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.

  • Sleek And Smooth High Slit Midi Dress

    Simple and sleek, this smooth knit midi dress is a perfect choice. It features a sleeveless cowl neckline, spaghetti straps, a high waist seam, a fitted, A-line silhouette, and a chic high front slit to showcase some leg. Style with embellished statement earrings for a cocktail party.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • High waist seam
    • Fitted A-line silhouette
    • High front slit
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1666

    Category Name: Midi Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: NAVY, BLACK, SAGE-2, LIGHT, BLUE, IVORY

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

    Product Badge:
    • Sale
  • Sparkly Era Lace-Up Glitter Knit Midi Dress

    Show up looking like a sparkling icon in this glitter midi dress entering celebration dinners or parties! Designed with a flattering V-neckline and dual spaghetti straps, it hugs your curves in a bodycon silhouette. The lace-up back adds a touch of sophistication, while the side slit and midi-length hem create a glamorous and modern look you'll adore! Complete the look with a clutch and rhinestone block heels for extra shimmer with every step.

    Fit & Features

    • Glitter knit fabric with stretch
    • Dual spaghetti straps
    • Lace-up
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3131

    Category Name: Midi Dresses

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry And Sassy Zebra Print Halter Midi Dress

    Serve sultry and sassy vibes in this curve-hugging midi dress made with lined mesh fabric with a bold zebra print pattern. It features a sleeveless cowl neckline, tie-back halter straps, an alluring open back, and a twisted lower back design with ruched detailing.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Zebra print
    • Cowl neckline
    • Tie-back halter straps
    • Open back, twisted lower back design
    • Midi-length form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3858

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Sparkle Spell Glitter Ruched Midi Dress

    Cast a spell of sparkle in this glitter midi dress at a party! With adjustable spaghetti straps, a sweetheart neckline, a padded bust, and side ruched seams for an ultra-flattering bodycon fit, the dress's glitter knit fabric shimmers gracefully as you move. Complete the look with earrings and a clutch.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Padded bust
    • Side ruched seams, bodycon fit
    • Asymmetrical midi-length hem, side slit
    • Glitter knit fabric, bust knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2682

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesmerizing Glam Abstract Ruched Midi Dress

    Step out and mesmerize in a midi dress that features a sleeveless square neckline, ruching throughout to enhance curves, and an abstract marble print. Complete look with strappy heels for a look that's ready for date night!

    Fit & Features

    • Lined mesh fabrication
    • Sleeveless square neckline
    • Ruching
    • Abstract marble print
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5937

    Category Name: Midi Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, M, L

  • Downtown Chic Abstract Print Midi Dress

    This alluring abstract print midi dress is a stylish pick for a dinner date downtown! It features a mock neckline, long fitted sleeves, a midi-length hem, a form-hugging silhouette, and an all-over abstract multi-print pattern. The sheer and stretchy mesh fabric includes a sleeveless full-length knit lining with adjustable spaghetti straps. Pair this trendy midi dress with gold hoops and clear heels.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Midi-length hem, form-hugging fit
    • Abstract multi-print pattern
    • Sheer mesh fabric, sleeveless full-length knit lining, adjustable spaghetti straps
    • Plenty of stretch
    • Runs true to size

      Style Number/Barcode: 05102-5491

      Category Name: Midi Dresses

      Price: $19.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Elevated Leopard Print Woven A-Line Midi Dress

      Trendy and elevated, this leopard-printed woven midi dress features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, and a partially smocked back for added stretch. The high front slit adds a bold vibe to the mid-length A-line silhouette.

      Fit & Features

      • Leopard-printed woven fabric, no stretch
      • Square neckline, underbust seam
      • Adjustable spaghetti straps
      • Partially smocked back design
      • High front slit
      • Midi-length A-line silhouette
      • Runs true to size

      Style Number/Barcode: 05102-5923

      Category Name: Midi Dresses

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Stop And Stun Off-The-Shoulder Midi Dress

      Create a stunning moment in a midi dress that features an off-the-shoulder neckline, short dolman sleeves, and an asymmetrical high-side slit. Complete your date night outfit with stiletto heels

      Fit & Features

      • Smooth knit fabrication, moderate stretch 
      • Off-the-shoulder neckline
      • Short dolman sleeves
      • Asymmetrical high-side slit
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05101-3841

      Category Name: Midi Dresses

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: In Stock

      Available Color: BLACK

      Available Size: XS, S

      Product Badge:
      • Sale
    • Best For Last Floral Metallic Midi Dress

      This floral midi dress gives you an excuse to arrive fashionably late! The midi-length dress is designed with a cowl neckline, spaghetti straps, a flattering bodycon silhouette, and a side ruched seam atop a high slit to reveal some leg on floral print metallic fabric. Complete the look with earrings for a celebration party!

      Fit & Features

      • Sleeveless cowl neckline
      • Spaghetti straps
      • Bodycon silhouette
      • Side ruched seam, high slit
      • Midi-length hem
      • Floral print, metallic knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05101-2878

      Category Name: Midi Dresses

      Price: $19.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Twist Of Chic High-Slit Knit Midi Dress

      Bring a twist of chic to the every day with a midi dress that features an asymmetrical one-shoulder neckline with a trendy twist shoulder accent and a daringly high side slit. Complete look with slingback shoes to take you from the office to happy hour! 

      Fit & Features

      • Stretchy knit fabrication
      • Asymmetrical one-shoulder neckline
      • Twist shoulder strap accent
      • High side slit
      • Midi-length hem
      • Bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05102-5983

      Category Name: Midi Dresses

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Stylish Silhouette Midi Sweater Dress

      This curve-hugging sweater dress was made for sunset happy hour! It features a sleeveless V-neckline with a twist-front design, a center cutout under the bust, tank shoulder straps, and a midi-length, form-fitting silhouette with a chic high side slit. Style with classic hoop earrings and clear mules.

      Shop More Sweater Dresses: Sweater Dress Collection

      Fit & Features

      • Sleeveless V-neckline, twist-front accent
      • Center cutout under the bust
      • Tank shoulder straps
      • Midi-length hem, form-fitting silhouette, high side slit
      • Ribbed sweater knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06005-1462

      Category Name: Midi Dresses

      Price: $6.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Lennon Glitter Knit Off-The-Shoulder Midi Dress

      Special Occasion

      Sparkle up the party in the gorgeous Lennon formal midi dress designed with glitter knit fabric for a glam sheen that will turn heads. It features an off-the-shoulder sweetheart neckline with a ruched padded bust and short sleeve cuffs, a ruched faux wrap-front design creating a chic slit to showcase some leg, and a midi-length form-hugging silhouette.

      Fit & Features

      • Glitter knit fabric with knit lining, moderate stretch
      • Off-the-shoulder sweetheart neckline, short sleeve cuffs
      • Ruched padded bust
      • High waist seam, ruched faux wrap-front with slit
      • Midi-length form-hugging silhouette
      • Runs true to size

      Style Number/Barcode: 05001-2527

      Category Name: Midi Dresses

      Price: $59.90

      Availability: In Stock

      Available Color: BLACK

      Available Size: XS, S, M, L

    • Sleek Moves Asymmetrical Ruched Midi Dress

      Make a sleek impression in a midi dress that captivates from the moment you walk into the room! The dress features a sleeveless V-neckline, sleek spaghetti straps that cross at the back, a ruched side seam, and a midi silhouette accented with a high side slit. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules

      Fit & Features

      • Sleeveless V-neckline
      • Spaghetti straps, cross-back 
      • Ruched side seam
      • Midi-length silhouette
      • High side slit
      • Form-hugging fit, moderate stretch 
      • Runs true to size

      Style Number/Barcode: 05101-1844

      Category Name: Midi Dresses

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Kaleen Sleeveless Satin Wrap Midi Dress

      Special Occasion

      Bring elegance in a midi dress that features a sleeveless cowl neckline, ruching to enhance curves, and a wrap silhouette accented with a high-side slit. Complete the formal outfit with silver heels.

