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.

  • In For Romance Short Skater Dress

    You'll be in for the romantic vibes of this short skater dress perfect for bridal showers or day dates! It features three-quarter-length puff sleeves, a sweetheart neck, a tie-front, and a fit and flare silhouette. The dress is composed of a swiss dot pattern cotton fabric with a smooth woven lining. Complete the look in simple block heels.

    Fit & Features

    • Three-quarter-length puff sleeves
    • Square neck, tie-front
    • Skater silhouette
    • Short-length hem
    • Swiss dot pattern, smooth woven lining
    • No stretch
    • Runs true to size

    Style Number/Barcode: 05102-4902

    Category Name: Skater Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Spring Vibes Floral Skater Dress

    This adorable floral skater dress will bring those sweet spring vibes to your look! It features a sweetheart neckline, short puff sleeves, a high waist, a short skater skirt with a ruffled hem, and a fit and flare silhouette. The lightweight chiffon fabric features a dainty floral print pattern. Style with strappy sandals.

    Fit & Features

    • Sweetheart neckline, short puff sleeves, elastic cinched hems
    • High waist seam, smocked back design
    • Short skater skirt, ruffled hem
    • Fit and flare silhouette
    • Small floral print
    • Chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2080

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cherish Me Eyelet Lace Skater Dress

    All eyes on you in this lovely eyelet lace skater dress as the bride-to-be or graduate! The dress features a sleeveless sweetheart neck with flirty ruffle trim, adjustable spaghetti straps, a front bust tie and button accents, and a tiered fit and flare silhouette with a ruffled short hem. Complete the look in platform sandals.

    Fit & Features

    • Sleeveless sweetheart neck with ruffle trim
    • Adjustable spaghetti straps
    • Front bust tie, button accents
    • Tiered, skater silhouette
    • Ruffled short-length hem
    • Eyelet lace cotton fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4907

    Category Name: Skater Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Strolls Floral Tie-Back Skater Dress

    Your stroll through the garden party will be so sweet in this floral chiffon dress! It features a sleeveless V-neckline, adjustable spaghetti straps, a flirty tie-back design, and a fit-and-flare skater silhouette with a short hem. Complete the look in cute sandals.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Tie-back design
    • Fit and flare, skater silhouette
    • Short-length hem
    • Watercolor floral print
    • Airy chiffon, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4903

    Category Name: Skater Dresses

    Price: $9.97 $41.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Genesis Satin Corset A-Line Party Dress

    Special Occasion

    Flaunt your flirty attitude in the Genesis satin party dress perfect for school dances, rehearsal dinners, and formal birthdays! She features a sleeveless square neck, tank shoulder straps, a corset bodice with flexible boning, hidden side pockets to keep your hands warm, and a flattering A-line silhouette with a short-length hem. The formal dress is composed of silky satin fabric with a stretchy knit lining. Complete the look in glitter stiletto heels.

    Fit & Features

    • Sleeveless square neck, tank shoulder straps
    • Back zipper and hook-eye closure
    • Corset bodice, flexible boning, hidden side pockets
    • A-line silhouette, short-length hem
    • Silky satin fabric, stretchy knit lining
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1336

    Category Name: Skater Dresses

    Price: $56.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flow My Way Chiffon Lace Trim Skater Dress

    Effortlessly flow into any occasion in this simply chic chiffon skater dress - the perfect style for bridal showers, graduates, and birthday girls! The dress features a cold shoulder V-neckline with a delicate scalloped lace trim, adjustable spaghetti straps, short-sleeve cuffs, and a flattering fit-and-flare short-length silhouette. The airy chiffon fabric includes a stretchy knit lining. Complete the look with a sleek choker and earrings.

    Fit & Features

    • Cold shoulder design, V-neckline, scalloped lace trim
    • Adjustable spaghetti straps, short-sleeve cuffs
    • Back zipper and hook-eye closure
    • Fit-and-flare skater silhouette
    • Short-length hem
    • Airy chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2053

    Category Name: Skater Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play The Party Crepe Mesh Skater Dress

    Made for more than just twirling, this crepe mini skater dress is ready to play up your cuteness at the party! Featuring a sleeveless V-neckline, padded bust, adjustable spaghetti straps, a sheer mesh bodice with trim, and a flattering skater silhouette with a layered short-length hem. Complete the look with a charming hair accessory.

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Sheer mesh bodice, trim
    • Skater silhouette
    • Layered short-length hem
    • Crepe fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2072

    Category Name: Skater Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring Into Action Floral Skater Dress

    Spring into your seasonal closet by adding this floral skater dress! It features a sleeveless V-neck, adjustable spaghetti straps, a ruched bust with tie-front detail, and a fit-and-flare silhouette with a short ruffled hem. The dress is composed of chiffon fabric with a stretchy knit lining. Complete the look in trendy wedge sandals and a bracelet.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Ruched bust, tie-front detail
    • Back zipper and hook-eye closure
    • Fit and flare skater silhouette
    • Short ruffled hem
    • Floral print, chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4889

    Category Name: Skater Dresses

    Price: $5.97 $43.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lydia Taffeta Skater Party Dress

    Special Occasion

    For the girls who want to make a memorable entrance, the Lydia short party dress is the cute showstopper you're after! Perfect for school dances, weddings, and formal banquets. She features a sleeveless square neckline, tank shoulder straps, a high waist seam with hidden side pockets to keep your hands warm, and a flattering fit and flare short silhouette. The formal dress is composed of a woven taffeta fabric with multiple tulle and stretchy knit lining to give her a voluminous effect. Complete the look with a glitter clutch and platform stiletto heels.

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • High waist seam, hidden side pockets
    • Back zipper and hook-eye closure
    • Fit and flare, skater short silhouette
    • Taffeta woven fabric, tulle and stretchy knit linings
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1299

    Category Name: Skater Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Can't Resist Chiffon Floral Skater Dress

    No one can resist you in this chiffon floral dress - a staple for all of the upcoming soirees! It features a sleeveless V-neckline, adjustable spaghetti straps, a tie-back closure, and a flattering skater short silhouette. Complete the look in faux leather mules.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Tie-back closure
    • Skater silhouette
    • Short-length hem
    • Floral print, chiffon fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2057

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Oasis Tropical Cutout Skater Dress

    Enter a sweet oasis looking cute in this tropical woven skater dress ready for some serious island time! Featuring adorable puff short sleeves, a V-neckline, a back cutout with trim detail, a stretchy smocked back, and a tiered fit-and-flare short-length silhouette. The airy sheer woven fabric features a tropical floral print pattern and includes a knit lining. Complete the look in strappy wedges.

    Fit & Features

    • Tropical floral print
    • Sheer woven fabric, knit lining, minimal stretch
    • Puff short sleeves, elastic cinched hems, tie-back straps
    • V-neckline, cutout back with trim detail
    • Stretchy smocked back
    • Tiered fit-and-flare skater silhouette, short-length hem
    • Runs true to size

    Style Number/Barcode: 05102-4890

    Category Name: Skater Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prettiest Sparkle Glitter Knit Skater Dress

    Show off the prettiest sparkle in this adorable glitter knit skater dress! It features a sleeveless V-neckline, spaghetti straps that lead to a cross-back strap design, a high waist seam, and a short skater skirt with a fit and flare silhouette. Style with block heels and a rhinestone embellished evening bag.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps, cross-back strap design
    • High waist seam
    • Short skater skirt
    • Fit and flare silhouette
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2063

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shadow Blooms Floral Skater Dress

    Delicate and dainty, unveil this skater dress for every soiree this season! The short dress features breezy peasant long sleeves, a sweetheart neckline, a padded bust, a smocked back, and a fit and flare silhouette with a ruffled short hem. The dress is designed with a floral jacquard pattern on an airy fabric with a smooth woven lining and no stretch. Complete the look with espadrille wedges for a baby or wedding shower!

    Fit & Features

    • Peasant long sleeves, elastic cinched hems
    • Sweetheart neckline, padded bust, smocked back
    • High waist seam, fit and flare, skater silhouette
    • Short-length hem
    • Floral jacquard pattern
    • Airy fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2604

    Category Name: Skater Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Easy Breezy In Floral Chiffon Dress

    Easy, breezy, and beautiful! You'll adore this floral chiffon dress perfect for bridal showers or dressy spring parties. It features an off-the-shoulder, sweetheart neck, ruffled short-sleeve cuffs, a padded bust, a smocked back, and a flowy skater silhouette with a ruffled short hem. The dress is composed of an airy chiffon with a rose floral bouquet print and a stretchy knit lining. Complete the look in strappy sandals.

    Fit & Features

    • Off-the-shoulder, sweetheart neck, padded bust
    • Ruffled short sleeve cuffs
    • Smocked back, zipper nad hook-eye closure
    • Flowy skater silhouette, ruffled short hem
    • Rose floral bouquet print
    • Airy chiffon, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2052

    Category Name: Skater Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brooke Formal Tulle Corset Skater Dress

    Special Occasion

    Create a chic and stylish snatched look that will draw all the attention at HOCO with the Brooke formal tulle corset skater dress. She features a sleeveless sweetheart neckline with ruching at the bust, a corset-designed bodice with flexible boning inserts to provide structure, and adjustable spaghetti straps for that perfect customized fit. Her high waist seam flows out to a short skater skirt with an adorable fit and flare silhouette. Complete your homecoming look with a gemstone necklace and earrings set

    Fit & Features

    • Sleeveless sweetheart neckline, ruching at the bust
    • Corset-designed bodice, flexible boning inserts
    • Adjustable spaghetti straps, back zipper closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • Sheer tulle fabric, full-length lining
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1291

    Category Name: Skater Dresses

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glamorous Occasion Rhinestone Velvet Skater Dress

    This chic velvet skater dress was made for your next glamorous party! It features a sweetheart neckline embellished with a sparkling rhinestone trim, adorable short puff sleeves, a high waist seam, and a short skater skirt with a fit and flare silhouette. The smooth velvet fabric brings luxe vibes to your look. Style with rhinestone duster earrings.

    Fit & Features

    • Sweetheart neckline
    • Two-row rhinestone trim at the bust
    • Short puff sleeves, elastic cinched hems
    • Back zipper, hook and eye closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • Velvet fabric, knit lining at the top, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2050

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Charmer Ditsy Floral Skater Dress

    Create a charming look for weekend dates with this adorable floral skater dress! It features a square neckline with a ruffled hem, short puff sleeves, dual high waist seams, and a short skater skirt with a flattering fit and flare silhouette. The lightweight chiffon fabric features a ditsy floral print pattern for the cutest spring or summer vibe. Style with espadrille sandals.

    Fit & Features

    • Square neckline, ruffled hem
    • Short puff sleeves, elastic cinched hems
    • Dual high waist seams, smocked back design
    • Short skater skirt, fit and flare silhouette
    • Ditsy floral print
    • Chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4885

    Category Name: Skater Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Forward Chiffon Puff Sleeve Skater Dress

    Spring forward and add this adorable skater dress to your wardrobe! The short dress features a square neckline with ruching at the bust, short puff sleeves, an empire waist seam, an open back with a tie-back accent, and a short skater skirt with a flirty fit and flare silhouette. The airy chiffon fabric provides a lightweight feel. Style with strappy mules.

    Fit & Features

    • Square neckline, ruched bust
    • Short puff sleeves, elastic cinched hems
    • Empire waist seam
    • Open back, tie-back accent
    • Short skater skirt, fit and flare silhouette
    • Sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2024

    Category Name: Skater Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Letters Floral Chiffon Skater Dress

    Don't be surprised if your mailbox is full of love letters after wearing this floral chiffon skater dress to the party! It features a sleeveless V-neckline, adjustable spaghetti straps, and a flattering fit and flare short silhouette. Complete the look in faux leather block heels for a graduation or dressy birthday party!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Short-length hem
    • Floral embroidered chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2035

    Category Name: Skater Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Favorite Darling Eyelet Lace V-Neck Dress

    You'll be everyone's favorite sight looking so darling in this eyelet lace dress at dinner parties! It features a sleeveless V-neckline, wide shoulder straps, a stretchy smocked back, and a flattering tiered skater short-length silhouette. Complete the look with a charming rhinestone barrette for a chic hairstyle!

    Fit & Features

    • Sleeveless V-neckline
    • Wide shoulder straps
    • Stretchy smocked back
    • Tiered, skater short-length silhouette
    • Eyelet lace fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2030

    Category Name: Skater Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Life Floral Chiffon Skater Dress

    Live the sweet life twirling in this floral chiffon dress at birthday parties or baby showers! Featuring an adorable off-the-shoulder neckline with ruffle trim, short-sleeve cuffs, a bust keyhole cutout with a tie accent, and a short skater silhouette. The dress is composed of a dainty floral print chiffon fabric with a knit lining. Complete the look in simple platform heels.

    Fit & Features

    • Off-the-shoulder neckline, ruffle trim
    • Short-sleeve cuffs, elasticized hems
    • Keyhole bust with tie, back zipper, hook and eye closure
    • Short skater silhouette
    • Dainty floral print
    • Sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2038

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Light Up The Night Sequin Lace-Up Dress

    Light up the night in this party-ready sequin skater dress! It features a sleeveless square neck, spaghetti straps that lace up along the back, and a flattering short-length silhouette. Style with platform block heels and a clutch to complete the look!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Lace-up back
    • Skater, short-length silhouette
    • Sequin-knit mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2028

    Category Name: Skater Dresses

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • True Staple Short Skater Dress

    A true staple for daytime soirees and celebrations! This short skater dress features a classic sleeveless square neck, adjustable spaghetti straps, a tie-front bust, flexible boning inserts along the bodice, and is composed of smooth woven fabric with a stretchy knit lining. Complete the look with a bracelet and heels.

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Tie-front bust, flexible boning inserts
    • Skater silhouette
    • Short-length hem
    • Woven fabric stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2016

    Category Name: Skater Dresses

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bae Breeze Cotton A-Line Short Dress

    Enter looking like bae just breezed in! Capture cuteness in this cotton short dress featuring short puff sleeves, a square neck, an open lace-up back, and an A-line silhouette. Style with a trendy crossbody bag and heels.

    Fit & Features

    • Short puff sleeves
    • Square neck
    • Open lace-up back, zipper and hook-eye closure
    • A-line silhouette
    • Short-length hem
    • Cotton fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4876

    Category Name: Skater Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale