Short Fit And Flare Dresses
Short fit and flare dresses are your secret weapon for turning every sidewalk into a runway moment. Flirty, twirl-worthy, and seriously fun, these dresses know how to hype you up whether you’re headed out for brunch or making moves on the dance floor. Slip into a fit and flare and let your confidence do the talking—because when you’re rocking that perfect combo of cute and sassy, there’s no stopping your main character energy.
$32.90
A chic strapless light blue mini dress with pleated bust and flowy A-line silhouette.
$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.
$20.97 $45.90 54% off
A royal blue satin skater dress with detachable rhinestone straps and a flattering fit-and-flare silhouette.
$48.90
A white eyelet knit mini skater dress featuring a flirty tie-back and tiered ruffled hem.
$19.97 $36.90 46% off
A silky white satin skater dress with a V-neckline, halter strap, and flirty fit-and-flare silhouette.
$54.90
A black glitter skater dress with chiffon sleeves and a fit-and-flare silhouette for parties.
$44.90
A yellow floral skater dress with a strappy tie-back and ruffled mini-length hem.
$54.90
An ivory floral satin dress featuring a cowl neckline and lace-up back for feminine chic vibes.
$39.90
A pink glitter knit skater dress with a strapless neckline and tiered ruffled hem.
$49.90
A lavender glitter skater dress with sheer peasant sleeves and a fit and flare silhouette.
$49.90
A chic yellow skater dress featuring a lace-up corset bodice and adjustable tank straps.
$64.90
An elegant black velvet skater dress with an off-the-shoulder neckline and pleated silhouette.
$48.90
A light blue woven A-line dress featuring a corset bodice, lace-up back, and sweetheart neckline.
$49.90
A light blue satin skater dress with a floral pattern and corset bodice for a coquette vibe.
$59.90
A natural floral chiffon skater dress with a strapless sweetheart neckline, lace trim, and bow.
$19.97 $32.90 39% off
A brown knit halter skater dress with ruched waist and a flirty double-layered skirt.
$36.90
A sage ribbed knit mini dress with a scoop neckline and flattering skater silhouette.
$109.90
A denim blue mesh skater dress featuring sequin floral embroidery, a corset bodice, and adjustable straps.
$44.90
A black floral skater dress with a corset bodice and bubble hem for a flattering fit.
$44.90
A chic black short dress with sheer mesh sleeves and a sleek satin A-line silhouette.
$54.90
A black glitter mesh skater dress with a corset bodice and lace-up back for a custom fit.
$59.90
A pink floral organza skater dress featuring a lace-up corset bodice and voluminous tulle-lined skirt.
$24.97 $54.90 55% off
A floral ivory skater dress with a halter V-neckline and voluminous silhouette for sunny days.
$49.90
A pink floral lace mini dress featuring a V-neckline, tie-back bow, and A-line silhouette.
$19.97 $42.90 53% off
A charming ivory skater dress with dainty floral print and faux button accents in a halter style.
$42.90
A white skater dress with tie-back halter straps and a flattering V-shaped drop waist.
$65.90
A strapless floral skater dress featuring a bustier bodice, sweetheart neckline, and hidden side pockets.
$49.90
A cute ivory floral skater dress with a corset bodice and flared short-length hem.
$19.97 $38.90 49% off
A chic black mini dress with sheer flare sleeves and a daring low back design.
$84.90
A romantic white lace dress featuring a corset bodice, tie straps, and ruffled A-line silhouette.
$56.90
An ivory floral skater mini dress with a sweetheart neckline and adjustable spaghetti straps.
$33.90
A chic ivory satin skater dress featuring a flattering sweetheart neckline and twirl-worthy silhouette.
$19.97 $44.90 56% off
A light blue skater dress with tie shoulder straps and a flattering drop waist seam.
$42.90
A black skater dress with a sweetheart neckline and flattering low-cut back in woven fabric.
$52.90
A strapless ivory chiffon skater dress featuring a ruffled silhouette and stretchy smocked bodice.
$59.90
A chic satin skater dress in yellow featuring a lace-up corset bodice and lace trim neckline.
$42.90
A rust floral skater dress in breezy rayon with tie-back halter straps and an open back.
$24.97 $54.90 55% off
An ivory cotton-blend skater dress featuring a ditsy floral print and tiered ruffled silhouette.
$9.97 $44.90 78% off
A dark marsala skater dress with a floral pattern, lace-up back, and faux button accents.
$54.90
A sage chiffon skater dress with puff sleeves, sweetheart neckline, and flirty tie-back design.
$79.90
A navy blue skater dress with a glitter mesh fabric, ruched bodice, and ruffled skirt.
$69.90
A chic black satin A-line dress featuring a statement back bow and adjustable spaghetti straps.
$59.90
A white floral chiffon skater dress featuring a strapless sweetheart neckline, lace trim, and padded cups.
$49.90
A white polka dot skater dress with a halter V-neck, tie-back bow, and textured woven fabric.
$39.90
A strapless black crepe mini dress featuring a flattering skater silhouette and playful foldover neckline.
$44.90
A black mesh-lined skater dress featuring a halter neckline, hoop insert, cutout bodice, and ruffled hem.
$46.90
A blue floral eyelet skater dress with flutter sleeves, tiered A-line silhouette, and tie-back detail.
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Have a twirl-worthy moment in this gorgeous and glam satin skater dress. It features a sleeveless square neckline, adjustable spaghetti straps that lead to a cross-back and lace-up back design, a fitted bodice with a high waist, and a flirty skater silhouette. Style this dress with rhinestone earrings and new heels. Fit & FeaturesSleeveless, square neck, adjustable spaghetti straps, Built-in padded bust, Lace-up back design, Fitted bodice, high waist seam, Skater pleated silhouette, Satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor A Moment In Satin Skater Dress in Blue | Size: L | Rhinestone/Satin Fabric
Lustrous silk for your fancy needs. Show up to the celebration in this satin skater dress designed to fit and flatter every figure in a sleeveless cowl neckline, spaghetti straps, and a form-fitting bodice that leads to a short-length hem. Complete the look in fab block heels. Fit & FeaturesSleeveless cowl neckline, spaghetti straps, Form-fitting bodice, Skater style skirt, Short-length hem, Silky smooth satin fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Silky Chic Satin Skater Dress in Blue | Size: M | Satin Fabric
A chic staple skater dress featuring a flirty off-the-shoulder folded neckline and a short-length perfect for styling with boots or heels. Fit & FeaturesRibbed knit fabric with plenty of stretch, Off-the-shoulder neckline, fold-over accent, Long fitted sleeves, Short-length hem, Skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic Staple Ribbed Knit Skater Dress in Pink | Size: XS | Knit Fabric
Flirt up the room at your next dressy affair in this adorable skater dress designed with a floral jacquard satin fabric for a chic look. It features a sleeveless sweetheart neckline with ruching at the bust and a tie-front detail, a corset bodice with vertical seam detailing, a lace-up back design to create that snatched fit, a V-shaped drop waist, and a short skater skirt with an iconic fit-and-flare silhouette. Fit & FeaturesFloral jacquard satin fabric with lace-trim lining, Sweetheart neckline, ruched underwire bust, tie-front detail, Thin adjustable shoulder straps, lace-up back, Corset bodice with vertical seam detailing, flexible boning, V-shaped drop waist, Short skater skirt, fit-and-flare silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirt It Up Floral Jacquard Satin Corset Skater Dress in Ivory | Size: S | Satin Fabric
This skater dress was made for sunset happy hours this season! It features a sleeveless V-neckline, halter tie-back straps, an open back, a stretchy smocked high waist, a short skater skirt with a tiered ruffled design, and a fit and flare silhouette. The lightweight twill fabric includes a woven lining. Style this short dress with espadrille sandals and a mini handbag. Fit & FeaturesSleeveless V-neckline, Halter tie-back straps, open back, Stretchy smocked high waist, Short skater skirt, tiered ruffled design, Fit and flare silhouette, Twill fabric, woven lining, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunset Happy Hour Ruffled Skater Dress in Yellow | Size: M
Windsor Bling Fling Satin Rhinestone Skater Dress in Royal Blue
$20.97 $45.90
54% off
Show off a hint of bling in this satin skater dress for your next dressy soiree! Adorned with detachable rhinestone-embellished straps for a stunning sparkle, this dress will be the night's hit. The smooth satin-knit fabric offers plenty of stretch for comfortable wear. The short dress features a sleeveless square neckline, ruched side seams at the bodice, and a flattering fit-and-flare skater silhouette. Complete your look with rhinestone bow heels. Fit & FeaturesStretchy smooth satin-knit fabric, knit lining at the bust, Sleeveless square neckline, Detachable rhinestone-embellished thin straps, Side ruched seams at the bodice, High waist seam, Fit-and-flare skater silhouette, Strapless or sticky bra recommended, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Bling Fling Satin Rhinestone Skater Dress in Royal Blue | Size: L | Knit Fabric/Rhinestone/Satin Fabric