      Dripping in satin and pure sophistication, this dress turns heads effortlessly. Love that silky shine? Browse our luxe satin prom dresses or opt for a sleek silhouette with our formal dresses.>

      Fit & Features

      • Satin fabrication
      • Sleeveless cowl neckline, padded bust
      • Ruching, back zipper and hook-eye closure
      • High side slit
      • Wrap silhouette
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05001-2523

      Category Name: Midi Dresses

      Price: $59.90

      Availability: In Stock

      Available Color: HUNTER, WHITE, BLACK

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

    • Bold Romance Sleeveless Flocked Velvet Corset Midi Dress

      Bring the bold factor in a midi dress that features a floral flocked velvet print, a sleeveless sweetheart neckline with lace trim, adjustable spaghetti straps, bra cups for additional support, and a corset-like bodice supported with flexible boning. The fitted bodice leads to a midi-length silhouette accented with a high side slit. Complete your date night outfit with block heels. 

      Fit & Features

      • Lined mesh fabrication, floral flocked velvet print
      • Sleeveless sweetheart neckline, bra cups
      • Adjustable spaghetti straps
      • Corset-like bodice, flexible boning
      • Back zipper and hook-eye closure
      • High side slit
      • Midi-length silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3290

      Category Name: Midi Dresses

      Price: $9.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Gorgeous Silhouette Sleeveless Bodycon Midi Dress

      Flaunt your gorgeous figure in this midi dress designed with smooth nylon fabric offering plenty of stretch. It features a sleeveless scoop neck and back design, tank straps, and a midi-length bodycon silhouette to showcase your curves.

      Fit & Features

      • Smooth nylon fabric with plenty of stretch
      • Scoop neck and back
      • Tank shoulder straps
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05102-5931

      Category Name: Midi Dresses

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Serving Sleek Square Neck Bodycon Midi Dress

      Serve a gorgeous sleek silhouette in this brushed knit midi dress featuring a sleeveless square neckline, thin tank straps, and a midi-length bodycon fit to hug your curves. Style with hoop earrings and stiletto heels.

      Fit & Features

      • Brushed knit fabric with knit lining, plenty of stretch
      • Square neckline
      • Thin tank shoulder straps
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05102-5975

      Category Name: Midi Dresses

      Price: $39.90

      Availability: In Stock

      Available Color: BURGUNDY

      Available Size: L

    • Arlette Lace-Up High Slit Glitter Knit Midi Dress

      Special Occasion

      Chic and glam, the Arlette formal midi dress designed with shimmering glitter knit fabric will glitz up your cocktail party. It features a sleeveless sweetheart neckline with a built-in padded bust and a cowl draped overlay, thin tank straps, an open lace-up strappy back design for a customized fit, and a midi-length bodycon silhouette accented with a high front slit.

      Fit & Features

      • Glitter knit fabric with knit lining, moderate stretch
      • Sweetheart neckline with padded bust, cowl draped overlay
      • Thin tank shoulder straps
      • Open lace-up back design
      • High waist seam, high front slit
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05001-2533

      Category Name: Midi Dresses

      Price: $59.90

      Availability: In Stock

      Available Color: NAVY

      Available Size: XS, S, M, L

    • Enchantingly Chic Foiled Floral Mesh Midi Dress

      Create an enchantingly chic party look in this lined mesh midi dress accented with a soft floral print and shimmering foiled outline. It features a sleeveless square neckline, spaghetti straps, ruched seams to accentuate your curves, and a midi-length bodycon silhouette detailed with a high-cut side slit.

      Fit & Features

      • Sheer mesh fabric with knit lining, moderate stretch
      • Floral pattern with foiled outline
      • Square neckline
      • Adjustable spaghetti straps, back zipper closure
      • Ruched side and back seams
      • High side slit, midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05101-3908

      Category Name: Midi Dresses

      Price: $22.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Chic Beauty Strappy Back Knit Midi Dress

      This chic sleeveless midi dress is designed with a jacquard patterned sweater knit fabric and features a square neckline, halter spaghetti straps, and a bold open back with cross-back straps and tie-back straps. The midi-length form-hugging silhouette is detailed with a high front slit.

      Fit & Features

      • Knit fabric with jacquard pattern, moderate stretch
      • Square neckline, halter spaghetti straps
      • Open back, cross-back straps, tie-back straps
      • Contrast seam design at the bodice
      • High front slit
      • Midi-length form-hugging fit
      • Runs true to size

      Style Number/Barcode: 06005-2227

      Category Name: Midi Dresses

      Price: $6.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Keeping Knit Chic Long Sleeve Midi Dress

      Keep it chic in this knit midi dress boasting an off-the-shoulder neckline and trendy button accents that lead to a flirty slit. Pair with boots.

      Fit & Features

      • Ribbed knit fabrication
      • Off-the-shoulder neckline, foldover accent
      • Long sleeves
      • Snap button accents at the hem
      • High side slit
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 06005-2137

      Category Name: Midi Dresses

      Price: $7.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Mina Formal High Neck Ruched Midi Dress

      Special Occasion

      Classic with a chic allure, the Mina formal midi dress is a stunning staple for cocktail parties. It features a sleeveless high neckline with mesh ruching at the bust and a sultry cutout, ruched mesh panels down the sides to highlight your gorgeous curves and a midi-length bodycon silhouette accented with a back slit.

      Fit & Features

      • Crepe fabric, sewn-in knit lining, moderate stretch
      • High neckline, ruched bust with cutout, V-wired center
      • Ruched side and bust mesh panels
      • Back zipper and hook-eye closure
      • Back center slit
      • Midi-length bodycon silhouette
      • Runs true to size

      Style Number/Barcode: 05001-2552

      Category Name: Midi Dresses

      Price: $9.97 $59.90

      On Sale: Yes

      Availability: In Stock

      Available Color: BLACK

      Available Size: XS

      Product Badge:
      • Sale
    • Glam Sophistication Sleeveless Cutout Midi Dress

      Walk into the party in this mesh sleeveless midi dress, which showcases a flirty cutout back and a form-hugging fit that flatters your figure. Complete the look with heels.

      Fit & Features

      • Mesh fabrication, stretchy knit lining
      • Sleeveless square tube neckline
      • Ruching
      • Asymmetrical layered high-slit
      • Cutout at the lower back
      • Midi length hem
      • Runs true to size

      Style Number/Barcode: 05101-3630

      Category Name: Midi Dresses

      Price: $44.90

      Availability: In Stock

      Available Color: BLACK

      Available Size: XS, S, M, L

    • Exceptional Off-The-Shoulder Flared Midi Dress

      Every occasion is worth celebrating in this off-the-shoulder midi dress! The smooth and stretchy knit fabric includes a full-length knit lining for additional coverage. The off-the-shoulder neckline and short-sleeve cuffs add a touch of elegance, while the bodycon silhouette and flared midi-length hem accentuate your curves in all the right places. Complete the look with teardrop earrings and heels.

      Fit & Features

      • Smooth stretchy knit fabric with knit lining
      • Off-the-shoulder neckline
      • Short-sleeve cuffs
      • Bodycon fit
      • Flare hem
      • Style runs small

      Style Number/Barcode: 05101-3692

      Category Name: Midi Dresses

      Price: $36.90

      Availability: In Stock

      Available Color: SAGE, NATURAL, BLACK-2, WHITE

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

      Product Badge:
      • Best Seller