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.

  • Remarkable Appeal Cowl Halter A-Line Midi Dress

    Turn every head in the room with the help of this sleeveless midi dress at the cocktail party! Feel confident and sultry in the plunge cowl halter neckline, open back, and elegant A-line silhouette leading to the midi-length hem for a chic touch. Complete the look with earrings and heels.

    Fit & Features

    • Knit fabric with plenty of stretch
    • Plunge cowl halter neckline, spaghetti strap tie
    • Open back
    • A-line silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-3571

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Instincts Halter Cutout Leopard Mesh Midi Dress

    Elevate your fierce style in this leopard mesh midi dress for a chic cocktail bar. Adorned with a chain-trimmed halter strap, this dress features a sultry cutout bodice with a hoop insert and ruffled trim slit that shows some skin.

    Fit & Features

    • Leopard floral print, mesh fabric, sewn-in knit lining
    • Cowl halter neckline, chain trim, spaghetti strap tie
    • Cutout bodice, hoop insert
    • High side ruffled slit
    • Form-hugging silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000126

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS

    Product Badge:
    • Sale
  • Dial F For Flirty Off-The-Shoulder Halter Midi Dress

    Dial F for flirty when you're in this off-the-shoulder midi dress - a chic piece for cocktail parties or dressy dinner dates! Featuring an alluring off-the-shoulder halter neckline and a flattering bodycon silhouette while the front slit adds a subtle touch of sultry along the midi-length hem. Complete the look with earrings and sleek stiletto heels.

    Fit & Features

    • Smooth knit fabric, mesh knit lining, moderate stretch
    • Off-the-shoulder halter neckline
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3340

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ava Cowl Neck Bodycon Mesh Lace Midi Formal Dress

    Special Occasion

    Romantic lace mesh and a bodycon fit come together to create the gorgeous Ava midi formal dress! 

    Fit & Features

    • Lace mesh lined fabric
    • Adjustable spaghetti straps
    • Cowl neckline
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal showers, bachelorettes, rehearsal dinners, engagement parties, cocktail soirees

    Style Number/Barcode: 05001-000033

    Category Name: Midi Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: WHITE

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

  • Wild For Style Strapless Zebra Print Midi Dress

    Let this strapless midi dress tame your worries over having nothing to wear! It features a strapless neckline, a figure-flaunting bodycon silhouette, and a midi-length hem on zebra print knit fabric that gives you a wild style. Complete the look with earrings for any occasion!

    Fit & Features

    • Zebra print, knit fabric, sewn-in knit lining, moderate stretch
    • Strapless neckline
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5820

    Category Name: Midi Dresses

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes on You Lace Low Back Midi Dress

    Soft girl era, but make it spicy. With a sheer midi hem, sultry low back, and flirty side slit, this is the “accidentally iconic” dress for nights out, beach dates, or brunches.

    Fit & Features

    • Stretch lace knit fabric, partially lined
    • V-neckline, spaghetti straps
    • Low back cut
    • Curve-hugging silhouette
    • Sheer midi hem, side slit
    • Runs true to size

    Style Number/Barcode: 05102-000222

    Category Name: Midi Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

  • Glimmering Beauty Rhinestone Glitter Midi Dress

    You'll be a gorgeous beauty in this rhinestone glitter midi dress that will give you the glitzy look of your dreams! The knee-length dress features a sleeveless V-neckline, spaghetti straps, an open back with a horizontal bar strap with sparkly rhinestone embellishments, ruching down one side, an asymmetric midi-length hem creating a high side slit, and a form-hugging silhouette. The textured glitter knit fabric offers a moderate stretch. Style the midi dress with metallic heels.

     Fit & Features

    • Sleeveless V-neckline, spaghetti straps
    • Open back, horizontal bar strap, rhinestone embellishments
    • High waist seam, ruching down one side
    • Asymmetric midi-length hem, high side slit
    • Form-hugging fit
    • Textured glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2573

    Category Name: Midi Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Artsy Essence Sleeveless Floral Abstract Mesh Midi Dress

    This sleeveless midi dress features a cowl neckline, spaghetti straps that crisscross along the back, side ruched seams that hug your curves along the bodycon silhouette, and a flirty side slit. The floral abstract print adds an artsy element to the mesh-lined fabric.

    Fit & Features

    • Floral abstract print, mesh-lined fabric, moderate stretch
    • Cowl neckline
    • Spaghetti straps, crisscross back
    • Side ruched seams
    • Side slit
    • Bodycon midi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3394

    Category Name: Midi Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laina High Slit Satin Midi Dress

    Special Occasion

    Elevate the night in a midi dress that features a sleeveless cowl neckline, pleated bodice, tank shoulder straps, a high side slit, and a partially open back with a twist-bar accent. Complete cocktail outfit with glitter block 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

    • Stretch satin fabrication, stretchy knit lining
    • Sleeveless cowl neckline, pleated bodice
    • Tank shoulder straps
    • High side slit
    • Partial open back with twist accent, back zipper closure
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05001-2586

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WHITE, HUNTER

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

  • Always Impress Cowl Neck Tie-Dye Satin Midi Dress

    Your aesthetic will always impress in this tie-dye satin midi dress perfect for sunset cocktails on vacation or at a rooftop bar! Made from a silky satin fabric with a beautiful tie-dye print, this dress brings a unique style. It features a cowl neckline, adjustable spaghetti straps that crisscross in the back, and a form-hugging midi silhouette. Complete the look in stiletto heels.

    Fit & Features

    • Tie-dye print, satin woven fabric, no stretch
    • Cowl neckline
    • Back zipper and hook-eye closure
    • Adjustable spaghetti straps, crisscross back
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3202

    Category Name: Midi Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Renee Bow Satin Midi Dress

    Special Occasion

    The gorgeous silhouette and detail on the Renee satin midi dress are a real showstopper. This stunning dress features a beautifully crafted back bow and a flattering bodycon silhouette, perfect for showing off your curves.

    Fit & Features

    • Satin fabric
    • Strapless neckline
    • Back bow
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Brides, rehearsal dinner, engagement parties, photo shoots, cocktail soirees, date nights, graduation parties, milestone celebrations

    Style Number/Barcode: 05001-000029

    Category Name: Midi Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: WHITE

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

  • Endlessly Sleek Sleeveless Knit Midi Dress

    You'll always look chic and sleek in this sleeveless knit midi dress designed with a form-hugging fit to hug your curves. It features a square neckline with spaghetti straps, shirring at the waist, and a midi-length flared silhouette for a fab vibe. Style with stiletto heels for a cocktail party.

    Fit & Features

    • Stretchy sleek knit fabric
    • Square neckline
    • Spaghetti straps
    • Shirring at the waist
    • Form-hugging fit
    • Midi-length flared silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3729

    Category Name: Midi Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mabel Lace-Up Satin Midi Formal Dress

    Special Occasion

    Step out in the chic Mabel satin midi dress designed with a lace-up back that turns heads and a front wrap slit for effortless movement. 

    Fit & Features

    • Stretch satin fabric, sewn-in knit lining
    • Scoop neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Front wrap slit
    • Bodycon silhouette, midi-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, cocktail parties, date nights, engagement parties, rehearsal dinners, birthdays, dinner parties

    Style Number/Barcode: 05001-2760

    Category Name: Midi Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: IVORY, BLUE

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

  • Aylin Formal Wrap Corset Midi Dress

    Special Occasion

    Steal all the glances at the next cocktail party in the Aylin formal wrap corset midi dress. Made with a sleek stretchy knit fabric, her bodycon fit will flaunt your gorgeous curves. She features a sleeveless sweetheart neckline with pleating at the padded bust, adjustable spaghetti straps leading to a secure back zipper closure, a chic corset bodice with flexible boning for a snatched silhouette, and a ruched wrap design creating a stylish front slit. Complete the look with stiletto heels.

    Fit & Features

    • Stretchy knit fabric with knit lining
    • Sweetheart neckline, padded bust, pleating
    • Adjustable spaghetti straps, back zipper with hook and eye closure
    • Corset bodice with flexible boning
    • Ruched wrap design, front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05001-2052

    Category Name: Midi Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trend Moment Lace-Up Bodycon Midi Dress

    Have your trending moment in this midi dress! It's designed to hug your curves in a bodycon silhouette while the front lace-up adds a playful touch to your day or night look.

    Fit & Features

    • Knit fabric with moderate stretch
    • Square neckline
    • Lace-up front bust
    • Spaghetti straps
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6072

    Category Name: Midi Dresses

    Price: $19.97

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Marina Sweetheart Bodycon Formal Midi Dress

    Special Occasion

    Trend-right yet timeless, the Marina formal midi dress lends chic sophistication at every banquet or dressy celebration! Her sweetheart neckline and padded bra cups offer support and structure, while the adjustable spaghetti straps enhance the flawless fit. The side and back ruched seams create a bodycon silhouette that effortlessly hugs your curves and features a flirty side slit and midi-length hem. Complete the look in stiletto heels and a clutch!

    Fit & Features

    • Smooth, stretchy knit fabric lined with sewn-in knit lining
    • Padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Side slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2105

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Secret Weapon Cowl Neck Bodycon Ruffle Midi Dress

    This sleeveless midi dress will be your favorite secret weapon for a chic look at parties or nights out! The spaghetti straps and cowl neckline accentuate your curves, while the bodycon fit flatters your figure. With an asymmetrical tiered ruffle midi-length hem, this dress is sure to make a statement. Complete the look in strappy block heels.

    Fit & Features

    • Smooth knit fabric lined with stretchy knit
    • Spaghetti straps
    • Cowl neckline
    • Bodycon fit
    • Ruffled
    • Runs true to size

    Style Number/Barcode: 05101-2897

    Category Name: Midi Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Picture Perfect Color Block Midi Dress

    For a picture-perfect look you'll be reaching for this color block midi dress for any casual plans! The strapless fitted bodice accentuates your silhouette while the flowy midi-length hem creates an elegant movement as you walk. Plus, keep your hands warm in the convenient hidden side pockets!

    Fit & Features

    • Woven cotton-blend fabric, stretchy knit lining
    • Strapless color block fitted bodice
    • Hidden side pockets
    • Back zipper and hook-eye closure
    • Flowy midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6109

    Category Name: Midi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Selene Lace-Up Ruched Glitter Formal Midi Dress

    Special Occasion

    Turn heads with your glitzy allure at a cocktail party in the Selene lace-up ruched glitter formal midi dress! Designed with a stretchy glitter knit fabric, this gorgeous dress will glimmer up the night. Her sleeveless bodice is shaped with a sweetheart neckline with a cowl-draped overlay for a chic touch and a built-in padded bust. Her spaghetti straps lead to an open back with a cross-back lace-up strappy design so you can find your perfect fit. The front ruching detailing will accentuate your curves on her form-hugging fit. The wrap-front design creates a stylish asymmetric hem on the mid-length silhouette. Complete your stunning look with rhinestone metallic heels.

    Fit & Features

    • Stretchy glitter knit fabric with partial knit lining
    • Sleeveless sweetheart neckline with cowl neck overlay, padded bust
    • Spaghetti straps, open back with cross-back lace-up straps, tie closure
    • Ruching
    • Wrap-front design, asymmetric hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05001-2089

    Category Name: Midi Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charmingly Perfect Floral A-Line Midi Dress

    Step out in this charming and perfect floral midi dress to graduations, brunch, or shower celebrations! With adorable puff short sleeves, a flattering A-line silhouette, and a flirty front slit, you'll turn heads everywhere you go.

    Fit & Features

    • Floral print, woven fabric, stretchy knit lining
    • Puff short sleeves
    • Square neckline, bust tie
    • Back zipper and hook-eye closure
    • A-Line silhouette, front slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4067

    Category Name: Midi Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Matilda One-Shoulder Slit Midi Satin Formal Dress

    Special Occasion

    Chic and cute, the Matilda satin formal dress is ready to make you the talk of any banquet or wedding! Made from a luxurious silky satin fabric this formal dress will feel so exclusive and sleek. She features a flattering one-shoulder neckline, a form-hugging silhouette accentuated with a side pleated seam, a front wrap slit, and a midi-length hem. Complete the look with rhinestone earrings and stiletto heels.

    Fit & Features

    • Satin fabric, bust knit lining, minimal stretch
    • One-shoulder neckline
    • Front wrap slit
    • Form-hugging fit
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-2219

    Category Name: Midi Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cup Of Tea Striped Halter Midi Dress With Pockets

    Look cute spilling the tea in this striped midi dress boasting a flattering A-line fit adorned with hidden side pockets perfect for keeping your hands warm!

    Fit & Features

    • Striped print, cotton-blend woven fabric, woven lining
    • Halter plunge neck with ties
    • Back zipper closure
    • Hidden side pockets
    • A-line fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000033

    Category Name: Midi Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Glamour High Slit Satin Midi Dress

    This sleek and chic satin midi dress exudes that classic glamour for dressy parties! It features a sleeveless cowl neckline, spaghetti straps, chic pleating at the waist for a figure-flattering look, a midi-length hem with a faux wrap-front design creating a front slit, and a slim-fit silhouette. The satin-knit fabric offers a moderate stretch. Complete your cocktail party look with rhinestone duster earrings and strappy stiletto heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Pleating at the waist
    • Midi-length hem, faux wrap-front design, front slit
    • Slim-fit silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2934

    Category Name: Midi Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • My Cute Side Tie-Back Floral Eyelet Midi Dress

    Take a ride on the cute side in this floral eyelet midi dress perfect for shower celebrations, brunch, or graduations! The whimsical tie-back design perfectly complements the ruffled A-line silhouette, making you feel feminine and enchanting. 

    Fit & Features

    • Floral print, eyelet fabric, stretchy knit lining
    • Square neckline
    • Adjustable spaghetti straps
    • Tie-back design
    • A-line silhouette, ruffled
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4114

    Category Name: Midi Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

    Product Badge:
    • Sale