$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.

  • Geneva Cross Back A-Line Dress

    Special Occasion

    Airy and comfortable, our Geneva is decked out with bright florals all along her dreamy silhouette. You'll be happy to know she features hidden hand pockets so you can stow away your essentials. 

    Fits & Features

    • Adjustable Spaghetti Straps That Cross At The Back
    • Plunging V Neckline 
    • Hidden Hand Pockets 
    • Floor Length Hemline I Pleated I Mini Length Lining 
    • Smooth Woven Fabric I Floral Prints Throughout
    • Back Zipper With Hook & Eye Closure 
    • Moderate Stretch 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size 3.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0643

    Category Name: $20 & Under Sale

    Price: $31.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scoop Neck Asymmetric Maxi Dress

    Sunny days are finally here! Add this form-hugging maxi dress into your OOTDs! Style it up with a denim jacket for a casual look or edge it up with a leather jacket! 

    Fits & Features

    • Scoop Neckline
    • Spaghetti Straps That Cross At The Back 
    • Asymmetric Maxi Length Hemline Reveals Front Slit 
    • Smooth Jersey Knit Fabric 
    • Form Hugging Fit 
    • Plenty Of Stretch 

    Style Number/Barcode: 05101-0508

    Category Name: $20 & Under Sale

    Price: $14.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Josie Deep V Metallic Ruched Mermaid Dress

    Special Occasion

    Made with a pretty knit fabric, our Josie will reflect a shiny metallic sheen capturing everyone's immediate attention. All while her mermaid silhouette lovingly embraces and emphasizes every inch of your curves. Walk into any room looking and feeling your absolute best in our Josie! 

    Fits & Features

    • Tank Shoulder Straps
    • Wire V Neckline I Padded Bust I Scoop Back
    • Floor Length Hemline I Ruching At The Side Slit 
    • Mermaid Silhouette I Mini Length Lining 
    • Metallic Knit Fabric I Pretty Sheen Finish 
    • Back Zipper With Hook & Eye Closure 
    • Form Hugging Fit I Moderate Stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0824

    Category Name: $20 & Under Sale

    Price: $34.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh Florals Flowy Chiffon Kimono

    BB girl, you are the bouquet! Drape that casual OOTD with this flowy kimono for a spring-ready look! 

    Fits & Features

    • Quarter-Length Sleeves
    • Drape Open Front
    • High-Low Hem 
    • Lightweight Sheer Chiffon Fabric I Floral Print
    • Flowy Relax Fit 

    Style Number/Barcode: 06204-0267

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Majorly Distressed Straight Leg Jeans

    We love a good pair of distressed and destructed denim! These straight leg jeans are a must for your wardrobe.

    Fit & Features:

    • High rise waist
    • Traditional five pocket and belt loop design
    • Front button | Hidden zipper closure
    • Major destructed detailing
    • Straight leg fit
    • Denim fabric | Minimal stretch

    Style Number/Barcode: 06602-0123

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fringe Hem Crochet Tunic

    Whether you need a cover-up for the beach or want a boho vibe for festival szn, this crochet fringe tunic is such a perf addition! Wear it over your bikini set for a chic beach fit or look fest-best by pairing this with some high-waisted bottoms and cowboy boots! 

    Fits & Features

    • Shoulder Straps 
    • Scoop Neckline I Square Back 
    • Maxi Length Silhouette
    • Crochet Bodice I Long Fringe Hemline 
    • Form Hugging Fit I Moderate Stretch 

    Style Number/Barcode: 06005-0666

    Category Name: $20 & Under Sale

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunkissed Striped Swim Bottoms

    You'll be a total sunkissed babe in these chic striped swim bottoms! Make sure to pair them with the matching top for the perf beach ready look.

    Shop Matching Top: Sunkissed Striped Swim Top

    Fit & Features

    • High rise belted waist | Small front buckle
    • Cheeky bottom
    • Striped print

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

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

    Style Number/Barcode: 07105-0537

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Holiday Buckle High Waist Swim Top

    Picture this... you are on holiday, and you can't b bothered in your chic af bathing suit, and dark shadez 

    Shop Matching Bottoms: On Holiday Buckle High Waist Swim Bottoms

    Fit & Features

    • Triangle design
    • Removable padding
    • Double buckle strap detailing
    • Gold hardware | Bar hook closure
    • Fully lined
    • Moderate stretch

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

    Style Number/Barcode: 07104-0374

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Holiday Buckle High Waist Swim Bottoms

    Picture this... you are on holiday, and you can't b bothered in your chic af bathing suit, and dark shadez 

    Shop Matching Top: On Holiday Buckle High Waist Swim Top

    Fit & Features

    • High waist fit
    • High rise hip 
    • Double buckle strap detailing
    • Gold hardware
    • Fully lined
    • Cheeky bottom
    • Moderate stretch

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

    Style Number/Barcode: 07105-0523

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Too Little, Too Late Faux Leather Mini Purse

    Take on the night, and don't worry about anything but the essentials! This mini is not only adorable but has a cross body shoulder strap which makes it practical!

    • Mini design
    • Top handle
    • Cross-body shoulder strap
    • Turn lock closure
    • Golden hardware
    • Faux leather

    Style Number/Barcode: 07201-0026

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be About It Double Band Clear Wedges

    Be about it and walk with confidence in the cutest wedges of course! Style with your fav mini dress or high waist jeans!

    • Open almond toe
    • Double band design
    • Clear lucite wedge
    • Slide on fit

    Style Number/Barcode: 07406-0052

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunkissed Striped Swim Top

    You'll be a total sunkissed babe in this chic striped swim top! Make sure to pair it with the matching bottoms for the perf beach ready look.

    Shop Matching Bottoms: Sunkissed Striped Swim Bottoms

    Fit & Features

    • Spaghetti straps
    • Scoop neckline
    • Banded back
    • Contrasting hued striped print
    • Removable padding

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

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

    Style Number/Barcode: 07104-0388

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Stunner Lace Up Swimsuit

    Aye babay you are a summer stunner in that sexy one piece swimsuit!

    Fit & Features

    • One piece design
    • Lace up detail center bodice
    • Adjustable spaghetti straps | Criss-cross back
    • Built in padding
    • Cheeky bottom
    • Low back
    • Ribbed detail | Moderate stretch
    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.    

    Style Number/Barcode: 07109-0178

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce For The Summer Swim Bottoms

    Yes babe, serve a fierce lewk this summer in these leopard printed swim bottoms! Pair with the matching top for a purrfect vibe.

    Shop Matching Top: Fierce For The Summer Swim Top

    Fit & Features

    • High rise waist
    • High cut design
    • Cheeky bottom
    • All over leopard print

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

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

    Style Number/Barcode: 07105-0494

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Prints Abstract Tie Front Top

    Mix some prints with your neutrals in this eye-catching outfit topper! It'll look super cute with a pair of denim shorts! 

    Fits & Features

    • Plunging V Neckline
    • Tie Front Design
    • Roomy Blousant Long Sleeves I Elastic Cuffs
    • Crop Hemline
    • Woven Gauze Fabric I Abstract Print
    • Relax Fit I Minimal Stretch 

    Style Number/Barcode: 06204-0513

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fierce For The Summer Swim Top

    Yes babe, serve a fierce lewk this summer in this leopard printed swim top! Pair with the matching bottoms for a purrfect vibe.

    Shop Matching Bottoms: Fierce For The Summer Swim Bottoms

    Fit & Features

    • Adjustable spaghetti straps
    • Cups with underwire support I Padded
    • Tie front detail
    • Back hook closure
    • All over leopard print

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

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

    Style Number/Barcode: 07104-0343

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chain Print Mesh Bodysuit

    Amp up your look with this trendy chain print neon mesh bodysuit! A must for your festival season 'fit!

    Fit & Features

    • Adjustable spaghetti straps
    • Sweetheart neckline
    • Wired cups
    • Low scoop back with hortizonal adjustable back strap
    • Thong bottom | Dual hook and eye closures
    • Sheer stretchy mesh fabric
    • All over chain print

    Style Number/Barcode: 06001-2646

    Category Name: $20 & Under Sale

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kylie Strapless Glitter Ball Gown

    Special Occasion

    Shine like the goddess you are in our breathtaking Kylie ball gown! Glow with her metallic glitter body and pair her with chrome heels for an entrance to wow them all!

    Fit & Features 

    • Strapless Sweetheart Neckline | Padded Cups 
    • Flexible Boning 
    • Lattice Back 
    • Pleated Ball Gown Silhouette | Hidden Side Pockets
    • Lined Metallic Glitter Knit Fabric | Petticoat 
    • Relaxed Fit 
    • Slight Stretch 

     

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0033

    Category Name: $20 & Under Sale

    Price: $19.97 $199.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Katie Formal Off The Shoulder Mermaid Dress

    Special Occasion

    Stride with beauty in each and every step in our gorgeous Katie formal mermaid dress! Her flattering thigh high slit gives you a chance to showcase your stunning heels.

    Fit & Features

    • Off the shoulder sweetheart neckline | Wired front | Overlay
    • Lightly padded bust | Princess seam detailing
    • Adjustable spaghetti straps
    • Back zipper closure
    • High waist seam
    • Floor length mermaid skirt | Thigh high slit
    • Glitter woven fabric | Short knit lining

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0636

    Category Name: $20 & Under Sale

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chiffon Tropical Floral Maxi Dress

    You are bronzed and ready for vacay in this goddess-like tropical maxi dress!

    Fit & Features

    • V-neckline
    • Spaghetti straps
    • Drop shoulder detailing
    • Long maxi hemline
    • Chiffon material | Minimal stretch
    • Tropical floral pattern

    Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 05101-0036

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Petals Floral Chiffon Off Shoulder Mini Dress

    Let your feminity show and flow in this darling mini dress! 

    Fits & Features 

    • Off Shoulder, Foldover Neckline 
    • Back Zipper With Hook & Eye Closure 
    • Mini Length Silhouette I Detachable Waist Tie I Wrap Skirt 
    • Chiffon Lined Fabric 
    • Moderate Stretch 

    Style Number/Barcode: 05101-0464

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Aida Glitter Shine Pleated A-Line Dress

    Special Occasion

    Let your presence be known as soon as you step foot in our gorgeous Aida! Crafted from woven glitter fabric, everyone will be stunned as she changes hues in the light. Her pleated floor-length skirt adds dimension and ease as you glide and dance through the night! Be sure to pick up an envelope clutch to store all your essentials!

    Fits & Features

    • Adjustable Spaghetti Straps
    • Plunging V Neckline | Mesh Inset | Padded Bust
    • Lined Bodice
    • Back Zipper With Hook & Eye Closure 
    • Floor Length Hem | Pleated A-Line Skirt 
    • Woven Glitter Fabric | Dual Tone Sheen Finish 
    • Form Hugging Fit

    Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0601

    Category Name: $20 & Under Sale

    Price: $14.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strapless Reusable Panty
    No more panty lines! Perfect for high slit dresses, this no-lines pair of panties feature an adhesives and strapless design.

    Style Number/Barcode: 07101-0015

    Category Name: $20 & Under Sale

    Price: $7.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Drop Of Glam Necklace Set

    Just a drop of glam is all it takes with this necklace and earring set. Featuring a gorgeous necklace with a teardrop charm and cascading matching earrings, it's a dazzling way to finish off your look. A must-have to pair with your flowy long dress and rhinestone clutch as a wedding guest, this set will totally elevate your style.

    Fit & Features

    • Tear drop dangling earrings
    • Post back closure
    • V shaped necklace with teardrop charm
    • Lobster clasp closure

     

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

    Style Number/Barcode: 07002-0133

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance