$20 & Under Sale

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Unveil the Magic of Windsor's $20 and Under Sale – Hot Deals on Must-Have Dresses & Clothing!

Looking to elevate your wardrobe affordably? Search no further than Windsor's spectacular $20 and under sale, where chic meets affordability! This fashion sale is the perfect opportunity to update your wardrobe with stylish pieces that won't break the bank. Discover a curated selection of $20 sale clothing that includes affordable dresses for any occasion, from weddings and cocktail hours to summer parties.

Featured $20 and Under Deals:

Elegant Dresses: Find the perfect dress for formals, birthdays, or date nights without overspending. Our collection features stunning styles that make a statement.

Summer Party Dresses: Stay cool and fashionable with our range of dresses designed for summer parties and casual gatherings. Light, breezy, and effortlessly chic!

Versatile Wardrobe Staples: Whether you're dressing up or down, our affordable tops and bottoms offer versatility and style for any event.

Why You'll Love Our $20 Deals

  • Capture unbeatable prices on current trends featuring high-quality, fashionable pieces at prices you’ll adore.
  • Brag about getting something new with fresh updates and how you always have exciting pieces to discover that won't break the bank.
  • Come back to get limited-time offers: These hot deals won’t last long – make sure you snag your favorites before they're gone!

At Windsor, we believe that everyone deserves to look and feel fabulous without overspending. Our $20 and under sale is designed to bring you the best in trendy fashions at incredible prices. From elegant wedding guest dresses to fun and flirty summer party outfits, you'll find everything you need to stay stylish this season. Capture more savings and shop the full collection of affordable women's apparel!

Don’t miss out on these unbeatable $20 deals. With new styles added regularly, there's always a fresh find waiting for you. Shop now and discover the joy of Windsor fashion sale – stylish, affordable, and simply irresistible.

  • Vacay Views Floral Midi Dress

    Soak in those stunning vacay views in this chic floral midi dress! It features a sleeveless bodice, a wrap-front V-neckline, spaghetti straps, and a curve-hugging, midi-length silhouette with an asymmetrical hem to show some skin. The smooth and stretchy knit fabric features an all-over tropical floral print. Complete the look with strappy heels.

    Fit & Features

    • Sleeveless bodice, wrap-front V-neckline
    • Spaghetti straps
    • Fitted midi-length silhouette, asymmetrical hem
    • Form-hugging fit
    • Tropical floral print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4441

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soul Swirls Mesh Cover Up

    Unveil your retro soul in this swirl print cover-up featuring long sleeves, a v-neckline, bodycon fit, and a center front drawstring so you can customize the fit. Complete the look in a string bikini set and sunglasses.

    Fit & Features

    • Long sleeves
    • V-neckline
    • Bodycon fit
    • Center front adjustable drawstring
    • Bodycon fit, mini-length hem
    • Sheer stretchy mesh swirl print fabric
    • Fits true to size

    Style Number/Barcode: 06001-4307

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect For Paradise Midi Dress

    This curve-hugging midi dress is perfect for your vacation in paradise, or to just look like you're on one! It features a sleeveless V-neckline, spaghetti straps, a midi-length asymmetrical hem to showcase some leg, and an all-over tropical floral print to match the vibe of a vacay. Style this dress with strappy mules.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Midi-length asymmetrical hem
    • Form-fitting silhouette
    • Tropical floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4474

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend In The Desert Halter Top

    Look like you're off to a weekend in the desert in this trendy halter top! It features a sleeveless halter neckline with a center O-ring accent, a cropped, form-hugging fit, and an all-over bohemian-inspired diamond print pattern. The brushed knit fabric offers plenty of stretch. Complete the look with the matching flare pants.

    Shop Matching Bottoms: Weekend In The Desert Flare Pants

    Fit & Features

    • Sleeveless halter neckline, spaghetti straps, tie at the back of the neck
    • Center O-ring accent
    • Cropped, form-hugging fit
    • Diamond print pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3894

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic For The Summer Sunglasses

    Style up all your summer looks with this chic pair of shades! The sunglasses feature an oversized square-shaped frame with a tortoise-shell print and tinted lenses. Complete your cute 'fits with a faux leather crossbody purse.

    Fit & Features

    • Oversized square-shaped plastic frame
    • Tortoise-shell print
    • Tinted lenses
    • 100% UV protection

    Style Number/Barcode: 07008-0959

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Snake Layered Necklace

    Undeniably charming, dress up your look in this necklace featuring four layers, one rhinestone snake charm, one snake chain, one rhinestone, one multi chain-link, and a lobster clasp closure. Complete look in a sleek jumpsuit for a night out.

    Fit & Features

    • Four-layer design
    • One rhinestone snake charm
    • One snake chain
    • One rhinestone
    • One multi chain-link
    • Lobster clasp closure

    Style Number/Barcode: 07002-1192

    Category Name: $20 & Under Sale

    Price: $2.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Tassels Rhinestone Belt

    Glam and glitzy, create the perfect shine with this tassel belt featuring rhinestone drops, a layered design, and a lobster clasp closure. Complete the look in a glitter bikini set for a pool party.

    Fit & Features

    • Rhinestone drop tassels
    • Layered design
    • Lobster clasp closure

    Style Number/Barcode: 07301-0431

    Category Name: $20 & Under Sale

    Price: $6.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Glam Espadrille Sandals

    Bring the casual glam to your summer looks with these embellished sandals. They feature an open round toe, dual rhinestone adorned straps, an espadrille trim, and a flat sole with contrast stitching. Style with a flowy midi dress and a layered necklace.

    Fit & Features

    • Open round toe
    • Dual rhinestone embellished straps
    • Espadrille trim
    • Flat sole, contrast stitching
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1069

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh 'Fit Lattice Front Jumpsuit

    Showcase a fresh 'fit for the summertime with this chic sleeveless jumpsuit. It features a V-neckline, adjustable spaghetti straps, a lattice-front design, a fitted high waist, and wide pant legs with a relaxed fit. Complete the look with sleek hoops and strappy mules.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Lattice-front design, tie closure
    • Back zipper closure
    • Fitted high waist, wide pant legs, relaxed fit
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-0380

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Babe Next Door Denim Mini Dress

    You'll look like a total babe next door in this adorable denim mini dress. It features a sleeveless sweetheart neckline with a padded bust, thin adjustable straps, an exposed back zipper closure, and a short, form-hugging fit. Style with hoop earrings and trendy cowgirl boots.

    Fit & Features

    • Sleeveless, sweetheart neckline, adjustable spaghetti straps
    • Built-in padded bust
    • Back zipper, hook-eye closure
    • Mini-length hem
    • Form-fitting silhouette
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-4448

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Babe Halter Sweater Dress

    Hey babe! Showcase a fun and flirty vibe this summer in this trendy halter sweater dress. It features a sleeveless V-neckline, halter spaghetti straps with a cross-front design, a center cutout under the bust, an open back with a tie-back design, and a short, curve-hugging fit. Complete the look with espadrille sandals and chic shades.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Sleeveless V-neckline
    • Halter spaghetti straps, cross-front design, tie at the back of the neck
    • Cutout under the bust
    • Open back, tie-back strap design
    • Mini-length, form-fitting silhouette
    • Ribbed sweater knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1324

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Charmed By Ruffles Short A-Line Dress

    Get charmed by pretty ruffles in this fab dress! The dress features a square neckline, short puff sleeves, a partially open back with cinching tie-back accent, and a short length with a ruffled hem. The dress is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with mules

    Fit & Features

    • Square neckline
    • Short puff sleeves
    • Partially open back, tie back accents
    • Short length 
    • Ruffled hem
    • Lightweight woven fabric 
    • Relaxed fit, minimal stretch, runs true to size 

    Style Number/Barcode: 05102-4338

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just The Deets Lace-Up Midi Dress

    Here's the scoop, this midi dress has some sultry detail on the back! Featuring a sleeveless, square neck, spaghetti straps, bodycon silhouette, a side cutout slit, and an open-back with lace-up closure. Complete the look in saucy heels for a night out. 

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Bodycon silhouette
    • Side cutout slit
    • Open-back, lace-up closure
    • Midi-length hem
    • Sleek knit-lined fabric. moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4371

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Making Waves Linen Tie Front Top

    All eyes on you strolling the beach in this linen tube top on vacay! It features a strapless, sleeveless, square neck with a flirty tie-front and a smocked back panel on a cropped hem. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Making Waves Linen High Rise Shorts

    Fit & Features

    • Strapless, sleeveless, square neck
    • Tie-front detail
    • Smocked back panel
    • Cropped hem
    • Linen woven fabric, double-lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1558

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend In The Desert Flare Pants

    Look like you're off to a weekend in the desert in these trendy flare pants! They feature a high-rise waist, a form-hugging fit throughout the leg, a flared hem, and an all-over bohemian-inspired diamond print pattern. The brushed knit fabric offers plenty of stretch. Complete the look with the matching crop top.

    Shop Matching Top: Weekend In The Desert Halter Top

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging fit throughout the leg
    • Flared hem
    • Diamond print pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0734

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Silent Disco Swirl Print Corset Top

    Let your outfit speak for itself! This disco-era-inspired corset top features a sleeveless sweetheart neckline, adjustable spaghetti straps, a lightly padded bust, and front hook-eye closures on a cropped hem. Complete the look in faux leather pants.

    Fit & Features

    • Sleeveless, sweetheart neckline, adjustable spaghetti straps
    • Lightly padded bust
    • Front hook-eye closures
    • Cropped hem
    • Smocked back panel
    • Swirl print lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1801

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortlessly Gorgeous Floral Romper

    Showcase an effortlessly gorgeous look in this breezy floral printed romper! It features a sleeveless V-neckline, adjustable spaghetti straps, a sheer crochet waist design, and flowy shorts. The semi-sheer chiffon fabric includes a knit lining. Style this romper with chic mules.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Back zipper, hook and eye closure
    • Sheer crochet waist design
    • Flowy shorts
    • All-over floral print
    • Semi-sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0207

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wheels Of Steel Slit Graphic Tee

    Create an edgy-vibe that's totally electric! This graphic tee features cap sleeves, a crew neck, front graphic script that reads, "American Wheels Of Steel" with trendy slits along the cropped hem. Complete the look in distressed denim shorts.

    Fit & Features

    • Cap sleeves, crew neck
    • Front graphic script that reads, "American Wheels Of Steel"
    • Slit detailing
    • Cropped hem
    • Jersey knit fabric
    • Fits true to size

    Style Number/Barcode: 06002-1321

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daydreamer Paisley Scarf Top

    Look like a daydream in this paisley scarf top perf for embracing boho vibes! It features a sleeveless, high-halter neckline with tie closure and an open back with tie closure on a cropped hem. Complete the look in distressed denim shorts.

    Fit & Features

    • Sleeveless, high-halter neckline, tie closure
    • Paisley pattern
    • Cropped hem
    • Open back, tie closure
    • Woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1728

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Preppy Collared Mini Dress

    Your current mood? Preppy and ready for anything with this cute mini dress featuring short sleeves, a collared V-neck, and a bodycon silhouette on rib-knit fabric. Complete the look in trendy boots.

    Fit & Features

    • Short sleeves
    • Collared V-neckline
    • Bodycon silhouette
    • Mini-length hem
    • Rib-knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4412

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Glam Gauze Knit Mini Dress

    Keep it glam and carefree with a mini dress that gives off that effortless vibe! The dress features a sleeveless V-neckline with crochet trim, adjustable spaghetti straps that cross at the back, an unlined crochet lace waist, an open back with ties, and a mini length silhouette with tiered ruffles. The dress is composed of a lined gauze knit fabric that offers a relaxed fit with minimal stretch. Complete look with mules

    Fit & Features

    • Sleeveless V-neckline, crochet trim
    • Adjustable spaghetti straps, cross-back 
    • Unlined crochet lace waist
    • Open back with ties
    • Tiered ruffles, mini-length silhouette
    • Lined gauze knit fabric
    • Relaxed fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1098

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Work Of Art Floral Crinkle Woven Corset

    Look like a piece of art in this floral beauty! The woven corset features puff cap sleeves, a pleated sweetheart neck with a built-in padded bust, front hook-eye closures, flexible boning inserts on the bodice, and a cropped hem. Complete the look in faux leather pants and mules.

    Fit & Features

    • Puff cap sleeves
    • Pleated sweetheart neck, built-in padded bust
    • Front hook-eye closures
    • Flexible boning on bodice, cropped hem
    • Floral pattern
    • Crinkle woven-lined fabric
    • Fits true to size, no stretch

    Style Number/Barcode: 06003-1643

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Love Swept Floral Puff Sleeve Corset

    Fall for this flirty floral corset featuring short puff sleeves, a plunge v-neck, pleating, and front hook-eye closures on a cropped hem. Complete the look in jeans for a day date look.

    Fit & Features

    • Short puff sleeves
    • Plunge v-neck
    • Front hook-eye closures
    • Pleat detailing
    • Cropped hem
    • Floral pattern, lined fabric
    • Fits true to size, minimal stretch

    Style Number/Barcode: 06003-1830

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Island Breeze Halter Bodysuit

    Breezy and blissful. awaken paradise in this halter bodysuit featuring a sleeveless bodice, tie closure, and an o-ring inset atop a form-fitting silhouette, dual snap-button closure, and a thong bottom. Complete your island vacay look in a midi skirt.

    Fit & Features

    • Sleeveless, halter, tie closure
    • O-ring inset
    • Form-fitting
    • Dual snap-button closure, thong bottom
    • Tropical print, knit-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4133

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance