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.

  • Night Out Ready Cutout Midi Dress

    You'll be totally night out ready with this chic and alluring midi dress. It features a sleeveless asymmetrical one-shoulder neckline with a single spaghetti strap, a ruched side cutout at the waist, a midi-length, curve-hugging, bodycon silhouette, and a thigh-high side slit. Style with embellished heels.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Single spaghetti strap
    • Ruched side cutout at the waist
    • Midi-length hem, bodycon silhouette
    • High side slit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1689

    Category Name: Midi Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Alluring Strapless Midi Dress

    This curve-hugging strapless midi dress is simply alluring! It features a strapless straight across neckline, bold cutouts down each side at the waist, a midi-length bodycon silhouette, and a chic high slit. Style with strappy stilettos.

    Fit & Features

    • Strapless straight across neckline, elasticized band
    • Side cutouts at the waist
    • Midi-length bodycon silhouette, form-hugging fit
    • High front slit
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4561

    Category Name: Midi Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Style Moves Midi Dress

    Show off major sleek style moves in this gorg sleeveless midi dress! It features a scoop neckline, spaghetti straps that lead to a cross-back design, side ruched detailing leading to a thigh-high slit, and a midi-length, curve-hugging silhouette. Complete the look with clear heels.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cross-back strap design
    • Side ruching, high side slit
    • Midi-length, form-fitting silhouette
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1418

    Category Name: Midi Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Summer Style Knit Midi Dress

    Showcase that effortless summer style this season with this ribbed knit midi dress. It features a sleeveless one-shoulder neckline with a single spaghetti strap, a ruched side cutout with an adjustable drawstring, and a midi-length, curve-hugging silhouette with a chic front slit. Complete the look with strappy sandals.

    Fit & Features

    • Sleeveless one-shoulder neckline, single spaghetti strap
    • Ruched side cutout, adjustable drawstring
    • Form-fitting silhouette, front slit
    • Midi-length hem
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4674

    Category Name: Midi Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • Moments Twist Front Midi Dress

    This midi dress deserves a moment of admiration! It features a sleeveless, v-neck, tank straps, a sultry twisted bust with cutout detail, and a bodycon silhouette on stretchy rib-knit fabric. Complete the look in strappy heels for date night.

    Fit & Features

    • Sleeveless, v-neck, tank straps
    • Sultry twisted bust, cutout detail
    • Bodycon silhouette
    • Midi-length hem
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4610

    Category Name: Midi Dresses

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Alluring Cutout Midi Dress

    Keep your night out look alluring and chic in this sleek knit midi dress. It features a sleeveless asymmetrical one-shoulder neckline with dual spaghetti straps, a ruched side cutout to add a sultry vibe, and a midi-length, curve-hugging silhouette. Style with hoop earrings and your fave mules.

    Fit & Features

    • Sleeveless asymmetrical one-shoulder neckline
    • Dual spaghetti straps
    • Ruched side cutout
    • Midi-length, form-fitting, bodycon silhouette
    • Smooth knit fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4716

    Category Name: Midi Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Upgrade Satin Midi Dress

    Turn heads wearing this satin midi dress showcasing a classy and chic silhouette that flaunts your curves and sexy hints of skin! It features a sleeveless, sweetheart neckline, spaghetti straps, a twist accent bust with a cutout, and a sultry side slit perfect for showcasing heels.

    Fit & Features

    • Sleeveless, sweetheart neckline, spaghetti straps
    • Twist accent bust, cutout
    • Side slit
    • Form-hugging fit
    • Midi-length hem
    • Satin knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1610

    Category Name: Midi Dresses

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Up Crepe Slip Midi Dress

    This sleek slip midi dress is perfect for bringing chic vibes when catching up with friends! It features a sleeveless V-neck bodice with bungee spaghetti straps, a form-fitting silhouette to show off your figure, and a sultry front slit on the mid-length hem. The crepe fabric offers a moderate stretch. Complete your look with classic block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Form-fitting silhouette
    • Front slit, midi-length hem
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5400

    Category Name: Midi Dresses

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casey Strapless Formal Midi Dress

    Special Occasion

    Love the sleek and sultry look? Then the stunning Casey formal midi dress is the one for you. She features a strapless neckline, a chic wrap-front bodice with structured boning to provide support, a high waist seam, and a fitted mid-length silhouette with a stylish front slit. Complete the look with strappy stilettos.

    Fit & Features

    • Strapless neckline
    • Wrap-front bodice, structured boning
    • Back zipper, hook and eye closure
    • High waist seam, mid-length silhouette, front slit
    • Lined satin fabric, moderate stretch
    • Sticky or strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-0999

    Category Name: Midi Dresses

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feel The Heat V-Neck Midi Dress

    Sizzle and stun in this midi dress perf to bring up the temps! It features a sleeveless plunge V-neckline with a center O-ring insert, cutout bodice, form-fitting silhouette, and a side slit accent. Complete the look in lucite mules for a night out.

    Fit & Features

    • Sleeveless, plunge V-neck
    • Center O-ring
    • Cutout bodice
    • Form-fitting silhouette
    • Side slit accent, midi-length hem
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1448

    Category Name: Midi Dresses

    Price: $7.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timelessly Chic High Low Lace Dress

    Create a timelessly chic moment in a dress that brings those all-too-important details! This lovely dress makes a perfect bridal shower dress, paired with silver heels and a rhinestone bracelet to complete your look. The midi dress features a sleeveless V-neckline, adjustable spaghetti straps, an embroidered floral pattern, and a gorgeous high-low hem. The dress is composed of a lined lace fabric that offers a form-hugging fit with minimal stretch.

    Fit & Features

    • Sleeveless V-neckline
    • Adhesive bra recommended, adjustable spaghetti straps
    • Embroidered floral lace pattern 
    • High-low hem 
    • Lined lace fabric 
    • Back zipper closure
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1604

    Category Name: Midi Dresses

    Price: $26.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Me On A Getaway Midi Dress

    You'll be ready for a fab weekend getaway in this curve-hugging midi dress! It features a sleeveless sweetheart neckline with halter straps, chic waist cutouts, and a midi-length, form-fitting silhouette with a thigh-high side slit. Complete the look with sleek hoop earrings.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Halter spaghetti straps, tie at the back of the neck
    • Waist cutouts
    • Midi-length, form-fitting silhouette, high side slit
    • Textured ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4687

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Palm Perfect Tropical Midi Dress

    Look perfect in paradise wearing this palm print midi dress featuring a sleeveless, v-neck, spaghetti straps, a form-fitting silhouette, and a front slit accent on stretchy knit fabric. Complete your vacation look in wedges.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Form-fitting silhouette
    • Front slit accent
    • Midi-length hem
    • Palm print, knit fabric with moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4542

    Category Name: Midi Dresses

    Price: $6.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hannah Glitter Knit Ruched Midi Dress

    Special Occasion

    Amp up your formal night out look in the sultry Hannah glitter knit midi dress! She features a sleeveless one-shoulder neckline with a single spaghetti strap, an open back with a strappy design, front and back ruched detailing, and a midi-length, curve-hugging silhouette with a thigh-high front slit. Style this dress with clear lucite heels.

    Fit & Features

    • Sleeveless one-shoulder neckline, single spaghetti strap
    • Adhesive bra recommended
    • Open back, asymmetrical strap, bar straps
    • Front and back ruched detailing
    • Midi-length, form-fitting silhouette, front slit
    • Glitter knit fabric, short knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1003

    Category Name: Midi Dresses

    Price: $14.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marble Muse Mesh V-Neck Midi Dress

    Be your own muse! This marble mesh dress will become your new fave for cocktail soirees and evening dinner parties. It features a sleeveless, v-neck, adjustable criss-cross spaghetti straps, a bodycon silhouette, side ruched seam atop an asymmetrical hem. Complete the look with dangly earrings and heels.

    Fit & Features

    • Sleeveless, v-neck
    • Adjustable criss-cross spaghetti straps
    • Bodycon silhouette
    • Side ruched seam
    • Asymmetrical midi hem
    • Marble print, mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4515

    Category Name: Midi Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nikki Formal Satin Slit Midi Dress

    Special Occasion

    Nikki brings the perfect dose of sleek and bold style to your formal event! She features a sleeveless, square neck, spaghetti straps, and a bodice with flexible boning inserts for a structured fit. Her form-fitting silhouette flaunts your femme figure with a sultry front slit along a midi-length hem. She's composed of a stretch-satin luxe fabric with lining. Complete the look in glitzy heels and a clutch.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Bra-friendly design
    • The bodice has flexible boning inserts
    • Form-fitting silhouette
    • Front slit, midi-length hem
    • Luxe satin fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-1019

    Category Name: Midi Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nothing But Sultry V-Neck Midi Dress

    You'll be nothing but sultry in this midi dress for a party! It features a sleeveless, v-neck, bungee spaghetti straps, cutout bodice, open-back with tie closure, form-fitting silhouette, and a side slit accent along the hem. Complete the look with a sparkly bracelet and heels.

    Fit & Features

    • Sleeveless, v-neck, bungee spaghetti straps
    • Open-back, tie closure
    • Cutout bodice
    • Form-fitting
    • Side slit, midi-length hem
    • Slinky knit lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4724

    Category Name: Midi Dresses

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heart Beat Halter Wrap Midi Dress

    Make his heart skip a beat in this sultry midi dress that flaunts your figure on a sleeveless, halter silhouette with sleek bungee spaghetti straps and a stylish asymmetrical wrap hem. Complete the look in earrings and strappy heels for date night.

    Fit & Features

    • Sleeveless, halter neck
    • Bungee spaghetti straps
    • Bodycon silhouette
    • Asymmetrical wrap midi hem
    • Sleek knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1408

    Category Name: Midi Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Fridays Halter Midi Dress

    Bring the heat this summer in this sultry midi dress on a Friday night out! It features an off-the-shoulder, halter neckline, a cinched bust with cutout accents, a form-fitting silhouette, and a flirty side slit. Complete the look in strappy mules.

    Fit & Features

    • Off-the-shoulder, halter neckline
    • Cinched bust, cutout accents
    • Form-fitting silhouette
    • Side slit, midi hem
    • Texture knit lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4444

    Category Name: Midi Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Stunning Simple Knit Midi Dress

    This simple knit midi dress will create the most stunning looks! The basic must-have features a sleeveless square neckline, spaghetti straps that lead to a lace-up back design, a curve-hugging midi-length silhouette, and an alluring high front slit. The smooth knit fabric offers plenty of stretch. Style this dress with sleek hoop earrings and strappy heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back, tie closure
    • Form-fitting silhouette
    • Midi-length hem, front slit
    • Lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1614

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Muse Asymmetrical Midi Dress

    Catch all the glances like the gorgeous muse you are in this printed midi dress! It features a sleeveless V-neckline, adjustable spaghetti straps, a midi-length, asymmetrical hem, a curve-hugging silhouette, and an all-over geometric multi-print pattern. Complete the look with sleek hoop earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Midi-length, asymmetrical hem, ruching down one side
    • Form-fitting silhouette
    • Geometric multi-print pattern
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4644

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

  • Palisades Ruched V-Neck Midi Dress

    Let the sun kiss your shoulders in this flowy midi dress! It features a sleeveless ruched v-neck and spaghetti straps that lead to the sultry open-back with a lace-up closure. Complete the look in trendy sandals.

    Fit & Features

    • Sleeveless, ruched v-neck, spaghetti straps
    • Flowy midi-length silhouette
    • Open-back, lace-up closure
    • Gauze woven fabric
    • Inner lining
    • Fits true to size

    Style Number/Barcode: 05102-4456

    Category Name: Midi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Express Yourself O-Ring Bandeau Midi Dress

    Express your stylishly bold self in this midi dress! It features a strapless, bandeau top with a string tie o-ring, cutout bodice, and midi bodycon skirt with a sultry side slit. Composed of ribbed knit fabric with a moderate stretch. Finish the look in oversized sunglasses.

    Fit & Features

    • Strapless bandeau top
    • String tie o-ring, cutout bodice
    • Midi bodycon skirt
    • Side slit 
    • Ribbed knit fabric
    • Fits true to size, moderate stretch

    Style Number/Barcode: 06005-1263

    Category Name: Midi Dresses

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Take Me On A Getaway Midi Dress

    Pack this alluring and chic midi dress for your next weekend getaway. It features a sleeveless halter neckline with thin straps, front ruched detailing with an adjustable drawstring, a bold front waist cutout, and a midi-length, curve-hugging fit with a high side slit. Style this dress with sleek hoop earrings and strappy sandals.

    Fit & Features

    • Sleeveless halter neckline, thin straps that tie at the back of the neck
    • Front ruching, adjustable drawstring
    • Front waist cutout
    • Midi-length, form-fitting silhouette, side slit
    • Ribbed sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1414

    Category Name: Midi Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance