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.

  • Grace Formal Sequin Lace Skater Dress

    Special Occasion

    Create a dreamy princess vibe in the stunning Grace formal skater dress! Her sequin embroidered lace fabric will elevate your look for any fancy party. She features a sleeveless sweetheart neckline with lined and padded cups, a sheer corset-designed bodice with flexible boning to provide structure, adjustable spaghetti straps for a customized fit, a high waist seam flowing out to a short skater skirt, and a flattering fit and flare silhouette. The skirt features a woven satin and tulle lining to elevate the drama. Style with a rhinestone jewelry set.

    Fit & Features

    • Sleeveless sweetheart neckline, lined and padded cups
    • Sheer corset-designed bodice, flexible boning, adjustable spaghetti straps
    • Hidden back zipper, hook and eye closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • Sheer lace fabric, woven satin and tulle lining
    • Clear sequin embroidery
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1446

    Category Name: Skater Dresses

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy Romance Floral Skater Dress

    Dreamy and romantic floral blooms across this chiffon skater dress perfect for family gatherings or parties. It features sheer peasant long sleeves, a ruched lightly padded bust and bodice, a sweetheart neckline, a smocked back, and a fit and flare ruffled silhouette. Complete the look in strappy mules.

    Fit & Features

    • Sheer peasant long sleeves, sweetheart neckline
    • Ruched lightly padded bust and bodice
    • Smocked back
    • Skater silhouette, ruffled short-length hem
    • Floral bloom print
    • Airy chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2186

    Category Name: Skater Dresses

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Susie Strapless Skater Bubble Hem Dress

    Special Occasion

    Sweet and stylish, the Susie skater bubble hem dress is a perfect pick for those who want a short silhouette for prom! She features a strapless straight across neckline with a built-in padded bust, a fitted bodice with pleated detailing, a high waist, a short pleated skater skirt with a trendy bubble hem design, and a flirty fit and flare silhouette. Complete your look for a school dance or any formal party with platform heels.

    Fit & Features

    • Strapless straight across neckline, built-in padded bust
    • Fitted bodice, pleating, back zipper, hook and eye closure
    • High waist, short pleated skater skirt, bubble hem
    • Fit and flare silhouette
    • Woven taffeta fabric, knit lining, minimal stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1441

    Category Name: Skater Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Janelly Floral Mesh Rhinestone Party Dress

    Special Occasion

    Bring the flirt factor in the Janelly party dress for prom, banquets, and sweet sixteen celebrations! She features a sleeveless V-neckline with a wire insert, a padded bust, adjustable spaghetti straps, and a rhinestone embellished waist trim that leads to her voluminous skater short silhouette. The formal dress is composed of a fab floral mesh textured design with multiple tulle and woven linings. Complete the look in sassy platform heels and a clutch.

    Fit & Features

    • Sleeveless V-neckline, wire insert, padded bust
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Rhinestone waist trim, skater short silhouette
    • Floral mesh textured design, tulle and woven linings
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1444

    Category Name: Skater Dresses

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Skylar Butterfly Sequin One-Shoulder Party Dress

    Special Occasion

    Ethereal and iridescent, the Skylar butterfly sequin party dress will give off the dreamiest vibes! She features a sleeveless asymmetric one-shoulder neckline with a built-in padded bust, a thin tank shoulder strap, dual adjustable spaghetti straps at the back, a high waist seam, a short skater skirt with a fit and flare silhouette, and all-over butterfly applique accents and sequin embroidery. The sheer mesh fabric includes a full woven lining and a tulle underskirt. Complete the look with clear heels.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline, padded bust, tank shoulder strap
    • Dual adjustable spaghetti straps at the back, zipper, hook and eye closure
    • High waist seam, short skater skirt, fit and flare silhouette
    • Butterfly applique accents, iridescent sequin embroidery
    • Sheer mesh fabric, full woven lining, tulle underskirt, no stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1442

    Category Name: Skater Dresses

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Silky-Chic Long Sleeve Satin Short Dress

    Silky-chic, this smooth satin short dress is a must-have for winter date nights. It features a plunging V-neckline with a tie-front detail, long balloon sleeves, a partially open back with a double tie-back design, and a short, A-line skirt with a fit and flare silhouette. The woven satin fabric has minimal stretch. Complete the look with knee-high boots.

    Fit & Features

    • Deep V-neckline, tie-front detail
    • Long balloon sleeves, tapered elastic hems
    • Partially open back, double tie-back design
    • High waist, lower back zipper, hook and eye closure
    • Short A-line skirt, fit and flare silhouette
    • Woven satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2181

    Category Name: Skater Dresses

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreaming Of Daisies Organza Babydoll Dress

    Twirl all day in this organza babydoll dress for the whimsical wardrobe you've been dreaming of! It features sheer three-quarter sleeves with elastic cuffs, a square neck, and a flattering fit and flare short-length silhouette. The dress is composed of an airy sheer organza fabric with daisy flower appliques and a stretchy knit lining. Complete the look in teardrop earrings for a summer party!

    Fit & Features

    • Square neck
    • Sheer three-quarter sleeves, elastic cuffs
    • Back zipper and hook-eye closure
    • Fit and flare silhouette
    • Short-length hem
    • Airy organza sheer fabric, daisy flower appliques, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2180

    Category Name: Skater Dresses

    Price: $5.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Loveliest Of Them All Chiffon Skater Dress

    You'll be the loveliest of them all in this chiffon skater dress - a stunning option for bridal showers, graduations, or dressy parties! The short dress features a sleeveless plunge V-neckline along the front and back, a ruched high waist, and a flowy fit and flare silhouette. Complete the look with rhinestone block heels for some shine!

    Fit & Features

    • Sleeveless plunge front and back V-neckline
    • Back zipper and hook-eye closure
    • Ruched high waist
    • Skater, fit and flare silhouette
    • Flowy short-length hem
    • Airy chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2160

    Category Name: Skater Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Mart Chiffon Skater Dress

    Always look like you've just come from somewhere with flowers! This breezy ditsy floral skater dress embodies every girl's favorite thing about spring. It features sheer 3/4 length sleeves with elastic cuffs, a sweetheart neck with a bust tie and keyhole, a smocked back, and a flowy fit and flare short-length hem. Complete the look in platform wedges.

    Fit & Features

    • Sheer 3/4 length sleeves, elastic cuffs
    • Sweetheart neck, bust tie, and keyhole
    • Smocked back
    • Skater silhouette, short-length hem
    • Ditsy floral print
    • Chiffon fabric with lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2161

    Category Name: Skater Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Spirit Chiffon Skater Dress

    Play up your flirty side in this adorable chiffon skater dress featuring sheer peasant sleeves, a square neckline, an open-back with tie closure, and a short-length hem. Complete the look in platform heels for a dressy event!

    Fit & Features

    • Sheer peasant sleeves
    • Square neckline
    • Open-back with tie closure
    • Skater silhouette
    • Short-length hem
    • Airy chiffon fabric, woven lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-2162

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made You Flirt Lace Skater Dress

    Make your crush flirt with how cute you'll be looking in this lace eyelet short dress perfect for birthday brunches or parties! Featuring a sleeveless scoop neck, ruffled straps, a ruched bust, and a fit-and-flare skater silhouette. Style with a chic bracelet and heels to complete the look.

    Fit & Features

    • Sleeveless scoop neck, ruffled straps
    • Ruched bust
    • Fit and flare skater silhouette
    • Short-length hem
    • Lace eyelet fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2155

    Category Name: Skater Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What A Sight Eyelet Lace Lace-Up Dress

    You'll be quite a dreamy sight in this eyelet lace skater dress! Perfect for wedding showers, grabbing lunch with the girls, or backyard parties. It features adorable puff short sleeves, a sweetheart neck with an underbust seam, an open lace-up back, and a flattering short-length silhouette. Complete the look in strappy block heels.

    Fit & Features

    • Puff short sleeves
    • Sweetheart neck, underbust seam
    • Open lace-up back
    • Skater silhouette
    • Short-length hem
    • Eyelet lace cotton fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4946

    Category Name: Skater Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring In Full Swing Floral Skater Dress

    With spring in full swing, this floral skater dress is an adorable must-have for the season! It features a V-neckline and a matching V-back design with a tie closure, sheer long balloon sleeves, dual high waist seams, a short skater skirt with a tiered ruffled design, and a fit and flare silhouette. The airy chiffon fabric features a blooming floral print pattern. Style with strappy mules for weekend brunch!

    Fit & Features

    • V-neckline, V-back design, tie closure
    • Sheer long balloon sleeves, elastic cinched hems
    • Dual high waist seams, smocked back
    • Short skater skirt, tiered ruffled design
    • Fit and flare silhouette
    • Floral print, sheer chiffon fabric, partial woven lining
    • Runs true to size

    Style Number/Barcode: 05101-2140

    Category Name: Skater Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romantic Roots Floral Chiffon Short Dress

    Get back to your romantic roots this season in this breezy ditsy floral chiffon dress perfect for baby showers to Sunday brunch! It features a sleeveless V-neck with a flirty bust tie, adjustable spaghetti straps, a stretchy smocked back, and a flattering skater short-length silhouette. Complete the look in strappy espadrille wedges.

    Fit & Features

    • Sleeveless V-neck, bust tie, adjustable spaghetti straps
    • Stretchy smocked back, padded bust
    • Skater silhouette
    • Short-length hem
    • Ditsy floral print
    • Chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4939

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Days Floral Chiffon Skater Dress

    Swing into the sunnier days ahead in this floral chiffon dress! It features a sleeveless square neck, adjustable spaghetti straps, a stretchy smocked bodice, and a tiered ruffle short-length skater silhouette. Complete the look in cute espadrille wedges for a family picnic!

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Stretchy smocked bodice
    • Skater silhouette, tiered ruffles
    • Short-length hem
    • Floral print, airy chiffon, knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4936

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swing Into It Satin V-Neck Skater Dress

    Swing into this satin skater dress perfect for hitting the dance floor! It features a sleeveless surplice V-neckline with a padded and pleated bust, dual adjustable spaghetti straps, hidden side pockets for keeping your hands warm, and a flattering fit and flare skater short silhouette. Complete the look in this skater dress with sassy platform heels and a clutch.

    Fit & Features

    • Sleeveless surplice V-neckline, padded, pleated bust
    • Dual adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Hidden side pockets
    • Skater short silhouette
    • Lined silky satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2138

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet As Me Eyelet Lace Skater Dress

    This eyelet lace dress is sure to be the sweetest style in your closet! It features puff short sleeves, a sweetheart neck with a bust tie, ruched bust, and a fit and flare skater silhouette. Complete the look with a ring set and heels.

    Fit & Features

    • Puff short sleeves
    • Sweetheart neck, bust tie
    • Ruched bust
    • Fit and flare skater silhouette
    • Short-length hem
    • Eyelet lace, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4924

    Category Name: Skater Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sway With Me Eyelet Lace Skater Dress

    You'll look sweet as can be in this eyelet lace skater dress perfect for swaying with the music at day parties! Designed with a sheer eyelet lace fabric and knit lining, it features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, a flirty tie-back design, and a flattering fit and flare silhouette with a short hem. Complete the look in lace-up heels.

    Fit & Features

    • Sheer eyelet lace fabric, knit lining, minimal stretch
    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Tie-back design
    • High waist seam
    • Fit and flare skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5466

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Twirl Ruffled Skater Dress

    With this skater dress on, you're just here to twirl at the graduation party or birthday! It features a sleeveless square neck, adjustable spaghetti straps, a flirty tie-back design, and a flattering fit and flare short-length silhouette with a layered ruffled hem. Complete the look in rhinestone fringe earrings.

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Tie-back design
    • Fit and flare, skater silhouette
    • Layered ruffled short-length hem
    • Woven fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2119

    Category Name: Skater Dresses

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feelin' Like A Dream Chiffon Skater Dress

    Look and feel like a dream in this chiffon skater dress perfect for baby showers or birthdays! It features an off-the-shoulder, ruffle trim sweetheart neckline, sheer peasant long sleeves with elastic cuffs, a lightly padded bust, and a flowy tiered ruffled short-length hem. Complete the look in cute mules.

    Fit & Features

    • Off-the-shoulder, smocked back
    • Ruffle trim sweetheart neck, lightly padded bust
    • Sheer peasant long sleeves, elastic cuffs
    • Fit and flare skater silhouette
    • Flowy tiered ruffled short-length hem
    • Chiffon fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2113

    Category Name: Skater Dresses

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Vineyard Gal Floral Linen Skater Dress

    Perfect for vineyard weddings, wine tasting, and daytime soirees! This vintage-inspired floral linen dress features adorable puff short sleeves, a sweetheart neck with a bust tie, a lace-up back design, and a tiered fit and flare skater silhouette with a short hem. Complete the look in on-trend espadrille wedges.

    Fit & Features

    • Puff short sleeves
    • Sweetheart neck, bust tie
    • Lace-up back design
    • Tiered fit and flare skater silhouette
    • Short-length hem
    • Vintage floral print, linen fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4919

    Category Name: Skater Dresses

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Angelica Puff Sleeve Corset Party Dress

    Special Occasion

    Make it your moment when you make a flirtatious entrance in the Angelica puff sleeve corset party dress! She features a sweetheart neckline, a ruched corset-designed bodice with flexible boning inserts to provide structure, sheer short puff sleeves, a high waist seam, and a full short skater skirt with a voluminous fit and flare silhouette. The sheer mesh fabric features an all-over dainty swiss dot pattern and includes a knit lining. Style with platform heels for a chic strut!

    Fit & Features

    • Sweetheart neckline
    • Corset-designed bodice, flexible boning inserts, ruching
    • Sheer short puff sleeves, elastic cinched hems
    • Back zipper, hook and eye closure
    • High waist seam, full short skater skirt, fit and flare silhouette
    • Sheer mesh fabric, swiss dot pattern, knit lining, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1355

    Category Name: Skater Dresses

    Price: $29.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Brunch Eyelet Skater Dress

    This adorable skater dress is a perfect pick for weekend brunch! It features a sweetheart neckline, short puff sleeves with tie accents, a high waist seam, a short skater skirt with a ruffled hem, and a fit and flare silhouette. The lightweight knit fabric features a dainty eyelet pattern for the prettiest look. Style with espadrille wedges.

    Fit & Features

    • Sweetheart neckline, shirring at the bust
    • Short puff sleeves, cinched hems, tie accents
    • High waist seam
    • Short skater skirt, ruffled hem
    • Fit and flare silhouette
    • Eyelet knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4915

    Category Name: Skater Dresses

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Factor Eyelet Lace Skater Dress

    Bring the cute factor by wearing this eyelet lace skater dress for picnics, brunch, or casual family parties! Featuring adorable puff short sleeves, a square neck with a ruched bust, a flirty tie-back closure, and a fit-and-flare silhouette and short hem. Complete the look with cute flower earrings.

    Fit & Features

    • Puff short sleeves
    • Square neck, ruched bust
    • Tie-back closure
    • Skater, fit and flare silhouette
    • Short-length hem
    • Eyelet lace fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4910

    Category Name: Skater Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale