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.

  • Take In The Beauty Satin Floral Midi Dress

    Everyone will be taking in the beauty of you in this whimsical floral satin midi dress perfect for outdoor weddings or chic garden parties! The dress features three-quarter length sleeves with elastic cuffs, a square neck, a stretchy smocked back, and a flowy silhouette. Complete the look in pretty butterfly hoop earrings.

    Fit & Features

    • Three-quarter length sleeves, elastic cuffs
    • Square neck, bust lining
    • Stretchy smocked back
    • Flowy silhouette, midi-length hem
    • Whimsical floral print
    • Smooth, shimmery satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2321

    Category Name: Midi Dresses

    Price: $5.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ignite A Spark Glitter Slit Midi Dress

    Ignite the sparks in this shimmery glitter midi dress perfect for dressy birthdays or dinner parties! It features a sleeveless sweetheart neckline, spaghetti straps, a ruched and padded bust, a bodycon silhouette, and a side ruched seam leading to the asymmetrical side slit. Complete the look with heeled sandals and a clutch.

    Fit & Features

    • Sleeveless sweetheart neckline, spaghetti straps
    • Ruched and padded bust
    • Bodycon silhouette
    • Side ruched seam, asymmetrical side slit
    • Midi-length hem
    • Lined glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1953

    Category Name: Midi Dresses

    Price: $19.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lovely Seeing You Floral Chiffon Midi Dress

    They'll be pleased to make your lovely acquaintance looking so romantic in this floral chiffon midi dress as the perfect wedding guest! The sleeveless dress features a sweetheart neckline, adjustable spaghetti straps, a stretchy smocked back, a built-in padded bust, and a flattering front slit along the flowy hem. Complete the look with clear lucite block heels and a clutch.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Stretchy smocked back, zipper and hook-eye closure
    • Built-in padded bust
    • Front slit, midi-length hem
    • Garden rose print, airy chiffon, stretchy knit lining
    • Runs true to size 

    Style Number/Barcode: 05101-2214

    Category Name: Midi Dresses

    Price: $5.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Fantasy Chiffon V-Neck Midi Dress

    You'll be a chic fantasy come true in this breezy chiffon midi dress at rehearsal dinners, cocktail parties, and celebrations! The dress features a sleeveless V-neck with a wire insert, adjustable spaghetti straps, a pleated bust, hidden side pockets, and an A-line silhouette with a flirty slit hem. Complete the look in fringe earrings and sandals.

    Fit & Features

    • Sleeveless V-neck, wire insert, pleated bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Hidden side pockets
    • A-line silhouette, front slit, midi-length hem
    • Airy chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2229

    Category Name: Midi Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Basic Cap Sleeve Midi Dress

    An iconic basic midi dress your closet needs! Create effortlessly chic looks with this knit dress featuring cap sleeves, a V-neck, and a bodycon silhouette with a curved hemline on brushed stretchy fabric. Style with slide sandals and sunglasses for hanging downtown with friends!

    Fit & Features

    • Cap sleeves
    • V-neck
    • Bodycon silhouette
    • Curved midi-length hemline
    • Brushed stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-2530

    Category Name: Midi Dresses

    Price: $5.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh Breeze Floral Chiffon Midi Dress

    Freshen up your wardrobe for spring to summer with this floral chiffon midi dress - a lovely style for wedding showers and birthday brunches! It features adorable puff short sleeves, a square neck, a flirty bust tie and underbust seam detail, and a slim-fit silhouette with a front slit hem. The airy chiffon fabric features a bouquet floral print pattern. Complete the look with dainty hoop earrings.

    Fit & Features

    • Puff short sleeves, elastic cinched hems
    • Square neck, bust tie, underbust seam detail
    • Back zipper, hook and eye closure
    • Slim-fit silhouette, front slit, midi-length hem
    • Bouquet floral print
    • Sheer chiffon fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2130

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tending The Blooms Floral Midi Dress

    This floral midi dress needs no gardening skills to keep beautiful! It features a sleeveless cowl neckline, spaghetti straps, a form-hugging silhouette, and a flirty front slit. Complete the look in whimsical butterfly earrings for a garden party!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Front slit
    • Midi-length hem
    • Garden floral print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-1684

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cut to It Strapless Midi Dress

    Smooth, sleek, and a little spicy—this strapless midi dress brings just the right amount of drama with curve-hugging cutouts and an effortlessly chic fit. Perfect for weddings, semi-formal soirees, or a dressed-up date night!

    Fit & Features

    • Stretch knit fabric, knit lining
    • Strapless neckline
    • Side waist cutouts
    • Bodycon fit
    • Trumpet midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000465

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Marina Strapless Crepe Feather Trim Midi Dress

    Special Occasion

    Show off a chic and flirtatious look for engagement parties, bachelorette weekends, or bridal showers in the Marina crepe feather trim midi dress! She features a strapless straight-across neckline with a built-in padded bust, princess seams that continue down the length of the dress, a high waist seam, a slim-fit silhouette, a midi-length hem with a fabulous feather accented trim, and a back slit detail. The crepe fabric includes a sewn-in knit lining. Complete the look with rhinestone drop earrings.

    Fit & Features

    • Strapless straight-across neckline, no-slip strip, built-in padded bust
    • Princess seams, high waist seam, back zipper, hook and eye closure
    • Slim-fit silhouette
    • Midi-length hem, feather trim, back slit
    • Crepe fabric, sewn-in knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1377

    Category Name: Midi Dresses

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Queen Tropical Floral Midi Dress

    Slay in all of your vacation pics like the stylish queen you are in this tropical floral midi dress! It features a sleeveless square neckline, spaghetti straps, a midi-length hem, a bodycon silhouette that will hug your curves, and a bold tropical floral print pattern. The sheer mesh fabric includes a stretch knit lining. Complete the look with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Midi-length hem
    • Bodycon silhouette
    • Tropical floral print
    • Sheer mesh fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4980

    Category Name: Midi Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Pretty Silky Knit Midi Dress

    You'll be feeling pretty and chic in this silky knit midi dress! It features a sleeveless V-neckline with a twist-front design, a small keyhole cutout under the bust, spaghetti straps, a midi-length hem with a sultry high front slit, and a curve-hugging silhouette. Style with clear mules for date night.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Small keyhole cutout under the bust
    • Spaghetti straps
    • Midi-length hem, high front slit
    • Form-hugging fit
    • Silky knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2278

    Category Name: Midi Dresses

    Price: $5.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling For You Satin Ruche Midi Dress

    Watch everyone fall for you in this luxe satin midi dress at rehearsal dinners, graduations, and dressy cocktail parties! The dress features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and an adjustable front ruching atop a flirty slit accent. The sleek satin-knit fabric offers a moderate stretch. Complete the look with a stunning collar necklace.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon silhouette
    • Adjustable front ruching, drawstring
    • Slit accent, midi-length hem
    • Luxe satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2077

    Category Name: Midi Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aleah Formal Trumpet Hem Midi Dress

    Special Occasion

    The Aleah formal trumpet hem midi dress is a chic choice for wedding rehearsals, banquets, or parties! She features a sleeveless sweetheart neckline with a built-in padded bust, adjustable spaghetti straps for a customized fit, a high waist seam, a midi-length trumpet hem with a ruffled design, and a form-hugging silhouette. The smooth crepe fabric offers a moderate stretch. Style with clear heels.

    Fit & Features

    • Sleeveless sweetheart neckline, ruching, padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • High waist seam
    • Midi-length trumpet hem, ruffled design, form-hugging fit
    • Crepe fabric, lined bust, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1525

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Day Dream Chiffon Midi Dress

    You'll look like a sweet daydream in this breezy floral midi dress to capture the spring spirit! It features a sleeveless sweetheart neck, adjustable spaghetti straps, a ruched bust with underwire, button front accents, a smocked back, and a flowy A-line silhouette with a flirty hem slit. The dress is composed of airy chiffon fabric with floral embroidery and a stretchy knit lining. Complete the look in platform wedges.

    Fit & Features

    • Sleeveless sweetheart neck, button accents
    • Adjustable spaghetti straps
    • Ruched bust, underwire
    • Smocked back, zipper and hook-eye closure
    • Flowy A-line silhouette, front slit, midi-length hem
    • Floral embroidered chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2117

    Category Name: Midi Dresses

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Getaway Midi Sweater Dress

    This adorable retro print sweater dress is giving major weekend getaway vibes! It features a sleeveless scoop neckline, a front O-ring accent with a small keyhole cutout, tank shoulder straps, a scoop-back design, a midi-length hem, and a form-hugging silhouette. The sweater knit fabric features a trendy retro-inspired multi-print pattern. Style with espadrille sandals.

    Fit & Features

    • Sleeveless scoop neckline
    • Front O-ring accent, small keyhole cutout
    • Tank shoulder straps, scoop-back design
    • Midi-length hem, form-hugging fit
    • Retro-inspired multi-print pattern
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1642

    Category Name: Midi Dresses

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nail The Trend Swirl Print Sweater Dress

    Make heads turn in this on-trend sweater dress to show off your new spring style! It features a sleeveless square neck, adjustable spaghetti straps, a bodycon silhouette, and a midi-length hem on swirl print knit fabric. Complete the look in sandals for a backyard party!

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Swirl print
    • Sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1671

    Category Name: Midi Dresses

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dianna Strapless Slit Midi Formal Dress

    Special Occasion

    The Dianna is a lesson in less-is-more allure, designed in a soft ruched knit that smooths and sculpts with ease. With its sleek strapless cut, bodycon fit, and asymmetric slit, this midi is pure understated drama.

    Fit & Features

    • Smooth knit stretchy fabric, sewn-in knit lining
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Side slit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal showers, engagement parties, rehearsal dinners, baby showers, birthdays, date nights, anniversaries, cocktail soirees, dinner parties, photoshoots

    Style Number/Barcode: 05001-000371

    Category Name: Midi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: BLACK, RED

    Available Size: XS, M, S, L, XL

  • Daring Beauty Satin Slit Midi Dress

    Envoke a daring and beautiful style in this satin midi dress for semi-formal weddings, cocktail parties, and dressy birthdays! It features a sleeveless square neck, spaghetti straps, a bodycon silhouette, and a center front ruched seam that leads to the flirty slit accent. The luxe satin fabric offers a moderate stretch. Complete the look in bold rhinestone heels.

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Bodycon silhouette
    • Center front ruched seam, slit accent
    • Midi-length hem
    • Satin fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2105

    Category Name: Midi Dresses

    Price: $9.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Slay Tropical Print Midi Dress

    Slay your vacay look with this curve-hugging tropical print midi dress! It features a sleeveless V-neckline, spaghetti straps, a ruched side seam, a midi-length asymmetric hem creating a chic side slit, and a bodycon silhouette. The all-over tropical palm leaf print will really bring those vacay vibes. Complete the look with clear mules.

    Fit & Features

    • Sleeveless V-neckline, spaghetti straps, bust lining
    • Ruched side seam
    • Midi-length asymmetric hem, side slit
    • Bodycon silhouette
    • Tropical palm leaf print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4948

    Category Name: Midi Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dream Escape Tropical Midi Dress

    Pack right for your dream escape with this tropical print midi dress perfect for a dinner with a beachside view! It features a sleeveless V-neckline, adjustable spaghetti straps that crisscross in the back, a bodycon fit, and a ruched side seam to accentuate your curves atop a sultry slit. The smooth knit fabric features a gorgeous tropical floral print that will give off major vacay vibes. Complete the look with sleek earrings and a choker necklace.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, crisscross back
    • Bodycon silhouette
    • Side ruched seam, slit accent
    • Asymmetric midi-length hem
    • Tropical floral print, knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4957

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Paradise Tropical Print Midi Dress

    You'll be ready for your paradise getaway with this tropical print midi dress! It features a sleeveless V-neck, spaghetti straps, a sultry cutout back, a bodycon silhouette, and an asymmetrical side slit cutout. Complete the look in wedges.

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Cutout back
    • Bodycon silhouette
    • Asymmetrical side slit cutout
    • Midi-length hem
    • Tropical print, stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-4987

    Category Name: Midi Dresses

    Price: $19.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy In Floral Satin Midi Dress

    Create a dreamy look in this floral satin midi dress for brunch or bridal showers! It features a sleeveless cowl neckline, adjustable spaghetti straps, a curve-hugging slim silhouette, and a flirty side slit accent. Complete the look in heeled mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Curve-hugging, slim silhouette
    • Side slit accent
    • Midi-length hem
    • Floral print, silky satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4985

    Category Name: Midi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Pick Ruched Slit Midi Dress

    Your new favorite midi dress for looking stylish and cute! It features a sleeveless square neck, sleek bungee spaghetti straps, a bodycon silhouette, and a side slit with a ruched drawstring that lets you customize the fit. The midi dress is composed of a rib-knit fabric with lining and plenty of stretch. Complete the look in trendy flat sandals for a bridal shower or brunch! 

    Fit & Features

    • Sleeveless square neck
    • Bungee spaghetti straps
    • Bodycon silhouette
    • Side slit, ruched adjustable drawstring
    • Midi-length hem
    • Rib knit-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5034

    Category Name: Midi Dresses

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just Peachy Keen Off-The-Shoulder Midi Dress

    Look and feel peachy keen in this cute swiss dot midi dress perfect for strolls downtown or grabbing brunch! It features an off-the-shoulder neckline with adorable flutter short-sleeve cuffs, a stretchy smocked bodice, and a flowy hem with a front-slit accent. Complete the look in sleek hoop earrings and sandals.

    Fit & Features

    • Off-the-shoulder neckline
    • Flutter short-sleeve cuffs
    • Stretchy smocked bodice
    • Flowy midi-length hem, front slit accent
    • Swiss dot woven fabric, mini-length woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4953

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale