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.

  • Passport To Paradise Midi Dress

    The island may be breathtaking but you'll also be a sultry view in this sleeveless midi dress featuring a square neck, spaghetti straps, a cutout bodice, asymmetrical hem, and a side ruched drawstring that lets you customize the fit. Complete the look in a straw floppy hat.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Cutout bodice
    • Side ruched drawstring
    • Form-fitting
    • Asymmetrical midi hem
    • Slinky knit lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4620

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

  • Babe Got Back Glitter Midi Dress

    Babe, you've got back! Showcase this sultry glitter midi dress all over town. It features a sleeveless, one-shoulder strap neckline, an open-back with lattice straps, a form-fitting silhouette, a side slit cutout, and a midi hem. Complete the look in a rhinestone bracelet and heels.

    Fit & Features

    • Sleeveless, one-shoulder strap neckline
    • Open-back, lattice straps
    • Form-fitting silhouette
    • Side cutout slit
    • Midi-length hem
    • Glitter knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1572

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beach Beauty Halter O-Ring Dress

    You'll be a beautiful view on the beach in this halter midi dress featuring a sleeveless, sweetheart neck, a front O-ring atop the cutout bodice that leads to the form-fitting silhouette. Complete the look with a straw purse.

    Fit & Features

    • Sleeveless, sweetheart halter neck
    • Front O-ring
    • Cutout bodice
    • Form-fitting silhouette
    • Midi-length hem
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4443

    Category Name: Midi Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Sleek Silhouette Midi Dress

    Showcase a simple sleek silhouette in this chic satin midi dress. It features a sleeveless cowl neckline, dual spaghetti straps that lead to a strappy lace-up back, and a flowy, midi-length, sheath silhouette. Complete the look with hoop earrings and strappy heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Dual spaghetti straps
    • Open back, strappy lace-up design
    • Flowy, midi-length, sheath silhouette
    • Woven satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1550

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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 Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch A Glance Cutout Midi Dress

    Make heads turn in this bold and alluring midi dress! It features a sleeveless crew neckline, tank shoulder straps, a major cutout at the bust, a center triangle accent, waist cutouts that lead to the back, and a midi-length, curve-hugging silhouette with a chic high side slit. Style this dress with strappy mules for a night out.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Large cutout at the bust
    • Center triangle accent
    • Waist cutouts that lead to the back
    • Midi-length, form-fitting, bodycon silhouette, side slit
    • Double-lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4620

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

  • Tropic Like It's Hot Halter Midi Dress

    It's vacay season and this halter midi dress is here for it! Featuring a sleeveless, high neckline with a tie closure, cutout bodice with a cinch accent, and a bodycon midi-length hem. Composed of a nylon-blend knit fabric with a moderate stretch. Finish the look with trendy mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless, high halter neckline, tie closure
    • Cutout bodice, cinch accent
    • Bodycon silhouette
    • Midi-length hem
    • Nylon-blend knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1305

    Category Name: Midi Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sultry Sass Off The Shoulder Dress

    Subtle yet sassy, create a sultry allure in this off-the-shoulder midi dress featuring short-sleeve cuffs, twist accent bust, and a ribbed-knit fabric offering a form-hugging fit and a moderate stretch. Complete the look in lucite heels for a summer party.

    Fit & Feature

    • Off-the-shoulder neckline
    • Short-sleeve cuffs
    • Twist accent bust
    • Form-hugging fit
    • Midi-length hem
    • Ribbed knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4646

    Category Name: Midi Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Of Me V-Neck Cutout Midi Dress

    Impress the room by showing up in this sultry midi dress perfect for cocktail hour! Featuring a sleeveless, v-neck, adjustable spaghetti straps, and a flirty knot accent with dual waist cutouts that lead to the bodycon silhouette. Complete the look in chic lucite mules.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Back zipper closure
    • Front knot accent, dual waist cutouts
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, inner knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4357

    Category Name: Midi Dresses

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One More Moment Sweater Dress

    Make a lasting impression leaving the pool party in this chic cover-up sweater dress! It features a sleeveless, square neck, spaghetti straps that lead to an open-back with lace-up closure, a form-fitting silhouette, and a side slit atop the midi-length hem. Complete the look in sunglasses.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Open-back, lace-up closure
    • Form-fitting silhouette
    • Slit midi-length hem
    • Sweater knit fabric, slightly sheer, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1317

    Category Name: Midi Dresses

    Price: $8.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall For Floral Chiffon Midi Dress

    Fall for these florals! Bare your shoulders in this sleeveless midi dress featuring a square neckline with non-slip grip lining, adjustable spaghetti straps, a form-fitting silhouette, and a flirty front slit accent. Complete the look in braid strap mules for a birthday brunch.

    Fit & Features

    • Sleeveless, square neckline, non-slip grip lining
    • Adjustable spaghetti straps
    • Back zipper closure, smocked
    • Form-fitting silhouette
    • Front slit accent, midi-length hem
    • Floral chiffon fabric, lining
    • Runs true to size

    Style Number/Barcode: 05101-2249

    Category Name: Midi Dresses

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dinner Party Satin Ruffle Midi Dress

    This satin midi dress will have you looking so lavish and capturing all the attention at a dinner party or cocktail hour! It features a sleek sleeveless square neckline, spaghetti straps, a form-fitting silhouette, and an asymmetric midi-length hem creating a high front slit with a ruffled trim. The luxe satin fabric offers a moderate stretch. Complete the look with an elegant hairpiece for a classy updo.

    Shop Crepe Version: Add Some Flair Ruffle Detail Midi Dress

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross-back strap design
    • Form-fitting silhouette
    • Asymmetric midi-length hem
    • Front slit, ruffled trim
    • Satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1549

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Palms Strappy Midi Dress

    Enter paradise island in this sultry midi dress perfect for a dinner with a view! It features a sleeveless, square neck, spaghetti straps, high waist seam, and a strappy open-back, bodycon silhouette, side ruched seam, and slit along the hem. Complete the look in statement fringe earrings.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • High waist seam, strappy open-back
    • Bodycon silhouette
    • Side ruched seam and slit
    • Midi-length hem
    • Palm print, knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4508

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wanderer Paisley Cutout Midi Dress

    Embrace the wanderlust life! Look like a babe in this medallion paisley midi dress featuring a sleeveless, v-neck, spaghetti straps, and knot accented bust atop a sultry cutout bodice that leads to the form-fitting midi hem. Complete the look in strappy sandals for a festival.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Knot accented bust
    • Cutout bodice
    • Form-fitting midi hem
    • Medallion paisley print
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4342

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • May Blooms Lace-Up Midi Dress

    May flowers are blooming on this sultry midi dress featuring a sleeveless, cowl neck, spaghetti straps that lace up on the open back, a form-hugging fit, and a side slit accent. Complete the look in simple block heels for a daytime event.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Open-back, lace-up design
    • Form-hugging fit
    • Side slit accent
    • Midi-length hem
    • Slinky knit fabric, moderate stretch. fits true to size

    Style Number/Barcode: 05101-1625

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Finds V-Neck Midi Dress

    Lucky you! This floral midi dress was meant to be in your closet. It features a sleeveless, v-neck, sleek spaghetti straps, and a form-fitting silhouette with a ruched side seam and asymmetrical hem. Complete the look with a rhinestone fringe clutch for a dressy party.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Form-fitting silhouette
    • Side ruched seam
    • Asymmetrical midi hem
    • Floral print
    • Sleek knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1517

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Island Tide Halter Cutout Midi Dress

    Flaunt this midi dress on your island getaway! Designed to accentuate your fab figure on a sleeveless, halter neck with tie closure, and sultry side cutouts on the form-fitting silhouette. Complete the look in strappy mules for a sunset dinner.

    Fit & Features

    • Sleeveless, halter neck, tie closure
    • Side cutouts
    • Partial open-back design
    • Form-fitting silhouette
    • Midi-length hem
    • Sweater-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1313

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacay Views Floral Midi Dress

    Soak in those stunning vacay views in this chic floral midi dress! It features a sleeveless bodice, a wrap-front V-neckline, spaghetti straps, and a curve-hugging, midi-length silhouette with an asymmetrical hem to show some skin. The smooth and stretchy knit fabric features an all-over tropical floral print. Complete the look with strappy heels.

    Fit & Features

    • Sleeveless bodice, wrap-front V-neckline
    • Spaghetti straps
    • Fitted midi-length silhouette, asymmetrical hem
    • Form-hugging fit
    • Tropical floral print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4441

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect For Paradise Midi Dress

    This curve-hugging midi dress is perfect for your vacation in paradise, or to just look like you're on one! It features a sleeveless V-neckline, spaghetti straps, a midi-length asymmetrical hem to showcase some leg, and an all-over tropical floral print to match the vibe of a vacay. Style this dress with strappy mules.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Midi-length asymmetrical hem
    • Form-fitting silhouette
    • Tropical floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4474

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just The Deets Lace-Up Midi Dress

    Here's the scoop, this midi dress has some sultry detail on the back! Featuring a sleeveless, square neck, spaghetti straps, bodycon silhouette, a side cutout slit, and an open-back with lace-up closure. Complete the look in saucy heels for a night out. 

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Bodycon silhouette
    • Side cutout slit
    • Open-back, lace-up closure
    • Midi-length hem
    • Sleek knit-lined fabric. moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4371

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Daze Halter Sweater Dress

    Bring the summer vibes with this bright and trendy halter sweater dress. It features a sleeveless scoop neckline, halter spaghetti straps, an open back with a tie-back design, and a midi-length, curve-hugging silhouette. The lightweight sweater knit fabric showcases an all-over multi-hued chevron pattern. Complete the look with espadrille sandals.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless scoop neckline
    • Halter spaghetti straps, tie at the back of the neck
    • Open back, tie-back strap design
    • Midi-length, form-fitting silhouette, scalloped hem
    • Multi-hued chevron pattern
    • Unlined sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1312

    Category Name: Midi Dresses

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jetset Getaway Tropical Midi Dress

    Wanna get away? Jetset off to paradise with this tropical floral dress in your lineup! It features a sleeveless scoop neck, spaghetti straps, a cross-back strap design with a tie closure, a form-fitting silhouette, a side ruched seam, and an asymmetrical midi hem with a side slit. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Open-back, cross-back strap design, tie closure
    • Form-fitting silhouette
    • Side ruched seam
    • Asymmetrical midi-length hem, side slit
    • Tropical floral print, stretchy knit-lined fabric
    • Runs true to size

    Style Number/Barcode: 05102-4373

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Cruise Floral Midi Dress

    You'll be ready for a sunset cruise on the water in this chic floral midi dress. It features a sleeveless V-neckline, adjustable spaghetti straps that lead to a cross-back design, side ruched detailing, and a curve-hugging, midi-length silhouette with an asymmetrical hem to show some leg. The dress features an all-over tropical floral print. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, cross-back strap design
    • Side ruching
    • Midi-length, form-fitting silhouette, asymmetrical hem
    • Tropical floral print
    • Stretchy knit fabric, partial lining at the bust
    • Runs true to size

    Style Number/Barcode: 05102-4375

    Category Name: Midi Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gracelyn Crepe Cross Midi Dress

    Special Occasion

     Gracelyn embodies chic sophistication for your next black-tie gala! She features a sleeveless, criss-cross neckline, and a fitted bodice. The high waist seam leads to a form-fitting midi skirt with a center back slit and zipper closure. She is composed of a crepe knit fabric with a moderate stretch and inner lining. Complete the look in statement earrings and sleek pumps. 

    Fit & Features

    • Sleeveless, criss-cross neckline, fitted bodice
    • Bra-friendly design
    • Form-fitting
    • Midi-length hem
    • Center back slit, zipper closure
    • Crepe knit fabric, moderate stretch, inner lining
    • Fits true to size

    Style Number/Barcode: 05001-0967

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale