Casual Fit And Flare Dresses
Casual fit and flare dresses are your secret weapon for looking effortlessly cute while keeping it comfy. Whether you’re catching up with your crew, running errands, or just living your best life, these flirty silhouettes bring the fun without trying too hard. Get ready to twirl through every plan on your calendar—because when you slip into a fit and flare, you’re instantly that girl who knows how to turn heads and own the moment.
$54.90
An ivory floral satin dress with a lace-up back and flirty A-line silhouette.
$49.90
An olive green gauze skater dress featuring a tie-front, ruffled tiers, and adjustable spaghetti straps.
$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 design, 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.
$19.97 $44.90 56% off
A white floral skater dress with a strappy tie-back and ruffled mini-length hem.
$48.90
A breezy white eyelet knit mini skater dress with a flirty tie-back and ruffled hem.
$49.90
A lavender skater dress with glitter mesh, sheer sleeves, and a fit and flare silhouette.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$22.97 $49.90 54% off
A black linen skater dress featuring a corset lace-up back and sweetheart neckline with bust tie.
$19.97 $42.90 53% off
A rust floral skater dress in airy rayon with tie-back halter straps and an open back.
$42.90
A navy blue paisley skater dress with a halter V-neckline and playful tie-back design.
$20.97 $46.90 55% off
An olive green gauze skater dress featuring V-neck cutouts, flowy sleeves, and a breezy silhouette.
$79.90
A navy blue skater dress with a glitter mesh fabric, ruched bodice, and ruffled tiered skirt.
$52.90
A pink skater dress with puff sleeves, lace trim, and a flattering bubble hem.
$49.90
An airy white eyelet skater dress featuring a lace-up bust, lace trim, and adjustable tank straps.
$32.90
A chic denim strapless A-line mini dress with pleated bust and stretchy knit fabric.
$36.90
An elegant black off-the-shoulder midi dress with a stretchy knit fabric and flared hem.
$39.90
A brown knit A-line skater dress featuring a plunging halter neckline and strappy open back.
$54.90
A black glitter skater dress with chiffon sleeves and a sweetheart neckline for dazzling occasions.
$69.90
A pink satin skater dress featuring a lace-up back, corset bodice, and bow tie shoulder straps.
$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.
$44.90
A white floral chiffon skater dress featuring charming ruffles, a strapless neckline, and a smocked bodice.
$19.97 $44.90 56% off
A floral chiffon skater dress in ivory with a strapless smocked bodice and ruffled silhouette.
$9.97 $49.90 80% off
A floral ivory mini dress with a corset bodice, lace-up back, and adjustable spaghetti straps.
$44.90
An ivory satin skater dress featuring a square neckline, ruched bust, and adjustable shoulder straps.
$89.90
A playful pink A-line short dress featuring lace trim, adjustable straps, and hidden side pockets.
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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
Casual Fit And Flare Dresses
When it comes to nailing that effortlessly cute vibe, nothing beats the magic of a casual fit and flare dress. This is the dress you reach for when you want to look put-together but still feel like you could twirl your way through brunch, a coffee run, or even a spontaneous road trip with your girls. The flirty silhouette—fitted at the waist, with a skirt that flares out just enough—creates a look that’s universally flattering and endlessly versatile. It’s the kind of dress that lets you move, groove, and live your best life without a second thought. Picture yourself strolling through a weekend farmer’s market, iced latte in hand, feeling the sun on your skin and the breeze catching the hem of your dress. Or maybe you’re heading to a backyard hangout, layering your casual flare dress with a denim jacket and sneakers for that “I woke up like this” energy. Whether you’re the queen of last-minute plans or the friend who always has a backup outfit in her tote, this style is your ticket to staying comfy and confident all day long.
Shopping for a casual fit and flare dress is all about finding that sweet spot between fun and functional. Think soft, breathable fabrics that keep you cool when things heat up, or playful prints and colors that match your mood. You can dress it up with a cute pair of wedges and statement earrings, or keep things low-key with your go-to sandals and a floppy hat. This is also one of those rare pieces that works for almost anyone on your gift list—your bestie who just landed her dream job, your sister who loves a little flair, or even your mom who’s always on the hunt for something easy yet chic. And let’s be real: a casual fit and flare dress is the ultimate confidence booster, giving you that extra pep in your step whether you’re heading to class, a date, or just running errands. The best part? It’s the kind of dress that makes you feel like the main character in your own movie, ready for whatever adventure comes next.
If you’re in the mood to level up your wardrobe game, don’t forget that the fit and flare silhouette isn’t just for daytime hangs. For those moments when you want to turn heads under the city lights or dance until the DJ calls last song, check out our Party Fit And Flare Dresses for even more ways to serve unforgettable looks. But for every other moment—the coffee dates, the study sessions, the spontaneous ice cream runs—a casual flare dress is your ride-or-die. It’s the dress that keeps up with your every move, gasses you up with every spin, and reminds you that style should always feel this easy.