$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.

  • Liquid Glow Molten Wave Statement Earrings

    Soft curves with a bold attitude. These molten wave studs bring fluid texture and sculptural shine that makes even a low-effort outfit feel styled.

    Fit & Features

    • Molten textured metal with polished finish
    • Circular statement stud silhouette
    • Sculpted wave design for dimensional shine
    • Post back closure

     

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

    Style Number/Barcode: 07001-000286

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SILVER

    Available Size: NS

    Product Badge:
    • Sale
  • Heartline Rectangle Phone Grip

    A heart you won’t stop reaching for—this rectangle phone grip keeps your device secure while adding a touch of sweetness to your everyday scroll. Perfect for mirror pics, on-the-go snaps, and those “I’m definitely multitasking” moments.

    Fit & Features

    • Adhesive silicone phone grip
    • Heart-shaped accent detail
    • Easy grip for secure hold
    • Compatible with most devices

    Style Number/Barcode: 07308-000091

    Category Name: $20 & Under Sale

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Angles Textured Hoop Earrings

    Minimal effort, maximum polish. These textured hoop earrings add just enough shine and detail to make your everyday fit feel styled in seconds.

    Fit & Features

    • Polished construction
    • Medium hoop silhouette
    • Textured etched front detail
    • Post back closure

     

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

    Style Number/Barcode: 07001-000332

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tied And Tempting Stiletto Lace-Up Heels

    A little flirt, a lot of confidence. These lace-up heels feature a sleek thong style and wraparound ankle ties that lengthen the leg with a refined stiletto finish—perfect for elevating your favorite looks.

    Fit & Features

    • 4" Stiletto heel
    • Square toe
    • Statement front panel with thong toe style
    • Wraparound, lace-up ankle straps
    • Brown is faux suede material
    • Gold is faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000620

    Category Name: $20 & Under Sale

    Price: $38.90

    Availability: In Stock

    Available Color: GOLD, BROWN

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Delightful Duo Halter Polka Dot Crop Top

    Look and feel so delightful in this polka dot halter crop top for an effortlessly poised look for brunch or parties! Pair with the matching skirt.

    Fit & Features

    • Polka dot print, woven-lined fabric
    • Halter neckline, lace trim, spaghetti strap tie, metal insert
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Flexible boning
    • Fitted crop hem
    • Runs true to size

     

    Shop The Matching Skirt: Delightful Duo Polka Dot Ruffle Skirt

    Style Number/Barcode: 06003-2747

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Sweet Spur Floral Cowboy Hat

    Western, but make it flirty. This tea-stained straw cowboy hat features a feminine floral band with soft embroidery detailing for the perfect mix of rugged and romantic. Top off your look for festivals, concerts, and bachelorettes!

    Fit & Features

    • Straw material
    • Wide curved brim with floral embroidery, tea-stained finish
    • Floral embroidered band and beaded designs
    • Tea-stained finish top

    Style Number/Barcode: 07302-000310

    Category Name: $20 & Under Sale

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Notes Rose Mesh Maxi Skirt

    Soft, romantic, and impossible to ignore—this skirt feels like a handwritten note you keep rereading. The rose print and fluid maxi length skim your curves for date night.

    Shop Matching Top: Love Notes Rose Strapless Mesh Corset

    Fit & Features

    • Sheer mesh fabrication, knit lining
    • Mid-rise waist
    • Contrasting rose pattern
    • Fitted bodycon silhouette
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 06501-000109

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Shine Rhinestone Denim Vest

    All eyes, no effort—this vest does the work for you. This rhinestone denim vest brings a sculpted, tailored fit with just enough sparkle to take you from casual plans to concerts or festivals!

    Shop Matching Bottoms: Glam Moment Rhinestone Denim Mini Skort

    Fit & Features

    • Denim fabric with rhinestone embellishment
    • Fitted vest silhouette
    • V-neckline with button-up front
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06203-000039

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM

    Available Size: S, M

    Product Badge:
    • Sale
  • Weekend Classic Americana Crochet Sweater

    Cue the backyard invites and rooftop sunsets. This Americana crochet sweater brings that laidback cool with its airy knit and American flag graphic—perfect for tossing over denim cutoffs or a bikini when the night cools down.

    Fit & Features

    • Open crochet knit fabric
    • Wide crew neckline
    • Long sleeves
    • Front American flag graphic
    • Mid-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-000347

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easy Goes With Everything Thong Sandals

    The pair you grab without thinking—because they always work. These thong sandals keep it clean and minimal with a sleek silhouette that slides effortlessly into everyday plans, from coffee runs, casual plans, or sunset walks on vacation.

    Fit & Features

    • Sleek square toe
    • Thong strap
    • Flat sole designed for everyday comfort
    • Slip-on silhouette for easy on and off
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-000056

    Category Name: $20 & Under Sale

    Price: $9.97 $15.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GREEN, RED

    Available Size: 5.5, 6, 6.5, 7.5, 7

    Product Badge:
    • Sale
  • Seaside Rodeo Shell Cowboy Hat

    Coastal cowgirl is calling. This woven straw cowboy hat features a shell-trim band with subtle rope detail, giving beachy energy with a western twist—perfect for vacations, festivals, or sunny day styling.

    Fit & Features 

    • Seashell trimmed band with string tie
    • Wide curved brim
    • Classic cowboy hat silhouette
    • Straw material

    Style Number/Barcode: 07302-000313

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Escape Straw Cowboy Hat

    Easy, effortless, and made for sun-soaked days. This woven straw cowboy hat features a breezy open weave and a braided tie with fringe detail for that laid-back western vibe that goes from beach to festival without missing a beat.

    Fit & Features

    • Straw material
    • Structured cowboy hat silhouette
    • Open weave design
    • Braided tie detail with fringe ends
    • Curved wide brim
    • Adjustable inner strings for a snug fit

    Style Number/Barcode: 07302-000311

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Angles Layered Hoop Earrings

    Bold, but make it wearable. These layered hoop earrings stack texture and shine for an instant pulled-together look that works from coffee runs to late-night plans.

    Fit & Features

    • Triple hoop design with layered design
    • Metal finish
    • Textured rope and smooth band detailing
    • Chunky silhouette with sculpted shape
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000330

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SILVER

    Available Size: NS

    Product Badge:
    • Sale
  • Lace It Up Stiletto Booties

    Warning: these are not background shoes. These lace-up stiletto pointed toe booties serve legs, attitude, and just the right amount of drama for nights out, birthday fits, and content-worthy exits.

    Fit & Features

    • 4” stiletto heel, 7” leg opening, 4.5” shaft
    • Pointed-toe
    • Lace-up open front detail
    • Back zipper closure
    • Black: sheer mesh/patent leather material
    • Denim: denim material
    • Runs true to size

    Style Number/Barcode: 07403-000058

    Category Name: $20 & Under Sale

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM, BLACK

    Available Size: 6, 6.5, 7, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Stepping Up Bow Strap Platform Heels

    A flirty lift that does the most—these platform heels are serving confidence on every step. The trendy bow detail and sky-high shape make them your go-to when you want all eyes on you.

    Fit & Features

    • 4.5" Block heel, platform sole
    • Open almond-shaped toe, bow strap design, thin metal center accent
    • Thin adjustable ankle and heel straps, buckle detail
    • Camel color is faux suede material
    • Black, pink, and emerald colors are velvet material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000450

    Category Name: $20 & Under Sale

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: EMERALD, PINK

    Available Size: 5.5, 6, 7, 7.5, 8, 10

    Product Badge:
    • Sale
  • Untamed Edge Animal Print Crop Top

    Your night-out fit just leveled up. This abstract print mesh crop top brings a sleek, second-skin vibe that’s perfect for layering or wearing solo when you want all eyes on you.

    Shop Matching Bottoms: Untamed Edge Animal Print Shorts

    Fit & Features

    • Sheer mesh fabric, high stretch
    • Abstract print
    • Crew neckline
    • Long fitted sleeves
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 07103-000082

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab With Flair Mini Dress

    This trendy mini dress is fab with all the flair! It features a square neckline, long sleeves unlined chiffon sleeves and a pleated detailing to flatter your curves. The dress is composed of a smocked knit fabric that offers plenty of form hugging stretch. Zipper closure not included.

    Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0224

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glinda V-Neck Bow Lace Mermaid Formal Dress

    Special Occasion

    A sleeveless formal dress features adjustable spaghetti straps, a flattering ribbon bow and lace trim V-neckline, and padded bra cups for support. The mermaid silhouette effortlessly wraps your curves while the floor-length hem adds drama. 

    Fit & Features

    • Lace fabric lined with stretchy knit
    • Ribbon bow lace trim V-neckline
    • Adjustable spaghetti straps
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Mermaid floor-length silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8779

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mylah Rhinestone Mesh One-Shoulder Mini Dress

    Special Occasion

    Dare to captivate with chic glamour in the Mylah formal mini dress crafted with a partially lined airy mesh fabric and glimmering rhinestone embellishments in a bold asymmetric patterned design down the sleeve and at the hem. The dress features a one-shoulder neckline with a sheer long fitted sleeve and a mini-length bodycon silhouette to flaunt your gorgeous curves.

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Sheer mesh fabric with partial knit lining, plenty of stretch
    • Rhinestone embellishments, asymmetric patterned design
    • One-shoulder neckline
    • Sheer long fitted sleeve
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2358

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Glitzy Glitter Velvet A-Line Mini Dress

    Create a luxe glitzy vibe for your night out in this glitter velvet mini dress featuring a sleeveless sweetheart neckline, spaghetti straps, ruching at the bodice and waist, and a short asymmetric hanky hem with an A-line silhouette. Complete the look with rhinestone earrings and metallic heels.

    Fit & Features

    • Glitter velvet fabric with knit bust lining, moderate stretch
    • Sweetheart neckline with padded bust
    • Spaghetti straps
    • Ruched bodice and waist
    • Mini-length asymmetric hanky hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3761

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flattering Look A-Line Ruffled Mini Dress

    This A-line mini dress gives you a flattering look for every social event on your calendar! The V-neckline adds a touch of elegance to this fun, versatile piece. Perfect for a variety of occasions, this dress will keep you looking stylish. Complete the look with dainty earrings.

    Fit & Features

    • Soft model-blend knit fabric, lined, moderate stretch
    • V-neckline
    • A-Line silhouette
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5769

    Category Name: $20 & Under Sale

    Price: $7.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Affair Long Sleeve Ruched Midi Dress

    Make a casual-chic impression in this long sleeve ruched midi dress showcasing a folded off-the-shoulder neckline and a bodycon silhouette. Pair with heels.

    Fit & Features

    • Smooth knit-lined fabrication, moderate stretch 
    • Off-the-shoulder neckline, foldover accent
    • Fitted long sleeves
    • Ruching
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3723

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Niccola Satin Sweetheart Wrap Dress

    Special Occasion

    Bring elegance in a long satin dress with a plunging sleeveless sweetheart neckline with pleated detailing, tank-shoulder straps for additional support, and a pleated wrap silhouette that creates a high-slit illusion. Complete formal outfit with a rhinestone collar necklace set. 

    Fit & Features

    • Lined stretch satin fabrication
    • Sleeveless plunging sweetheart neckline
    • Pleated detailing at the bust
    • Back zipper and hook-eye closure
    • Tank shoulder straps
    • Wrap silhouette
    • Long hem length 
    • Runs true to size

    Style Number/Barcode: 05002-8938

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breanne Strapless Ruffled Back Mermaid Dress

    Special Occasion

    Elegantly chic, the Breanne mermaid formal dress will have you radiating red-carpet energy. She features a strapless sweetheart neckline, a fitted bodice with flexible boning inserts and a high waist, a ruffled back accent that cascades down the length of the dress, a floor-sweeping hem, and a form-hugging mermaid silhouette. The formal maxi dress is composed of a crepe fabric and offers a moderate stretch. Style with a rhinestone jewelry set and stiletto heels for a black-tie affair.

    Flawlessly chic and bold, this dress is a statement. If strapless styles are your go-to, explore our strapless prom dresses or embrace effortless fashion with our formal dresses.

    Fit & Features

    • Strapless sweetheart neckline
    • Fitted bodice, flexible boning, high waist, back zipper, hook and eye closure
    • Ruffled back accent, continues down the length of the dress
    • Floor-sweeping hem, mermaid silhouette
    • Crepe fabric, lined bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7289

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale