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.

  • Chic Airy Chiffon Skater Dress

    This adorably chic airy chiffon skater dress is perfect for your summer parties! It features a deep V-neckline with a tie-front design, long bishop sleeves with ruffled hems, a small waist cutout, and a short party skirt with a matching ruffled hem. Style this dress with rhinestone hoop earrings and strappy mules.

    Fit & Features

    • Deep V-neckline
    • Tie-front design
    • Long sheer bishop sleeves, elastic ruffled hems
    • Waist cutout, smocked detailing at the back
    • Short party skirt, ruffled hem, A-line silhouette
    • Sheer chiffon fabric, partial woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1639

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Effortless Chiffon Skater Dress

    So effortless and chic, this airy chiffon skater dress is perf for weekend outings. It features a square neckline, half-length puff sleeves with ruffled hems, a fitted high waist, and a mini-length skater skirt with an A-line silhouette. The lined chiffon fabric features an all-over floral burnout pattern for a pretty vibe. Style with hoop earrings.

    Fit & Features

    • Square neckline
    • Half-length puff sleeves, elastic ruffled hems
    • Smocked back panel
    • Fitted high waist
    • Mini-length skater skirt, A-line silhouette
    • Partially lined chiffon fabric, floral burnout pattern, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1632

    Category Name: Skater Dresses

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zoey Sleeveless Chiffon Party Dress

    Special Occasion

    You'll look oh-so-darling in the Zoey chiffon party dress! She features a sleeveless square neckline, adjustable spaghetti straps, an open back with a lace-up strappy design, a fitted high waistband, and a short party skirt with a flared-out silhouette. The lined chiffon fabric features an all-over floral burnout pattern for a pretty look. Perfect for a semi-formal wedding, complete your guest outfit with chic heels.

    Fit & Features

    • Sleeveless square neckline
    • Adhesive bra recommended
    • Adjustable spaghetti straps
    • Open back, lace-up strappy design, tie closure
    • High waistband, short party skirt, fit and flare silhouette
    • Lined chiffon fabric, floral burnout pattern
    • Runs true to size

    Style Number/Barcode: 05001-1002

    Category Name: Skater Dresses

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Under The Palms Halter Skater Dress

    Get ready to relax under the palms in this adorable printed skater dress. It features a sleeveless V-neckline with halter straps, side cutouts leading to a strappy banded back design, a smocked high waist, and a flowy skater skirt silhouette. The lightweight gauze fabric features an all-over tropical palm leaf print. Style with espadrille sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Halter spaghetti straps, tie at the back of the neck
    • Side cutouts, strappy banded back design, tie closure
    • Smocked high waist, flowy skater skirt
    • Tropical palm leaf print
    • Gauze fabric, knit skirt lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4499

    Category Name: Skater Dresses

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dream Of Lace Satin Skater Dress

    Make your dreams come true and get this satin skater dress for your upcoming social occasions! It features a sleeveless V-neckline, a lightly padded bust, adjustable spaghetti straps, a sheer lace back design followed by a lower back cutout, and a ruffled short-length hem with a fit and flare skater silhouette. The silky-satin woven fabric includes a knit lining. Complete the look with a beaded clutch and heels.

    Fit & Features

    • Sleeveless V-neckline, lightly padded bust
    • Adjustable spaghetti straps
    • Sheer lace back design, lower back cutout, dual zippers, hook and eye closure
    • Ruffled short-length hem
    • Fit and flare skater silhouette
    • Satin woven fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1595

    Category Name: Skater Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Get Brunch Skater Dress

    You'll be ready for weekend brunch with your girls in this adorable swiss dot woven skater dress. It features a sleeveless V-neckline with a twist-front design, spaghetti straps, an open back with a cute tie-back detail, a high waist seam, and a short skater-style silhouette with a ruffled hem. Style with wedges and chic shades.

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Spaghetti straps
    • Tie-back closure
    • High waist seam, skater silhouette
    • Ruffled short-length hem
    • Swiss dot woven fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1582

    Category Name: Skater Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Willa Flocked Velvet Party Dress

    Special Occasion

    Create an enchanting vibe in the flowy Willa flocked velvet party dress. She features a sleeveless square neckline, spaghetti straps that lead to a lace-up back design for a customized fit, a high waistband, and a short party skirt with a chic fit and flare silhouette. The lined mesh fabric showcases an all-over floral flocked velvet design. Complete the look with block heels and a sparkly clutch.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Adhesive bra recommended
    • Lace-up back design, tie closure, zipper, hook and eye closure
    • High waistband, short party skirt, fit and flare silhouette
    • Sheer mesh fabric, floral flocked velvet design, full knit lining
    • Flowy fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0989

    Category Name: Skater Dresses

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zaida Formal Taffeta Skater Dress

    Special Occasion

    Miake it a fab night out with a formal skater dress that brings the style to your event! The dress features a sleeveless sweetheart neckline with padded cups, adjustable spaghetti straps that cross at the back, and lace-up straps. Her slim-fit bodice leads to a flared skater skirt with hidden side pockets. The dress is composed of a lined taffeta fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a clutch. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Padded cups 
    • Adjustable spaghetti straps, lace-up back 
    • High waist 
    • Skater skirt
    • Taffeta fabric, petticoat
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05001-0971

    Category Name: Skater Dresses

    Price: $29.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Charmed And Fab Floral Skater Dress

    Bring the charm with a skater dress that creates a fab moment! The dress features a floral print, a sleeveless wrap V-neckline, adjustable spaghetti straps, and an elastic drawstring at the waist. The waist leads to a flowy skater skirt with a tiered ruffled design. Complete look with wedges and butterfly clips

    Fit & Features

    • Sleeveless wrap V-neckline
    • Adjustable spaghetti straps
    • Elastic drawstring at waist
    • Floral print
    • Tiered ruffles
    • Short length skater hem 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 05101-1575

    Category Name: Skater Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Amour V-Neck Skater Dress

    Breeze into your date in this lovely lace skater dress to bring romance! The dress features a sleeveless V-neck, adjustable spaghetti straps, a fit and flare silhouette, and a tiered ruffled short hem. Complete the look in chic block heels.

    Fit & Features

    • Sleeveless V-neck
    • Adjustable spaghetti straps
    • Fit and flare skater silhouette
    • Tiered ruffled short hem
    • Lace fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1559

    Category Name: Skater Dresses

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feel The Sun Halter Sweetheart Skater Dress

    Bare your shoulders in this cute skater dress on a sunny day! Its easy, breezy design features a halter sweetheart neck, tie-back closure, a ruched bust, and a flowy silhouette and back zipper closure. Composed of seersucker woven fabric with an inner knit lining. Finish the look in lace-up sandals.

    Fit & Features

    • Sleeveless, halter sweetheart neck, tie-back closure
    • Ruched bust
    • Flowy skater silhouette
    • Above the knee length
    • Back zipper closure
    • Seersucker woven fabric, no stretch, inner knit lining
    • Runs true to size

    Style Number/Barcode: 05101-1537

    Category Name: Skater Dresses

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Way Square Neck Skater Dress

    Make way people, you're coming through in this flirty skater dress perfect for graduation! It features adorable short puff sleeves, a square neckline, and a high waist seam that leads to a flowy short-length hem on eyelet knit fabric. Complete the look in cute wedges.

    Fit & Features

    • Short puff sleeves, elastic ruffled hems
    • Square neckline
    • High waist seam
    • Flowy short-length hem
    • Skater silhouette
    • Eyelet knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4446

    Category Name: Skater Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Socialite Linen Babydoll Dress

    The perfect linen babydoll dress for all of your social occasions is here! Featuring a sleeveless square neckline, adjustable spaghetti straps, a fitted bust, and a flared skater silhouette on a short-length hem. Complete the look in cute sandals and a straw bag.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • Fitted bust, stretchy smocked back
    • Flared skater silhouette
    • Short-length hem
    • Linen woven fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1536

    Category Name: Skater Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Finest Floral Tie-Back Skater Dress

    The florals on this skater dress are oh-so-fine! Create a cute spring look in this sleeveless, boat neckline, adjustable spaghetti straps, a flirty open-back with tie closure, and a ruffled skater silhouette. Complete the look in stud earrings for Easter brunch.

    Fit & Features

    • Sleeveless, boat neckline, adjustable spaghetti straps
    • Open-back, tie closure
    • Ruffled skater silhouette
    • Short hem
    • Floral chiffon-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-4432

    Category Name: Skater Dresses

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Alert Off The Shoulder Dress

    Dare to bare those shoulders. Everyone will swoon for you in this floral off-the-shoulder dress featuring a square neck, short sleeve cuffs, a form-fitting bodice, and a ruffled high-low skater skirt. Complete the look in chic wedges for graduation.

    Fit & Features

    • Square neck, short sleeve cuffs
    • Form-fitting bodice
    • Ruffled high-low skater skirt
    • Floral print
    • Scuba knit fabric
    • Runs true to size

    Style Number/Barcode: 05101-1527

    Category Name: Skater Dresses

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sunday Girl Eyelet Lace-Up Skater Dress

    This eyelet skater dress is perfect for Sunday brunch! It features adorable short puff sleeves, a square neck, an elasticized waist, an open-back design with lace-up closure, and a flared skirt. Composed of breathable cotton fabric with an inner lining. Finish the look in strappy sandals.

    Fit & Features

    • Short puff sleeves
    • Squareneck
    • Elasticized waist
    • Open-back design, lace-up closure
    • Flared, skater silhouette, short-length hem
    • Eyelet lace cotton fabric, inner lining
    • Fits true to size, no stretch

    Style Number/Barcode: 05102-4428

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Celebratory Lace Skater Dress

    Here comes the grad all dressed in this lace skater dress perfect for ceremonies and celebration parties! Featuring a sleeveless square neckline, sleek spaghetti straps, a high waist seam, and a flowy short hem. Complete the look in wedges and hoop earrings.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • High waist seam
    • Flowy skater silhouette
    • Short hem
    • Lace overlay, inner lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1519

    Category Name: Skater Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Breeze Linen Halter Skater Dress

    Feel the breeze this spring! This linen skater dress is perfect for your next daytime soiree featuring a sleeveless halter V-neckline, open-back design, dual tie-back closure, and a flowy, A-line skater silhouette. Composed of linen fabric with an inner knit lining with minimal stretch. Style with strappy heels.

    Fit & Features

    • Sleeveless, halter V-neck
    • Open-back design, dual tie-back closure, lower back elasticized waistband
    • Flowy, A-line skater silhouette
    • Above-the-knee length hem
    • Linen fabric, inner knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4414

    Category Name: Skater Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brunch Vibes Eyelet Skater Dress

    Sweet and flirty, this eyelet knit skater dress is a must for weekend brunch! It features a sleeveless V-neckline with halter spaghetti straps, an open-back design, and a short skater skirt with a fit and flare silhouette. The lightweight knit fabric features an all-over floral eyelet pattern. Complete your look with a denim jacket and sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Halter spaghetti straps, tie-back closure
    • Open-back design
    • Fit and flare silhouette
    • Skater style-short skirt
    • Floral eyelet knit fabric, lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4420

    Category Name: Skater Dresses

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Must V-Love Ponte Skater Dress

    It must be love cause this ponte skater dress will have your heart! It features a chic sleeveless silhouette, v-neck, dual spaghetti straps, x-back design, high-waist seam atop a flowy, skater short skirt. Complete the look in chic wedges for a dinner party. 

    Fit & Features

    • Sleeveless, v-neck, dual spaghetti straps
    • X-back design
    • High-waist seam 
    • Flowy, skater short skirt
    • Ponte knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1511

    Category Name: Skater Dresses

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Easy Breezy Eyelet Skater Dress

    Easy, breezy, and flirty! This eyelet skater dress is perfect for your next spring fling. It features a sleeveless, square neck, spaghetti straps, high waist seam, and a trendy open-back with twist detail on the flared short silhouette. The dress is composed of a lined lightweight woven knit fabric that offers a flattering form hugging fit with a moderate stretch. Complete the look in espadrille sandals.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • High waist seam
    • Open-back with twist detail
    • Flared short silhouette
    • Eyelet pattern
    • Lined lightweight woven knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4415

    Category Name: Skater Dresses

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Crush Floral Skater Dress

    Take your summer crush by surprise when they see you in this flirty floral skater dress! It features a sleeveless, v-neck, ruffled trim shoulder straps, a low-cut back with zipper closure, and a tiered, flowy hem with ruffles. Complete the look in sandals for a day date.

    Fit & Features

    • Sleeveless, v-neck, ruffled trim shoulder straps
    • Low-cut back, zipper closure
    • Skater silhouette
    • Tiered, flowy hem with ruffles
    • Ditsy floral print
    • Chiffon fabric, inner lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05102-4417

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shift In Seasons Floral Skater Dress

    The sun rises with the shifting seasons and this flirty floral skater dress is ready to make an appearance! Featuring a sleeveless, square neckline, spaghetti straps, a smocked bodice, and a flowy, short skirt. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless, square neckline, spaghetti straps
    • Smocked bodice
    • Skater short silhouette
    • Floral print
    • Swiss dot chiffon, inner knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1507

    Category Name: Skater Dresses

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Savannah Sequin Mesh Party Dress

    Special Occasion

    Twirl the night away in the flirty Savannah sequin party dress! She features a sleeveless V-neckline, dual adjustable spaghetti straps for a customized fit, a strappy cross-back design, a fitted high waist, and a short flared-out party skirt silhouette. The sheer mesh fabric has all-over sequin embroidery in a stunning scroll design. Complete your look with neutral block heels.

    Fit & Features

    • Sleeveless V-neckline, dual adjustable spaghetti straps
    • Built-in padded bust
    • Sequin embroidery, scroll pattern
    • Cross-back strap design, lower back zipper and hook and eye closure
    • High waist seam, short party skirt
    • Fit and flare silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0938

    Category Name: Skater Dresses

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance