Black Flowy Summer Dresses
Black flowy summer dresses are your ticket to instant main character energy—think effortless moves, endless compliments, and a vibe that’s always on point. Whether you’re headed for a rooftop rendezvous or just living your best life in the sunshine, these dresses have your back with every twirl and turn. Your next iconic moment? It starts right here, with black flowy summer dresses made for the boldest babes in the group chat.
$22.97 $49.90 54% off
A black linen skater dress featuring a corset lace-up back and sweetheart neckline with bust tie.
$49.90
A black sleeveless skater dress featuring a ruffled lace silhouette and adjustable spaghetti straps.
$20.97 $46.90 55% off
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$32.90
A chic black strapless mini dress with pleated bust and flirty A-line silhouette.
$34.90
A black rib-knit maxi dress featuring a crew neck and form-hugging, stretchy silhouette for versatile styling.
$44.90
A black floral maxi dress featuring sheer mesh, a lace-up strappy back, and a form-hugging silhouette.
$9.97 $49.90 80% off
A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden side pockets.
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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
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: S | Woven Fabric
Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black
$20.97 $46.90
55% off
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: S | Woven Fabric
Capture hearts with your sweet look in this airy eyelet knit skater dress. You'll adore the flowy feel of the fit-and-flare silhouette. Fit & FeaturesEyelet knit fabric with knit lining, Sleeveless square neckline, underbust seam, Adjustable spaghetti straps, Skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Look Eyelet Knit Skater Dress in White | Size: M | Knit Fabric
Create a cute picturesque 'fit in this corset A-line midi dress! The corset bodice and lace-up back add a touch of allure to the sweet silhouette. Fit & FeaturesWoven fabric lined with stretchy knit, Sweetheart neckline, tie-front detail, Thin adjustable straps, Corset bodice, lace-up back, High waist seam, Midi-length A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Picturesque Cutie Corset Lace-Up A-Line Midi Dress in Light Blue | Size: L | Woven Fabric
Show off your smooth moves in this strapless bodycon midi dress perfect for dressing up or down for any occasion! Fit & FeaturesRib knit fabric, sewn-in knit lining, moderate stretch, Strapless neckline, Side slit, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Smooth Talker Strapless Bodycon Midi Dress in Light Blue | Size: L | Knit Fabric
This sleeveless ribbed knit midi dress features a striking V-neckline and bodycon fit with a front slit detail for movement. Perfect for layering with a jacket and heels. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, Front slit, Midi-length bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Toasty Sweetheart V-Neck Bodycon Knit Midi Dress in Chartreuse | Size: L | Knit Fabric
The perfect chic sleeveless midi dress for grabbing dinner downtown! Crafted from smooth knit fabric, this crew neck dress boasts curve-accentuating ruched seams along the bodycon silhouette and a sleek midi-length hem. Pair with kitten heels and a clutch. Fit & FeaturesSmooth knit fabric, stretchy knit lining, Sleeveless crew neck, Side ruched seams, Bodycon silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dinner Downtown Sleeveless Ruched Midi Dress in Brown | Size: S | Knit Fabric
Show off pretty vibes in this adorable layered skater dress made with breezy eyelet knit fabric. Pair with sneakers for a cute casual look or wedges for a dressier style. Fit & FeaturesStretchy sheer eyelet knit fabric, partial knit lining, Square neckline, Spaghetti straps, Double-layered skater skirt, Short fit-and-flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Vibes Eyelet Knit Layered Skater Dress in White-2 | Size: L | Knit Fabric
Windsor Petit Blooms Floral Eyelet Midi Dress in Ivory
$9.97 $30.90
68% off
Dainty floral makes this eyelet midi dress the cutest spring-to-summer style! Fit & FeaturesDainty floral print, eyelet fabric, sewn-in knit lining, Strapless neckline, Bodycon fit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Petit Blooms Floral Eyelet Midi Dress in Ivory | Size: XS | Knit Fabric
Black Flowy Summer Dresses
If you’re on the hunt for that one piece that’ll have you feeling like the main character every time you step out, the black flowy summer dress is your ride-or-die. There’s just something about the way a black dress moves with you, catching the breeze and turning sidewalks into runways—total confidence booster, trust. Whether you’re headed to a rooftop brunch, hitting up a last-minute road trip, or just want to look cute for coffee runs, a black dress flowy enough to twirl in is always the move. It’s the ultimate wardrobe chameleon: dress it down with chunky sneakers and a denim jacket for a chill day vibe, or go next-level glam with strappy heels and layered gold jewelry for a night out. And if you’re the friend who’s always late because you “have nothing to wear,” this is your new secret weapon—just slip it on, add your favorite lip gloss, and you’re out the door looking completely put together.
Gifting a flowy summer dress? Major bestie points. There’s no better way to say “I love you and your main character energy” than with a piece that fits every mood and moment. Black is universally flattering and timeless, so it works for literally every style—edgy, boho, classic, you name it. Think about your sister who just graduated, your BFF who’s obsessed with beach days, or your cousin who’s always RSVP-ing to garden parties. Flowy summer dresses make the perfect gift for birthdays, celebrations, or just because you want to see her light up when she opens it. And let’s be real—if you end up keeping it for yourself, we totally get it. When you’re choosing your new favorite, pay attention to details like adjustable straps, smocked waists, or a subtle slit. These little extras aren’t just cute—they make sure your dress fits like a dream and moves with you, from spontaneous dance breaks to sunset picnics.
When it comes to building a wardrobe that works as hard as you do, versatility is everything. That’s why the black flowy summer dress is a forever staple. It’s the piece you reach for when you want to feel effortlessly chic but still comfy enough to go from lounging to living your best life. If you love the drama of a longer hemline, check out our Flowy Summer Midi Dresses for even more options that bring the same carefree energy. No matter your plans, you’ll always be ready to make an entrance—and maybe a little trouble, too.