Flowy Midi Dresses

Flowy midi dresses are your ticket to effortless elegance and all-day comfort. Whether you're strutting into brunch, owning the office, or dancing the night away, these dresses make sure you do it with flair. With their graceful silhouettes and breezy vibes, they're perfect for channeling your inner goddess while keeping things chic and laid-back. So go ahead, twirl into your next adventure with these must-have staples that promise to keep you looking fabulous from AM to PM.

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Best Seller

$44.90

4.235294 star rating

An enchanting sage floral lace midi dress with ruffled trim, adjustable straps, and a flirty slit.

Sale

$9.97 $49.90 80% off

4.166667 star rating

A red satin midi dress with a cowl neckline and side ruching for an elegant silhouette.

Best Seller

$64.90

4.333334 star rating

A natural cotton midi dress featuring a watercolor floral print, corset bodice, and voluminous A-line silhouette.

$49.90

4.8 star rating

An A-line midi dress in natural woven fabric featuring a smocked bodice, pleats, and hidden pockets.

$39.90

3.75 star rating

A curve-flaunting black floral mesh maxi dress with a lace-up strappy back and flared hem.

Sale

$19.97 $39.90 50% off

4.5 star rating

A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.

$46.90

A black floral midi dress with a sweetheart halter neckline and flowy A-line silhouette.

$69.90

A strapless natural gauze midi dress featuring a smocked bodice and cascading ruffled silhouette.

New Arrival

$46.90

A romantic natural floral mesh midi dress featuring a halter V-neck, open back, and ruffled trim.

$59.90

A taupe floral chiffon midi dress featuring a halter neckline with a stone insert and flowy silhouette.

Best Seller

$42.90

4.669065 star rating

A sleek sage midi dress with a cowl neckline, spaghetti straps, and a chic high front slit.

$59.90

4.560748 star rating

A navy blue satin wrap midi dress with a cowl neckline and adjustable spaghetti straps.

Best Seller

$36.90

4.621212 star rating

An elegant natural off-the-shoulder midi dress with a stretchy knit fabric and flared hem.

$59.90

4.490566 star rating

A green satin midi dress with a pleated cowl neckline, midriff cutout, and high side slit.

$54.90

4.46875 star rating

A wine-colored satin midi dress with a corset seam bodice and pleated faux wrap hem.

$42.90

5 star rating

A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.

$49.90

4.6 star rating

A black sheer midi dress with off-the-shoulder neckline, plunging v-neck, and high-side slit.

$36.90

3.75 star rating

A mauve knit midi dress with a sleeveless square neckline and pleated mermaid silhouette.

$46.90

5 star rating

A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.

Sale

$23.97 $52.90 55% off

5 star rating

An elegant black chiffon floral midi dress with a sweetheart neckline and adjustable straps.

$59.90

4 star rating

An effortlessly pretty chiffon midi dress with a floral print, ruffled tiers, and smocked details.

$44.90

3.333333 star rating

A black mesh midi dress with a floral flocked velvet pattern and a high side slit.

$44.90

5 star rating

A grey ribbed knit midi dress with a sweetheart neckline and twist accent, perfect for casual outings.

$28.90

5 star rating

A black gauze midi dress featuring a sleeveless V-neck, adjustable straps, low back, and side pockets.

$59.90

4 star rating

A green satin wrap midi dress with a sleeveless cowl neckline and high-side slit.

$59.90

5 star rating

A white floral eyelet midi dress featuring a ruffled A-line silhouette and whimsical tie-back detail.

$36.90

5 star rating

A green sleeveless midi dress in stretchy knit fabric with a square neckline and flared hem.

Sale

$22.97 $49.90 54% off

5 star rating

A light blue chiffon midi dress with puff sleeves, floral print, and a chic high front slit.

$42.90

5 star rating

A light blue woven midi dress featuring dainty floral print, adjustable straps, smocked back, and front slit.

$44.90

An elegant burgundy velvet midi dress with a lace-trimmed sweetheart neckline and corset bodice.

$59.90

An ivory cotton floral midi dress featuring puff sleeves, a V-neckline, and a flattering A-line silhouette.

$52.90

A white floral A-line midi dress featuring puff short sleeves, a square neckline, and a flirty front slit.

Sale

$30 $42.90 30% off

A natural woven fabric midi dress featuring a halter neckline, open back, and beaded tie waist.

Best Seller

$44.90

A navy blue floral knit midi dress featuring a pleated waist, square neckline, and front wrap slit.

$38.90

A sleek olive knit midi dress with off-the-shoulder sleeves and a high center slit.

Best Seller

$38.90

A pink floral mesh midi dress featuring a strapless neckline and curve-hugging fit for elegant occasions.

New Arrival

$39.90

A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and flowy sheer hem.

Sale

$20.97 $46.90 55% off

An ivory woven A-line midi dress featuring lace-up details, smocked bust, and hidden side pockets.

$34.90

A plum floral knit midi dress featuring a strapless neckline and stylish front slit.

$49.90

A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden pockets.

$35.90

A strapless white floral midi dress with a form-hugging fit and chic flared hem.

New Arrival

$46.90

A white stretch lace midi dress featuring a low back, sheer hem, and flirty side slit.

New Arrival

$44.90

A natural striped knit midi dress featuring a halter neckline, cutout bodice, and lace-up open back.

$52.90

An ivory woven A-line midi dress featuring a sweetheart neckline, underbust cutout, and adjustable straps.

$52.90

A beige cotton midi dress featuring a smocked geometric bodice and flowy pleated A-line silhouette.

New Arrival

$54.90

A rust-colored strapless midi dress featuring a sweetheart neckline, flattering ruching, and a high side slit.

Best Seller

$44.90

4.571429 star rating

A sophisticated white midi dress featuring sheer chiffon sleeves and a chic bodycon silhouette.

Best Seller

$44.90

3 star rating

A breezy white chiffon skater dress with cold-shoulder details, ruched bodice, and smocked back.

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Windsor Sleek And Smooth High Slit Midi Dress in Navy Blue
(139) 4.6690645 star rating

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 & FeaturesSleek knit fabric, stretchy knit lining, Cowl neckline, Spaghetti straps, High waist seam, Form-hugging silhouette, High front slit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek And Smooth High Slit Midi Dress in Navy Blue | Size: M | Knit Fabric

Windsor Margaret Formal Satin Wrap Midi Dress in Black
(107) 4.5607476 star rating

Wrap yourself in a glam formal dress that captivates from the moment you enter the room! Margaret features a sleeveless cowl neckline, adjustable spaghetti straps, corset seams with flexible boning, and a ruched wrap midi silhouette. The dress is composed of a satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels and rhinestone earrings. Fit & FeaturesSleeveless cowl neckline, adjustable spaghetti straps, Built-in padded bust, Corset seams, flexible boning, Ruching, wrap midi skirt, Buttery soft silk fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Margaret Formal Satin Wrap Midi Dress in Black | Size: S | Rhinestone/Satin Fabric

Seona Formal Satin Midi Dress in Green
(53) 4.4905663 star rating

Radiate elegance in a formal dress that showcases your timeless style! Seona features a pleated cowl neckline, spaghetti straps, a cutout at the midriff, and a midi-length silhouette accented with a high side slit. The dress is composed of a silky-satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a clutch. Fit & FeaturesSleeveless cowl neckline, pleating, Spaghetti straps, Cutout at the midriff, Midi-length silhouette, high side slit, Satin fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Seona Formal Satin Midi Dress in Green | Size: S | Rhinestone

Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black
(44) 4.568182 star rating

Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, High front slit, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black | Size: M | Knit Fabric

Marjorie Formal Chiffon Sleeve Midi Dress in White
(42) 4.571429 star rating

Sophistication meets sultry on the Marjorie formal dress perfect for cocktail parties and dressy family get-togethers. She features sheer chiffon peasant long sleeves, a square neckline, a bodycon silhouette, and a front ruched seam leading to the skin-flaunting slit along her midi-length hem. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with a chic clutch and heels to complete the look! Fit & FeaturesSheer chiffon peasant long sleeves, square neckline, Front ruched seam, slit detail, Bodycon silhouette, Midi-length hem, Lined crepe fabric, moderate stretch, Bra-friendly design, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Marjorie Formal Chiffon Sleeve Midi Dress in White | Size: XL | Chiffon/Crepe Fabric

Samantha Formal Satin Midi Dress in Green
(32) 4.46875 star rating

Shine like a vision in the silky satin Samantha formal dress in a striking bodycon silhouette with a corset bodice that enhances your natural curves! Fit & FeaturesLined satin knit fabric, moderate stretch, Sleeveless square neckline, tank-style straps, Corset seam bodice, pleated side seam, Form-hugging silhouette, Faux wrap midi-length hem, Runs true to size, Where to Wear:Weddings, bridesmaids, cocktail parties, date nights, engagement parties, rehearsal dinner, graduations Free Shipping on All Orders Over $75. | Windsor Samantha Formal Satin Midi Dress in Green | Size: XS | Knit Fabric/Satin Fabric

Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown
(22) 4.909091 star rating

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 & FeaturesDitsy 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, Free Shipping on All Orders Over $75. | Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown | Size: XS | Woven Fabric

Enchanted Moment Floral Ruffled Lace Midi Dress in Sage
(17) 4.2352943 star rating

Look enchanting in this floral ruffled lace midi dress showcasing a bodycon silhouette and flirty slit for movement. Pair with heels. Fit & FeaturesSheer floral lace fabric with knit lining, moderate stretch, Square neckline, Adjustable spaghetti straps, Ruched front, Asymmetric midi-length hem with ruffled trim, front slit, Bodycon silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Enchanted Moment Floral Ruffled Lace Midi Dress in Sage | Size: XL | Lace Fabric/Knit Fabric

Windsor Set For Spring Halter Corset Floral Midi Dress in Natural
(13) 4.076923 star rating

Set the tone for spring dressing in this halter floral midi dress. The voluminous fit and flare silhouette embodies vintage charm with pretty modern details like a corset bodice and lace-up back design. Fit & FeaturesDelicate floral print, Poplin woven fabric, tulle and woven linings, Halter V-neckline with tie straps, wired underbust, Side zipper and hook-eye closure, Corset bodice, flexible boning, lace-up back, Fit and flare silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Set For Spring Halter Corset Floral Midi Dress in Natural | Size: XS | Woven Fabric

Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black
(13) 4.923077 star rating

Thrive with sweet energy in this floral midi dress perfect for brunches or dates! With a corset bodice that snatches your waist and a flirty front slit, this a-line dress will captive everyone. Pair with a necklace. Fit & FeaturesDitsy floral print, woven fabric, Wide shoulder straps, sweetheart neckline, Corset bodice, Side pockets, A-line silhouette, front slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black | Size: L | Woven Fabric

Flowy Midi Dresses

Let’s be real—there’s just something about a flowy midi dress that makes you feel like the main character in every room you walk into. Whether you’re gliding through brunch with the girls, catching golden hour at rooftop parties, or twirling your way across the dance floor, a midi flowy dress is the ultimate power move for any vibe you’re chasing. The magic is all in the movement: soft fabrics that sweep and swirl with every step, dreamy silhouettes that flatter every curve, and playful details that make even the simplest moments feel cinematic. Picture yourself in a flowy floral midi dress, the print popping against your sun-kissed skin, hair bouncing as you laugh with your crew—yeah, that’s the energy we’re channeling here. And it’s not just about looking good (though, let’s be honest, you’ll be breaking necks left and right), it’s about feeling unstoppable. That’s why these dresses are a closet essential for every Windsor girl who’s always on the go and never wants to sacrifice comfort for style.

Gifting a flowy midi dress? Iconic move. Whether you’re surprising your bestie for her birthday, treating your sister to a little “just because” moment, or picking out something special for your favorite cousin’s graduation, a flowy dress midi is a guaranteed hit. They’re the kind of present that says, “I see your style, and I’m here to help you level up.” And for those days when you need to go from daytime cute to nighttime glam without missing a beat, nothing transitions smoother than a flowy long sleeve midi dress. Toss on some chunky hoops, swap sneakers for strappy heels, and you’re set. These dresses are made for every mood and every moment—picnics in the park, date nights that turn into spontaneous adventures, or just running errands with a little extra flair. The versatility is unmatched, and the compliments? They’ll be rolling in faster than your group chat can keep up.

When you’re ready to unlock your main character era, our lineup of midi flowy dresses is here to make it happen. From bold prints to breezy fabrics, there’s a style for every story you want to tell. If you’re craving even more inspo or want to see the latest flirty silhouettes, check out our curated collection of Flowy Dresses—because life’s too short for boring outfits, and you deserve to float through every day with confidence and style.

Top Picks For Flowy Midi Dresses