Midi Dresses

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Midi Dresses You’ll Love

Step into your glow with midi dresses that bring effortless style and a fresh kind of wow. Our curated edit of mid-length dresses blends soft knits, breezy satin, airy chiffon, and stretch crepe for a look that feels as light as it looks. Easy to dress up or down, these midi dresses move with you from day to night with polished ease.

Brunch Dates, Office Days, Evening Plans

From formal midi dresses for weddings and special events to sleek midi dresses for dinners and nights out, every moment is covered. Think sleeveless silhouettes, open backs, subtle cutouts, and bodycon fits that highlight your shape while keeping that refined mid-length feel. Whether you're headed to brunch, a rooftop party, or a romantic date night, these styles bring just the right amount of statement.

Styles That Work Overtime

Expect flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Lightweight ribbed knits and soft stretch fabrics make daytime styling simple—just add sandals or low heels. For evenings, slip into satin or chiffon mid-length dresses that catch the light with every step. With adjustable straps, stretch panels, and easy silhouettes, each piece is designed to keep you feeling confident and put-together from first plans to last call.

Layer lightly when needed—think a cropped jacket, a tailored blazer, or a soft wrap. Pair with strappy heels, sleek mules, or chic flats, depending on your mood. Whether you're heading to the office, a weekend getaway, or dinner with friends, these midi dresses adapt with ease.

Midi Dresses You’ll Live In

Refresh your wardrobe with midi dresses that feel easy, elevated, and endlessly wearable. Designed in breathable fabrics and flattering cuts, these mid-length dresses bring a balance of comfort and style you’ll reach for again and again. Dress them up, dress them down—your go-to midi moment starts here.

Styles for Every Occasion

From polished work looks to vacation-ready outfits and special celebrations, these midi dresses are made to keep up. Think flowing silhouettes, sleek bodycon fits, and modern details that make every outfit feel styled without the effort. Perfect for weddings, weekend plans, and everything in between.

Midi Dresses in Every Shade

Explore midi dresses in every color, with styling ideas that carry you from daytime plans to evening moments:

Black Midi Dresses: Keep it sleek with a black midi styled with strappy heels and a light blazer for a look that moves from office to dinner.

Blue Midi Dresses: Make a statement in bold blue, paired with metallic accents for nights out or sunset plans.

Green Midi Dresses: Go fresh in soft or vibrant green tones, styled with gold jewelry and minimal heels for an elevated finish.

Pink Midi Dresses: A soft pink midi in satin or chiffon brings a romantic feel to brunch, showers, or daytime events.

Red Midi Dresses: Stand out in a red midi dress styled with sleek heels for date nights and special occasions.

White Midi Dresses: Keep it light and polished with a white midi, perfect for celebrations, getaways, or all-white moments.

Shop Windsor’s midi dresses online, in-store, or in-app—and find the styles you’ll reach for again and again. From casual daytime looks to elevated formal midi dresses, your perfect mid-length dress is waiting.

  • Casual Stroll Rib Knit Midi Dress

    Take a casual stroll looking cute in this rib knit midi dress essential for afternoon pick-me-ups with the girls! Featuring a sleeveless square neck, spaghetti straps, a form-hugging silhouette, and a sultry front slit along the hem. Complete the look with a layered choker necklace.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Form-hugging silhouette
    • Front slit
    • Midi-length hem
    • Rib knit fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5183

    Category Name: Midi Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Mode Tropical V-Neck Midi Dress

    Enter vacay mode with the perfect tropical midi dress that'll have you looking fabulous! It features a sleeveless V-neckline, adjustable spaghetti straps, a form-hugging silhouette, and a sultry side slit cutout. Complete the look in chic mules for a dinner by the beach!

    Fit & Features

    • Sleeveless V-neckline 
    • Adjustable spaghetti straps
    • Form-hugging silhouette
    • Side slit cutout, slit
    • Midi-length hem
    • Tropical palm leaf print, stretchy knit fabric, bust lining
    • Runs true to size

    Style Number/Barcode: 05102-5056

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Hour Halter Bodycon Midi Dress

    Sculpted, sleek, and a little spicy—this halter midi dress brings the heat with a keyhole cutout and body-hugging ruching. Perfect for bridal celebrations, birthdays, or a dressy date night!

    Fit & Features

    • Stretchy knit mesh fabric with lining
    • Halter neckline with hardware trim, keyhole cutout
    • Ruched bodycon silhouette
    • Back zipper and hook-eye closure
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000664

    Category Name: Midi Dresses

    Price: $35.00 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simple And Sultry Cutout Midi Dress

    Simple and sultry, this cutout midi dress will make a chic impression. It features a sleeveless V-neckline with ruching and a center O-ring accent, spaghetti straps, a front waist cutout, a midi-length hem with a thigh-high front slit, and a curve-hugging silhouette. The smooth knit fabric offers plenty of stretch. Style with lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, ruched, center metal O-ring accent
    • Spaghetti straps
    • Front waist cutout, high waist
    • Midi-length hem, high front slit
    • Curve-hugging fit
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2298

    Category Name: Midi Dresses

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instant Fave Disty Floral Short Sleeve Midi Dress

    This adorable disty floral midi dress will be an instant fave of yours for the summer season. It features a crew neckline, short fitted sleeves, a small top keyhole cutout at the back with a button closure, a larger lower back cutout, a high waist seam, a midi-length hem with a high front slit, and a form-hugging silhouette. The floral printed brushed knit fabric offers plenty of stretch. Style with espadrille sandals.

    Fit & Features

    • Crew neckline, short sleeves
    • Small back keyhole cutout, button closure
    • Larger lower back cutout, high waist seam
    • Midi-length hem, front slit, form-hugging fit
    • Ditsy floral print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5184

    Category Name: Midi Dresses

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Passport To Paradise Tropical Print Ruched Midi Dress

    Whether you're headed on a weekend getaway or a plane ride to paradise, pack this tropical print midi dress for a gorgeous glow! It features a sleeveless cowl neckline, spaghetti straps, ruching down one side seam, an asymmetric midi-length hem creating a thigh-high side slit, and a curve-hugging silhouette. The smooth and stretchy knit fabric features an all-over tropical palm leaf print. Style with espadrille sandals.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Ruched side seam
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Tropical palm leaf print
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5136

    Category Name: Midi Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious Charm Cutout Midi Dress

    Say hello to this adorable cutout midi dress that will bring those cute and fun vibes! This midi dress features an off-the-shoulder sweetheart neckline and short fitted sleeves. The center knot detail at the bust with a tie-front adds a charming touch, while the dual waist cutouts add a hint of playfulness. The midi-length hem with a high side slit showcases your legs for a sassy look. With its form-hugging silhouette and ribbed knit fabric offering plenty of stretch, this dress ensures both comfort and style. Complete your outfit with a pair of sandals to bring that flirtatious charm!

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Center knot detail at the bust, tie-front design
    • Dual waist cutouts
    • Midi-length hem, high side slit
    • Form-hugging fit
    • Ribbed knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4992

    Category Name: Midi Dresses

    Price: $6.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous And Chic Floral Satin Midi Dress

    Gorgeous and chic will be your vibe in this floral silky satin midi dress. It features a sleeveless cowl neckline, adjustable spaghetti straps, a slim-fit bodice that leads to a midi-length flowy slip silhouette, a high front slit, and an all-over blooming floral print pattern. Style this mid-length dress with rhinestone earrings and an envelope clutch for a stunning wedding guest look.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Slim-fit bodice, midi-length slip silhouette
    • High front slit
    • Floral print
    • Satin woven fabric, lined bust, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2385

    Category Name: Midi Dresses

    Price: $7.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best In Town Crepe Sweetheart Midi Dress

    You'll be best dressed all over town in this crepe midi dress perfect for wearing on rotation! It features a sleeveless sweetheart neck with a padded bust, sleek spaghetti straps, a curve-hugging silhouette, and a flirty front slit along the flowy hem. Complete the look with a pop of gold jewelry. 

    Fit & Features

    • Sleeveless sweetheart neck, padded bust
    • Spaghetti straps
    • Curve-hugging silhouette
    • Front slit, flowy midi-length hem
    • Crepe fabric, bust lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2046

    Category Name: Midi Dresses

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Avery Formal Sequin Cowl Halter Midi Dress

    Special Occasion

    The Avery formal dress is designed with iridescent sequins that reflect the light for a breathtaking look! Perfect for banquets, award ceremonies, or dressy parties. She features a sleeveless cowl halter neckline with tie-back spaghetti straps, a form-hugging silhouette, a flirty side slit, and a midi-length hem. The dress is composed of a sequin-embellished mesh fabric with a stretchy knit lining. Complete the look in rhinestone earrings for extra sparkle!

    Fit & Features

    • Sleeveless cowl halter neckline, tie-back spaghetti straps
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Side slit, midi-length hem
    • Iridescent sequin-embellished, mesh fabric, stretchy knit lining
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1362

    Category Name: Midi Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casually Stylish Ribbed Knit Midi Dress

    This simple yet chic ribbed knit midi dress is the casually stylish staple you need. It features a sleeveless scoop neckline, thin tank shoulder straps, a midi-length hem, and a curve-hugging silhouette. The lined knit fabric offers plenty of stretch. Complete the look with a denim jacket and clear mules.

    Fit & Features

    • Sleeveless scoop neckline
    • Thin tank shoulder straps
    • Midi-length hem
    • Form-hugging fit
    • Lined ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5077

    Category Name: Midi Dresses

    Price: $5.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance In Bloom Floral Ruffle Slit Midi Dress

    She’s giving romance with a side of sass. This strapless midi stuns with flirty ruffle trim and a high front slit—aka your new fave for shower celebrations and dressy brunches! 

    Fit & Features

    • Floral print, airy woven fabric, stretchy knit lining
    • Strapless sweetheart neckline, twist bust accent
    • Hidden side zipper and hook-eye closure
    • Curve-hugging silhouette
    • High front ruffled trim slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000651

    Category Name: Midi Dresses

    Price: $52.90

    Availability: In Stock

    Available Color: HUNTER

    Available Size: S, M

  • Striking Style Marble Print Midi Dress

    Showcase a striking style and a stunning look in this curve-hugging marble print midi dress! It features a sleeveless cowl neckline, spaghetti straps, an asymmetric midi-length hem creating a sultry thigh-high side slit, a bodycon silhouette, and an all-over alluring marble print pattern. The smooth knit fabric offers plenty of stretch. Complete the look with clear mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Marble print
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5001

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Chic Cutout Midi Sweater Dress

    Create the perfect casual chic look with this of-the-moment sweater dress. It features a sleeveless scoop neckline with contrast piping, thin tank shoulder straps, a front waist cutout with matching contrast piping, a midi-length hem with a front slit, and a curve-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Style with clear mules.

    Fit & Features

    • Sleeveless scoop neckline, contrast piping
    • Thin tank shoulder straps
    • Front waist cutout, contrast piping
    • Midi-length hem, front slit
    • Curve-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1700

    Category Name: Midi Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Denim Sweetheart Midi Dress

    Sweet but sexy, this denim midi dress was made for you! It features a sleeveless, sweetheart neck, adjustable spaghetti straps, corset-style bodice, and a high-waist seam leading to the bodycon silhouette with a back slit accent. Complete the look in statement earrings.

    Fit & Features

    • Sleeveless, sweetheart neck, adjustable spaghetti straps
    • Corset-style bodice, back zipper closure
    • High-waist seam, back slit accent
    • Bodycon silhouette
    • Midi-length hem
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4477

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Mood Cutout Bodycon Midi Dress

    Keep your summer style sultry and on-trend with this curve-hugging bodycon midi dress. It features a sleeveless square neckline, thin tank shoulder straps, an asymmetric cutout that continues all around the waist with a sleek O-ring accent at the front, and a midi-length hem. The ribbed knit fabric offers plenty of stretch. Pair with strappy heels.

    Fit & Features

    • Sleeveless square neckline
    • Thin tank shoulder straps
    • Asymmetric cutout, all around the waist, metal O-ring accent
    • Midi-length hem
    • Bodycon fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5189

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Silhouette One-Shoulder Midi Dress

    Showcase a sultry silhouette in this chic sleeveless midi dress that will hug your curves! The midi dress features an asymmetric one-shoulder neckline with a thin tank strap and a trendy O-ring accent, a bold cutout at the bust for an alluring vibe, an asymmetric midi-length hem creating a thigh-high side slit, and a bodycon fit. Style with lace-up heels for a date night.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline
    • Thin tank shoulder strap, O-ring accent
    • Bust cutout, high waist seam, side ruching
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Ribbed knit fabric. moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4927

    Category Name: Midi Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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
  • Hot Take Ribbed Halter Midi Dress

    Turn up the heat in this curve-loving halter midi dress with a sultry side slit and button detail. Easy to style, impossible to ignore with your favorite pair of heels!

    Fit & Features

    • Stretch rib knit fabric
    • Square halter neckline
    • Bodycon silhouette
    • Front slit with button detail
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000111

    Category Name: Midi Dresses

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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

    Product Badge:
    • Ships Free
  • 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