Comfortable Summer Dresses
Sunny days and balmy nights call for the ultimate wardrobe hero: comfortable summer dresses. These breezy beauties are your ticket to effortless style, keeping you cool while turning up the heat on your fashion game. Whether you're hitting the beach, brunching with your besties, or dancing under the stars, these dresses are ready to make every moment as unforgettable as you are. Slip into one of these stunners and let your inner sunshine shine through—because comfort never looked so chic!
$49.90 - $52.90
A white linen skater dress with a corset lace-up back and sweetheart neckline for a bold look.
$36.90
An elegant sage off-the-shoulder midi dress in stretchy knit fabric with a flattering bodycon fit.
$38.90
A black sleeveless ribbed knit midi dress with a V-neckline and chic high front slit.
$64.90
A white woven skater dress featuring a lace-up back, ruched bust, and tiered A-line silhouette.
$19.97 $29.90 33% off
A strapless black floral maxi dress with a front slit and comfortable stretchy knit fabric.
$32.90
A lime yellow mini dress with a flirty bust tie and A-line silhouette in smooth knit fabric.
$38.90
A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.
$48.90
A breezy white eyelet knit mini skater dress with a flirty tie-back and ruffled hem.
$35.90
A natural-colored sleeveless wrap mini dress in stretchy knit fabric with a form-hugging fit.
$22.97 $49.90 54% off
An airy pink mesh maxi dress with a bold floral print and adjustable spaghetti straps.
$20.97 $46.90 55% off
A strapless white skater dress with a ruched bodice and playful pleated hem.
$36.90
A ribbed knit mini dress in yellow with a scoop neckline and flattering skater silhouette.
$49.90
A chic yellow skater dress featuring a lace-up corset bodice and adjustable tank straps.
$59.90
A white woven maxi dress featuring a floral print, open tie back, and ruffled silhouette.
$46.90
A pink floral midi dress featuring a corset bodice, lace-up back, and flirty front slit.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$19.97 $32.90 39% off
A strapless white eyelet lace mini dress perfect for bridal showers or brunch.
$22.97 $49.90 54% off
A sage woven maxi dress featuring a flirty bust tie and flowy ruffled silhouette.
$19.97 $32.90 39% off
A brown knit halter skater dress with ruched waist and a flirty double-layered skirt.
$49.90
An ivory off-the-shoulder pleated maxi dress with a flowy silhouette and drop waist seam.
$28 $39.90 30% off
A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.
$52.90
A white lace skater dress featuring a scoop neckline, ruffle trim, and adjustable spaghetti straps.
$46.90
A charming floral babydoll mini dress in natural with a flowy ruffled silhouette and smocked bust.
$39.90
A strapless tropical palm print maxi dress with a high side slit and form-hugging silhouette.
$24.97 $54.90 55% off
A floral ivory skater dress featuring a halter V-neckline and voluminous silhouette in poplin fabric.
$22.97 $49.90 54% off
A red gingham mini dress with lace trim and adjustable straps for a flattering summer look.
$44.90
A taupe paisley skater dress with a halter V-neck and flowy mini-length hem.
$19.97 $59.90 67% off
A dreamy white floral skater dress featuring a corset bodice and romantic lace-up back.
$19.97 $35.90 44% off
A strapless taupe midi dress with a tropical print and flared hem, perfect for vacations.
$42.90
A navy blue paisley skater dress with a halter V-neckline and playful tie-back design.
$44.90
A strapless pink mini dress with a smocked bodice and whimsical floral print.
$19.97 $42.90 53% off
A charming ivory midi dress with a ditsy floral print and lace-trimmed sweetheart neckline.
$44.90
A yellow skater dress featuring eyelet lace embroidery and a stretchy smocked bodice.
$59.90
An effortlessly pretty chiffon midi dress with a floral print, ruffled tiers, and smocked details.
$30 $42.90 30% off
A natural woven fabric midi dress featuring a halter neckline, open back, and beaded tie waist.
$19.97 $44.90 56% off
A pink floral maxi dress with a form-hugging bodice and flowy hem, perfect for special occasions.
$19.97 $44.90 56% off
A light blue skater dress with tie shoulder straps, lace-up back, and flattering drop waist seam.
$49.90
A light blue chiffon midi dress with floral print, puff sleeves, and a chic high front slit.
$21.97 $48.90 55% off
An off-white chiffon skater dress featuring a sheer corset bodice and cold-shoulder design.
$59.90
A strapless ivory mini dress featuring a ditsy floral print and a form-hugging bodycon silhouette.
$26.97 $59.90 55% off
A white woven skater mini dress featuring a tie-back cutout and ruffled silhouette for sweet outings.
$56.90
An ivory floral skater mini dress with a sweetheart neckline and adjustable spaghetti straps.
$52.90
A pink skater dress with puff sleeves, lace trim, and a playful bubble hem.
$49.90
A strapless ivory floral skater dress with a flirty ruffled hem in woven fabric.
$49.90
An ivory floral skater dress with a corset bodice and flared hem, perfect for sunny occasions.
$34.90
A strapless white floral mini dress with an A-line silhouette and eyelet fabric.
$52.90
A strapless ivory chiffon skater dress featuring a ruffled silhouette and stretchy smocked bodice.
$32.90
An ivory off-the-shoulder mini dress in striped ribbed knit offers cozy flair and stretch.
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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
Comfortable Summer Dresses
When it comes to nailing that effortless, breezy vibe, nothing beats slipping into a collection of comfy summer dresses that feel like your own personal vacation. Whether you’re heading out for a sun-drenched brunch with your besties, chilling at a backyard BBQ, or just running errands with a cold brew in hand, a comfortable dress is your secret weapon for looking cute without breaking a sweat—literally or figuratively. The beauty of comfortable summer dresses is all in the details: think lightweight fabrics that let your skin breathe, flowy silhouettes that move with you (and maybe even catch a little breeze on a hot day), and playful touches like smocked bodices or adjustable straps that make every fit feel like it was made just for you. These aren’t just dresses—they’re the ultimate mood boosters, ready to carry you from sunrise coffee runs to golden hour hangs, all while keeping you cool, comfy, and totally unstoppable.
Shopping for comfy dresses is basically a love letter to your future self. Imagine opening your closet and seeing a lineup of comfortable dresses that work for every plan on your calendar—picnic dates, spontaneous road trips, rooftop parties, or even just a lazy afternoon spent reading in the park. These dresses are the MVPs of gifting, too. Got a friend who’s always on the go or a sister who deserves a little extra pampering? A comfy summer dress is like sending a hug in clothing form—thoughtful, versatile, and guaranteed to spark major joy. And don’t even get us started on travel days: whether you’re catching flights or road tripping with your ride-or-die crew, a comfortable summer dress is a total game-changer, keeping you looking on point for those inevitable photo ops while feeling like you’re still in your favorite loungewear. Styling is a breeze, too—just add a denim jacket, some chunky sandals, and your go-to sunnies, and you’re basically ready for anything the day throws your way.
If you’re ready to level up your warm-weather wardrobe, it’s time to treat yourself to a few new favorites from our curated selection of comfy summer dresses. Trust us, there’s nothing like the confidence boost that comes from knowing you look fab and feel amazing at the same time. Whether you’re drawn to bold prints, dreamy pastels, or classic neutrals, there’s a comfortable dress out there with your name on it, waiting to become your new go-to for all things fun and spontaneous. For even more inspo and to find your next obsession, check out our full collection of Women's Summer Dresses—because life’s too short for anything less than comfort AND style, babe.