Skater Dresses

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STYLE SPOTLIGHT

Explore 2025 Homecoming Looks

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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.

  • Night Of Perfection Sequin Skater Dress

    You'll be looking so perfect in this sequin skater dress for your cocktail party or dressy celebration! The mini dress features a sleeveless V-neck, spaghetti straps that lace up in the back, and a fit-and-flare silhouette with a short-length hem. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless V-neck
    • Spaghetti straps, lace-up back
    • Skater fit and flare silhouette
    • Short-length hem
    • Sequin embellished fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2005

    Category Name: Skater Dresses

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Hour Floral Ruffled Skater Dress

    Snap a dreamy pic for golden hour in this floral skater dress and watch the likes come through! It features an off-the-shoulder, sweetheart neckline with ruffle trim, peasant long sleeves, a smocked bodice with a front adjustable drawstring, a cutout waist, and a flowy tiered ruffled short-length hem. Complete the look in chic clear strap mules.

    Fit & Features

    • Off-the-shoulder, sweetheart neck, ruffle trim
    • Peasant long sleeves
    • Smocked bodice, front adjustable drawstring
    • Cutout waist, skater silhouette
    • Tiered ruffle short hem
    • Watercolor floral print, non-stretch woven fabric
    • Runs true to size

    Style Number/Barcode: 05101-1987

    Category Name: Skater Dresses

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute Charm Ditsy Floral Skater Dress

    Show off your cute charm in this adorable ditsy floral skater dress! It features a square neckline with a ruffled trim, a ruched bust with a tie-front detail, short puff sleeves, a fitted high waist seam, and a short flared-out skater skirt with a flowy silhouette. The lightweight woven fabric features a dainty ditsy floral print pattern. Style with espadrille sandals for a picnic date.

    Fit & Features

    • Square neckline, ruffled trim
    • Ruched bust, tie-front detail
    • Short puff sleeves, elastic cinched hems
    • Back zipper, hook and eye closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • Ditsy floral print, woven fabric, bust knit lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4854

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Belle Tulle Rhinestone Short Dress

    Special Occasion

    Airy tulle cinches at the waist to create the flawless Belle ruffled short dress designed with a glimmering rhinestone trim waist perfect for a charity dance or wedding! She features a strapless, sleeveless neckline, non-slip grip lining, and voluminous ruffled tulle short-length hem. The formal dress offers a smooth knit lining, a hidden zipper, and a hook-eye closure. Complete your sassy look with striking heels and a clutch!

    Fit & Features

    • Strapless, sleeveless neckline
    • Strapless or adhesive bra recommended
    • Non-slip grip lining, a hidden zipper, and hook-eye closure
    • Rhinestone trim waistband
    • Ruffled, flare silhouette, short-length hem
    • Tulle fabric, knit lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05001-1262

    Category Name: Skater Dresses

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Devon Ruffled Tulle V-Neck Party Dress

    Special Occasion

    Playful and whimsy, the Devon party dress brings charm to banquet dinners and ceremonies! She features a flirty ruffled sleeveless plunge V-neck and a low-cut back, wide shoulder straps, and an empire waist leading to her ruffled, tiered, voluminous tulle short skater hem. The formal short dress is composed of tulle fabric with a smooth knit lining and minimal stretch. Style with rhinestone strappy heels to complete the look!

    Fit & Features

    • Ruffled sleeveless plunge V-neck
    • Low-cut back, wide shoulder straps
    • Hidden side zipper closure, empire waist
    • Ruffled tiered design, voluminous skater short-length hem
    • Tulle fabric, smooth knit lining, minimal stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1767

    Category Name: Skater Dresses

    Price: $49.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Captivate In Glitter Party Dress

    Captivate the room in this glitter party skater dress out on the dance floor! It features chiffon long sleeves with elastic cuffs, a sweetheart neck, and a fit-and-flare skater silhouette with a short-length hem. The glitzy glitter knit fabric offers a moderate stretch. Complete the look in this skater dress with lace-up heels for a celebration!

    Fit & Features

    • Chiffon long sleeves, elastic cuffs
    • Sweetheart neckline
    • Fit-and-flare skater silhouette
    • Short-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-3165

    Category Name: Skater Dresses

    Price: $54.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

  • Sunshine Butterfly Skater Dress

    Embrace the sunshine feeling like a dream! This butterfly chiffon skater dress is a gorgeous option for your upcoming soirees! It features ruffle trim three-quarter length puff sleeves and a square neckline, a tie-front bust, empire waist seam, and a flowy short-length hem. Complete the look in lace-up heels!

    Fit & Features

    • Ruffle trim three-quarter length puff sleeves
    • Ruffle trim square neckline
    • Tie-front bust
    • Empire waist seam
    • Skater silhouette, short-length
    • Chiffon overlay with butterflies, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1978

    Category Name: Skater Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whimsical Muse Chiffon Swiss Dot Skater Dress

    You'll be a chic whimsical muse in this airy chiffon skater dress! The short dress features a square neckline, short billowy puff sleeves with ruffled accents at the shoulders, an open back with an adorable bow tie-back design, and a short skater skirt with a flared-out silhouette. The lined chiffon fabric features an all-over swiss dot pattern. Style this flirty dress with classic block heels.

    Fit & Features

    • Square neckline
    • Short puff sleeves, ruffled accents, elasticized hems
    • Open-back, bow design, tie closure
    • Empire waist, elastic back
    • Short skater skirt, fit and flare silhouette
    • Sheer chiffon fabric, swiss dot pattern, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2288

    Category Name: Skater Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • For The Frill Ruffled Tie-Back Skater Dress

    You'll totally be eyeing this skater dress for its frills! Have your twirl-worthy moment in this short dress featuring a square neck, short puff sleeves, a tie-back detail, and a flowy fit and flare silhouette with a tiered ruffle trim skirt. Complete the look with a trendy purse and mules for a baby shower or celebration!

    Fit & Features

    • Square neck, short puff sleeves
    • Tie-back detail
    • Flowy, fit and flare silhouette
    • Tiered ruffle trim skirt
    • Short-length hem
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4851

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swept Away Crepe Skater Short Dress

    Get swept off your feet looking so sweet in this crepe skater dress featuring adorable short puff sleeves, a square neckline, a high waist seam, and a short length hem with a fit and flare silhouette. The crepe fabric offers a moderate stretch. Complete the look in a trendy ring set.

    Fit & Features

    • Short puff sleeves, ruffled elastic hems
    • Square neckline
    • High waist seam
    • Skater silhouette
    • Short length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1848

    Category Name: Skater Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glowing Gem Strapless Skater Dress

    You'll look like a glowing gemstone in this gorgeous satin skater dress! It features a strapless wired V-neckline, pleated detailing at the bodice, a high waist seam, hidden side pockets, and a short skater skirt with a fit and flare silhouette. Style this adorable dress with embellished heels for all the more glow.

    Fit & Features

    • Strapless wired V-neckline
    • Pleated detailing at the bodice
    • High waist seam
    • Hidden side pockets
    • Short skater skirt, fit and flare silhouette
    • Smooth satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1846

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Valerie Short Sleeveless Party Dress

    Special Occasion

    Sweet and flirty, the Valerie party dress is a must-have for Homecoming season! She features a sleeveless sweetheart neckline with a notched front design and a fold-over hem, a padded bust that eliminates the need for a bra, and adjustable spaghetti straps for a customized fit. Her pleated high waist leads to a short party skirt with a cute bubble hem and a fit-and-flare silhouette. Complete your look with sparkly rhinestone heels.

    Fit & Features

    • Sleeveless sweetheart neckline, notch wire front design
    • Padded bust, fold-over hem
    • Adjustable spaghetti straps, back zipper, hook-eye closure
    • Pleated high waist, bubble hem, fit-and-flare silhouette
    • Smooth taffeta fabric, knit lining, minimal stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1185

    Category Name: Skater Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Budding Romance Floral Chiffon Skater Dress

    Create a dreamy spring date outfit in this adorable floral chiffon skater dress! It features a square neckline, ruching at the bust, a tie-front accent and keyhole cutout, short puff sleeves, a high waist seam, and a short skater skirt with a fit and flare silhouette. The airy chiffon fabric features an all-over dainty floral print pattern for the prettiest look. Style with espadrille sandals.

    Fit & Features

    • Square neckline, ruched bust, tie-front detail, keyhole cutout
    • Short puff sleeves, elastic cinched hems
    • Back zipper, hook and eye closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • Dainty floral print
    • Chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1838

    Category Name: Skater Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dancing Diva Satin Skater Dress

    Get ready to twirl all night long in this flirty homecoming satin skater dress! The mini dress features a sleeveless V-neckline, dual spaghetti straps that lead to a cross-back design, a high waist seam, a short skater skirt with a wrap-front layered design, and a fab fit and flare silhouette. Style this short party dress with rhinestone earrings and strappy heels.

    Fit & Features

    • Sleeveless V-neckline
    • Dual spaghetti straps, cross-back design
    • High waist seam
    • Short skater skirt, wrap-front layered design
    • Fit and flare silhouette
    • Smooth satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2216

    Category Name: Skater Dresses

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Superior Shine Glitter Lace-Up Skater Dress

    Own the night in this shimmering glitter skater dress - a stunning style for homecoming or a dressy birthday event! The dress features a sleeveless cowl sweetheart neckline, spaghetti straps that lace up along the back, and a flattering short skater silhouette on airy glitter mesh fabric. Complete the look with a gorgeous necklace and earrings set.

    Fit & Features

    • Sleeveless cowl sweetheart neckline
    • Spaghetti straps, lace-up back
    • Skater silhouette
    • Short-length hem
    • Airy glitter mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-1817

    Category Name: Skater Dresses

    Price: $5.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance For One Crepe Skater Dress

    Looking for a little romance in your life? This crepe skater dress is sure to bring love to your closet! It features a sleeveless V-neck, spaghetti straps, a lace racerback design with zipper closure, and a lower cutout atop the short-length hem. Complete the look with earrings and heels.

    Fit & Features

    • Sleeveless V-neck, spaghetti straps
    • Lace racerback design, zipper closure, lower cutout
    • Skater silhouette
    • Short-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1824

    Category Name: Skater Dresses

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Twirl-Worthy Skater Dress

    This adorable skater dress is totally twirl-worthy! It features a wrap-front V-neckline, short puff sleeves, a high waist seam with a tie-front design, and a short pleated skater skirt with a cute fit and flare silhouette. Style with sparkly earrings and embellished heels.

    Fit & Features

    • Wrap-front V-neckline
    • Short puff sleeves, elastic cinched hems
    • High waist seam, tie-front
    • Short skater skirt, fit and flare silhouette
    • Pleating
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2331

    Category Name: Skater Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Victory Satin Skater Dress

    The perfect sweet and sultry satin skater dress does exist! It features adorable puff sleeves and a square neckline, a low-cut back with lace-up closure, a high-waist seam, and a fit and flare short-length hem. Complete the look in strappy heels and earrings.

    Fit & Features

    • Puff sleeves, square neckline
    • Low-cut back with lace-up closure
    • High waist seam
    • Skater silhouette
    • Short-length hem
    • Luxurious satin-lined stretch fabric
    • Runs true to size

    Style Number/Barcode: 05101-1800

    Category Name: Skater Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Flirty Sequin Lace Skater Dress

    Sweet and flirty, this adorable skater dress is perfect for Homecoming season! It features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, a high waist seam, and a short skater skirt with a fit and flare silhouette. The lined lace fabric features all-over sequin embroidery for the prettiest shine. Complete the look with platform heels.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • High waist seam
    • Short skater skirt, fit and flare silhouette
    • Sheer lace fabric, full knit lining, moderate stretch
    • Sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05101-1787

    Category Name: Skater Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Gwen Corset A-Line Party Dress

    Special Occasion

    Light up the room in the Gwen party dress showcasing major shine in her glittery, twirl-worthy silhouette! She features a sleeveless, cowl neckline, adjustable spaghetti straps, a built-in padded bust, corset-style bodice with flexible boning. Her high waist seam leads to the short, A-line skirt with hidden side pockets to keep your hands warm. The formal dress is composed of a woven glitter fabric with a knit lining and minimal stretch. Complete your flirty look with a rhinestone hair clip and heels.

    Fit & Features

    • Sleeveless, cowl neckline, adjustable spaghetti straps
    • Built-in padded bust, bra optional
    • Corset bodice, flexible boning, back zipper closure
    • High waist seam
    • Short, A-line silhouette
    • Glitter woven fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1157

    Category Name: Skater Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Violet Woven Glitter Party Dress

    Special Occasion

    Bring the shine to your group pics in the stunning Violet party dress! With her woven glitter fabrication, all eyes will be on you this Homecoming season. Violet features a sleeveless scoop neckline, adjustable spaghetti straps that lead to a cross-back design, high waist seams, and a short party skirt with a flirty fit and flare silhouette. Style with clear heels.

    Fit & Features

    • Sleeveless scoop neckline, ruched detailing
    • Adjustable spaghetti straps, cross-back design
    • High waist seams, back zipper, hook and eye closure
    • Hidden side pockets
    • Short party skirt, fit and flare silhouette
    • Woven glitter fabric, knit lining, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1152

    Category Name: Skater Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kaylee Formal Woven Glitter Party Dress

    Special Occasion

    Bring the glitz to your school dance in the Kaylee formal short dress that radiates timeless glam! She features a sleeveless scoop neckline, a ruched bodice paired with an empire waistband, and adjustable spaghetti straps that cross at the back. Her high waist leads to a pleated party-length skater silhouette paired with hidden side pockets. The mini dress is composed of a woven glitter fabric with a full knit lining. Complete the look with sleek hoop earrings and clear heels.

    Fit & Features

    • Sleeveless scoop neckline
    • Ruched bodice, empire waistband
    • Adjustable spaghetti straps, cross-back design
    • Party-length skirt, skater silhouette, pleating, hidden side pockets
    • Back zipper, hook and eye closure
    • Woven glitter fabric, full knit lining, minimal stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1153

    Category Name: Skater Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Macie Satin Corset Party Dress

    Special Occasion

    Sweet and a little sultry, the Macie satin party dress will have all eyes on you when you enter the room. She features a sleeveless sweetheart neckline with a padded bust, adjustable spaghetti straps, a chic corset-designed bodice, an open back with a lace-up strappy design, and a short skater skirt with a fit and flare silhouette. Style this dress with sparkly heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded bust, no bra required
    • Adjustable spaghetti straps, customized fit
    • Corset-designed bodice
    • Open back, lace-up strappy design, tie closure
    • High waist seam, lower back zipper, hook and eye closure
    • Short party skirt, fit and flare silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1156

    Category Name: Skater Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall Ritual Poplin Shirt Dress

    Your new fall favorite for wearing all season! This poplin shirt dress features long sleeves with buttoned cuffs, a collared neckline, front button-down closures, a fitted waist, a lower open-back design with lace-up, and a pleated, short skater silhouette. Complete the look in chic Panama hat and booties. 

    Fit & Features

    • Long sleeves with buttoned cuffs
    • Collared neckline
    • Front button-down closures
    • Fitted waist, lower open-back, lace-up
    • Pleated, short skater silhouette
    • Non-stretch poplin fabric
    • Fits true to size

    Style Number/Barcode: 05101-1771

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale