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

4.5 star rating

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

$39.90

4.25 star rating

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

$46.90

4.615385 star rating

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

New Arrival

$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.

$42.90

5 star rating

A black skater dress with lace-trimmed corset bodice and sheer lace cap sleeves.

$68.90

4 star rating

A mauve floral jacquard satin skater dress with a corset bodice and lace-up back design.

$49.90

4.8 star rating

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

$49.90

4 star rating

A light blue satin skater dress with a floral pattern and corset bodice for a coquette vibe.

$32.90

4.666667 star rating

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

$36.90

5 star rating

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

$52.90

5 star rating

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

$36.90

5 star rating

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

$42.90

5 star rating

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

$42.90

5 star rating

A strapless white skater dress in stretchy scuba knit with a flattering fit and flare silhouette.

Sale

$20.97 $45.90 54% off

3 star rating

A black skater dress with sheer mesh sleeves, open back, and scuba knit fabric for formal occasions.

Sale

$9.97 $39.90 75% off

5 star rating

A chic black plaid skater dress with a bubble hem and adjustable spaghetti straps for fall flair.

$54.90

5 star rating

A green floral satin dress featuring a cowl neckline and lace-up strappy open back.

$44.90

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

$99.90

A navy blue strapless formal dress featuring a crepe bodice and satin A-line skirt.

Sale

$20.97 $46.90 55% off

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

New Arrival

$35.90

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

$139.90

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

$38.90

A chic black mini dress with sheer flare sleeves, low back, and fit and flare silhouette.

$54.90

2 star rating

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

$79.90

A black crepe midi dress featuring a lace-up back, side pockets, and a fit and flare silhouette.

$99.90

4.535714 star rating

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

$39.90

4.666667 star rating

A romantic natural lace mini dress with sheer long sleeves 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 and a strappy lace-up back.

Sale

$9.97 $44.90 78% off

4.6 star rating

A flirty mauve skater dress in shiny stretch-satin with a bold open back and square neckline.

Sale

$19.97 $39.90 50% off

4.333334 star rating

A black nylon knit mini dress with a boat neckline and tiered ruffled hem for flirty flair.

Sale

$24.97 $54.90 55% off

4.5 star rating

A wine-colored off-the-shoulder skater dress featuring a sweetheart bust and tie-back bow accent.

Sale

$9.97 $42.90 77% off

5 star rating

A black A-line mini dress with a V-neckline and ruffled hem in soft knit fabric.

$59.90

5 star rating

A white chiffon skater dress with a floral print, lace trim, and charming bow detail.

$34.90

5 star rating

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

Sale

$9.97 $44.90 78% off

5 star rating

A trendy black skater dress with an asymmetric one-shoulder neckline and ruched bubble hem.

Sale

$9.97 $49.90 80% off

5 star rating

A chic black chiffon skater dress with a plunge V-neckline and open-back design.

Sale

$22.97 $49.90 54% off

5 star rating

A pink chiffon skater dress with lace trim and a flattering drop waist for flirty occasions.

Sale

$19.97 $36.90 46% off

5 star rating

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

Sale

$26.97 $59.90 55% off

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

$45.90

A plum floral mesh maxi dress featuring a V-neckline and form-hugging fit with flowy hem.

Sale

$19.97 $34.90 43% off

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

Sale

$19.97 $36.90 46% off

A green knit midi dress with a halter neckline and flared mermaid silhouette, perfect for events.

Sale

$24.97 $54.90 55% off

A chic brown faux leather mini dress with a strapless sweetheart neckline and ruffled trim.

Sale

$22.97 $49.90 54% off

A flirty blue A-line mini dress with rhinestone bows, sheer mesh, and an asymmetric hem.

Sale

$21.97 $48.90 55% off

A wine velvet skater dress with rhinestone embellishments, featuring a square neckline and V-shaped drop waist.

New Arrival

$44.90

A taupe paisley skater dress with a halter V-neck and flowy mini-length hem.

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Flare Dresses
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Now Trending
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, | Windsor A Moment In Satin Skater Dress in Blue | Size: M | Rhinestone/Satin Fabric Free Shipping on All Orders Over $75.

Windsor Chic Staple Ribbed Knit Skater Dress in Green
(27) 4.740741 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, | Windsor Chic Staple Ribbed Knit Skater Dress in Green | Size: S | Knit Fabric Free Shipping on All Orders Over $75.

Sunset Happy Hour Ruffled Skater Dress in Yellow
(13) 4.6153846 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, | Windsor Sunset Happy Hour Ruffled Skater Dress in Yellow | Size: XS Free Shipping on All Orders Over $75.

Windsor So Darling Woven Drop-Waist Skater Dress in Wine
(9) 3.8888888 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, | Windsor So Darling Woven Drop-Waist Skater Dress in Wine | Size: XL | Woven Fabric Free Shipping on All Orders Over $75.

Windsor Flirt It Up Floral Jacquard Satin Corset Skater Dress in Black
(6) 4 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, | Windsor Flirt It Up Floral Jacquard Satin Corset Skater Dress in Black | Size: M | Satin Fabric Free Shipping on All Orders Over $75.

Windsor 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, | Windsor True Love In Floral V-Neck Corset Skater Dress in Natural | Size: S | Knit Fabric/Mesh Fabric/Mesh Fabric Free Shipping on All Orders Over $75.

Windsor Dainty-Chic Lace-Trim Woven Corset Skater Dress in Black
(6) 5 star rating

This adorable lace-trim woven corset skater dress will bring a dainty-chic style to your party look. The sheer stretch woven fabric offers an airy, lightweight feel with a knit lining for coverage. The short dress features a square neckline with a scalloped lace trim and sheer lace cap sleeves for the prettiest detail. The ruched bust leads to a corset front with a lace-up design for a snatched look. The high waist flows out to a skater skirt with a fit and flare silhouette. Complete your outfit with rhinestone heels for that pop of sparkle. Fit & FeaturesSheer stretch woven fabric with knit lining, Square neckline with scalloped lace trim, Sheer scalloped lace cap sleeves, Ruched bust, corset bodice with lace-up front, Back zipper, hook and eye closure, High waist seam, skater skirt with fit and flare silhouette, Runs true to size, | Windsor Dainty-Chic Lace-Trim Woven Corset Skater Dress in Black | Size: L | Knit Fabric/Rhinestone/Sheer Lace Fabric Free Shipping on All Orders Over $75.

Windsor Pretty Vibes Polka Dot Drop Waist Skater Dress in Black
(5) 4.6 star rating

The pretty vibes of this polka dot skater dress are unmatched! The sweet dress features a corset bodice that snatches your figure while the lace-up back grabs all the attention. Complete the look with boots. Fit & FeaturesPolka dot printed poplin woven fabric with woven lining, lace trim, minimal stretch, Sweetheart neckline, wired bust, bow-front detail, Thin adjustable shoulder straps, Corset bodice, flexible boning, lace-up back, zipper with hook-eye closure, V-shaped drop waist, Short-length pleated skater silhouette, Runs true to size, | Windsor Pretty Vibes Polka Dot Drop Waist Skater Dress in Black | Size: XL | Woven Fabric Free Shipping on All Orders Over $75.

Windsor Divine Allure Ponte Floral Velvet Skater Dress in Blue
Sale
(5) 5 star rating

This ponte skater dress is guaranteed to turn heads! It features a sleeveless V-neck, spaghetti straps, and a strappy lace-up back that will make you look super sultry, while the skater silhouette and short-length hem will flatter your figure like no other. Plus, the burnout floral velvet pattern is absolutely divine! Complete the look with block heels for a rehearsal dinner or school dance! Fit & FeaturesSleeveless V-neckline, Spaghetti straps, Strappy lace-up back, Skater silhouette, short-length hem, Burnout floral velvet pattern, Ponte knit fabric, minimal stretch, Runs true to size, | Windsor Divine Allure Ponte Floral Velvet Skater Dress in Blue | Size: S | Knit Fabric Free Shipping on All Orders Over $75.

Windsor Glittery Impression Strapless Tiered Ruffle Skater Dress in Pink
(5) 3.2 star rating

Leave a glittery impression and radiate glam beauty in this glitter knit skater dress featuring a fitted bodice with a strapless straight neckline and ruched side seams. The on-trend drop waist leads to an adorable tiered ruffled hem with a short skater silhouette. Perfect for homecoming or a dressy party! Fit & FeaturesStretchy glitter knit fabric, top knit lining, Strapless straight neckline, Fitted bodice, ruched side seams, Subtle drop waist, Tiered ruffled hem, Short skater silhouette, Runs true to size, | Windsor Glittery Impression Strapless Tiered Ruffle Skater Dress in Pink | Size: S | Knit Fabric Free Shipping on All Orders Over $75.