Skater Dresses

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STYLE SPOTLIGHT

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Women's Jumpsuits & Rompers

Skater Dresses That Flatter, Flirt, and Flow

Fun, flirty, and designed to move with you—Windsor skater dresses are the ultimate go-to for every occasion. With a flattering fit 'n' flare silhouette, these dresses offer all-day comfort, effortless style, and a playful vibe that works from brunch dates to semi-formal nights out. 

Explore an edit of skater dresses featuring standout trends like milkmaid dresses with puff sleeves and sweetheart necklines, corset-inspired bodices, and dainty tie-front details. Looking for something bold? Try backless styles, lace-up accents, or drop waist dresses that bring a little extra edge. You’ll also find dresses with molded cups, smocking, or adjustable straps for the ideal customized fit.

Lightweight chiffon, crepe, and jersey knits give these silhouettes their breezy feel, while prints like florals, plaids, and solids keep things versatile. Mini and midi lengths are both in the mix—perfect for dancing, twirling, or just living your best dressed life. Whether you're styling with sneakers for everyday or pairing with heels and jewelry for something more elevated, Windsor skater dresses have you covered.

Want the look with a little more ease? Try a skater romper dress—same playful energy, but with the comfort of built-in shorts. Ideal for busy days, outdoor events, or spontaneous plans.

Shop Windsor’s full collection of skater dresses online, in-store, or in-app and find fit 'n' flare styles that work every angle, every time.

What Is a Skater Dress?

A skater dress is a fit-and-flare style that hugs your bodice and flares out at the waist—perfect for twirling into any occasion. Inspired by figure skaters, this design brings both movement and flattering shape. Whether you’re styling a lace skater dress for a date night or picking a floral style for brunch, this dress hits that sweet spot between dressed-up and effortless.

From homecoming dances to spontaneous summer hangs, the skater dress works wherever your plans take you. Want help picking your look? Check out our blog post Flowy vs. Fitted Homecoming Dresses for some styling tips.

What Makes Skater Dresses So Iconic?

Skater dresses are all about versatility and timeless appeal. They give you that cinched waist moment with a comfy, breezy feel that works for every body type. From tiered hems to floral lace backs, these details make each dress feel fresh while still staying classic. Whether you're styling one for a 2025 homecoming or just want a go-to casual dress, this silhouette is always in style and ready to serve.

  • Sweetest Impression Floral Strapless Skater Dress

    Make the sweetest impression at parties in this adorable floral skater dress made with airy chiffon fabric with a dainty lace trim at the bust. The padded bra cups offer support, while the fit-and-flare mini-length silhouette creates a flirty look.

    Fit & Features

    • Chiffon fabric with woven lining, floral print
    • Strapless sweetheart neckline
    • Lace trim and bow, padded bra cups
    • Back zipper with hook-eye closure
    • High-rise seam
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000100

    Category Name: Skater Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Charming Duo Strapless Skater Mini Dress

    A charming strapless skater dress you'll adore for brunch or family gatherings! Pair with the matching bolero for a complete look.

    Fit & Features

    • Soft rib knit stretchy fabric
    • Strapless neckline, non-slip grip lining
    • Skater silhouette
    • Flair mini-length hem
    • Runs true to size

     

    Shop The Matching Bolero: Charming Duo Long Sleeve Bolero

    Style Number/Barcode: 06005-2235

    Category Name: Skater Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Tea Time Corset Lace-Up Floral Skater Dress

    It's time to spill the tea at the garden party in this chic floral skater dress with a pretty corset bodice that snatches your waist and a lace-up back that turns heads!

    Fit & Features

    • Floral print, poplin woven lined lace trim fabric
    • Square neckline, lace trim, underwire bust, wide shoulder straps
    • Corset bodice, flexible boning, lace trim, lace-up back
    • Drop waist seam
    • Skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3923

    Category Name: Skater Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • In The Wild Halter Leopard Ruffle Mini Dress

    Get caught in the wild looking fierce in this leopard ruffle mini dress boasting a sexy strappy open back and a plunge halter neckline for an extra show of skin!

    Fit & Features

    • Leopard print, mesh-lined fabric
    • Plunge cowl halter neckline
    • Strappy open back with spaghetti strap ties
    • Ruffled mini-length hem
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 05103-000022

    Category Name: Skater Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

  • Sunny Tones Smocked Eyelet Skater Dress

    Sunny tones and delicate eyelet lace embroidery? There's so much to love about this smocked skater dress that'll take you from brunch to a day date or party!

    Fit & Features

    • Eyelet lace embroidery, woven fabric lined with stretchy knit
    • Square neckline
    • Spaghetti strap ties
    • Stretchy smocked bodice
    • Skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3911

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetest Day Scoop Neck Ruffle Eyelet Skater Dress

    The sweetest days are spent in this eyelet skater dress soaking up the sun with pretty details like sheer trim designs and a ruffled mini-length hem.

    Fit & Features

    • Eyelet lace fabric, stretchy knit lining
    • Scoop neckline, ruffle trim
    • Adjustable spaghetti straps
    • Sheer trim designs on the bodice
    • Ruffled tier mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3936

    Category Name: Skater Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Looking Sweet Eyelet Knit Tiered Skater Dress

    You'll look extra sweet for your next weekend brunch in this adorable eyelet knit skater dress. The strapless neckline, ruched side seams, drop waist, and short tiered design are all flirty details you'll adore.

    Fit & Features

    • Sheer eyelet knit fabric with full-length knit lining, moderate stretch
    • Strapless straight neckline
    • Ruched side seams
    • Drop waist
    • Short tiered design, skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-6012

    Category Name: Skater Dresses

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Get Cutesy V-Neck Gingham Skater Dress

    Get cutesy in this gingham skater dress for a dreamy look this spring to summer! With a lace trim neckline and flattering drop waist seam that accentuates your figure, this short dress looks like a dream.

    Fit & Features

    • Gingham print, poplin woven fabric, lined
    • Laced trim V-neckline
    • Spaghetti straps
    • Button front details
    • Drop waist seam
    • Skater silhouette, short-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5990

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Dressing For Sunshine Halter Floral Skater Dress

    For sunshine dressing, look no further than this floral short dress with a flirty halter V-neckline and a voluminous skater silhouette that's twirl-worthy!

    Fit & Features

    • Dainty floral print
    • Poplin woven fabric, tulle and stretchy knit linings
    • Halter V-neckline with tie straps, bow accent
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3900

    Category Name: Skater Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Set For Spring Halter Corset Floral Midi Dress

    Set the tone for spring dressing in this halter floral midi dress. The voluminous fit and flare silhouette embodies vintage charm with pretty modern details like a corset bodice and lace-up back design.

    Fit & Features

    • Delicate floral print
    • Poplin woven fabric, tulle and woven linings
    • Halter V-neckline with tie straps, wired underbust
    • Side zipper and hook-eye closure
    • Corset bodice, flexible boning, lace-up back
    • Fit and flare silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000454

    Category Name: Skater Dresses

    Price: $64.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M

  • Blissful Cutie Halter Button Floral Skater Dress

    The prettiest dainty floral print decorates this blissful halter skater dress adorned with delicate faux buttons for a charming accent! 

    Fit & Features

    • Dainty floral print, linen-blend lined fabric
    • Halter V-neckline, back zipper and hook-eye closure
    • Faux button accents
    • Skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3934

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Babe Corset Drop Waist Floral Skater Dress

    Short and sweet, this adorable floral skater dress will perfect your spring vibe. The lace-up corset bodice and V-shaped drop waist snatches your waist, while the flared A-line silhouette gives that flirty flair.

    Fit & Features

    • Smooth woven fabric with woven lining, sheer lace trims, no stretch
    • Sleeveless sweetheart neckline, underwire, ruched bust, tie-front detail
    • Thin adjustable shoulder straps
    • Corset bodice, structured boning, pleating, lace-up back, hidden zipper with hook-eye closure
    • V-shaped drop waist
    • Short skater silhouette, floral print
    • Runs true to size

    Style Number/Barcode: 05101-3924

    Category Name: Skater Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sheer Fave Chiffon Cold-Shoulder Corset Skater Dress

    Your new fave skater dress for the sunny season! Designed with airy chiffon fabric, this short dress features a sheer corset-style bodice for a chic allure.

    Fit & Features

    • Sheer chiffon fabric with partial lining
    • Sweetheart neckline, ruched bust, tie-front detail
    • Cold-shoulder design, adjustable spaghetti straps, off-the-shoulder cuffs
    • Sheer corset-style bodice, back zipper closure
    • High waist seam
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4150

    Category Name: Skater Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lively Elegance Smocked Floral Babydoll Dress

    You'll fall in love with this breezy floral babydoll dress, so adorable for weekend parties and graduations! With its stretchy smocked bodice and adjustable straps, you'll get the perfect fit. The chiffon fabric and pretty floral print add a touch of elegance to the playful babydoll silhouette and ruffled short-length hem.

    Fit & Features

    • Floral printed chiffon fabric, stretchy knit lining
    • Square neckline
    • Stretchy smocked bodice
    • Adjustable spaghetti straps
    • Babydoll silhouette
    • Ruffled short-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6062

    Category Name: Skater Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Idea Of Bliss Corset Lace-Up Floral Skater Dress

    Bold and pretty blooms dance across this dreamy floral skater dress perfect for sunshine dressing! The dress boasts an adorable corset bodice with lace trim and a back lace-up that turns heads while the voluminous skater silhouette has a romantic lace trim lining.

    Fit & Features

    • Floral print, woven fabric, multiple linings with lace trim
    • Strapless neckline with bow
    • Corset bodice, lace trim, lace-up back
    • Skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3793

    Category Name: Skater Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet As Honey Strapless Floral Skater Dress

    Look and feel oh-so-sweet in this strapless floral skater dress with a flirty ruffled hem perfect for day dates or parties!

    Fit & Features

    • Floral print, woven fabric
    • Strapless neckline
    • Ruffled skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3881

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • One Cute Day Floral Skater Mini Dress

    If you're in the mood to look undeniably cute, this floral skater mini dress is just the ticket! Perfect for bridal showers, brunch, or a day date.

    Fit & Features

    • Floral print, eyelet woven fabric lined with stretchy knit
    • Sweetheart neckline, built-in padded underwire bust
    • Adjustable spaghetti straps
    • Back stretchy smocked panel, zipper and hook-eye closure
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3994

    Category Name: Skater Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Caught Your Eye Strapless Lace-Up Skater Dress

    Catch every eye in this eyelet skater dress with a flirty lace-up bust and a flowy mini-length hem perfect for twirling at parties!

    Fit & Features

    • Eyelet cotton fabric with woven cotton lining
    • Strapless neckline, lace-up bust, padded bra cups
    • Skater silhouette
    • Flowy mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4009

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Delightful Romance Lace Trim Lace-Up Floral Mini Dress

    Delightful, timeless, and so romantic, this floral mini dress is essential for chic sunshine dressing! Boasting a gorgeous lace trim bodice with a lace-up back and a flattering drop waist seam that flares out into the voluminous skater silhouette. 

    Fit & Features

    • Floral print, cotton fabric, lace trim woven lining
    • Strapless neckline, ribbon bust tie
    • Lace trim bodice, flexible boning, back lace-up
    • Side zipper and hook-eye closure
    • Skater silhouette, drop waist seam
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3993

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Jadie Open Back Floral Skater Dress

    Special Occasion

    Fun, feminine, and flattering, the Jadie floral short dress is a whimsical dream come true! Designed with a sultry open back and drop waist seam that accentuates your curves along the skater silhouette.

    Fit & Features

    • Smooth woven fabric, multiple mesh and organza linings
    • Plunge V-neckline, padded bra cups
    • Halter spaghetti strap tie
    • Open back, lower zipper and hook-eye closure
    • Floral applique across the bodice
    • Drop waist seam, voluminous skater short silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, brides, weddings, graduations, birthday parties, garden parties, dressy date nights

    Style Number/Barcode: 05001-2721

    Category Name: Skater Dresses

    Price: $69.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Kimmie Lace-Up Corset Satin Skater Dress

    Special Occasion

    The Kimmie satin skater dress is a chic fairytale creation with a pretty lace trim neckline and lace-up corset bodice to perfectly cinch your waist for a flattering silhouette.

    Fit & Features

    • Premium satin fabric, multiple tulle and stretchy knit linings
    • Lace trim sweetheart neckline, padded bra cups
    • Wide shoulder straps
    • Lace-up back, lower zipper and hook-eye closure
    • Corset bodice, flexible boning, button accents
    • Drop waist seam, voluminous skater short silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, brides, weddings, graduations, date nights, dressy celebrations, garden parties

    Style Number/Barcode: 05001-2615

    Category Name: Skater Dresses

    Price: $59.90

    Availability: In Stock

    Available Color: YELLOW

    Available Size: L

  • Perfect View Smocked Cutout Skater Dress

    You'll be the prettiest and perfect view for all to see you in this smocked cutout skater dress with breezy long sleeves and a flattering silhouette.

    Fit & Features

    • Chiffon lined fabric, stretchy knit lining
    • Sheer peasant long sleeves
    • Sweetheart neckline
    • Stretchy smocked bodice with adjustable drawstrings
    • Cutout accent
    • Stretchy smocked back panel
    • Skater silhouette, drop waist seam, short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3991

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetest Outing Tie Back Ruffled Skater Mini Dress

    Have the sweetest look in this tie back ruffled skater dress at bridal showers or graduations!

    Fit & Features

    • Woven fabric
    • Sweetheart neckline with bust tie
    • Spaghetti straps
    • Tie-back cutout design, zipper closure
    • Skater ruffled silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6101

    Category Name: Skater Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sitting In The Sun Floral Babydoll Mini Dress

    So charming for sunny days, this floral babydoll mini dress is fit for frolicking downtown to brunch or attending a shower!

    Fit & Features

    • Floral print, eyelet woven fabric, chiffon lining
    • Square neckline
    • Wide adjustable shoulder straps
    • Stretchy smocked bust
    • Flowy ruffled babydoll silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4002

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free