Casual Chiffon Dresses
Get ready to elevate your everyday style with our collection of casual chiffon dresses! Perfect for brunch dates, weekend adventures, or just a stroll through the city, these dresses are all about effortless elegance and breezy vibes. Whether you’re twirling under the sun or dancing under the stars, our chiffon beauties will keep you looking fab and feeling free. With a palette that suits every mood and a fit that flatters every figure, these dresses are your go-to for turning any day into a fashion statement. So slip into something fabulous and let your confidence shine!
$42.90
A black ponte mini dress with sheer chiffon sleeves and a playful square neckline.
$9.97 $44.90 78% off
A black chiffon mini dress with puff sleeves, square neckline, and elegant bow-back design.
$59.90
A natural floral skater dress with a strapless lace-trimmed sweetheart neckline and charming bow accent.
$19.97 $34.90 43% off
A charcoal skater dress with a ribbed knit top, V-shaped drop waist, and tiered chiffon ruffles.
$46.90
A chic black chiffon skater dress featuring a lace halter neckline and mesh corset bodice.
$46.90
A charming floral babydoll mini dress in natural with a flowy ruffled silhouette and smocked bust.
$52.90
A strapless ivory chiffon skater dress with a ruffled silhouette and stretchy smocked bodice.
$59.90
An effortlessly pretty chiffon midi dress with a floral print, ruffled tiers, and smocked details.
$49.90
A light blue chiffon midi dress with puff sleeves, floral print, and a chic high front slit.
$44.90
A floral chiffon skater dress in ivory with a strapless smocked bodice and ruffled silhouette.
$49.90
A flirty black chiffon skater dress featuring a lace V-neckline and ruffled mini-length skirt.
$21.97 $48.90 55% off
An off-white chiffon skater dress featuring a sheer corset bodice and cold-shoulder design.
$54.90
A sage chiffon skater dress with puff sleeves, sweetheart neckline, and flirty tie-back design.
$64.90
A white woven skater dress with a lace-up back and asymmetric drop-waist for a sweet summer look.
$39.90
A brown knit midi dress with ruched detailing and an off-the-shoulder neckline for casual elegance.
$69.90
A charming ivory floral skater dress featuring a lace-up corset bodice and sheer lace trims.
$9.97 $44.90 78% off
A chic black crepe midi dress with sheer chiffon sleeves and an elegant tie-back design.
$19.97 $44.90 56% off
A strapless black skater dress with lace corset bodice and chiffon ruffled silhouette for elegance.
$26.97 $59.90 55% off
A chic black maxi dress with a flowy silhouette, V-neck, and trendy color block panels.
$36.90
An ivory halter mini dress with a sultry open back and tie, crafted from stretchy knit fabric.
$28 $39.90 30% off
A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.
$24.97 $54.90 55% off
A floral ivory skater dress with a halter V-neckline and voluminous silhouette for sunny days.
$19.97 $42.90 53% off
A charming ivory skater dress with a dainty floral print and faux button accents.
$42.90
A chic white halter A-line mini dress with a woven fabric and stretchy knit lining.
$20.97 $46.90 55% off
A chic brown chiffon mini dress with an asymmetric one-shoulder neckline and pleated ruffled hem.
$24.97 $54.90 55% off
A charming ivory skater dress featuring a ditsy floral print and tiered ruffled silhouette.
$52.90
An elegant black chiffon floral midi dress with a sweetheart neckline and adjustable straps.
Now Trending
Have a twirl-worthy moment in this gorgeous and glam satin skater dress. It features a sleeveless square neckline, adjustable spaghetti straps that lead to a cross-back and lace-up back design, a fitted bodice with a high waist, and a flirty skater silhouette. Style this dress with rhinestone earrings and new heels. Fit & FeaturesSleeveless, square neck, adjustable spaghetti straps, Built-in padded bust, Lace-up back design, Fitted bodice, high waist seam, Skater pleated silhouette, Satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor A Moment In Satin Skater Dress in Blue | Size: L | Rhinestone/Satin Fabric
Lustrous silk for your fancy needs. Show up to the celebration in this satin skater dress designed to fit and flatter every figure in a sleeveless cowl neckline, spaghetti straps, and a form-fitting bodice that leads to a short-length hem. Complete the look in fab block heels. Fit & FeaturesSleeveless cowl neckline, spaghetti straps, Form-fitting bodice, Skater style skirt, Short-length hem, Silky smooth satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Silky Chic Satin Skater Dress in Blue | Size: M | Satin Fabric
A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels. Fit & FeaturesRibbed knit fabric with plenty of stretch, Off-the-shoulder neckline, fold-over accent, Long fitted sleeves, Short-length hem, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Ribbed Knit Skater Dress in Pink | Size: XS | Knit Fabric
Flirt up the room at your next dressy affair in this adorable skater dress designed with a floral jacquard satin fabric for a chic look. It features a sleeveless sweetheart neckline with ruching at the bust and a tie-front detail, a corset bodice with vertical seam detailing, a lace-up back design to create that snatched fit, a V-shaped drop waist, and a short skater skirt with an iconic fit-and-flare silhouette. Fit & FeaturesFloral jacquard satin fabric with lace-trim lining, Sweetheart neckline, ruched underwire bust, tie-front detail, Thin adjustable shoulder straps, lace-up back, Corset bodice with vertical seam detailing, flexible boning, V-shaped drop waist, Short skater skirt, fit-and-flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirt It Up Floral Jacquard Satin Corset Skater Dress in Ivory | Size: S | Satin Fabric
This skater dress was made for sunset happy hours this season! It features a sleeveless V-neckline, halter tie-back straps, an open back, a stretchy smocked high waist, a short skater skirt with a tiered ruffled design, and a fit and flare silhouette. The lightweight twill fabric includes a woven lining. Style this short dress with espadrille sandals and a mini handbag. Fit & FeaturesSleeveless V-neckline, Halter tie-back straps, open back, Stretchy smocked high waist, Short skater skirt, tiered ruffled design, Fit and flare silhouette, Twill fabric, woven lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunset Happy Hour Ruffled Skater Dress in Yellow | Size: M
Windsor Bling Fling Satin Rhinestone Skater Dress in Royal Blue
$20.97 $45.90
54% off
Show off a hint of bling in this satin skater dress for your next dressy soiree! Adorned with detachable rhinestone-embellished straps for a stunning sparkle, this dress will be the night's hit. The smooth satin-knit fabric offers plenty of stretch for comfortable wear. The short dress features a sleeveless square neckline, ruched side seams at the bodice, and a flattering fit-and-flare skater silhouette. Complete your look with rhinestone bow heels. Fit & FeaturesStretchy smooth satin-knit fabric, knit lining at the bust, Sleeveless square neckline, Detachable rhinestone-embellished thin straps, Side ruched seams at the bodice, High waist seam, Fit-and-flare skater silhouette, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bling Fling Satin Rhinestone Skater Dress in Royal Blue | Size: L | Knit Fabric/Rhinestone/Satin Fabric
Create a sweet summer look that is oh-so-darling with this drop-waist skater dress. Designed with a lightweight woven fabric, the bodice is accented with a dainty lace trim for a pretty vibe. The short dress features a sleeveless sweetheart neckline, a ruched bust with a small tie-front adjustable detail, and thin tank straps leading to an alluring lace-up back for a customized fit. The asymmetric drop-waist is detailed with pleated side panels, flowing down to a tiered A-line silhouette for a flirtatious look. Style with hoop earrings and a charm necklace. Fit & FeaturesWoven fabric with lace trim woven lining, Sweetheart neckline, ruched bust, adjustable tie-front, Tank straps, lace-up back design, Back zipper and hook-eye closure, Asymmetric drop-waist, pleated side panels, Tiered A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Darling Woven Drop-Waist Skater Dress in White | Size: XS | Woven Fabric
Be your own adorable muse in this sleeveless skater dress boasting a V-neckline and a ruffled skater silhouette. Complete the look with heels. Fit & FeaturesSheer lace fabric with knit lining, plenty of stretch, V-neckline with twist-front bust design, Adjustable spaghetti straps, V-shaped drop waist, Mini-length tiered ruffled skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Adorable Muse Ruffled Lace Skater Dress in White | Size: L | Lace Fabric/Knit Fabric/Sheer Lace 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: S | Knit Fabric
Spring forward in the cutest skater dress showcasing a head-turning strappy tie-back and a flattering ruffled mini-length hem that'll swoon everyone! Fit & FeaturesWoven fabric with woven lining, Square neckline with bust tie, Spaghetti straps, Strappy tie-back design, Skater silhouette, Ruffled mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spring Forward Strappy Back Skater Dress in Yellow | Size: L | Woven Fabric
Casual Chiffon Dresses
Nothing says “effortless” quite like slipping into a chiffon casual dress and instantly feeling like the main character in your own feel-good montage. Chiffon is the ultimate ride-or-die fabric for those days when you want to look put together without actually putting in the work. Think: brunches that turn into shopping sprees, spontaneous road trips, rooftop hangs, or even just running errands with an extra dose of confidence. The airy, lightweight feel of chiffon makes it your go-to for staying cute and comfortable, no matter how high the temps climb or how many adventures you have lined up. Whether you’re obsessed with the dreamy sway of a midi chiffon dress casual enough for daily wear or you love a flirty mini that lets you show off those sun-kissed legs, chiffon casual dresses are all about that sweet spot between laid-back and luxe. They’re the ultimate BFF for your closet—always down for whatever, never too much, and guaranteed to make you feel like you’ve got your life together (even if you totally don’t).
Shopping for a chiffon casual dress is all about finding your vibe and letting your personality shine. If you’re the girl who’s always on the move, look for styles with adjustable straps, flowy skirts, or playful details like side slits and ruffles—because you deserve a dress that can keep up with your energy. For those moments when you want to dial up the romance (or just snap an Insta-worthy pic), a midi chiffon dress casual enough for daytime but chic enough for dinner is your secret weapon. Chiffon’s breezy texture is perfect for layering, too, so you can throw on a denim jacket or a cropped cardigan and make it work for whatever the day throws your way. And hey, if you’re on the hunt for a gift that’ll make your bestie’s jaw drop, chiffon casual dresses are basically the answer to “what do I get the girl who has everything?”—they’re universally flattering, easy to style, and always on-trend. Whether you’re gifting for birthdays, graduations, or just because, a cute chiffon dress is the kind of present that says, “I get you, and I want you to feel amazing.”
Don’t forget, the magic of chiffon is all about the details. Look for soft linings that keep things comfy, smocked waists that give you that snatched look without sacrificing comfort, and prints or colors that make you want to twirl. Chiffon casual dresses are made for living your best life—think dancing barefoot on the grass, grabbing iced lattes with your squad, or catching golden hour with your favorite playlist on repeat. If you’re ready to level up your wardrobe with even more dreamy, floaty options, don’t miss our full collection of Chiffon Summer Dresses for every mood and moment. Go ahead, let your dress do the flirting—because you were born to stand out, and chiffon was made to make you shine.