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.

  • Toasty Sweetheart V-Neck Bodycon Knit Midi Dress

    This sleeveless ribbed knit midi dress features a striking V-neckline and bodycon fit with a front slit detail for movement. Perfect for layering with a jacket and heels.

    Fit & Features

    • Stretchy ribbed knit fabric
    • V-neckline
    • Spaghetti straps
    • Front slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-2221

    Category Name: Midi Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: PINK, PINK-2, ORANGE, CHARTREUSE, BLUE

    Available Size: S, M, L, XS

  • She's The Main Rib Knit Strapless Midi Dress

    Flaunt your look with ease and chicness with this midi dress this season! The knee-length dress features a strapless neckline, a flattering bodycon silhouette, and a fitted maxi-length hem on soft and stretchy rib knit fabric with a short knit lining. Style with the matching bolero and heels for weekend plans!

    Shop Matching Bolero: She's The Main Rib Knit Slouchy Bolero

    Fit & Features

    • Strapless neckline
    • Bodycon silhouette
    • Fitted midi-length hem
    • Soft and stretchy
    • Rib knit fabric, short knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5872

    Category Name: Midi Dresses

    Price: $19.97 $33.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GRAY

    Available Size: S

    Product Badge:
    • Sale
  • Luminous Allure Strapless Corset Abstract Midi Dress

    Draw in all the compliments with your allure in this abstract midi dress at semi-formal parties or celebrations! The strapless neckline and boned corset bodice provide support and shape, while the ruched seams and side slit add a sultry touch. The bodycon silhouette flatters your figure along the midi-length hem. Complete the look in stiletto heels and earrings!

    Fit & Features

    • Abstract print, mesh fabric, sewn-in knit lining
    • Strapless neckline
    • Corset bodice, flexible boning
    • Back zipper and hook-eye closure
    • Side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3322

    Category Name: Midi Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Samantha Formal Satin Midi Dress

    Special Occasion

    Shine like a vision in the silky satin Samantha formal dress in a striking bodycon silhouette with a corset bodice that enhances your natural curves!

    With a sleek finish and effortless shine, this dress is pure luxe. Want more? Browse our stunning satin prom dresses or find a celebration-ready style in our party dresses.

    Fit & Features

    • Lined satin knit fabric, moderate stretch
    • Sleeveless square neckline, tank-style straps
    • Corset seam bodice, pleated side seam
    • Form-hugging silhouette
    • Faux wrap midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridesmaids, cocktail parties, date nights, engagement parties, rehearsal dinner, graduations

    Style Number/Barcode: 05001-1213

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: IVORY, HUNTER, NAVY, WINE

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

  • Seona Formal Satin Midi Dress

    Special Occasion 

    Radiate elegance in a formal dress that showcases your timeless style! Seona features a pleated cowl neckline, spaghetti straps, a cutout at the midriff, and a midi-length silhouette accented with a high side slit. The dress is composed of a silky-satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a clutch.

    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

    • Sleeveless cowl neckline, pleating
    • Spaghetti straps
    • Cutout at the midriff
    • Midi-length silhouette, high side slit
    • Satin fabric
    • Form-hugging fit, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1675

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: IVORY, HUNTER, BLACK, RED, NAVY

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

  • Harriet Formal Satin Corset Midi Dress

    Special Occasion

    Be radiant in the fiery Harriet formal satin midi dress perfect for bridesmaids, rehearsal dinners, or banquets! She features a figure-snatching corset-designed bodice with a square neckline, adjustable spaghetti straps, and flexible boning inserts. A side pleated seam leads to the bodycon silhouette showcasing a high front wrap slit along the midi-length hem. The formal dress is crafted from a glossy and sleek satin fabric that exudes sophistication! Complete the look with earrings and block heels.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Corset-designed bodice, flexible boning
    • Bodycon silhouette, high front wrap slit, midi-length hem
    • Satin knit fabric, moderate stretch
    • Pasties or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2041

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: HUNTER, RED, PURPLE

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

  • Spotlight Moment V-Neck Surplice Midi Dress

    You'll love every moment in the spotlight wearing this sleeveless midi dress at parties and date nights! Boasting a surplice V-neckline and spaghetti straps, this bodycon dress accentuates your curves for a flattering look. The asymmetrical midi hem adds a touch of elegance, making it a must-have for dressy occasions. Complete the look with a clutch, heels, and earrings for a flawless finish!

    Fit & Features

    • Smooth knit fabric with stretch
    • Spaghetti straps
    • Surplice
    • Bodycon silhouette, midi-length
    • Runs true to size

    Style Number/Barcode: 05101-3028

    Category Name: Midi Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: WINE

    Available Size: XS, S, M, L

  • Chic Look Square Neck Bodycon Knit Midi Dress

    Show off a chic and sleek look at a rooftop bar in this bodycon midi dress! Designed with a stretchy double-lined knit fabric, this curve-hugging dress will flaunt your stunning figure with its bodycon silhouette. The mid-length dress features a sleeveless square neckline for a flattering look, tank shoulder straps, a closed-back design, and a back slit for added allure. Style with strappy stiletto heels.

    Fit & Features

    • Stretchy double-lined knit fabric
    • Square neckline
    • Tank shoulder straps
    • Closed back
    • Back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3399

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, L

  • Chic Night Out Abstract Print Mesh Midi Dress

    Create a chic vibe to grab drinks with the girls in this airy mesh midi dress designed with a bold abstract print pattern. The dress features a sleeveless mock neckline, tank shoulder straps, ruching at the waist, and a bodycon silhouette to flaunt your curves.

    Fit & Features

    • Sheer mesh fabric with brushed knit lining, plenty of stretch
    • Abstract print
    • Mock neckline
    • Tank shoulder straps
    • Ruched waist
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5929

    Category Name: Midi Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Essential Ribbed Knit High Slit Midi Dress

    Accessorize a ribbed knit midi dress for the perfect fall outfit. The dress features a plunging V-neckline, long fitted sleeves, and a bold high slit. Complete your outfit with thigh-high boots.

    Fit & Features

    • Ribbed knit fabric with plenty of stretch 
    • V-neckline
    • Long fitted sleeves
    • High side slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2079

    Category Name: Midi Dresses

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Glam Glitter Knit High Slit Midi Dress

    Classic glam will be your vibe in this glitter knit midi dress featuring a sleeveless cowl neckline, spaghetti straps that lead to a chic cross-back design, a high-cut side slit to showcase some leg, and a bodycon silhouette to hug your curves. Perfect for a cocktail party, pair with stiletto heels.

    Fit & Features

    • Glitter knit fabric, plenty of stretch
    • Cowl neckline
    • Spaghetti straps, cross-back design
    • High side slit
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3552

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

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

  • Casual Affair Long Sleeve Ruched Midi Dress

    Make a casual-chic impression in this long sleeve ruched midi dress showcasing a folded off-the-shoulder neckline and a bodycon silhouette. Pair with heels.

    Fit & Features

    • Smooth knit fabrication, moderate stretch 
    • Off-the-shoulder neckline, foldover accent
    • Fitted long sleeves
    • Ruching
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-3723

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, L

  • Chic Fall Vibe Ditsy Floral Corset Midi Dress

    Channel the chic fall vibe in this ditsy floral woven midi dress featuring a sleeveless sweetheart neckline with a ruched bust and tie-front detail, thin tank shoulder straps, and a corset-style bodice. The high waist leads to a flowy A-line silhouette accented with a high-cut front slit.

    Fit & Features

    • Ditsy floral-printed woven fabric
    • Sweetheart neckline, ruched bust, tie-front detail, underwire bust
    • Thin tank shoulder straps
    • Corset-style bodice with piping, high waist seam
    • Hidden side zipper and hook-eye closure
    • High front slit
    • Midi-length A-line fit
    • Runs true to size

    Style Number/Barcode: 05101-3706

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BROWN

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

  • Chic Arrival Cutout Bodycon Midi Dress

    Fit & Features

    • Smooth knit fabric with plenty of stretch
    • Sweetheart neckline, draped pleated cowl neck overlay
    • Spaghetti straps
    • Front cutout at waist
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3592

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bria Lace And Velvet Long Sleeve Midi Dress

    Special Occasion

    Serve sultry-chic energy at your next cocktail party in the Bria formal midi dress designed with smooth velvet fabric and a sheer lace bodice. The bust includes a nude-tone lined bust with a sweetheart neckline and a velvet bow, followed by a sheer lace inset below. The dress features long fitted sleeves, a secure back zipper closure, and a midi-length bodycon silhouette accented with a stylish back slit.

    Fit & Features

    • Velvet lined fabric
    • Sheer lace bodice, nude-tone lined bust, sweetheart neckline, front velvet bow detail
    • Sheer lace inset below the bust, padded bra cups
    • Long fitted sleeves
    • High waist seam, back zipper closure
    • Midi-length bodycon silhouette, back slit
    • Runs true to size

    Style Number/Barcode: 05001-2221

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Sensational Fate Lace-Up Bodycon Satin Midi Dress

    A sleeveless satin midi dress features a flattering square neckline and spaghetti straps that form the lace-up back. The bodycon silhouette and asymmetrical midi-length hem highlight your curves perfect for a cocktail party.

    Fit & Features

    • Silky satin material, bust lining, minimal stretch
    • Square neckline
    • Spaghetti straps
    • Lace-up back
    • Bodycon asymmetrical midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3237

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic And Sleek Knit Off-Shoulder Long Sleeve Midi Dress

    Classic and sleek, this stretchy knit midi dress features an asymmetric off-shoulder neckline with long fitted sleeves, ruching at the waist to accentuate your curves, and a bodycon silhouette. Style with stiletto heels for a chic outing!

    Fit & Features

    • Jersey knit fabric with plenty of stretch
    • Asymmetric off-shoulder neckline
    • Long fitted sleeves
    • Ruched waist
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5977

    Category Name: Midi Dresses

    Price: $19.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

  • Oh-So-Chic Floral Velvet Burnout Midi Dress

    Oh-so-chic, this curve-hugging midi dress is designed with lined mesh fabric with a gorg floral velvet burnout pattern. It features a sleeveless cowl neckline, adjustable spaghetti straps to find your customized fit, and a midi-length mermaid silhouette.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Floral velvet burnout pattern
    • Cowl neckline
    • Adjustable spaghetti straps
    • Back zipper closure
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3671

    Category Name: Midi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Floral Beauty Velvet Flocked Mesh Midi Dress

    Showcase your beauty in this lined mesh midi dress designed with a floral velvet flocked pattern for a chic allure. It features a sleeveless sweetheart neckline with a ruched bust, a corset-style bodice with a V-shaped waist seam, a lace-up strappy back for a customized fit, and a midi-length A-line silhouette for that gorgeous flowy vibe.

    Fit & Features

    • Sheer mesh fabric with floral velvet flocked pattern, knit lining, moderate stretch
    • Sweetheart neckline, ruched bust with adjustable drawstring, keyhole cutout
    • Adjustable spaghetti straps, side zipper with hook-eye closure
    • Corset-style bodice, V-shaped high waist seam, lace-up strappy back
    • Dual side pockets, front slit
    • Midi-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3760

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Abstract Floral Ruched Mesh Midi Dress

    This airy lined mesh midi dress is designed with a chic abstract floral print to create a head-turning look. The ruched side seams will accentuate your curves along the bodycon silhouette. Perfect for a rooftop bar, style with heels.

    Fit & Features

    • Abstract floral printed sheer mesh fabric with knit lining, plenty of stretch
    • Square neckline
    • Adjustable spaghetti straps
    • Ruched side seams
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3635

    Category Name: Midi Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gaia Satin Off-The-Shoulder Wrap Midi Dress

    Special Occasion

    The Gaia formal satin dress features a sweetheart neckline with off-the-shoulder short sleeve accents, a ruched faux wrap silhouette, and a midi-length hem. Complete your cocktail outfit with block heels.

    Fit & Features

    • Stretchy satin-knit fabrication, top knit lining
    • Off-the-shoulder neckline, short sleeve cuffs
    • Sweetheart padded bust
    • High waist seam
    • Ruched faux wrap-front design
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05001-2511

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S

  • Lilith Satin Cutout Wrap-Front Midi Dress

    Special Occasion

    Chic and curve-hugging, the Lilith satin formal midi dress features a sleeveless pleated cowl neckline, spaghetti straps, and an alluring underbust cutout. The pleated faux wrap-front design at the waist creates a high-cut side slit, showcasing some leg on the bodycon silhouette. 

    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

    • Satin-knit fabric
    • Pleated cowl neckline, padded bra cups
    • Spaghetti straps, back zipper closure
    • Underbust cutout
    • Pleated faux wrap-front design, high side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2574

    Category Name: Midi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: ROYAL, IVORY

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

  • Sleek And Iconic Satin Halter Bodycon Midi Dress

    Sleek and iconic, this satin-knit midi dress is designed with a plunging V-neckline with pleating detailing, halter tie-back straps, and a partially open back. The asymmetric pleating under the bust and at the waist will highlight your curves, and the back slit adds some movement to the midi-length bodycon silhouette.

    Fit & Features

    • Satin-knit fabric
    • Plunging V-neckline, pleating
    • Halter tie-back straps, partially open back
    • Asymmetric pleating under the bust and at waist
    • Back slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3708

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Style Sheer Mesh Off-The-Shoulder Midi Dress

    An alluring mesh off-the-shoulder midi dress perfect for date night and cocktail parties. The dress features sheer fitted long sleeves and a waist insert giving an hourglass illusion along the bodycon silhouette. Complete the look with earrings.

    Fit & Features

    • Sheer mesh fabric with partial knit lining, plenty of stretch
    • Off-the-shoulder straight neckline, ruched fold-over design
    • Sheer long fitted sleeves with flared hems, lettuce-edge trim
    • Sheer insert at the waist, high waist seam
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3629

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale