$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.

  • Major Mermaid Vibes Bikini Top

    Bring gorgeous mermaid vibes to your poolside look with this alluring bikini top. It features a V-wired bust, adjustable spaghetti straps for a customized fit, and an all-over metallic fishnet design. Style with the matching bikini bottoms.

    Shop Matching Bottoms: Major Mermaid Vibes Bikini Bottoms

    Fit & Features

    • V-wired bust, no padding
    • Adjustable spaghetti straps
    • Back strap, slide-hook closure
    • Metallic fishnet design, full lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07104-0633

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cece Formal Square Neck Long Dress

    Special Occasion

    Showcase a figure-flaunting allure in the Cece formal dress at your next fancy soiree. She's designed to stun in her sleek and sleeveless, square neckline, spaghetti straps, and a bodycon silhouette with a side ruched seam that accentuates every curve! Show some leg thanks to her high-cut side slit along the graceful floor-length hem that's perfect for styling with glam stiletto platforms.

    Fit & Features

    • Sleeveless, square neckline, spaghetti straps
    • Bra friendly design
    • Side ruched seam from shoulder to slit
    • Bodycon silhouette
    • High-cut side slit, floor-length hem
    • Sleek knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2057

    Category Name: $20 & Under Sale

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Subtle Glam Rhinestone Bandeau

    Elevate your outfit in this subtle glam bandeau featuring rhinestone embellishments, a seamless design, and a soft and comfortable fit. Complete the look in a semi-sheer blouse and high-rise pants. 

    Fit & Features

    • Rhinestone embellishments
    • Seamless design
    • Soft and comfortable fit
    • Fits true to size

    Style Number/Barcode: 07107-0731

    Category Name: $20 & Under Sale

    Price: $6.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Secret Garden Chiffon Flowy Shorts

    This floral chiffon top is perfect for a garden party! Featuring long peasant sleeves, a surplice v-neckline, back smocked panel, and a cropped hem. Complete the look in the matching top.

    Shop Matching Top: Secret Garden Chiffon Surplice Top

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Flowy silhouette
    • Floral pattern
    • Chiffon-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0216

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Secret Garden Chiffon Surplice Top

    This floral chiffon top is perfect for a garden party! Featuring long peasant sleeves, a surplice V-neckline, back smocked panel, and a cropped hem. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Secret Garden Chiffon Flowy Shorts

    Fit & Features

    • Long peasant sleeves, elastic cinched hems
    • Surplice V-neckline
    • Back smocked panel
    • Cropped hem
    • Floral pattern
    • Chiffon-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1713

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lovestruck Lace Midi Dress

    Love is in the air with this stunning lace dress! The dress features a floral lace pattern, a sleeveless V-neckline with padded cups, adjustable spaghetti straps, an empire waist, and a midi-length silhouette with a high side slit. The dress is composed of a lined lace fabric that offers a form-hugging fit with minimal stretch. Complete the look with heels and rhinestone studs

    Fit & Features

    • Sleeveless V-neckline, padded cups
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Empire waist
    • Midi-length hem, high side slit, form-hugging fit
    • Sheer lace fabric, floral pattern, scalloped trim
    • Full knit lining, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 05101-1476

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keishla Formal Sequin Strapless Dress

    Special Occasion

    For creating a radiant entrance. Keishla is all about turning heads for your next formal night. She features a sleeveless, strapless, square neckline with non-slip grip lining, a lightly padded bust, and a high waist seam that leads to her form-fitting, floor-length hem. The formal dress is composed of a sequin-patterned mesh overlay with lining and minimal stretch. Complete your dressy look with a statement choker

    Fit & Features

    • Sleeveless, strapless, square neck, non-slip grip lining
    • Lightly padded bust, bra optional
    • Back zipper closure
    • High waist seam, form-fitting
    • Floor-length hem
    • Sequin-pattern, mesh overlay, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05002-2407

    Category Name: $20 & Under Sale

    Price: $19.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle And Glow Rhinestone Bag

    Sparkle and glow with a bag that keeps essentials close to you while keeping it glam. It features a trendy pyramid shape with a sleek metal O-ring handle and is embellished with mini rhinestones throughout. Complete the look with a mini dress and heels for your night out. 

    Fit & Features

    • Pyramid shape
    • Rhinestones
    • Metal O-Ring handle

    Style Number/Barcode: 07204-0590

    Category Name: $20 & Under Sale

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Chic Vibe Swim Bottoms

    Simple yet so chic, these swim bottoms will elevate your poolside look. They feature a hipster design, a trendy side cutout with a single tortoise-shell O-ring accent, and a cheeky fit. Style with the matching swim top.

