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.

  • Serving Allure Halter Cowl Neck Midi Dress

    You'll be serving allure at your next happy hour in this curve-flaunting midi dress featuring a plunging cowl neck with a bar strap accent and open back with sleek tie-back straps.

    Fit & Features

    • Smooth knit fabric, high stretch, knit lining
    • Sleeveless plunge cowl neckline, bar strap accent
    • Tie-back halter straps
    • Open back, lower tie-back spaghetti straps
    • Form-hugging fit
    • Midi-length flared hem
    • Runs true to size

    Style Number/Barcode: 05101-000033

    Category Name: Midi Dresses

    Price: $38.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, L

  • Chic Glamour Cold-Shoulder Glitter Midi Dress

    The glitter knit midi dress features a chic cold-shoulder design with spaghetti straps and off-the-shoulder cuffs for a romantic vibe. The bodycon fit will hug your curves, showcasing your gorgeous silhouette. Complete your glam look with stiletto heels.

    Fit & Features

    • Glitter knit fabric, stretchy knit lining, moderate stretch
    • Cowl neckline
    • Cold-shoulder design
    • Spaghetti straps, off-the-shoulder cuffs
    • Midi-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5522

    Category Name: Midi Dresses

    Price: $49.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy Summer Strapless Tiered Midi Dress

    This flowy gauze midi dress is perfect for those breezy summer vibes, featuring a strapless smocked bodice and tiered A-line silhouette. Style with mules for sunset happy hour!

    Fit & Features

    • Gauze woven fabric
    • Strapless straight-across neckline
    • Smocked bodice
    • Empire waist seam
    • Midi-length hem, tiered design
    • Flowy A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000144

    Category Name: Midi Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Majorly Stunning Sleeveless Bodycon Midi Dress

    A sleeveless midi dress features side ruched seams that accentuate your curves along the bodycon fit. Perfect for a banquet or dressy date. 

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Square neckline
    • Shoulder straps
    • Side ruched seams
    • Bodycon midi-length fit
    • Runs true to size

    Style Number/Barcode: 05101-3621

    Category Name: Midi Dresses

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hidden Treasure Lace-Up Shell Accent Midi Dress

    Discover your new signature look with this irresistible midi dress featuring a unique shell accent neckline,  lace-up back offers undeniable allure, and a sultry side slit creates movement.

    Fit & Features

    • Texture knit fabric, moderate stretch, stretchy knit lining
    • V-neckline with shell accent trim
    • Spaghetti straps
    • Lace-up back
    • Side slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6119

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Fave Flowy V-Neck Midi Dress

    This breezy lightweight midi dress will be your new casual fave for weekend plans. Designed with a sleeveless V-neck, low back, and mid-length flowy fit, style with a layered necklace and strappy sandals.

    Fit & Features

    • Gauze woven fabric, mini-length stretchy knit lining
    • Sleeveless V-neckline
    • Adjustable spaghetti straps, low back
    • Hidden side pockets
    • High side slit
    • Midi-length flowy silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000185

    Category Name: Midi Dresses

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Mira Glitter Satin Corset Midi Dress

    Special Occasion

    The Mira glitter satin midi dress shines from every angle while showcasing your curves in a classic corset bodice, slim fit silhouette, and a fashionable faux wrap design. Pair with rhinestone heels.

    Fit & Features

    • Glitter satin fabric with knit lining, minimal stretch
    • Sweetheart neckline with padded bust, pleated draped cowl neck overlay
    • Corset-style bodice, flexible boning, high waist seam
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Pleated waist, faux wrap-front design
    • Midi-length slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2462

    Category Name: Midi Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Paradise Halter Open Back Slit Midi Dress

    Own the spotlight on vacation in this midi dress! Featuring a bold halter neckline and an sexy open back, this dress exudes allure, while the bodycon silhouette and slit add a flattering look.

    Fit & Features

    • Slinky knit fabric, smooth stretchy knit lining
    • Halter cowl neckline, beaded spaghetti strap tie
    • Open back with spaghetti strap tie
    • Bodycon silhouette
    • Slit accent, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000069

    Category Name: Midi Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Smooth Silhouette Square Neck Tank Midi Dress

    Effortlessly chic and oh-so-flattering, this sleeveless midi dress will become your new favorite go-to. This bodycon dress has a sleeveless square neckline and tank straps and hugs your curves in all the right places. The midi-length hem adds a touch of sophistication, while the rib knit fabric lining ensures comfort all day long. Complete the look in a layered necklace for any occasion!

    Fit & Features

    • Rib knit fabric, sewn-in knit lining, stretchy
    • Bodycon fit
    • Midi-length 
    • Runs true to size

    Style Number/Barcode: 05102-5587

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Fab Cold-Shoulder Ruched Bodycon Midi Dress

    You'll be lookin' oh-so-fab in this ruched bodycon midi dress designed to hug your stunning curves. The cold-shoulder neckline adds a sweet touch to the alluring silhouette.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Sweetheart neckline, bust seam outline, padded bra cups
    • Cold-shoulder design, thin tank shoulder straps, off-the-shoulder straps
    • Back zipper hook-eye closure
    • Ruching
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000022

    Category Name: Midi Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: PINK, MOCHA, RED

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

  • Set For Vacay Tropical Floral Strapless Midi Dress

    You'll be set for vacay in this strapless knit midi dress featuring a large tropical floral print for a bold allure. The form-hugging silhouette will flaunt your gorgeous curves.

    Fit & Features

    • Sleek knit fabric with full-length knit lining, high stretch
    • Large tropical floral print
    • Strapless straight-across neckline, no-slip strip
    • Midi-length hem
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05102-6097

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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

  • Stunning View Scenic Print Mesh Midi Dress

    Showcase a stunning look in this mesh midi dress detailed with a nature-inspired scenic print and metallic thread embroidery. It features a sleeveless square neckline, adjustable spaghetti straps, ruched side and back seams to accentuate your curves, and a midi-length bodycon silhouette accented with a high side slit.

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Nature-inspired scenic print, metallic thread embroidery
    • Square neckline
    • Adjustable spaghetti straps, back zipper with hook-eye closure
    • Ruched side and back seams
    • Midi-length bodycon silhouette, high side slit
    • Runs true to size

    Style Number/Barcode: 05101-3776

    Category Name: Midi Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lilith Satin Cutout Wrap-Front Midi Dress

    Special Occasion

    Chic and curve-hugging, the Lilith satin formal dress brings sleek confidence with its bodycon silhouette and sculptural details. A softly draped cowl neckline pairs with a striking cutout waist and wrap-front slit—because blending in was never the plan.

    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, sewn-in knit lining
    • 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

     

    Where to Wear:

    School dances, weddings, bridal showers, engagement parties, rehearsal dinners, date nights, birthdays, dinner parties, galas, black tie events, milestone celebrations

    Style Number/Barcode: 05001-2574

    Category Name: Midi Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: ROYAL, IVORY, WHITE

    Available Size: XS, S, XL

  • Sleek and Stunning Satin Midi Dress

    Sleek and stunning, this satin midi dress features a one-shoulder neckline and a ruched slim-fit silhouette perfect for pairing with stilettos.

    Fit & Features

    • Satin-knit fabric with knit bust lining, moderate stretch
    • One shoulder neckline, tank-like strap
    • Ruching
    • Midi-length slim-fit silhouette
    • Back center slit at hem
    • Runs true to size

    Style Number/Barcode: 05101-3593

    Category Name: Midi Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Georgie Sweetheart A-Line Satin Midi Dress

    Special Occasion

    Let the Georgie satin midi dress charm you with the delicate lace trim, sweetheart neckline, and forever flattering A-line silhouette. Plus, the hidden side pockets keep your hands warm and are perfect for stashing your phone or lip gloss in!

    Fit & Features

    • Premium satin fabric, multiple woven tulle trim and satin linings
    • Lace trim sweetheart neckline, adjustable spaghetti straps
    • Built-in padded underwire bust
    • Back zipper and hook-eye closure
    • Hidden side pockets
    • A-line silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, garden parties, cocktail soirees, dressy celebrations, glam afternoon tea

    Style Number/Barcode: 05001-2719

    Category Name: Midi Dresses

    Price: $109.90

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XS, S

    Product Badge:
    • Ships Free
  • Iconic Glimmer Glitter High Slit Midi Dress

    Glitzy with a hint of sultry style, this glitter knit midi dress features a V-neckline and halter tie-back straps leading to a bold open back. The asymmetric hem creates a chic side slit, and the bodycon silhouette will showcase your gorgeous curves. Complete your glam icon look with metallic heels.

    Fit & Features

    • Glitter knit fabric with plenty of stretch
    • V-neckline, halter tie-back straps
    • Open back
    • Shirring at the waist
    • Asymmetric midi-length hem, side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3604

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Hour Tropical Floral Mesh Midi Dress

    Make it your moment to glow in this tropical floral midi dress during golden hour! Featuring a strapless neckline and ruched side seams, this dress flatters your silhouette with a form-hugging fit that leads to a flowy sheer hem.

    Fit & Features

    • Tropical floral print, mesh fabric, sewn-in brushed knit lining
    • Strapless neckline
    • Side ruched seams
    • Form-hugging silhouette
    • Sheer flowy midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000024

    Category Name: Midi Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Trendy Staple Striped Ribbed Knit Midi Dress

    This trendy ribbed knit midi dress features a sleeveless V-neckline, spaghetti straps, and a high-cut front slit on the form-hugging silhouette. Perfect for pairing with hoop earrings and flats.

    Fit & Features

    • Ribbed knit fabric with plenty of stretch
    • V-neckline
    • Spaghetti straps
    • Front slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2077

    Category Name: Midi Dresses

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Influence Strapless Bodycon Midi Dress

    Achieve a stylish rep in this strapless midi dress wherever you go! With a flattering bodycon fit and trendy stone metal insert, this dress will enhance your natural silhouette and captivate any room you enter.

    Fit & Features

    • Stretchy knit fabric
    • Strapless neckline, stone metal insert
    • bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000062

    Category Name: Midi Dresses

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Radiance Glitter Knit One-Shoulder Midi Dress

    Showcase chic radiance at your next cocktail party in this glitter knit midi dress featuring a one-shoulder neckline with a long fitted sleeve, and ruched detailing to highlight your curves. The asymmetric midi-length hem creates an alluring high side slit along the bodycon silhouette.

    Fit & Features

    • Glitter knit fabric with top knit lining, plenty of stretch
    • Asymmetric one-shoulder neckline
    • Long fitted sleeve
    • Ruched detailing
    • Asymmetric midi-length hem, high side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3504

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Twist Tie-Back Striped Midi Dress

    A chic twist on a classic sundress. This head-turning midi dress is designed with an open tie-back with button accents and hidden side pockets that keep your hands warm!

    Fit & Features

    • Striped print, woven fabric, woven lining
    • V-neckline
    • Spaghetti straps
    • Open tie-back design, lower button accents
    • Hidden side pockets
    • A-line silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000022

    Category Name: Midi Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Delightful Impact Corset Slit Chiffon Midi Dress

    A sleeveless chiffon midi dress boasts a sweetheart tie neckline, a corset-inspired bodice with a lace-up back, and a front slit for a stylish flair. Perfect for styling with heels for a dressy occasion.

    Fit & Features

    • Burnout pattern, chiffon fabric lined with stretchy knit
    • Sweetheart tie neckline, shoulder straps
    • Underwire bust, side zipper and hook-eye closure
    • Corset bodice, lace-up back
    • Front slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3591

    Category Name: Midi Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sultry Leopard Print Mesh Lace-Up Midi Dress

    This sultry bodycon midi dress is designed with lined mesh fabric with a leopard print pattern for a chic allure. The dress features a sweetheart neckline with a structured padded bust, a lace-up back design for a customized fit, and a back slit accent at the midi-length hem.

    Fit & Features

    • Leopard-printed sheer mesh fabric with knit lining, plenty of stretch
    • Sweetheart neckline, structured padded bust
    • Adjustable spaghetti straps
    • Open lace-up back design
    • Midi-length hem, back slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3672

    Category Name: Midi Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale