Daytime Casual Dresses
Ready to slay the day in effortless style? Our collection of daytime casual dresses is here to keep your vibe fresh and fabulous from brunch dates to impromptu shopping sprees. These dresses are all about that easy-breezy flair, perfect for strolling through the city or lounging at your favorite café. With a mix of playful prints and chic silhouettes, you'll find the perfect piece to match your mood and keep you looking effortlessly on point. Whether you're channeling boho vibes or minimalist chic, these daytime casual dresses have got you covered for every sunlit adventure.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$42.90
A rust floral skater dress in airy rayon with tie-back halter straps and an open back.
$44.90
A glamorous blue satin skater dress featuring a lace-up back and adjustable spaghetti straps.
$36.90
An elegant sage off-the-shoulder midi dress in stretchy knit fabric with a flattering bodycon fit.
$64.90
A white woven skater dress featuring a lace-up back, ruched bust, and tiered A-line silhouette.
$39.90
A brown knit midi dress with long sleeves, off-the-shoulder neckline, and ruched bodycon fit.
$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.
$59.90
A white woven maxi dress featuring a floral print, open tie back, and ruffled silhouette.
$49.90
An A-line midi dress in natural woven fabric with a smocked bodice, pleats, and hidden pockets.
$36.90
A black ribbed knit halter mini dress with a skater silhouette, perfect for festivals or casual outings.
$44.90
A white floral skater dress with a strappy tie-back and ruffled mini-length hem.
$64.90
A natural cotton floral midi dress featuring a structured corset bodice, sweetheart neckline, and voluminous A-line skirt.
$46.90
A navy blue strapless mini skater dress in stretchy poplin with a ruched bodice and pleated hem.
$46.90
An ivory striped midi dress with cutouts, adjustable straps, and dual side slits for casual elegance.
$52.90
A white eyelet lace skater dress featuring a scoop neckline and ruffled mini-length hem.
$19.97 $39.90 50% off
A khaki woven midi dress with a smocked bodice, square neckline, and ruffled A-line silhouette.
$46.90
An olive green gauze skater dress featuring V-neck cutouts, flowy sleeves, and a breezy silhouette.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.
$44.90
A taupe paisley skater dress with a halter V-neck and flowy mini-length hem.
$22.97 $49.90 54% off
A black woven mini dress with pleated A-line silhouette and spaghetti strap ties for casual outings.
$22.97 $49.90 54% off
A light blue chiffon midi dress with floral print, puff sleeves, and a chic high front slit.
$42.90
A navy blue paisley skater dress with a halter V-neckline and playful tie-back design.
$44.90
A natural striped knit midi dress featuring a cutout bodice, lace-up back, and side slit.
$44.90
A yellow skater dress featuring eyelet lace embroidery and a stretchy smocked bodice.
$44.90
A sultry black floral maxi dress with a V-neckline and form-hugging silhouette, perfect for vacations.
$46.90
A black floral halter midi dress with a flowy A-line silhouette and tie-back design.
$59.90
An ivory cotton floral midi dress featuring puff sleeves, a V-neckline, and a flattering A-line silhouette.
$54.90
A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.
$49.90
An airy white eyelet skater dress featuring a lace-up bust, lace trim, and adjustable tank straps.
$69.90
A natural gauze midi dress featuring a strapless smocked bodice and cascading ruffled silhouette.
$52.90
A strapless ivory chiffon skater dress featuring a ruffled silhouette and stretchy smocked bodice.
$20.97 $46.90 55% off
An ivory woven A-line midi dress featuring lace-up details, smocked bust, and hidden side pockets.
$49.90
A strapless black woven midi dress featuring a color block bodice, flowy hem, and hidden pockets.
$39.90
A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and flowy sheer hem.
$28.90
A black gauze midi dress featuring a flowy silhouette, V-neckline, adjustable straps, and hidden side pockets.
$52.90
An ivory chiffon babydoll dress featuring a floral print, ruffled shoulder straps, and a square neckline.
$42.90
A chartreuse ribbed knit midi dress featuring a strapless sweetheart neckline, keyhole cutout, and high slit.
$26.90
A taupe plaid mini dress with a V-neckline, spaghetti straps, and a side slit.
$52.90
An ivory skater dress with puff sleeves, lace trim, and a playful bubble hem.
$46.90
A blue gauze skater dress featuring a halter neckline, cutout bodice, and ruffled mini hem.
$20.97 $49.90 58% off
A black rib knit mini dress with a halter neckline and playful skater silhouette.
$52.90
A beige cotton midi dress featuring a smocked geometric bodice and flowy pleated A-line silhouette.
$54.90
A breezy natural linen-blend maxi dress featuring a halter neckline, open tie back, and high side slit.
$65.90
A navy blue eyelet skater dress featuring a strapless neckline, strappy back, and playful ruffled hem.
$45.90
A navy blue floral chiffon skater dress featuring a V-neckline, spaghetti straps, and a ruffled hem.
$42.90
A light blue gingham skater dress featuring a smocked waist, sweetheart neckline, and adjustable straps.
$47.90
A lustrous blue satin skater dress with a sleeveless cowl neckline and spaghetti straps.
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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: L | 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: S | 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 Black | Size: S | Satin Fabric
Bling Fling Satin Rhinestone Skater Dress in Royal Blue
$9.97 $45.90
78% 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: XS | 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
Short and sweet, this adorable floral skater dress will perfect your spring vibe. The lace-up corset bodice and V-shaped drop waist snatches your waist, while the flared A-line silhouette gives that flirty flair. Fit & FeaturesSmooth woven fabric with woven lining, sheer lace trims, no stretch, Sleeveless sweetheart neckline, underwire, ruched bust, tie-front detail, Thin adjustable shoulder straps, Corset bodice, structured boning, pleating, lace-up back, hidden zipper with hook-eye closure, V-shaped drop waist, Short skater silhouette, floral print, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Babe Corset Drop Waist Floral Skater Dress in Ivory | Size: XL | Sheer Lace Fabric/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 Sage | Size: S | 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
Flirty And Adorable Strapless Lace Bow Floral Skater Dress in Natural
$26.97 $59.90
55% off
Flirty and adorable, this floral skater dress makes the sweetest impression at showers or birthdays! Featuring a sweetheart neckline with delicate lace trim and a charming bow, this dress is sure to turn heads. The padded bra cups provide a perfect fit, while the skater silhouette and mini-length hem add a touch of playfulness. Complete the look with earrings and strappy heels. Fit & FeaturesFloral print, chiffon fabric lined with woven, Strapless sweetheart neckline, Lace trim and bow, Padded bra cups, Back zipper and hook-eye closure, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty And Adorable Strapless Lace Bow Floral Skater Dress in Natural | Size: M | Chiffon
Daytime Casual Dresses
When it comes to taking on the day with confidence, nothing beats the effortless vibe of daytime casual dresses. Whether you’re running errands with an iced coffee in hand, brunching with your ride-or-die crew, or just living your main character moment at the local farmer’s market, a daytime dress is your secret weapon. These aren’t the dresses that sit in the back of your closet waiting for a fancy invite—they’re the ones you reach for when you want to look cute without even trying. Picture yourself in a breezy daytime mini dress, twirling in the mirror before heading out, feeling that perfect blend of comfy and chic. With soft fabrics, playful silhouettes, and details that pop just enough to turn heads, windsor casual dresses are basically your all-access pass to slaying the everyday. They’re made for spontaneous plans, late-morning coffee runs, and those “just because” days when you want to remind the world (and yourself) that you’re that girl.
Gifting a windsor casual dress is basically sending a little love note that says, “You deserve to feel amazing, no matter what’s on your calendar.” They’re the perfect pick for birthdays, bestie swaps, or even as a treat-yourself moment after a long week. Everyone has that friend who claims she “has nothing to wear,” and let’s be honest, we’ve all been her. These dresses are the answer—versatile enough for a casual office day, a spontaneous lunch date, or an afternoon stroll with your favorite playlist on repeat. If you’re shopping for yourself, think about what makes you feel unstoppable: a flirty hemline, a cinched waist, or maybe a dress that lets you show off those killer shoes you’ve been dying to wear. The best part? Windsor casual dresses are designed to fit your mood and your plans, so you can mix, match, and layer them however you want. Throw on a denim jacket, grab your go-to sneakers, or dress things up with a statement bag—there are no rules, just endless ways to keep your look fresh and fun.
Choosing the right daytime casual dresses is all about embracing your unique style and living life on your own terms. Maybe you’re all about bold prints that make you stand out in a crowd, or you love the ease of a solid color that you can dress up or down in a snap. Don’t sleep on the power of a daytime mini dress for those moments when you want to feel flirty and free, or check out a breezy fit that keeps you cool and comfy from sunrise to sunset. If you’re craving a little extra length (or just want to show off your shoe game), take a peek at our Daytime Midi Dresses for even more inspo. No matter your vibe, these dresses are built to keep up with your wildest plans and your chillest days. So go ahead—make every day feel like a special occasion, just because you can.