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.

  • Make A Move Satin Lace-Up High Low Dress

    Make a move to be the showstopping girl at the party in this satin skater dress perfect for twirling! The dress features a sleeveless square neck, spaghetti straps that lace up along the back, a skater silhouette, and a ruffled high-low hemline. Complete the look in sparkly block heels for a school dance or birthday!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps, lace-up back
    • Skater silhouette
    • Ruffled high low hemline
    • Silky satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2670

    Category Name: Skater Dresses

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Allure Sleeveless A-Line Short Dress

    Showcase a classic allure in this chic sleeveless A-line short dress. It features a high mock neckline with tie-back straps, an open-back design, a fitted high waist seam, a short-length hem, and a flowy A-line silhouette. The buttery-smooth knit fabric includes a full lining and has plenty of stretch. Complete your look for happy hour with sleek pumps.

    Fit & Features

    • Sleeveless high mock neckline, tie-back straps
    • Open back
    • Fitted high waist seam
    • Short-length hem
    • A-line silhouette
    • Smooth knit fabric, full-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5288

    Category Name: Skater Dresses

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Flirt Sleeveless A-Line Short Dress

    Breeze in looking casual and flirty in this short dress at parties and date nights! It features a sleeveless square neck, spaghetti straps, and a flattering A-line silhouette on smooth knit fabric. Complete the look in a necklace and earrings set.

     Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • A-line silhouette
    • Short-length hem
    • Smooth knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5287

    Category Name: Skater Dresses

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Playful Prints Satin Pleated Skater Dress

    Play up your colorful side in this satin skater dress perfect for summer! It features a sleeveless V-neckline, adjustable spaghetti straps, a ruched tie-front bust, a stretchy smocked back, a flirty cutout, and a pleated short-length hem. The dress is designed with a multi-colored geometric print on smooth woven satin fabric. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Ruched tie-front bust, stretchy smocked back
    • Cutout accent, skater silhouette
    • Pleated short-length hem
    • Multi-colored geometric print
    • Smooth woven satin fabric, no stretch, bust lining
    • Runs true to size

    Style Number/Barcode: 05102-5284

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hailee Formal Satin Pleated A-Line Midi Dress

    Special Occasion

    Pretty and elegant details make the Hailee formal satin dress a stunning option for wedding guests or fancy celebrations! She features a sleeveless sweetheart neckline, adjustable spaghetti straps that cross along the back, a pleated bust, and a flattering pleated A-line silhouette and midi-length hem. The formal dress is composed of a smooth silky satin woven fabric that brings the luxe! Complete the look with statement earrings and heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, cross back
    • Back zipper and hook-eye closure
    • Pleated bust
    • Pleated A-line silhouette, midi-length hem
    • Silky satin woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05001-1933

    Category Name: Skater Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Lovely Off-The-Shoulder Ruffled Skater Dress

    You'll look oh-so-lovely in this adorable ruffled skater dress! It features an off-the-shoulder sweetheart neckline with a ruffled trim and short sleeve cuffs, ruching at the bodice, a pointed high waist seam, a short skater skirt with a ruffled tiered design, and a fit and flare silhouette. The woven fabric has minimal stretch. Complete the look with rhinestone hoops and clear heels for a flirty date look.

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Ruffled trim, short sleeve cuffs
    • Ruching at the bodice, pointed high waist seam
    • Hidden back zipper, hook and eye closure
    • Short skater skirt, ruffled tiered design, fit and flare silhouette
    • Woven fabric, knit lining at the bodice, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5271

    Category Name: Skater Dresses

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Time To Flirt Lace Detail Crepe Skater Dress

    Get ready to flirt and draw all the attention in this adorable short skater dress! It features a sleeveless sweetheart neckline with a structured bust underwire, a lined lace design at the bust with a dainty eyelet lace trim and a small tie-front detail, thin tank shoulder straps, a high waist seam, and a short skater skirt with a fit and flare silhouette. The crepe fabric offers a moderate stretch. Style with hoop earrings and a mini handbag.

    Fit & Features

    • Sleeveless sweetheart neckline, structured bust underwire
    • Lined lace design at the bust, eyelet lace trim, tie-front detail
    • Tank shoulder straps, back zipper, hook and eye closure
    • High waist seam
    • Short skater skirt, fit and flare silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2611

    Category Name: Skater Dresses

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nothing But Adoration Sweetheart Skater Dress

    There's so much to adore about this sweetheart skater dress - perfect for weddings or dressy birthdays! It's designed with a sleeveless sweetheart neckline with a pleated overlay, adjustable spaghetti straps, and a flattering skater silhouette with a pleated short-length hem. The dress is composed of a smooth scuba knit fabric with slight stretch. Complete the look with sparkly earrings and block heels.

    Fit & Features

    • Sleeveless sweetheart neckline, pleated overlay
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Pleated short-length hem
    • Scuba knit fabric, slight stretch, bust lining
    • Runs true to size

    Style Number/Barcode: 05101-2602

    Category Name: Skater Dresses

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Countless Shine Glitter Skater Dress

    You can be found under the lights in this sparkly glitter skater dress! It features sheer peasant long sleeves, a square neckline, and a fit and flare short-length silhouette. The dress is crafted from an airy glitter mesh fabric with a stretchy knit lining. Complete the look in trending chunky block heels for a celebration!

    Fit & Features

    • Sheer peasant long sleeves
    • Square neckline
    • Fit and flare skater silhouette
    • Short-length hem
    • Glitter mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3112

    Category Name: Skater Dresses

    Price: $49.90

    Availability: In Stock

    Available Color: LAVENDER

    Available Size: S, M

  • Hope Glitter Velvet Bustier Skater Dress

    Special Occasion

    The Hope party dress comes to shine in bold and sparkly glitter velvet picture-perfect for school dances or dressy celebrations! She features a sleeveless sweetheart neckline, a padded bust, adjustable spaghetti straps, a bustier bodice with flexible boning, hidden side pockets for keeping your hands warm, and a flattering short skater silhouette. The formal dress is composed of a shimmering glitter velvet knit fabric that sparkles under the light. Complete the look in platform block heels and earrings!

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Adjustable spaghetti straps
    • Bustier bodice, flexible boning
    • Hidden side pockets, back zipper and hook-eye closure
    • Skater silhouette, short-length hem
    • Glitter velvet knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1907

    Category Name: Skater Dresses

    Price: $29.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colleen Taffeta Strapless Bubble Hem Dress

    Special Occasion

    Adorable is an understatement with the Colleen party skater dress on the scene! She strikes the crowd with her sweetness in her strapless sweetheart neckline, flexible boning inserted along the bodice for a structured fit, hidden side pockets for keeping your hands warm, and a sassy bubble short-length hem. The party dress is composed of a taffeta woven fabric with a sewn-in knit lining and minimal stretch. Complete the look in gorgeous rhinestone earrings for a school dance or banquet!

    Fit & Features

    • Strapless sweetheart neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Flexible boning inserts along the bodice
    • Hidden side pockets
    • Skater silhouette, bubble short-length hem
    • Taffeta woven fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1895

    Category Name: Skater Dresses

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flowy Feels Chiffon Long Sleeve Babydoll Dress

    You'll fall in love with this effortless and pretty babydoll mini dress. The short dress features a V-neckline with center pleating at the bust, sheer long balloon sleeves with cinched hems, an empire waist, a short-length hem with pleated detailing, and a flowy, babydoll silhouette. The sheer chiffon fabric includes a knit lining. Style with rhinestone hair pins and clear heels for a cute dressy date night look.

    Fit & Features

    • V-neckline, center pleating at the bust
    • Sheer long balloon sleeves, elastic cinched hems
    • Back zipper, hook and eye closure
    • Empire waist, short-length hem, pleating
    • Flowy babydoll silhouette
    • Sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2572

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Macie Formal Satin Lace-Up Skater Dress

    Special Occasion

    Experience the perfect blend of beauty and elegance with this Macie satin skater dress at homecoming and formal parties! Featuring a sleeveless plunge V-neckline and an open lace-up back for a customized fit, this dress will flatter your figure and add glamour to your look. Enjoy a classic skater silhouette in a short-length hem made from luxurious satin-knit fabric. Complete the look with gorgeous rhinestone jewelry to add an elegant shine!

    Fit & Features

    • Sleeveless plunge V-neckline, padded bust, curved underbust seam
    • Open lace-up back, tie closure
    • High waist seam, skater silhouette
    • Short-length hem
    • Luxe satin-knit fabric, knit lining at the bust, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1898

    Category Name: Skater Dresses

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Allison Formal Strappy Back Glitter Skater Dress

    Special Occasion

    Make a twirl-worthy entrance at homecoming in the stylishly sweet Allison formal glitter skater dress! She features a sleeveless V-neckline with a built-in padded bust that eliminates the need for a bra, adjustable spaghetti straps for a customized fit, and an open back with an on-trend strappy lattice design. Her high waist seam flows out to a short skater skirt with hidden side pockets and a flirtatious fit and flare silhouette. The glitter woven fabric includes a full-length knit lining. Complete your look with rhinestone platform heels of course!

    Fit & Features

    • Sleeveless V-neckline, padded bust, princess seams
    • Adjustable spaghetti straps
    • Open back, strappy lattice design
    • High waist seam, short skater skirt, hidden side pockets, fit and flare silhouette
    • Glitter woven fabric, full-length knit lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1892

    Category Name: Skater Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Be Your Sweetheart Satin Lace-Up Skater Dress

    Show up ready to swoon every heart in this satin skater dress at parties! It features a strapless sweetheart neckline with non-slip grip lining, a pleated bust overlay, an eye-catching strappy lace-up back, and a short-length hem. Complete the look with a rhinestone choker and earrings!

    Fit & Features

    • Strapless sweetheart neckline
    • Non-slip grip lining
    • Pleated bust overlay
    • Strappy lace-up back 
    • Skater silhouette, short-length hem
    • Silky satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2566

    Category Name: Skater Dresses

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Air Of Romance Chiffon Skater Dress

    Slip into something a little more romantic with this chiffon skater dress! With sheer peasant long sleeves, a sweetheart neckline, and a smocked back, this frock will ensure that your evening style is truly swoon-worthy. Its ruched bodice, skater silhouette, and short-length hem make it a must-have for any date night when you pair it with a necklace and heels!

    Fit & Features

    • Sheer peasant long sleeves
    • Sweetheart neckline
    • Smocked back, ruched bodice
    • Skater silhouette
    • Short-length hem
    • Chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2567

    Category Name: Skater Dresses

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sashay Away Velvet Ruffle Skater Dress

    You'll love sashaying from room to room in this flowy velvet skater dress! It features a sleeveless V-neckline, spaghetti straps, a flattering fit and flare silhouette, and a tiered ruffled short-length hem. Complete the look for a celebration in rhinestone heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Fit and flare, skater silhouette
    • Tiered ruffled short-length hem
    • Soft velvet fabric, moderate stretch, bust knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2564

    Category Name: Skater Dresses

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Larissa Bow Strap Sequin Formal Mini Dress

    Special Occasion

    Capture all the hearts at your next party in the adorably sweet Larissa sequin formal mini dress! She features a sleeveless V-neckline, sheer tulle adjustable spaghetti straps with large bow accents at the shoulders, a mini-length hem with a short side slit, and a slim-fit silhouette. The lined mesh fabric features stunning sequin embroidery in a chic scroll pattern. Style with rhinestone heels!

    Fit & Features

    • Sleeveless V-neckline, princess seams
    • Sheer tulle adjustable spaghetti straps, bow accents
    • High waist seam, back zipper, hook and eye closure
    • Mini-length hem, short side slit, slim-fit silhouette
    • Sequin embroidery, scroll pattern, sheer mesh fabric, full-length knit lining, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1881

    Category Name: Skater Dresses

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nothing But Sparkles Velvet Glitter Short Dress

    Bring nothing but sparkles to the night in this velvet glitter dress for celebrations! It features an off-the-shoulder V-neckline, sleek bungee spaghetti straps, short-sleeve cuffs, and a flirty skater short-length silhouette. Complete the look with statement earrings and heels.

    Fit & Features

    • Off-the-shoulder V-neckline
    • Bungee spaghetti straps, short-sleeve cuffs
    • Skater silhouette
    • Short-length hem
    • Glitter velvet knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2560

    Category Name: Skater Dresses

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • AJ Taffeta Rhinestone Strap A-Line Party Dress

    Special Occasion

    The AJ Taffeta formal dress is the showstopper you're after this party season! She features a sleeveless surplice V-neckline adorned with sparkly rhinestone spaghetti straps, a flattering A-line silhouette with hidden side pockets, and a short-length hem perfect for showing off your shoes! The formal dress is composed of a taffeta woven fabric that offers a subtle sheen effect and has multiple tulle and knit linings for volume. Complete the look with rhinestone heels and jewelry for an extra shimmer.

    Fit & Features

    • Sleeveless surplice V-neckline
    • Rhinestone spaghetti straps
    • Back zipper and hook-eye closure
    • A-line silhouette, hidden side pockets, short-length hem
    • Taffeta woven fabric, subtle sheen, multiple tulle and knit linings
    • Strapless bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1873

    Category Name: Skater Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cherished Shine Glitter Ruffled Skater Dress

    Everyone will cherish your shine in this glitter skater dress perfect for sparkly twirls! The dress features a sleeveless V-neckline, adjustable spaghetti straps, a padded bust, and a flattering ruffled layer short-length hem. Complete the look in block heels and a clutch for a school dance or dressy birthday event!

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Padded bust, back zipper and hook-eye closure
    • Skater silhouette
    • Ruffled layer short-length hem
    • Glitter fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2558

    Category Name: Skater Dresses

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lacinda Long Sleeve A-Line Party Dress

    Special Occasion

    Every step will feel like strutting down the runway in the Lacinda party dress! She features adorable sheer peasant long sleeves, a square neckline with a padded bust, and a flirtatious A-line silhouette and short-length hem. The party dress is crafted from a sleek organza woven fabric with a sheen effect and a chiffon lining. Complete your look for HOCO or a formal party with a glam layered necklace for the perfect statement piece!

    Fit & Features

    • Sheer peasant long sleeves
    • Square neckline, padded bust
    • Back zipper and hook-eye closure
    • A-line silhouette, short-length hem
    • Organza woven fabric, sheen effect, chiffon lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05001-1879

    Category Name: Skater Dresses

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mayva Taffeta Bow A-Line Short Dress

    Special Occasion

    Glam up your wardrobe with the Mayva taffeta short dress perfect for HOCO or dinner banquets! She features a sleeveless, plunge V-neckline adorned with bow shoulder straps, a V-cut back design to show some skin, hidden side pockets to keep your hands warm, and a flattering a-line silhouette that falls delicately into a short-length hem. Exude luxury and sophistication at every event in this party dress crafted from a taffeta woven fabric with a subtle sheen effect. Complete the look with a statement jewelry set.

    Fit & Features

    • Sleeveless plunge V-neckline, V-cut back
    • Bow shoulder straps, back zipper and hook-eye closure
    • A-line silhouette, hidden side pockets, short-length hem
    • Taffeta woven fabric, subtle sheen effect
    • Multiple tulle and stretchy knit linings
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1875

    Category Name: Skater Dresses

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Like A Dream Pleated Skater Denim Skirt

    This denim skirt will fit into your rotation like a dream! It features a flattering high-rise waist, all-over pleating, a skater silhouette, and a short-length hem. Complete the look in a cute graphic tee for a casual hang with friends.

    Fit & Features

    • High-rise waist, hidden side zipper and hook-eye closure
    • All-over pleating
    • Skater silhouette
    • Short-length hem
    • Dark wash non-stretch denim fabric
    • Runs true to size

    Style Number/Barcode: 06601-0091

    Category Name: Skater Dresses

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free