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.
$68.90
An ivory satin skater dress with floral jacquard, corset bodice, and lace-up back design.
$46.90
A vibrant yellow skater dress with a ruffled skirt, halter tie-back, and smocked high waist.
$36.90
A sage satin skater dress with a halter V-neckline and charming open tie-back design.
$38.90
A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.
$44.90
A breezy white chiffon skater dress featuring a cold-shoulder design, sweetheart neckline, and ruched bodice.
$49.90
A lavender skater dress with glitter mesh, sheer sleeves, and a fit and flare silhouette.
$54.90
A black glitter mesh skater dress with a corset bodice and lace-up back for a custom fit.
$44.90
A taupe paisley skater dress with a halter V-neck and flowy mini-length hem.
$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.
$49.90
A sleeveless black skater dress featuring sheer lace, a V-neckline, and adjustable spaghetti straps.
$54.90
A black glitter skater dress with chiffon sleeves and a sweetheart neckline for dazzling occasions.
$139.90
A light blue floral mesh dress with a sheer corset bodice and ruffled A-line silhouette.
$139.90
A pink floral tulle A-line gown with a strapless pleated neckline and sheer corset bodice.
$54.90
A denim woven maxi dress featuring a flowy ruffled silhouette, square neckline, and spaghetti straps.
$44.90
A white floral chiffon skater dress featuring charming ruffles, a strapless neckline, and a smocked bodice.
$52.90
A pink skater dress with puff sleeves, lace trim, and a playful bubble hem.
$39.90
A brown tropical floral mesh midi dress featuring a strapless neckline, ruched sides, and flowy sheer 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 navy blue knit midi dress featuring a strapless neckline, padded cups, front slit, and flared hem.
$59.90
A brown woven floral maxi dress with flutter sleeves, open back, and a draped, fitted A-line silhouette.
$34.90
A plum floral knit midi dress featuring a strapless neckline and stylish front slit.
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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 Pink | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric
The Lucy mini party dress is sleek and simple from the front and stunning from the back. Turn heads as you stun from the back with a flirty big bow tie with a dramatic train that glides against the floor! Fit & FeaturesTaffeta structured woven-lined fabric, slight stretch, Strapless, square neckline, non-slip grip, Hidden side zipper, hook and eye closure, Front and back pleating and ruching, Form-hugging, mini-length hem, Detachable back bow with train, Runs true to size, Where to Wear:Homecoming, weddings, brides, bachelorettes, big birthday events, fancy date nights, gorgeous dinner parties, cocktail soirees, rehearsal dinners, engagement photoshoots and parties Free Shipping on All Orders Over $75. | Windsor Lucy Taffeta Bow Mini Party Dress in White | Size: XS
Bring on the cute attitude in this ponte mini skort brings featuring a flattering high-rise waist, and a skirt overlay designed with dual front slits along the form-hugging fit. Fit & FeaturesSmooth ponte knit fabric, minimal stretch, High-rise waist, Skirt overlay, dual front slits, Form-hugging silhouette, Mini-length hem, Shorts lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute Attitude Ponte Slit Mini Skort in Black | Size: L | Knit Fabric
This satin mini dress will be your favorite for celebrations, events, and date nights! Sleek and smooth satin shapes this off-the-shoulder dress, which features a flattering A-line silhouette perfect for styling with heels. Fit & FeaturesSmooth and sleek satin fabric, stretchy knit lining, Off-the-shoulder neckline, Short sleeve cuffs, A-line silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classics Lover Off-The-Shoulder Satin A-Line Mini Dress in White | Size: L | Knit Fabric/Satin Fabric
Express your devotion to romance in the Lena mesh mini dress perfect for modern brides, birthday girls, or graduates! The strapless cowl neckline adds a touch of elegance, while the bodycon fit accentuates your figure. Fit & FeaturesBeaded mesh fabric, stretchy knit lining, Strapless cowl neckline, Back zipper and hook-eye closure, Bodycon fit, mini-length hem, Runs true to size, Where to Wear:Prom, date nights, bachelorettes, girl's night out, birthdays Free Shipping on All Orders Over $75. | Windsor Lena Strapless Bodycon Beaded Mesh Mini Dress in White | Size: M | Knit Fabric/Mesh Fabric/Mesh Fabric
A fashionista like you will adore this basic mini skirt for creating your day and night looks! Featuring an elasticized high-rise waistband, bodycon silhouette, and a flirty front hem slit on stretchy and smooth knit fabric. Style with a corset top and heels. Fit & FeaturesHigh-rise elasticized waistband, Bodycon silhouette, Front hem slit, Mini-length hem, Stretchy and smooth knit fabric, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Get Down With Basic Slit Mini Skirt in Black | Size: M | Knit Fabric
Bling on the sultry glamour with the sparkling details of the stunning Catalina formal mini dress with a bodycon silhouette that will flaunt your gorgeous figure! Fit & FeaturesSheer mesh fabric, full-length knit lining, plenty of stretch, Mini iridescent rhinestones, faux pearl embellishments, Sleeveless cowl neckline, Adjustable spaghetti straps, Mini-length hem, bodycon silhouette, Runs true to size, Where to Wear:Prom, bachelorettes, birthdays, girl's night out, date nights Free Shipping on All Orders Over $75. | Windsor Catalina Rhinestone And Pearl Formal Mini Dress in White | Size: M | Knit Fabric/Rhinestone/Mesh Fabric
Show off a flawless allure in this figure-flaunting mini dress! Designed with a sleek knit fabric with a fab sheen, this mini-length dress offers plenty of stretch so you can dance all night. The sleeveless bodice is shaped with a pleated cowl neckline for a chic draped effect and spaghetti straps. The pleating across the bodycon silhouette will accentuate your stunning curves. Style with metallic heels for a club night out.Fit & FeaturesStretchy sleek knit fabric, Sleeveless pleated cowl neckline, Spaghetti straps, Pleating, Bodycon fit, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flawless Allure Cowl Neck Bodycon Mini Dress in Pink | Size: L | Knit Fabric
Keep it sophisticated with a satin mini dress that radiates luxe. The dress features a sleeveless square neckline, detachable rhinestone embellished spaghetti straps, ruched side and back seams, and a form-hugging silhouette and mini-length hem. Complete look with rhinestone heels and a satin clutch. Fit & FeaturesSleeveless square neckline, Detachable rhinestone spaghetti straps, Ruched side and back seams, Form-hugging silhouette, Mini-length hem, Lined sleek satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Stunning Sophistication Rhinestone Mini Dress in Wine | Size: M | Rhinestone/Satin Fabric
Make yourself known in this satin mini dress as you step into the club or party! The short dress is designed with a strapless neckline with non-slip grip lining, a pleated bust and side seam, a flattering bodycon silhouette, and a mini-length hem. Style the satin dress with rhinestone heels for a charming sparkle! Fit & FeaturesStrapless neckline, non-slip grip lining, Pleated bust and side seam, Bodycon silhouette, Mini-length hem, Silky satin fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make It Known Satin Strapless Pleat Mini Dress in Pink | Size: L | Rhinestone/Satin 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.