Flowy Fit And Flare Dresses
Flirty, fearless, and totally twirl-worthy—flowy fit and flare dresses are your secret weapon for making an entrance (and a few heads turn). Whether you’re vibing with your squad or dancing the night away, these dresses bring the drama and the fun. Slip into a silhouette that moves with you and watch your confidence hit new highs—because every Windsor girl deserves to feel like the main character. Ready to serve looks? Flowy fit and flare dresses have you covered, bestie.
$46.90
A vibrant yellow skater dress with a ruffled skirt, halter tie-back, and smocked high waist.
$38.90
A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.
$36.90
A sage satin skater dress with a halter V-neckline and charming open tie-back design.
$49.90
A lavender skater dress with glitter mesh, sheer sleeves, and a fit and flare silhouette.
$59.90
An ivory A-line maxi dress with gauze fabric, sheer lace insets, and a faux leather belt.
$44.90
A taupe paisley skater dress with a halter V-neck and flowy mini-length hem.
$54.90
A black glitter mesh skater dress with a corset bodice and lace-up back for a custom fit.
$44.90
A breezy white chiffon skater dress featuring a cold-shoulder design, sweetheart neckline, and ruched bodice.
$9.97 $49.90 80% off
An ivory floral skater dress featuring a corset bodice, lace-up back, and tie shoulder straps.
$79.90
A navy blue glitter mesh skater dress with a ruched bodice and cascading ruffled skirt.
$32.90
A pink strapless A-line mini dress with pleated bust and stretchy knit fabric for chic occasions.
$46.90
A brown woven midi dress with a ditsy floral print, corset bodice, and high front slit.
$20.97 $46.90 55% off
A black floral midi dress with a corset bodice, sweetheart neckline, and flirty front slit.
$54.90
A black glitter skater dress with chiffon sleeves and a sweetheart neckline for dazzling occasions.
$54.90
An ivory floral satin dress with a lace-up back and flirty A-line silhouette.
$21.97 $44.90 51% off
A charming ivory pointelle knit skater mini dress with a scoop neckline and wide shoulder straps.
$139.90
A pink floral tulle A-line gown with a strapless pleated neckline and sheer corset bodice.
$139.90
A light blue floral mesh dress with a sheer corset bodice and ruffled A-line silhouette.
$59.90
A chic satin skater dress in yellow featuring a lace-up corset bodice and lace trim neckline.
$69.90
A blue floral mesh skater dress with a sweetheart neckline and tiered ruffled skirt.
$54.90
A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.
$19.97 $28.90 31% off
A breezy black midi dress featuring gauze fabric, a V-neck, adjustable straps, and hidden side pockets.
$19.97 $42.90 53% off
A light blue woven midi dress featuring dainty florals, adjustable straps, and a front slit.
$44.90
A white floral chiffon skater dress featuring charming ruffles, a strapless neckline, and a smocked bodice.
$49.90
A playful denim halter skater dress featuring a bust cutout, drop waist, and pleated short silhouette.
$52.90
A pink skater dress with puff sleeves, lace trim, and a playful bubble hem.
$22.97 $49.90 54% off
A natural chiffon mini dress featuring a dainty floral print, smocked bodice, and tiered ruffled skirt.
$44.90
A natural gauze mini dress featuring a halter neckline, keyhole cutout, and flirty ruffled hem.
$39.90
A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and flowy sheer hem.
$34.90
A plum floral knit midi dress featuring a strapless neckline and stylish front slit.
$39.90
A navy blue knit midi dress featuring a strapless neckline, padded cups, front slit, and flared hem.
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Create a captivating entrance in this formal wrap dress for your next soiree. All eyes are on you in this stylishly chic long formal dress with a plunging V-neckline to perfectly display a sparkling rhinestone lariat or delicate layers of dainty necklaces. Fit & FeaturesCrepe fabric, moderate stretch, Asymmetrical wrap V-neckline, Adjustable spaghetti straps, Ruched detailing, slim-fit bodice, High front slit, floor-length wrap silhouette, Runs true to size, Where to Wear:Prom, black-tie weddings, and formal parties. Free Shipping on All Orders Over $75. | Windsor Sasha Formal High Slit Wrap Dress in Black | Size: XS | Rhinestone
The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement. Fit & FeaturesStretch-satin fabric, non-see-through, double-lined bust, Sleeveless pleated cowl neckline, spaghetti straps, Slim-fit bodice, empire waistline, High front slit, floor-length hem, A-line silhouette, Runs true to size, Where to Wear:Prom, weddings, black-tie soirees, special date nights, and engagement parties. Free Shipping on All Orders Over $75. | Windsor Marissa Formal Satin Cowl Neck Dress in Green | Size: S | Satin Fabric
Chic and glamorous, the Rowena sequin mermaid long dress will stylishly elevate your formal night-out look. With a lace-up strap design and fitted mermaid silhouette with a high slit, you'll deliver stunning style. Fit & FeaturesSheer mesh fabric, knit lining, moderate stretch, embroidered sequin scroll design, Sleeveless square neckline, padded bust, Spaghetti straps, open back, lace-up strap design, tie closure, Lower back zipper with hook and eye closure, High waist seam, Fitted floor-length mermaid silhouette, high front slit, Runs true to size, Where to Wear:Prom, black-tie parties and galas, fancy engagement parties Free Shipping on All Orders Over $75. | Windsor Rowena Sequin Mermaid Dress in Navy Blue | Size: M | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Get all wrapped up in this stylish sleek satin mini dress. Dance the night away at that upcoming wedding or celebrate a girl's night in this statement dress that will have all eyes on you. The dress features a sleeveless square neckline, spaghetti straps, and a ruched wrap silhouette that hugs curves in all the right places. The mini-length dress is composed of a satin-like fabric that offers a moderate stretch. Complete your look with rhinestone earrings and strappy heels. Fit & FeaturesSleeveless square neckline, spaghetti straps, Strapless bra recommended, Ruched wrap-front detail , Mini-length bodycon silhouette , Satin-like fabric, sheen finish, Form-hugging fit, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wrapped In Stylish Satin Mini Dress in Denim | Size: XS | Rhinestone/Satin Fabric
Shine bright and sparkle up the night in the gorgeous Leila mini dress. The dress boasts an alluring open back with a lace-up strappy design for a customized fit, and a short, curve-hugging silhouette. Shop Long Version: Kailani Formal Sequin Slit Mermaid DressFit & FeaturesSheer mesh fabric, full knit lining, moderate stretch, Sequin embroidery, scroll pattern, Sleeveless square neckline, adjustable spaghetti straps, Open back, lace-up strappy design, tie closure, High waist seam, lower back zipper, hook and eye closure, Mini-length hem, fitted bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, Vegas weekends, date nights Free Shipping on All Orders Over $75. | Windsor Leila Sequin Bodycon Mini Dress in Royal Blue | Size: L | Knit Fabric/Mesh Fabric/Sheer Mesh Fabric
Make a sparkly statement at your next soiree in the trendy glam Addison glitter formal dress! Bring radiance to the room in this floor-length dress with a sleek design that fits like a glove. Fit & FeaturesSheer glitter mesh fabric, full knit stretchy lining, Sleeveless cowl neckline, spaghetti straps, High waist seam, Floor-length fitted silhouette, Runs true to size, Where to Wear:Prom, black tie weddings, galas, special date nights, rehearsal dinner Free Shipping on All Orders Over $75. | Windsor Addison Glitter Mesh Formal Dress in Black | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
This adorable strapless A-line mini dress is so your vibe! Designed with a stretchy lined knit fabric, it features a strapless straight-across neckline, chic pleated detailing at the bust, and a flirty flowy A-line silhouette on the mini-length hem. Style for a girl's night with statement earrings and strappy mules. Fit & FeaturesStretchy knit fabric with knit lining, Strapless straight neckline, no-slip strip, Pleated bust, A-line fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Your Vibe Strapless A-line Mini Dress in Denim | Size: XS | Knit Fabric
Embellished with light-catching sequins, the Bethanie formal dress is a clear stunner with a lace-up back and a flattering mermaid silhouette with a floor-length hem. Fit & FeaturesSequin-scroll pattern, mesh fabric, stretch knit lining, Sleeveless V-neckline, padded bust, Lace-up back, zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Prom, black-tie events, formal weddings, and upscale parties. Free Shipping on All Orders Over $75. | Windsor Bethanie Formal Sequin V-Neck Mermaid Dress in Yellow | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric
Sultry and stunning, the Alisha formal dress will keep all eyes on you. With thin rhinestone detailed straps that give effortless sparkle and a curve-hugging silhouette, and an alluring high slit. Fit & FeaturesLightweight, breathable stretchy fabric, Sleeveless cowl neckline, Rhinestone detailed straps, High waist seam, Floor-length hem, form-fitting silhouette, high slit, Runs true to size, Where to Wear:Prom, glamorous evenings, dinner parties, weddings Free Shipping on All Orders Over $75. | Windsor Alisha Rhinestone Strap Formal Dress in Black | Size: L | Stretchy Fabric/Rhinestone
Look and feel like a sultry senorita in this mesh mini dress perfect for an chic night on the town! It features a sleeveless cowl neckline, dual adjustable spaghetti straps with a tie-neck closure, and side and back ruched seams designed to flaunt your curves along the bodycon silhouette. Complete the look with hoop earrings. Fit & FeaturesSleeveless cowl neckline, Dual adjustable spaghetti straps, tie-neck closure, Side and back ruched seams, Back zipper and hook-eye closure, Bodycon silhouette, mini-length hem, Mesh fabric, brushed soft knit stretchy lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Senorita Mesh Strappy Mini Dress in Lime Yellow | Size: XS | Knit Fabric/Mesh Fabric/Mesh Fabric
Flowy Fit And Flare Dresses
When it comes to flowy fit and flare dresses, there’s just something about the way they move with you—every twirl, every step, every little shimmy on the dance floor. These dresses are the definition of effortless, with a silhouette that hugs where you want it to (hello, waist!) and flows out into a skirt that’s made for living your best life. Whether you’re headed out for a rooftop brunch with your girls or RSVPing “yes” to a last-minute invite, the fit and flare style has your back, making you feel like the main character in every room you walk into. The beauty of this look? It’s universally flattering. Seriously, it’s the dress your bestie borrows and never wants to give back, the one your sister asks to “just try on”—and suddenly you’re both fighting over who gets to wear it next. And if you’re eyeing the perfect gift for someone who loves a little drama with their style (but not the kind that ruins brunch), a flowy fit and flare dress is a total slam dunk. It’s the kind of present that says, “I see you, I know your vibe, and I want you to feel as fabulous as you look.”
Styling a flowy fit and flare dress is like having a blank canvas with endless possibilities. Dress it up with strappy heels and a sparkly clutch for a night out, or keep it chill with sneakers and a denim jacket for that spontaneous road trip. The magic is in the movement—catching the breeze as you walk, feeling the fabric swish around your legs, and knowing you look good from every angle. These dresses are made for those moments when you want to feel light, free, and just a little bit extra. And let’s be real: they’re also a lifesaver for those “nothing to wear” days. The fit and flare shape works for every body, every mood, and every plan you make (even if it’s just a solo picnic in the park with your favorite playlist on repeat). It’s the ultimate go-to for bridesmaids, grads, birthday queens, or anyone who wants to make an entrance without breaking a sweat. If you’re all about that floaty, ethereal vibe, you’ll want to check out our Chiffon Fit And Flare Dresses for even more inspo—think dreamy fabrics that turn every day into a photo op.
Here’s the secret: a flowy fit and flare dress isn’t just an outfit—it’s an instant mood boost. It’s for the girl who wants to feel unstoppable, whether she’s taking over the city or just vibing with her crew. The forgiving cut means you can actually breathe (and eat dessert), and the swirling skirt makes every spin feel like a celebration. If you’re gifting, it’s the kind of piece that makes someone feel seen, hyped up, and ready for whatever comes next. And if you’re shopping for yourself? You already know you deserve it. Just add your favorite accessories, a swipe of gloss, and you’re out the door—no stress, all confidence. Because around here, we believe every day deserves a little main character energy, and your flowy fit and flare dress is the ticket.