Skater Dresses

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STYLE SPOTLIGHT

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Women's Jumpsuits & Rompers

Skater Dresses That Flatter, Flirt, and Flow

Fun, flirty, and designed to move with you—Windsor skater dresses are the ultimate go-to for every occasion. With a flattering fit 'n' flare silhouette, these dresses offer all-day comfort, effortless style, and a playful vibe that works from brunch dates to semi-formal nights out. 

Explore an edit of skater dresses featuring standout trends like milkmaid dresses with puff sleeves and sweetheart necklines, corset-inspired bodices, and dainty tie-front details. Looking for something bold? Try backless styles, lace-up accents, or drop waist dresses that bring a little extra edge. You’ll also find dresses with molded cups, smocking, or adjustable straps for the ideal customized fit.

Lightweight chiffon, crepe, and jersey knits give these silhouettes their breezy feel, while prints like florals, plaids, and solids keep things versatile. Mini and midi lengths are both in the mix—perfect for dancing, twirling, or just living your best dressed life. Whether you're styling with sneakers for everyday or pairing with heels and jewelry for something more elevated, Windsor skater dresses have you covered.

Want the look with a little more ease? Try a skater romper dress—same playful energy, but with the comfort of built-in shorts. Ideal for busy days, outdoor events, or spontaneous plans.

Shop Windsor’s full collection of skater dresses online, in-store, or in-app and find fit 'n' flare styles that work every angle, every time.

What Is a Skater Dress?

A skater dress is a fit-and-flare style that hugs your bodice and flares out at the waist—perfect for twirling into any occasion. Inspired by figure skaters, this design brings both movement and flattering shape. Whether you’re styling a lace skater dress for a date night or picking a floral style for brunch, this dress hits that sweet spot between dressed-up and effortless.

From homecoming dances to spontaneous summer hangs, the skater dress works wherever your plans take you. Want help picking your look? Check out our blog post Flowy vs. Fitted Homecoming Dresses for some styling tips.

What Makes Skater Dresses So Iconic?

Skater dresses are all about versatility and timeless appeal. They give you that cinched waist moment with a comfy, breezy feel that works for every body type. From tiered hems to floral lace backs, these details make each dress feel fresh while still staying classic. Whether you're styling one for a 2025 homecoming or just want a go-to casual dress, this silhouette is always in style and ready to serve.

  • Lillian Sequin Tulle Formal Party Dress

    Special Occasion

    Adorable and flirty, you in the Lillian sequin tulle formal party dress will be a total vibe! She features a square neckline, short puff sleeves, a ruched bodice with a high waist seam, and a short skater skirt with a fab fit and flare silhouette. The sheer tulle fabric features all-over iridescent sequin embellishments for a glamorous shine. Includes a full knit lining. Style this short skater dress with platform heels for dances or parties!

    Fit & Features

    • Square neckline, short puff sleeves, elastic cinched hems
    • Ruched bodice, back zipper, hook and eye closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • All-over iridescent flat sequin embellishments
    • Sheer tulle fabric, tulle underskirt, full knit lining, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1526

    Category Name: Skater Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Let It Glow Glitter Rhinestone Skater Dress

    You'll be glowing in this glitter skater dress to shine at graduation parties, rehearsal dinners, and birthdays! It features a sleeveless cowl neckline, spaghetti straps, a glam rhinestone back strap with a lower cutout, and a short fit and flare silhouette. Complete the look in rhinestone platform heels for extra shimmer!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Rhinestone back strap, lower cutout
    • Fit and flare, skater silhouette
    • Short-length hem
    • Lined glitter fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2279

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brunch Date Floral Chiffon Skater Dress

    This adorable floral chiffon skater dress is perfect for brunch dates! The mini dress features a sleeveless square neckline, spaghetti straps, a smocked bust, a short skater skirt with a fit and flare silhouette, and a dainty floral print pattern, this dress is a must-have for the spring and summer seasons. Style with heeled sandals.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Smocked bust
    • Short skater skirt, fit and flare silhouette
    • Dainty floral print
    • Swiss dot chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2282

    Category Name: Skater Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dinner And Dessert Smocked Skater Dress

    This skater dress was made for a dinner and dessert date night! It features a sleeveless square neck, organza tie-straps, a stretchy smocked bodice, and a fit-and-flare short hem with an organza overlay. Complete the look in rhinestone lace-up heels and a clutch.

    Fit & Features

    • Sleeveless square neck
    • Organza tie straps
    • Stretchy smocked bodice
    • Fit and flare skater silhouette
    • Short-length hem
    • Organza overlay, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2286

    Category Name: Skater Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute View Ditsy Floral Chiffon Skater Dress

    You'll be a cute view in this ditsy floral chiffon dress at casual family parties or weekend getaways! It features puff short sleeves, a sweetheart neck, a front bust ruched drawstring, a stretchy smocked back, and a skater silhouette with a short-length hem. The dress is composed of a chiffon fabric with a ditsy floral print and a stretchy knit lining. Complete the look in trendy sandals.

    Fit & Features

    • Puff short sleeves, elastic ruffled hems
    • Sweetheart neckline
    • Front bust ruched drawstring
    • Stretchy smocked back
    • Skater silhouette, short-length hem
    • Ditsy floral print, chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5022

    Category Name: Skater Dresses

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy And Sparkly Glitter Party Dress

    If being sassy and sparkly is your thing, then this glitter party dress is ready for you! Bring the glitz and glamour in this stunning dress for dinner parties or graduations! It features a sleeveless square neck, luxe rhinestone straps, a skater silhouette, and a short-length hem. Complete the look in platform heels and a clutch.

    Fit & Features

    • Sleeveless square neck
    • Rhinestone straps
    • Skater silhouette
    • Short-length hem
    • Lined glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2280

    Category Name: Skater Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Twirl Ruffled Skater Dress

    It's always time to twirl with this adorable skater dress! It features a sleeveless square neckline, adjustable spaghetti straps, an open back with a flirty tie-back design, and a flattering fit and flare skater silhouette with a layered ruffled short-length hem. Complete the look for parties with clear heels.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Open back, tie-back design
    • High waist seam, fit and flare skater silhouette
    • Layered ruffled short-length hem
    • Woven fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2285

    Category Name: Skater Dresses

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Darling Sweetheart Skater Dress

    You'll look so darling in this skater dress at your next dressy event! It features sheer puff sleeves, a sweetheart neck, padded bust. mesh-lined bodice with piping, and a fit and flare crepe skirt. Complete the look in bow heels for a flirty style!

    Fit & Features

    • Puff short sleeves
    • Sweetheart neck, padded bust
    • Back zipper and hook-eye closure
    • Mesh-lined bodice, piping
    • Crepe skater skirt, short hem
    • Lined and stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05101-2275

    Category Name: Skater Dresses

    Price: $5.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Princess Satin Lace-Up Skater Dress

    Crown yourself a party princess in this twirl-worthy stunner of a skater dress! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a structured bust with light padding, a back lace-up design, and a flattering fit and flare short-length silhouette. The skater dress is composed of a silky satin-lined fabric. Style with adorable platform heels to complete the look!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Structured bust, light padding
    • Lace-up back design
    • Fit and flare skater silhouette
    • Short-length hem
    • Lined satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2270

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Esmeralda Tulle Sequin Strapless Party Dress

    Special Occasion

    Chat, twirl, and dance the night away in the flirty Esmeralda sequin party dress at prom, sweet sixteens, and banquet dinners! She features a strapless sweetheart neckline with a built-in padded bust, a lace-up back design for a customized fit, and a high waist seam leading to her flattering skater short-length silhouette. The formal dress is composed of a lined tulle fabric with all-over iridescent sequins to create the perfect sparkle! Complete the look in a glam necklace and earrings set.

    Fit & Features

    • Sleeveless, strapless sweetheart neckline, padded bust
    • Lace-up back design, tie closure
    • High waist seam, skater silhouette
    • Short-length hem
    • Iridescent flower sequins, round sequins
    • Sheer tulle fabric, full woven lining, minimal stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1514

    Category Name: Skater Dresses

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunset Happy Hour Ruffled Skater Dress

    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 & Features

    • Sleeveless 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

    Style Number/Barcode: 05102-5531

    Category Name: Skater Dresses

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: L

    Product Badge:
    • Sale
  • Romance Avenue Floral Crochet Skater Dress

    Stroll hand-in-hand with your lover in this floral crochet dress sure to bring the romance! It features a sleeveless square neck, adjustable spaghetti straps, a flirty tie-back design, a high-waist seam, and a short skater silhouette. Complete your darling look in strappy sandals.

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Tie-back design, zipper and hook-eye closure
    • High waist seam, skater silhouette
    • Short-length hem
    • Floral crochet, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2396

    Category Name: Skater Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cue The Charm Linen Off-The-Shoulder Dress

    This linen skater dress cues the charm you'll be bringing to wine tasting with the ladies or a birthday brunch! It features a cute off-the-shoulder ruffle trim neckline with elasticized short-sleeve cuffs, a tie-waist belt, and a flattering short-length tiered ruffle hem. Complete the look with a dainty tennis bracelet and sandals.

    Fit & Features

    • Off-the-shoulder ruffle trim neckline
    • Elasticized short-sleeve cuffs
    • Back zipper and hook-eye closure
    • Tie-waist belt
    • Skater silhouette, short-length tiered ruffle hem
    • Linen fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2341

    Category Name: Skater Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ellie Sleeveless Bubble Hem Skater Dress

    Special Occasion

    Create an adorably-stylish look for parties in the Ellie sleeveless bubble hem skater dress. She features a square-shaped cowl neckline with pleating, a built-in padded bust, adjustable spaghetti straps for a customized fit, a high waist with a corset seam design, a short pleated skater skirt with a trendy bubble hem, and a fit and flare silhouette. The woven taffeta fabric includes a full knit lining. Complete the look with rhinestone fringe earrings and platform heels.

    Fit & Features

    • Sleeveless square-shaped cowl neckline, pleating, built-in padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • High waist, corset seam design
    • Short pleated skater skirt, elasticized bubble hem, fit and flare silhouette
    • Woven taffeta fabric, full knit lining, minimal stretch
    • Strapless or sticky bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1508

    Category Name: Skater Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Skip A Beat Ponte V-Neck Skater Dress

    You'll be dressed to impress in this ponte skater dress as a graduate or bride-to-be! It features a sleeveless V-neckline, spaghetti straps, a flattering fit and flare silhouette, and a short-length hem. Complete the look in chic rhinestone heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Back zipper closure
    • Fit and flare, skater silhouette
    • Short-length hem
    • Lined ponte-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2235

    Category Name: Skater Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bri Taffeta Puff Sleeve Party Dress

    Special Occasion

    Show up and stun in the adorable and flirty Bri taffeta party dress! She features a sweetheart neckline, short puff sleeves, a fitted bodice with flexible boning, a high waist seam, a short skater skirt with pleating, and a fab fit and flare silhouette. The woven taffeta fabric includes a full knit lining and a tulle underskirt for extra volume. Style with platform heels for your birthday festivities.

    Fit & Features

    • Sweetheart neckline
    • Short puff sleeves, elasticized hems
    • Fitted bodice, flexible boning inserts, high waist seam
    • Back zipper, hook and eye closure
    • Short skater skirt, pleating, fit and flare silhouette
    • Taffeta fabric, knit lining, tulle underskirt, minimal stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1501

    Category Name: Skater Dresses

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She Knows Style Eyelet Lace Skater Dress

    Breeze into every occasion in this stylish eyelet lace skater dress! It features a sleeveless square neck, spaghetti straps, a ruched bust, and a flattering fit and flare short-length hem. The sheer eyelet lace fabric includes a full knit lining and offers plenty of stretch. Complete the look with statement block heels for a wedding shower or birthday lunch!

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Ruched bust
    • Fit and flare, skater silhouette
    • Short-length hem
    • Sheer eyelet lace fabric, full knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4998

    Category Name: Skater Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Freshly Picked Floral Skater Dress

    Freshly picked from the garden. This floral skater dress is ready for your springtime festivities! It features short puff sleeves, a sweetheart neck with a tie-front closure, an open lace-up back design, and a tiered ruffled short-length hem. Complete the look in trendy new mules.

    Fit & Features

    • Short puff sleeves
    • Sweetheart neck, tie-front closure
    • Open lace-up back design
    • Skater silhouette
    • Tiered ruffle short-length hem
    • Watercolor floral print, non-stretch fabric, woven lining
    • Runs true to size

    Style Number/Barcode: 05102-4993

    Category Name: Skater Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Color Me Cute Linen V-Neck Skater Dress

    Color you cute in this linen skater dress perfect for layering over your swimsuit on a beach day or pool party! It features a sleeveless V-neckline, adjustable spaghetti straps, a flirty ruffled underbust trim, and a tiered color block ruffled short-length silhouette. Style with trendy espadrille wedges.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Ruffled underbust trim
    • Tiered ruffle layered skater silhouette
    • Short-length hem
    • Color block pattern
    • Airy woven linen fabric, partial lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4994

    Category Name: Skater Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine Daisy Flower Mesh Skater Dress

    Embrace the sunshine looking fresh as a daisy in this flower skater dress perfect for all-day twirling! The dress features sheer mesh three-quarter-length puff sleeves, a square neckline, and a fit and flare, short-length hem. The dress is designed with all-over daisy flowers on glitter mesh fabric with a chiffon lining. Complete the look in lace-up heels for a semi-formal event!

    Fit & Features

    • Sheer mesh three-quarter-length puff sleeves
    • Square neckline
    • Back zipper and hook-eye closure
    • Skater, fit and flare silhouette
    • Short-length hem
    • All-over daisy flowers, glitter mesh fabric, chiffon lining
    • Style runs large

    Style Number/Barcode: 05101-2226

    Category Name: Skater Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Flare To Remember Skater Dress

    You'll be unforgettable in this short skater dress perfect for twirling into baby showers, brunches, and family parties! Featuring a sleeveless plunge v-neckline, spaghetti straps that cross and tie along the open back, and a fit-and-flare silhouette. The dress is composed of airy printed chiffon fabric with a smooth woven lining. Style with strappy mules and a clutch! 

    Fit & Features

    • Sleeveless plunge v-neckline
    • Spaghetti straps
    • Open back, cross strap design, tie closure
    • Fit and flare skater silhouette
    • Short-length hem
    • Airy printed chiffon fabric, smooth woven lining
    • Runs true to size

    Style Number/Barcode: 05102-4988

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Like Honey Linen Skater Dress

    You'll be sweet like honey in this breezy linen skater dress for afternoon tea or a weekend brunch! The dress features adorable puff short sleeves, a ruffle trim sweetheart neck, a ruched bust, and a fit and flare silhouette with a ruffled hem. Style with heeled sandals to complete the look.

    Fit & Features

    • Puff short sleeves
    • Ruffle trim sweetheart neck, ruched bust
    • Back zipper and hook-eye closure
    • Fit and flare skater silhouette
    • Ruffle short-length hem
    • Linen fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4991

    Category Name: Skater Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kara Formal Floral Satin Skater Dress

    Special Occasion

    Sleek with an adorable flirty flair, the Kara formal floral satin skater short dress is the picture-perfect option for parties! She features a sleeveless V-neckline, adjustable spaghetti straps for customizable wear, a fitted high waist, a short skater skirt, and a fit and flare silhouette. The smooth satin woven fabric features an all-over floral pattern for the prettiest look. Style this dress with platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Fitted high waist, short skater skirt, fit and flare silhouette
    • Floral pattern
    • Satin woven fabric, full lining, no stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1478

    Category Name: Skater Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Extra Flair Floral Skater Dress

    You'll be a darling delight in this short skater dress perfect for parties and ceremonies! It features three-quarter-length puff sleeves, a square neck, a smocked back, and a fit and flare silhouette. The dress is composed of a floral burnout woven fabric with a chiffon lining and no stretch. Style with earrings and a choker to complete the look!

    Fit & Features

    • Three-quarter-length puff sleeves
    • Square neck
    • Smocked back
    • Fit and flare skater silhouette
    • Short-length hem
    • Floral burnout woven fabric, chiffon lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2211

    Category Name: Skater Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale