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.

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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.

  • Sweeten Up Strappy Back Floral Chiffon Skater Dress

    Sweeten up any moment in this floral chiffon skater dress perfect for celebrations and showers! With a square neckline, spaghetti straps, and a playful strappy back design, this dress is perfect for any occasion. The skater silhouette and ruffled short-length hem add a flirty touch, while the ditsy floral print and chiffon fabric keep it light and whimsical. Complete the look in wedges.

    Fit & Features

    • Ditsy floral print, chiffon fabric lined with stretchy knit
    • Spagehtti straps, square neckline
    • Strappy back design
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5450

    Category Name: Skater Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daytime Cheer Fit And Flare Ruffle Floral Dress

    Spread daytime cheer in this fit and flare floral dress! Made from soft chiffon fabric, this dress is adorned with a ditsy floral print for a whimsical touch.  This playful dress features a sweetheart neckline with ruffle trim, adjustable spaghetti straps, and a charming keyhole bust tie. The stretchy smocked waist and tiered ruffled hem create a flattering fit and flare silhouette. Complete the look with a cute purse and sandals!

    Fit & Features

    • Ditsy floral print, chiffon fabric, stretchy knit lining
    • Ruffle trim sweetheart neckline
    • Adjustable spaghetti straps
    • Stretchy smocked waist
    • Fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5447

    Category Name: Skater Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • More Than Sweet Tie Strap Fit-And-Flare Dress

    Who can imagine a look sweeter than this fit-and-flare dress? Showcase your darling side in this short eyelet dress at casual brunches or parties! This charming dress features a square neckline, tie shoulder straps, and a flattering fit-and-flare silhouette. With a tiered ruffled short-length hem and delicate eyelet lace fabric, this dress will have you looking and feeling your best. Complete the look in trendy sneakers for a cute style!

    Fit & Features

    • Sheer eyelet lace fabric with knit lining, moderate stretch
    • Square neckline
    • Tie shoulder straps
    • Fit-and-flare silhouette
    • Tiered ruffles
    • Runs true to size

    Style Number/Barcode: 05102-5532

    Category Name: Skater Dresses

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love's In The Air Floral Chiffon A-Line Dress

    Slip into romance! This dainty floral chiffon short dress features a sweetheart neckline and bust tie to accentuate your figure while the wide shoulder straps and underwire bust provide support. The corset-trim bodice and back lace-up design add a touch of romance along the flattering A-line silhouette and short-length hem. Complete the look with a ring set and sandals for a date or brunch!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Wide shoulder straps
    • Underwire bust, tie front, side zipper and hook-eye closure
    • Corset-trim bodice, lace-up back design
    • A-line silhouette, short-length hem
    • Dainty floral print, chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3007

    Category Name: Skater Dresses

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whimsical Appeal Puff Sleeve Chiffon Skater Dress

    Swiss dots add whimsical appeal to this charming chiffon skater dress perfect for birthdays, graduations, or showers! With sheer puff sleeves, a sweetheart neckline, and a tiered ruffled skater silhouette, this dress is both playful and flattering. Its short-length hem adds a touch of flirty charm. Complete the look in mules and a trendy purse!

    Fit & Features

    • Swiss dot chiffon fabric lined with stretchy knit
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2999

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Sunshine Puff Sleeve Floral Babydoll Dress

    Sipping mocktails in the sunshine is always cuter in this floral babydoll dress perfect for showers and graduations! The artsy floral print adds a touch of whimsy, while the organza sheer fabric keeps you comfortable and breezy. Boasting sheer puff sleeves, a square neckline, and a short-length babydoll silhouette that is so flattering! Complete the look in dainty earrings and heels.

    Fit & Features

    • Artsy floral print
    • Sheer organza woven fabric, stretchy knit lining
    • Square neckline
    • Short puff sleeves with ruffled hems
    • Back zipper with hook and eye closure
    • Babydoll silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3005

    Category Name: Skater Dresses

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Delight Sleeveless Lace Trim Skater Dress

    When the occasion calls for flair, this sleeveless skater dress delivers with darling delight! Perfect for bridal showers, rehearsal dinners, and graduations. Made from a smooth chiffon fabric, the lace trim straps and hem add a delicate touch. Featuring a square neckline and ruched bust, the flattering skater silhouette will have you twirling all day! Complete the look in block heels.

    Fit & Features

    • Smooth chiffon fabric, stretchy knit lining
    • Square neckline, lace trim straps
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Lace trim short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3563

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cascading Romance Ruffle Floral Skater Dress

    Get swept away into a world of romance in this floral skater dress perfect for a shower or date! The square neckline and tie-shoulder spaghetti straps add a touch of sweetness, while the stretchy smocked bodice ensures a comfortable fit. The skater silhouette and tiered ruffled hem make this dress perfect for twirling the night away. Complete the look with earrings.

    Fit & Features

    • Floral print, chiffon fabric with woven skirt lining
    • Square neckline
    • Tie-shoulder spaghetti straps
    • Stretchy smocked bodice
    • Skater silhouette with ruffles
    • Runs true to size

    Style Number/Barcode: 05101-2994

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

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

    Uncover this dreamy and whimsical garden floral babydoll dress for dressy soirees! Its square neckline, adjustable spaghetti straps, and hidden side pockets make it perfect for any occasion. The babydoll silhouette and short-length hem on a rose floral printed chiffon fabric with a knit lining add a touch of charm. Complete the look with earrings and platform block heels.

    Fit & Features

    • Rose floral print
    • Sheer chiffon fabric lined with stretchy knit
    • Square neckline
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Babydoll silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3003

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Revel In Wonder Jacquard Corset Skater Dress

    A wonderous occasion begins with this perfect short skater dress! It boasts a square neckline, wide shoulder straps, and a curved waist seam for a chic and comfortable fit. The corset bodice with flexible boning creates a gorgeous hourglass shape while the jacquard pattern adds a touch of elegance to the short skater silhouette. Complete the look in strappy heels for a dressy occasion!

    Fit & Features

    • Sleeveless square neckline, wide shoulder straps
    • Back zipper and hook-eye closure
    • Corset bodice, flexible boning
    • Curved waist seam
    • Short skater silhouette
    • Jacquard pattern, woven fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2981

    Category Name: Skater Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bon Voyage Sweetheart Floral Chiffon Skater Dress

    Say bon voyage looking darling in this floral chiffon skater dress whether you're heading out on your honeymoon or a trip abroad! Made from an airy chiffon fabric showcasing an adorable ditsy floral print that will make you stand out in the crowd. The sweetheart neckline and bust tie add a touch of romance while the skater silhouette and ruffled hem give it a playful twist. Complete the look with luxe earrings.

    Fit & Features

    • Ditsy floral print, chiffon fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • Sweetheart neckline
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5714

    Category Name: Skater Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cottage Core Cutie Square Neck Corset Skater Dress

    Life is like a picnic when you look oh-so-cute in this corset skater dress with major cottage core inspiration! Made from texture woven fabric, this short-length dress is perfect for twirling in your own personal fairytale. With a square neckline, tank shoulder straps, and flexible boning ensure a flattering skater silhouette, while hidden side pockets keep your hands warm. Complete the look with simple earrings.

    Fit & Features

    • Texture woven fabric lined with chiffon
    • Square neckline, tank shoulder straps
    • Back zipper and hook-eye closure
    • Flexible boning, hidden side pockets
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2978

    Category Name: Skater Dresses

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bubbly Love Corset Skater Party Dress

    You'll always have people falling for you in this corset skater party dress at parties! The square neckline and adjustable spaghetti straps keep it trendy while the corset bodice and hidden front hook and eye fasteners provide a flattering silhouette. The stretchy smocked back and embroidered woven fabric add style to this playful bubble hem dress. Complete the look with earrings.

    Fit & Features

    • Embroidered woven fabric, sewn-in knit lining
    • Adjustable spaghetti straps
    • Square neckline
    • Hidden front hook and eye fasteners
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2979

    Category Name: Skater Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brynne Formal Floral Mesh Ruffled Skater Dress

    Special Occasion

    The gorgeous Brynne formal floral mesh ruffled skater dress is the perfect flirty option for summer parties! The airy sheer mesh fabric is accented with a dainty floral and polka dot print pattern for an effortlessly ethereal look. The short skater dress is shaped with a sleeveless sweetheart neckline with a built-in padded bust and a chic knot-front design with ruched detailing. Her sheer waist features flexible boning inserts for added structure, and her thin tie-shoulder tank straps lead to a hidden back zipper closure. Your waist will be cinched with her high waist seam, flowing out to a tiered ruffled skater skirt with a pretty fit and flare silhouette. Complete your look with wedge heels!

    Fit & Features

    • Sheer mesh fabric with floral and polka dot print
    • Partial knit lining, mesh underskirt, minimal stretch
    • Sweetheart neckline with padded bust, ruched knot-front design
    • Sheer waist design, flexible boning
    • Tie-shoulder tank straps, hidden back zipper with hook and eye closure
    • Tiered ruffled skater skirt, fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2110

    Category Name: Skater Dresses

    Price: $69.90

    Availability: Out of Stock

  • Jodie Corset Ruffle Tulle Skater Party Dress

    Special Occasion

    Cultivate crushes when you're seen in the Jodie skater party dress at the school dance, sweet sixteens, or parties! She features adjustable spaghetti straps, a sweetheart neckline, and padded bra cups for maximum comfort. The sheer sequin and floral applique corset bodice with flexible boning adds a touch of elegance, while the ruffled tulle skater silhouette and short-length hem make it perfect for any party! Complete the look with rhinestone jewelry and a clutch.

    Fit & Features

    • Adjustable spaghetti straps
    • Sweetheart neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Sheer floral applique and sequin corset bodice
    • Flexible boning
    • Ruffled tulle skater silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2112

    Category Name: Skater Dresses

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PERIWINKLE

    Available Size: 5, 7, 9

    Product Badge:
    • Sale
  • May Sequin Tulle Tiered Skater Dress

    Special Occasion

    The May short skater dress is detailed with an iridescent sequin embroidered swirl pattern for a glitzy whimsical vibe. It features an adorable tiered skater skirt creating that iconic fit-and-flare silhouette. Complete the look for prom or a party with metallic heels.

    Fit & Features

    • Sheer tulle lined with woven fabric, tulle underskirt
    • Surplice V-neckline with padded bust, pleating
    • Adjustable spaghetti straps
    • High waist, hidden back zipper with hook-eye closure
    • Iridescent sequin embroidered swirl pattern
    • Tiered skater skirt, fit-and-flare silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2108

    Category Name: Skater Dresses

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Chic Mock Neck Long Sleeve Skater Dress

    This chic short skater dress will elevate your casual winter looks! It features a mock neckline, long fitted sleeves, a high waist, a short-length hem, and an adorable fit and flare skater silhouette. The ribbed knit fabric offers plenty of stretch. Style this short dress with over-the-knee boots and hoop earrings for a coffee date!

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • High waist seam
    • Short-length hem
    • Skater silhouette
    • Lined ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5445

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty Aura Puff Sleeve Floral Lace Skater Dress

    Captivate them with your flirty aura in the cutest floral lace skater dress! The dainty sheer floral lace fabric will give your look a soft feminine vibe and includes a partial woven lining for coverage. The bodice is shaped with a plunging V-neckline with a tie-front detail and sheer short puff sleeves with elasticized hems. The open back adds to the allure and features a tie-back design. The dual high waist seams lead to a fit-and-flare skater silhouette on a short-length hem that was made to twirl. Style this adorable dress with wedge heels for a spring or summer party!

    Fit & Features

    • Sheer floral lace fabric with partial woven lining, no stretch
    • Plunging V-neckline with tie-front
    • Short puff sleeves with elasticized hems
    • Open back, tie-back, lower back zipper with hook and eye closure
    • Dual high waist seams
    • Fit-and-flare skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2967

    Category Name: Skater Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vineyard Gal Floral Woven Skater Dress

    This vintage-inspired floral woven dress is perfect for vineyard weddings, wine tastings, and daytime soirees! The skater dress features adorable short puff sleeves, a sweetheart neckline with a bust tie, a lace-up back design, and a tiered fit-and-flare skater silhouette with a short hem. The lined woven fabric showcases a vintage floral print pattern. Style this short dress with on-trend strappy mules.

    Fit & Features

    • Short puff sleeves
    • Sweetheart neckline, bust tie
    • Lace-up back design, tie closure
    • Tiered fit-and-flare skater silhouette
    • Short-length hem
    • Vintage floral print, lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2966

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Amore Tie-Back A-Line Eyelet Mini Dress

    Fall in love with this adorable eyelet mini dress perf for weekend plans. The flirty tie-back detail and ruffled A-line silhouette will get you all the compliments.

    Fit & Features

    • Eyelet knit fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Tie-back design
    • Ruffled trim
    • Short A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5434

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marvelous Darling Lace-Up Floral Chiffon Dress

    This floral chiffon dress is a must-have for any fashionista attending many events this season! With a floral print and ruffled hem, this fit-and-flare dress is both charming and chic. The V-neckline and ruffled straps add a touch of flirty femininity, while the open lace-up back will have everyone love swept, and is finished with a ruffled short-length hem. Complete the look with a ring set and mules!

    Fit & Features

    • Floral print, chiffon fabric lined with stretchy knit
    • Ruffled straps
    • Lace-up, back zipper and hook-eye closure
    • Fit and flare silhouette
    • Ruffled short-length hem
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05101-2962

    Category Name: Skater Dresses

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Appeal Puff Sleeve Eyelet Knit Skater Dress

    The sweet eyelet design and adorable details give this puff sleeve skater dress a charming appeal! Made with an airy sheer eyelet knit fabric with a partial knit lining, this short dress is perfect for your spring and summer weekend outings. It features a square neckline with chic ruching at the bust, sheer short puff sleeves with a dainty ruffled trim, a sheer corset-style bodice to create a cinched look, and a fit-and-flare skater silhouette for a flirty vibe. Complete your outfit with hoop earrings!

    Fit & Features

    • Sheer eyelet knit fabric, partial knit lining, plenty of stretch
    • Square neckline with ruched bust
    • Sheer short puff sleeves, ruffled trim, elastic cinched hems
    • Sheer corset-style bodice, stretchy high waist seam
    • Fit and flare skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5427

    Category Name: Skater Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Vibes Eyelet Knit Layered Skater Dress

    Show off pretty vibes in this adorable layered skater dress made with breezy eyelet knit fabric. Pair with sneakers for a cute casual look or wedges for a dressier style.

    Fit & Features

    • Stretchy sheer eyelet knit fabric, partial knit lining
    • Square neckline
    • Spaghetti straps
    • Double-layered skater skirt
    • Short fit-and-flare silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5428

    Category Name: Skater Dresses

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch A Cutie Short Sleeve Cutout Eyelet Skater Dress

    Catch yourself a cutie wearing this eyelet skater dress to day parties this season! With playful puff sleeves and a flirty cutout. The sweetheart neckline and bust drawstring add a touch of romance, while the skater silhouette and tiered ruffled hem keep it fun and flirty. Complete the look in wedge sandals.

    Fit & Features

    • Eyelet fabric lined with stretchy knit
    • Sweetheart neckline
    • Adjustable bust drawstring, cutout
    • Skater silhouette
    • Tiered ruffles
    • Runs true to size

    Style Number/Barcode: 05102-5430

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale