$20 & Under Sale

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.

  • Wing It Butterfly Cubic Zirconia Earrings

    Where glam takes flight. These cubic zirconia butterfly fringe earrings shimmer with every move—perfect for adding a little drama and a lot of sparkle to your look.

    Fit & Features

    • Cubic zirconia-embellished butterflies
    • Delicate fringe design
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-000214

    Category Name: $20 & Under Sale

    Price: $3.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Romance Floral Mesh Maxi Dress

    A dress made for dreamy nights and picture-perfect entrances. The strapless neckline keeps it sleek, while the floral print adds that touch of romance. With its curve-skimming fit and floor-length hem, this maxi is made to wow at weddings, dinners, or any elegant night out.

    Fit & Features

    • Floral print, mesh-lined fabric with stretch
    • Strapless neckline
    • Form-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000562

    Category Name: $20 & Under Sale

    Price: $24.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Best Behavior Sleeveless Midi Dress

    Classy yet sultry, this sleeveless midi dress is designed to hug your curves in a form-hugging silhouette while the flared hem gives a touch of flirtiness. Perfect for weddings or date nights!

    Fit & Features

    • Smooth knit, stretchy fabric
    • Square neckline
    • Spaghetti straps
    • Side pleated hip seam
    • Form-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000036

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Valencia Floral Beaded Formal Dress

    Special Occasion

    The Valencia dress catches the light with every step. This floral sequin mermaid gown features a soft cowl neckline, delicate straps, and an open back silhouette that feels equal parts polished and alluring.

    Fit & Features

    • Sequin mesh-lined fabric with floral beading
    • Cowl neckline, spaghetti straps
    • Open back detail with crisscross straps
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, bridesmaids, engagement parties, fancy brunches, garden parties, formal celebrations, anniversaries, vacations, honeymoons, cocktail soirees, summer galas

    Style Number/Barcode: 05002-000814

    Category Name: $20 & Under Sale

    Price: $49.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layers of Luxe Teardrop Cubic Zirconia Necklace

    Instantly elevated—this layered chain necklace shines with mixed textures and a delicate teardrop pendant that adds just the right touch of glam. Perfect for stacking with more chains or letting it shine solo.

    Fit & Features

    • Three-row design
    • Mixed layered chains
    • Teardrop cubic zirconia pendant
    • Lobster clasp closure with extender

    Style Number/Barcode: 07002-000118

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl Vibe Faux Leather Shoulder Bag

    This bag? She’s a whole vibe. With sleek metal details and a versatile strap, it’s the ultimate plus-one for nights out or everyday slay. Roomy enough for your essentials, chic enough for your fit check.

    Fit & Features

    • Detachable and adjustable shoulder strap
    • Front flap closure with metal trim detail
    • Snap button closure
    • Top zipper closure
    • Spacious interior
    • Smooth faux leather exterior

    Style Number/Barcode: 07203-000038

    Category Name: $20 & Under Sale

    Price: $28.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Misbehavin’ Camouflage Baseball Cap

    This "Misbehavin’" cap brings a playful attitude with bold embroidered lettering and a camouflage brim that gives it that cool country rebel vibe. Pair with your favorite looks for any plans.

    Fit & Features

    • "Misbehavin'" embroidered script
    • Camouflage print brim
    • Baseball cap silhouette
    • Adjustable snap back closure

    Style Number/Barcode: 07302-000238

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Birthday Glow Pearl Headband

    Because every birthday girl deserves a crown moment. This faux pearl Happy Birthday headband is the cutest way to top off your party look and shine all night!

    Fit & Features

    • Faux pearl embellished
    • Happy Birthday lettering
    • Sleek metal band

    Style Number/Barcode: 07006-000088

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Hour Halter Bodycon Midi Dress

    Sculpted, sleek, and a little spicy—this halter midi dress brings the heat with a keyhole cutout and body-hugging ruching. Perfect for bridal celebrations, birthdays, or a dressy date night!

    Fit & Features

    • Stretchy knit mesh fabric with lining
    • Halter neckline with hardware trim, keyhole cutout
    • Ruched bodycon silhouette
    • Back zipper and hook-eye closure
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000664

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed Hours Leopard Lace Halter Mini Dress

    Bold moves only. This leopard mesh mini dress brings the drama with a plunging lace halter neckline and cutout details that don’t wait for permission.

    Fit & Features

    • Leopard-printed mesh fabric, sewn-in knit lining
    • Plunging halter V-neckline
    • Lace trim detail
    • O-ring bar front accent
    • Open back design
    • Ruched mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000686

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twice The Shine Double Hoop Earrings

    One hoop is cute, but two? Iconic. These double hoop earrings are the ultimate upgrade for your ear game—effortlessly bold, endlessly wearable.

    Fit & Features

    • Chunky double hoop design
    • Omega closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-000031

    Category Name: $20 & Under Sale

    Price: $9.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rosaline Sequin Open Back Formal Dress

    Special Occasion

    When the spotlight hits, the Rosaline dress does the rest. Designed with a geometric sequin pattern, a sculpted mermaid silhouette, and a daring front slit, this gown delivers high-impact shine with a sleek, confident edge that feels made for a grand entrance.

    Fit & Features

    • Allover geometric sequin embellishment, mesh-lined fabric
    • V-neckline with tank-style straps, padded bra cups
    • Criss-cross open back, hidden zipper with hook-eye closure
    • Fitted mermaid silhouette
    • High front slit
    • Floor length hem
    • Runs true to size

     

    Where to Wear:

    Prom, black tie gala, wedding, red carpet awards, milestone birthday party, formal celebrations, anniversaries

    Style Number/Barcode: 05002-001053

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Shine Rhinestone Cuff Bracelet

    Minimal but make it glam—this rhinestone cuff bracelet wraps your wrist with sleek shine and a touch of sparkle. It’s the kind of piece that takes any look from simple to luxe in seconds.

    Fit & Features

    • Rhinestone-embellished trim
    • Wrapped cuff style

    Style Number/Barcode: 07003-000093

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Glam Cutout Halter Mini Dress

    The mini dress features a paisley burnout pattern, a sleeveless halter neckline with a draped cowl bust, halter neck ties for an adjustable fit, an asymmetrical waist cutout accented with an O-ring, and a ruffled hanky hem trim. Complete night out outfit with chrome heels. 

    Fit & Features

    • Smooth knit fabrication
    • Halter cowl neckline
    • Halter neck ties
    • Asymmetrical waist cutout with o-ring
    • Ruffled hanky trim at the hem
    • Paisley burnout pattern
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05103-5968

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot Weather Favorite Bikini Bottoms

    Sun out, confidence on. These bikini bottoms keep it clean and flattering with a barely there fit that feels effortless from shoreline walks to all-day lounging. 

    Shop The Matching Bikini Top: Hot Weather Favorite String Bikini Top

    Fit & Features

    • Smooth swim fabric with a soft stretch feel
    • Hoop inserts
    • Minimal coverage
    • Runs true to size
    • Returns are not accepted without the hygienic liner

    Style Number/Barcode: 07105-000024

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzling Elegance Necklace And Earrings Set

    This elegant necklace and earrings set features sparkling rhinestones that capture and reflect light with brilliance while adding the perfect complement to your formal dress.

    Fit & Features

    • Necklace and earrings set
    • Rhinestone lariat necklace, lobster clasp closure
    • Rhinestone linear earrings, post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07002-000029

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Trouble Snake Chain Lariat Necklace Set

    Two chains, one goal—steal the spotlight. This snake chain lariat necklace set is your new go-to for stacking drama and drip, whether you’re out for dinner or just feelin’ yourself in selfies.

    Fit & Features

    • Two-pack necklace set
    • Short snake chain
    • Longer snake chain, triangle-shaped center accent, long lariat design
    • Back lobster clasp closures with extenders

    Style Number/Barcode: 07002-000026

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Plans Faux Leather A-Line Romper

    Plans came up and you’re already ready. This faux leather romper is smooth and fitted on top with a flirty A-line skirt that brings chic movement, perfect for nights out or last-minute invites.

    Fit & Features

    • Faux leather fabric with a smooth finish and high stretch
    • Sleeveless square neckline with tank shoulder straps
    • Side waist tie detail
    • Pleated mini skirt overlay, A-line fit
    • Romper silhouette with built-in hidden shorts
    • Runs true to size

    Style Number/Barcode: 06503-000124

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Talk Chiffon Flutter Sleeve A-Line Mini Dress

    Soft, sweet, and already on your weekend mood board. This chiffon A-line mini dress features short flutter sleeves and a ruched sweetheart neckline that hugs just right—perfect for brunch, birthdays, and every RSVP that pops up last minute.

    Fit & Features

    • Sheer chiffon fabric with lining
    • Sleeveless sweetheart neckline, ruched bust
    • Short ruffled flutter sleeves, adjustable back straps
    • Open lace-up back design, tie closure
    • Mini-length hem, fitted A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000934

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hotter Than Ever Baseball Cap

    Say less, wear more confidence. This embroidered hat finishes off casual looks with an effortless attitude that feels intentional, not try-hard.

    Fit & Features

    • Soft cotton fabric with structured feel
    • Classic baseball cap silhouette
    • Curved brim for everyday wear
    • Front embroidered Hotter Than Ever text
    • Adjustable back strap

    Style Number/Barcode: 07302-000232

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sapphire Shine Necklace And Earrings Set

    A little sparkle, a lot of drama. This rhinestone necklace and earring set stuns with blue gemstones framed by radiant rhinestone trim—made to shine under the lights.

    Fit & Features

    • Necklace and earrings set
    • Rhinestone trim
    • Colored gemstone insets
    • Necklace has a lobster clasp closure
    • Earrings have a post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07002-000244

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Stunner Grommet Trim Mini Skort

    Unleash your inner fashionista in this faux leather skort for a day or a night out! The high-rise waist flatters your figure while the bodycon fit showcases your curves while the grommet trim along the mini-length hem adds that edgy touch you've been craving.

    Fit & Features

    • Faux leather fabric, shorts lining
    • High-rise waist, belt loop accents
    • Hidden front hook-eye and zipper closure
    • Bodycon silhouette
    • Grommet trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 06403-000016

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetly Sculpted Floral Mesh Midi Dress

    A dress that knows how to flirt back—soft mesh, blooming prints, and a cowl neckline that moves with a little drama. The wrap detail and curve-hugging skirt follow your shape just right, making this your go-to for nights when you want a look that feels effortless yet unforgettable.

    Fit & Features

    • Floral print, mesh-lined fabric, moderate stretch
    • Cowl neckline, padded bra cups
    • Spaghetti straps
    • Wrap cinched bodice accent
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000770

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Sky Statement Necklace

    A bold turquoise pendant gives this necklace effortless Western charm. The vibrant stone and surrounding accents create a striking focal point that feels both rustic and polished. 

    Fit & Features

    • Statement colored stone pendant
    • Chain design
    • Lobster clasp closure

    Style Number/Barcode: 07002-000408

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale