Drop Waist Casual Dresses
Get ready to turn heads and drop jaws with our fabulous collection of drop waist casual dresses! These effortlessly chic pieces are perfect for those days when you want to strut your stuff with a little extra flair. Imagine twirling through your day with the carefree vibe of a fashionista who knows how to keep it cool and stylish. Whether you're brunching with the squad or catching rays at a park picnic, these dresses have your back, making sure you look fabulous while keeping it casual. So go ahead, embrace that laid-back glam and let your inner fashion icon shine!
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RECOMMENDED
$68.90
A chic black skater dress featuring floral jacquard satin, a corset bodice, and lace-up back.
$64.90
A wine-colored skater dress with lace trim, lace-up back, and tiered A-line silhouette.
$39.90
A pink lace mini dress with beaded straps, sweetheart neckline, and pleated A-line silhouette.
$64.90
A pink floral skater dress with a lace corset bodice and adjustable straps for a flattering fit.
$39.90
A pink strapless skater dress with a glitter knit fabric and tiered ruffled hem.
$36.90
A light blue glitter knit skater dress with a strapless neckline and uneven mini-length hem.
$9.97 $54.90 82% off
A wine-colored off-the-shoulder skater dress featuring a sweetheart bust and tie-back bow accent.
$46.90
A chic black midi dress with a strapless ponte knit bodice and pleated chiffon A-line skirt.
$9.97 $39.90 75% off
A black nylon knit mini dress with a boat neckline and tiered ruffled hem for flirty flair.
$64.90
An elegant black velvet skater dress with an off-the-shoulder neckline and pleated silhouette.
$34.90
A sassy leopard print mesh mini dress with a plunging V-neckline and tie-back halter straps.
$64.90
A light blue skater dress with lace trim, lace-up back, and tiered A-line silhouette.
$44.90
A strapless black lace and chiffon skater dress with a corset bodice and ruffle trim neckline.
$39.90
A strapless black mini dress with a flattering A-line silhouette and chic drop waist design.
$9.97 $29.90 67% off
A heather grey sleeveless knit mini dress with a bubble hem and drop waist seam.
$44.90
An adorable black mini dress featuring a strapless neckline and trendy drop waist bubble hem.
$9.97 $34.90 71% off
A black strapless skater dress with a drop waist and mini-length silhouette, crafted from knit fabric.
$34.90
A black velvet skater dress featuring a halter V-neckline and ruched drop waist for luxe elegance.
$34.90
A charcoal skater dress with a ribbed knit top and tiered ruffled chiffon A-line silhouette.
$52.90
A white eyelet mini dress with a skater silhouette and flirty ruffled hem for festive occasions.
$9.97 $49.90 80% off
A flirty black chiffon skater dress with a tiered ruffled hem and adjustable spaghetti straps.
$9.97 $42.90 77% off
A charcoal mini skater dress with a halter V-neckline and trendy mineral wash on ribbed cotton.
$46.90
A chic black chiffon skater dress featuring a lace halter neckline and mesh corset bodice.
$54.90
An ivory satin skater dress with a halter neckline, drop waist, and bubble hem for semi-formal events.
$42.90
A black satin-knit skater dress with a bubble hem, V-neckline, and ruched drop waist.
$36.90
An ivory mini dress with textured knit fabric, featuring a button-down front and pleated A-line silhouette.
$42.90
A sleeveless black crepe mini dress with a keyhole cutout and pleated A-line silhouette.
$59.90
A black sequin skater dress with an open back and tie-back bow, perfect for parties.
$29.90
A flirty white skater dress featuring a strapless neckline and tiered eyelet knit design.
$9.97 $39.90 75% off
A black knit skater dress with a bubble hem, square neckline, and V-shaped drop waist.
$39.90
An ivory lace skater dress with an off-the-shoulder neckline and sheer long fitted sleeves.
$9.97 $48.90 80% off
A wine velvet skater dress adorned with rhinestones, featuring a V-shaped drop waist and pleats.
$9.97 $59.90 83% off
A black strapless skater dress with a sequin bodice and bubble hem for glamorous occasions.
$59.90
An ivory sequin tweed mini dress with a strapless sweetheart neckline and pleated A-line silhouette.
$39.90
A chic black mini dress with a drop waist and pleated bubble hem for a flirty look.
$9.97 $46.90 79% off
A black skater dress with a halter-like neck strap and flared mini-length hem.
$9.97 $42.90 77% off
A brown leopard print mini dress with an off-the-shoulder neckline and asymmetric tiered hem.
$46.90
An adorably chic taupe skater dress featuring a plaid print and strapless sweetheart neckline.
$42.90
A red gingham skater dress with a lace-trimmed V-neckline and flattering drop waist seam.
$19.97 $64.90 69% off
A black mesh formal dress with a plunging V-neckline, asymmetric cutouts, and pleated A-line silhouette.
$59.90
A chic black taffeta skater dress with a strapless sweetheart neckline and drop waist seam.
$38 $46.90 19% off
A chic black and white pinstripe romper with floral lace straps and a pleated skater skirt.
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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: S | Rhinestone/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
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, | Windsor Sunset Happy Hour Ruffled Skater Dress in Yellow | Size: XS Free Shipping on All Orders Over $75.
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: L | 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 Sage | Size: S | Woven Fabric
This sleeveless mini dress features a flattering V-neckline, adjustable spaghetti straps for a customizable fit, and a corset-inspired bodice. The skater silhouette and tiered ruffle hem gives this dress the perfect look with heels. Fit & FeaturesFloral print mesh fabric, stretchy knit lining, V-neckline, Adjustable spaghetti straps, Corset-inspired bodice, Skater silhouette, Tiered ruffled mini-length hem, Runs true to size, | Windsor True Love In Floral V-Neck Corset Skater Dress in Natural | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric Free Shipping on All Orders Over $75.
This adorable lace-trim woven corset skater dress will bring a dainty-chic style to your party look. The sheer stretch woven fabric offers an airy, lightweight feel with a knit lining for coverage. The short dress features a square neckline with a scalloped lace trim and sheer lace cap sleeves for the prettiest detail. The ruched bust leads to a corset front with a lace-up design for a snatched look. The high waist flows out to a skater skirt with a fit and flare silhouette. Complete your outfit with rhinestone heels for that pop of sparkle. Fit & FeaturesSheer stretch woven fabric with knit lining, Square neckline with scalloped lace trim, Sheer scalloped lace cap sleeves, Ruched bust, corset bodice with lace-up front, Back zipper, hook and eye closure, High waist seam, skater skirt with fit and flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dainty-Chic Lace-Trim Woven Corset Skater Dress in Black | Size: XS | Knit Fabric/Rhinestone/Sheer Lace Fabric
Windsor Divine Allure Ponte Floral Velvet Skater Dress in Blue
$9.97
$49.90
80% off
This ponte skater dress is guaranteed to turn heads! It features a sleeveless V-neck, spaghetti straps, and a strappy lace-up back that will make you look super sultry, while the skater silhouette and short-length hem will flatter your figure like no other. Plus, the burnout floral velvet pattern is absolutely divine! Complete the look with block heels for a rehearsal dinner or school dance! Fit & FeaturesSleeveless V-neckline, Spaghetti straps, Strappy lace-up back, Skater silhouette, short-length hem, Burnout floral velvet pattern, Ponte knit fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Divine Allure Ponte Floral Velvet Skater Dress in Blue | Size: S | Knit Fabric
An adorable ditsy floral short dress for brunch, day dates, or celebration! The skater dress showcases a femme allure with a lace trim corset bodice designed to snatch your figure while the back bow tie and drop waist seam accentuate your figure. Pair with a ring set. Fit & FeaturesDitsy floral print, woven fabric, woven lining with lace trim, Lace trim sweetheart neckline, Adjustable shoulder straps, back zipper closure, Corset lace trim bodice, underwire bust, flexible boning, Drop waist seam, skater silhouette, Short-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunshine Bliss Ditsy Floral Lace Corset Skater Dress in Pink | Size: M | Woven Fabric
Leave a glittery impression and radiate glam beauty in this glitter knit skater dress featuring a fitted bodice with a strapless straight neckline and ruched side seams. The on-trend drop waist leads to an adorable tiered ruffled hem with a short skater silhouette. Perfect for homecoming or a dressy party! Fit & FeaturesStretchy glitter knit fabric, top knit lining, Strapless straight neckline, Fitted bodice, ruched side seams, Subtle drop waist, Tiered ruffled hem, Short skater silhouette, Runs true to size, | Windsor Glittery Impression Strapless Tiered Ruffle Skater Dress in Pink | Size: M | Knit Fabric Free Shipping on All Orders Over $75.
Drop Waist Casual Dresses
Picture this: It's a breezy Saturday morning, and you've got a full day ahead that screams for a look that's effortlessly chic yet supremely comfortable. Enter the casual drop waist dress, your new best friend for all things laid-back yet fashion-forward. These dresses, beloved for their unique silhouette that cinches just below the natural waistline, offer a playful twist to your everyday style. They are the perfect blend of ease and flair, making them ideal for brunch with your squad, a spontaneous shopping spree, or a relaxed date at the park. The drop waist style adds a touch of 1920s charm, yet feels entirely modern and is versatile enough to be styled up or down depending on your mood and the occasion.
Now, let's talk styling, because with a casual drop waist dress, the possibilities are endless. For those cooler March days, layer up with a fitted denim jacket or a cozy cardigan. Pair with ankle boots or your favorite sneakers for a look that’s both comfortable and stylish. As the weather warms, swap out the boots for some cute sandals or espadrilles, add a statement necklace or some chunky earrings, and you're good to go. These dresses not only adapt to different seasons but also to various personal styles. Whether you're someone who loves a minimalist look or someone who’s all about bold patterns and colors, the drop waist dress can conform to your individual taste. For a truly standout piece, why not flirt it up with a floral jacard satin corset skater dress? Its playful vibe is perfect for those days (and nights) when you want to feel both free-spirited and fabulous.
Gift-giving can sometimes be a puzzle, but for the fashion-forward woman in your life, a casual drop waist dress could be a delightful surprise. It's a thoughtful gift that encourages her to embrace her style and confidence. Plus, it’s a versatile piece that she can integrate seamlessly into her existing wardrobe. Whether she’s a seasoned style maven or someone looking to experiment with her look, these dresses are sure to impress. And if she—or you—are looking to explore more sophisticated options, perhaps for an evening event or a formal gathering, our collection of Drop Waist Gowns offers just the right touch of elegance. So, whether it’s for everyday wear or special occasions, the drop waist dress is a charming choice that combines comfort with chic, proving once again that style can indeed be effortless.