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.

  • Crowd Pleaser Satin Skater Dress

    You'll be bringing all the iconic vibes in this satin skater dress to every dressy occasion! This stunning dress features a sleek square neckline that accentuates your bust and a drop waist seam that flatters your figure.

    Fit & Features

    • Satin woven fabric, woven lining
    • Square neckline, ruched bust
    • Adjustable shoulder straps
    • Back zipper closure
    • Drop waist seam
    • Skater silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3788

    Category Name: Skater Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

  • Here To Be Loved V-Neck Eyelet Skater Mini Dress

    Layered or worn solo, this stunning skater dress features a forever flattering mini-length silhouette and an adorable eyelet pattern for the perfect femme finish.

    Fit & Features

    • Eyelet woven fabric, stretchy knit lining
    • V-neckline, bust tie
    • Adjustable spaghetti straps
    • Stretchy smocked bodice
    • Skater silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3950

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweetest Thing Strappy Back Halter Babydoll Dress

    Experience the ultimate blend of sweet and sultry in this babydoll mini dress at shower celebrations or backyard parties! The delicate lace trim on the halter V-neckline adds a touch of femininity, while the strappy open back turns heads along the ruffled, flowy silhouette.

    Fit & Features

    • Woven fabric, woven lining
    • Halter V-neckline, lace trim, bust tie
    • Strappy open back, adjustable spaghetti straps
    • Ruffled babydoll silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6036

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Sunny Floral Skater Dress

    Made for cute sunny day dressing, this floral mini dress flaunts adorable puff sleeves and a skater silhouette that flatters any figure!

    Fit & Features

    • Floral print, eyelet knit fabric, stretchy knit lining
    • Puff short sleeves
    • Square neckline, ruched bust
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6041

    Category Name: Skater Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet But Spicy Halter Cutout Ruffle Skater Dress

    So flattering for a night-out occasion, this skater dress is featured in a flattering halter neckline with a chic hoop insert and a cutout bodice that shows some skin!

    Fit & Features

    • Mesh-lined fabric
    • Halter neckline, spaghetti strap tie, hoop insert
    • Cutout bodice
    • Ruffled skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000011

    Category Name: Skater Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

  • Sweet Yet Sultry Lace Skater Mini Dress

    So sweet with a slightly sultry touch, this lace mini dress is designed in a flattering strapless sweetheart neckline and a flared skater silhouette that flatters any figure! Pair with cute cowboy boots.

    Fit & Features

    • Lace-lined fabric with stretchy shorts
    • Strapless sweetheart neckline
    • Flexible boning inserts
    • Back zipper closure
    • Skater silhouette
    • Flared uneven mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4159

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flowy Chic Chiffon Cold-Shoulder Skater Dress

    Flowy and chic, this breezy chiffon skater dress is perfect for the brides, graduates, and birthday girls! The sweetheart neckline features a cold-shoulder design for a soft, feminine vibe.

    Fit & Features

    • Sheer chiffon fabric, woven lining
    • Cold-shoulder design, tank straps, off-the-shoulder straps
    • Sweetheart neckline, ruched bust and bodice
    • High waist, smocked back
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-4045

    Category Name: Skater Dresses

    Price: $44.90

    Availability: In Stock

    Available Color: WHITE, WINE

    Available Size: XS, S, M, L

  • Sweet Lace-Up Cutout Eyelet Skater Dress

    Dainty eyelet details adorn every inch of this sweet skater dress, perfect for shower celebrations or any dressed-up occasion! With a lace-up back with a cutout and mini-length hem, you'll make every head turn.

    Fit & Features

    • Eyelet cotton fabric, woven lining
    • Square neckline
    • Adjustable spaghetti straps
    • Lace-up back, cutout
    • Side zipper and hook-eye closure
    • Skater silhouette, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4018

    Category Name: Skater Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Darling Babe Striped Drop Waist Skater Dress

    So darling, this striped woven skater dress is effortless perfection. The sleeveless square neckline is accented with a mini bow detail, and the drop waist design leads to a pleated fit-and-flare silhouette.

    Fit & Features

    • Striped woven fabric
    • Sleeveless square neckline, eyelet trim, mini bow detail
    • Tank shoulder straps
    • Square back, zipper closure
    • V-shaped drop waist
    • Short pleated skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000145

    Category Name: Skater Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutesy Girl Polka Dot Skater Dress

    Create a cutesy vibe in this adorable polka dot skater dress featuring a halter V-neck, tie-back bow design, and a short fit-and-flare silhouette. Style with mules for weekend brunch!

    Fit & Features

    • Textured woven fabric, stretchy knit lining
    • Polka dot embroidered pattern
    • Sleeveless halter V-neckline
    • Partially open back, lower zipper closure
    • Tie-back bow design
    • Short skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3942

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet And Off-The-Shoulder Sweater Skater Dress

    Look sweet on chilly days in this darling sweater mini dress featuring a cute folded, off-the-shoulder neckline and forever flattering skater silhouette. 

    Fit & Features

    • Rib knit stretchy fabric
    • Folded off-the-shoulder neckline
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000013

    Category Name: Skater Dresses

    Price: $36.90

    Availability: In Stock

    Available Color: RAISIN, NATURAL

    Available Size: S, M, L

  • Sweet Touch Cold Shoulder Crepe Skater Dress

    A forever staple with a sweet touch, this crepe skater dress boasts a flirty cold shoulder neckline and a mini-length hem. Perfect for shower celebrations, graduation, or dressy occasions!

    Fit & Features

    • Crepe fabric, stretchy knit lining
    • Cold shoulder neckline, adjustable spaghetti straps
    • Chiffon cowl neckline
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4085

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fairytale Daze Strappy Back Chiffon Skater Dress

    This stunning skater dress is the perfect blend of effortless and ethereal. It is designed with flirty ruffles and a strappy tie-back that turns heads at parties!

    Fit & Features

    • Chiffon fabric, woven lining
    • V-neckline, spaghetti straps
    • Strappy tie-back, lower zipper and hook-eye closure
    • Ruffled skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4097

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lovely Day Tie Back Ruffle Skater Dress

    Perfect for any occasion, this skater dress will make you stand out in style! The tie back adds a touch of charm while the ruffled details bring a playful and flirty vibe to the mini-length hem.

    Fit & Features

    • Woven fabric, woven lining
    • Square neckline, spaghetti straps
    • Tie-back design
    • Skater silhouette
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000025

    Category Name: Skater Dresses

    Price: $46.90

    Availability: In Stock

    Available Color: NAVY

    Available Size: L

  • Soiree Ready Strapless Crepe Skater Mini Dress

    Short, sweet, and soiree-ready! Effortlessly chic and versatile, the strapless design and skater silhouette flatter your figure, while the mini-length hem adds a playful touch.

    Fit & Features

    • Crepe fabric
    • Strapless foldover neckline, side zipper and hook-eye closure
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000011

    Category Name: Skater Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • East Coast Girlie Button Linen Skater Dress

    Pack for the perfect East Coast summer with this chic linen skater dress! Adorned with faux button accents and a ruffled mini-length hem, this dress will make you stand out in style.

    Fit & Features

    • Linen-blend woven fabric, woven lining, shorts lining
    • Boat neckline
    • Back zipper and hook-eye closure
    • Faux button accents
    • Skater silhouette
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000073

    Category Name: Skater Dresses

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • All This Allure Strappy Halter A-Line Skater Dress

    You'll be irresistible in this A-line skater dress on a night out! This stunning dress features a plunging halter neckline and a strappy back, adding a touch of allure to any occasion, while the mini-length hem offers a flirty touch.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Plunge halter neckline, bar accent, tie straps
    • Strappy back with spaghetti strap tie
    • A-Line skater silhouette
    • Seam detailing, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000102

    Category Name: Skater Dresses

    Price: $39.90

    Availability: In Stock

    Available Color: RED, BROWN

    Available Size: XS, S, M, L

  • Vacay Booked Halter Skater Mini Dress

    This breezy mini dress will inspire you to book a vacay somewhere sunny with an ocean view! With a flattering halter neckline and playful ruffled skater silhouette, this dress is perfect for any getaway.

    Fit & Features

    • Airy woven fabric, stretchy knit lining
    • Halter neckline with spaghetti strap ties
    • Stretchy smocked back, zipper and hook-eye closure
    • Ruffled skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4038

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Lorena Satin Strapless Skater Dress

    Special Occasion

    You'll adore the cute flirty flair the Lorena satin formal dress gives you with its short pleated skater silhouette! The strapless sweetheart neckline features ruching at the bust that continues down the sides of the bodice for a chic look.

    Fit & Features

    • Premium satin fabric, tulle and woven linings
    • Strapless sweetheart neckline, padded bra cups
    • Ruched bust and bodice
    • Back zipper closure
    • High waist seam
    • Short skater silhouette, pleating
    • Runs true to size

     

    Where to Wear:

    Graduations, birthday parties, dressed up dinners, and chic brunches.

    Style Number/Barcode: 05001-2718

    Category Name: Skater Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE, SAGE

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Sunny Sweet Floral A-Line Mini Dress

    Sunny sweet will be your vibe in this cute floral mini dress designed with a strapless neckline, ruching, and a hanky hem A-line silhouette.

    Fit & Features

    • Knit fabric, high stretch
    • Small floral print
    • Strapless straight neckline
    • Ruching
    • Drop waist
    • Mini-length hanky hem, A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000008

    Category Name: Skater Dresses

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling Pretty Cute Floral Skater Short Dress

    Nothing comes as close to cute as this floral skater dress! Perfect for shower celebrations or afternoon teas, this short dress boasts a pretty corset-inspired bodice and a voluminous hem.

    Fit & Features

    • Floral print, cotton woven fabric, tulle and woven linings
    • Square neckline, bust tie
    • Wide shoulder straps
    • Back zipper and hook-eye closure
    • Corset-inspired bodice, pleating
    • Skater silhouette, short-length hem, pleated trim
    • Runs true to size

    Style Number/Barcode: 05101-4037

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Girl Casual Denim Skater Skort

    Give off cool girl casual vibes in this high-rise denim skater skort featuring a contrast waistband with a tie-front detail and mini-length overlay with hidden shorts.

    Fit & Features

    • Denim fabric
    • High-rise waist, contrast waistband, tie-front detail
    • Pleating
    • Mini-length skater overlay
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06603-000023

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM

    Available Size: XS, M, L

    Product Badge:
    • Sale
  • Whimsical Sparkle Butterfly Sequin Lace-Up Skater Dress

    Sparkle and flutter in this mini dress at parties! With a gorgeous lace-up back and a flattering skater silhouette, this dress will turn heads. The intricate sequin butterfly pattern adds a touch of whimsy to any occasion.

    Fit & Features

    • Sequin butterfly pattern, mesh fabric, stretchy knit lining
    • Square neckline, adjustable spaghetti straps, padded bra cups
    • Lace-up back, lower zipper and hook-eye closure
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4026

    Category Name: Skater Dresses

    Price: $52.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Talker Strappy Back Halter Skater Mini Dress

    Sweeten any room with your vibe in this halter skater dress, which flaunts a strappy open back that turns heads with every wear! 

    Fit & Features

    • Woven fabric, stretchy knit lining
    • Halter V-neckline with spaghetti strap tie
    • Open back with tie-back detail
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-6029

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free