Midi Dresses

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Summer-Ready Midi Dresses for Every Sunny Scene

From poolside hangs to rooftop concerts, Windsor’s midi dresses are your go-to for effortless summer style. Whether you need casual midi dresses for daytime adventures or formal midi dresses for evening events, these mid-length must-haves balance cool comfort and head-turning flair.

Dive into satin styles with draped cowl necks and adjustable straps, or choose ruched silhouettes and curve-hugging bodycon shapes that move with you. Smocked knit options keep things easy for road trips and vacay escapes, while wrap-front and front-slit designs bring playful energy to birthday bashes and summer weddings.

Explore our curated midi collections in every hue, with outfit ideas to match your social calendar and/or always put together style:

  • Black Midi Dresses: Pair a sleek black midi dress with pointed-toe pumps and a structured blazer for an effortlessly polished office-to-evening look.
  • Blue Midi Dresses: Style a cobalt blue midi dress with white sneakers and a denim jacket for a playful weekend brunch ensemble.
  • Green Midi Dresses: Team an emerald green midi dress with gold hoop earrings and strappy sandals for garden party flair.
  • Pink Midi Dresses: Slip into a blush pink midi and finish with nude heels and delicate layered necklaces for a soft, romantic date-night vibe.
  • Red Midi Dresses: Turn heads in a scarlet red midi dress worn with black ankle boots and a faux leather moto jacket for bold, city-chic energy.
  • White Midi Dresses: Keep it crisp in a white midi dress paired with tan espadrille wedges and a straw tote for a sunny vacation style.

Need a bright moment? Knee-length dresses in bold cherry red or pastel lavender make a statement at bridal showers and milestone celebrations, while strapless and off-shoulder designs in breathable chiffon, lace, and crepe keep you cool under the summer sun. Elevate evening plans with a champagne satin midi dress, metallic heels, and a clutch for ultimate “always put together” glamour. From garden parties to date night, explore outfit ideas on the Windsor blog: Get Floral Midi Dress Inspo.

Layer a cropped denim jacket over cocktail-ready styles or top off casual looks with a lightweight kimono for instant “fit checks” that impress. Hidden pockets, lace-up backs, and flattering wrap waists solve real-life style struggles, so you can focus on making memories, not fussing with your outfit.

Ready to find your next fave? Explore Windsor’s full edit of midi dresses online, in-app, or at your nearest Windsor store.

  • Marcel Rhinestone Faux Pearl Formal Midi Dress

    Special Occasion

    Celebrate in the most stunning way by wearing the Marcel formal midi dress as the sultry bride, birthday babe, or party guest! Made from lined mesh fabric adorned with countless iridescent rhinestones and faux pearl embellishments, you'll be invoking a major glam factor! She features a sleeveless sweetheart neckline with chic cowl draping, adjustable spaghetti straps, a sexy cutout bodice to flaunt some skin, a bodycon silhouette that flatters your curves, and a front slit along the midi-length hem. Complete the look with dangly earrings and heels.

    Every detail shines in this intricately designed dress. Love embellishments? Explore our embellished beaded prom dresses or find a refined silhouette in our formal dresses.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Iridescent rhinestone and faux pearl embellishments
    • Sweetheart neckline with cowl draping
    • Adjustable spaghetti straps, cutout bodice
    • Bodycon fit, front slit
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2167

    Category Name: Midi Dresses

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Blossomed Babe Floral Halter Midi Dress

    You'll blossom looking like a babe in this floral chiffon midi dress at every dressy soiree! . The stunning halter neckline features an eye-catching stone insert that draws attention, while the flowy midi-length hem creates a graceful silhouette.

    Fit & Features

    • Floral print, chiffon lined fabric
    • Halter neckline, stone insert, spaghetti strap tie-back closure
    • Flowy midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4040

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L

  • Perfectly Stylish Sleeveless Ribbed Knit Midi Dress

    Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules.

    Fit & Features

    • Stretchy ribbed knit fabric
    • V-neckline
    • Spaghetti straps
    • High front slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-1645

    Category Name: Midi Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: WHITE, BLACK

    Available Size: S, M, L, XS

  • Charmed Sweetness Lace-Up Floral Chiffon Midi Dress

    Sweep everyone off their feet when you arrive in this floral chiffon midi dress! The delicate lace-up back adds a touch of elegance, while the a-line silhouette accentuates your figure and styles perfectly with mules.

    Fit & Features

    • Floral print, jacquard chiffon fabric, woven lining
    • Sweetheart neckline with bust tie
    • Adjustable shoulder straps
    • Side zipper and hook-eye closure
    • Back lace-up
    • A-line silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4089

    Category Name: Midi Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Most Chic Sleeveless Bodycon Midi Dress

    You and this sleeveless midi dress will be the most chic RSVP at the dinner party! With a flattering cowl neckline and shoulder straps, this dress boasts side ruched seams for the perfect bodycon fit. The side slit and midi-length hem add a touch of elegance. Complete the look with a clutch and heels.

    Fit & Features

    • Smooth knit fabric, knit lining, moderate stretch
    • Cowl neckline
    • Shoulder straps
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3532

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ignite The Charm Strapless Slit Midi Dress

    A strapless midi dress featuring a cowl neckline with padded bra cups for support, side ruched seams that define your curves along the bodycon fit with a side slit. The sleek knit fabric offers plenty of stretch and comfort. 

    Fit & Features

    • Knit fabric, moderate stretch
    • Strapless cowl neckline
    • Padded bra cups
    • Side ruched seams
    • Side slit
    • Bodycon fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4057

    Category Name: Midi Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: SAGE-2, SAGE

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

    Product Badge:
    • Sale
  • Vibrant Side Geometric Print Bodycon Midi Dress

    Unleash your vibrant side in this stunning geometric midi dress on vacation, during weekend getaways, or at pool parties! Designed with a smooth knit fabric that effortlessly hugs your curves, it features a halter V-neck, open back, and center front slit for a trendy allure.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Geometric tropical print
    • Sleeveless halter surplice V-neckline, open back
    • Ruching
    • Center front slit accent
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3929

    Category Name: Midi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ORANGE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Bloom With A View Floral Ruffle Midi Dress

    Turn heads in this floral mesh midi dress at parties and on dates! Featuring a flirty v-neckline and bungee spaghetti straps, and a bodycon silhouette that accentuates your curves. The asymmetrical-cut ruffled midi-length hem adds a touch of playfulness to the elegant watercolor floral print in airy mesh-lined fabric. Complete the look in a cute open-front cardigan and heels!

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Bodycon silhouette
    • Asymmetrical-cut ruffled midi-length hem
    • Watercolor floral print
    • Airy mesh fabric, short stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2987

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Annie Bodycon Wrap Satin Midi Formal Dress

    Special Occasion 

    Embrace classy sophistication in the Annie satin midi formal dress designed in a flattering bodycon silhouette with a chic wrap hem.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Stretch satin fabric, bust knit lining
    • Square neckline
    • Wide shoulder straps
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Wrap midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, dressy celebrations, date night, cocktail soirees, engagement parties, rehearsal dinners

    Style Number/Barcode: 05001-000406

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: MAUVE

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

  • Abstract Marble Sleeveless Mesh Midi Dress

    A sleeveless abstract marble print mesh midi dress features a sleek crew neckline, a flattering form-hugging fit, and a flirty side slit. Pair with heels.

    Fit & Features

    • Abstract marble printed sheer mesh fabric with brushed knit lining, plenty of stretch
    • Sleeveless crew neckline
    • Tank shoulder straps
    • High side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5869

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bennet Lace Trim Satin Midi Dress

    Special Occasion

    Create a gorgeous look in the Bennet midi dress designed with sleek stretch satin fabric and a dainty lace trim at the bust. The front keyhole cutout and high-cut slit add a chic allure to the fitted silhouette.

    Fit & Features

    • Stretch satin fabric, full-length knit lining
    • Sleeveless V-neckline, sheer lace trim, padded bust
    • Keyhole cutout below the bust, high waist seam
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Pleating at the waist, high front slit
    • Midi-length fitted silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, fancy date nights, and dinner parties.

    Style Number/Barcode: 05001-2638

    Category Name: Midi Dresses

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SAGE

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

    Product Badge:
    • Sale
  • Anika Cold-Shoulder Pearl Mesh Formal Midi Dress

    Special Occasion

    Make a beautiful impression at weddings or parties in the Anika cold-shoulder pearl mesh formal midi dress! The stretchy sheer mesh fabric is accented with all-over faux pearl embellishments for that touch of chic glamour and includes a full-length knit lining for coverage. Her wired V-neckline will accentuate your bust, and her cold-shoulder design with adjustable spaghetti straps and short-sleeved cuffs will give that feminine look. Your gorgeous curves will be showcased with the ruched detailing, and the back slit accent on the mid-length hem adds a sexy detail. Complete your formal look with a rhinestone necklace and metallic heels.

    Every bead, every detail—this dress was made to shine. Searching for more statement styles? Discover our exquisite beaded prom dresses or find a look that dazzles from our party dresses.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining, faux pearl embellishments
    • Wired V-neckline
    • Cold-shoulder design, adjustable spaghetti straps and short-sleeved cuffs
    • Ruching, back slit
    • Bodycon fit
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2117

    Category Name: Midi Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunday Soiree Strapless Floral Midi Dress

    Enter a cute bliss in this strapless floral midi dress for a Sunday soiree! The dress boasts a form-hugging fit with a chic flared hem perfect for styling with strappy sandals.

    Fit & Features

    • Floral print, rib knit fabric lined with stretchy knit
    • Strapless neckline
    • Form-hugging fit
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000045

    Category Name: Midi Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M

    Product Badge:
    • Sale
  • Blooming Romance Floral Mesh Bodycon Midi Dress

    This mesh midi dress is detailed with a blooming floral print on airy mesh fabric, showcasing a romantic allure. The dress features a sweetheart neckline with dainty lace trim, ruched side seams to accentuate your curves, and a midi-length bodycon silhouette. Style with hoop earrings for date night.

    Fit & Features

    • Floral printed sheer mesh fabric with knit lining, plenty of stretch
    • Sweetheart neckline with lace trim, padded bra cups
    • Adjustable spaghetti straps
    • Partial open back, lace-up strappy design
    • Ruched side seams
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3522

    Category Name: Midi Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Isabel Strapless Slit Bodycon Midi Formal Dress

    Special Occasion

    Sleek and stunning! The Isabel midi formal dress delivers a chic look with a bodycon fit that hugs your curves and a front slit for movement. 

    Flawlessly chic and bold, this dress is a statement. If strapless styles are your go-to, explore our strapless prom dresses or embrace effortless fashion with our formal dresses.

    Fit & Features

    • Slinky knit lined fabric, moderate stretch
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Flexible boning
    • Front slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2773

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: BLACK, GOLD

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

  • Something About Her Strappy Back Bodycon Midi Dress

    Eyes will linger as you stroll away in this sleeveless midi dress at cocktail parties!  Featuring a square neckline and spaghetti strap ties for a chic look. The strappy open back and lower ruched seam add alluring details to the bodycon fit. Complete the look with a clutch and heels.

    Fit & Features

    • Smooth knit stretchy fabric
    • Square neckline
    • Spaghetti strap ties
    • Strappy open back, lower ruched seam
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3298

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clarabelle Sweetheart A-Line Midi Formal Dress

    Special Occasion

    Romantic and structured, the Clarabelle midi formal dress sculpts and flatters your figure with a sweetheart-fitted bodice and a drop waist seam that perfectly accentuates your waistline along the A-line silhouette.

    Fit & Features

    • Floral and fruit garden print
    • Organza fabric, multiple woven and tulle linings
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Fitted bodice, drop waist seam
    • A-line silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, garden parties, fancy parties, milestone celebrations, spring galas

    Style Number/Barcode: 05001-2725

    Category Name: Midi Dresses

    Price: $99.90

    Availability: In Stock

    Available Color: BLUE

    Available Size: S, M, L

    Product Badge:
    • Ships Free
  • Sheer Exellence Mock Neck Bodycon Mesh Midi Dress

    Experience sheer excellence in this stunning mesh midi dress perfect for dinners downtown or concerts. The sheer short sleeves and mock neckline add a touch of chic, while the bodycon silhouette flatters your figure. The sheer mesh fabric and smooth knit slip provide a luxurious feel, and adjustable spaghetti straps ensure a perfect fit. Complete the look with this midi dress in block heels and a hair clip for a fashion-forward style!

    Fit & Features

    • Sheer mesh fabric
    • Includes a smooth knit slip, adjustable spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5540

    Category Name: Midi Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Captivated In Floral Halter Bodycon Midi Dress

    Look captivating and contoured in this floral midi dress while on vacay! The twist halter neckline adds a unique touch while the bodycon silhouette accentuates your curves along the midi-length hem.

    Fit & Features

    • Floral print, mesh-lined fabric
    • Twist halter neckline
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000197

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, BLUE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Enticing Sultry Off-The-Shoulder Mermaid Midi Dress

    A sultry off-the-shoulder midi dress features a contrast folded neckline and flattering mermaid silhouette with a flared midi-length hem. The ponte knit fabric offers the perfect amount of stretch. 

    Fit & Features

    • Ponte knit fabric, minimal stretch
    • Off-the-shoulder contrast folded neckline
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3523

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiantly Flawless Halter Mermaid Midi Dress

    The smooth knit dress features a sleeveless halter neckline, mini bar strap accents at the bust with metal hardware, a flared mermaid silhouette, and a midi-length hem. Complete night out look with metallic heels.

    Fit & Features

    • Lined smooth knit fabrication
    • Plunging halter neckline
    • Mini bar strap accents with metal hardware
    • Flared mermaid silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-000018

    Category Name: Midi Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

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

  • Sylvia Strapless Glitter Satin Formal Dress

    Special Occasion

    A strapless glitter satin formal dress that sparkles in a form-hugging silhouette and front slit for a flirty flair along the midi-length hem. Style with heels for any occasion.

    Fit & Features

    • Glitter satin fabric, bust lining, minimal stretch
    • Strapless neckline, padded bra cups
    • Flexible boning
    • Back zipper and hook-eye closure
    • Front slit
    • Form-hugging midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2408

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Petals Floral Bodycon Slit Midi Dress

    Too pretty to only wear once. This floral bodycon midi dress will have you feeling yourself at every party or dressy date! 

    Fit & Features

    • Floral garden print, smooth knit stretchy fabric
    • Square neckline
    • Wide shoulder straps
    • Side pleated seam, faux wrap slit design
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3724

    Category Name: Midi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty Picture Striped Midi Dress

    With an ice cream in hand and strappy sandals on, this striped midi dress will have you looking pretty everywhere you go! Featuring a flattering square neck and curve-hugging fit, this dress accentuates your figure down to the midi hem.

    Fit & Features

    • Striped print, stretchy knit fabric, sewn-in knit lining
    • Square neckline
    • Wide shoulder straps
    • Curve-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5860

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale