Drop Waist Midi Dresses
Drop waist midi dresses are here to help you serve major main character energy, every time you step out. With that effortlessly cool silhouette and just the right amount of flirt, these dresses are basically made for twirling into your next adventure. Whether you’re brunch-bound or plotting a night out with your ride-or-dies, drop waist midi dresses bring all the drama (and then some) without breaking a sweat. Ready to turn heads and break hearts? Let’s get you into the dress that does both.
$20.97 $46.90 55% off
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$54.90
An ivory satin skater dress featuring a halter neckline, drop waist, and bubble hem design.
$59.90
A black sequin skater dress with an open back and tie-back bow, perfect for parties.
$39.90
A curve-hugging ivory midi dress featuring ribbed knit fabric, a tie-back halter neckline, and open back.
$64.90
A luxe black velvet skater dress with an off-the-shoulder neckline and pleated drop-waist design.
$46.90
A romantic natural floral mesh midi dress featuring a halter V-neck, open back, and ruffled trim.
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A mini dress that brings the luxe sensation! The Keira faux pearl short dress is a stunning style with a strappy tie-back design and a bodycon silhouette that highlights your figure. Fit & FeaturesLightweight mesh fabric, stretchy knit lining, Faux pearl and bead embellishments, Sleeveless cowl neckline, Spaghetti straps, strappy tie-back design, open-back, Bodycon silhouette, mini-length hem, Runs true to size, Where to Wear:Prom, birthday parties, bachelorettes, Vegas weekends, rooftop cocktails Free Shipping on All Orders Over $75. | Windsor Keira Faux Pearl Strappy Open-Back Mini Dress in Pink | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
Turn heads tonight in this sleek knit mini dress! It features a cowl halter neckline with tie closure with a hidden bar trim that adds a touch of sultriness. Show off your figure with the bodycon silhouette, and make a daring statement with the open-back design accented by a bar trim. Complete the look with rhinestone earrings and heels. Fit & FeaturesSleeveless cowl halter neckline, tie closure, Hidden bar trim, Open back, bar trim, Bodycon silhouette, mini-length hem, Smooth knit fabric, stretchy knit lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Tonight Cowl Neck Halter Mini Dress in Black | Size: XS | Knit Fabric/Rhinestone
Like a picturesque night sky, you'll dazzle in the Joanna sequin party dress! The flirty dress boasts a lace-up open back that turns heads and a voluminous silhouette perfect for twirling on the dancefloor. Fit & FeaturesSequin embellished, Lace-mesh fabric, multi-layered tulle and woven lining, Sleeveless square neck, adjustable spaghetti straps, Lightly padded bust, Open lace-up back, zipper closure, Skater silhouette, short-length hem, Runs true to size, Where to Wear:Prom, brides, weddings, big birthday events, milestone celebrations, date nights, dinner parties Free Shipping on All Orders Over $75. | Windsor Joanna Sequin Lace Party Dress in Periwinkle | Size: XL | Mesh Fabric
Dare to fall in love with your style in this mesh mini dress! Designed with a sultry sweetheart neckline, this short dress features dainty spaghetti straps, and an alluring open lace-up back, a classic bodycon silhouette and ruched seams flatter your figure, while the soft and lightweight mesh fabric provides plenty of stretch. Fit & FeaturesMesh fabric, sewn-in knit lining, moderate stretch, Sleeveless sweetheart neckline, Spaghetti straps, lace-up open back, Back zipper and hook-eye closure, Bodycon silhouette, All-over ruching, mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Mood Forever Mesh Lace-Up Mini Dress in Wine | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
It's your time to shimmer and stun in this glitzy glitter mini dress! It features a sleeveless cowl neckline, spaghetti straps that lead to an open back with a sexy strappy back design, a mini-length hem, and a bodycon silhouette to flaunt your figure. The lined glitter knit fabric offers plenty of stretch. Style this mini dress with rhinestone heels for your next club night out. Fit & FeaturesSleeveless cowl neckline, Spaghetti straps, Open back, strappy back design, High waist seam, mini-length hem, Bodycon silhouette, Glitter knit fabric, full-length knit lining, plenty of stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Time To Shimmer Glitter Strappy Back Mini Dress in Green | Size: L | Knit Fabric/Rhinestone
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
The Leyla sequin mini dress is crafted with gorgeous iridescent sequin embroidery on the partially lined mesh fabric. It features spaghetti straps leading to an open back with a lace-up strappy design for a customized fit, a sheer waist insert with flexible boning to provide structure, and a mini-length bodycon silhouette. Style with metallic heels for prom or a formal party! Fit & FeaturesSheer mesh fabric with partial knit lining, moderate stretch, Iridescent sequin embroidered scroll pattern, V-neckline with padded bust, spaghetti straps, Open back, lace-up strappy design, hidden back zipper with hook-eye closure, Sheer waist insert, flexible boning, Mini-length bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Leyla Sequin Strappy Back Mini Dress in Pink | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
This silky satin skater dress features a trendy V-neckline with a halter strap, an open back with an adorable tie-back bow design, and a short skater skirt with a flirty fit-and-flare silhouette. Get ready to be twirling all night in this perfect dress styled with rhinestone earrings and block heels. Fit & FeaturesSatin-knit fabric, knit bust lining, moderate stretch, Deep V-neckline, halter strap, Open back, tie-back bow design, Pleated high waist, Short skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Twirl-Worthy Satin Halter Skater Dress in Sage | Size: XS | Knit Fabric/Rhinestone/Satin Fabric
Reveal your minimalistic charm in the Ingrid formal satin midi dress to make a remarkable impression! This dress embodies beauty and grace in a classic halter neckline and curve-hugging silhouette, while the low back flaunts your sultriness! Fit & FeaturesPremium satin fabric, no stretch, Sleeveless halter neckline, Tie-back neck closure, Low cowl back design, Curve-hugging silhouette, front slit, midi-length hem, Runs true to size, Where to Wear:Weddings, rehearsal dinners, engagement parties, bridal showers, bachelorettes, date nights, black tie galas, birthdays, fancy dinner parties, anniversaries Free Shipping on All Orders Over $75. | Windsor Ingrid Formal Satin Halter Dress in Green | Size: S | Satin Fabric
Oh so chic and just as sultry, the Ellerie short dress will have everyone fall head over heels! Designed with a low back, flattering bodycon silhouette, and an adorable ruffled bubble hem, this dress is charming from every angle. Fit & FeaturesSmooth woven fabric, sewn-in stretchy knit lining, Boat neckline, Low back, zipper and hook-eye closure, Bodycon silhouette, Ruffled bubble short-length hem, Runs true to size, Where to Wear:Prom, brides, weddings, garden parties, dressy date nights, cocktail soirees, graduations Free Shipping on All Orders Over $75. | Windsor Ellerie Low Back Ruffle Bubble Short Dress in White | Size: M | Knit Fabric/Woven Fabric
Drop Waist Midi Dresses
Ready to channel your inner it-girl? The drop waist midi dress is the ultimate move for anyone who wants to serve major style with zero effort. This silhouette is all about that laid-back glam—think flirty, elongated lines that skim over your curves and give you that effortlessly cool vibe. Whether you’re headed to a rooftop brunch, a gallery opening, or just want to upgrade your everyday rotation, these dresses are built to make you feel like the main character. The beauty of a drop waist midi dress is in its versatility; it’s the kind of piece that brings instant polish to your wardrobe, but still lets you play. Pair it with chunky sneakers for a street-style moment, or slip into sleek heels and a bold lip for a night that’s destined to be legendary. If you’re gifting, this is a no-brainer for your bestie who loves to twirl, your sister who’s always on the hunt for something different, or even your mom who’s secretly cooler than you’ll ever admit. The drop waist shape flatters every body, giving you room to move and groove without ever sacrificing style.
When you’re shopping for your new favorite dress, keep an eye out for those little details that make a look unforgettable. A black midi dress drop waist style is a total power move—timeless, chic, and ready for anything from spontaneous dinner dates to last-minute invites that pop up in the group chat. Look for luxe fabrics that feel as good as they look, playful ruffles that catch the light when you dance, or unexpected cutouts that show just the right amount of skin. The midi length is perfect for showing off your statement boots or strappy sandals, and the drop waist design gives you that modern edge while keeping things comfy. Styling is a breeze: layer with a denim jacket for daytime adventures, or add a sparkly clutch and bold accessories when the sun goes down and the city lights come up. And if you’re feeling extra, don’t be afraid to mix textures and colors—this silhouette is your canvas, so go wild and make it your own. If you’re craving even more inspo or want to see how these looks can transform your party game, check out our handpicked collection of Drop Waist Party Dresses and get ready to make every entrance unforgettable.
No matter how you style it, the drop waist midi dress is your ticket to main-stage energy every time you step out. It’s that rare combo of comfort and confidence, perfect for those days when you want to look put-together but still feel like you’re living your best life. Give one as a gift and watch your favorite person light up, or snag one for yourself and let the compliments roll in. With so many ways to wear and make it your own, this dress is more than just a piece in your closet—it’s your secret weapon for turning any moment into a memory.