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.

  • Callie Sleeveless Satin Midi Dress

    Special Occasion

    The Callie satin midi dress will keep your formal looks sleek and oh-so-chic! She features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, front ruching at the waist, and a mid-length, wrap-front fitted silhouette creating a front slit. Style this dress with pretty hoops and clear heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Strapless or adhesive bra recommended
    • Ruching at the waist
    • Mid-length, wrap front skirt
    • Back zipper, hook and eye closure
    • Satin fabric, woven lining
    • Fitted silhouette, no stretch
    • Runs true to size

    Style Number/Barcode: 05001-0759

    Category Name: Midi Dresses

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rare Sight Basic Crew Midi Dress

    What a rare sight you'll be in this figure-flaunting basic midi dress featuring sleek, short sleeves, a crew neck, and a bodycon silhouette on stretchy, ribbed knit fabric. Complete the look in a trendy denim jacket and sneakers.

    Fit & Features

    • Short sleeves
    • Crew neck
    • Bodycon silhouette
    • Midi-length hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4352

    Category Name: Midi Dresses

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

  • Endless Sun Crepe Knit Midi Dress

    Bare your shoulders in this floral midi dress for brunch with the girls! Featuring spaghetti straps, a sweetheart neckline, and a front slit accent on crepe knit fabric with a moderate stretch. Complete the look in heeled mules and hoops.

    Fit & Features

    • Sleeveless, spaghetti straps
    • Sweetheart neckline, slit accent
    • Floral print
    • Midi hem
    • Crepe knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4305

    Category Name: Midi Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

  • Chic Instinct Satin Midi Dress

    Showcase your chic instinct in this satin snake midi dress featuring a classy, sleeveless, cowl neck, dual adjustable strappy design, and a flared hem. Complete the look in sleek stiletto heels for a dinner date.

    Fit & Features

    • Sleeveless, cowl neck
    • Dual adjustable strappy design
    • Flared midi hem
    • Snake pattern
    • Satin fabric, no stretch, fits true to size

    Style Number/Barcode: 05102-4655

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bohemian Oasis Scoop Neck Midi Dress

    Take the cutest pics in the desert in this boho-chic midi dress! Featuring a sleeveless, ruched scoop neck with front tie, spaghetti straps, and slim-fit silhouette. Complete the look in a trendy panama hat.

    Fit & Features

    • Sleeveless, ruched scoop neck, spaghetti straps
    • Front tie accent
    • Slim-fit silhouette
    • Midi-length hem
    • Geometric print
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4652

    Category Name: Midi Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Flirt Floral Off-The-Shoulder Dress

    Make a lasting impression in this floral mesh midi dress featuring a flirty, off-the-shoulder neckline with ruffled trim, a curve-hugging bodycon silhouette, and a sultry side slit. Complete the look in chic mules for a birthday brunch.

    Fit & Features

    • Off-the-shoulder neckline, ruffled trim
    • Padded bust, no bra required
    • Short fitted sleeves, back zipper, hook and eye closure
    • Midi-length hem, bodycon silhouette
    • Side slit
    • Floral pattern
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1503

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mayva Formal Sleek Midi Dress

    Special Occasion

    You're in for an unforgettable night in the Mayva formal midi dress at your next evening affair! She embodies class and elegance in her sleeveless, one-shoulder design atop a fitted bodice. Flaunt your curves in her bodycon silhouette with a front ruched seam and sultry slit to showcase some skin. The formal dress is composed of sleek knit stretchy fabric. Complete the look in a rhinestone necklace set.

    Fit & Features

    • Sleeveless, one-shoulder design
    • Strapless or adhesive bra recommended
    • Fitted bodice
    • Bodycon silhouette
    • Front ruched seam, slit accent
    • Midi-length hem
    • Sleek knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05001-0978

    Category Name: Midi Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jungle Cat Leopard Cowl Midi Dress

    You're the queen of the jungle in this leopard midi dress featuring a sleeveless, cowl neck, spaghetti straps, slim-fit silhouette, and a sultry front slit. Complete the look in heels.

    Fit & Features

    • Sleeveless, cowl neck, spaghetti straps
    • Slim-fit silhouette
    • Midi-length hem
    • Front slit accent
    • Leopard print
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4462

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Life's A Breeze Floral Cutout Midi Dress

    This floral cutout midi dress makes getting ready a breeze! It features short puff sleeves and a ruched sweetheart bodice with a flirty waist cutout that leads to a flowy, midi-length silhouette with a slit accent. Composed of a chiffon-lined fabric with no stretch. Style with a trendy mini tote.

    Fit & Features

    • Short puff sleeves
    • Ruched sweetheart bust
    • Waist cutout, smocked back
    • Midi-length silhouette with slit accent
    • Floral pattern
    • Chiffon fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1551

    Category Name: Midi Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

  • Paradise Calls Tropical Midi Dress

    Vacation on the mind? You're going to need this tropical midi dress with paradise written all over it! Features a sleeveless, v-neck, adjustable spaghetti straps, a form-fitting silhouette, and a side ruched seam on an asymmetrical midi hem. Complete the look in lace-up sandals for a dinner with a view.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Form-fitting silhouette
    • Side ruched seams
    • Asymmetrical midi hem
    • Tropical pattern
    • Texture knit fabric, moderate stretch. fits true to size

    Style Number/Barcode: 05102-4367

    Category Name: Midi Dresses

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Chic Style Midi Sweater Dress

    Get wrapped up in chic style in this ribbed knit sweater dress. It features a sleeveless V-neckline, tank shoulder straps, a trendy knot-front design with a small center keyhole cutout, and a mid-length, curve-hugging fit. Complete the look with strappy mules.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless V-neckline
    • Tank shoulder straps
    • Knot-front design, center keyhole cutout
    • Midi-length, form-fitting silhouette
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1256

    Category Name: Midi Dresses

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • Trendy-Chic Style Halter Midi Dress

    Showcase your trendy-chic status in this of-the-moment midi dress! It features a sleeveless halter neckline, spaghetti straps that lead to a cross-back lace-up strappy design, a sleek front O-ring accent, a midi-length, curve-hugging silhouette, and an all-over geometric striped pattern. Style this dress with heeled mules.

    Fit & Features

    • Sleeveless halter neckline, spaghetti straps
    • Open back, strappy cross-back lace-up design, tie closure
    • Front O-ring detail
    • Midi-length, form-fitting silhouette
    • Geometric striped pattern
    • Knit fabric, partial front knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4411

    Category Name: Midi Dresses

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

  • Vanae Formal Lace Illusion Midi A-Line Dress

    Special Occasion

    Sultry yet whimsical, the Vanae formal dress brings romantic allure in her twirl-worthy tulle skirt and lace illusion bodice! She features a classy sleeveless V-neck, adjustable spaghetti straps so you can customize the fit, and a corset-style bodice with flexible boning inserts for structure and shaping. Her flowy A-line silhouette hits mid-calf - perfect for flaunting some gorg heels.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Built-in padded bust, no bra required
    • Lace illusion corset-style bodice, flexible boning
    • Back zipper, hook and eye closure
    • A-line silhouette, midi-length hem
    • Layered tulle skirt, inner knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0698

    Category Name: Midi Dresses

    Price: $74.90

    Availability: Out of Stock

  • Elevated Beauty Satin Midi Dress

    Showcase your beauty in this sleek elevated satin midi dress. It features a sweetheart neckline with ruching and a center cinched detail at the bust, short puff sleeves, a front waist cutout with a cute tie-front design, and a mid-length flowy silhouette. Pair this dress with cowboy-style boots for a trendy vibe.

    Fit & Features

    • Sweetheart neckline, ruching, center cinched detail at the bust
    • Short puff sleeves, cinched elastic hems
    • Front waist cutout, tie-front design
    • Mid-length flowy silhouette
    • Smooth satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1337

    Category Name: Midi Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Places To Go One Shoulder Midi Dress

    You've got places to go and this one-shoulder midi dress will have you looking stylish! It features a spaghetti strap, bodycon silhouette, and an asymmetrical midi-length hem with a high side slit to showcase some legs. Composed of stretchy texture knit fabric. Finish the look in platform heels.

    Fit & Features

    • Sleeveless, one-shoulder, spaghetti strap
    • Bodycon silhouette
    • Asymmetrical midi-length hem
    • High side slit
    • Texture knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4358

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Day To Night Snap Button Midi Dress

    Go from office hours to happy hour in a snap with this classy sweater midi dress! It features long sleeves, a rounded neckline, a bodycon silhouette, and a side slit with snap button accents. Composed of a ribbed knit fabric with a moderate stretch. Style with a chic jacket and heels.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Long fitted sleeves
    • Round neckline
    • Bodycon silhouette
    • Side slit, snap button accents
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1219

    Category Name: Midi Dresses

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flourishing Floral Midi Dress

    Flourish in florals! Look cute for spring in this midi dress featuring a sleeveless square-neck bodice, spaghetti straps, and side ruched seams to accentuate your curves. Composed of soft knit fabric with a moderate stretch. Style with a trendy panama hat.

    Fit & Features

    • Squareneck, spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Floral pattern
    • Soft knit fabric
    • Fits true to size, moderate stretch

    Style Number/Barcode: 05101-1434

    Category Name: Midi Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cherry Blossom Slit Midi Dress

    Warmer temps call for showing off your shoulders! This stylish floral midi dress features a sleeveless, v-neckline, spaghetti straps, a front slit accent, and a cherry blossom pattern throughout. Complete the look in heels for a perf brunch fit'.

    Fit & Features

    • Sleeveless, v-neckline
    • Sleek spaghetti straps
    • Form-fitting silhouette
    • Front slit, midi hem
    • Cherry blossom floral print
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1364

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

  • Paradise Floral Ruched Midi Dress

    Fly to paradise in this perfect floral midi dress featuring a sleeveless, square neck, spaghetti straps, bodycon fit, and a side ruche with a tie so you can customize the fit. Complete the look in stylish mules.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Bodycon fit
    • Midi-length hem
    • Side ruche with tie
    • Floral pattern
    • Stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 05101-1362

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kourt Formal Mesh Midi Dress

    Special Occasion

    Girl, the Kourt is here for you and your curvaceous figure! She features a sultry off-the-shoulder neckline, short-sleeve cuffs, and all-over ruching to give the appearance of an hourglass figure on her midi-length hem. The formal dress is composed of a mesh-lined knit fabric with a moderate stretch. Finish the look in glam earrings.

    Fit & Features

    • Sleeveless, off-the-shoulder neckline
    • Adhesive bra recommended
    • Short-sleeve cuffs
    • All-over ruching effect
    • Form-fitting, midi-length hem
    • Mesh-lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1020

    Category Name: Midi Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh Snap Mock Neck Ribbed Midi Dress

    Oh, snap, imagine how cute you'd look in this ribbed midi dress! It features long sleeves, a mock neck, bodycon silhouette, and side snap-button closures on ribbed knit fabric with a moderate stretch. Complete the look in suede booties.

    Fit & Features

    • Long sleeves
    • Mock neck
    • Bodycon silhouette
    • Side snap-button closures
    • Midi-length hem
    • Ribbed knit fabric
    • Fits true to size, moderate stretch

    Style Number/Barcode: 06005-1124

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New Boldness V-Neck Ruched Midi Dress

    Add some new boldness into your lineup! This chic midi dress features a sleeveless V-neck, adjustable spaghetti straps, and an asymmetrical side ruched seam with a slit accent. The smooth knit fabric effortlessly hugs your curves and offers a moderate stretch. Complete the look in glam heels.

    Fit & Features

    • Sleeveless, V-neck, adjustable spaghetti straps
    • Form-fitting silhouette
    • Side ruched seam, slit accent
    • Asymmetrical midi hem
    • Sleek knit fabric, inner lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1402

    Category Name: Midi Dresses

    Price: $6.67 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Fine Floral Midi Dress

    Fel so fine in this floral midi dress for a chic brunch look! It features a sleeveless, v-neck, adjustable spaghetti straps, bodycon silhouette, asymmetrical hem, and a criss-cross back. Composed of stretchy knit fabric with an inner lining. Finish the look in heels.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Criss-cross back straps
    • Bodycon silhouette
    • Asymmetrical midi hem
    • Floral pattern
    • Stretchy knit fabric, inner lining
    • Fits true to size

    Style Number/Barcode: 05101-1373

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

  • So Flirtatious Floral Midi Dress

    Bring the flirtatious vibes in this gorgeous floral printed midi dress. It features a sleeveless V-neckline with a wrap-front design, spaghetti straps, a high waist seam, and a mid-length, curve-hugging silhouette with an asymmetrical hem. Style this dress with sleek hoop earrings and chic block heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps
    • High waist seam
    • Mid-length, form-fitting silhouette, asymmetrical hem
    • Side ruched detailing
    • Floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1488

    Category Name: Midi Dresses

    Price: $5.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale