Skater Dresses

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STYLE SPOTLIGHT

Explore 2025 Homecoming Looks

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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.

  • Gina Floral Satin Party Dress
    Special Occasion 

    Stun and charm in pretty florals! Gina features an ivory color with soft pinks for a romantic vibe, a sleeveless bodice, a plunging V neckline, padded cups and narrow straps that lead to an unlined floral lace panel. Her slim fit bodice leads to a flared party length skirt with hidden side pockets and a dramatic petticoat.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4077

    Category Name: Skater Dresses

    Price: $24.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nancy Floral Satin Party Dress
    Special Occasion 

    Channel a naturally beautiful look as you enchant in the ever-so gorgeous Nancy party dress! She features a strapless neckline with a wired V inset, a built in no slip strip, padded cups and princess seams. Her slim fit bodice leads to a party length silhouette with hidden side pockets and a voluminous petticoat. Her all over floral print features pink flowers that are contrasted with a royal blue background. Dress is composed of a lined textured satin fabric that offers a relaxed fit with minimal stretch.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4078

    Category Name: Skater Dresses

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sheila Satin Queen Skater Dress
    Special Occasion 

    Radiate elegance and grace as you stun in our breathing Macy dress! She features a sleeveless bodice, a V neckline, padded cups and narrow straps that lead to an unlined floral lace back with a lower back keyhole. Her slim fit bodice leads to a fluttering double layered skater skirt. Macy is composed of a luxe satin and lace fabric that offers a form hugging fit with minimal stretch.

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-4063

    Category Name: Skater Dresses

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Diana Formal Gemstone Party Dress
    Special Occasion 

    Dazzle and light up the night with plenty of glitz in our breathing taking Diana dress! She features an all over black hue, a sleeveless bodice, a high round neckline with racer bust, padded cups and princess seams. Her waist features a daring mid drift with waist cut out to show off a hint of skin and is accented with a rhinestone and pearl accents. Her slim fit bodice leads to a flaring skater length skirt to show off your heel game! Dress is composed of a crepe fabric that offers a relaxed fit with moderate stretch. Dress is lined with a smooth knit fabric and includes a back zipper closure. 

    Model is 5'6" with a 32" bust, 25" waist and 36 hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-3874

    Category Name: Skater Dresses

    Price: $29.31 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Turn On The Charm Corset Lace Skater Mini Dress

    Turn on the charm at parties and date nights in this lace mini dress boasting a mesh corset-inspired bodice that snatches your waist and a flattering skater silhouette. Complete the look with earrings.

    Fit & Features

    • Mesh/lace fabric, stretchy knit lining
    • Sweetheart neckline, adjustable spaghetti straps
    • Corset-inspired bodice, padded bra cups
    • Skater silhouette
    • Uneven mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3856

    Category Name: Skater Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Simply Sunny Eyelet Knit Mini Skater Dress

    This adorable mini skater dress is perfect for sunny weekend plans. Made with a breezy eyelet knit fabric, you'll love the flirty tie-back detail and fit-and-flare ruffled silhouette.

    Fit & Features

    • Eyelet knit fabric, sewn-in knit lining
    • Scoop neckline
    • Adjustable spaghetti straps
    • Tie-back detail, lower open back
    • Short skater silhouette, tiered ruffled hem
    • Runs true to size

    Style Number/Barcode: 05102-6000

    Category Name: Skater Dresses

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Spring Has Sprung Floral Bubble Hem Skater Dress

    Let your beauty bloom in this adorable floral skater dress with the sweetest allure. The corset bodice will highlight your waist while the short skater skirt offers the cutest fit-and-flare silhouette.

    Fit & Features

    • Floral-printed woven fabric with knit lining, minimal stretch
    • Sleeveless sweetheart neckline, padded bust with underwire
    • Thin tank shoulder straps
    • Corset bodice, tie-front detail, high waist seam
    • Smocked back design, zipper with hook and eye closure
    • Short skater skirt with bubble hem, fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3826

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Like Me Scoop Neck Skater Mini Dress

    Showcase your sweet side in this ribbed knit mini dress made to please the crowd! It features a sleek scoop neckline and a skater silhouette that flatters every figure. Style with a handbag.

    Fit & Features

    • Stretchy ribbed knit fabric
    • Scoop neckline
    • Tank shoulder straps
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000006

    Category Name: Skater Dresses

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Exquisite Charm A-Line Floral Mini Dress

    The perfect floral mini dress pick for your weekend plans! Showcasing a flattering sweetheart ruffle neckline and a-line silhouette, this dress will capture your heart. Pair with heels.

    Fit & Features

    • Ditsy floral print, cotton knit fabric lined 
    • Strapless sweetheart ruffle neckline
    • Padded bra cups
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6033

    Category Name: Skater Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In The Cards Halter Skater Mini Dress

    No matter the plans, this halter skater mini dress will have you looking fabulous! 

    Fit & Features

    • Stretchy rib knit fabric
    • Halter neckline
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2265

    Category Name: Skater Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK, BROWN, RED, WHITE, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Back In Stock
  • Twirling Beauty Halter Floral Skater Dress

    Twirl through the day in this floral skater dress boasting a lace trim halter neckline for added romance and a flirty mini-length hem to show off your shoes.

    Fit & Features

    • Floral print, woven fabric lined with tulle and woven linings
    • Lace trim halter neckline, tie straps, tie bust
    • Pleated detailed bodice, back zipper and hook-eye closure
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3817

    Category Name: Skater Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stealing Hearts Flocked Velvet Skater Dress

    A flocked velvet skater dress that'll steal hearts left and right with a flattering sweetheart neckline and mini-length hem. 

    Fit & Features

    • Flocked velvet pattern
    • Mesh lined fabric
    • Sweetheart neckline, wide shoulder straps
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3866

    Category Name: Skater Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ray Of Beauty Lace-Up Corset Skater Dress

    You'll be a ray of beauty in this chic lace-up corset skater dress! Designed with an alluring corset-style bodice and the cutest fit-and-flare silhouette, you'll give off a flirtatious vibe.

    Fit & Features

    • Cotton woven fabric, stretchy knit lining
    • Corset bodice, ruched sweetheart neckline, tie-front bust
    • Thin adjustable tank straps
    • Lace-up strappy back, tie closure
    • Side zipper with hook-eye closure, side pockets
    • Short fit-and-flare skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4061

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring Forward Strappy Back Skater Dress

    Spring forward in the cutest skater dress showcasing a head-turning strappy tie-back and a flattering ruffled mini-length hem that'll swoon everyone!

    Fit & Features

    • Woven fabric with woven lining
    • Square neckline with bust tie
    • Spaghetti straps
    • Strappy tie-back design
    • Skater silhouette
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3684

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: L

    Product Badge:
    • Sale
  • Style So Chic Lace Halter Chiffon Skater Dress

    Chic and flirty will be your vibe in this little skater dress. The lace halter neckline, mesh corset bodice with sheer inserts, and tiered skater silhouette all add that sweet allure.

    Fit & Features

    • Lace halter V-neckline with knit lining, moderate stretch
    • Tie-back straps, partially open back
    • Mesh corset bodice with sheer ruched inserts
    • Hidden front hook-eye closures
    • Drop waist design
    • Tiered short skater silhouette, pleating
    • Runs true to size

    Style Number/Barcode: 05103-6074

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dainty And Divine Sheer Lace Bodycon Ruffle Mini Dress

    A divinely sultry lace mini dress that brings the heat! Designed to stun, this ruffled dress boasts a low-cut back, sheer bodice, and bodycon fit to flaunt your figure all night.

    Fit & Features

    • Semi-lined lace fabric
    • Scoop neckline, lined bust
    • Wide shoulder straps
    • Low-cut back, sheer bodice
    • Bodycon silhouette
    • Ruffled mini-length hem, stretchy fitted shorts lining
    • Runs true to size

    Style Number/Barcode: 05103-000012

    Category Name: Skater Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Halloween Badge
  • Pretty Days Ahead Ruffle Eyelet Skater Dress

    Your days look gorgeous in this eyelet mini dress with a skater silhouette and flirty ruffled hem that'll melt your crush's heart! 

    Fit & Features

    • Sheer floral eyelet fabric, stretchy knit lining
    • Sleeveless square neckline, padded bust
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Drop waist
    • Tiered ruffled mini-length hem, skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3939

    Category Name: Skater Dresses

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polished Demure Belted Pleated Skater Dress

    A pretty and polished sleeveless skater dress designed with a tiered pleated mini skirt and a sleek faux leather belt that cinches the look together. 

    Fit & Features

    • Woven fabric
    • Sleeveless crew neckline
    • Back zipper and hook-eye closure
    • Faux leather belt
    • Skater silhouette
    • Tiered pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5971

    Category Name: Skater Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Spring Fling V-Neck Paisley Skater Dress

    Swing into spring in this paisley skater dress for an adorable look all season! With a flirty halter V-neck and a flowy mini-length hem, this dress is ready for brunch or day dates.

    Fit & Features

    • Paisley print, chiffon fabric, woven lining
    • Halter V-neck
    • Spaghetti strap ties with tassels
    • Stretchy smocked bodice
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5994

    Category Name: Skater Dresses

    Price: $14.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Such A Sweetie Open Back Gingham Ruffle Skater Dress

    Please, please, please envision how sweet you'll look in this gingham ruffle skater dress! Boasting a head-turning open back and flattering mini-length hem perf for pairing with boots!

    Fit & Features

    • Gingham print, woven fabric
    • Sweetheart neckline, lace trim, bust tie
    • Spaghetti straps
    • Open back with spaghetti strap tie
    • Skater silhouette
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000165

    Category Name: Skater Dresses

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: L

    Product Badge:
    • Sale
  • Playful Flirt Lace-Up Ruffle Skater Dress

    Turn heads in a lace-up skater dress with a playful ruffled skirt and hidden side pockets perfect for keeping your hands warm!

    Fit & Features

    • Eyelet lace fabric, woven lining with lace trim
    • Sweetheart neckline, bust tie
    • Adjustable shoulder straps
    • Lace-up back
    • Hidden side pockets
    • Ruffled skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000037

    Category Name: Skater Dresses

    Price: $31.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Beauty In The Detail Tie Back Floral Skater Dress

    There's beauty in every detail on this floral skater dress from the flirty crisscross straps and tie-back design to the ruffled mini-length hem! 

    Fit & Features

    • Floral print, woven fabric
    • Square neckline
    • Adjustable spaghetti straps
    • Crisscross, tie-back design
    • Skater silhouette
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3992

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kissed By Blooms Corset Skater Floral Dress

    Blossom so cute in this skater floral dress boasting a corset bodice that flaunts your femme figure and a trendy lace-up back for added allure!

    Fit & Features

    • Floral print, woven fabric, tulle and woven linings
    • Sweetheart neckline
    • Adjustable spaghetti straps, side zipper and hook-eye closure
    • Lace-up smocked stretchy back
    • Skater silhouette
    • Short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3769

    Category Name: Skater Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Uniquely Darling Strapless Pleat Skater Denim Mini Dress

    Darling and adorable, this denim mini dress brings flirtiness to any scene with a skater silhouette and pleated mini-length hem perfect for pairing with cowboy boots!

    Fit & Features

    • Denim fabric
    • Strapless sweetheart neckline
    • Back zipper closure
    • Skater silhouette
    • Pleated mini-length hem
    • Runs small

    Style Number/Barcode: 05102-000099

    Category Name: Skater Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: DENIM

    Available Size: S, M, L, XS