Create a sweet summer look that is oh-so-darling with this drop-waist skater dress. Designed with a lightweight woven fabric, the bodice is accented with a dainty lace trim for a pretty vibe. The short dress features a sleeveless sweetheart neckline, a ruched bust with a small tie-front adjustable detail, and thin tank straps leading to an alluring lace-up back for a customized fit. The asymmetric drop-waist is detailed with pleated side panels, flowing down to a tiered A-line silhouette for a flirtatious look. Style with hoop earrings and a charm necklace. Fit & FeaturesWoven fabric with lace trim woven lining, Sweetheart neckline, ruched bust, adjustable tie-front, Tank straps, lace-up back design, Back zipper and hook-eye closure, Asymmetric drop-waist, pleated side panels, Tiered A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Darling Woven Drop-Waist Skater Dress in White | Size: XS | Woven Fabric
Be your own adorable muse in this sleeveless skater dress boasting a V-neckline and a ruffled skater silhouette. Complete the look with heels. Fit & FeaturesSheer lace fabric with knit lining, plenty of stretch, V-neckline with twist-front bust design, Adjustable spaghetti straps, V-shaped drop waist, Mini-length tiered ruffled skater silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Adorable Muse Ruffled Lace Skater Dress in White | Size: L | Lace Fabric/Knit Fabric/Sheer Lace Fabric
Capture hearts with your sweet look in this airy eyelet knit skater dress. You'll adore the flowy feel of the fit-and-flare silhouette. Fit & FeaturesEyelet knit fabric with knit lining, Sleeveless square neckline, underbust seam, Adjustable spaghetti straps, Skater silhouette, Mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet Look Eyelet Knit Skater Dress in White | Size: S | Knit Fabric
Spring forward in the cutest skater dress showcasing a head-turning strappy tie-back and a flattering ruffled mini-length hem that'll swoon everyone! Fit & FeaturesWoven fabric with woven lining, Square neckline with bust tie, Spaghetti straps, Strappy tie-back design, Skater silhouette, Ruffled mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spring Forward Strappy Back Skater Dress in Yellow | Size: L | Woven Fabric
Short Fit And Flare Dresses
Short fit and flare dresses are the ultimate power move for any girl who wants to turn the sidewalk into her own personal runway. There’s just something about that cinched waist and twirly skirt that brings out your inner main character energy—like, yes, the world *is* your stage, and you’re here to steal the spotlight. Whether you’re getting ready for a night out with your crew, a romantic dinner date, or even a spontaneous road trip where every pit stop is a photo op, these dresses have your back. They’re flirty, they’re fun, and they’re basically an instant confidence boost—hello, compliments! The fit and flare silhouette is legendary for flattering every body type, hugging your curves in all the right places while giving you plenty of room to move, dance, and make memories. And let’s be real, nothing beats the feeling of spinning around and watching that skirt do its thing. If you’re hunting for the perfect look to wear to a birthday bash, graduation party, or just a random Friday when you want to feel extra, a short fit and flare dress is always a good idea.
Shopping for a short fit and flare dress is like picking your vibe for the day—do you want to serve cute and playful, or are you going for bold and daring? The options are endless, from delicate lace and dreamy florals to edgy mesh and glittery sequins. Think about the details that make you feel like *you*, whether that’s a sweetheart neckline, strappy back, or a little bit of sparkle. These dresses aren’t just for you, either—they make the sweetest gifts for your bestie’s birthday, your sister’s big celebration, or anyone who deserves a little extra love (and a lot of extra style). And if you’re the one doing the gifting, trust: nothing says “I get you” like a dress that’s made for making memories. When you’re picking out your new fave, consider where you’ll be wearing it—are you planning to dance all night, snap pics at golden hour, or just want something cute for brunch? Pay attention to the fabric and fit so you can move, groove, and live your best life without a single wardrobe worry. Oh, and if you’re obsessed with the classics, don’t sleep on the timeless allure of a little black dress. You can check out our collection of Fit And Flare Black Dresses for a look that nails every dress code, every time.
No matter where you’re headed or who you’re shopping for, short fit and flare dresses are the secret weapon for those moments when you want to feel unstoppable. They’re the go-to for making an entrance, breaking hearts (in the best way), and saying yes to every adventure that comes your way. Picture yourself stepping out with your squad, the music’s up, the laughs are loud, and your dress is catching the light just right—this is what it’s all about. Don’t hold back on the accessories, either; stack those bracelets, grab your cutest clutch, and let your shoes do the talking. Whether you’re gifting a dress to your ride-or-die or treating yourself to something new, remember: you deserve to feel amazing, and a short fit and flare dress is here to make sure you do.