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.
$49.90
An olive green gauze skater dress featuring a tie-front, ruffled tiers, and adjustable spaghetti straps.
$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.
$36.90
A black ribbed knit halter mini dress with a skater silhouette, perfect for festivals or casual outings.
$46.90
A vibrant yellow skater dress with a ruffled design, halter tie-back, and smocked high waist.
$9.97 $64.90 85% off
A sage woven skater dress with a lace-up back and asymmetric drop-waist for a sweet summer look.
$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.
$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.
$32.90
A breezy white eyelet knit skater dress featuring a square neckline and double-layered flared skirt.
$49.90
A lavender skater dress with glitter mesh, sheer sleeves, and a fit and flare silhouette.
$22.97 $49.90 54% off
A black linen skater dress featuring a corset lace-up back and sweetheart neckline with bust tie.
$42.90
A navy blue paisley skater dress with a halter V-neckline and playful tie-back design.
$19.97 $42.90 53% off
A rust floral skater dress in airy rayon with tie-back halter straps and an open back.
$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.
$99.90
A light blue floral jacquard skater dress featuring a corset bodice, metallic threading, and hidden pockets.
$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.
$46.90
A navy blue strapless mini skater dress in stretchy poplin with a ruched bodice and pleated hem.
$69.90
A pink satin skater dress featuring a lace-up back, corset bodice, and bow tie shoulder straps.
$59.90
A chic satin skater dress in yellow featuring a lace-up corset bodice and lace trim neckline.
$64.90
An elegant black velvet skater dress with an off-the-shoulder neckline and drop-waist design.
$19.97 $28.90 31% off
A breezy black midi dress featuring gauze fabric, a V-neck, adjustable straps, and hidden side pockets.
$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.
$9.97 $39.90 75% off
A white lace skater dress featuring an off-the-shoulder neckline and a figure-flattering corset bodice.
$69.90
A periwinkle lace glitter skater dress featuring a cutout back, cowl neckline, and voluminous silhouette.
$19.97 $44.90 56% off
A floral chiffon skater dress in ivory with a strapless smocked bodice and ruffled silhouette.
$52.90
A chic black skater dress featuring a sheer lace corset bodice and lined mesh skirt.
$44.90
A white floral chiffon skater dress featuring charming ruffles, a strapless neckline, and a smocked bodice.
$9.97 $49.90 80% off
An ivory floral skater dress featuring a corset bodice, lace-up back, and tie shoulder straps.
$44.90
An ivory satin skater dress featuring a square neckline, ruched bust, and adjustable shoulder straps.
$20.97 $46.90 55% off
A natural lace mini dress featuring a strapless sweetheart neckline and flared skater silhouette.
$9.97 $49.90 80% off
A floral ivory mini dress with a corset bodice, lace-up back, and adjustable spaghetti straps.
$89.90
A playful pink A-line short dress featuring lace trim, adjustable straps, and hidden side pockets.
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Slip into the luxe vibes of Mayra! Designed to highlight your figure, this formal satin dress delivers a chic form-hugging fit and a high slit for effortless movement. Fit & FeaturesSmooth satin-knit fabric, moderate stretch, Sleeveless square neckline, spaghetti straps, Fitted bodice, side hip pleating, Form-fitting silhouette, high-cut front slit, Floor-length hem, Style runs small, Where to Wear:Homecoming, weddings, black-tie parties, galas, military balls, engagement parties, rehearsal dinners, bridal celebrations, birthday events, milestone celebrations Free Shipping on All Orders Over $75. | Windsor Mayra Formal Satin Slit Long Dress in Sage | Size: S | Satin Fabric
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
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.