$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.

  • Sweet Look Faux Pearl Hair Bow Barrette

    Look so sweet with this faux pearl hair bow barrette adorning your hairstyles! Complete the look with a dressy clutch purse for a formal soiree.

    Fit & Features

    • Faux pearl hair bow barrette
    • Shiny woven fabric
    • Secure barrette clip closure

    Style Number/Barcode: 07006-0463

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Perfection Bodycon Striped Mini Dress

    With this striped mini dress and sunnies, you'll be effortlessly cute for a perfect weekend out or vacation! Featuring a square neckline with a twist and spaghetti straps, this dress is designed to hug your body and accentuate your natural curves. The mini-length hem adds a flirty touch. Complete the look with sandals and sunnies!

    Fit & Features

    • Striped pattern, texture knit fabric, moderate stretch
    • Spaghetti straps
    • Square neckline with twist
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5675

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beachy Glam Rhinestone Palm Tree Metallic Sandals

    Level up your fabulous vacay 'fits with these glam rhinestone metallic sandals! Made with sleek faux leather with a metallic sheen, they feature a square-shaped toe, a thong strap with a glitzy rhinestone-embellished palm tree design, an adjustable ankle strap with a buckle closure, and a flat sole for comfortable wear. Style with a flowy sundress and hoop earrings for a beachside dinner!

    Fit & Features

    • Faux leather upper, metallic sheen
    • Square toe
    • Thong strap
    • Rhinestone-embellished palm tree design
    • Adjustable ankle strap with buckle closure
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1229

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sure To Adore Puff Sleeve A-Line Midi Dress

    With your favorite jewelry, this A-line dress will be adored by all this summer! The playful puff sleeves and tie waist add a touch of whimsy, while the square neckline and midi hem keep it sweet and chic. Complete the look with a dainty necklace and lace-up sandals.

    Fit & Features

    • Woven fabric, woven lining, no stretch
    • Short puff sleeves
    • Square neckline
    • Back zipper and hook-eye closure
    • Tie waist
    • A-line silhouette, mid-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3581

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lead On Snake Print Platform Stilettos

    Lead the way with stylish heels that keep you on-trend! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, platform, stiletto heel, and a snake print. Complete the look with an LBD and statement earrings. 

    Fit & Features

    • Adjustable ankle strap 
    • Open almond toe 
    • Strap over the toe 
    • Platform 
    • Stilleto heel 
    • Snake print

    Style Number/Barcode: 07401-2867

    Category Name: $20 & Under Sale

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blossom This Season Off-The-Shoulder Floral Mini Dress

    Blossom this season in this chic floral mini dress perfect for summer soirees! Featuring an off-the-shoulder sweetheart neckline and padded bra cups for support, this bodycon dress is accentuated by side ruched seams for a figure-flattering look and a mini-length hem. Complete the look with rhinestone earrings for shimmer!

    Fit & Features

    • Floral print, mesh fabric, sewn-in knit lining
    • Off-the-shoulder sweetheart neckline
    • Back zipper and hook-eye closure
    • Padded bra cups
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-2625

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Cubic Zirconia Evil Eye Charm Necklace

    Radiate and sparkle with positive energy in this delicate evil eye charm necklace! It features a dainty chain with an evil eye charm embellished with mini cubic zirconia stones and beaded detailing for a pretty vibe. Style with hoop earrings and strappy sandals.

    Fit & Features

    • Dainty chain
    • Evil eye charm
    • Mini cubic zirconia stones, beading
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07002-1777

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Summer Babe Oversized Square Sunglasses

    These trendy oversized shades will have you looking like a total summer babe! The sunglasses feature an oversized square-shaped design, thin arms with sleek metal geometric chain-link accents, rubber nose pads for support, and tinted lenses with ombre shading. Style with a crop top, a mini skirt, and sandals.

    Fit & Features

    • Oversized square-shaped design
    • Thin arms, metal geometric chain-link accents
    • Rubber nose pads
    • Tinted lenses, ombre shading
    • 100% UV protection

    Style Number/Barcode: 07008-1024

    Category Name: $20 & Under Sale

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Moments Strappy Back Seamless Bralette

    Sweet, comfy, and cute! This seamless bralette is the moment. Crafted from a soft rib knit seamless fabric with a soft lining, this bralette features a flattering V-neckline and bungee spagehtti straps that shape the strappy back design perfect for showing off under a sheer top or sweater. Complete the look in a lounge jumpsuit and slippers!

    Fit & Features

    • Seamless rib knit fabric, soft lining, stretchy
    • Bungee spaghetti straps
    • V-neckline
    • Strappy back
    • Runs true to size

    Style Number/Barcode: 07109-0355

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Flirt High Waist Ditsy Floral Ruched Mini Skirt

    Sweet and flirty, this floral ruched mini skirt will capture the soft girl trend! The lightweight knit fabric is detailed with an adorable ditsy floral print for the cutest vibes. The skirt features a high-rise elasticized waist, a ruched seam with an adjustable drawstring for a customized fit, a short front slit, and a bodycon silhouette. Style with the matching tie-front top for a day date!

    Shop Matching Top: Sweet Flirt Flutter-Sleeve Ditsy Floral Tie-Front Top

    Fit & Features

    • Ditsy floral printed knit fabric, moderate stretch
    • High-rise elasticized waist
    • Ruched seam with adjustable drawstring
    • Short slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1005

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Artistic Sensation Strapless Abstract Bubble Mini Dress

    Anytime you step out in this artsy abstract strapless mini dress you'll attract all the attention! The strapless neckline highlights your curves, while the A-line silhouette flatters your figure. The fun and flirty bubble short-length hem adds a playful touch to any occasion. Complete the look with hoop earrings.

    Fit & Features

    • Abstract print, poplin woven fabric, sewn-in knit lining
    • Strapless neckline, non-slip grip lining
    • A-line silhouette
    • Bubble short-length hem
    • Runs small and short, recommend sizing up if needed

    Style Number/Barcode: 05101-3450

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Look Lace Trim Floral Corset Top

    Love will always find you when you have on this floral corset top! Made from a floral print woven fabric, this top is both feminine and stylish. The shoulder straps and lace trim square neckline with bust tie add a touch of elegance, while the ruched bust and fitted crop hem create a flattering silhouette. Complete the look in stylish distressed denim jeans.

    Fit & Features

    • Floral print, woven fabric, no stretch
    • Shoulder straps
    • Square neckline, lace trim, bust tie
    • Back zipper hook-eye closure
    • Flexible boning
    • Fitted crop length
    • Runs true to size

    Style Number/Barcode: 06003-2532

    Category Name: $20 & Under Sale

    Price: $29.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Vibing High-Rise Belted Striped Ponte Skort

    You and this ponte striped skort will effortlessly vibe together this season! The high-rise waist and D-ring belt provide a flattering fit, while the bodycon design and mini-length hem add a touch of sass. Complete the look in a crop top for any plans!

    Fit & Features

    • Striped print, ponte knit fabric, minimal stretch
    • High-rise D-ring belt
    • Bodycon fit
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-1200

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple And Stunning Ruched Mini Dress

    Simple and stunning, this classic mini dress is a closet staple. It features a sleeveless cowl neckline with a draped design, tank shoulder straps, a scoop back design, ruching down the side seams, a mini-length hem, and a bodycon silhouette that will hug your curves. Style with strappy mules for a dinner date or party.

    Fit & Features

    • Sleeveless cowl neckline
    • Tank shoulder straps
    • Scoop back design
    • Ruched side seams
    • Mini-length hem, bodycon silhouette
    • Double-lined smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5028

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Three-Pack Butterfly Beauty Earrings

    Add a sweet touch to your outfit with these cute earrings! The pack includes a liner earring with a 3D butterfly pendant and rhinestone post, a rhinestone huggie, and a rhinestone stud. Pair them with a flirty skater dress and sandals.

    Fit & Features

    • Pack of three
    • 3D Butterfly pendant
    • Rhinestone huggie
    • Rhinestone stud


    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0798

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Neutrals Halter Strappy Tropical Midi Dress

    Unveil this chic tropical midi dress on the island! The cowl halter neckline and strappy open back add a touch of allure, while the bodycon silhouette and asymmetrical cut hem flatter your figure. Complete the look with cute block heel sandals and sunglasses!

    Fit & Features

    • Tropical print, smooth knit stretchy fabric
    • Halter cowl neckline, spaghetti strap
    • Strappy open back
    • Bodycon fit
    • Asymmetrical cut hem
    • Runs true to size

    Style Number/Barcode: 05102-5185

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie Alert Strapless Belted Denim Romper

    Show off the cutest style in this belted denim romper for a casual summer party! It features a strapless sweetheart neckline, corset seam accents for a snatched look and a trendy vibe, a belted high waist, and a curve-hugging fit to flaunt your figure. Pair with hoop earrings and sneakers.

    Fit & Features

    • Denim fabric with moderate stretch
    • Strapless sweetheart neckline, no-slip strip
    • Corset seams
    • Belted high waist
    • Back zipper with hook and eye closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0367

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Big Taurus Energy Graphic Tee

    Let this graphic tee do the talking! It features a classic crew neckline, short sleeves, a front script that reads, "Big Taurus Energy" and a fitted crop hem. Complete the look in trendy distressed jeans for a casual vibe.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Front script reads, "Big Taurus Energy" 
    • Fitted crop hem
    • Jersey knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1278

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Chic High Slit Crochet Maxi Skirt

    Create a sunny chic 'fit with the cutest crochet maxi skirt! Designed with a breezy sheer crochet knit fabric with a built-in panty lining, this skirt was made for summer getaways. It features a high-rise banded waist with a front adjustable drawstring for a customized fit, a high-cut back slit, and a slim-fit silhouette. Complete your look with the matching crop top and a pair of slip-on sandals!

    Shop Matching Top: Sunny Chic Halter Ruched Crochet Crop Top

    Fit & Features

    • Sheer crochet knit fabric, moderate stretch
    • Built-in knit panty lining
    • High-rise elastic banded waist
    • Front adjustable drawstring
    • High back slit
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 06501-0917

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Glitz Rhinestone Belt

    Bring the glitz with a belt that wows! The belt features a nine-row design with mini rhinestones throughout and lobster clasp closure. Complete look with a formal dress and rhinestone heels. 

    Fit & Features

    • Nine-row design
    • Mini rhinestones
    • Lobster clasp closure

    Style Number/Barcode: 07301-0348

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt And Flutter Three-Pack Anklet Set

    Flirt and flutter! This charming three-pack anklet set features two dainty anklets and one anklet with rhinestone trim and a butterfly charm. Each has a lobster clasp closure. Complete the look in a whimsical skater dress.

    Fit & Features

    • Three-pack anklet set
    • Two dainty anklets
    • One anklet with rhinestone trim and butterfly charm
    • Each has a lobster clasp closure

    Style Number/Barcode: 07003-0555

    Category Name: $20 & Under Sale

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Affection Lace-Up Bow Bodycon Mini Dress

    Get ready for the compliments in this sleeveless mini dress on your next night out or date! Made from smooth knit fabric, this mini dress features an adorable square neckline trimmed with lace and a bow, spaghetti straps that form the lace-up back, and a bodycon silhouette. Complete the look with hoop earrings.

    Fit & Features

    • Smooth knit fabric
    • Square neckline, lace and bow trim
    • Spaghetti straps
    • Lace-up back
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5721

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Fab Sweater Dress

    You'll look so cute and fab in this trendy sleeveless sweater dress. It features a mock neckline, a short, curve-hugging fit, and is composed of a fuzzy eyelash knit fabric. Style this dress with combat booties.

    Fit & Features

    • Sleeveless
    • Ribbed mock neckline
    • Mini-length, form-fitting silhouette
    • Eyelash knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1112

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Romance For Two Sleeveless Crop Top

    You'll be sure to fall in love with this crop top for a dreamy summer wardrobe! With its square neckline, adjustable spaghetti straps, and crop hem, you'll feel effortlessly elegant. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Romance For Two High Rise Slit Maxi Skirt

    Fit & Features

    • Gauze woven fabric, partially woven lining
    • Adjustable spaghetti straps
    • Square neckline
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2420

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale