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.

  • A Stylish Vibe Wrap Midi Dress

    Showcase such a stylish vibe in this sleek wrap midi dress. It features a sleeveless scoop neckline, spaghetti straps, a high waist seam, and a mid-length wrap-front silhouette with a curve-hugging fit. Complete the look with clear mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • High waist seam
    • Mid-length wrap-front silhouette, subtle ruching
    • Form-hugging fit
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1392

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

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  • Mesmerizing Glam Abstract Ruched Midi Dress

    Step out and mesmerize in a midi dress that features a sleeveless square neckline, ruching throughout to enhance curves, and an abstract marble print. Complete look with strappy heels for a look that's ready for date night!

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless square neckline
    • Ruching
    • Abstract marble print
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5937

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

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  • Stunning Silhouette Ruched Knit Midi Dress

    Show off your stunning curves in this sleek midi dress designed with smooth and stretchy knit fabric. It features a sleeveless pleated cowl neckline, spaghetti straps, ruched side and back seams to flaunt your figure, and a midi-length mermaid silhouette.

    Fit & Features

    • Smooth and stretchy knit-lined fabric
    • Cowl neckline with pleating
    • Spaghetti straps
    • Ruched side and back seams
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3878

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

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  • The Shine Factor Rhinestone Asymmetrical Midi Dress

    Bring the shine to your event in a midi dress that features a sleeveless cowl neckline, adjustable spaghetti straps that lead to a cross-back design, rhinestones, and an asymmetrical high-side slit. 

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless cowl neckline
    • Adjustable spaghetti straps, cross-back design
    • Rhinestones
    • Asymmetrical high-side slit
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3500

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

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  • Fierce Style Zebra Print Mesh Halter Midi Dress

    Serve fierce style in this curve-hugging midi dress designed with lined mesh fabric with a bold zebra print pattern. It features a sleeveless halter V-neckline, an alluring open back, ruched side seams, and a midi-length bodycon silhouette to flaunt your stunning figure.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Zebra print
    • V-neckline with halter strap
    • Open back
    • Ruched side seams
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5919

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

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  • Feeling Luxurious A-Line Satin Midi Dress

    Unleash your boldness and feel luxurious in this satin midi dress perfect for cocktail parties or rehearsal dinners! The cowl neckline and spaghetti straps exude elegance, while the A-line silhouette creates a flattering look along the midi-length hem on silky smooth satin fabric. Complete the look in rhinestone heels and jewelry.

    Fit & Features

    • Silky satin fabric, bust lining, minimal stretch
    • Spaghetti straps
    • A-line silhouette
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2907

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

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  • Double Take Asymmetrical Midi Dress

    Make them take a double-take with a midi dress that stuns! The dress features a sleeveless square neckline, bungee spaghetti straps, a strappy bar strap back, and a midi-length silhouette with an asymmetrical hem. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels

    Fit & Features

    • Sleeveless, square neckline
    • Bungee spaghetti straps
    • Open back with bungee bar straps
    • Ruching, bodycon silhouette
    • Asymmetrical midi hem
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1118

    Category Name: Midi Cocktail Dresses

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Keep It Romantic Floral Mesh Midi Dress

    Serving soft girl with a sultry twist—this mesh midi stuns from every angle. The sweetheart neckline and ruched finish keep it romantic for date nights, weddings, or chic garden parties!

    Fit & Features

    • Floral print, mesh-lined fabric
    • Strapless plunge neckline
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Center back slit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000640

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Sparks At Night Glitter Velvet Midi Dress

    Make the night spark in this glitter velvet midi dress! Crafted from glitter velvet, the midi dress features a form-hugging silhouette, a scoop neckline, spaghetti straps, and a front slit, making it perfect for making a bold statement. Style with a dressy bolero and heels for a dressy date or party!

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Glitter velvet fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2956

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • All The Elegance Satin Slip Midi Dress

    Captivate in this elegant satin slip midi dress perfect for rehearsal dinners or cocktail parties! The midi-length dress features a sleek cowl neckline, adjustable spaghetti straps, a flattering curve-hugging silhouette, and a flirty side slit along the hem. Complete the look in stiletto heels and a clutch!

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Curve-hugging silhouette
    • Side slit, midi-length hem
    • Silky woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2943

    Category Name: Midi Cocktail Dresses

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
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  • Luisa Rhinestone V-Neck Midi Dress

    Special Occasion

    Fancy yourself as a radiant beauty in the stunning Luisa party dress? Every jaw will drop when you step into the formal dance or celebration in this sparkling midi dress featuring a sleeveless V-neckline with a sheer mesh insert, rhinestone embellished and adjustable spaghetti straps, and a bodycon silhouette. The party dress is composed of a partially lined mesh fabric with all-over rhinestone and faux pearl embellishments in a clustered vertical design to accentuate your curves! Style with fringe earrings and clear block heels to complete the look.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh insert
    • Rhinestone embellished, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette, midi-length hem
    • All-over rhinestone and faux pearl embellishments
    • Partially lined mesh fabric, stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1420

    Category Name: Midi Cocktail Dresses

    Price: $69.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

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  • Crush Worthy Floral Mesh Halter Midi Dress

    Serving chic romance with a side of flirt. This dreamy floral midi dress hugs in all the right places with a halter V-neck, bold open back, and ruffled trim made for date nights and love notes.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Floral print
    • Sleeveless V-neckline, tie-back halter straps
    • Open back with tie-back spaghetti straps, lower back ruching
    • Midi-length form-hugging fit
    • Front slit, ruffled trim
    • Runs true to size

    Style Number/Barcode: 05101-000241

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

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  • Playful Chic Floral Tube Midi Dress

    Playful yet chic, this floral mesh midi dress brings charm to any dressy event or occasion! Designed with ruched side seams that enhance your silhouette with a flattering bodycon fit.

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Strapless tube neckline
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000046

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

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  • Love For Glam Rhinestone Heart Strap Midi Dress

    Show off your love for glam in this trendy rhinestone heart strap midi dress! Designed with a stretchy slinky knit fabric that will hug your curves, this mid-length dress features a sleeveless cowl neckline and spaghetti straps with dainty rhinestone-embellished heart accents. The bodycon silhouette will flaunt your gorgeous figure. Style with platform heels for drinks with the girls!

    Fit & Features

    • Stretchy slinky knit fabric with full lining
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Rhinestone heart accents
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2854

    Category Name: Midi Cocktail Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curvaceous Views V-Neck Midi Dress

    You'll enjoy walking past every mirror in this v-neck midi dress designed to flaunt your curves! It features a sleeveless surplice v-neckline, spaghetti straps, a form-fitting silhouette, and a front-slit accent. Complete the look in sleek stiletto heels for a dressy event.

    Fit & Features

    • Sleeveless surplice v-neckline
    • Spaghetti straps
    • Form-fitting silhouette
    • Front slit accent
    • Midi-length hem
    • Crepe fabric
    • Fits true to size

    Style Number/Barcode: 05101-1777

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Shimmering Allure Glitter Tube Midi Dress

    This strapless stunner hugs you in all the right places with ruching, glitter mesh, and a leggy side slit made for entrances on date night or dressy events!

    Fit & Features

    • Glitter mesh-lined fabric
    • Strapless tube neckline
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4113

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Prints Abstract Floral And Leopard Midi Dress

    The midi dress features a sleeveless cowl neckline, sleek spaghetti straps, an abstract floral pattern, a leopard print, and ruching throughout. Complete outfit with block heels for the ultimate night out!

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Ruching
    • Abstract floral pattern
    • Leopard print
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3909

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dance Floor Diva Ruffled High-Low Midi Dress

    Be the center of attention in this midi dress out on the dance floor! The stretchy sleek knit fabric will give off a subtle sheen that will shine in the light beautifully. The mid-length dress is shaped with a sleeveless cowl neckline and spaghetti straps, and features a form-hugging silhouette to showcase your stunning curves with a high-low ruffled hem that adds drama. Complete the look with fringe hoop earrings and heels for a wedding!

    Fit & Features

    • Sleek knit fabric with subtle sheen, moderate stretch
    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Ruffled high-low hem
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2898

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moments Like This Strapless Ruffled Midi Dress

    Take on timeless style in this strapless midi dress for enchanting moments at every soiree! The knee-length dress features a strapless neckline, a bodycon silhouette, dual front slits, and cascading ruffle trim down to the hem to create a voluminous effect. The smooth knit fabric offers plenty of stretch. Complete the look in strappy heels.

    Fit & Features

    • Strapless neckline
    • Bodycon silhouette
    • Dual front slits, cascading ruffle trim
    • Midi-length hem
    • Smooth knit fabric, top lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2853

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annabella Formal Satin A-Line Midi Dress

    Special Occasion

    You have plans and the Annabella formal satin midi dress is the style you need for looking sultry-chic at upcoming soirees! She features a classy sleeveless cowl neckline, adjustable spaghetti straps, and a slim and flattering A-line silhouette with a front curved seam atop her flirty slit midi-length hem. The formal dress is composed of a matte woven satin-lined fabric with a subtle sheen effect. Complete your breathtaking look in faux pearl duster earrings and block heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Slim A-line silhouette
    • Front curved seam, front slit
    • Midi-length hem
    • Lined matte woven satin fabric, no stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1491

    Category Name: Midi Cocktail Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Charm Crepe One Shoulder Dress

    Bring major charm in this one-shoulder midi dress showcasing a sleek and sultry silhouette perfect for flaunting curves! It features a sleeveless bodice with a single spaghetti strap, a tie-front waist belt, and a front-side slit accent on crepe fabric. Complete the look in simple nubuck block heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single spaghetti strap
    • TIe-front waist belt
    • Bodycon silhouette
    • Front side slit. midi-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1699

    Category Name: Midi Cocktail Dresses

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Beauty Mesh Midi Dress

    Showcase floral beauty with a midi dress that brings the charm! The dress features a sleeveless square neckline, spaghetti straps, a floral print, and a midi length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with wedges

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Floral print
    • Midi length silhouette
    • Lined mesh fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1007

    Category Name: Midi Cocktail Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rhonda Formal Velvet Midi Dress

    Special Occasion

    Turn heads in the glamorous Rhonda formal velvet dress for your next holiday party or celebration! She stuns in a sleeveless V-neckline, spaghetti straps, padded cups, and side ruched seams to accentuate your curves along her form-fitting, midi-length hem. The formal dress is composed of luxurious velvet fabric. Complete your dressy look in lattice cutout booties and earrings!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Padded cups
    • Side ruched seams
    • Form-fitting silhouette
    • Midi-length hem
    • Velvet fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1235

    Category Name: Midi Cocktail Dresses

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
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  • Forever Chic Satin Midi Dress

    Sleek and chic, this satin midi dress will be your new go-to! It features a sleeveless cowl neckline, dual spaghetti straps that lead to a cross-back design, and a mid-length fitted silhouette with a subtle flared hem. Style this dress with clear heels and a trendy shoulder bag.

    Fit & Features

    • Sleeveless cowl neckline
    • Dual spaghetti straps
    • Cross-back design
    • Mid-length fitted silhouette
    • Satin fabric
    • Runs true to size

    Style Number/Barcode: 05101-0942

    Category Name: Midi Cocktail Dresses

    Price: $20.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free