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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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.
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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 Dresses
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
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Pretty And Sleek Satin Wrap Midi Dress
Create a cocktail hour look that is pretty and sleek with this silky-satin midi dress! It features a sleeveless V-neckline, spaghetti straps that lead to an open back with a cross-back strappy design, a high waist seam, a wrap-front skirt with pleating at the waist, a high-cut asymmetric midi-length hem, and a bodycon silhouette. The satin-knit fabric has a moderate stretch. Style with lace-up heels and a rhinestone clutch.
Fit & Features
- Sleeveless V-neckline, dart seams
- Spaghetti straps, open back, cross-back strap design
- High waist seam, wrap-front skirt, pleating
- High-cut asymmetric midi-length hem
- Bodycon silhouette
- Satin-knit fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2277
Category Name: Midi Dresses
Price: $19.97 $40.90
On Sale: Yes
Availability: Out of Stock
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Sassy Slit Strapless Midi Sweater Dress
This comfy midi sweater dress is the perfect blend of cozy and cute! It features a trendy strapless straight-across neckline with an elastic banded hem, ensuring a secure and comfortable fit. The high front slit on the midi-length hem adds a flirty touch to your look. Its form-hugging silhouette enhances your natural curves, while the sweater knit fabric with moderate stretch keeps you snug all day. Complete your look with a pair of sandals for a fabulous and playful outfit.
Fit & Features
- Strapless straight-across neckline, elasticized hem
- Midi-length hem
- High front slit
- Form-hugging silhouette
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1708
Category Name: Midi Dresses
Price: $3.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simple Yet Elevated High Slit Midi Dress
Simple yet elevated, this high slit midi dress is perfectly chic for your next cocktail party. It features a sleeveless square neckline, thin tank shoulder straps, an empire waist seam along with princess seams, a midi-length hem with a high front slit for a stylish flair, and a slim-fit silhouette. The lined crepe fabric has a moderate stretch. Complete your look with strappy stilettos.
Fit & Features
- Sleeveless square neckline, thin tank shoulder straps
- Empire waist seam, princess seams
- Back zipper, hook and eye closure
- Midi-length hem, high front slit
- Slim-fit silhouette
- Crepe fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1973
Category Name: Midi Dresses
Price: $38.90
Availability: Out of Stock
Product Badge:- Sale
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Caught In The Midi Crew Neck Tank Dress
A midi dress you wouldn't mind being spotted in! The dress features a sleeveless crew neck, a bodycon silhouette, and a fitted midi-length hem on stretchy rib knit fabric. Complete the look in a sleek layered necklace for lunch with friends!
Fit & Features
- Sleeveless crew neck
- Bodycon silhouette
- Fitted midi-length hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 05102-5242
Category Name: Midi Dresses
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rose So Sweet Halter Cutout Midi Dress
You'll be sweet as can be in this sleeveless midi dress at dressy birthday dinners or a party! It features a sweetheart neckline, spaghetti straps that crisscross in the back, a bust rose applique, a cutout waist design with rose appliques, a bodycon silhouette, and side slit accent. Complete the look in strappy sandals.
Fit & Features
- Sleeveless sweetheart neckline
- Spaghetti straps, criss cross back
- Bust rose applique
- Cutout waist design, rose appliques
- Bodycon silhouette, side slit, midi-length hem
- Slinky knit fabric, short lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2605
Category Name: Midi Dresses
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Be Mine Ditsy Floral A-Line Midi Dress
Make this ditsy floral midi dress be yours for the summer and beyond! It features a sleeveless V-neckline, adjustable spaghetti straps, a trendy tie-back cutout design, and a flattering A-line silhouette, front slit with a frayed trim, and midi-length hem. Complete the look in block heels for a dressy soiree!
Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Tie-back cutout design
- Hidden side zipper closure
- A-line silhouette, front slit, frayed trim
- Midi-length hem
- Ditsy floral print, airy woven fabric, short chiffon lining
- Runs true to size
Style Number/Barcode: 05102-5320
Category Name: Midi Dresses
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Striking And Chic Marble Print Midi Dress
So striking and chic, this marble print midi dress will capture all the attention at happy hour! It features a sleeveless V-neckline, spaghetti straps, an asymmetric high-cut midi-length hem creating a thigh-high slit, and a bodycon silhouette that will flaunt your figure. The buttery smooth and stretchy knit fabric features an all-over multicolored marble print pattern. Style with clear mules.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Asymmetric high-cut midi-length hem, high slit
- Bodycon silhouette
- Multi-colored marble print
- Smooth and stretchy knit fabric, full-length sewn-in knit lining
- Runs true to size
Style Number/Barcode: 05102-5231
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Priah Formal Feather One Shoulder Midi Dress
Special Occasion
Bring the drama to the evening in the Priah formal sequin dress at banquets or black tie parties! She features a sleeveless one-shoulder neckline with a feathered tank strap, a bodycon silhouette, and a flirty front slit along her midi-length hem. The formal dress is composed of a striking iridescent sequin-knit mesh fabric for the perfect sparkle and a stretchy knit lining. Complete your flawless look with silver rhinestone earrings and bracelet.
Fit & Features
- Sleeveless one-shoulder neckline
- Feathered tank strap, back zipper and hook-eye closure
- Bodycon silhouette
- Front slit, midi-length hem
- Iridescent sequin-knit mesh fabric, stretchy knit lining
- Strapless bra or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1716
Category Name: Midi Dresses
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
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Leave An Impression Abstract Midi Dress
Leave an impression everywhere you go in this abstract midi dress! It features a sleeveless square neckline, spaghetti straps, side ruched seams to accentuate your curves, and a flattering bodycon silhouette. The dress is designed with a figure-flattering abstract print on knit fabric with a stretchy lining. Complete the look in cute sandals for a lunch date.
Fit & Features
- Sleeveless square neckline, spaghetti straps
- Side ruched seams
- Bodycon silhouette
- Midi-length hem
- Abstract print, smooth knit fabric, stretchy lining
- Runs true to size
Style Number/Barcode: 05102-5252
Category Name: Midi Dresses
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Standout Satin Asymmetric Midi Dress
You'll be such a chic standout at cocktail hour in this silky-sleek satin midi dress. It features a strapless straight-across neckline, a fitted bodice, and an asymmetric high-cut midi-length hem with a flowy silhouette. The satin woven fabric has minimal stretch. Style with lace-up stiletto heels!
Fit & Features
- Strapless straight-across neckline
- Dart seam accents
- Asymmetric high-cut midi-length hem
- Fitted bodice, flowy silhouette
- Satin woven fabric, knit lining at the bust, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2752
Category Name: Midi Dresses
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Attitude Ruffled High Slit Midi Dress
Captivate them with your flirty attitude in this on-trend ruffled midi dress! Featuring a strapless straight-across neckline, a fitted bodice with ruched side seams, a midi-length hem with dual high-cut side slits, and ruffled trims and accents, this dress is perfect for a summer party. The buttery-smooth knit fabric offers plenty of stretch. Style with a rhinestone choker necklace and lace-up heels.
Fit & Features
- Strapless straight-across elasticized neckline
- Fitted bodice, ruched side seams
- Midi-length hem
- Dual high-cut side slits, ruffled trims and accents
- Flowy silhouette
- Smooth knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2577
Category Name: Midi Dresses
Price: $25.97 $56.90
On Sale: Yes
Availability: Out of Stock
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Trendsetting Cutie Cable Knit Lace-Up Dress
Step out as a trendsetting cutie in this cable knit midi dress perfect for daytime strolls! It features a sleeveless square neck, thin shoulder straps that create the lace-up back design, a tie-waist belt, a bodycon silhouette, a side slit, and a midi-length hem. Complete the look in flat sandals and sunglasses.
Fit & Features
- Sleeveless square neck, thin shoulder straps
- Lace-up back design
- Tie-waist belt
- Bodycon silhouette
- Side slit, midi-length hem
- Cable knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5155
Category Name: Midi Dresses
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Shine Starter Sequin Cutout Midi Dress
If you love to shimmer this shiny sequin midi dress will be your favorite for cocktail parties or rehearsal dinners! The midi dress features a fitted long sleeve, a one-shoulder neckline, a sultry cutout waist, and a form-hugging silhouette. Complete the look in glitter block heels for extra glam!
Fit & Features
- Fitted long sleeve
- One-shoulder neckline
- Hidden side zipper and hook-eye closure
- Cutout waist accent
- Form-hugging, midi-length hem
- Sequin-knit fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2318
Category Name: Midi Dresses
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Budding Radiance Floral Velvet Midi Dress
Unlock your radiance in this floral velvet midi dress for a dressy dinner party! It features a sleeveless square neck, adjustable spaghetti straps, a sexy bodycon silhouette, and a side slit. The mid-length dress is designed with a flocked velvet floral pattern on mesh fabric with a stretchy knit lining. Complete the look with earrings.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Bodycon silhouette
- Side slit, midi-length hem
- Flocked floral velvet pattern
- Mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2555
Category Name: Midi Dresses
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirt With Confidence Strappy Back Midi Dress
Blow kisses to all of your admirors as you pass by in this chic one-shoulder midi dress! It features a wide shoulder strap and an asymmetrical strappy back design, a bodycon silhouette, and a center back slit accent on stretchy ribbed knit fabric. Complete the look with a sleek bracelet and clutch.
Fit & Features
- Sleeveless one-shoulder neckline
- Wide shoulder strap, asymmetrical strappy back design
- Bodycon silhouette
- Center back slit accent
- Midi-length hem
- Stretchy ribbed knit fabric
- Runs true to size
Style Number/Barcode: 05102-5054
Category Name: Midi Dresses
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Standout Satin Cutout Midi Dress
Standout in this sultry satin midi dress at an upcoming cocktail soiree or dressy celebration! The dress features a sleeveless crew halter neckline with dual button closures, a flirty bust cutout, dual waist cutouts, and a bodycon silhouette. Complete the look in rhinestone spiral heels for a dazzling effect!
Fit & Features
- Sleeveless crew halter neckline, dual button closures
- Bust cutout, back zipper closure
- Dual waist cutouts
- Bodycon silhouette
- Midi-length hem
- Smooth satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2435
Category Name: Midi Dresses
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Show Up And Stun Geometric Print Midi Dress
Show up and stun for casual drinks with the girls in this trendy midi dress! It features a sleeveless square neckline, spaghetti straps, a midi-length hem, a form-hugging silhouette, and a color block geometric printed pattern to catch everyone's eye. The buttery-smooth lined knit fabric offers plenty of stretch for comfortable wear. Style with clear mules!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Midi-length hem
- Form-hugging silhouette
- Color block geometric print
- Smooth and stretchy knit fabric, full knit lining
- Runs true to size
Style Number/Barcode: 05102-5260
Category Name: Midi Dresses
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feeling Luxe Velvet Wrap Midi Dress
This smooth velvet midi dress will have you feeling luxe and glamorous for your next cocktail party. It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back strap design, a faux wrap-front with pleating at the waist, an asymmetric midi-length hem creating a chic high side slit to showcase some leg, and a form-hugging silhouette. The velvet fabric offers a moderate stretch. Complete your gorgeous look with a rhinestone clutch.
Fit & Features
- Sleeveless V-neckline, dart seam detailing
- Spaghetti straps, cross-back strap design
- Faux wrap-front, pleating at the waist
- Asymmetric midi-length hem, high side slit
- Form-hugging fit
- Velvet fabric, front sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1938
Category Name: Midi Dresses
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
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Perfect Illusion Glitter Bodycon Midi Dress
Create the perfect illusion and show off a stunning hourglass shape in this curve-hugging glitter midi dress. It features a sleeveless square neckline, spaghetti straps, curved contrasting nude panels to create a gorgeous hourglass silhouette, a midi-length hem, and a bodycon fit. The textured glitter knit fabric offers plenty of stretch. Style with stiletto heels for date night.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Curved contrasting nude panels, hourglass illusion
- Midi-length hem
- Bodycon silhouette
- Textured glitter knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2542
Category Name: Midi Dresses
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Catherine Formal Tie Strap Bandage Midi Dress
Special Occasion
Major curve appeal! The Catherine formal bandage dress perfects your silhouette and flatters to give you a flawless look at cocktail parties and dressy occasions! She features a classic sleeveless sweetheart neckline with an eyelash lace trim, tie shoulder straps, a padded bust and corset-style bodice, and a midi-length bodycon silhouette with a center back slit. The formal dress is composed of a tight-knit bandage knit fabric that helps to give the illusion of an hourglass figure! Complete the look in chic lace-up heels and jewelry.
Fit & Features
- Sleeveless sweetheart neckline, eyelash lace trim
- Tie shoulder straps, padded bust
- Corset-style bodice, back zipper and hook-eye closure
- Bodycon silhouette, center back slit, midi-length hem
- Bandage tight-knit fabric, moderate stretch
- No bra required
- Runs true to size
Style Number/Barcode: 05001-1726
Category Name: Midi Dresses
Price: $39.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic And Iconic Textured Knit Midi Dress
Step out in this chic and iconic midi dress for your bridal shower or birthday party! It features a sleeveless sweetheart neckline with a structured and padded bust, adjustable spaghetti straps, a corset-designed bodice with piping details and a high waist seam, a midi-length hem with a back slit accent, and a curve-hugging fit. The lined knit fabric features an all-over horizontal textured pattern. Style with a rhinestone jewelry set and clear heels.
Fit & Features
- Sleeveless sweetheart neckline, bust outline, structured and padded bust
- Adjustable spaghetti straps, back zipper, hook and eye closure
- Corset-designed bodice, piping details, high waist seam
- Midi-length hem, back slit
- Curve-hugging silhouette
- Textured knit fabric, smooth knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2403
Category Name: Midi Dresses
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Favorite Moment Satin Printed Midi Dress
Everyone's favorite moment will be when you stroll in wearing this satin midi dress to semi-formal events and cocktail parties! It features a sleeveless V-neck, adjustable spaghetti straps, a tie-back design, a sassy cutout bodice, and a flowy midi-length hem. The dress is composed of smooth satin fabric with a geometric print. Complete the look in heeled mules.
Fit & Features
- Sleeveless V-neck, adjustable spaghetti straps
- Tie-back design, cutout bodice, bust lining
- Flowy midi-length hem
- Geometric print
- Smooth satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 05101-2166
Category Name: Midi Dresses
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Of-The-Moment Chic Swirl Print Midi Dress
This of-the-moment chic swirl print midi dress is perf for happy hour! It features a sleeveless V-neckline, bungee spaghetti straps, a hip-hugging fit that flows out to a midi-length A-line silhouette, and a sultry front slit. The smooth jersey knit fabric showcases an alluring all-over swirl print pattern. Style with a faux leather blazer and strappy stilettos.
Fit & Features
- Sleeveless V-neckline
- Bungee spaghetti straps
- Hip-hugging fit, midi-length A-line silhouette
- Thigh-high front slit
- Swirl print pattern
- Jersey knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4817
Category Name: Midi Dresses
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale