Midi Dresses

Elevate your style with elegantly chic midi dresses, perfect for brunch, date night, or attending a wedding as a guest. Choose from flowy A-line silhouettes to curve-hugging bodycon designs that effortlessly flatter your figure and highlight your best features. Explore alluring necklines like halter, strapless, corset, and bustier styles, each bringing a touch of modern sophistication to your look. Crafted from luxe fabrics like silky satin, floral lace, and buttery-soft knits, our curated collection features romantic details and timeless elegance, ensuring every outfit is truly unforgettable.

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Product Recommendations

Spring & Summer Midi Dresses That Go Wherever You Do

From breezy brunches to unforgettable nights out, Windsor’s midi dresses are the season’s must-have staple. These effortlessly chic mid-length dresses strike the perfect balance between casual and elevated, whether you’re dressing up for a wedding, stepping into Commencement 2025, or just refreshing your everyday style.

Make an entrance in silky satin midi dresses with draped cowl necklines, or opt for romantic floral midi dresses for an effortlessly feminine vibe. Want a look that works for both day and night? Sleek strapless midis with removable straps, polished square-neck designs, and breezy off-the-shoulder styles make transitioning from brunch to dinner a breeze.

Need a white-hot moment? White midi dresses are the go-to for graduation, bridal events, or a fresh spring wardrobe update. For a bold statement, explore new season shades like olive green, denim blue, cherry red, and figure-flattering black in luxe fabrics from breathable knits to shimmering glitter, soft mesh, and burnout velvet.

Whatever your plans, Windsor’s collection of women's dresses featuring cocktail-ready styles, midi dinner dresses, and effortlessly cool casual midis ensure you’ll always have the perfect look. Shop online, in-app, or in over 350 Windsor stores across the U.S. and Canada to find your new favorite midi dress.

  • Marlin Formal Sequin Feather Midi Dress

    Special Occasion

    Dare to be divine in the Marlin formal sequin midi dress at black tie parties and celebrations! She features a strapless neckline with a front feathered trim, non-slip grip lining, a lightly padded bust, a flattering bodycon silhouette, a side slit accent, and a fitted midi-length hem. The formal midi dress is composed of a sequin-embellished mesh fabric that sparkles under the light and a stretchy knit lining. Complete the look with an elegant hair accessory for a glam style!

    Fit & Features

    • Strapless neckline, feather trim, non-slip grip lining
    • Lightly padded bust
    • Back zipper and hook-eye closure
    • Bodycon silhouette, side slit, midi-length hem
    • Sequin-embellished mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1563

    Category Name: Midi Dresses

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

  • Tag You're Knit Bodycon Midi Dress

    Tag you're it to rock this casually cute midi dress all over town! It features a sleeveless scoop neck, spaghetti straps, a flirty bust tie, and a figure-hugging bodycon silhouette with a side slit accent on stretchy rib knit fabric. Complete the look in sparkly teardrop earrings for an outdoor dinner party.

    Fit & Features

    • Sleeveless scoop neck
    • Bust tie, spaghetti straps
    • Bodycon silhouette
    • Side slit accent
    • Midi-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5138

    Category Name: Midi Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Unwind Tropical Slit Midi Dress

    Take time to relax and unwind on your next vacation...in this stylish tropical midi dress! It features a sleeveless square neck, spaghetti straps, a bodycon fit, and a front slit accent on slinky knit-lined stretchy fabric. Complete the look in cute platform wedges.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon fit
    • Front slit accent, midi-length hem
    • Tropical palm leaf print
    • Slinky knit fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5177

    Category Name: Midi Dresses

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catching Flights O-Ring Halter Midi Dress

    Catch flights not feelings! This halter midi dress is bringing those getaway vibes. It features a sleeveless halter neckline with a tank strap, an O-ring bust insert with a cutout accent and a form-hugging silhouette. Complete the look in cute flat sandals for a sunset cocktail hour!

    Fit & Features

    • Sleeveless halter neckline, tank strap
    • O-ring bust insert, cutout accent
    • Form-hugging silhouette
    • Midi-length hem
    • Stretchy rib knit fabric, knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5002

    Category Name: Midi Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aya Formal Midi-Length Bandage Dress

    Special Occasion

    Achieve a sexy silhouette that will showcase your natural curves in the stunning and chic Aya formal midi-length bandage dress. She features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, and a hidden back zipper closure. Her vertical seam detailing continues down the length of the dress meeting with a high waist seam and a midi-length seam with a ruffled hem. The bandage knit fabric offers a bodycon silhouette for a smooth and sculpted look with plenty of stretch. Complete your outfit with lace-up heels for your next cocktail party.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Vertical seam detailing down the length of the dress, high waist seam, midi-length seam
    • Ruffled midi-length hem, bodycon silhouette
    • Bandage knit fabric, sculpted look, plenty of stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1690

    Category Name: Midi Dresses

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Art Show Marble Print Midi Dress

    Look like a work of art in this marble print midi dress all over town! It features a sleeveless cowl neckline, spaghetti straps, a form-hugging fit with ruching down one side, and an asymmetrical side slit cutout on a smooth and stretchy knit fabric. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging fit, ruching down one side
    • Asymmetrical side slit cutout
    • Midi-length hem
    • Marble print, smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4986

    Category Name: Midi Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just Spotted Leopard Lace-Up Midi Dress

    Just spotted, you in this effortlessly fierce leopard print midi dress! It features a sleeveless V-neckline with a twisted bust accent, spaghetti straps that lace up in the back, and a flattering A-line silhouette with a flowy hem. Complete the look with a sleek choker for lunch with friends!

    Fit & Features

    • Sleeveless V-neckline, twisted bust accent
    • Spaghetti straps, lace-up back
    • A-line silhouette
    • Flowy midi-length hem
    • Leopard print, breezy woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4976

    Category Name: Midi Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strappy And Stunning Rib Knit Midi Dress

    Step out looking stunning in this rib knit midi dress for a casual beach day with friends or a date! It features a sleeveless V-neckline, spaghetti straps, a head-turning strappy open back, a bodycon silhouette, a side slit cut out, and a midi-length hem. Complete the look in trendy flat sandals and sunglasses!

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Strappy open back
    • Bodycon silhouette
    • Side slit cut out
    • Midi-length hem
    • Rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5144

    Category Name: Midi Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Infatuated Floral Satin Midi Dress

    Spark everyones infatuation for you in this floral midi dress - a sultry style for wedding showers, graduations, and outdoor parties! The dress features a sleeveless cowl neckline, adjustable spaghetti straps, and a slim curve-hugging silhouette. Complete the look with a clutch and mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Slim, curve-hugging silhouette
    • Midi-length hem
    • Vintage rose floral print
    • Silky smooth satin, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4942

    Category Name: Midi Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Stroll Rib Knit Midi Dress

    Take a casual stroll looking cute in this rib knit midi dress essential for afternoon pick-me-ups with the girls! Featuring a sleeveless square neck, spaghetti straps, a form-hugging silhouette, and a sultry front slit along the hem. Complete the look with a layered choker necklace.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Form-hugging silhouette
    • Front slit
    • Midi-length hem
    • Rib knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5183

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Mode Tropical V-Neck Midi Dress

    Enter vacay mode with the perfect tropical midi dress that'll have you looking fabulous! It features a sleeveless V-neckline, adjustable spaghetti straps, a form-hugging silhouette, and a sultry side slit cutout. Complete the look in chic mules for a dinner by the beach!

    Fit & Features

    • Sleeveless V-neckline 
    • Adjustable spaghetti straps
    • Form-hugging silhouette
    • Side slit cutout, slit
    • Midi-length hem
    • Tropical palm leaf print, stretchy knit fabric, bust lining
    • Runs true to size

    Style Number/Barcode: 05102-5056

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple And Sultry Cutout Midi Dress

    Simple and sultry, this cutout midi dress will make a chic impression. It features a sleeveless V-neckline with ruching and a center O-ring accent, spaghetti straps, a front waist cutout, a midi-length hem with a thigh-high front slit, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, ruched, center metal O-ring accent
    • Spaghetti straps
    • Front waist cutout, high waist
    • Midi-length hem, high front slit
    • Curve-hugging fit
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2298

    Category Name: Midi Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instant Fave Disty Floral Short Sleeve Midi Dress

    This adorable disty floral midi dress will be an instant fave of yours for the summer season. It features a crew neckline, short fitted sleeves, a small top keyhole cutout at the back with a button closure, a larger lower back cutout, a high waist seam, a midi-length hem with a high front slit, and a form-hugging silhouette. The floral printed brushed knit fabric offers plenty of stretch. Style with espadrille sandals.

    Fit & Features

    • Crew neckline, short sleeves
    • Small back keyhole cutout, button closure
    • Larger lower back cutout, high waist seam
    • Midi-length hem, front slit, form-hugging fit
    • Ditsy floral print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5184

    Category Name: Midi Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Passport To Paradise Tropical Print Ruched Midi Dress

    Whether you're headed on a weekend getaway or a plane ride to paradise, pack this tropical print midi dress for a gorgeous glow! It features a sleeveless cowl neckline, spaghetti straps, ruching down one side seam, an asymmetric midi-length hem creating a thigh-high side slit, and a curve-hugging silhouette. The smooth and stretchy knit fabric features an all-over tropical palm leaf print. Style with espadrille sandals.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Ruched side seam
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Tropical palm leaf print
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5136

    Category Name: Midi Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious Charm Cutout Midi Dress

    Say hello to this adorable cutout midi dress that will bring those cute and fun vibes! This midi dress features an off-the-shoulder sweetheart neckline and short fitted sleeves. The center knot detail at the bust with a tie-front adds a charming touch, while the dual waist cutouts add a hint of playfulness. The midi-length hem with a high side slit showcases your legs for a sassy look. With its form-hugging silhouette and ribbed knit fabric offering plenty of stretch, this dress ensures both comfort and style. Complete your outfit with a pair of sandals to bring that flirtatious charm!

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Center knot detail at the bust, tie-front design
    • Dual waist cutouts
    • Midi-length hem, high side slit
    • Form-hugging fit
    • Ribbed knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4992

    Category Name: Midi Dresses

    Price: $6.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous And Chic Floral Satin Midi Dress

    Gorgeous and chic will be your vibe in this floral silky satin midi dress. It features a sleeveless cowl neckline, adjustable spaghetti straps, a slim-fit bodice that leads to a midi-length flowy slip silhouette, a high front slit, and an all-over blooming floral print pattern. Style this mid-length dress with rhinestone earrings and an envelope clutch for a stunning wedding guest look.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Slim-fit bodice, midi-length slip silhouette
    • High front slit
    • Floral print
    • Satin woven fabric, lined bust, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2385

    Category Name: Midi Dresses

    Price: $7.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 Dresses

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Avery Formal Sequin Cowl Halter Midi Dress

    Special Occasion

    The Avery formal dress is designed with iridescent sequins that reflect the light for a breathtaking look! Perfect for banquets, award ceremonies, or dressy parties. She features a sleeveless cowl halter neckline with tie-back spaghetti straps, a form-hugging silhouette, a flirty side slit, and a midi-length hem. The dress is composed of a sequin-embellished mesh fabric with a stretchy knit lining. Complete the look in rhinestone earrings for extra sparkle!

    Fit & Features

    • Sleeveless cowl halter neckline, tie-back spaghetti straps
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Iridescent sequin-embellished, mesh fabric, stretchy knit lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1362

    Category Name: Midi Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

  • Casually Stylish Ribbed Knit Midi Dress

    This simple yet chic ribbed knit midi dress is the casually stylish staple you need. It features a sleeveless scoop neckline, thin tank shoulder straps, a midi-length hem, and a curve-hugging silhouette. The lined knit fabric offers plenty of stretch. Complete the look with a denim jacket and clear mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Thin tank shoulder straps
    • Midi-length hem
    • Form-hugging fit
    • Lined ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5077

    Category Name: Midi Dresses

    Price: $5.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Striking Style Marble Print Midi Dress

    Showcase a striking style and a stunning look in this curve-hugging marble print midi dress! It features a sleeveless cowl neckline, spaghetti straps, an asymmetric midi-length hem creating a sultry thigh-high side slit, a bodycon silhouette, and an all-over alluring marble print pattern. The smooth knit fabric offers plenty of stretch. Complete the look with clear mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Marble print
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5001

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Chic Cutout Midi Sweater Dress

    Create the perfect casual chic look with this of-the-moment sweater dress. It features a sleeveless scoop neckline with contrast piping, thin tank shoulder straps, a front waist cutout with matching contrast piping, a midi-length hem with a front slit, and a curve-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Style with clear mules.

    Fit & Features

    • Sleeveless scoop neckline, contrast piping
    • Thin tank shoulder straps
    • Front waist cutout, contrast piping
    • Midi-length hem, front slit
    • Curve-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1700

    Category Name: Midi Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Denim Sweetheart Midi Dress

    Sweet but sexy, this denim midi dress was made for you! It features a sleeveless, sweetheart neck, adjustable spaghetti straps, corset-style bodice, and a high-waist seam leading to the bodycon silhouette with a back slit accent. Complete the look in statement earrings.

    Fit & Features

    • Sleeveless, sweetheart neck, adjustable spaghetti straps
    • Corset-style bodice, back zipper closure
    • High-waist seam, back slit accent
    • Bodycon silhouette
    • Midi-length hem
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4477

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Mood Cutout Bodycon Midi Dress

    Keep your summer style sultry and on-trend with this curve-hugging bodycon midi dress. It features a sleeveless square neckline, thin tank shoulder straps, an asymmetric cutout that continues all around the waist with a sleek O-ring accent at the front, and a midi-length hem. The ribbed knit fabric offers plenty of stretch. Pair with strappy heels.

    Fit & Features

    • Sleeveless square neckline
    • Thin tank shoulder straps
    • Asymmetric cutout, all around the waist, metal O-ring accent
    • Midi-length hem
    • Bodycon fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5189

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Silhouette One-Shoulder Midi Dress

    Showcase a sultry silhouette in this chic sleeveless midi dress that will hug your curves! The midi dress features an asymmetric one-shoulder neckline with a thin tank strap and a trendy O-ring accent, a bold cutout at the bust for an alluring vibe, an asymmetric midi-length hem creating a thigh-high side slit, and a bodycon fit. Style with lace-up heels for a date night.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Thin tank shoulder strap, O-ring accent
    • Bust cutout, high waist seam, side ruching
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Ribbed knit fabric. moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4927

    Category Name: Midi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance