Flare Dresses

Calling all fashionistas ready to twirl into the spotlight—flare dresses are your ticket to a whirlwind of style and sass! These fabulous frocks are perfect for showing off your playful side, whether you're hitting the dance floor or just strutting down the street. With their flirty silhouettes and flowy vibes, flare dresses are here to make sure you own every room you walk into. So, slip into one of these beauties and let your confidence soar as you embrace the ultimate blend of chic and carefree. Let's get ready to slay, Windsor girl!

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Best Seller

$36.90

4.595238 star rating

An elegant pink off-the-shoulder midi dress with a stretchy knit fabric and flared hem.

$99.90

4.551724 star rating

A glamorous fuchsia A-line dress with rhinestones, lace-up back, and floor-sweeping hem.

$39.90

4.25 star rating

A sleek pink satin A-line mini dress with a sweetheart neckline and asymmetric hem.

Best Seller

$46.90

4.642857 star rating

A vibrant yellow skater dress with a ruffled skirt, halter tie-back, and smocked high waist.

$68.90

4.416667 star rating

A chic black skater dress featuring floral jacquard satin, a corset bodice, and lace-up back.

$48.90

4.5 star rating

A white eyelet knit mini skater dress featuring a flirty tie-back and tiered ruffled hem.

$54.90

4 star rating

A black glitter skater dress with chiffon sleeves and a fit-and-flare silhouette for parties.

$49.90

4.8 star rating

A lavender skater dress with glitter mesh, sheer sleeves, and a fit and flare silhouette.

$32.90

4.666667 star rating

A brown knit halter skater dress with ruched waist and a flirty double-layered skirt.

$54.90

3.666667 star rating

A rose floral satin dress featuring a cowl neckline, lace-up back, and A-line silhouette.

$36.90

5 star rating

A burgundy scuba knit midi dress with a sleeveless square neckline and flared mermaid silhouette.

$139.90

5 star rating

A light blue floral mesh formal dress featuring a sheer corset bodice and tiered ruffled A-line silhouette.

$36.90

5 star rating

A sage satin skater dress with a V-neckline, halter strap, and flirty fit-and-flare silhouette.

$54.90

3 star rating

A black glitter mesh skater dress with a corset bodice and lace-up back for a custom fit.

Sale

$23.97 $52.90 55% off

5 star rating

A pink floral lace skater dress with a lace-up back and fit-and-flare silhouette.

$44.90

3.5 star rating

A chic black short dress with sheer mesh sleeves and a sleek satin A-line silhouette.

Sale

$9.97 $46.90 79% off

A black skater dress with a halter-like neck strap and a flared mini-length hem.

$49.90

2 star rating

A chic yellow skater dress featuring a lace-up corset bodice and adjustable tank straps.

$54.90

A flirty ivory skater dress with a ditsy floral print and tiered ruffled silhouette.

$79.90

1.333333 star rating

A navy blue skater dress with a glitter mesh fabric, ruched bodice, and ruffled tiered skirt.

Sale

$19.97 $44.90 56% off

A dark marsala skater dress with a floral pattern, lace-up back, and flattering V-neckline.

$35.90

A strapless black floral midi dress with a sweetheart neckline and trendy flare hem.

$44.90

A denim skater dress with a corset bodice, tie-shoulder straps, and a mini-length silhouette.

$54.90

2 star rating

A sage chiffon skater dress with puff sleeves, sweetheart neckline, and flirty tie-back design.

$38.90

A chic black mini dress with sheer flare sleeves and a daring low back design.

$119.90

4.111111 star rating

An elegant denim tulle gown with glitter sequins, strappy back, and a flattering A-line silhouette.

Sale

$9.97 $49.90 80% off

5 star rating

A blue ponte skater dress with a floral velvet pattern, lace-up back, and flattering silhouette.

$42.90

4.666667 star rating

A chic black skater dress with velvet-flocked floral mesh, sweetheart neckline, and adjustable straps.

$44.90

4.5 star rating

A black floral skater dress with a corset bodice and bubble hem for a flattering fit.

$69.90

4.5 star rating

A blue floral mesh skater dress featuring a sweetheart neckline and tiered ruffled skirt.

Sale

$9.97 $36.90 73% off

5 star rating

A wine velvet mini dress with an off-the-shoulder neckline and pleated A-line silhouette.

$34.90

5 star rating

A charcoal skater dress with a ribbed knit top and tiered ruffled chiffon A-line silhouette.

$42.90

5 star rating

A black glitter knit skater dress with a V-neckline and chic draping at the waist.

Sale

$9.97 $34.90 71% off

5 star rating

A black knit skater dress with a plunging V-neckline, open back, and asymmetric ruffled design.

$44.90

4 star rating

A taupe paisley skater dress with a halter V-neck and stretchy smocked bodice.

$52.90

2 star rating

A pink skater dress with puff sleeves, lace trim, and a playful bubble hem.

$49.90

A floral ivory mini dress with a corset bodice, lace-up back, and adjustable spaghetti straps.

Sale

$9.97 $59.90 83% off

A glamorous black skater dress featuring a sequin bodice, strapless neckline, and bubble hem.

$36.90

A flirty black mini dress with a sweetheart neckline and pleated A-line silhouette.

$42.90

A sultry red halter midi dress with a V-neckline, open back, and side slit.

$179.90

A glamorous orange strapless dress with floral sequin embellishments and a chic high front slit.

Best Seller

$38.90

A white eyelet knit skater dress featuring a sleeveless square neckline and adjustable spaghetti straps.

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Flare Dresses
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Windsor A Moment In Satin Skater Dress in Blue
(66) 4.6363635 star rating

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: M | Rhinestone/Satin Fabric

Silky Chic Satin Skater Dress in Blue
(39) 4.5384617 star rating

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: XL | Satin Fabric

Chic Staple Ribbed Knit Skater Dress in Pink
(35) 4.742857 star rating

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

Windsor Flirt It Up Floral Jacquard Satin Corset Skater Dress in Ivory
(15) 4.5333333 star rating

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: L | Satin Fabric

Sunset Happy Hour Ruffled Skater Dress in Yellow
(14) 4.642857 star rating

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: XXS

Bling Fling Satin Rhinestone Skater Dress in Royal Blue
(14) 4.214286 star rating

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: XS | Knit Fabric/Rhinestone/Satin Fabric

So Darling Woven Drop-Waist Skater Dress in White
(12) 4.0833335 star rating

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: L | Woven Fabric

Sunshine Bliss Ditsy Floral Lace Corset Skater Dress in Pink
(7) 4.142857 star rating

An adorable ditsy floral short dress for brunch, day dates, or celebration! The skater dress showcases a femme allure with a lace trim corset bodice designed to snatch your figure while the back bow tie and drop waist seam accentuate your figure. Pair with a ring set. Fit & FeaturesDitsy floral print, woven fabric, woven lining with lace trim, Lace trim sweetheart neckline, Adjustable shoulder straps, back zipper closure, Corset lace trim bodice, underwire bust, flexible boning, Drop waist seam, skater silhouette, Short-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunshine Bliss Ditsy Floral Lace Corset Skater Dress in Pink | Size: XS | Woven Fabric

True Love In Floral V-Neck Corset Skater Dress in Natural
(6) 3.8333333 star rating

This sleeveless mini dress features a flattering V-neckline, adjustable spaghetti straps for a customizable fit, and a corset-inspired bodice. The skater silhouette and tiered ruffle hem gives this dress the perfect look with heels. Fit & FeaturesFloral print mesh fabric, stretchy knit lining, V-neckline, Adjustable spaghetti straps, Corset-inspired bodice, Skater silhouette, Tiered ruffled mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor True Love In Floral V-Neck Corset Skater Dress in Natural | Size: L | Knit Fabric/Mesh Fabric/Mesh Fabric

So Darling Woven Drop-Waist Skater Dress in Light Blue
(6) 4 star rating

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 Light Blue | Size: XS | Woven Fabric

Flare Dresses

Oh, honey, let’s talk about the magic of flare dresses! These beauties are the secret weapon in your wardrobe that can effortlessly elevate your style from "just fine" to "absolutely fabulous". Whether you’re twirling through a sunny spring day or stepping out for a glamorous evening event, a flare dress is like your best friend who brings the fun and flatters in all the right ways. Picture this: the soft breeze catching the hem of your dress, creating that perfect, Instagram-worthy swirl – yes, girl, that’s the power of a good flare!

Now, let’s get into the nitty-gritty. Flare dresses come in a variety of styles and silhouettes, making them incredibly versatile. From the cute and casual skater dresses to elegant fit-and-flare cocktail dresses, there’s a flare for every affair. Planning a brunch with the girls? Slip into a floral flare dress paired with your favorite wedges for a look that screams spring chic. Or maybe you’ve got a date night lined up? Opt for a sleek, solid color flare dress that hugs your curves and flares out at the hem for a touch of drama. And let’s not forget about those special occasions – weddings, graduaries, and yes, prom! Speaking of which, if you're on the hunt for that perfect prom dress that combines elegance with a pinch of playfulness, check out our Flare Prom Dresses. These dresses are designed to make you the belle of the ball, with just the right amount of twirl to make every photo and dance unforgettable.

Choosing the right flare dress means considering the fabric and fit that work best for your body type and the occasion. Lighter fabrics like chiffon or tulle add a whimsical touch and are great for daytime events, while structured materials like satin or crepe elevate your look for more formal gatherings. And let’s talk about color – nothing says spring like pastels, but don’t shy away from bold colors or patterns that reflect your personality and make you feel like the queen you are. Remember, the right dress isn’t just about fitting your body; it’s about fitting your vibe and making you feel great. So, whether you’re gifting one to your bestie for her birthday or treating yourself because you absolutely deserve it, a flare dress is more than just a piece of clothing – it’s a confidence booster, a style statement, and a way to express the vibrant, fearless woman you are. Go ahead, embrace your inner diva, and let your dress do the twirling!