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.

  • 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: Out of Stock

    Product Badge:
    • Ships Free
  • Crush Season Floral Mesh Midi Dress

    Looking like a walking heart-eye emoji. This off-the-shoulder bodycon hugs every curve, with flirty ruching and a sweetheart neckline that brings serious date night energy. 

    Fit & Features

    • Floral print, mesh fabric, sewn-in knit lining
    • Off-the-shoulder sweetheart neckline
    • Padded bra cups, short-sleeve cuffs
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000075

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

  • 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
  • Sweetheart Status Strapless Midi Dress

    This midi dress brings sultry elegance with a sweetheart neckline and a curve-hugging silhouette. Perfect for weddings, cocktail soirees, and date night!

    Fit & Features

    • Smooth knit fabric, lined, moderate stretch
    • Strapless sweetheart neckline, no-slip grip lining
    • Side pleated hip seam
    • Side slit accent
    • Form-hugging fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000149

    Category Name: Midi Dresses

    Price: $40.90

    Availability: In Stock

    Available Color: DENIM, RED

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

  • Curve Avenue Halter V-Neck Bodycon Midi Dress

    A sleeveless midi dress designed to highlight your curves featuring a flattering halter V-neckline, bodycon silhouette, and a flirty center back slit for movement. Complete the look with earrings and booties.

    Fit & Features

    • Stretchy rib knit fabric
    • Halter V-neckline
    • Bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2220

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: RED, OLIVE, WHITE, TURQUOISE, DARK, DENIM, BEIGE, YELLOW

    Available Size: M, L, XS, S

  • Flare For The Drama Tube Midi Dress

    Make everyone stop and admire you in this tube midi dress at weddings or dressy parties. This form-hugging midi dress stuns with a strapless neckline, flirty front slit, and a flared hem that was made for movement.

    Fit & Features

    • Sleek knit fabric, stretchy knit lining
    • Strapless tube neckline, padded bra cups
    • Form-hugging fit
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000174

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: NAVY

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

  • Flirt In Full Bloom Floral Midi Dress

    This bodycon midi hugs dress your curves and shows a little leg with a sultry back slit—perfect for brunch, date night, or stealing the selfie spotlight.

    Fit & Features

    • Floral print, mesh fabric, stretchy knit lining
    • Strapless tube neckline, no-slip grip lining
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000590

    Category Name: Midi Dresses

    Price: $45.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M, L

  • 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: 06005-000038

    Category Name: Midi Dresses

    Price: $38.90

    Availability: In Stock

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

    Available Size: S, M, L, XS

  • Chic Cutie Ribbed Knit Halter Midi Dress

    Show up to happy hour looking like a chic cutie in this halter midi dress designed with hacci ribbed knit fabric for plenty of stretch. The tie-back halter straps lead to an alluring open back, while the curve-hugging fit flaunts your gorgeous figure.

    Fit & Features

    • Hacci ribbed knit fabric, high stretch, sewn-in knit lining
    • Sleeveless V-neckline
    • Tie-back halter straps
    • Open back, lower ruched seam
    • Midi-length form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000149

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: IVORY, BURGUNDY, BLACK, MOCHA

    Available Size: XS, S, M, 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
  • Fabulous Allure Strapless Bodycon Midi Dress

    Give off a fabulous allure in this strapless midi dress that'll boast your confidence in the stunning bodycon silhouette! 

    Fit & Features

    • Smooth knit stretchy fabric with stretch knit lining
    • Strapless neckline, padded bra cups
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3928

    Category Name: Midi Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: RAISIN, BLACK, ROYAL, ROSE

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

  • 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
  • Keep Knit It Sleek Midi Dress

    The midi dress features a sleeveless square neckline, ruching, and a pleated mermaid silhouette that adds flair to your look! Complete the outfit with a sleek clutch. 

    Fit & Features

    • Lined smooth knit fabrication, moderate stretch
    • Sleeveless square neckline
    • Ruching
    • Pleated mermaid silhouette
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05101-000009

    Category Name: Midi Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: MAUVE, BLACK, RED, BROWN

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

  • Sweetheart Status Tube Midi Dress

    She’s sculpted, strapless, and made to serve. This textured midi dress brings the heat with a sweetheart neckline, front cutout, and curve-hugging fit—perfect for date nights, rooftop vibes, or that one party everyone’s posting about.

    Fit & Features

    • Texture knit fabric, smooth knit stretchy lining
    • Strapless sweetheart tube neckline with notch cutout
    • Mini bust cutout
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000047

    Category Name: Midi Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M, L

  • 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 form-hugging silhouette, and a chic high front slit to showcase some leg. 

    Fit & Features

    • Sleek knit fabric, stretchy knit lining
    • Cowl neckline
    • Spaghetti straps
    • High waist seam
    • Form-hugging silhouette
    • High front slit
    • 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, IVORY, YELLOW

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

    Product Badge:
    • Best Seller
  • Best Behavior Sleeveless Midi Dress

    Classy yet sultry, this sleeveless midi dress is designed to hug your curves in a form-hugging silhouette while the flared hem gives a touch of flirtiness. Perfect for weddings or date nights!

    Fit & Features

    • Smooth knit, stretchy fabric
    • Square neckline
    • Spaghetti straps
    • Side pleated hip seam
    • Form-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000036

    Category Name: Midi Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: HUNTER

    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: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Smooth Talker Strapless Bodycon Midi Dress

    Show off your smooth moves in this strapless bodycon midi dress perfect for dressing up or down for any occasion!

    Fit & Features

    • Rib knit fabric, sewn-in knit lining, moderate stretch
    • Strapless neckline
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000179

    Category Name: Midi Dresses

    Price: $33.90

    Availability: In Stock

    Available Color: LIGHT, BLUE, MOCHA

    Available Size: XS, S, M, L

  • Sarah Strapless Slit Midi Formal Dress

    Special Occasion

    Slip into the unforgettable Sara midi formal dress! This strapless midi stuns with a sweetheart neckline, flattering ruching, and a high side slit for effortless allure.

    Fit & Features

    • Smooth knit fabric with subtle sheen
    • Strapless sweetheart neckline, padded bra cups
    • Ruching detail
    • Form-hugging fit
    • Side slit, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, cocktail soirees, engagement parties, rehearsal dinners, date nights, formal events

    Style Number/Barcode: 05001-000008

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: RUST

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

  • 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
  • Pearl Babe Off-The-Shoulder Midi Dress

    This faux pearl midi dress is the epitome of elegance and style. Featuring an alluring off-the-shoulder design and a figure-hugging bodycon silhouette, this dress will accentuate your curves and turn heads. 

    Fit & Features

    • Faux pearl embellished, mesh-lined fabric
    • Off-the-shoulder sweetheart neckline
    • Short-sleeve cuffs
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4093

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: SAGE

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

  • 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

    Product Badge:
    • Ships Free
  • Dreamy Energy Sleeveless Bodycon Midi Dress

    Step out looking like a dream in this sleeveless midi dress in a flattering bodycon fit perfect for dressing up.

    Fit & Features

    • Stretchy knit fabric, knit lining
    • Square neckline
    • Spaghetti straps
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3932

    Category Name: Midi Dresses

    Price: $35.90

    Availability: In Stock

    Available Color: PINK, SAGE, HUNTER

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

  • 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: 05101-000041

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: NAVY

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