Midi Dresses

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Midi Dresses You’ll Love

Step into your glow with midi dresses that bring effortless style and a fresh kind of wow. Our curated edit of mid-length dresses blends soft knits, breezy satin, airy chiffon, and stretch crepe for a look that feels as light as it looks. Easy to dress up or down, these midi dresses move with you from day to night with polished ease.

Brunch Dates, Office Days, Evening Plans

From formal midi dresses for weddings and special events to sleek midi dresses for dinners and nights out, every moment is covered. Think sleeveless silhouettes, open backs, subtle cutouts, and bodycon fits that highlight your shape while keeping that refined mid-length feel. Whether you're headed to brunch, a rooftop party, or a romantic date night, these styles bring just the right amount of statement.

Styles That Work Overtime

Expect flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Lightweight ribbed knits and soft stretch fabrics make daytime styling simple—just add sandals or low heels. For evenings, slip into satin or chiffon mid-length dresses that catch the light with every step. With adjustable straps, stretch panels, and easy silhouettes, each piece is designed to keep you feeling confident and put-together from first plans to last call.

Layer lightly when needed—think a cropped jacket, a tailored blazer, or a soft wrap. Pair with strappy heels, sleek mules, or chic flats, depending on your mood. Whether you're heading to the office, a weekend getaway, or dinner with friends, these midi dresses adapt with ease.

Midi Dresses You’ll Live In

Refresh your wardrobe with midi dresses that feel easy, elevated, and endlessly wearable. Designed in breathable fabrics and flattering cuts, these mid-length dresses bring a balance of comfort and style you’ll reach for again and again. Dress them up, dress them down—your go-to midi moment starts here.

Styles for Every Occasion

From polished work looks to vacation-ready outfits and special celebrations, these midi dresses are made to keep up. Think flowing silhouettes, sleek bodycon fits, and modern details that make every outfit feel styled without the effort. Perfect for weddings, weekend plans, and everything in between.

Midi Dresses in Every Shade

Explore midi dresses in every color, with styling ideas that carry you from daytime plans to evening moments:

Black Midi Dresses: Keep it sleek with a black midi styled with strappy heels and a light blazer for a look that moves from office to dinner.

Blue Midi Dresses: Make a statement in bold blue, paired with metallic accents for nights out or sunset plans.

Green Midi Dresses: Go fresh in soft or vibrant green tones, styled with gold jewelry and minimal heels for an elevated finish.

Pink Midi Dresses: A soft pink midi in satin or chiffon brings a romantic feel to brunch, showers, or daytime events.

Red Midi Dresses: Stand out in a red midi dress styled with sleek heels for date nights and special occasions.

White Midi Dresses: Keep it light and polished with a white midi, perfect for celebrations, getaways, or all-white moments.

Shop Windsor’s midi dresses online, in-store, or in-app—and find the styles you’ll reach for again and again. From casual daytime looks to elevated formal midi dresses, your perfect mid-length dress is waiting.

  • Melissa Long Sleeve Ruched Midi Dress

    Special Occasion

    Showcase a gorgeous, figure-flattering silhouette in the chic Melissa ruched midi dress. She features a V-neckline with a wrap-front design, long fitted sleeves, ruched detailing, and a mid-length, curve-hugging fit. Complete the look with statement earrings and a sleek clutch.

    Fit & Features

    • V-neckline, wrap-front design
    • Long fitted sleeves
    • Ruching
    • Mid-length, form-fitting silhouette
    • Lined slinky knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05001-0664

    Category Name: Midi Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Henley Formal Lace-Up Midi Dress

    Special Occasion

    Lace-up in a formal dress that brings the radiance to your evening! Henley features a sleeveless square neckline, spaghetti straps, a bold lace-up back, and a midi-length silhouette accented with a high-side slit. The dress is composed of a lined crepe fabric that offers a form-flattering fit with a moderate stretch. Complete look with rhinestone heels and a sphere clutch

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Lace-up back 
    • Midi length silhouette
    • High side slit
    • Lined crepe fabric 
    • Form-hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05001-0755

    Category Name: Midi Dresses

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Stylish Affair Ruffled Midi Dress

    Make a dramatic entrance with a midi dress that is perfect for your cocktail event. The dress features a ruffled off-the-shoulder neckline a bodycon fit, and a midi length silhouette with a ruffled hem. The dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with stiletto heels and statement earrings.

    Fit & Features

    • Ruffled off the shoulder neckline
    • Bodycon fit
    • Midi length silhouette 
    • Ruffled hem 
    • Crepe fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-0989

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist Of Fate Wrap Midi Dress

    Wrap yourself in a midi dress that keeps it casually chic! The dress features a V-neckline, short kimono sleeves, a high center slit, and a midi-length silhouette. The dress is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules and hoops. 

    Fit & Features

    • V-neckline
    • Short kimono sleeves
    • High center slit 
    • Midi length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-0990

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Trendsetter Lace Up Midi Dress

    Stun like the true trendsetter you are with a midi dress that slays! The dress features a halter neckline with a racer bust, spaghetti straps, sexy cutouts at the waist, a lace-up back, and a midi-length silhouette. The dress is composed of a buttery lined knit fabric that offers a form hugging fit with a moderate stretch.  Complete look with mules

    Fit & Features

    • Halter neckline, racer bust
    • Spaghetti straps
    • Lace-up straps at the back
    • Cutouts at the waist
    • Midi length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1096

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutout Crush Hour Midi Dress

    Warning: This midi dress is sure to cause double takes. From the front-tie detail to the high leg slit, it’s giving effortless bombshell, perfect for pool parties or a cute brunch!

    Fit & Features

    • Sweater knit stretchy fabric
    • V-neckline with tie bust design
    • Adjustable spaghetti straps
    • Underbust cutout accent
    • Front slit
    • Bodycon fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000014

    Category Name: Midi Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Endless Summer Halter Cutout Dress

    Embrace the summer vibes in this chic curve-hugging dress! It features a sleeveless halter neckline, an open back, a center knot detail with dual waist cutouts, and an ankle-length, form-fitting silhouette. Style this dress with sleek hoop earrings.

    Fit & Features

    • Sleeveless halter neckline
    • Open back
    • Center knot detail
    • Dual waist cutouts
    • Long, form-hugging fit
    • Ribbed sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1216

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romantic Vibes Floral Mesh Midi Dress

    Hey babe, bring the romantic vibes to your next dinner date in this floral mesh midi dress! It features a sleeveless cowl neckline, bungee spaghetti straps, and a mid-length, curve-hugging silhouette. The sheer mesh fabric has a pretty all-over floral print with a full knit lining. Complete the look with strappy heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps
    • Mid-length, form-hugging fit
    • Sheer mesh fabric, knit lining, floral print
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1094

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daring Diva Open Back Midi Dress

    Dare to go bold with a midi dress that wows! The dress features a sleeveless scoop neckline, adjustable spaghetti straps that cross at the back, and a midi-length silhouette. Complete look with stilettos and door knocker earrings

    Fit & Features

    • Sleeveless scoop neckline 
    • Adjustable spaghetti straps, cross at back
    • Open back 
    • Midi length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1210

    Category Name: Midi Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Showstopper One Shoulder Bodycon

    Step out like the total showstopper you are with a sexy bodycon! The bodycon features a one-shoulder neckline, a cutout at the bodice, a fitted long sleeve, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with stilettos and door knocker earrings. 

    Fit & Features

    • One-shoulder neckline
    • Cutout at bodice
    • Fitted long sleeve
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1079

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    Make an elegant entrance in the Alessandra formal midi dress that captivates from the moment you enter the room. She features a sleeveless one-shoulder neckline with a single tank shoulder strap, front ruched detailing, and a fitted midi-length silhouette with a chic back slit. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and an anklet.

    Fit & Features

    • One-shoulder neckline, tank shoulder strap
    • Sleeveless bodice, adhesive bra recommended
    • Front ruching
    • Back slit
    • Midi-length, slim-fit silhouette
    • Lined techno crepe fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05001-0697

    Category Name: Midi Dresses

    Price: $28.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Stunner Cutout Midi Dress

    Stand out like the major stunner you are with a midi dress that brings the style! The dress features a plunging halter neck with a V-neck bust, a cutout at the midriff with sleek straps, and a midi-length silhouette with a high side slit. The dress is composed of a lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Halter neck, V-neck bust
    • Cutout at the midriff with straps
    • Midi length silhouette
    • High side slit
    • Lurex knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4157

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Factor Ruched Midi Dress

    This midi dress brings the chic factor to your night out look! The dress features a sleeveless sweetheart neckline, spaghetti straps, a ruched body, and a midi-length silhouette. The dress is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear heels and gold hoops. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Ruched body
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-4118

    Category Name: Midi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kiss and Tell Sweetheart Cutout Midi Dress

    She’s sweet but knows how to steal the spotlight. This bodycon midi dress brings the heat with a front twist, flirty cutout, and high side slit that does the most (in the best way).

    Fit & Features

    • Rib knit fabric, sewn-in mesh lining, moderate stretch
    • Sweetheart neckline, cutout accent
    • Spaghetti straps
    • High side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000208

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet And Sultry Vibes Mesh Midi Dress

    Bring the sweet and sultry vibes to your night-out look in this stunning mesh midi dress. It features an off-the-shoulder sweetheart neckline with a ruffled trim, short sleeves, padded cups, ruched detailing, and a mid-length, curve-hugging silhouette with a chic side slit. Style this dress with hoop earrings and clear heels.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, ruffled trim
    • Short sleeves, padded cups
    • Back zipper and hook and eye closure
    • Ruched detailing
    • Mid-length, form-hugging fit, side slit
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1661

    Category Name: Midi Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keely Lace Sweetheart Midi Dress

    Special Occasion

    The Keely lace midi dress will bring elegance to your look while also giving you subtle sultry vibes! She features a sheer lace top with a boat neckline and a scalloped trim, long fitted sheer sleeves, and a sheer open back. She has a chic tie-front ribbon belt and a curve-hugging, mid-length silhouette. The sheer lace fabric has a lining with a sweetheart neckline. Complete the outfit with rhinestone earrings and strappy heels.

    Fit & Features

    • Sheer lace top, boat neckline, scalloped trim
    • Long fitted sheer sleeves
    • Sheer open back
    • Tie-front ribbon belt
    • Mid-length, form-hugging fit
    • Sheer lace fabric, lining with sweetheart neckline
    • Runs true to size

    Style Number/Barcode: 05001-0778

    Category Name: Midi Dresses

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Penelope Off-The-Shoulder Ruched Midi Dress

    Special Occasion

    Classic and chic, the Penelope midi dress is perf for your next cocktail party. She features an off-the-shoulder V-neckline with a wrap-front design, long fitted sleeves, side ruched detailing, and a mid-length, form-fitting silhouette to hug your curves. Style this dress with glitzy rhinestone earrings and strappy heels.

    Fit & Features

    • Off-the-shoulder V-neckline
    • Wrap-front design
    • Long fitted sleeves
    • Side ruching
    • Mid-length, form-hugging fit
    • Slinky knit fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05001-0663

    Category Name: Midi Dresses

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Lover Ruched Midi Dress

    Show off your love for florals with this midi dress that will have you totally lovestruck! The dress features a sleeveless square neckline, spaghetti straps, a floral print, a ruched body, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with sandals and hoops. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Floral print
    • Ruched body
    • Midi length silhouette
    • Smooth knit fabric, form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1034

    Category Name: Midi Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tropical Sunsets Asymmetrical Midi Dress

    Take in those tropical vibes with a midi dress that will have you vacay-ready! The dress features a tropical palm leaf print, a sleeveless scoop neckline, adjustable spaghetti straps that cross at the back, and 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 hoops and sandals

    Fit & Features

    • Tropical palm leaf print
    • Sleeveless scoop neckline
    • Adjustable spaghetti straps, cross at back 
    • Midi length silhouette
    • Asymmetrical hem 
    • Smooth knit fabric, form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4111

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Floral Asymmetrical Midi Dress

    Get a gorgeous and dreamy look in this chic floral midi dress. It features a sleeveless scoop neckline, spaghetti straps that lead to a cross-back design, ruched detailing, and a mid-length, curve-hugging silhouette with a high-cut asymmetrical hem. Style this dress with cute wedges.

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Open back, cross-back design
    • Ruching
    • Mid-length, form-hugging fit
    • High-cut asymmetrical hem
    • Knit fabric, floral print
    • Runs true to size

    Style Number/Barcode: 05101-1113

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Luxe Level Sleeveless Midi Dress

    Take your look to a luxe level with a stunning midi dress that creates a head-turning moment! The dress features a sleeveless cowl neckline, spaghetti straps, and a midi-length 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 cowl neckline
    • Spaghetti straps
    • Midi-length silhouette
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1120

    Category Name: Midi Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Summertime Beauty Cutout Midi Dress

    Hey beauty! Get a gorgeous look perf for summertime in this stunning midi dress. It features a sleeveless halter neckline, dual waist cutouts, and a mid-length, form-fitting silhouette to hug your curves. Style this dress with strappy sandals.

    Fit & Features

    • Sleeveless halter neckline
    • Dual waist cutouts
    • Mid-length, form-hugging fit
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4255

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melody Satin Slit Midi Formal Dress

    Special Occasion

    Slip into the spotlight with the sleek Melody satin formal dress, where a draped cowl neckline meets curve-hugging ruching and a leg-baring front slit built for your chic entrance into any event or party!

    Fit & Features

    • Stretch satin fabric
    • Cowl neckline
    • Spaghetti straps
    • Ruched curve-hugging silhouette
    • Front slit accent
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, galas, black tie parties, formal celebrations, engagement parties, rehearsal dinners, date night, cocktail soirees, bachelorettes, birthdays

    Style Number/Barcode: 05001-000339

    Category Name: Midi Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free