Skater Dresses

Show filters
Sort:
Size
Color
Price
All filters
Sort
Loading...

Product Recommendations

STYLE SPOTLIGHT

Explore 2025 Homecoming Looks

Trendy Denim Jackets

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.

  • Esther Floral Sequin Lace-Up Skater Dress

    Special Occasion

    Nothing says flower power like the floral sequin pattern on the vibrant Esther party dress perfect for school dances or a dressy evening event! She features a sleeveless square neckline, a padded bust, tank shoulder straps, a satin lace-up back design, and a flattering skater silhouette and short-length hem. The party dress is designed with an eye-catching floral sequin-embellished pattern on mesh fabric and has multiple tulle and satin woven linings for a voluminous effect. Complete the look in this skater dress with sassy platform block heels and a choker necklace.

    Fit & Features

    • Sleeveless square neckline, padded bust, tank shoulder straps
    • Satin-lace up back, lower zipper and hook-eye closure
    • Skater silhouette, short-length hem
    • Floral sequin-embellished pattern
    • Multiple tulle and satin woven lining, no stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1708

    Category Name: Skater Dresses

    Price: $9.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Helen Crepe Lace-Up Skater Party Dress

    Special Occasion

    Twirl all night in the flirty Helen crepe party dress at school dances, birthdays, or banquets! She features a sleeveless square neckline, tank shoulder straps, an eye-catching lace-up back with tie closure, hidden side pockets for keeping your hands warm, and a flattering skater silhouette with a short-length bonded hem. The party dress is composed of a crepe knit fabric with a bust lining and plenty of stretch. Complete the look in this short skater dress with strappy block heels.

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • Lace-up back, tie closure, lower zipper and hook-eye closure
    • Hidden side pockets, skater silhouette
    • Short-length bonded hem
    • Crepe knit fabric, bust lining, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1693

    Category Name: Skater Dresses

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lennon Satin Feather Trim Formal Skater Dress

    Special Occasion

    Vivacious and chic, the Lennon satin formal skater dress will dramatically level up your party look! She features a sleeveless subtle sweetheart neckline with a fabulous ostrich feather trim, adjustable spaghetti straps for a customized fit, and a fitted bodice with flexible boning inserts to provide structure. Her high waist seam flows out to a short pleated skater skirt with hidden side pockets and a flirty fit and flare silhouette with a tulle lining. The smooth satin woven fabric includes a full woven lining. Style with lace-up heels.

    Fit & Features

    • Sleeveless sweetheart neckline, ostrich feather trim
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Fitted bodice, flexible boning inserts, high waist seam
    • Short skater skirt, pleating, hidden side pockets, fit and flare silhouette
    • Satin woven fabric, woven and tulle lining
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1622

    Category Name: Skater Dresses

    Price: $9.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Astrid Mesh V-Neck Skater Party Dress

    Special Occasion

    The party-perfect Astrid mesh skater dress pairs well with crowns and selfies! She features a sleeveless V-neckline, adjustable spaghetti straps that cross in the back, a pleated and padded bust, a pleated high waist with flexible boning inserts for a snatched look, and a flattering skater silhouette with a ruffled bonded short-length hem. The party dress is composed of a mesh fabric with a stretchy knit lining. Complete the look in a pair of glamorous heels for a school dance or banquet!

    Fit & Features

    • Sleeveless V-neckline, pleated and padded bust
    • Adjustable spaghetti straps, cross back, zipper and hook-eye closure
    • Pleated high waist, flexible boning
    • Skater silhouette, ruffle bonded short-length hem
    • Mesh fabric, stretchy knit lining
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1619

    Category Name: Skater Dresses

    Price: $59.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clara Satin Pleated Skater Party Dress

    Special Occasion

    Grab attention in the Clara satin party dress as you twirl the night away at school dances or birthdays! She features a sleeveless sweetheart neckline, a padded bust, adjustable spaghetti straps, hidden side pockets for keeping your hands warm, and a flirty pleated skater silhouette with a short-length hem. The party dress is composed of a smooth satin woven fabric with tulle and woven linings for a voluminous effect. Complete the look with earrings and rhinestone strappy heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Hidden side pockets
    • Pleated skater silhouette, short-length hem
    • Smooth satin woven fabric, tulle and woven lining, no stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1621

    Category Name: Skater Dresses

    Price: $49.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kennedy Formal V-Neck Ruffled Skater Dress

    Special Occasion

    Get ready to dance and twirl with a flirtatious flair in the Kennedy formal skater dress! She features a sleeveless V-neckline with a built-in padded bust, dual spaghetti straps that lead to an open back with a strappy cross-back design, dual high waist seams, a short skater skirt with a tiered ruffled overlay and banded hems, and a flattering fit and flare silhouette. The lined crepe fabric offers a moderate stretch. Style with platform heels for your bachelorette party!

    Fit & Features

    • Sleeveless V-neckline, padded bust, dual spaghetti straps
    • Open back, strappy cross-back design
    • Dual high waist seams, lower back zipper, hook and eye closure
    • Short skater skirt, tiered ruffled overlay, banded hems, fit and flare silhouette
    • Crepe fabric, smooth knit lining, moderate stretch
    • Sticky bra or pasties optional
    • Runs true to size

    Style Number/Barcode: 05001-1611

    Category Name: Skater Dresses

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zari Satin Corset Skater Party Dress

    Special Occasion

    Take the spotlight in the oh-so-gorgeous Zari satin party dress at homecoming or sweet sixteens! She features a sleeveless sweetheart neckline with a padded bust and cowl pleated overlay, adjustable spaghetti straps, a lace-up back, and a sexy sheer corset bodice with flexible boning for a snatched look. Her skater silhouette offers hidden side pockets for keeping your hands warm, pleating, and a flirty short-length hem. The party dress is composed of woven satin fabric with tulle and woven linings for a voluminous effect. Complete the look with sparkly earrings and bracelet.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust, cowl pleated overlay
    • Adjustable spaghetti straps, lace-up back, zipper and hook-eye closure
    • Sheer corset bodice, flexible boning
    • Hidden side pockets, pleated skater-silhouette, short-length hem
    • Woven satin fabric, tulle and woven linings, no stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1614

    Category Name: Skater Dresses

    Price: $19.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Arielle Formal Square Neck Skater Dress

    Special Occasion

    Give off a flirtatious allure in the Arielle formal skater dress that is a chic choice for weddings, parties, or fancy dinners! She features a sleeveless square neckline, thin tank shoulder straps, a matching square back design, a high waist seam, a short pleated skater skirt, and a dramatic fit and flare silhouette. The smooth scuba knit fabric offers a moderate stretch. Complete the look in this formal short dress with rhinestone duster earrings and metallic heels.

    Fit & Features

    • Sleeveless square neckline, matching square back design
    • Thin tank shoulder straps
    • High waist seam
    • Short pleated skater skirt, fit and flare silhouette
    • Scuba knit fabric, knit lining at the bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1600

    Category Name: Skater Dresses

    Price: $29.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nina Tulle Glitter Polka Dot Party Dress

    Special Occasion

    Flirt and flounce in the cute Nina party dress at school dances, banquets, or dressy birthday events! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, tulle overlay over the bust and corset-style bodice, and a flared tulle short-length skirt. The party dress is designed with adorable glitter polka dots all over for a hint of shine and has a stretchy knit lining. Complete the look in this formal short dress with a bracelet and earrings.

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Tulle overlay over the bust and corset-style bodice
    • Flared tulle short-length skirt
    • All over glitter polka dots on tulle fabric, stretchy knit lining
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1587

    Category Name: Skater Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Twirl Crepe Ruffle Skater Dress

    Delight with your darling twirls in this crepe skater dress perfect for family parties or brunch! It features adorable puff short sleeves, a V-neckline, and a ruffled layered short-length hem with a fit-and-flare silhouette. Complete the look in this skater dress with sleek hoop earrings.

    Fit & Features

    • Puff short sleeves
    • V-neckline
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Ruffled layered short-length hem
    • Crepe fabric, partial stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5064

    Category Name: Skater Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready For Floral Chiffon Ruffle Short Dress

    Get ready for this floral chiffon dress to make its way into your summer wardrobe! It features flowy peasant long sleeves, a sweetheart neck with trim, a tie-back design, a cutout accent along the bust with trim, and a curve-hugging silhouette with a flirty ruffled short-length hem. Complete the look in new sandals for a daytime birthday party!

    Fit & Features

    • Flowy peasant long sleeves
    • Sweetheart neck with trim
    • Tie-back design, lower zipper and hook-eye closure
    • Cutout accent along the bust with trim
    • Curve-hugging silhouette, ruffled short-length hem
    • Floral printed chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2355

    Category Name: Skater Dresses

    Price: $54.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 70s Groove Floral Tie-Back Skater Dress

    Get into the groove of this 70s-inspired printed floral dress! It features a sleeveless V-neckline, adjustable spaghetti straps, a flirty tie-back design, and a flattering skater short-length silhouette. Complete the look in rhinestone mules for a dressy date!

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Tie-back design
    • Skater silhouette
    • Short-length hem
    • 70s-inspired floral print
    • Woven fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5053

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfectly Striped Shirt Skater Dress

    Step out in this perfectly striped shirt dress to look cute for picnics in the park, family gatherings, or graduations! It features long sleeves with buttoned cuffs, a collar v-neckline, a corset-seam illusion waist, a cutout lace-up back design, and a short skater silhouette. Complete the look with teardrop earrings.

    Fit & Features

    • Long sleeves, buttoned cuffs
    • Collar v-neckline
    • Corset-seam illusion waist
    • Cutout lace-up back design
    • Skater silhouette, short-length hem
    • Striped print, poplin non-stretch woven fabric
    • Runs true to size

    Style Number/Barcode: 05102-5048

    Category Name: Skater Dresses

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Girl Satin Skater Bubble Dress

    Silky satin plays up this satin skater dress that brings back the beloved bubble hem style! The dress features a sleeveless square neck with ruffled straps, a high-waist seam, and a fit-and-flare silhouette with a short-length bubble hem. Complete the look with stiletto pumps for a school formal or cocktail party!

    Fit & Features

    • Sleeveless square neck
    • Ruffled straps
    • High-waist seam
    • Skater silhouette
    • Short-length bubble hem
    • Lined silky satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2348

    Category Name: Skater Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Walks Ditsy Floral Chiffon Dress

    For your walks through garden parties or outdoor weddings, this ditsy floral chiffon dress brings the charm! It features a sleeveless sweetheart neck, adjustable spaghetti straps with ruffle trim, a skater silhouette, and a flirty lace-up back with tie closure and a ruffled short-length hem. Complete the look in statement heeled mules.

    Fit & Features

    • Sleeveless sweetheart neck
    • Adjustable spaghetti straps, ruffle trim
    • Skater silhouette
    • Lace-up back, tie closure
    • Ruffled short-length hem
    • Ditsy floral print, chiffon fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2347

    Category Name: Skater Dresses

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Smitten Satin Strapless Skater Dress

    Everyone will be totally smitten over you in this gorgeous satin skater dress at cocktail parties or weddings! It features a strapless square neckline with a v-wire insert, a pleated bust, hidden side pockets for keeping your hands warm, and a short-length hem. Complete the look in rhinestone heels and a bracelet.

    Fit & Features

    • Strapless square neckline
    • V-wire insert, pleated bust
    • Hidden side pockets
    • Skater silhouette
    • Short-length hem
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2345

    Category Name: Skater Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Delight Short Skater Dress

    Dare to be a darling in this delightful short skater dress perfect for twirling at parties and celebrations! The dress features sheer 3/4 puff sleeves, a square neckline, a back zipper closure, and an empire seam that flows out into a flared silhouette. Style with a sphere clutch to complete the look!

    Fit & Features

    • Sheer 3/4 puff sleeves
    • Square neckline
    • Back zipper closure, empire waist seam
    • Skater silhouette
    • Flared short-length hem
    • Woven fabric
    • Fits true to size

    Style Number/Barcode: 05101-2340

    Category Name: Skater Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pleated Princess Bow Back Skater Dress

    Look and feel like a princess in this skater dress for cocktail wedding showers or graduation parties! It features a sleeveless square neck, adjustable spaghetti straps, a pleated bodice with a pretty bow on the back, and a fit-and-flare short silhouette. Complete the look in stiletto mules and a clutch.

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Pleated bodice, back bow, zipper closure
    • Skater, fit and flare silhouette
    • Short-length hem
    • Cotton-blend fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2333

    Category Name: Skater Dresses

    Price: $5.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirt And Twirl Chiffon Open Back Skater Dress

    Flirt and twirl in this sassy little chiffon dress perfect for date nights or parties! It features adorable sheer puff short sleeves, a ruched square neck with a bust tie and keyhole, an open back with tie closure, and a flowy short skater silhouette. Complete the look in platform block heels.

    Fit & Features

    • Sheer puff short sleeves
    • Ruched square neck, bust tie, keyhole
    • Open back, tie closure
    • Flowy skater silhouette
    • Short-length hem
    • Airy chiffon fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5040

    Category Name: Skater Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Doll Sweetheart Skater Dress

    You'll be looking like a total doll in this poplin skater mini dress for graduation and family parties! The dress features adorable puff short sleeves, a sweetheart neckline, an empire waist seam, and a flattering fit and flare short-length silhouette. Complete the look in eye-catching lace-up heels.

    Fit & Features

    • Puff short sleeves, sweetheart neckline
    • Back zipper and hook-eye closure
    • Empire waist seam
    • Fit and flare, skater silhouette
    • Short-length hem
    • Poplin cotton-blend fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2324

    Category Name: Skater Dresses

    Price: $5.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dance The Night Chiffon Skater Dress

    Dance the night away in this chiffon skater dress for many stunning twirls! The mini dress features a sleeveless plunge V-neckline, adjustable spaghetti straps that crisscross on the open back, a ruched empire waistband, and a flirty short-length hem. Complete the look in lace-up block heels for a birthday or graduation party!

    Fit & Features

    • Sleeveless plunge V-neckline
    • Adjustable spaghetti straps
    • Crisscross open back, lower zipper and hook-eye closure
    • Ruched empire waistband
    • Skater silhouette, short-length hem
    • Airy chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2715

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Eden Flower Babydoll Party Dress

    Dreamy and whimsical, this floral party dress is an ethereal style you need! Perfect for wedding showers, sweet sixteens, and school dances. It features a sleeveless square neckline, adjustable spaghetti straps, a low back with a chiffon bow tie closure, and an adorable and flattering babydoll short-length silhouette. The dress is composed of airy sheer organza fabric with delicate flower appliques and embroidery with multiple organza and stretchy knit linings. Complete the look in fringe earrings and rhinestone bow mules.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Chiffon bow tie closure, low back
    • Babydoll silhouette, short-length hem
    • Flower appliques and embroidery
    • Airy sheer organza fabric, organza and stretch-knit linings
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-2991

    Category Name: Skater Dresses

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Charming Floral Eyelet Lace Dress

    Always charming and cute, this floral eyelet lace dress boasts adorable allure! It features puff short sleeves, a square neck, a tie-back design, and a flattering skater silhouette and short-length hem. Complete the look in strappy sandals for a baby shower or family party.

    Fit & Features

    • Puff short sleeves
    • Square neck
    • Tie-back design
    • Skater silhouette
    • Short-length hem
    • Ditsy floral print, eyelet lace, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5030

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pop On Over Bubble Hem Skater Dress

    Pop on over to every party you're invited to in this poplin skater dress featuring adorable puff short sleeves, a wired V-neckline, a high waist seam, and a flattering fit and flare silhouette with a short bubble hem design. The poplin woven fabric includes a sewn-in knit lining. Style this skater dress with rhinestone strappy heels to complete the look!

    Fit & Features

    • Puff short sleeves, cinched hems
    • Wired V-neckline, back zipper, hook and eye closure
    • High waist seam
    • Fit and flare skater silhouette
    • Short bubble hem design
    • Poplin woven fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2299

    Category Name: Skater Dresses

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale