Fitted Floral Midi Dresses
Fitted floral midi dresses are your secret weapon for turning every sidewalk into a runway and every brunch into a main character moment. These curve-hugging, flower-powered stunners bring major confidence with a flirty twist—think sweet meets spicy, just like you. Whether you’re plotting your next adventure or just want to show off those killer moves, these dreamy dresses are ready for whatever the day (or night) throws your way. Time to slip into something that lets your vibe—and your style—bloom.
$46.90
A brown woven midi dress with a ditsy floral pattern, corset bodice, and high front slit.
$44.90
A sage floral lace midi dress with a bodycon silhouette, ruffled hem, and adjustable straps.
$19.97 $42.90 53% off
A mauve floral mesh midi dress with a bodycon silhouette and asymmetrical ruffled hem.
$23.97 $52.90 55% off
A black floral mesh midi dress featuring a ruffle trim sweetheart neckline and adjustable spaghetti straps.
$49.90
A sage floral bodycon midi dress with sheer mesh fabric and adjustable spaghetti straps.
$46.90
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$46.90
A pink floral midi dress featuring a corset bodice, lace-up back, and flirty front slit.
$20.97 $46.90 55% off
A strapless sage satin midi dress with pleating and a form-hugging fit for elegant occasions.
$42.90
A natural floral print bodycon midi dress with a lace-up back and flirty side slit.
$39.90
A light blue off-the-shoulder floral midi dress in stretchy knit fabric with a bodycon silhouette.
$99.90
A romantic blue midi dress with a sweetheart neckline and floral garden print on organza fabric.
$42.90
An elegant blue floral midi dress with a strappy back, cowl neckline, and bodycon fit.
$49.90
An ivory mesh midi dress with a dainty floral print, ruched seams, and a draped cowl neckline.
$59.90
A white floral eyelet midi dress featuring a ruffled A-line silhouette and whimsical tie-back detail.
$59.90
A green satin wrap midi dress featuring a sleeveless cowl neckline and high-side slit.
$30.90
An ivory eyelet midi dress with a dainty floral print and strapless bodycon fit.
$23.97 $52.90 55% off
An alluring mauve midi dress with floral lace, off-the-shoulder neckline, and open lower back.
$52.90
A sage midi dress with floral sequins, lace-up back, and bodycon fit for glamorous occasions.
$59.90
An effortlessly pretty chiffon midi dress with a floral print, ruffled tiers, and smocked details.
$44.90
A black midi dress with a floral flocked velvet pattern, halter neckline, and high side slit.
$46.90
A black floral midi dress with a sweetheart halter neckline and flowy A-line silhouette.
$35.90
A strapless white floral midi dress with a form-hugging fit and chic flared hem.
$59.90
An ivory cotton floral midi dress featuring puff sleeves, a V-neckline, and a flattering A-line silhouette.
$9.97 $46.90 79% off
An elegant black mesh midi dress with foiled floral print and adjustable spaghetti straps.
$46.90
A black velvet midi dress with a metallic floral pattern, mock neckline, and thigh-high side slit.
$52.90
A black chiffon floral midi dress with a sweetheart neckline and adjustable straps for a perfect fit.
$35.90
A strapless black floral midi dress with a sweetheart neckline and trendy flare hem.
$49.90
A light blue chiffon midi dress with floral print, puff sleeves, and a chic high front slit.
$46.90
An ivory floral mesh midi dress featuring a V-neckline, padded cups, and adjustable spaghetti straps.
$59.90
A taupe floral chiffon midi dress featuring a halter neckline with a stone insert and flowy silhouette.
$38.90
A pink floral mesh midi dress featuring a strapless neckline and curve-hugging, lined silhouette.
$42.90
A blue floral mesh-lined midi dress featuring a twist halter neckline and curve-hugging bodycon silhouette.
$52.90
A white floral midi dress featuring puff short sleeves, an A-line silhouette, and a flirty front slit.
$39.90
A white floral bodycon midi dress featuring a halter V-neck and crisscross open strappy back.
$32.90
A white floral knit midi dress featuring a strapless neckline and flattering bodycon silhouette.
$59.90
A sage satin midi dress featuring a lace-trimmed bust, keyhole cutout, and high front slit.
$39.90
A sage mesh bodycon midi dress featuring a floral velvet pattern, lace trim, and a sultry back slit.
$42.90
A navy blue knit midi dress with a sleeveless cowl neckline and chic high front slit.
$9.97 $49.90 80% off
A red satin midi dress with a cowl neckline, side ruching, and a high slit.
$39.90
A brown knit midi dress with ruched detailing and an off-the-shoulder neckline for casual elegance.
$49.90
A sophisticated purple satin midi dress with a corset bodice and high front wrap slit.
$69.90
A blue floral crepe mermaid dress with a sweetheart neckline and high front slit.
$39.90
A turquoise rib knit midi dress featuring a halter V-neckline, bodycon fit, and center back slit.
$36.90
A mauve knit midi dress with a sleeveless square neckline and pleated mermaid silhouette.
$19.97 $29.90 33% off
A mauve knit midi dress with a square neckline and form-hugging fit, perfect for any occasion.
$34.90
A plum paisley mesh bodycon midi dress with a square neckline and flirty front slit.
$34.90
A stunning emerald satin-knit midi dress with a strapless neckline and flattering ruched details.
$46.90
A maroon satin strapless midi dress featuring a pleated neckline, form-hugging fit, and side slit.
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Simple and sleek, this smooth knit midi dress is a perfect choice. It features a sleeveless cowl neckline, spaghetti straps, a high waist seam, a fitted, A-line silhouette, and a chic high front slit to showcase some leg. Style with embellished statement earrings for a cocktail party. Fit & FeaturesSleeveless cowl neckline, Spaghetti straps, High waist seam, Fitted A-line silhouette, High front slit, Knit fabric, plenty of stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek And Smooth High Slit Midi Dress in Navy Blue | Size: L | Knit Fabric
Wrap yourself in a glam formal dress that captivates from the moment you enter the room! Margaret features a sleeveless cowl neckline, adjustable spaghetti straps, corset seams with flexible boning, and a ruched wrap midi silhouette. The dress is composed of a satin fabric that offers a form-hugging fit with minimal stretch. Complete look with heels and rhinestone earrings. Fit & FeaturesSleeveless cowl neckline, adjustable spaghetti straps, Built-in padded bust, Corset seams, flexible boning, Ruching, wrap midi skirt, Buttery soft silk fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Margaret Formal Satin Wrap Midi Dress in Navy Blue | Size: S | Rhinestone/Satin Fabric
Radiate elegance in a formal dress that showcases your timeless style! Seona features a pleated cowl neckline, spaghetti straps, a cutout at the midriff, and a midi-length silhouette accented with a high side slit. The dress is composed of a silky-satin fabric that offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone heels and a clutch. Fit & FeaturesSleeveless cowl neckline, pleating, Spaghetti straps, Cutout at the midriff, Midi-length silhouette, high side slit, Satin fabric, Form-hugging fit, moderate stretch, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Seona Formal Satin Midi Dress in Red | Size: XL | Rhinestone
Achieve a perfectly stylish everyday look with this sleeveless ribbed knit midi dress! Designed with a comfortable ribbed knit fabric offering plenty of stretch, it features a V-neckline, spaghetti straps, a midi-length hem with a chic high front slit, and a form-hugging silhouette. Pair with a cropped denim jacket and clear mules. Fit & FeaturesStretchy ribbed knit fabric, V-neckline, Spaghetti straps, High front slit, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Perfectly Stylish Sleeveless Ribbed Knit Midi Dress in Black | Size: M | Knit Fabric
Shine like a vision in the silky satin Samantha formal dress in a striking bodycon silhouette with a corset bodice that enhances your natural curves! Fit & FeaturesLined satin knit fabric, moderate stretch, Sleeveless square neckline, tank-style straps, Corset seam bodice, pleated side seam, Form-hugging silhouette, Faux wrap midi-length hem, Runs true to size, Where to Wear:Weddings, bridesmaids, cocktail parties, date nights, engagement parties, rehearsal dinner, graduations Free Shipping on All Orders Over $75. | Windsor Samantha Formal Satin Midi Dress in Navy Blue | Size: S | Knit Fabric/Satin Fabric
Channel the chic fall vibe in this ditsy floral woven midi dress featuring a sleeveless sweetheart neckline with a ruched bust and tie-front detail, thin tank shoulder straps, and a corset-style bodice. The high waist leads to a flowy A-line silhouette accented with a high-cut front slit. Fit & FeaturesDitsy floral-printed woven fabric, Sweetheart neckline, ruched bust, tie-front detail, underwire bust, Thin tank shoulder straps, Corset-style bodice with piping, high waist seam, Hidden side zipper and hook-eye closure, High front slit, Midi-length A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Fall Vibe Ditsy Floral Corset Midi Dress in Brown | Size: S | Woven Fabric
Nadine Formal Ruched Satin Midi Dress in Red
$9.97 $49.90
80% off
Make a stunning impression in this satin midi dress. Elevate your night out look in this luxe stretch satin midi cocktail dress with a flattering cowl neckline for a post-worthy look. Fit & FeaturesStretch satin fabric, minimal stretch, Cowl neckline, spaghetti straps, Form-hugging fit, Ruched high side slit, Midi-length hem, Runs true to size, Where to Wear:Weddings, cocktail parties, date night, Vegas, girl's night out, rooftop bars, celebrations Free Shipping on All Orders Over $75. | Windsor Nadine Formal Ruched Satin Midi Dress in Red | Size: S | Satin Fabric
Look enchanting in this floral ruffled lace midi dress showcasing a bodycon silhouette and flirty slit for movement. Pair with heels. Fit & FeaturesSheer floral lace fabric with knit lining, moderate stretch, Square neckline, Adjustable spaghetti straps, Ruched front, Asymmetric midi-length hem with ruffled trim, front slit, Bodycon silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Enchanted Moment Floral Ruffled Lace Midi Dress in Sage | Size: XL | Lace Fabric/Knit Fabric
Make a casual-chic impression in this long sleeve ruched midi dress showcasing a folded off-the-shoulder neckline and a bodycon silhouette. Pair with heels. Fit & FeaturesSmooth knit fabrication, moderate stretch , Off-the-shoulder neckline, foldover accent, Fitted long sleeves, Ruching, Midi length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Casual Affair Long Sleeve Ruched Midi Dress in Brown | Size: S | Knit Fabric
Thrive with sweet energy in this floral midi dress perfect for brunches or dates! With a corset bodice that snatches your waist and a flirty front slit, this a-line dress will captive everyone. Pair with a necklace. Fit & FeaturesDitsy floral print, woven fabric, Wide shoulder straps, sweetheart neckline, Corset bodice, Side pockets, A-line silhouette, front slit, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Thriving Blooms Corset Floral Slit Midi Dress in Black | Size: XL | Woven Fabric
Fitted Floral Midi Dresses
Floral fitted midi dresses are the ultimate main character energy for any girl who wants to turn heads and make memories. There’s just something about slipping into a fitted floral midi dress that instantly boosts your mood—like you’re stepping into a rom-com montage, ready for whatever adventure comes your way. The silhouette hugs your curves in all the right places, giving you that sculpted, snatched vibe while the floral prints bring the perfect dose of flirty and fresh. Whether you’re heading to a brunch that’s really just an excuse for bottomless mimosas, a rooftop party where you know the group photos will live on forever, or a romantic dinner date that calls for a little extra wow-factor, this dress is your go-to for making every moment feel like a celebration. And let’s not forget those spontaneous road trips, garden picnics, or even casual strolls through the city—no matter the occasion, a floral fitted midi dress is the definition of effortless glam. It’s the piece that says, “I woke up like this,” but with a wink, because you definitely planned your look to perfection.
When you’re shopping for your new favorite floral fitted midi dress, it’s all about finding the right fit and vibe for your personal style. If you’re all about that bodycon silhouette, look for styles with stretchy fabrics that move with you (because dancing is always on the menu). Ruched details, side slits, and sweetheart necklines can add a little extra drama, while classic florals in bold colors or soft pastels let you channel your inner garden goddess. Don’t sleep on the versatility, either—these dresses are a dream for gifting, especially for besties who love to dress up, sisters celebrating milestones, or anyone who deserves to feel like the main character. And if you’re the type who loves to layer, you can totally take your look to the next level with a cropped denim jacket, a chic blazer, or even a leather moto for a little edge. Accessories are your playground—think strappy heels for date night, sneakers for a casual day out, or statement earrings for those “all eyes on me” moments. If you’re loving the midi length but want a little more coverage for those cooler nights or dressier occasions, check out our Fitted Long Sleeve Midi Dresses for all the extra-sleek options.
Every Windsor girl knows that confidence is the best accessory, but a floral fitted midi dress comes in at a close second. There’s a reason these dresses are a staple in every It-girl wardrobe—they’re easy to style, endlessly flattering, and always ready for a photo op. Picture yourself twirling on the dance floor, laughing with your crew, or making an entrance at your next big event—these are the dresses that take you there, no permission slips required. Whether you’re gifting one to your ride-or-die or treating yourself (because you deserve it), you’re guaranteed a look that brings the good vibes and all the compliments. So go ahead, make your mark, and let your dress do the talking—because the world is your runway, and you’re absolutely owning it.