Meet the midi dress: polished enough for cocktail plans, easy enough for everything before them. Sweater and ribbed knits bring a cozy feel, while slinky jersey, silky woven satin, knit satin, mesh, lace, and burnout velvet turn up the texture. Choose a bodycon, flowy A-line, slip, or column sheath silhouette, then add long or flutter sleeves, a corset bodice, cowl neck, or off-the-shoulder neckline. In black, brown, burgundy, navy, or plum, it’s fall dressing with range—and zero outfit panic.

Midi Cocktail Dresses

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.

Sculpted V-Neck Bodycon Midi Dress
A sculpted shape with a little extra swing at the bottom. This fitted midi dress contours through the body with a V-neckline, spaghetti straps, and a low open back for a streamlined look from every angle. The flared hem adds just enough movement to keep the silhouette feeling fresh.

Fit & Features
- Smooth knit fabric, double-lined, high stretch
- Bodycon fit
- V-neckline
- Adjustable spaghetti straps
- Low open back
- Flared midi hem
- Runs true to size
Style Number/Barcode: 05101-001527

Category Name: Midi Dresses

Price: $42.90

Availability: In Stock

Available Color: BLACK

Available Size: XL, XXS
Product Badge:
- Best Seller
Sculpted Softly Ruffle Midi Dress
The fitted dress trend gets a softer finish here. This bodycon midi dress balances a clean V-neckline and wide straps with a tiered ruffle hem that adds shape, movement, and a little drama.

Fit & Features
- Airy chiffon fabric lined with stretchy knit
- Bodycon fit
- V-neckline, wide tank straps, padded bra cups
- Tiered ruffle hem
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-001506

Category Name: Midi Dresses

Price: $54.90

Availability: In Stock

Available Color: LIGHT, BLUE

Available Size: XS, S, M, L
Product Badge:
- Best Seller
Refined High Neck Open Back Dress
Clean lines do all the talking in this sleek knit style. This midi dress combines a streamlined silhouette with an open-back design for a striking look from every angle. Perfect for summer cocktails, birthday dinners, and every RSVP that calls for something polished.

Fit & Features
- Ribbed knit texture with lining
- High neckline with adjustable shoulder straps
- Open back with O-ring hardware detail
- Body-skimming fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06005-000367

Category Name: Midi Dresses

Price: $44.90

Availability: In Stock

Available Color: DENIM

Available Size: XS, S, M, L
Roxie Beaded Lace Asymmetrical Midi Dress
Special Occasion

Every detail is designed to catch the eye. This embellished lace midi dress combines a close fit with a sheer skirt overlay and uneven hemline for added movement. It makes a memorable impression and easily elevates that special moment!

Fit & Features
- Beaded lace fabrication
- Sleeveless v-neckline
- Adjustable spaghetti straps
- Side zipper and hook-eye closure
- Sheer asymmetrical handkerchief hem
- Midi-length hem
- Runs true to size
Where to Wear:

Homecoming, Formal dances, gala dinners, engagement parties, rehearsal dinners, fancy date nights
Style Number/Barcode: 05001-001085

Category Name: Midi Dresses

Price: $149.90

Availability: In Stock

Available Color: YELLOW, IVORY

Available Size: XS, S, M, L
Product Badge:
- Ships Free
Soft Focus Lace-Trim Slip Midi Dress
A sleek shape gives this style its effortless impact. The slip midi dress skims the figure with slender straps and an asymmetrical hem that creates fluid movement. Lace trim adds that perfectly chic finish.

Fit & Features
- Slinky knit fabric, eyelash lace trim, knit lining
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Skimming slip silhouette
- Asymmetrical midi hem
- Runs true to size
Style Number/Barcode: 05101-001409

Category Name: Midi Dresses

Price: $35.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Product Badge:
- Best Seller
Nara Floral Cowl Neck High Slit Midi Dress
Special Occasion

A bold floral pattern gives this fitted shape its standout appeal. The Nara floral midi dress features a pleated cowl neckline, shoulder straps, and a front slit for added movement. A cutout back finishes the look for a chic style.

Fit & Features
- Knit fabric, high stretch, knit lining
- Large floral print
- Sleeveless pleated cowl neckline, padded bra cups
- Shoulder straps, back strap with bar closure, lower back cutout
- High-cut side slit
- Fitted midi-length silhouette
- Runs true to size
Where to Wear:

Weddings, cocktail parties, bridal showers, engagement parties, birthday celebrations, dressed-up dinners, and date nights.
Style Number/Barcode: 05001-000784

Category Name: Midi Dresses

Price: $64.90

Availability: In Stock

Available Color: BLUE

Available Size: XS, S, M, L, XL
Product Badge:
- Best Seller
Sculpted Ease Ruched Midi Dress
The gathered texture gives this silhouette its sculpted appeal. This drop-waist midi dress features a ruched bodice and underwire bust insert that bring definition to the softly flared shape. The structured detailing adds polished impact without overwhelming the clean finish.

Fit & Features
- Cotton-blend knit stretch fabric
- Sewn-in knit bodice lining
- Ruched fitted strapless bodice, non-slip grip lining
- Underwire bust insert
- Drop waist seam, side slit accent, flowy midi-length hem
- Back zipper with hook-and-eye closure
- Runs true to size
Style Number/Barcode: 05102-000774

Category Name: Midi Dresses

Price: $56.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L
Smooth Mock Neck Bodycon Midi Dress
Clean lines and soft shaping give this style its sleek, pulled-together feel. The midi dress silhouette skims the body with flattering side texture, making it an easy choice for dinners, events, and after-dark plans.

Fit & Features
- Smooth stretch double-lined knit fabric, high stretch
- Mock neckline
- Sleeveless design
- Side ruched seams, side slit detail
- Body-hugging midi silhouette
- Runs true to size
Style Number/Barcode: 05101-001536

Category Name: Midi Dresses

Price: $44.90

Availability: In Stock

Available Color: NAVY

Available Size: XS, S, M, L
Sculpted Ease Crepe Mermaid Midi Dress
A sleek silhouette makes styling feel instantly refined. This mermaid midi dress pairs a sculpted shape with a clean crepe finish and open-back detail. Add delicate jewelry and heels to keep the look effortlessly elevated.

Fit & Features
- Crepe fabric
- V-neckline, wide shoulder straps
- Fitted silhouette with flared mermaid hem
- Open back design
- Midi length hem
- Runs true to size
Style Number/Barcode: 05101-001453

Category Name: Midi Dresses

Price: $46.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L, XL
Brunch Booked Linen-Blend Midi Dress
Polished plans start here. This linen-blend belted midi dress balances a tailored square neckline with a breezy A-line skirt and front slit for brunches, showers, and dressed-up daytime plans.

Fit & Features
- Linen-blend fabric
- Sleeveless square neckline, thin tank shoulder straps
- Hidden side zipper closure, stretchy smocked back
- Belted waist, circular buckle
- Midi-length hem, high front slit
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-000718

Category Name: Midi Dresses

Price: $65.90

Availability: In Stock

Available Color: YELLOW

Available Size: S, M, L
Flirtatious Floral Mesh Ruffle Slit Midi Dress
Florals with a little flirt built in. This stretch mesh midi dress pairs a draped cowl neckline with a ruffle slit that moves effortlessly through parties, dinner dates, and dressed-up plans.

Fit & Features
- Mesh fabric with knit lining, high stretch
- Large floral print
- Sleeveless sweetheart neckline, draped cowl neck overlay, padded bust
- Adjustable spaghetti straps
- High-cut front slit, ruffled hem
- Midi-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 05101-001359

Category Name: Midi Dresses

Price: $46.90

Availability: In Stock

Available Color: RED

Available Size: XS, S, M, L
Product Badge:
- Best Seller
Everyday Short Sleeve Bodycon Midi Dress
Easy, clean, and ready for repeat wear, this style keeps the look simple without feeling basic. The fitted midi dress smooths over your shape with short sleeves and a back slit for effortless movement from day plans to dinner.

Fit & Features
- Smooth stretch rib knit fabric
- Crew neckline
- Short sleeves
- Body-hugging midi fit
- Back center slit detail
- Runs true to size
Style Number/Barcode: 05102-000612

Category Name: Midi Dresses

Price: $38.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L
Slit Appeal Bodycon Midi Dress
This streamlined silhouette is ready for a sleek accessories edit. Style it with strappy heels and metallic accents to highlight the square neckline, close fit, and leg-baring slit. Add a compact clutch when the dress code calls for understated impact.

Fit & Features
- Lined knit fabric with subtle sheen
- Square neckline with adjustable spaghetti straps
- Ruched side seams
- Side slit
- Bodycon midi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-001560

Category Name: Midi Dresses

Price: $46.90

Availability: In Stock

Available Color: PLUM

Available Size: XS, S, M, L
Product Badge:
- Best Seller
Sleek Ruffle Slit Halter Midi Dress
This sleek midi dress makes getting dressed feel instantly more polished. The halter curve-hugging silhouette pairs a plunging neckline with a ruffle-trimmed slit for a fluid, elongated look. Finish it with heels and delicate jewelry for dressy occasions or plans.

Fit & Features
- Sleek knit-lined stretchy fabric
- Halter V-neckline with tie-back straps
- Open-back design
- Ruffle-trimmed front slit
- Curve-hugging fit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-001518

Category Name: Midi Dresses

Price: $44.90

Availability: In Stock

Available Color: DENIM

Available Size: XS, S, M, L
Product Badge:
- Best Seller
Side Swept Ruffle Midi Dress
Your social calendar just found its answer. A fitted midi dress with slim straps, side ruching, and a sweeping ruffle creates a polished look with plenty of impact. Keep it ready for parties, vacation dinners, cocktails, and birthday plans.

Fit & Features
- Lined knit fabric with stretch
- Cowl neckline with adjustable spaghetti straps
- Bodycon silhouette with side ruching
- Cascading side ruffle detail
- High side slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-001587

Category Name: Midi Dresses

Price: $49.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Chic By Design Midi Tube Dress
Clean lines, serious confidence. This bodycon midi tube dress sculpts with high-stretch knit, while the twisted sweetheart neckline and mermaid hem keep dinner dates and dressy plans looking effortlessly chic.

Fit & Features
- Sleek knit fabric, high stretch
- Strapless sweetheart neckline with twisted design
- Ruched detailing
- Bodycon silhouette
- Midi-length mermaid hem
- Runs true to size
Style Number/Barcode: 05101-001434

Category Name: Midi Dresses

Price: $49.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L, XL
Chic Flair Floral Burnout Mesh Midi Dress
Consider your plans officially upgraded. This chic floral mesh burnout midi dress brings the drama with a curve-skimming bodice, draped cowl neckline, and an asymmetric ruffled hem that moves with every step.

Fit & Features
- Mesh fabric with floral velvet burnout pattern, knit lining, high stretch
- Sleeveless cowl neckline
- Adjustable spaghetti straps
- Fitted bodice
- Asymmetric side slit, ruffled trim
- Mid-length flowy silhouette
- Runs true to size
Style Number/Barcode: 05101-001283

Category Name: Midi Dresses

Price: $52.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L, XL
Chic Entrance Satin High Neck Midi Dress
The dress code just got chic. This satin high neck midi dress pairs a draped cowl neckline and open back with a fluid high-low hem that makes every entrance feel perfectly timed.

Fit & Features
- Sleek satin woven fabric
- Sleeveless high cowl neckline, back button closures
- Open back
- High-low midi-length hem
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 05101-001448

Category Name: Midi Dresses

Price: $49.90

Availability: In Stock

Available Color: NAVY

Available Size: XS, S, M, L
Line By Line Striped Bodycon Midi Dress
Simple styling works harder with a standout stripe. The midi dress features a V-neck halter design, ribbed texture, and back slit for an easy, streamlined look. Pair it with a necklace and sandals, and let the pattern carry the outfit.

Fit & Features
- Striped rib knit fabric with high stretch
- Sleeveless halter V-neckline
- Bodycon fit
- Center back slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06005-000439

Category Name: Midi Dresses

Price: $39.90

Availability: In Stock

Available Color: BURGUNDY

Available Size: XS, S, M, L
Side Glance Sleeveless Midi Dress
The styling can stay simple when the dress already has this much going on. Pair the tie-back neckline, side ruching, and slit with sleek heels and minimal jewelry for a clean finish. Add a small shoulder bag and call the outfit done.

Fit & Features
- Smooth lined knit fabric, moderate stretch
- Sleeveless neckline with tie-back detail
- Ruched detailing along the side
- Side slit
- Body-skimming midi-length hem
- Runs true to size
Style Number/Barcode: 05101-001411

Category Name: Midi Dresses

Price: $54.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L, XL
On Your Mind Lace Ruffle Slit Midi Dress
A little lace, a lot of impact. This curve-hugging midi dress pairs a draped cowl neckline with a ruffled slit for date nights, parties, and plans worth dressing up for.

Fit & Features
- Lace fabric with knit lining, high stretch
- Sleeveless sweetheart neckline, cowl draped overlay
- Adjustable spaghetti straps
- High-cut side slit, ruffled trim
- Midi-length form-hugging silhouette
- Runs true to size
Style Number/Barcode: 05101-001342

Category Name: Midi Dresses

Price: $52.90

Availability: In Stock

Available Color: SAGE

Available Size: XS, S, M, L, XL
Stolen Glance Lace Halter Midi Dress
This one knows how to hold a stare. The lace halter midi dress shapes the body with ruching under the bust, a partially open back, and a high-cut side slit that keeps the silhouette sleek and a little daring.

Fit & Features
- Lace fabric with knit lining, moderate stretch
- Sleeveless V-neckline, ruching under the bust
- Halter strap, partially open back
- High-cut side slit
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-001402

Category Name: Midi Dresses

Price: $46.90

Availability: In Stock

Available Color: HUNTER

Available Size: XS, S, M, L, XL
Sleek Silhouette Bodycon Midi Dress
This one keeps it sleek and a little daring. The bodycon midi dress skims the figure with a draped V-neckline, barely-there straps, and a high-cut side slit that makes every step count.

Fit & Features
- Sleek knit fabric, high stretch
- Sleeveless draped V-neckline
- Adjustable spaghetti straps
- High-cut side slit
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-001499

Category Name: Midi Dresses

Price: $49.90

Availability: In Stock

Available Color: BURGUNDY, NAVY

Available Size: XS, S, M, L, XL
Curve Outline Cutout Bodycon Midi Dress
The contrast trim knows exactly where to draw the eye. This rib knit midi dress frames the halter neckline and waist cutout with bold piping, while the bodycon shape keeps the look streamlined.

Fit & Features
- Rib knit fabrication, moderate stretch
- Halter straps with square neckline
- Front waist cutout
- Contrast piping detail
- Open back with bodycon fit, midi hem
- Runs true to size
Style Number/Barcode: 06005-000428

Category Name: Midi Dresses

Price: $42.90

Availability: In Stock

Available Color: BROWN

Available Size: XS, S, M, L

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