & Features

      • Smooth knit fabric, stretchy knit lining
      • Square halter neckline
      • Crisscross wide shoulder straps
      • Side ruched seams
      • Bodycon silhouette, center back slit
      • Midi-length hem
      • Runs true to size

      Style Number/Barcode: 05101-000031

      Category Name: Midi Cocktail Dresses

      Price: $35.90

      Availability: In Stock

      Available Color: BLACK

      Available Size: XS, S