$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.

  • 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
  • Cecelia Glitter Sequin A-Line Ball Gown

    Special Occasion

    Cue the slow turn—The Cecelia gown was made for that effortless entrance that lingers long after you’ve crossed the room. Designed in glitter mesh with an allover glitter sequin pattern, this A-line silhouette features a sculpted sweetheart neckline and lace-up back for a polished, romantic finish worthy of any formal night.

    Fit & Features

    • Glitter sequin pattern, mesh fabric, tulle and satin, woven linings
    • Sweetheart neckline, padded bra cups, spaghetti straps
    • Lace-up back design, hidden zipper and hook-eye closure
    • Hidden side pockets
    • A-line floor-length silhouette with full skirt
    • Runs true to size

     

    Where to Wear:

    Prom, galas, black tie military balls, awards banquets, pageants, sorority formals, graduation balls, big birthday events, sweet sixteens, quinceañeras 

    Style Number/Barcode: 05005-000019

    Category Name: $20 & Under Sale

    Price: $49.97 $229.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Artistry Halter Cutout Top

    This top is what happens when your outfit plans get ambitious. With a halter neckline, bold cutouts, and bead details that pull it all together, this abstract moment was made for nights that start with dinner and end wherever you decide.

    Fit & Features

    • Smooth stretch fabric with abstract print
    • Halter neckline with open back
    • Triple front cutouts with bead accents
    • Fitted silhouette with pointed hem
    • Runs true to size

    Style Number/Barcode: 06001-000312

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Night Out Vibe Zebra Print Chainmail Halter Top

    Not subtle. Not supposed to be. This zebra-print chainmail halter top skims with a low cowl neckline and open back, finishing in an angled hanky hem that hits different with denim or leather for your next night out.

    Fit & Features

    • Zebra print chainmail material
    • Sleeveless low cowl neckline
    • Halter tie-back spaghetti straps
    • Open back, lower tie-back spaghetti straps
    • Angled front hanky hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-000273

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: TURQUOISE

    Available Size: M, L

    Product Badge:
    • Sale
  • Melissa Corset Tulle A-Line Ball Gown

    Special Occasion

    Designed to feel nothing short of breathtaking, the Melissa ball gown brings a sense of grandeur to every entrance. Layers of airy tulle flow from a sculpted corset bodice adorned with rhinestones, applique, and gemstone detailing, creating a look that feels regal, romantic, and unforgettable.

    Fit & Features

    • Soft tulle fabric with knit lining
    • Corset bodice with rhinestone, applique, and gemstone detailing, padded bra cups
    • Sweetheart neckline, spaghetti straps
    • Lace up back, hidden zipper and hook-eye closure
    • High front slit
    • A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, formal balls, galas, black tie celebrations, sweet sixteen, milestone birthday events, formal award ceremonies, elegant red-carpet occasions

    Style Number/Barcode: 05005-000048

    Category Name: $20 & Under Sale

    Price: $49.97 $239.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Olivia Beaded Floral Mermaid Formal Dress

    Special Occasion

    Plucked fresh from the garden, the Olivia beaded gown is made for elegant moments that feel beautifully elevated. A strapless neckline, garden floral pattern, and a sculpted mermaid floor-length hem come together with a sleek bar back detail for a look that feels polished from every angle.

    Fit & Features

    • Garden floral pattern with intricate beaded detailing
    • Strapless neckline 
    • Bar back design
    • Mermaid silhouette with a floor-length hem
    • Runs true to size

     

    Where to Wear:

    Outdoor and indoor weddings, black tie receptions, spring galas, formal school dances, destination celebrations, engagement parties, rehearsal dinners, bridal celebrations, milestone events, baby showers

    Style Number/Barcode: 05002-001097

    Category Name: $20 & Under Sale

    Price: $19.97 $169.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Fantasy Sequin A Line Mini Dress

    Bring the sparkle and the romance—this floral sequin strapless mini dress shines from every angle with a lace-up back and flirty A-line silhouette. Perfect for parties, formal dances, and every unforgettable look out on the town!

    Fit & Features

    • Floral sequin pattern, mesh-lined fabric, stretchy
    • Strapless tube neckline
    • Lace-up back, lower zipper and hook-eye closure
    • A-line fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000676

    Category Name: $20 & Under Sale

    Price: $9.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetheart Ruffle Lace Up Skater Dress

    Soft, sweet, and a little sultry—this skater dress charms with flirty off-shoulder ruffles and a lace-up back. The fitted bodice flows into a twirl-worthy skirt, making it perfect for date nights or daytime parties.

    Fit & Features

    • Chiffon-lined fabric
    • Cold shoulder sweetheart neckline, ruffled trim
    • Halter spaghetti strap
    • Lace-up back design
    • Fitted bodice with corset detailing
    • Skater short-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000676

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fave Fit Low-Rise Hot Shorts

    These low-rise hot shorts bring just enough attitude for your fave fits. The form-hugging silhouette keeps everything snatched and styled, whether you’re dressing them up with heels or keeping it effortless on the go.

    Fit & Features

    • Woven fabric
    • Low-rise waist, belt loops
    • Front closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06303-000042

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Sale
  • City Lights Corset Denim Mini Dress

    Meet your after-dark essential—flirty, fitted, and ready for the spotlight. This lace up denim mini is the ultimate cool-girl piece to take you from golden hour snaps to rooftop cocktails.

    Fit & Features

    • Structured denim fabrication, knit panty lining
    • Strapless sweetheart neckline
    • Back zipper and hook-eye closure
    • Corset-like bodice
    • Lace up corset front detail
    • Flared skater hem, mini length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000756

    Category Name: $20 & Under Sale

    Price: $52.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Effortless Shine Rhinestone Necklace

    Sleek, sparkly, and made to catch the light. This rhinestone lariat necklace brings an elegant shimmer with a cascading drop design—perfect for low necklines and formal looks.

    Fit & Features

    • Rhinestone accents
    • Layered chain with delicate beading
    • Cascading lariat style
    • Lobster clasp closure

    Style Number/Barcode: 07002-000251

    Category Name: $20 & Under Sale

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunkissed Energy Beaded Bikini Bottom

    Booked, busy, and already by the pool. This bikini bottom brings the vibe with an adjustable side tie and statement bead details that instantly upgrade your swim rotation.

    Shop Matching Top: Sunkissed Energy Beaded Bikini Top

    Fit & Features

    • Knit-lined fabric
    • Adjustable side ties with beads
    • Cheeky fit
    • Runs true to size
    • Returns are not accepted without the hygienic liner

    Style Number/Barcode: 07105-000052

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: ORANGE

    Available Size: L

    Product Badge:
    • Sale
  • Kenzie Floral Formal Dress With Bag

    Special Occasion

    The Kenzie satin gown brings an effortless kind of glamour with its floral print and curve-skimming mermaid silhouette. The detachable spaghetti straps and matching clutch bag make it the kind of look that feels polished from ceremony to champagne toast.

    Fit & Features

    • Floral print, satin fabric, sewn-in short knit lining
    • Square neckline, padded bra cups
    • Detachable and adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Mermaid sheer mesh floor-length silhouette
    • Runs true to size
    • Includes a matching clutch bag with a drawstring closure

     

    Where to Wear:

    Weddings, black tie galas, engagement photoshoots, anniversaries, vacations, honeymoons, destination celebrations, fancy garden parties, big birthday events, fashion-forward occasions

    Style Number/Barcode: 05002-001153

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, PRINT, PRINT-2

    Available Size: XXS, XS, S, M, L

    Product Badge:
    • Sale
  • Faithfully Chic Cross Necklace

    A little bit timeless, a little bit trendsetter — this necklace brings a warm golden glow to every fit. Designed with a delicate bead-detailed chain and a dainty cross drop charm, it layers effortlessly with your everyday pieces or stands alone for a subtle, spiritual moment.

    Fit & Features

    • Rosary-style necklace design
    • Gold-tone beaded chain
    • Dainty drop lariat silhouette
    • Textured cross charm pendant
    • Lobster clasp closure
    • Lightweight feel

    Style Number/Barcode: 07002-000229

    Category Name: $20 & Under Sale

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Shimmer Cowboy Hat

    A little country, a little shiny, exactly how we like it. This shimmer cowboy hat adds the perfect finishing touch for concerts, bachelorette weekends, and country bars.

    Fit & Features

    • Classic cowboy hat silhouette
    • Wide curved brim
    • Shimmer material

    Style Number/Barcode: 07302-000295

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale