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.

  • Gorgeous Getaway Tropical Print Midi Dress

    Get a gorgeous look for your next vacay getaway with this alluring tropical print midi dress. It features a sleeveless square neckline, spaghetti straps, an open back with a cross-back lace-up strappy design, ruching at the waist, a midi-length hem with an asymmetric high side slit, and a curve-hugging silhouette. The all-over palm leaf pattern on the stretchy knit fabric will bring those tropical vacation vibes. Style with cute wedges.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Open back, cross-back lace-up strappy design, tie closure
    • Ruched detailing at the waist
    • Midi-length hem, asymmetric high side slit
    • Curve-hugging silhouette
    • Tropical palm leaf print, knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5008

    Category Name: Midi Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Stunner Chain Strap Midi Dress

    Embrace the warmer months and showcase a stunning summertime style in this ribbed knit midi dress. It features a sleeveless square neckline, adjustable spaghetti straps with multi-colored front beaded and chain accents, a hip-hugging fit that will show off your natural curves, and a midi-length hem with a thigh-high front slit for a sassy detail. The ribbed knit fabric offers plenty of stretch. Complete the look with espadrille wedges for a playful summer vibe.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps, multi-colored front beaded and chain accents
    • Hip-hugging fit
    • Midi-length hem, high front slit
    • Ribbed knit fabric, lined bust
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4871

    Category Name: Midi Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Weekend Vibes One-Shoulder Midi Dress

    This sultry curve-hugging midi dress gives off major summer weekend vibes! It features an asymmetric one-shoulder neckline with dual adjustable spaghetti straps, an alluring open back with an asymmetric strap design, a midi-length hem, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Style with platform wedges for dinner and drinks.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Dual adjustable spaghetti straps
    • Open back, asymmetric strap design
    • Midi-length hem
    • Bodycon fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5173

    Category Name: Midi Dresses

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Fun Chain Strap Midi Dress

    Perfect for your next getaway, this tropical midi dress is a must to pack in your carry-on! It features a sleeveless square neck, half chain and adjustable spaghetti straps, a bodycon silhouette, and a flirty side slit. the dress is composed of a tropical print slinky-knit fabric with a sewn-in knit lining. Complete the look in heeled sandals.

    Fit & Features

    • Sleeveless square neck
    • Half chain, adjustable spaghetti straps
    • Bodycon silhouette
    • Side slit, midi-length hem
    • Tropical print
    • Slinky knit fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5070

    Category Name: Midi Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

  • Sophisticated Hour Crepe Asymmetrical Midi Dress

    Unlock sophistication in this sultry crepe midi dress for a cocktail hour or date night! The dress features a sleeveless square neckline, tank shoulder straps, a bodycon silhouette, and a side ruched seam atop a flirty side slit and asymmetrical hem. Complete the look in rhinestone strap block heels.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Bodycon silhouette
    • Side ruched seam, slit
    • Asymmetrical midi-length hem
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2371

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Is In The Air Lace Trumpet Midi Dress

    Love will be in the air with you in this romantic lace midi dress for engagement parties, bridal showers, or rehearsal dinners! The midi dress features a sleeveless sweetheart neckline with a built-in padded bust, spaghetti straps that lead to an open back with a cross-back lace-up strappy design, flexible boning inserts at the bodice to create an alluring corset design, a hip-hugging silhouette, and a midi-length hem with an adorable ruffled trumpet hem. The sheer floral lace fabric includes a full-length knit lining. Style with rhinestone hoops and clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Spaghetti straps, open back, cross-back lace-up strappy design, tie closure
    • Flexible boning inserts, corset design, high waist seam
    • Lower back zipper, hook and eye closure
    • Hip-hugging silhouette, midi-length hem, ruffled trumpet hem
    • Sheer floral lace fabric, full-length knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2334

    Category Name: Midi Dresses

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beautiful Blooms Floral Asymmetric Midi Dress

    Create a stunning summer date look with this beautiful blooming floral midi dress. It features a sleeveless V-neckline, spaghetti straps that lead to an adjustable cross-back design, ruching down the side seam, an asymmetric midi-length hem creating a thigh-high side slit, and a bodycon silhouette that will hug your curves. The smooth knit fabric features an all-over bold floral print pattern. Style with hoop earrings and strappy mules.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, adjustable cross-back design
    • Ruched side seam
    • Asymmetric midi-length hem, high side slit
    • Bodycon silhouette
    • Floral print, knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1601

    Category Name: Midi Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Perfection Cutout Midi Dress

    This chic cutout midi dress is elevated perfection! It features a sleeveless subtle sweetheart neckline with a knot detail at the center of the bust, an alluring keyhole cutout under the bust, spaghetti straps, a high waist seam to create a figure-flattering look, a midi-length hem with a thigh-high side slit, and a bodycon silhouette that will hug your curves. The ribbed knit fabric offers plenty of stretch. Style with a pair of strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, center knot detail
    • Keyhole cutout under the bust
    • Spaghetti straps
    • High waist seam, midi-length hem, high side slit
    • Bodycon silhouette
    • Ribbed knit fabric, smooth knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5121

    Category Name: Midi Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Passport To Love Crepe A-Line Midi Dress

    Wherever you're headed to celebrate a milestone event, this crepe midi dress is your passport to loving how you'll look on a European getaway! The dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, a padded bust, and a flattering A-line silhouette. Complete the look with fringe earrings.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Padded bust
    • Back zipper and hook-eye closure
    • A-line silhouette, midi-length 
    • Flowy crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2325

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strolling The Garden Floral Chiffon Midi Dress

    Stroll the garden looking effortlessly enchanting in this floral chiffon midi dress! It features a sleeveless sweetheart neckline with a flirty bust tie, adjustable spaghetti straps, a stretchy smocked back, and a hem slit. Complete the look in strappy sandals for an outdoor wedding.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Bust tie, adjustable spaghetti straps
    • Stretchy smocked back
    • Slit accent, midi-length hem
    • Ditsy floral print, airy chiffon, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2312

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paradise Lost Halter Cutout Midi Dress

    Escape to paradise in this halter midi dress that'll make everyone lose their train of thought! It features a sleeveless halter neckline with tie-back straps, a center O-ring insert and cutout bodice, and a flattering bodycon silhouette with a side slit hem. The brushed knit fabric offers plenty of stretch. Complete the look in bold hoop earrings.

    Fit & Features

    • Sleeveless halter neckline, tie-back straps
    • Center O-ring insert, cutout bodice
    • Bodycon silhouette
    • Side slit, midi-length hem 
    • Partially lined brushed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5068

    Category Name: Midi Dresses

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spot Me In Leopard Slit Midi Dress

    You can be spotted all season in this leopard print midi dress perfect for a casual lunch or a wine night with friends! It features a sleeveless V-neckline, tank shoulder straps, and a form-hugging, slim silhouette with a flowy slit hem. Complete the look in sleek statement hoop earrings and sandals.

    Fit & Features

    • Sleeveless V-neckline, tank shoulder straps
    • Form-hugging, slim silhouette
    • Front slit
    • Midi-length flowy hem
    • Leopard print
    • Woven non-stretch fabric
    • Runs true to size

    Style Number/Barcode: 05102-4469

    Category Name: Midi Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • Karlee Formal Ponte Sleeveless Midi Dress

    Special Occasion

    Chat, dance, and toast the night in the perfect Karlee formal midi dress for rehearsal dinners, graduations, or cocktail parties! She features a classic sleeveless V-neckline, wide shoulder straps, a flattering bodycon silhouette, a back slit accent, and a midi-length hem. The formal dress is composed of a smooth ponte knit fabric with a knit lining and moderate stretch. Style with statement earrings and lace-up heels for an eye-catching complete look!

    Fit & Features

    • Sleeveless V-neckline, wide shoulder straps
    • Back zipper closure
    • Bodycon silhouette
    • Back slit accent, midi-length hem
    • Smooth ponte knit fabric, knit lining, moderate stretch
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1746

    Category Name: Midi Dresses

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Body Talks Crepe Color Block Midi Dress

    Let your body do the talking in this curve-flaunting bodycon midi dress for a night out! It features a sleeveless one-shoulder neckline, dual shoulder straps with a cutout, a pleated side seam, asymmetrical wrap hem, and is designed with a color block pattern. Complete the look with stiletto heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Dual shoulder straps, cutout
    • Pleated side seam, bodycon silhouette
    • Asymmetrical wrap midi-length hem
    • Color block pattern
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4865

    Category Name: Midi Dresses

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frolic In Floral Tie Midi Dress

    Frolic all over town in this floral midi dress perfect for an afternoon tea with the girls! It features a sleeveless V-neck, spaghetti straps, a knot tie bust, a curve-hugging silhouette, and a flirty front slit. The dress is designed with a ditsy floral bud print on stretchy knit fabric. Complete the look in trendy wedge sandals.

    Fit & Features

    • Sleeveless V-neck
    • Spaghetti straps
    • Knot tie bust
    • Curve-hugging silhouette
    • Front slit, midi-length hem
    • Ditsy floral bud print, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4865

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Slay Ribbed Knit Midi Dress

    Showcase an everyday slay in this curve-hugging midi dress! It features a sleeveless square neckline, spaghetti straps, an open back with a double strap design, a midi-length hem with a bodycon silhouette, and a thigh-high side slit for a sultry accent. The ribbed knit fabric offers plenty of stretch. Style with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, double strap design, tie closure
    • Midi-length hem, bodycon silhouette
    • High side slit
    • Ribbed knit fabric, lining at the bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4770

    Category Name: Midi Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Sunshine Linen Tie-Back Midi Dress

    For the sun-soaked days ahead, this linen midi dress will make a cute companion! It features a sleeveless square neck, adjustable spaghetti straps, a flirty tie-back closure, and a flowy ruffled hem. Style with trendy sandals and sunglasses.

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Tie-back closure
    • Flowy ruffled midi hem
    • Airy linen fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 05102-5012

    Category Name: Midi Dresses

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Romance Alert Lace Ruffle High-Low Midi Dress

    Love is in the air and you'll be bringing the romance in this lace midi dress at bridal showers, rehearsal dinners, or graduations! It features a sleeveless V-neckline with a flirty ruffle trim, adjustable spaghetti straps, a form-hugging fit, and a high-low ruffled hem. The dress is composed of a floral lace fabric with a nude stretchy knit lining. Complete the look in rhinestone mules.

    Fit & Features

    • Sleeveless V-neckline, ruffle trim
    • Adjustable spaghetti straps
    • Form-hugging fit
    • High-low ruffled midi-length hem
    • Floral lace fabric, nude stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2284

    Category Name: Midi Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Still The One Rose Print Chiffon High Low Dress

    Make every heart pitter-patter in this chiffon dress for a dressy celebration or garden party! It features a sleeveless V-neckline, adjustable spaghetti straps, a romantic lace-back design with a lower cutout, and a flowy high-low hem. The dress is composed of an airy chiffon with a garden rose print and a stretch knit lining. Style with platform heels for a chic look!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Lace-back design, lower cutout
    • Back zipper and hook-eye closure
    • Flowy high-low hem
    • Garden rose print, airy chiffon, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2251

    Category Name: Midi Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Can I Have Your Attention Cutout Midi Dress

    Stand out and have all eyes on you in this attention-grabbing midi dress! The alluring style features a sleeveless square neckline, spaghetti straps, a trendy waist cutout, an asymmetric midi-length hem with ruching and an adjustable drawstring, a high side slit, and a curve-hugging silhouette. The stretchy knit fabric showcases an eye-catching sheen. Style with clear heels.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Waist cutout
    • Asymmetric midi-length hem, ruching, adjustable drawstring
    • High side slit
    • Curve-hugging fit
    • Stretchy knit fabric, lining at the bust
    • Runs true to size

    Style Number/Barcode: 05101-2092

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegant Era Cowl Neck Midi Dress

    Step into your elegant era looking stunning in this midi dress at rehearsal dinners, graduations, or dressy birthdays! The dress features a sleeveless cowl neckline, spaghetti straps, a form-hugging fit, and a skin-baring front slit. Complete the look in rhinestone platform heels for a touch of luxe!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging fit
    • Front slit, midi-length hem
    • Smooth knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2352

    Category Name: Midi Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Babe Alert Ruched Bodycon Midi Dress

    Sound the alarm in this alluring bodycon midi dress! It features a sleeveless sweetheart neckline with a built-in padded bust and a twist-front design, a small keyhole cutout under the bust, spaghetti straps, ruching down the midi-length silhouette, an asymmetric hem creating a high side slit, and a curve-hugging fit. The smooth knit fabric offers plenty of stretch. Style with platform heels for your next night out.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust, twist-front design
    • Small keyhole cutout under the bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Ruching down the midi-length silhouette
    • Asymmetric hem, high side slit, bodycon fit
    • Smooth knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4827

    Category Name: Midi Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Charm Swiss Dot Chiffon Midi Dress

    Unlock your sweet charm in this chiffon midi dress perfect for bridal showers, graduation parties, and more! It features a sleeveless V-neck with a twisted bust, adjustable spaghetti straps, a flirty tie-back design, and a flowy silhouette and ruffled hem. The dress is composed of an airy chiffon fabric with a swiss dot pattern and a smooth woven lining. Complete the look in faux pearl heels.

    Fit & Features

    • Sleeveless V-neck, twisted bust
    • Adjustable spaghetti straps
    • Tie-back design
    • Flowy silhouette, ruffled midi-length hem
    • Airy chiffon fabric, swiss dot pattern, smooth woven lining
    • No stretch
    • Runs true to size

    Style Number/Barcode: 05102-5047

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Admiration Satin Floral Midi Dress

    Everyone will look your way with major admiration! Flaunt your florals in this satin midi dress featuring a classy sleeveless cowl neckline, adjustable spaghetti straps, and a slim curve-hugging silhouette. Style with flower earrings and a sleek choker to complete the look.

    Fit & Features

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

    Style Number/Barcode: 05101-2343

    Category Name: Midi Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock