Midi Dresses

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Black 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.

  • Think Of Me Cutout Bodycon Midi Dress

    The ultimate going-out or vacay dress that will get you noticed! Designed with an alluring twist bust, a cutout bodice and side slit that flatters your figure along the bodycon silhouette.

    Fit & Features

    • Knit stretchy fabric
    • V-neckline, twist bust
    • Spaghetti straps
    • Cutout bodice
    • Side slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000114

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: NEON, ORANGE

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

  • Scene Stealer Halter Bodycon Midi Dress

    Step out like a diva in this halter midi dress to steal the scene! The crisscross back adds a touch of allure, while the bodycon silhouette hugs your curves in all the right places. Pair with chic heels.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Square halter neckline
    • Crisscross wide shoulder straps
    • Side ruched seams
    • Bodycon silhouette, center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000031

    Category Name: Midi Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, L

  • Cool Staple Ribbed Knit Long Sleeve Midi Dress

    This ribbed knit midi dress is designed with a cotton-blend fabric with a cool mineral wash offering plenty of stretch. The dress features a scoop neckline, long fitted sleeves, and a midi-length bodycon silhouette to show off your curves.

    Fit & Features

    • Cotton-blend ribbed knit fabric, plenty of stretch
    • Mineral wash
    • Scoop neckline
    • Long fitted sleeves
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5829

    Category Name: Midi Dresses

    Price: $11.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Days A-Line Midi Tube Dress

    Effortless days call for this woven midi tube dress designed with a smocked bodice with a geometric pattern and a flowy pleated A-line silhouette. Perfect for weekend plans, style with strappy sandals.

    Fit & Features

    • Poplin cotton woven fabric
    • Strapless sweetheart neckline
    • Smocked bodice, geometric pattern
    • High-rise waist
    • Side pockets
    • Midi-length pleated A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000007

    Category Name: Midi Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BEIGE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Island Vibes Tropical Print Asymmetric Midi Dress

    Channel those island vibes on your summer vacay in this tropical print asymmetric midi dress! The stretchy slinky knit fabric is accented with an abstract tropical pattern, an iconic look for your getaway. The mid-length dress features a sleeveless cowl neckline with chic draped detailing, tie-back halter straps, an alluring open back, an asymmetric high-cut hem, and a bodycon silhouette to hug your gorgeous curves. Style with sleek hoops for a sunset happy hour.

    Fit & Features

    • Abstract tropical print
    • Stretchy knit fabric, knit bust lining
    • Cowl neckline, tie-back halter straps
    • Open back
    • Asymmetric hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5810

    Category Name: Midi Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Everlasting Bliss Floral Mesh Midi Dress

    Embrace your inner beauty and radiate bliss in this floral mesh midi dress! The delicate V-neck adds a touch of femininity while the form-hugging fit flatters your curves.

    Fit & Features

    • Floral print, mesh fabric lined with stretchy knit
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Bust tie front
    • Form-hugging fit
    • Trumpet midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4161

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: M, L, XL

  • Stunning Impression Floral Ruffled Midi Dress

    Make a stunning impression in this strapless floral midi dress designed with ruffled accents and a high side slit perfect for pairing with heels.

    Fit & Features

    • Floral printed sheer mesh fabric with knit lining, plenty of stretch
    • Strapless straight neckline, no-slip strip
    • Side zipper with hook-eye closure
    • All-over ruffled accents
    • High side slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3579

    Category Name: Midi Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Stunning Floral Open Back Midi Dress

    Make a statement and turn heads in this floral bodycon midi dress at semi-formal weddings or events! The halter V-neck adds a touch of allure, while the open strappy back creates a sultry yet sophisticated look.

    Fit & Features

    • Floral print, smooth knit-lined stretchy fabric
    • Halter V-neckline
    • Wide shoulder straps
    • Crisscross open back
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000073

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: M, L

  • Iconic Presence Sleeveless Midi Dress

    Make your presence iconic in this must-have midi dress! Designed with a slinky knit fabric with plenty of stretch, this dress will showcase a chic sheen to catch everyone's eye. It features a sleeveless square neckline, wide shoulder straps, the perfect bodycon silhouette that fits like a glove, and a flirty center back slit along the midi-length hem. Complete the look in heels and an envelope clutch for a cocktail mixer or business dinner!

    Fit & Features

    • Slinky knit fabric, sheen effect, plenty of stretch
    • Sleeveless square neckline
    • Wide shoulder straps
    • Center back slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3099

    Category Name: Midi Dresses

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanted Moment Floral Ruffled Lace Midi Dress

    Look enchanting in this floral ruffled lace midi dress showcasing a bodycon silhouette and flirty slit for movement. Pair with heels.

    Fit & Features

    • Sheer floral lace fabric with knit lining, moderate stretch
    • Square neckline
    • Adjustable spaghetti straps
    • Ruched front
    • Asymmetric midi-length hem with ruffled trim, front slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3696

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: SAGE

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

  • Chic Attire Flocked Velvet Floral Midi Dress

    This chic flocked velvet floral midi dress is designed with a sheer mesh fabric with knit lining for coverage. It features a strapless straight-across neckline, a ruched front seam leading to an alluring high-cut slit, and a midi-length slim-fit silhouette. Complete your cocktail party look with strappy stilettos.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Flocked velvet floral pattern
    • Strapless straight neckline, padded bust, no-slip strip
    • High waist seam
    • Ruched front seam, high-cut slit
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3634

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Martine Off-The-Shoulder Midi Satin Formal Dress

    Special Occasion

    Look your most glamorous and chic in the Martine satin midi formal dress showcasing a floral applique along the bust with faux pearl accents and a lace-up back that turns heads!

    Fit & Features

    • Stretch satin fabric, sewn-in knit lining
    • Off-the-shoulder neckline, floral and faux pearl applique
    • Padded bra cups, short-sleeve cuffs
    • Back lace-up, lower zipper and hook-eye closure
    • Front wrap slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, romantic date nights, cocktail parties, formal celebrations

    Style Number/Barcode: 05001-2748

    Category Name: Midi Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: ROSE, GOLD, NAVY

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

  • Feeling Luxurious A-Line Satin Midi Dress

    Unleash your boldness and feel luxurious in this satin midi dress perfect for cocktail parties or rehearsal dinners! The cowl neckline and spaghetti straps exude elegance, while the A-line silhouette creates a flattering look along the midi-length hem on silky smooth satin fabric. Complete the look in rhinestone heels and jewelry.

    Fit & Features

    • Silky satin fabric, bust lining, minimal stretch
    • Spaghetti straps
    • A-line silhouette
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2907

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Chic One-Shoulder Midi Dress

    Always chic and sleek, you'll love styling this smooth knit midi dress for weddings, cocktail parties, and fancy date nights. It features a one-shoulder neckline with a bow-trim design and a form-hugging fit with a flirty flared hem.

    Fit & Features

    • Smooth knit fabric with bust lining, high stretch
    • Sleeveless one-shoulder neckline, no-slip strip
    • Bow-trim design
    • Form-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000223

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

  • Instant Connection Tube Midi Dress

    Everyone will feel electric love when you walk in wearing this tube midi dress designed with a fabulous bodycon silhouette that flaunts your figure!

    Fit & Features

    • Smooth knit, stretchy fabric
    • Tube strapless neckline
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000123

    Category Name: Midi Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

  • Glamour Glitz Glitter Corset Midi Dress

    This sleeveless glitter midi dress is all about the glamour and glitz! The striking dress is designed with a hidden corset bodice that snatches your waistline, ruched seams to enhance your curves and a flattering bodycon silhouette. Pair with a clutch.

    Fit & Features

    • Sheer glitter mesh fabric with knit lining, plenty of stretch
    • Sleeveless square neckline
    • Spaghetti straps
    • Hidden corset bodice with flexible boning
    • Ruched side and back seams, back zipper closure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3330

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sianna Strapless Bodycon Satin Midi Formal Dress

    Special Occasion

    Redefine chic elegance in the Sianna midi satin formal dress with a flattering bodycon fit and wrap front slit for effortless movement! 

    This dress brings the fun and the fashion. If you love a bold, playful look, explore our stylish short prom dresses or make an entrance in our stunning short wedding guest dresses in short and mini lengths.

    Fit & Features

    • Stretch satin fabric, sewn-in stretchy knit lining
    • Strapless sweetheart neckline, padded bra cups
    • Flexible boning
    • Back zipper and hook-eye closure
    • Front wrap slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, engagement parties, cocktail soirees, birthday dinners, dressed-up date nights

    Style Number/Barcode: 05001-2728

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: NAVY, IVORY

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

  • Irresistibly Bold Halter Strappy Bodycon Midi Dress

    Make an irresistible presence at cocktail parties in this sleeveless midi dress for a chic and bold style! The halter neckline with dual button closures and strappy open back enhance your natural curves while the ruched bodycon silhouette and ruffled midi-length hem create a show-stopping look. Complete the look in stiletto heels and a clutch.

    Fit & Features

    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Halter neckline with dual button closures
    • Open strappy back
    • Back zipper and hook-eye closure
    • Ruched bodycon silhouette
    • Ruffled hem
    • Style runs small

    Style Number/Barcode: 05101-3376

    Category Name: Midi Dresses

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sabina Sweetheart Bodycon Satin Midi Formal Dress

    Special Occasion

    Make everyone fall for your chicness in the Sabina satin formal dress! Designed with a flattering sweetheart neckline, this dress will highlight your curves with its bodycon silhouette while the front wrap slit allows for easy movement.

    Fit & Features

    • Stretch satin fabric, bust knit lining
    • Sweetheart neckline, padded bra cups
    • Spaghetti straps
    • Bodycon silhouette
    • Front wrap high slit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail parties, date nights, engagement parties, rehearsal dinners, milestone celebration dinners

    Style Number/Barcode: 05001-000024

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: S

  • Sea Salt Vibes Halter Crochet Midi Dress

    Your next vacay is calling, and this crochet midi dress will set the vibes! Embrace the sand and sun in this stylish dress designed with a flattering high neckline and form-hugging fit.

    Fit & Features

    • Crochet knit fabric, stretchy knit lining
    • High halter neckline, spaghetti strap ties
    • Form-hugging fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000028

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: YELLOW

    Available Size: L

  • Luxe Dream Strapless Satin Midi Dress

    Make your dreams of luxe come true in this strapless satin midi dress! The dress is designed with figure-accentuating pleating and a form-hugging fit. Complete the look with earrings. 

    Fit & Features

    • Stretch satin fabric with full-length knit lining
    • Strapless straight neckline, no-slip strip, padded bust
    • Back zipper with hook-eye closure
    • Pleating
    • High side slit
    • Midi-length form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-000048

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Gorgeous Showstopper Glitter Lace-Up Midi Dress

    Get ready to wow in this gorgeous showstopping glitter midi dress perfect for a dazzling night at a party! The midi-length dress features a square neckline, spaghetti straps that lace up along the back, a flattering bodycon silhouette, and a side ruched seam atop the asymmetrical-cut hem. Complete the look with strappy heels and get ready to dance!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, lace-up back
    • Bodycon silhouette, side ruched seam
    • Asymmetrical-cut midi-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2906

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh-So-Glam Rhinestone Fringe Cutout Midi Dress

    You'll look and feel oh-so-glam in this bodycon midi dress designed with a rhinestone embellished fringe along a cutout bodice that flaunts your figure! Pair with heels.

    Fit & Features

    • Smooth knit fabric with knit lining, plenty of stretch
    • Square neckline
    • Spaghetti straps, cross-back design
    • Waist cutout with rhinestone fringe trim
    • Asymmetric midi-length hem, high-cut side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2992

    Category Name: Midi Dresses

    Price: $11.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Soiree Cold Shoulder Midi Dress

    The most stylish soiree is always better in this cold shoulder midi dress in a striking bodycon silhouette and ruched seams that accentuate your curves!

    Fit & Features

    • Mesh fabric, stretchy knit lining
    • Cold shoulder sweetheart neckline
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4103

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: WHITE, WINE

    Available Size: XS, S, M, L