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.

  • Perfectly Pretty Tie Back Chiffon Babydoll Dress

    Perfectly pretty in the sweetest babydoll silhouette, this mini-length dress offers an adorable tie-back detail and ruffled trim hem for an effortless flounce with every step! Style with heels for shower celebrations or graduation.

    Fit & Features

    • Chiffon-lined fabric
    • Sweetheart neckline, twist bust, padded bra cups
    • Adjustable spaghetti straps
    • Tie-back detail
    • Babydoll silhouette
    • Ruffled trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000495

    Category Name: Skater Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

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

    Slip into the romantic vibes of this floral chiffon mini dress for day dates to shower celebrations! The dress flaunts a pretty corset bodice and lace-up back that turns heads, while the A-line silhouette flatters your figure.

    Fit & Features

    • Dainty floral print, chiffon fabric, stretchy knit lining
    • 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
    • Runs true to size

    Style Number/Barcode: 05101-4046

    Category Name: Skater Dresses

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Match My Energy Eyelet Skater Dress

    This adorable dress will have you feeling cute and carefree for any fun plans! The strapless neckline, ruffled skater silhouette, and eyelet print add a touch of playfulness to your everyday look.

    Fit & Features

    • Eyelet fabric, sewn-in knit lining
    • Strapless neckline
    • Strappy back
    • Ruffled skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000108

    Category Name: Skater Dresses

    Price: $9.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elevated Outing Floral Long Sleeve Chiffon Skater Dress

    Perfect for any elevated garden party or cocktail soiree, this floral chiffon dress will captivate everywhere you go! The sweetheart neckline and front button accents add a touch of whimsy. Sheer peasant long sleeves and a flattering skater silhouette complete the look. 

    Fit & Features

    • Floral print, chiffon-lined fabric
    • Sheer peasant long sleeves
    • Back zipper and hook-eye closure
    • Sweetheart neckline, front button accents
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4096

    Category Name: Skater Dresses

    Price: $11.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cheerful Cutie Gingham Skater Dress

    From casual plans to picnics, this cheery gingham dress will have you feeling cute all day long! This delightful dress is designed with a smocked waist for a flattering fit, a cute mini-length hem, and a flared skater silhouette.

    Fit & Features

    • Gingham print, woven fabric, stretchy knit lining
    • Sweetheart neckline with bust tie
    • Adjustable spaghetti straps
    • Stretchy smocked waist
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000093

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Charm Ruffled Chiffon Tube Skater Dress

    Your go-to summer floral dress has arrived! With charming ruffles and skater silhouette, this short dress is perfect for shower celebrations, brunch, or day dates.

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit lining
    • Strapless tube neckline
    • Stretchy, smocked fitted bodice
    • Skater silhouette
    • Ruffled short hem
    • Runs true to size

    Style Number/Barcode: 05101-4125

    Category Name: Skater Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

  • Flirty Allure A-Line Mini Tube Dress

    Show off a flirty allure in this adorable mini tube dress designed with a strapless straight neckline, drop waist, and a short, tiered, A-line silhouette. Style with sneakers for a cute and casual 'fit.

    Fit & Features

    • Lined knit fabric, high stretch
    • Elasticized strapless straight-across neckline
    • Ruched side seams
    • Drop waist design
    • Mini-length tiered A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000261

    Category Name: Skater Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: NATURAL, BLACK

    Available Size: XS, S, M, L

  • Cutest Flirt Flutter Sleeve Skater Dress

    You'll be the cutest flirt in this floral eyelet skater dress featuring short flutter sleeves, a drop waist design, and a tiered A-line silhouette. Style with espadrille wedges for weekend brunch!

    Fit & Features

    • Floral eyelet woven fabric, woven lining
    • V-neckline, small keyhole cutout below the bust
    • Short flutter sleeves, adjustable straps
    • Back zipper closure, tie-back design
    • Drop waist design
    • Tiered mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000116

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetheart Certified Halter Skater Dress

    Look sweet as can be in this skater dress and turn heads at shower celebrations or parties. The flattering halter square neckline accentuates your shoulders while the playful skater silhouette creates a feminine flare that moves with you.

    Fit & Features

    • Poplin woven fabric, stretchy knit lining
    • Square halter neckline, ponte knit bodice
    • Back zipper hook-eye closure
    • Skater silhouette, hidden side pockets
    • Short length hem
    • Runs true to size

    Style Number/Barcode: 05101-000474

    Category Name: Skater Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: M

  • Picking Flowers Bustier Short Skater Dress

    Twirl into any occasion in this floral short dress! The flattering bustier top accentuates your figure while the playful skater skirt adds movement to your every step and is adorned with hidden side pockets.

    Fit & Features

    • Floral print, poplin woven lined fabric, woven lining
    • Strapless sweetheart neckline, padded underwire bust
    • Bustier style bodice, flexible boning, back zipper hook-eye closure
    • Hidden side pockets
    • Skater silhouette
    • Short-length bonded hem
    • Runs true to size

    Style Number/Barcode: 05101-000087

    Category Name: Skater Dresses

    Price: $9.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Love Stories Tie Front Ruffle Lace Skater Dress

    It's a love story, so say yes to this lace skater dress! Perfectly romantic for bridal showers, parties, or dates, this short dress has an alluring tie front bust and flirty ruffles along the skater silhouette.

    Fit & Features

    • Lace fabric, stretchy knit lining
    • Strapless sweetheart neckline, padded bra cups
    • Tie front bust
    • Ruffled skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000107

    Category Name: Skater Dresses

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutie Vibes Eyelet Drop Waist Skater Dress

    Show off all the cutie vibes in this eyelet woven skater dress featuring a strapless straight neckline with a smocked bodice, a drop waist design, and a short tiered ruffled silhouette.

    Fit & Features

    • Sheer eyelet cotton fabric, cotton lining
    • Strapless straight-across neckline
    • Smocked bodice
    • Drop waist
    • Tiered ruffled design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4036

    Category Name: Skater Dresses

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sweet Vibes Eyelet Skater Dress

    This floral eyelet skater dress will bring all the sweet vibes to day dates, brunches, and weekend plans. Featuring a halter sweetheart neckline, drop waist design, and a short A-line silhouette, style with a charm necklace.

    Fit & Features

    • Floral eyelet cotton fabric with lace trim, knit lining
    • Sleeveless sweetheart neckline, padded underwire bust
    • Tie-back halter straps, partially open back
    • Lower back zipper closure
    • Drop waist
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4094

    Category Name: Skater Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charming Impression Floral Skater Dress

    Create a charming impression in the sweetest floral skater dress featuring a tie-back design, V-shaped drop waist, and a short A-line silhouette. Style with mules for a garden party!

    Fit & Features

    • Woven fabric, floral print, tulle and woven linings
    • Sleeveless square neckline
    • Tank shoulder straps
    • Partially open back, tie-back design, lower zipper and hook-eye closure
    • V-shaped drop waist
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000064

    Category Name: Skater Dresses

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Princess Era Floral Skater Dress

    Enter your soft girl era in this floral skater dress, perfect for shower celebrations, dressy brunches, or dates! Designed with a flattering sweetheart neckline, a short-length hem shows off your legs while the floral pattern and skater silhouette create a feminine, flirty look.

    Fit & Features

    • Floral print, woven-lined fabric
    • Sweetheart neckline
    • Wide shoulder straps
    • Back zipper closure, flexible boning
    • Skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000162

    Category Name: Skater Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylishly Sweet Smocked Tube Skater Dress

    Stylishly sweet, this smocked tube skater dress is perfect for weekend brunch! It features a strapless straight neckline, a V-shaped waist, and a short A-line silhouette for that flirty flair.

    Fit & Features

    • Poplin cotton-blend woven fabric, stretchy knit lining
    • Strapless straight-across neckline
    • Stretchy smocked bodice
    • V-shaped waist
    • Pleating
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000049

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Effortless Look Ruffle Skater Dress

    You'll love the effortlessly pretty look this flowy skater dress brings to your summer plans. It features a V-neckline, an open cross-back design, and a babydoll skater silhouette with a short ruffled hem.

    Fit & Features

    • Gauze woven fabric, woven lining
    • Sleeveless V-neckline
    • Spaghetti straps
    • Open cross-back design, tie closure, lower back cutout
    • Short ruffled hem
    • Babydoll skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-6071

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adorably Trendy Zip-Front Skater Dress

    Adorably trendy, this short skater dress gives off that sweet and sassy vibe. The bustier bodice features a sweetheart neckline and zip-front design, leading to a pleated skater silhouette.

    Fit & Features

    • Twill woven fabric, slight stretch, bust knit lining
    • Sleeveless sweetheart neckline
    • Bustier bodice, zip-front design
    • Thin tank shoulder straps
    • Pleating
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3845

    Category Name: Skater Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Flirt Floral Mini Tube Dress

    Bring the sweet flirty vibes to your weekend plans in this cute mini tube dress with a dainty floral print on lined chiffon fabric. The strapless smocked bodice leads to a V-shaped waist, tiered ruffled design, and flowy skater silhouette.

    Fit & Features

    • Woven chiffon fabric with stretchy knit lining, dainty floral print
    • Strapless straight-across neckline
    • Stretchy smocked bodice
    • V-shaped waist
    • Tiered ruffled design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4077

    Category Name: Skater Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: L

    Product Badge:
    • Sale
  • Courtside Style Cutout Pleated Skater Dress

    Look cute courtside in this stylish tennis-inspired skater dress! Featuring a trendy cutout back and a flattering skater silhouette, this pleated dress combines playful charm with modern flair.

    Fit & Features

    • Attached panty lining
    • Scoop neckline, tank shoulder straps
    • Double-lined soft knit bodice
    • Cutout back design
    • Woven pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000055

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Get It Girl Belted Skater Dress

    Get a bold style in this belted skater dress! The fitted waist belt and seam details accentuate your silhouette, while the pleated skirt adds movement.

    Fit & Features

    • Twill stretch fabric, stretchy knit lining
    • Strapless neckline with grommet trim
    • Back zipper and hook-eye closure
    • Seam detailing
    • Belted waist
    • Skater silhouette, pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000105

    Category Name: Skater Dresses

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Brunch Plans Cherry Halter Skater Dress

    Turn heads effortlessly in this adorable cherry mini dress for brunch or celebrations! Its flattering halter neckline and playful skater silhouette create a perfect balance of flirty and fun for your summer wardrobe.

    Fit & Features

    • Cherry embroidered pattern
    • Gauze cotton fabric, multiple woven and tulle linings
    • Plunge halter neckline, tie closure
    • Back zipper and hook-eye closure
    • Drop waist seam
    • Skater silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000175

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • More To Come Tube Skater Dress

    Perfect for day or night fun, this tube mini dress features playful ruffles that add a flirty touch while the skater silhouette flatters every figure with a fun, twirl-worthy flare.

    Fit & Features

    • Mesh-lined fabric
    • Strapless tube neckline
    • Skater silhouette
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000220

    Category Name: Skater Dresses

    Price: $49.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getaway Bound Lace-Up Print A-Line Dress

    With an Italian-inspired print, this A-line dress is perfect for packing with you! This dress is designed in a flattering A-line mini silhouette with a stylish lace-up front and a chic cutout back that turns heads.

    Fit & Features

    • Multi-printed, woven fabric, woven lining
    • V-neckline with lace-up bust
    • Adjustable spaghetti straps
    • Cutout back
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000150

    Category Name: Skater Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free