Skater Dresses

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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.

  • Why You Linen Skater Dress
    No lie, this black button up skater dress will give you a casually classy look this summer! Dress features a V neckline that leads to a row of front buttons, short sleeves, a gathered high waist seam, front pockets, and a comfortable slim fit throughout. Dress is composed of a lined linen fabric with no stretch. 

    Model is 5'8.5" with a 32" bust, 24" waist, and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3832

    Category Name: Skater Dresses

    Price: $10.00 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • Summer Vibes Gauzy Mini Dress
    Feel the heat while keeping it cool in this gauzy olive skater dress. Dress features a deep V at front and back, side bar cutouts, an elasticated waist, and an all-over crinkle effect. Dress is made from a rayon fabric with moderate stretch. Dress is semi-sheer and unlined.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3847

    Category Name: Skater Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Walk The Line Skater Dress
    Step out and line it out in stripes! This pretty light blue dress features a plunging V neckline, tank-like straps, a cinching tie waist accent and a flaring skater skirt. The all over striped design is all you need for the perfect spring time look! Dress is composed of a linen fabric with a knit lining.

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-3843

    Category Name: Skater Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

  • Babe In Crochet Skater Dress
    This babe is ready for summer in this flirty blue crochet dress! It features a crochet bodice with a plunging V neckline, adjustable shoulder straps that lead to a cute tie back detail, and a flattering wide empire waist panel that leads to a flowy gauze skirt. Includes a knit lining.

    Model is 5'8" with a 33" bust, 24" waist, and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3842

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beautifully Buttoned Skater Dress
    Beautifully button up your look with this adorable olive green skater dress! It features flowy short sleeves, a plunging V neckline, a high waistband, an open back with a tie closure with tassel details, a tie back accent, a hidden back zipper and hook and eye closure, and faux buttoned detailing. The dress is composed of a woven gauze fabric with a short lining, pretty pleats, and a flirty, flowy fit.

    Model is 5'9" with a 31.5" bust, 24.5" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3748

    Category Name: Skater Dresses

    Price: $10.00 $39.90

    On Sale: Yes

    Availability: Out of Stock

  • Sassy Little Skater Dress
    You need to have this sassy little skater dress in your closet! It features a deep V neckline with a tie front closure and a small cut out, short flowy sleeves with slits up the center, a back zipper and hook and eye closure, a high waistband, and a cute skater skirt. The black dress is composed of a linen fabric with a short knit lining and offers a flowy fit.

    Model is 5'9 with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3799

    Category Name: Skater Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fresh And Flirty Skater Dress
    Create a fresh and flirty look with this adorable skater dress perf for the season! It features a sleeveless bodice, adjustable spaghetti straps, a V neckline with a faux button down front, a back zipper and hook and eye closure, a high waist seam, and a flowy skater skirt. The dress is composed of a lined ivory crepe fabric with a fitted and flowy style.

    Model is 5'8" with a 33" bust, 24" waist and 33.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-3604

    Category Name: Skater Dresses

    Price: $13.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

  • Remember Me Skater Dress
    Leave them something to remember you by when you walk away in this adorable dress! It has a V neckline, thin shoulder straps and a darling skater skirt. Garment is composed of a knit fabric that offers plenty of stretch.

    Model is 5'9 with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
     

    Style Number/Barcode: 05102-3539

    Category Name: Skater Dresses

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunny Side Up Skater Dress
    This mustard yellow skater sundress is a definite must-have for this season! It features a sleeveless bodice, adjustable spaghetti straps, a square neckline, a hidden back zipper and hook and eye closure, a high waist seam, and a wrap skater skirt with a chic side tie. The dress is composed of a woven fabric with no stretch.

    Model is 5'8" with a 33" bust, 24" waist, and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0054

    Category Name: Skater Dresses

    Price: $10.00 $39.90

    On Sale: Yes

    Availability: Out of Stock

  • Chiffon Flow Skater Dress

    Go with the flow in a skater dress that is party-ready! The dress features a flattering wrap v-neckline, adjustable spaghetti straps for a customized fit, and a high waist fit that leads to a flowy layered skater skirt that beautifully cascades silhouette. Complete your brunch-ready look with a dainty necklace and clear heels. 

    Fits & Features

    • Wrap bodice with deep v neckline
    • Adjustable spaghetti straps
    • Exposed back zipper closure
    • High waist seam
    • Wrapped and layered skater skirt
    • Fully lined, chiffon fabric
    • No stretch 

     

    Mauve Dress: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Navy Dress: Model is 5'8" with a 34" bust, 25" waist and 34" hips. She is wearing a size small. 

    Style Number/Barcode: 05101-7908

    Category Name: Skater Dresses

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet As Pie Skater Dress
    Honey you will look sweet as pie in this cute skater dress! This piece features a V neckline, spaghetti straps, a skater style skirt, and the best part...It has pockets! This dress is comprised of a soft crepe material that offers moderate stretch.

    Style Number/Barcode: 05101-8838

    Category Name: Skater Dresses

    Price: $9.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

  • Daytime Affair Ponte Skater Dress
    Get ready for a fab daytime affair in this light blue skater dress! It features a fitted bodice with a deep V neckline, double shoulder straps that cross at the back, princess seams, and a high waist seam leading to a flowy skirt with a double layer hem. Dress is composed of a ponte knit fabric with a moderate stretch. 

    Model is 5'8" with a 32" bust, 23" waist, and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-8794

    Category Name: Skater Dresses

    Price: $10.00 $45.90

    On Sale: Yes

    Availability: Out of Stock

  • Spring Into Floral Skater Dress
    Spring into floral with this beautifully printed skater dress! It features an off the shoulder elastic banded neckline, short sleeves, a high waist seam, and a flowy skater skirt with a high-low hem. The black dress is composed of a scuba knit fabric that offers moderate stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    *Also available in Plus.

    Style Number/Barcode: 05101-8795

    Category Name: Skater Dresses

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Favorite Lace Skater Dress

    Make this pretty dress your new favorite lace piece! The pink dress features an off the shoulder neckline with a scalloped lace trim, unlined short sleeves and a flared skater skirt silhouette. Dress is composed of a lined floral lace fabric that offers a form hugging fit with a moderate stretch.

    Style Number/Barcode: 05101-8819

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daydream Lace Skater Dress
    Keep it dreamy in lace! The ivory dress features an off the shoulder neckline, a plunging wired V bust, off the shoulder straps and a flared skater silhouette with a wide banded hem. Dress is composed of a lined floral lace fabric that offers a form hugging fit with a minimal stretch stretch.

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

    Style Number/Barcode: 05101-8828

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Double Dip Pleated Mini Dress
    Flirty and feminine, this color-blocked skater-style mini is sweetly sophisticated. Dress features a scalloped, lace-crepe bodice, pleated navy skirt, adjustable spaghetti straps, and back zip closure. Dress is fitted through the bust and waist and offers little to no stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-8833

    Category Name: Skater Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Swept Off Your Feet High-Low Dress

    Get swept up in this high-low dress. Create a moment to remember for your next date night look or ring in your birthday in this head-turning dress. The dress features a deep v-neckline, supportive spaghetti straps, a sheer floral lace back with a lower back keyhole to show off a hint of skin and a flowy high-low silhouette. The dress is composed of a crepe and lace fabric that offers a relaxed fit with a moderate stretch. Complete your look with a glitzy rhinestone hairpin and slingback heels. 

    Fits & Features

    • Deep v neckline
    • Narrow shoulder straps
    • Sheer lace back with zipper closure
    • Fitted bodice with high banded waist
    • Flowy high-low skirt
    • Crepe composition 
    • Moderate stretch 

        Burgundy Dress: Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.

        Navy Dress: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

        Style Number/Barcode: 05101-8736

        Category Name: Skater Dresses

        Price: $16.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Skye Chiffon High Low Skater Dress
        Special Occasion

        Skye is airy, angelic, and will feel like you're walking on cloud 9! She features a slim fitting bodice with a V neckline, narrow shoulder straps that lead to a sheer lace back and a gold zipper closure, a banded waist, and a flowy, wrap, high-low skater skirt with a short skirt lining. Skye is composed of a light blue chiffon fabric with no stretch. 

        Model is 5'8" with a 32" bust, 23" waist, and 36" hips. She is wearing a size small.

        Style Number/Barcode: 05101-8679

        Category Name: Skater Dresses

        Price: $10.00 $48.90

        On Sale: Yes

        Availability: Out of Stock

      • Floral Persuasion Layered Skater Dress
        Persuade them all in pretty florals! This fun skater dress features an ivory hue, a plunging V neckline, narrow straps and a double layered skater skirt. The all over floral print features pink florals with green foliage. Dress is composed of a scuba knit fabric that offers a form hugging fit.

        Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

        Style Number/Barcode: 05101-8727

        Category Name: Skater Dresses

        Price: $44.90

        Availability: Out of Stock

      • Crochet Beauty Skater Dress
        Showcase your stunning beauty in this crochet lace skater dress! It features a fresh ivory hue, a sleeveless bodice, tank-like shoulder straps, a flattering top cut out followed by a lined bust and a mesh inset at the waist, a back zipper closure, a high waist seam, and a flowy skater skirt. Dress is composed of a combination crochet and unlined mesh fabric that offers a form hugging fit with minimal stretch.

        Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

        Style Number/Barcode: 05101-8740

        Category Name: Skater Dresses

        Price: $17.97 $44.90

        On Sale: Yes

        Availability: Out of Stock

      • Darling Laced Skater Dress
        Keep it sweet in lace! The natural dress has a plunging neckline with padded cups, adjustable spaghetti straps that create an X back, an exposed back zipper closure, and an A-line skirt. Skater dress has a full lining and is composed of a natural lace fabric that has little stretch.

        Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

        Style Number/Barcode: 05101-8696

        Category Name: Skater Dresses

        Price: $10.00 $38.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Floral Days Skater Dress
        Make today a gorgeous one in charming florals! This ivory dress features a plunging wired V neckline with lined padded cups, a double row of narrow straps, a lattice back design and a flared skater skirt. The all over floral print features blush pink and lavender hues. The dress is composed of a scuba knit fabric that offers moderate stretch.

        Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

        Style Number/Barcode: 05101-8706

        Category Name: Skater Dresses

        Price: $9.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Floral Nights Skater Dress

        Take a daytime look into evening with this effortless navy blue floral skater dress. It features a plunging neckline with a wired V front with padded cups, spaghetti straps that lace up at the back, and a fitted bodice that leads to a short flowy skirt. Skater dress has an all over white and blue floral print, and is composed of a thick scuba knit fabric that offers moderate stretch.

        Style Number/Barcode: 05101-8709

        Category Name: Skater Dresses

        Price: $9.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Flirty Florals Skater Dress
        Keep it flirty in charming florals! This ivory skater dress features an off the shoulder neckline with cold shoulder straps, a sweetheart bust with a fold over accent and princess seams. The slim fit bodice leads to a flared skater skirt. The all over floral print features pink hues complimented with green foliage. Dress is composed of a lined scuba fabric that offers a form hugging fit with a moderate stretch.

        Model is 5'8" with a 34" bust, 25" waist and 36" hips. She is wearing a size small.

        Style Number/Barcode: 05101-8725

        Category Name: Skater Dresses

        Price: $9.97 $36.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance