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.

  • Basic Ribbed Knit Midi Dress

    Dress up down or up with a basic midi this season girl! The dress features a mock neck, long sleeves and a midi length silhouette with a high side slit. Dress is composed of ribbed knit fabric that offers a form hugging fit with plenty of stretch. Perfect to pair with booties! 

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0275

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Suede Square Neck Midi Dress

    Soft and stylish, this faux suede midi is a must-have. It features an elastic banded square neck, bungee spaghetti straps, and a mid-length, curve hugging fit. The faux suede fabric offers plenty of stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0273

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fabulously Flocked Midi Dress

    Allure them all with this enchanting midi dress! 

    Fits & Features

    • Spaghetti Straps
    • V Neckline I Square Back
    • High Waist Seam 
    • Midi Length Silhouette With Flirty Slit 
    • Fully Lined, Textured Knit With Flocked Velvet Prints Throughout 
    • Curve-Hugging Fit I Moderate Stretch

     

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

    Style Number/Barcode: 05101-0374

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Zest Lace-Up Midi Dress

    Fresh and sweet, this satin midi slip dress will make you shine. Dress features a cowl neck, crisscross spaghetti straps with lace-up ties, and a slim skirt with back zip. Dress is made from a smooth, satin-like material with a touch of stretch.

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

    Style Number/Barcode: 05101-0288

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Allure Floral Burnout Midi Dress

    Low-key sultry, high-key unforgettable. This floral velvet burnout midi dress hugs in all the right places and is perfect for date nights, rooftop cocktails, or wherever you feel like being the vibe.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Floral velvet burnout pattern
    • Sleeveless plunge V-neckline, U-shaped metal accent, keyhole cutout
    • Spaghetti straps, open back, cross-back strappy design
    • Lower back zipper hook-eye closure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000425

    Category Name: Midi Cocktail Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Major Hottie Cutout Ruched Midi Dress

    This curve-hugging cutout midi dress will show off your major hottie status! The mid-length dress features an off-the-shoulder straight-across neckline, long fitted sleeves, alluring front and back waist cutouts, ruching down the side seams, and a bodycon silhouette to flaunt your figure. The lined knit fabric offers plenty of stretch. Style this midi dress with layered chain necklaces and clear strap heels for a rooftop bar.

    Fit & Features

    • Off-the-shoulder straight-across neckline, elasticized hem
    • Long fitted sleeves
    • Front and back waist cutouts
    • Ruched side seams
    • Midi-length hem, bodycon silhouette
    • Knit fabric, sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5366

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Morgan Lace-Up Slit Midi Formal Dress

    Special Occasion

    Striking from every angle, the sultry Morgan formal midi dress is your RSVP-ready secret weapon. With a sculpting bodycon fit, statement lace-up back, and thigh-high front slit, it’s built for champagne toasts and double takes.

    Fit & Features

    • Smooth knit stretchy fabric
    • Halter neckline, spaghetti strap tie
    • Lace-up open back
    • Front slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, weddings, rehearsal dinners, engagement parties, fancy brunches, date night, cocktail soirees, dinner parties, red carpet occasions, charity dinners, glam events

    Style Number/Barcode: 05001-000413

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sexy Stunner Faux Leather Corset Midi Dress

    This sleek faux leather corset midi dress will make your night out look sexy and stunning! The mid-length dress features a strapless angled neckline, a sultry corset-designed bodice with flexible boning inserts to provide structure, a high waist seam, a midi-length hem with a high-cut front slit to show some leg, and a bodycon silhouette to flaunt your figure. The lined faux leather fabric has a moderate stretch. Style this midi dress with metallic heels for your next party.

    Fit & Features

    • Strapless angled neckline
    • Corset bodice, flexible boning inserts
    • High waist seam, back zipper, hook and eye closure
    • Midi-length hem, high front slit
    • Bodycon silhouette
    • Faux leather fabric, full-length sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5244

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Sultry Cutout Bodycon Midi Dress

    This curve-hugging bodycon midi dress is simply sultry and perf for a night out with your girls. It features a sleeveless square neckline, spaghetti straps, alluring waist cutouts at the front and back, ruching down the side seams leading to a midi-length hem, and an all-over bodycon silhouette to show off your figure. The sheer mesh fabric includes a soft knit lining and has plenty of stretch. Style with a layered chain necklace for a hint of glam!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Front and back waist cutouts
    • Ruched side seams
    • Midi-length hem, bodycon silhouette
    • Sheer mesh fabric, sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4648

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kaylee Velvet Strapless Midi Formal Dress

    Special Occasion

    Sleek, sculpted, and ready to turn heads—The Kaley formal dress brings effortless allure to every RSVP. Cut from plush velvet, this strapless bodycon midi hugs your curves with a ruched front seam and flirty slit that was made for a slow-motion entrance.

    Fit & Features

    • Luxe velvet knit fabric lined with stretchy knit
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Front ruched seam and slit
    • Bodycon fit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, formal celebrations, fancy date nights, birthdays, engagement parties, rehearsal dinners, upscale social events, art gallery openings

    Style Number/Barcode: 05001-000466

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: HUNTER, NAVY, PURPLE

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

  • Casual Chic Midi Dress

    Get a total casual chic vibe with this adorable daytime LBD! It features a V neckline, short sleeves, and a mid-length, curve hugging fit. The dress is composed of a ribbed knit fabric that offers plenty of stretch.

    Style Number/Barcode: 05102-0197

    Category Name: Midi Cocktail Dresses

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Cut Out Midi Dress

    Ward off the chill with this cozy for keeps midi-length dress.

    Fits & Features

    • Plunging V Neckline
    • Long Sleeves
    • Large Cut-Out Detail At Back
    • Soft Knit Fabric I Fully Lined
    • Ample Stretch
    • Zipper Not Included

     Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05102-0361

    Category Name: Midi Cocktail Dresses

    Price: $13.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Bloom Flocked Floral Velvet Midi Dress

    For nights that demand something unforgettable. This flocked floral velvet midi dress hugs every curve with a sultry halter neckline and sleek, body-loving fit.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Velvet flocked floral pattern
    • Sleeveless plunging neckline, U-wired design
    • Tie-back halter straps
    • Partially open back, lower zipper closure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000758

    Category Name: Midi Cocktail Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: OLIVE

    Available Size: S, M, L

  • Satin Zebra Print Midi Dress

    You love to make a bold fashion statement, and this zebra print midi will not disappoint! It features a sleeveless bodice, adjustable spaghetti straps, a cowl neck, a square back with a hidden zipper and hook and eye closure, a wrap front with a slit, and a mid-length, flowy fit. The satin-like fabric has no stretch.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0435

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paradise Bound Tropical Floral Satin Midi Dress

    You'll be ready to jet set off to paradise in this gorgeous tropical floral satin midi dress! The silky sleek satin woven fabric is accented with a blooming tropical floral print, an iconic look for your vacay getaway. The mid-length dress features a sleeveless V-neckline, adjustable spaghetti straps with a racer-back design, a flattering tie-back detail, and an asymmetric hanky hem with a flowy A-line silhouette for that effortless vibe. Style with hoop earrings and a layered necklace.

    Fit & Features

    • Tropical floral print
    • Non-stretch satin woven fabric with top knit lining
    • V-neckline
    • Adjustable spaghetti straps, racer-back design
    • Tie-back design
    • Asymmetric hanky hem, A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3468

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Showstopper Lace-Up Midi Dress

    This midi dress is a casual showstopper! Make heads turn in this alluring dress featuring a sleeveless square neck, spaghetti straps that lace up in the back, a bodycon silhouette, and a fitted hem with a back-slit accent. Complete the look in dainty stiletto heels for a daytime celebration.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Lace-up back, lower zipper and hook-eye closure
    • Bodycon silhouette
    • Fitted midi-length hem, back slit
    • Texture knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5095

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Only The Essentials Midi Dress

    Keep is cute in basics with a flattering midi! This must have dress features a scoop neckline, corded straps and a curve hugging midi length silhouette. Dress is composed of a double lined brushed knit fabric that offers a moderate stretch. 

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

    Style Number/Barcode: 05102-0343

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweetly Chic Midi Dress
    Have a sweetly chic look with this gray houndstooth print midi dress! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline, a hidden back zipper and hook and eye closure, a high waist seam, a front slit with a drawstring, and an asymmetrical hem. The dress is composed of a sheer lightweight woven fabric with a short white knit lining.

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

    Style Number/Barcode: 05101-0040

    Category Name: Midi Cocktail Dresses

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic On Clutch Cowl Slit Midi Dress

    With this midi dress, you'll have chic on clutch! Sleeveless, cowl neck shapes the bodycon silhouette with a sultry side slit and cross-back straps. Complete the look in statement earrings for a dressy fit.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Cross-back straps
    • Bodycon silhouette
    • Side slit accent
    • Midi-length hem
    • Fits true to size

    Style Number/Barcode: 05101-1358

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sydney Formal Taffeta Midi Dress
    Special Occasion 

    Make an unforgettable entrance in our breathtaking Sydney dress! She features a rich navy blue color, an off the shoulder neckline, padded cups and princess seams. Her slim fit bodice leads to a flattering flounce silhouette that brings plenty of flair! Dress is composed of a lined taffeta fabric that offers a relaxed fit with a moderate stretch. Includes a petticoat and back zipper closure.

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4064

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jaylene Formal Velvet Glitter Midi Dress

    Special Occasion

    For babes looking to sparkle, the Jaylene formal glitter midi dress is the one! She features a cowl neckline, sleek bungee spaghetti straps that cross in the back, a side ruched seam that accentuates your curves along the bodycon silhouette, and a flirty wrap hem. The formal dress is composed of a shimmering glitter velvet knit fabric with plenty of stretch for comfort. Complete the look in rhinestone heels for a banquet, rehearsal dinner, or fancy date!

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps, cross back
    • Side ruched seam
    • Bodycon silhouette, wrap midi-length hem
    • Glitter velvet knit fabric, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1954

    Category Name: Midi Cocktail Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fine Hour Cowl Neck Slit Mini Dress

    Make the clock strike fine when you stroll in wearing this sultry midi dress to the cocktail party! Featuring a sleeveless cowl neckline, spaghetti straps, a form-hugging silhouette, and a side slit accent. The smooth knit fabric offers plenty of stretch. Complete the look with hoop earrings and heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Side slit accent
    • Midi-length hem
    • Stretchy knit fabric, lined bust
    • Runs true to size

    Style Number/Barcode: 05101-2260

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fall Romance Mesh Midi Dress

    Romantic by nature, confident by choice. This floral mesh midi dress hugs your curves with a sweetheart neckline and soft ruching that flatters every angle—perfect for brunch plans, date nights, or anywhere you feel like the main event.

    Fit & Features

    • Floral print, mesh-lined stretchy fabric
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Corset-structured bodice, flexible boning
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000579

    Category Name: Midi Cocktail Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BROWN

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

  • Eyes On You Halter Midi Dress

    When the dress is the jewelry. This halter midi dress hugs your curves with side ruching and makes a bold statement with sleek hardware detailing along the neckline.

    Fit & Features

    • Soft stretchy knit fabric
    • Halter neckline with hardware trim, tie closure
    • Ruched side seams 
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000614

    Category Name: Midi Cocktail Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

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