Skater Dresses

Explore our collection of twirl-worthy skater dresses perfect for your birthday celebration, graduation, or school dance. Get ready to shine in a silky satin short A-line dress, or sparkle and shine with a sequin skater. For those who crave a more standout style, consider a flirty open-back skater dress with lace details or a chic halter dress with a fitted bodice. If you're looking for something more relaxed yet stylish, perhaps the soft knit skater dress or cotton gauze dress for a casually chic vibe.

SHOW FILTER

SORT:

SIZE
COLOR
PRICE
ALL FILTERS
SORT

Size Filter

Color Filter

Price Filter

Sort Options

Loading...

Product Recommendations

STYLE SPOTLIGHT

Homecoming Outfits

Trendy Denim Jackets

Women's Jumpsuits & Rompers

Flirty & Fun Skater Dresses for Every Occasion

Twirl into style with Windsor’s collection of skater dresses, designed to bring playful charm and effortless elegance to your wardrobe. Whether you're looking for a casual day dress, a trendy formal skater dress, or a chic party look, these fit-and-flare dresses flatter every figure while offering comfort and movement.

Trendy Prints & Must-Have Details

Freshen up your spring and summer style with skater dresses featuring seasonal prints like floral or paisley designs, perfect for garden parties or weekend brunches. Choose from stylish details like milkmaid-inspired necklines, corset bodices, and bubble hem dresses for a fashion-forward touch. Straps are designed with both style and comfort in mind, ensuring you feel as good as you look.

Casual to Dressy Skater Styles

For everyday wear, opt for breezy skater rompers or casual fit 'n' flare dresses in soft knits or lightweight sweater fabrics. Need something dressier? Satin and lace skater dresses bring an elevated vibe, making them ideal for graduations, date nights, or special occasions. Looking for a standout silhouette? Drop-waist dresses create a sleek, modern shape that blends sophistication with playful charm.

From Day to Night, Effortlessly

Whether you’re attending a summer wedding, celebrating a promotion, or heading out for a fun night with friends, these skater dresses easily transition from day to night. Pair a sleeveless skater dress with sneakers for a casual daytime look, then swap them for strappy heels and a chic clutch for an evening-ready outfit.

Find your perfect skater dress in a variety of fabrics, colors, and silhouettes this season. Shop online, in-app, or visit a Windsor store to discover the latest in flirty, playful, and effortlessly chic fashion.

What Is a Skater Dress?

A skater dress is a short dress with a fitted bodice and a flared A-line skirt that falls above the knees, depending on your height. Inspired by figure skaters, this fit-and-flare dress allows for free-flowing movement, making it a flattering and playful option. The skater dress strikes the perfect balance between fun and flirty while remaining versatile enough for various occasions.

This effortlessly stylish dress works for special events like a homecoming dance or a dressy dinner party, but it can also be worn for casual outings, weekend brunches, and birthday celebrations. Whether you love a flowy skater or a sleek bodycon fit, find out which suits your style best with this helpful Windsor blog post: Flowy vs. Fitted Homecoming Dresses. If you’re dressing up or keeping it relaxed, skater dresses give you a put-together look without feeling too formal or too casual.

What Makes Skater Dresses Unique?

The skater dress stands out for its versatility, flattering fit, and timeless appeal. This style transitions effortlessly between semi-formal occasions and everyday wear, making it a must-have in any wardrobe. A skater dress with details like a floral lace back or a tiered hem is perfect for events like 2025 graduation or a formal gathering, while a cotton-blend or crepe skater dress is ideal for a low-key date night or casual daytime look.

The fit of a skater dress is another key feature. Its fit-and-flare design naturally enhances different body types, creating a defined waistline while allowing for a breezy, comfortable feel. This silhouette is particularly flattering as it accentuates the waist and creates a softer hourglass shape that elongates the body.

Beyond its fit, the timelessness of skater dresses makes them a staple style that never goes out of fashion. While trends change, this classic dress remains a go-to for effortless dressing.

  • Steal The Spotlight Skater Dress

    Steal the spotlight and cast a lovely glow in this glitter skater dress perfect for capturing a twirl-worthy moment! It features a sleeveless, v-neckline, spaghetti straps that lead to a criss-cross back, a high waist seam, and a double-layered hem. Complete the look in lace-up heels and a clutch.

    Fit & Features

    • Sleeveless, v-neckline, spaghetti straps
    • High waist seam
    • Double-layered hem
    • Skater silhouette
    • Glitter-knit lined fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1485

    Category Name: Skater Dresses

    Price: $18.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Budding Romance Chiffon Skater Dress

    Isn't a new romance so exciting! Enter into your new spring fling in this floral chiffon skater dress featuring a sleeveless, ruffled V-neck, adjustable spaghetti straps, an open back with cross straps, and a tiered ruffle trim skirt. Complete the look in lucite mules for the perf day date.

    Fit & Features

    • Sleeveless, ruffled V-neck, adjustable spaghetti straps
    • Open-back, cross straps, back zipper closure
    • Tiered ruffle trim skirt
    • Skater-style silhouette
    • Floral pattern
    • Chiffon fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1482

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Sweet Floral Ruffled Skater Dress

    These florals are too sweet not to fall for! Twirl all day in this chiffon skater dress featuring a sleeveless, v-neck, ruffled trim straps, waist tie, open-back design with tie closure, and a tiered ruffled skirt. Complete the look in statement earrings.

    Fit & Features

    • Sleeveless, v-neck, ruffled trim straps
    • Open-back with tie closure
    • Tie waist, tiered ruffled skirt
    • Skater silhouette
    • Floral pattern, back zipper closure
    • Chiffon fabric, inner knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1481

    Category Name: Skater Dresses

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless And Flowy Skater Dress

    Create an effortless and flowy vibe in this breezy lace skater dress. It features a wrap-front V-neck and back design, short loose bell sleeves, a cinched and smocked high waist, and a short skater skirt with a fit and flare silhouette. The sheer lace fabric features a partial woven lining. Style this dress with strappy sandals.

    Fit & Features

    • Wrap-front V-neck and back
    • Tie-back strap detail
    • Short bell sleeves
    • Cinched and smocked high waist
    • Short skater skirt, fit and flare silhouette, front button-down design
    • Sheer lace fabric, partial woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1475

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Chica Floral Skater Dress

    You'll be a total cutie in this floral skater dress perfect for shopping at the farmer's market! It features 3/4 length puff sleeves, a square neck, high-waist seam, and a flowy short-length hem. Complete the look with a crossbody bag.

    Fit & Features

    • 3/4 length puff sleeves
    • Square neck
    • High-waist seam, back smocked panel
    • Flow, short-length hem
    • Ditsy floral pattern
    • Woven-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1470

    Category Name: Skater Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let It Flow Crochet V-Neck Skater Dress

    Flowy and flirty! Twirl all day in this crochet V-neck skater dress featuring a sleeveless bodice with adjustable spaghetti straps, an open back with tie closure, and a tiered short hem. Composed of a gauze woven fabric with an inner lining. Finish the look in trendy mules.

    Fit & Features

    • Sleeveless bodice, crochet V-necklined
    • Adjustable spaghetti straps
    • Open-back, tie closure
    • Tiered short hem
    • Skater silhouette
    • Airy gauze woven fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4397

    Category Name: Skater Dresses

    Price: $21.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Tea Chiffon Tiered Skater Dress

    This chiffon skater dress is cute as can be for high tea at noon! Look and feel classy in the ruffle mock neck, long peasant sleeves adorning the pleated waist, and tiered ruffled skater skirt. Complete the look in duster earrings.

    Fit & Features

    • Ruffle mock neck, long peasant sleeves
    • Pleated waist
    • Tiered ruffle skater skirt
    • Back zipper closure
    • Chiffon fabric, inner lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1532

    Category Name: Skater Dresses

    Price: $5.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Adley Formal Glitter Party Dress

    Special Occasion 

    Bring that glow to your evening with a formal party dress that brings endless shine! The dress features a sleeveless V-neckline, adjustable spaghetti straps, a built-in padded bust, and a fit and flare silhouette with pleating, hidden side pockets. and a mini-length hem. The dress is composed of a woven glitter fabric that offers minimal stretch. Complete look with chrome heels

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Built-in padded bust
    • Hidden side pockets
    • Fit and flare silhouette with pleating
    • Woven glitter fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-0923

    Category Name: Skater Dresses

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty In Lace Crepe Skater Dress

    Pretty and poised, this crepe skater dress is perfect for a dressy occasion! Featuring a sleeveless, square neck, spaghetti straps that cross in the back with lace detail, and a short-length hem. Complete the look in strappy heels and earrings.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Back cross straps, lace detai
    • Skater silhouette
    • Short-length hem
    • Crepe fabric
    • Fits true to size

    Style Number/Barcode: 05101-1454

    Category Name: Skater Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanted Moment Open Back Glitter Skater Dress

    Enchant in a glitter knit skater dress with a sleeveless square neckline accented with spaghetti straps, an open back with criss-cross bungee straps, and a flared skater silhouette. Pair mini dress with fringe earrings and block heels. 

    Fit & Features

    • Stretchy glitter knit fabric
    • Sleeveless square neckline
    • Spaghetti straps
    • Open back with criss-cross bungee straps
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3371

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Airy Floral Skater Dress

    Chic and airy, this floral printed skater dress is ready for all your fun weekend festivities! It features a sleeveless V-neckline, adjustable spaghetti straps, an open back with an adorable tie-back design, and a high waist leading to a short skater skirt with a flirty fit and flare silhouette. Style this dress with strappy mules.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Open back, tie closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • Ditsy floral print
    • Sheer woven fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4384

    Category Name: Skater Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

  • Silky Chic Satin Skater Dress

    Lustrous silk for your fancy needs. Show up to the celebration in this satin skater dress designed to fit and flatter every figure in a sleeveless cowl neckline, spaghetti straps, and a form-fitting bodice that leads to a short-length hem. Complete the look in fab block heels.

    Fit & Features

    • Sleeveless cowl neckline, spaghetti straps
    • Form-fitting bodice
    • Skater style skirt
    • Short-length hem
    • Silky smooth satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-3206

    Category Name: Skater Dresses

    Price: $9.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

  • Grand Exit Satin Skater Dress

    Make a grand exit after your formal affair in this flirty satin skater dress! Designed with a shiny stretch-satin fabric, it features a sleek sleeveless square neckline, bungee spaghetti straps, a bold open back with a dual bar strap design, and a fitted high waist that flares out to a short skater silhouette. Complete your look with a rhinestone necklace and earrings set and block heels.

    Fit & Features

    • Shiny stretch-satin fabric
    • Square neckline
    • Bungee spaghetti straps
    • Open back, dual bar strap design
    • Fitted bodice, high waist seam
    • Fit-and-flare skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-1447

    Category Name: Skater Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set the Bar Linen Cutout Mini Dress

    This flare mini dress sets the bar high! Showcase your daring side in this sleeveless dress featuring a plunge v-neck on the front and back, a smocked bodice, and side elasticized bar cutouts that lead to a flirty mini-length hem. Complete the look in wedges and dainty earrings.

    Fit & Features

    • Sleeveless, dual plunge v-neck
    • Smocked bodice
    • Side elasticized bar cutouts
    • Flare mini-length hem
    • Linen gauze fabric
    • Runs true to size

    Style Number/Barcode: 05102-4831

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunday Girl Floral Chiffon Skater Dress

    Look cute for Sunday brunch in this floral chiffon skater dress featuring three-quarter length puff sleeves, a square neck, and a pleated waistband on the skater silhouette. Showcase a peek of skin in the open-back design with tie closure and ruffled short-length hem. Composed of a chiffon floral lined fabric with no stretch. Perfect for styling with knee-high boots.

    Fit & Features

    • Three-quarter length puff sleeves, elastic cinched hems
    • Square neckline
    • Pleated waistband, skater silhouette
    • Ruffled short-length hem
    • Open-back, tie closure, back zipper, hook and eye closure
    • Chiffon floral lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1706

    Category Name: Skater Dresses

    Price: $25.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nothing Bud Fun Floral Halter Dress

    Have nothing but fun in this flirty floral halter dress perfect for a brunch date! It features a sleeveless, halter v-neck with adjustable neck tie, a babydoll style bodice leading to a flowy, ruffled short hem. Showcase some skin in the open-back with tie closure. Complete the look in lace-up sandals.

    Fit & Features

    • Sleeveless, halter v-neck, adjustable necktie
    • Babydoll style bodice
    • Flowy ruffled short hem
    • Open-back, tie closure
    • Ditsy floral print, woven-lined fabric
    • Fits true to size, no stretch

    Style Number/Barcode: 05102-4364

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Secret Garden Floral Chiffon Skater Dress

    Enter the secret garden in this sweet floral skater dress! It features an adjustable multi-strap design, a pleated v-neck, empire waist, and a flowy skater skirt. Composed of chiffon woven-lined fabric with no stretch.  Style with chic mules.

    Fit & Features

    • Pleated v-neck | Adjustable spaghetti straps
    • Multi-strap design
    • Empire waist | Back zipper closure
    • Flowy skater skirt
    • Floral chiffon lined fabric
    • Fits true to size | No stretch

    Style Number/Barcode: 05101-1410

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blossom With Beauty Floral Skater Dress

    Blossom with beauty in this stunning floral printed skater dress! It features a sleeveless V-neckline, spaghetti straps, a sheer lace back design, a high waist seam, and a tiered short skater skirt with a flirty fit and flare silhouette. Style this dress with neutral block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Sheer lace back, zipper closure, lower open back
    • High waist seam, tiered short skater skirt, fit and flare silhouette
    • Blooming floral print
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1692

    Category Name: Skater Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

  • Flower Power Skater Dress

    Elevate your spring style with this pretty floral printed skater dress. It features a subtle sweetheart neckline with ruching at the bust, short puff sleeves, a high waist, and a fit and flare silhouette with a short skater skirt with a ruffled hem. Style this lightweight chiffon dress with cute mules.

    Fit & Features

    • Sweetheart neckline, ruching at the bust
    • Short puff sleeves, elasticized hems
    • Back zipper, hook and eye closure
    • High waist seam, fit and flare silhouette
    • Short skater skirt, ruffled hem
    • Floral print
    • Sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1406

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunday's Best Floral Cutout Dress

    Create a cute look for Sunday brunch in this floral chiffon a-line dress featuring a sleeveless, v-neck, adjustable spaghetti straps, ruffled trim, cutout bodice, and a flowy, short-length hem. Complete the look in heels and a purse.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Ruffled trimming, back zipper closure
    • Cutout bodice
    • A-line silhouette
    • Flowy, short-length hem
    • Floral chiffon-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1384

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Puff Love Square Neck Skater Dress

    There's a lot to love about this puff sleeve skater dress! Features a square neck, smocked bodice, a trendy waist cutout, and a tiered short skirt. Composed of linen woven fabric with an inner lining. Finish the look in floral earrings for a cute spring fit.

    Fit & Features

    • Short puff sleeves, square neckline
    • Smocked bodice, waist cutout
    • Tiered short skirt
    • Skater silhouette
    • Linen woven fabric, inner lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4343

    Category Name: Skater Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious Flare Halter Skater Dress

    Showcase a flirtatious flare in this sleek satin skater dress! It features halter straps with a tie-back detail, a plunging neckline with a square-shaped design, a high waist, and a short skater skirt with a fit and flare silhouette. Style this dress with rhinestone statement earrings and cute heels.

    Fit & Features

    • Sleeveless bodice
    • Halter straps, tie-back design
    • Low neckline, square-shaped design
    • Open back, lower back hidden zipper and hook and eye closure
    • High waist, short skater skirt, A-line silhouette
    • Satin-like fabric, woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1377

    Category Name: Skater Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

  • Effortless And Pretty A-Line Mini Dress

    You'll look so effortlessly pretty in this adorable mini dress that is perf for a weekend brunch. It features a square neckline, a low square back design, short puff sleeves, a flattering high waist, and a short tiered skirt with an A-line silhouette. Style this dress with hoop earrings and cute wedges.

    Fit & Features

    • Square neckline
    • Low square back
    • Short puff sleeves, cinched hems
    • High waist
    • Mini-length A-line silhouette, tiered design
    • Cotton fabric
    • Runs true to size

    Style Number/Barcode: 05102-4296

    Category Name: Skater Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty And Chic Velvet Skater Dress

    Flirty and chic, this velvet skater dress is a must-have for the winter season. It features a deep V-neckline, long bishop sleeves, a high waist, and a short skater skirt with a fit and flare silhouette. Style this dress with trendy mules for a date night with bae!

    Fit & Features

    • V-neckline
    • Long bishop sleeves
    • Back zipper and hook and eye closure
    • High waist
    • Short skater skirt, fit and flare silhouette
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1281

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock