$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.

  • Who's That Girl Rhinestone Chain Bra

    Who's that girl? It's you looking stunning in this bra perfect for festivals or Vegas! Featuring a sweetheart neckline, adjustable spaghetti straps, a padded underwire bra top with rhinestone and faux pearl pattern, cascading rhinestone strands that are detachable, and back hook and eye closures. Complete the look in a sultry mid-rise mini skirt.

    Fit & Features

    • Sweetheart neckline, adjustable spaghetti straps
    • Padded and underwire bra top
    • Rhinestone and faux pearl patterns on cups
    • Cascading and detachable rhinestone strands
    • Back hook and eye closures
    • Lined smooth woven fabric
    • Runs true to size

    Style Number/Barcode: 06003-2165

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On Deck Carpenter Cargo Denim Jeans

    Get your streetwear style on deck! Kick it in these cool carpenter denim jeans featuring a high-rise waist, wide-leg silhouette, utility-inspired cargo six-pocket styling, and are composed of non-stretch denim fabric. Complete the look in a corset top for a day out with friends!

    Fit & Features

    • High-rise waist
    • Wide-leg silhouette
    • Utility cargo six-pocket styling
    • Front button and hidden zipper closure
    • Belt loop accents
    • Non-stretch denim fabric
    • Runs true to size

    Style Number/Barcode: 06602-0409

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dripping In Glamour Rhinestone Choker

    You'll be dripping in glamour in this luxe rhinestone choker necklace! It features a chic embellished cutout design with a cascading rhinestone drop design. Style with stud earrings for all the more sparkle.

    Fit & Features

    • Embellished cutout design
    • Rhinestone drop design
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1294

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Own Your Shine Rhinestone Strap Midi Dress

    Own your shine girl! Capture the attention in this metallic midi dress featuring a sleeveless cowl neck, rhinestone straps, and a bodycon silhouette. Style with strappy rhinestone heels to complete the look for birthdays or cocktail parties!

    Fit & Features

    • Sleeveless cowl neck
    • Rhinestone straps
    • Bodycon silhouette
    • Midi-length hem
    • Metallic knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2246

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Mart Chiffon Skater Dress

    Always look like you've just come from somewhere with flowers! This breezy ditsy floral skater dress embodies every girl's favorite thing about spring. It features sheer 3/4 length sleeves with elastic cuffs, a sweetheart neck with a bust tie and keyhole, a smocked back, and a flowy fit and flare short-length hem. Complete the look in platform wedges.

    Fit & Features

    • Sheer 3/4 length sleeves, elastic cuffs
    • Sweetheart neck, bust tie, and keyhole
    • Smocked back
    • Skater silhouette, short-length hem
    • Ditsy floral print
    • Chiffon fabric with lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2161

    Category Name: $20 & Under Sale

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet As Can Be Lace Midi Dress

    Look and feel sweet as can be in this lace midi dress for a chance at romance! Features adorable short puff sleeves, a sweetheart neckline, a form-hugging silhouette, a flirty front slit, and a slight flare hem. Style with heeled sandals for a cute look for day dates and brunch!

    Fit & Features

    • Short puff sleeves
    • Sweetheart neckline
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Front slit, slight flare midi-length hem
    • Lace fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2020

    Category Name: $20 & Under Sale

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Stroll Ditsy Floral Midi Dress

    Take a springtime stroll in this adorable ditsy floral midi dress! Featuring a square neckline, short puff sleeves, a midi-length hem with a front slit, and a flowy A-line silhouette, this dress is perfect for weekend plans. The ditsy floral printed woven fabric includes a short knit lining. Style with sandals for a date with your special someone.

    Fit & Features

    • Square neckline
    • Short puff sleeves, elastic cinched hems
    • Smocked back panel, hidden side zipper
    • Midi-length hem, front slit, A-line silhouette
    • Ditsy floral print
    • Woven fabric, short knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1985

    Category Name: $20 & Under Sale

    Price: $5.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Me Dancing Satin Tie-Back Dress

    They can catch you dancing in this satin mini-dress at the club! It features a sleeveless square neck, spaghetti straps, a front, and back cutout with tie closure, and a bodycon silhouette. The dress is composed of lined satin fabric with minimal stretch. Complete the look in platform heels.

    Fit & Features

    • Sleeveless square neck, spaghetti straps
    • Front and back cutout
    • Tie-back closure
    • Bodycon silhouette
    • Mini-length hem
    • Lined satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4794

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aubrielle High Slit Velvet Sequin Formal Dress

    Special Occasion

    Give off those glam girl vibes in the gorgeous Aubrielle velvet sequin formal dress! She features a sleeveless V-neckline, adjustable spaghetti straps, a floor-sweeping hem with a thigh-high front slit, and an A-line silhouette. The lined velvet fabric showcases all-over sequin embroidery with a stunning iridescent hue sure to catch everyone's eye. Style with rhinestone hoop earrings for your next dance.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Floor-length hem, high front slit, A-line silhouette
    • Iridescent sequin embroidery
    • Velvet fabric, full knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-5606

    Category Name: $20 & Under Sale

    Price: $29.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keria Formal Glitter Lace Mermaid Dress

    Special Occasion

    The second you enter the room, you'll steal all the glances in the breathtaking Keria formal glitter lace mermaid dress that will have you radiating beauty all night long. She features a sleeveless sweetheart neckline with lined and padded cups, a sheer mesh bodice with flexible boning to give the illusion of a corset design, adjustable spaghetti straps, and a hidden back zipper closure. Her fitted high waist leads to a hip-hugging fit with a floor-length mermaid silhouette. The partially lined mesh fabric features a glitzy glitter lace design that cascades down the length of the dress and will catch the light beautifully. Complete your outfit with rhinestone statement earrings for a stunning look for prom or any fancy soiree.

    Fit & Features

    • Sleeveless sweetheart neckline, lined and padded cups
    • Sheer mesh bodice, flexible boning, corset illusion
    • Adjustable spaghetti straps, hidden back zipper, hook and eye closure
    • Fitted high waist, hip-hugging fit, floor-length mermaid silhouette
    • Glitter lace design down the length of the dress
    • Sheer mesh fabric, knit skirt lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05005-0090

    Category Name: $20 & Under Sale

    Price: $109.97 $239.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Connie Formal Velvet One-Shoulder Dress

    Special Occasion

    Soft, luxe velvet crafts the Connie formal dress to make a flawless appearance on bridesmaids and dressy events! She features a sleeveless one-shoulder neckline, a wide shoulder strap, a pleated bodice, and a form-hugging asymmetrical long hem with a sexy high-side slit. The formal dress is composed of velvet fabric with a stretchy knit lining and moderate stretch. Style with a chic clutch and earrings to complete the look.

    Fit & Features

    • Sleeveless one-shoulder neckline, wide shoulder strap
    • Back zipper and hook-eye closure
    • Pleated bodice
    • Form-hugging, high-side slit, asymmetrical long hem
    • Luxe velvet fabric, knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7128

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Daze Eyelet Tie Mini Dress

    If you've got sunshine on your mind, this eyelet mini dress is the one you want for those warmer days ahead. Featuring an off-the-shoulder ruffle neckline, short sleeve cuffs and spaghetti straps, a bust tie front design, and a bodycon silhouette. Complete the look in cute sandals for a family picnic!

    Fit & Features

    • Off-the-shoulder ruffle neckline
    • Short sleeve cuffs, spaghetti straps
    • Bust tie front design
    • Bodycon silhouette
    • Mini-length hem
    • Eyelet knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4908

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nayeli Formal Crepe A-Line Long Dress

    Special Occasion

    Dare to stand out in the Nayeli formal dress as a bridesmaid or wedding guest! She features an elegant off-the-shoulder sweetheart neckline, a pleated waist, and an A-line form-hugging long silhouette with a flirty ruffled slit. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style this long dress with a rhinestone clutch and heels to complete the look!

    Fit & Features

    • Off-the-shoulder sweetheart neckline
    • Back zipper and hook-eye closure
    • Pleated waist, A-line form-hugging silhouette
    • Ruffled slit, long-length hem
    • Lined crepe fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-3619

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Short And Flirty Cutout Mini Dress

    Show some leg. Get flirty tonight in this mini dress featuring a sleeveless one-shoulder neckline, tank-style strap, side waist cutout with strap detailing, and a bodycon silhouette. Complete the look in a sparkly ring set and heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank-style strap
    • Side waist cutout with strap detailing
    • Bodycon silhouette
    • Mini-length hem
    • Partially lined, knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4876

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daria Lace Back A-Line Ball Gown

    Special Occasion

    Gracefully glide into the night in the Daria ball gown designed to shine at formal dances, black-tie events, and charity auctions! She features a sleeveless square neck, adjustable spaghetti straps for a customizable fit, a lightly padded bust, and a romantic lace-back panel. Her empire waist seam leads to the flattering A-line silhouette with hidden side pockets to keep your hands warm and a sultry asymmetrical floor-length hem with a high-cut front slit. The ball gown is composed of a shimmery knit fabric with a stretchy knit lining. Style with a bracelet and hair barrette to complete the look! 

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Lightly padded bust, bra optional
    • Lace back panel, zipper and hook-eye closure
    • Empire waist seam, hidden side pockets, A-line silhouette
    • Asymmetrical high-cut front slit, floor-length hem
    • Shimmer knit fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05002-3331

    Category Name: $20 & Under Sale

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Deb Formal Satin Chain Strap Dress

    Special Occasion

     You'll look oh-so-special in the Deb formal dress flaunting peaks of skin perfect for a dressy dinner date or cocktail party! She features a sleeveless square neckline, chain straps, a form-hugging silhouette, and a sultry high-cut side slit and long hem. The formal dress is composed of a silky satin-lined fabric with minimal stretch. Style with stiletto heels to complete the look!

    Fit & Features

    • Sleeveless square neckline, chain straps
    • Form-hugging silhouette
    • High-cut side slit
    • Long hem
    • Lined satin fabric, minimal stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7112

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • As If Moment Tweed Fitted Shorts

    Have your iconic as-if moment looking major in these 90s-inspired tweed fitted shorts featuring a high-rise waist, a back zipper closure, a form-hugging fit, and a chic plaid pattern. Style with the matching blazer to complete the look!

    Shop Matching Blazer: As If Moment Tweed Crop Blazer

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Form-hugging fit
    • Plaid pattern
    • Woven tweed fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0272

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spring Break Vibes Wide-Leg Pants

    This trendy retro print pant radiates spring break vibes! It features a high-rise waist, wide-leg silhouette, and an all-over eye-catching marble print pattern. The pleated chiffon fabric has a full knit lining. Style with the matching tops.

    Shop Matching Tops: Spring Break Vibes Pleated Bra TopSpring Break Vibes Pleated Button-Down Top

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Wide-leg silhouette
    • Marble print pattern
    • Pleated chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0557

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Break Vibes Pleated Bra Top

    This trendy retro print bra top radiates spring break vibes! It features a sleeveless V-neckline, a padded bust, adjustable spaghetti straps, a fitted cropped hem, and an all-over eye-catching marble print pattern. The pleated chiffon fabric has a full knit lining. Style with the matching button-down top.

    Shop Matching Top and Pants: Spring Break Vibes Pleated Button-Down TopSpring Break Vibes Wide-Leg Pants

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Adjustable spaghetti straps
    • Back elastic strap with hook and eye closures
    • Fitted cropped hem
    • Marble print pattern
    • Pleated chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2063

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Break Vibes Pleated Button-Down Top

    This trendy retro print button-down top radiates spring break vibes! It features a collared neckline, long sleeves with a single button detail, a complete button-down front, a mid-length hem with a relaxed fit, and an all-over eye-catching marble print pattern. The pleated chiffon fabric is semi-sheer with a lightweight feel. Style with the matching bra top.

    Shop Matching Top And Pants: Spring Break Vibes Pleated Bra TopSpring Break Vibes Wide-Leg Pants

    Fit & Features

    • Collared neckline
    • Long sleeves, single button detail
    • Button-down front
    • Mid-length hem, relaxed fit
    • Marble print pattern
    • Pleated chiffon fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2064

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe And Lavish Rhinestone Bracelet

    This sparkly embellished bracelet will bring the luxe and lavish vibes to your formal look! It features three rows of elegant baguette rhinestones outlined with mini rhinestones and includes an adjustable chain with a lobster clasp closure. Style with a sleek satin clutch.

    Fit & Features

    • Three rows of baguette rhinestones
    • Mini rhinestone outline
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07003-0378

    Category Name: $20 & Under Sale

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Martha Formal Satin Mermaid Long Dress

    Special Occasion

    Martha is ready for her close-up on bridesmaids or for a fancy cocktail event! She features a sleeveless scoop neckline, a ruched and padded bust, spaghetti straps that lace up along the open back, a lower ruched seam to accentuate your curves, and a form-hugging mermaid silhouette that effortlessly flares into the floor-length hem. The formal dress is composed of a smooth satin-knit fabric with a subtle sheen perfect for bringing the chic allure! Style with earrings and a beaded clutch to complete the look.

    Fit & Features

    • Sleeveless scoop neckline, ruched and padded bust
    • Spaghetti straps, back hook and eye closure
    • Strappy lace-up open-back design
    • Back lower ruched seam and zipper closure
    • Form-hugging, mermaid silhouette, floor-length hem
    • Smooth satin-knit fabric, mini-length knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-3023

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mesmerizing Beauty Gemstone Earrings Set

    Mesmerize them with your enchanting beauty in this stunning gemstone earrings set! It features six pairs of earrings, including three pairs of huggie hoops with gemstone and rhinestone embellishments in varying drop designs, and three pairs of gemstone and rhinestone studs. Style this sparkly set with a dainty necklace.

    Fit & Features

    • Six-pack earring set
    • Three pairs of huggie hoops, varying drop designs
    • Three pairs of stud earrings
    • Gemstone and rhinestone embellishments
    • Post-back closures


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

    Style Number/Barcode: 07001-1481

    Category Name: $20 & Under Sale

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistible Invite Cutout Party Dress

    You'll be invited to every party and club night with a mini dress that grabs all the attention! It features a sleeveless square neck, adjustable spaghetti straps, a sexy cutout waist, and a bodycon silhouette. The dress is designed with faux pearl and rhinestone embellishments on mesh fabric. Complete the look in platform heels. 

    Fit & Features

    • Sleeveless square neck
    • Adjustable spaghetti straps
    • Cutout waist
    • Bodycon silhouette, mini-length hem
    • Faux pearl and rhinestone embellishments 
    • Sheer mesh fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4665

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale