Midi dresses strike that sweet spot between chic and effortless—perfect for brunch with the girls, date night plans, or showing up wedding-guest ready. From flowy A-line silhouettes to curve-hugging bodycon styles, these fits flatter in all the right places. Discover midis with open-back halters, strapless, corset, and bustier bodices that bring the allure, while luxe fabrics like silky satin, mesh with floral prints, and buttery-soft knits keep it elevated. Modern details like ruching, cutouts, and twisted necklines make every midi post-worthy and unforgettable.

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Midi Dresses You’ll Love

Step into your glow with midi dresses that bring effortless style and a fresh kind of wow. Our curated edit of mid-length dresses blends soft knits, breezy satin, airy chiffon, and stretch crepe for a look that feels as light as it looks. Easy to dress up or down, these midi dresses move with you from day to night with polished ease.

Brunch Dates, Office Days, Evening Plans

From formal midi dresses for weddings and special events to sleek midi dresses for dinners and nights out, every moment is covered. Think sleeveless silhouettes, open backs, subtle cutouts, and bodycon fits that highlight your shape while keeping that refined mid-length feel. Whether you're headed to brunch, a rooftop party, or a romantic date night, these styles bring just the right amount of statement.

Styles That Work Overtime

Expect flattering details like ruching, wrap waists, off-shoulder necklines, and asymmetric hems. Lightweight ribbed knits and soft stretch fabrics make daytime styling simple—just add sandals or low heels. For evenings, slip into satin or chiffon mid-length dresses that catch the light with every step. With adjustable straps, stretch panels, and easy silhouettes, each piece is designed to keep you feeling confident and put-together from first plans to last call.

Layer lightly when needed—think a cropped jacket, a tailored blazer, or a soft wrap. Pair with strappy heels, sleek mules, or chic flats, depending on your mood. Whether you're heading to the office, a weekend getaway, or dinner with friends, these midi dresses adapt with ease.

Midi Dresses You’ll Live In

Refresh your wardrobe with midi dresses that feel easy, elevated, and endlessly wearable. Designed in breathable fabrics and flattering cuts, these mid-length dresses bring a balance of comfort and style you’ll reach for again and again. Dress them up, dress them down—your go-to midi moment starts here.

Styles for Every Occasion

From polished work looks to vacation-ready outfits and special celebrations, these midi dresses are made to keep up. Think flowing silhouettes, sleek bodycon fits, and modern details that make every outfit feel styled without the effort. Perfect for weddings, weekend plans, and everything in between.

Midi Dresses in Every Shade

Explore midi dresses in every color, with styling ideas that carry you from daytime plans to evening moments:

Black Midi Dresses: Keep it sleek with a black midi styled with strappy heels and a light blazer for a look that moves from office to dinner.

Blue Midi Dresses: Make a statement in bold blue, paired with metallic accents for nights out or sunset plans.

Green Midi Dresses: Go fresh in soft or vibrant green tones, styled with gold jewelry and minimal heels for an elevated finish.

Pink Midi Dresses: A soft pink midi in satin or chiffon brings a romantic feel to brunch, showers, or daytime events.

Red Midi Dresses: Stand out in a red midi dress styled with sleek heels for date nights and special occasions.

White Midi Dresses: Keep it light and polished with a white midi, perfect for celebrations, getaways, or all-white moments.

Shop Windsor’s midi dresses online, in-store, or in-app—and find the styles you’ll reach for again and again. From casual daytime looks to elevated formal midi dresses, your perfect mid-length dress is waiting.

Garden Party Glow Floral Halter Midi Dress
Soft, sweet, and lowkey stealing all the attention. This floral halter midi dress hugs just right with a flattering fit that’s perfect for brunch plans, date nights, or any last-minute invite.

Fit & Features
- Lightweight eyelet fabrication with soft lining
- Sleeveless halter neckline
- Delicate floral pattern
- Fitted bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000609

Category Name: Midi Dresses

Price: $36.90

Availability: In Stock

Available Color: WHITE

Available Size: XS, S, M, L
Daydream Bloom Floral Print Midi Dress
This is the kind of dress that makes every plan feel a little prettier. The fitted bodice and flowy skirt create that effortless shape, while the soft floral print keeps things light and romantic.

Fit & Features
- Woven fabric, soft floral print, woven lining
- Square neckline, tie bust keyhole accent
- Adjustable spagehtti straps
- Stretchy smocked back panel, side zipper and hook-eye closure
- Fitted bodice with button accents
- Drop waist seam, a-line midi silhouette
- Runs true to size
Style Number/Barcode: 05102-000481

Category Name: Midi Dresses

Price: $28.97 $62.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Soft Curve Moment Ruffle Midi Dress
This is the dress you reach for when you want to look chic always. The strapless neckline keeps it clean, while the asymmetrical ruffle offers flirty movement perfect for dressy occasions.

Fit & Features
- Knit fabric, subtle sheen effect, knit lining
- Strapless neckline
- Side ruffled trim
- Form-hugging midi silhouette
- Runs true to size
Style Number/Barcode: 05101-001126

Category Name: Midi Dresses

Price: $42.90

Availability: In Stock

Available Color: BLUE

Available Size: XS, S, M, L
Barely Trying Open Back Midi Dress
This is that effortless dress you reach for when you want to feel cute and put together. The open back adds a soft, unexpected moment, while the ribbed fit keeps everything sleek and flattering.

Fit & Features
- Rib knit stretchy fabric
- Scoop neckline
- Spaghetti straps
- Open back
- Side slit
- Form-hugging, midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000553

Category Name: Midi Dresses

Price: $39.90

Availability: In Stock

Available Color: YELLOW

Available Size: XS, M, L
Softly Stolen Moments A-Line Midi Dress
Floaty, feminine, and quietly unforgettable. This chiffon midi dress features lace trim and tiered layers that move with you from daytime plans to dressed-up dinners.

Fit & Features
- Chiffon fabric with lining
- V-neckline with lace trim detail, tie-front accent
- Flutter short sleeves
- Ruffled layered detailing
- A-line midi silhouette
- Runs true to size
Style Number/Barcode: 05101-000916

Category Name: Midi Dresses

Price: $64.90

Availability: Out of Stock
Product Badge:
- Ships Free
Perfect Pick Floral Midi Dress
Serving soft curves with a side of romance. This bodycon midi dress hugs your shape with a floral print that feels equal parts flirty and elevated for celebrations or dressed-up plans.

Fit & Features
- Mesh-lined with floral print
- Sweetheart neckline with adjustable straps
- Ruched bodycon fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-000887

Category Name: Midi Dresses

Price: $46.90

Availability: In Stock

Available Color: WHITE

Available Size: XS, S, L, XL
Soft Curve High Slit Midi Tube Dress
Serving soft curves with a little edge—this one knows exactly what it’s doing. The midi tube dress hugs in all the right places with a high slit that makes every step feel intentional.

Fit & Features
- Ribbed cotton-blend knit fabric, high stretch
- Strapless sweetheart neckline, knot-front design
- High-cut side slit
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000665

Category Name: Midi Dresses

Price: $22.90

Availability: Out of Stock
Product Badge:
- Ships Free
Keep It Spicy Fringe Halter Dress
It’s the movement for me. This crochet halter dress brings texture, shape, and a fringe hem that does all the talking once you start strutting into festivals, parties, or vacations!

Fit & Features
- Crochet fabric, lined
- V-neckline
- Spaghetti straps
- Cutout back detail
- Bodycon fit
- Fringe trim midi-length hem
- Runs true to size
Style Number/Barcode: 06005-000327

Category Name: Midi Dresses

Price: $36.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Solana Crepe Bow Midi Formal Dress
Special Occasion

Designed for the kind of entrance that lingers, the Solana crepe midi dress delivers quiet drama with every step. Featuring cap sleeves, an open back, and a satin statement bow, the bodycon fit and center back slit create a silhouette that feels equal parts polished and unforgettable.

Fit & Features
- Crepe fabric, knit lining
- Boat neckline
- Cap sleeves
- Open back, statement satin bow, center back slit
- Form-hugging midi silhouette
- Runs true to size
Where to Wear:

Bridal celebrations, rehearsal dinners, engagement parties and photoshoots, cocktail receptions, anniversary dinners, honeymoons, birthdays, graduations, formal soirees
Style Number/Barcode: 05001-000727

Category Name: Midi Dresses

Price: $59.90

Availability: In Stock

Available Color: WHITE, BLACK

Available Size: XS, S, M, L, XL
Sweet Talker Floral Eyelet Midi Tube Dress
Soft, fitted, and low-key stealing attention. This floral print eyelet midi tube dress hugs in all the right places with a stretchy feel that’s made for brunch plans, day dates, and everything after.

Fit & Features
- Eyelet knit fabric with sewn-in knit lining, high stretch
- Floral print
- Strapless elasticized straight-across neckline
- Midi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000569

Category Name: Midi Dresses

Price: $35.90

Availability: In Stock

Available Color: WHITE

Available Size: XS, L
Serving Chic Halter Cutout Bodycon Midi Dress
Serving subtle drama with zero effort. This halter bodycon midi dress sculpts your shape with ribbed stretch and bold cutouts—made for nights when you want to feel chic and a little daring.

Fit & Features
- Hacci ribbed knit-lined fabric, high stretch
- Sleeveless crew neckline
- Halter tie-back straps, open back
- Waist cutouts leading to an open lower back
- Midi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000666

Category Name: Midi Dresses

Price: $42.90

Availability: In Stock

Available Color: YELLOW

Available Size: XS, S, M, L
Sandra Floral A-Line Midi Formal Dress
Special Occasion

Effortlessly polished with a hint of romance, The Sandra dress brings a fresh take to occasion dressing with its crisp cotton-like fabric and soft floral print. The a-line midi fit flows with ease, while hidden side pockets add that perfectly unexpected, wear-it-all-day detail.

Fit & Features
- Cotton-like woven fabric, stretchy knit lining
- Strapless sweetheart neckline, twist bust, non-slip grip lining
- Side zipper and hook-eye closure
- Hidden side pockets
- A-line fit, bonded midi-length hem
- Runs true to size
Where to Wear:

Bridal celebrations, fancy brunches, baby showers, afternoon tea, dressy daytime events, graduations, birthdays, garden parties, honeymoons, vacations, winery weekends
Style Number/Barcode: 05001-000674

Category Name: Midi Dresses

Price: $74.90

Availability: In Stock

Available Color: WHITE, PRINT

Available Size: XS, S, M, L, XL
Serving Chic Mock Neck Bodycon Midi Dress
Serving clean lines and chic confidence. This mock neck bodycon midi dress sculpts your shape with a smooth, high-stretch feel that keeps up from golden hour to late-night plans.

Fit & Features
- Smooth knit fabric with full-length knit lining, high stretch
- Sleeveless mock neckline
- Dart seam detailing
- Partially open back
- Midi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-001230

Category Name: Midi Dresses

Price: $42.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L, XL
Carolyn Crepe Midi Formal Dress
Special Occasion

A study in modern romance, the Carolyn crepe midi dress moves with quiet confidence and just the right touch of allure. From the square neckline to the sheer lace cap sleeves and cutout back with delicate button detailing, it’s designed for that effortlessly polished entrance—and the compliments that follow.

Fit & Features
- Crepe fabric lined with stretchy knit
- Square neckline
- Sheer lace cap sleeves
- Cutout back, sheer lace panel with button closure
- Back zipper and hook-eye closure
- Mermaid silhouette, flared midi-length hem
- Runs true to size
Where to Wear:

Bridal celebrations, rehearsal dinners, engagement photoshoots and parties, bachelorettes, weddings, cocktail parties, date nights, graduations, birthdays, wineries, honeymoons, vacations
Style Number/Barcode: 05001-000746

Category Name: Midi Dresses

Price: $54.90

Availability: In Stock

Available Color: WHITE, BLACK

Available Size: XS, S, M, L, XL
Product Badge:
- Back In Stock
Shine Moment Strapless Midi Dress
Plans pending, but the outfit has already decided. This strapless midi dress hugs just right with a sleek fit and front slit, giving you that polished, quietly confident vibe from a dressy brunch, showers, or a glam date night.

Fit & Features
- Metallic shimmer knit fabric, knit lining, moderate stretch
- Strapless tube neckline
- Cutout back
- Front slit
- Form-hugging fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-001113

Category Name: Midi Dresses

Price: $44.90

Availability: In Stock

Available Color: LIGHT, BLUE

Available Size: XS, S, M, L, XL
Bare Shoulder Mood Bodycon Midi Dress
Shoulders out, confidence locked in. This ribbed bodycon midi dress contours your shape with a foldover neckline that flaunts some skin. Perfect for showers, graduations, or any dressed-up plans.

Fit & Features
- Soft rib knit fabric
- Foldover off-the-shoulder neckline
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000695

Category Name: Midi Dresses

Price: $42.90

Availability: In Stock

Available Color: PINK

Available Size: XS, S, M, L
Back At It Twist Back Midi Dress
You didn’t plan to stand out, but here we are. This sleeveless midi dress hugs in all the right places with a twist cutout back and side slit that catches every eye.

Fit & Features
- Soft rib knit fabric, smooth knit lining
- Square neckline
- Tank shoulder straps
- Twist cutout back
- Side slit
- Form-hugging, midi-length silhouette
- Runs true to size
Style Number/Barcode: 05102-000201

Category Name: Midi Dresses

Price: $28.90

Availability: In Stock

Available Color: IVORY

Available Size: XS, S, M, L
Daytime Vibe Floral Eyelet Strapless Midi Dress
Currently planning your next cute daytime moment. This floral eyelet strapless midi dress hugs up top with a smocked fit, then flows out for that easy, throw-on-and-go vibe—perfect for brunch, beach days, or last-minute plans.

Fit & Features
- Woven floral eyelet fabric
- Strapless straight-across neckline
- Fitted smocked bodice
- Midi-length flowy A-line silhouette
- Ruffled hem
- Runs true to size
Style Number/Barcode: 05102-000498

Category Name: Midi Dresses

Price: $69.90

Availability: In Stock

Available Color: WHITE

Available Size: XS
Sleek Aura Open Back Midi Dress
Sleek, sculpting, and ready for any occasion, this midi dress keeps all eyes on you.The high neckline keeps it polished, while the open back does all the talking when you walk away.

Fit & Features
- Stretch knit fabric
- Cowl high halter neckline
- Open back
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000699

Category Name: Midi Dresses

Price: $45.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Product Badge:
- Back In Stock
Maggie Polka Dot Midi Formal Dress
Special Occasion

A timeless silhouette with a playful twist, the Maggie polka dot pattern dress is made for those effortlessly chic entrances that feel both polished and unforgettable. Designed in a line midi silhouette with an open tie back and hidden side pockets for stylish convenience.

Fit & Features
- Polka dot print, linen-like woven fabric, woven lining
- Sweetheart neckline
- Adjustable spaghetti straps
- Open tie-back design, lower button closures
- Hidden side pockets
- A-line midi silhouette
- Runs true to size
Where to Wear:

Weddings, engagement parties, bridal showers, baby showers, fancy brunches, derby days, wineries, afternoon tea, garden parties, dressy daytime events
Style Number/Barcode: 05001-000615

Category Name: Midi Dresses

Price: $79.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Product Badge:
- Ships Free
Day Date Floral Print Puff Sleeve Midi Dress
Effortless plans, elevated instantly. This floral print midi dress brings that easy, cinched-in fit with a pretty, flowy feel—perfect for brunch dates, garden parties, and everything in between.

Fit & Features
- Cotton-blend fabric with lining
- Floral print
- Square neckline, ruched bust
- Short puff sleeves with cinched hems
- V-shaped waist seam, stretchy smocked back
- Midi-length flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 05101-001394

Category Name: Midi Dresses

Price: $64.90

Availability: In Stock

Available Color: WHITE, PRINT

Available Size: S
AJ Eyelet A-Line Midi Dress
Special Occasion

Light, romantic, and made for sunlit moments, the AJ eyelet A-line midi dress brings effortless charm to every entrance. The halter neckline and open back feel fresh and refined, while the delicate embroidered texture and soft volume create that easy, swept-away movement.

Fit & Features
- Eyelet woven fabric, lined
- High halter neckline with tie straps
- Partial open back with tie-back design
- A-line, scallop trim midi-length silhouette
- Runs true to size
Where to Wear:

Bridal celebrations, rehearsal dinners, engagement photoshoots and parties, graduations, birthday brunches, garden parties, honeymoons, vacations, resort destinations
Style Number/Barcode: 05001-001163

Category Name: Midi Dresses

Price: $139.90

Availability: In Stock

Available Color: IVORY

Available Size: S, M, L
Product Badge:
- Ships Free
Weekend Romance Floral Cotton Midi Dress
Feels like a soft yes to every plan on your calendar. This flowy ruffle midi dress brings an easy, romantic fit with a smocked waist and tie back, perfect for brunch, showers, or vacations.

Fit & Features
- Dainty floral pattern, cotton woven fabric and lining
- Sleeveless ruffle trim V-neckline
- Button front bust accents, stretchy smocked panel
- Tie-back design
- A-line silhouette, ruffled midi-length hem
- Runs true to size
Style Number/Barcode: 05101-001392

Category Name: Midi Dresses

Price: $64.90

Availability: In Stock

Available Color: IVORY

Available Size: S, M, L
Gallery Date Floral Midi Dress
This floral midi dress skims your shape with a cowl neckline and lace-up back, made for brunches, showers, and any dressy occasion you feel like showing up styled.

Fit & Features
- Artsy floral print, woven fabric, crepe lining
- Cowl neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Lace-up back ties
- Side slit
- Curve-hugging, midi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-001410

Category Name: Midi Dresses

Price: $49.90

Availability: In Stock

Available Color: YELLOW

Available Size: S

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