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 white twill skater dress featuring a V-neck, halter tie-back straps, and tiered ruffled skirt.
$64.90
A charming ivory floral midi dress featuring a halter neckline, corset bodice, and lace-up back.
$59.90
A pink floral woven dress featuring a corset-inspired bodice, ruffled trim, and flared skater silhouette.
$9.97 $49.90 80% off
A lavender skater dress with glitter mesh, sheer sleeves, and a fit and flare silhouette.
$59.90
A white skater dress featuring a lemon print, corset-style bodice, lace trim, and adjustable straps.
$32.90
A white eyelet knit skater dress featuring a square neckline, spaghetti straps, and a double-layered skirt.
$42.90
A breezy blue woven mini dress with a V-neckline, spaghetti straps, and tiered ruffled skater silhouette.
$79.90
An ethereal beige organza maxi dress featuring a halter neckline, open back, and flowy A-line silhouette.
$62.90
A white woven midi dress featuring a soft floral print, fitted bodice, and flowy a-line silhouette.
$14.97 $54.90 73% off
A black glitter mesh skater dress with a corset bodice and lace-up back for a custom fit.
$52.90
A white eyelet skater dress featuring a square neckline, adjustable bust tie, and flowy tiered skirt.
$64.90
A white floral midi dress featuring a flowy A-line silhouette, high halter neckline, and open back.
$69.90
A navy blue satin skater dress featuring a floral pattern, square halter neckline, and lace-up back.
$59.90
A sage satin mini dress featuring a floral print, corset-inspired bodice, and adjustable spaghetti straps.
$49.90
A blue woven skater dress featuring a ditsy floral print, eyelet fabric, tie-back, and hidden pockets.
$9.97 $59.90 83% off
An airy wine chiffon dress featuring flowy sleeves, sequin embroidery, and a flattering fit-and-flare silhouette.
$46.90
A yellow chiffon mini dress featuring a floral print, sweetheart neckline, and flirty tiered ruffle hem.
$69.90
A white floral skater dress featuring a lace-up back, square halter neckline, and hidden side pockets.
$64.90
A dreamy ivory cotton skater dress featuring a floral print, lace trim, corset details, and lace-up back.
$44.90
A burgundy paisley mesh mini dress with delicate straps and a flowy tiered hanky hem.
$69.90
A white floral eyelet strapless midi dress featuring a smocked bodice and flowy A-line silhouette.
$49.90
A white floral skater dress featuring puff sleeves, a sweetheart neckline, and a strappy lace-up back.
$42.90
A flowy olive paisley floral dress featuring a halter V-neckline and an open tie-back design.
$42.90
A navy blue paisley skater dress featuring a halter V-neckline, open tie back, and ruffled hem.
$64.90
A black chiffon maxi dress featuring tiered ruffles, a ruched sweetheart bust, and a flowy A-line silhouette.
$44.90
An ivory chiffon skater dress featuring delicate lace inserts, adjustable straps, and a flared mini silhouette.
$39.90
A white skater mini dress featuring a strappy back, V-neckline, and flowy godet panels.
$129.90
An airy white floral chiffon dress featuring ruffled accents, a halter neckline, and a romantic lace-up back.
$42.90
An ivory floral mesh skater dress featuring a velvet burnout pattern, strappy open back, and flowy silhouette.
$52.90
A white woven mini dress featuring a sleeveless square neckline, pleated details, and adjustable straps.
$42.90
A white scuba knit mini dress featuring a boatneck, V-cut back, and flared skater silhouette.
$39.90
A navy blue knit skater dress featuring a high halter neckline, flowy bodice, and partially open back.
$69.90
A blue floral chiffon maxi dress featuring a fitted bodice, flowy silhouette, and adjustable spaghetti straps.
$52.90
A blue floral chiffon skater dress featuring a tiered ruffle skirt, open tie-back, and adjustable straps.
$64.90
An ivory floral chiffon maxi dress featuring a halter neckline, ruched bodice, and flowy handkerchief hem.
$64.90
A romantic ivory cotton midi dress featuring dainty florals, ruffle trim, and a smocked waist.
$72.90
A blue chiffon midi dress featuring a strapless smocked bodice, floral print, and flowy A-line silhouette.
$64.90
A white cotton-blend midi dress featuring a floral print, puff sleeves, ruched bust, and smocked back.
$32.90
A chic black strapless mini dress featuring pleated bust detailing and a flowy A-line silhouette.
$32.90 - $34.90
An off-the-shoulder orange satin mini dress featuring a flattering A-line silhouette and smooth knit lining.
$9.97 $36.90 73% off
A pink ribbed knit skater dress with an off-the-shoulder neckline and long fitted sleeves.
$36.90
A white sleeveless mini dress featuring a low-back cut and flattering A-line silhouette in smooth knit fabric.
$49.90
A navy blue sleeveless skater dress featuring sheer lace, a V-neckline, and tiered ruffled silhouette.
$149.90
A sage floral chiffon strapless dress featuring tiered ruffles, corset bodice, and an airy A-line silhouette.
$56.90
A light pink gauze maxi dress featuring a V-neckline, open back with tie, and relaxed drape.
$37.90
A yellow lace A-line mini dress featuring a sweetheart neckline and sheer flutter sleeves.
$119.90
A white chiffon skater dress featuring floral print, beaded applique, and layered ruffle skirt for elegant flair.
$39.90
A pink floral knit mini dress featuring a ruched sweetheart neckline and twirl-worthy A-line silhouette.
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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: M | Knit Fabric/Satin Fabric
Windsor Senorita Mesh Strappy Mini Dress in Light Blue
$23 $32.90
30% off
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 Light Blue | 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:Prom, 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
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: XL | Knit Fabric/Mesh Fabric/Mesh Fabric
Minimal, but never boring. This sleek mini skirt brings the heat with a flirty slit and body-hugging fit made for going out or dressing up your everyday looks. Fit & FeaturesStretchy and smooth knit fabric, High-rise elasticized waistband, Mini-length hem, short front slit, Bodycon silhouette, 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
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 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 Yellow | Size: M | Knit Fabric/Rhinestone/Mesh Fabric
The mini dress features a sleeveless square neckline with a pleated bust, spaghetti straps, and an A-line silhouette. Complete outfit with a sleek rhinestone clutch. Fit & FeaturesSmooth knit fabrication with full knit lining, Sleeveless square neckline, Pleated bust, Spaghetti straps, A-line silhouette, Mini length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Sophistication A-Line Pleated Mini Dress in Mint | Size: L | Knit Fabric/Rhinestone
Capture all the attention with your sultry allure in the Paige rhinestone formal bodycon mini dress! She features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, all-over rhinestone embellishments for that total glam girl vibe, a mini-length hem, and a bodycon silhouette to hug your gorgeous curves. The slinky knit fabric offers plenty of stretch. Style this mini dress with metallic heels for your next dressy night out! Fit & FeaturesSleeveless cowl neckline, Adjustable spaghetti straps, All-over rhinestone embellishments, Mini-length hem, bodycon silhouette, Slinky knit fabric, full-length knit lining, plenty of stretch, Runs true to size, Where to Wear:School dances, date nights, bachelorettes, birthdays, cocktail parties, rooftop hotel bars, GNO, parties Free Shipping on All Orders Over $75. | Windsor Paige Rhinestone Formal Bodycon Mini Dress in Red | Size: XL | Knit Fabric/Rhinestone