    Shop Matching Top: Simple Chic Vibe Swim Tank

    Fit & Features

    • Hipster design
    • Side cutout, tortoise-shell O-ring
    • Cheeky fit
    • Ribbed fabric, moderate stretch
    • Runs true to size


    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0756

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Chic Vibe Swim Tank

    Simple yet so chic, this swim tank will elevate your poolside look. It features a scoop neckline, an alluring center cutout at the bust with dual tortoise-shell O-ring accents, thin tank shoulder straps, and a back bar strap design. Style with the matching swim bottoms.

    Shop Matching Bottoms: Simple Chic Vibe Swim Bottoms

    Fit & Features

    • Scoop neckline
    • Removable padding
    • Center cutout, dual tortoise-shell O-rings
    • Tank shoulder straps
    • Back bar strap detailing
    • Ribbed fabric, moderate stretch
    • Runs small, size up one size

      Style Number/Barcode: 07104-0609

      Category Name: $20 & Under Sale

      Price: $4.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Wrapped In Sultry Style Cover-Up

      Wrap yourself in chic and sultry style with this alluring fishnet cover-up. The swim wrap features an asymmetrical curve-hugging silhouette you can tie at the waist. Layer this wrap over your fave bikini with strappy sandals.

      Fit & Features

      • Asymmetrical form-fitting silhouette
      • Tie-waist detail
      • Sheer fishnet material
      • Minimal stretch

      Style Number/Barcode: 07305-0385

      Category Name: $20 & Under Sale

      Price: $4.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Babe Alert Strappy Bikini Bottoms

      Total babe alert! These red hot bikini bottoms were made for you. They feature a hipster design with strappy waist ties at the sides and a ruched, cheeky fit. Style with the matching bikini top and cutoff denim shorts.

      Shop Matching Top: Babe Alert Triangle Bikini Top

      Fit & Features

      • Hipster design
      • Waist ties at the sides
      • Ruched, cheeky fit
      • Moderate stretch
      • Runs true to size


      RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

      Style Number/Barcode: 07105-0852

      Category Name: $20 & Under Sale

      Price: $4.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Babe Alert Triangle Bikini Top

      Total babe alert! This ret hot bikini top was made for you. It features a classic triangle design with halter spaghetti straps and lower tie-back straps. Style with the matching bikini bottoms and cutoff denim shorts.

      Shop Matching Bottoms: Babe Alert Strappy Bikini Bottoms

      Fit & Features

      • Triangle design
      • Removable padding
      • Halter spaghetti straps, tie at the back of the neck
      • Lower tie-back straps
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 07104-0703

      Category Name: $20 & Under Sale

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sparkling Gem CZ Duster Earrings

      Bring that gorgeous sparkle to your formal look with these stunning embellished duster earrings! They feature multi-faceted cubic zirconia stones in a chic diamond shape in a cascading duster design. Style with a floor-sweeping satin dress and a sleek clutch.

      Fit & Features

      • Diamond-shaped cubic zirconia stones
      • Linear duster design


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

      Style Number/Barcode: 07001-1214

      Category Name: $20 & Under Sale

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chic Fit Cuffed Boyfriend Blazer

      Layer on this cuffed boyfriend blazer to showcase a chic and streamlined 'fit! It features a lapel collar, three-quarter length cuffed sleeves, faux front pockets, and a relaxed boyfriend fit. Style with vintage-style jeans and a neutral bodysuit for the office!

      Fit & Features

      • Lapel collar
      • Shoulder pads
      • Three-quarter length cuffed sleeves, faux button details
      • Faux front pockets
      • Boyfriend fit
      • Ponte woven fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06204-1235

      Category Name: $20 & Under Sale

      Price: $21.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Island-Ready Printed Mini Skirt

      Look like you're ready to jet set off on an island getaway in this printed mini skirt! It features a high-rise waist, a short, curve-hugging silhouette, and a chic front dual slit design. The all-over palm leaf print brings those vacay vibes. Style with the matching crop top!

      Shop Matching Top: Island Ready Printed Tie-Front Top

      Fit & Features

      • High-rise banded waist
      • Mini-length, form-fitting silhouette
      • Front dual slit design
      • Palm leaf print
      • Brushed knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06501-0634

      Category Name: $20 & Under Sale

      Price: $6.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Daisy Darling Sleeveless Short Dress

      Fall into a daisy daze with a short dress that brings all the feels! The dress features a sleeveless square neckline with lace trim, spaghetti straps, a pretty daisy print, and a short-length hem. The dress is composed of a brushed knit fabric with a form-hugging fit and moderate stretch. Complete the look in strappy mules.

      Fit & Features

      • Sleeveless square neckline, lace trim
      • Spaghetti straps
      • Daisy floral print
      • Short length hem
      • Brushed knit fabric
      • Form hugging fit, moderate stretch 
      • Runs true to size

      Style Number/Barcode: 05102-4479

      Category Name: $20 & Under Sale

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Reese Extra High Waist Cutoff Denim Shorts by Windsor Denim

      Create a bold moment in the Reese denim shorts by Windsor Denim. The jean shorts feature a flattering, extra high rise waist, distressed accents, and an edgy cut-off frayed hem on a medium wash vintage-inspired denim fabric with a color fade effect. Complete the look in a cute backless bodysuit and sandals for a summer vibe.

      Fit & Features

      • Flattering, extra high rise waist
      • Distressed accents, cutoff frayed hem
      • Form-fitting design
      • Front button and hidden zipper closure
      • Five-pocket styling, belt loop accents
      • Medium wash non-stretch denim, color fade effect
      • Fits true to size

      Style Number/Barcode: 06603-0235

      Category Name: $20 & Under Sale

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Out Sailing Satin Tie-Front Top

      This sleek satin tie-front top is perfect for a day on the water! It features flowy half-length kimono-style sleeves, a V-neckline, a chic tie-front design, and a relaxed, cropped fit. The all-over palm leaf print will really bring those vacay vibes. Style with high waist linen pants and strappy sandals.

      Fit & Features

      • Half-length kimono-style sleeves
      • V-neckline
      • Tie-front
      • Relaxed fit, cropped silhouette
      • Palm leaf print
      • Satin woven fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06204-1321

      Category Name: $20 & Under Sale

      Price: $9.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Yacht Party Sheer Mesh Duster

      Look like you're ready for a luxe yacht party with this fab sheer mesh duster! It features long fitted sleeves, an open front, a flowy, maxi-length silhouette, and an all-over tropical palm leaf print. Layer this breezy lightweight duster over your fave bikini and top off the look with a trendy floppy hat.

      Fit & Features

      • Long fitted sleeves
      • Open front
      • Maxi-length silhouette
      • Flowy fit
      • Palm leaf print
      • Sheer mesh fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06202-0316

      Category Name: $20 & Under Sale

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Seasonal Stripe Halter Linen Jumpsuit

      Dare to show some flirty peeks of skin! This linen striped jumpsuit features a halter neckline with tie closure, a cinched bust, cutout accents, a high waist, and a wide-leg silhouette. Complete the look with a handbag for a beachside lunch. 

      Fit & Features

      • Sleeveless, halter neckline, tie closure
      • Cinched bust, cutout accents
      • High waist, back smocked panel
      • Wide-leg silhouette
      • Striped print linen fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06302-0615

      Category Name: $20 & Under Sale

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Desert Stroll Tie-Front Top

      Snap the perfect pics in this boho top for your next trip to Joshua tree! It features long bell sleeves, a plunge v-neckline, a tie-front hem, and a border print on gauze woven fabric. Complete the look in a lace bralette.

      Fit & Features

      • Long bell sleeves
      • Plunge v-neckline
      • Tie-front hem
      • Border print
      • Gauze woven fabric
      • Fits true to size

      Style Number/Barcode: 06204-1339

      Category Name: $20 & Under Sale

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • So Charmed Linen Tie Front Top

      Channel major charm in this linen tie-front top featuring short puff sleeves, an open-front design, and a cropped hem. Complete the look with a lace bralette and jeans.

      Fit & Features

      • Short puff sleeves
      • Open-front design
      • Tie front closure
      • Cropped hem
      • Washed linen fabric, no stretch
      • Fits true to size

      Style Number/Barcode: 06204-1277

      Category Name: $20 & Under Sale

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Floral Blooms Chiffon Tie-Back Top

      Let your fashion side bloom for spring with this floral chiffon top! It features an off-the-shoulder neckline, puff sleeves, and a fitted crop hem with a tie-back detail. Complete the look in a mini skirt for the farmer's market.

      Fit & Features

      • Off-the-shoulder neckline
      • Puff sleeves
      • Fitted crop hem
      • Tie-back detail
      • Floral print chiffon fabric
      • Fits true to size

      Style Number/Barcode: 06003-1760

      Category Name: $20 & Under Sale

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance