$20 & Under Sale

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Product Recommendations

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.

  • Edlyn Sequin Laceup Mermaid Formal Dress

    Special Occasion

    Enchant in the Edlyn sequin formal prom dress to make a glamorous entrance at your next elegant affair or prom! She features adjustable spaghetti straps that shape her lace-up back that will have every head turn. Plus, she offers built-in bust support so no bra is needed. The fitted empire waist gently flows into a floor-length mermaid silhouette with a sultry side slit. She's composed of a sequin embroidered mesh-lined fabric with a minimal stretch. Compliment your look in satin lace-up heels.

    This dress is the perfect pick for Prom! Not exactly your style? You’ll love other prom dresses.

    Fit & Features

    • Sleeveless square neckline, adjustable spaghetti straps
    • Built-in bust support, no bra needed
    • Lace-up back, zipper and hook and eye closure
    • Fitted empire waist, side slit
    • Mermaid floor-length silhouette
    • Sequin embroidery
    • Mesh-lined fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-6823

    Category Name: $20 & Under Sale

    Price: $14.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bright Beauty Halter Cutout Tropical Maxi Dress

    You'll look bright and beautiful in this tropical maxi dress on vacation or at a weekend pool party! The halter neckline with a spaghetti strap tie highlights your shoulders, while the U-ring insert adds some structure. The cutout back with smocked detail flatters your figure along the flowy maxi-length silhouette. Complete the look with sunglasses and sandals for a chic vibe!

    Fit & Features

    • Tropical print, chiffon fabric, short stretchy knit lining
    • Halter neckline with spaghetti strap tie, U-ring insert
    • Cutout back with smocking
    • Flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5791

    Category Name: $20 & Under Sale

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elite Style Pearl Embellished Mini Dress

    Showcase elite style in this glam pearl embellished mini dress. It features an off-the-shoulder square neckline with a cute ruffled trim, sheer ruched long fitted sleeves, ruching down the side and back seams, a mini-length hem, a bodycon silhouette to flaunt your figure, and chic faux pearl embellishments down the front of the dress and down the sleeves. The lined mesh fabric offers plenty of stretch. Style this mini dress with clear strap heels and a glitzy glitter clutch!

    Fit & Features

    • Off-the-shoulder square neckline, ruffled trim
    • Sheer ruched long fitted sleeves
    • Ruched side and back seams, back zipper, hook and eye closure
    • Mini-length hem, bodycon silhouette
    • Faux pearl embellishments down the front and sleeves
    • Sheer mesh fabric, full-length sewn-in knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-2785

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Chic Levels Hair Accessory Set

    Elevate your hair game with this must-have hair accessory set! This set includes a faux pearl headband, squiggle headband, faux pearl heart hair clip, and four bobby pins in different styles. Add a touch of elegance to your daily look and effortlessly elevate your style! Complete the look in cute heels for any semi-formal or dressy soiree!

    Fit & Features

    • Hair accessory set
    • One faux pearl headband
    • One squiggle headband
    • One faux pearl heart hair clip
    • Four bobby pins in various styles and designs

    Style Number/Barcode: 07006-0448

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Aura Puff Sleeve Floral Lace Skater Dress

    Captivate them with your flirty aura in the cutest floral lace skater dress! The dainty sheer floral lace fabric will give your look a soft feminine vibe and includes a partial woven lining for coverage. The bodice is shaped with a plunging V-neckline with a tie-front detail and sheer short puff sleeves with elasticized hems. The open back adds to the allure and features a tie-back design. The dual high waist seams lead to a fit-and-flare skater silhouette on a short-length hem that was made to twirl. Style this adorable dress with wedge heels for a spring or summer party!

    Fit & Features

    • Sheer floral lace fabric with partial woven lining, no stretch
    • Plunging V-neckline with tie-front
    • Short puff sleeves with elasticized hems
    • Open back, tie-back, lower back zipper with hook and eye closure
    • Dual high waist seams
    • Fit-and-flare skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2967

    Category Name: $20 & Under Sale

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Modern Romance Sleeveless Lace-Up A-Line Midi Dress

    Designed for a modern-day romance, this sleeveless woven midi dress is perfect for day dates! The sweetheart ruched neckline and adjustable straps are flattering, while the lace-up design cinches your waist for a beautiful silhouette. The front slit adds a touch of allure to this A-line midi-length dress. Complete the look in strappy wedges.

    Fit & Features

    • Texture woven fabrication with a woven lining
    • Sweetheart neckline, ruched bust, dainty lace trim
    • Adjustable straps
    • Lace-up waist, stretchy smocked back
    • Front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5722

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delightful And Sweet Cowl Neck Floral Maxi Dress

    Create delightful memories looking sweet in this floral maxi dress at garden parties to brunch! With spaghetti straps and a playful cowl neckline, this dress effortlessly hugs your form and features a flowy maxi-length hem for a touch of chic. Complete the look with hoop earrings and sandals.

    Fit & Features

    • Floral print, smooth knit fabric, moderate stretch
    • Cowl neckline
    • Spaghetti straps
    • Form-hugging, maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3184

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feminine Flair Bow Cutout Crop Top

    This crop top brings feminine flair to your croquette-inspired look! Crafted from soft rib knit stretchy fabric, this sleeveless tank top boasts a contrast trim scoop neckline and adjustable spaghetti straps for a perfect fit. The front satin bow decor highlights your flirtiness with cutout accents and a slit. Complete the look in a ruffled mini skirt for casual hangs.

    Fit & Features

    • Soft rib knit stretchy fabric
    • Adjustable spaghetti straps
    • Front bow decor, cutout accents. slit
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5254

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jane Formal Velvet Off-The-Shoulder Dress

    Special Occasion

    Luxurious velvet fabric on the Jane maxi formal dress will bring romance to your fancy night! She features an off-the-shoulder, folded neckline for a sophisticated charm, short-sleeve cuffs, a flattering mermaid silhouette, a high front slit to flaunt some skin, and floor-length hem. The formal long dress is crafted from a luxe velvet knit fabric offering plenty of stretch. Complete the look and style the long dress with glitter platform heels and earrings for a red carpet event.

    Fit & Features

    • Off-the-shoulder, folded neckline
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • High front slit, floor-length hem
    • Velvet knit fabric, moderate stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7388

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Girlie Rhinestone High Waist Straight-Leg Jeans

    These iconic rhinestone high waist straight-leg jeans are for the girlies who love the glam vibes! Made with a cotton-blend denim fabric, this bold pair of denim features a high waist and a straight-leg fit with a tapered frayed hem. The all-over rhinestone studded design will amp up the glitzy factor of your party or festival 'fit! The jeans include a five-pocket and belt loop design with a hidden front zipper and button closure and a chic slit detail at the thigh. Style with a bustier top and booties.

    Fit & Features

    • Cotton-blend denim fabric, moderate stretch
    • High waist
    • Straight-leg fit with tapered frayed hem
    • Five-pocket and belt loop design
    • Front button, hidden zipper, slit detail
    • Rhinestone studs
    • Runs true to size

    Style Number/Barcode: 06602-0505

    Category Name: $20 & Under Sale

    Price: $6.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Some Noise Strapless Printed Bustier

    Prepare to receive all the compliments when you're in this strapless printed bustier on vacay or a weekend away! Featuring a chic strapless sweetheart neckline with a padded bust, a stretchy smocked back, and a fitted cropped hem, this top is perfect for any occasion. The beautiful watercolor print on the lightweight linen-blend fabric adds a touch of art. Complete the look with the matching palazzo pants.

    Shop Matching Bottoms: Make Some Noise Printed Palazzo Pants

    Fit & Features

    • Watercolor print
    • Linen-blend woven fabric with woven lining
    • Strapless sweetheart neckline, padded bust
    • Stretchy smocked back
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2408

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Texas Sun Frayed Straw Panama Hat

    Designed to keep you cool and stylish under the sun, this panama hat features a frayed straw design with a wide brim and inner adjustable strings for a snug fit. Complete the look in cute cowboy boots for your next trip.

    Fit & Features

    • Frayed straw design
    • Wide brim
    • Inner adjustable strings

    Style Number/Barcode: 07302-1631

    Category Name: $20 & Under Sale

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dancing Babe Strapless Rhinestone Fishnet Mini Dress

    Radiate your beauty as you dance the night away in this sexy mini dress! The sultry sheer fishnet fabric is accented with all-over mini iridescent rhinestone embellishments for a gorgeous glam vibe, and includes a sheer short mesh lining. The bodycon dress features a strapless straight-across neckline and a curve-hugging silhouette with a mini-length hem. Complete the look with metallic heels.

    Fit & Features

    • Sheer fishnet fabric, moderate stretch
    • All-over iridescent rhinestones
    • Sheer short mesh lining
    • Strapless straight neckline
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5548

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Rebel Moto Faux Leather Jacket

    Perfect for any trendsetter looking to add some attitude to their wardrobe! This moto faux leather makes a bold statement with its long sleeves and standing collar neckline, complete with snap-button and front zipper closure. Its cropped length and side pockets add an edgy touch. Complete the look in booties.

    Fit & Features

    • Faux leather fabric lined with woven fabric
    • Front zipper and button closure
    • Pockets
    • Cropped moto silhouette
    • Runs true to size

    Style Number/Barcode: 06204-1794

    Category Name: $20 & Under Sale

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweeter Than Pie Scoop Neck Gingham Mini Dress

    So on trend and sweeter than pie, this gingham mini dress is essential for spring-to-summer fun! This mini-length dress is made from woven fabric and features a charming gingham print that exudes effortless style.  The scoop neckline and tank shoulder straps flatter your figure, while the form-hugging fit accentuates your curves. Complete the look in cute sandals and a mini purse!

    Fit & Features

    • Gingham print, woven fabric, slight stretch
    • Back zipper closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5568

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make Some Noise Printed Palazzo Pants

    Prepare to receive all the compliments when you're in these printed palazzo pants on vacay or a weekend away! Featuring a high-rise ruffled elasticized waist and a flowy wide-leg silhouette, these pants are perfect for any occasion. The beautiful watercolor print on the lightweight linen-blend fabric adds a touch of art. Complete the look with the matching bustier top.

    Shop Matching Top: Make Some Noise Strapless Printed Bustier

    Fit & Features

    • Watercolor print
    • Linen-blend woven fabric with woven lining
    • High-rise ruffled elasticized waist
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06302-0819

    Category Name: $20 & Under Sale

    Price: $8.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Effortless Ribbed Knit Bodycon Midi Dress

    This bodycon midi dress is the perfect blend of effortless and chic! Designed with a stretchy ribbed knit fabric for that comfortable fit, this mid-length dress features a trendy sleeveless square neck and back design with thin tank shoulder straps. The ribbed design on the body-hugging silhouette will flaunt your gorgeous figure. Layer on a faux leather jacket and pair with ankle booties for a night out!

    Fit & Features

    • Stretchy ribbed knit fabric
    • Sleeveless square neck and back
    • Tank straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5585

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Me Up Sleeveless Faux Suede Bodysuit

    Lace yourself up in this sexy faux suede bodysuit for going out! Made from a soft faux suede fabric, this bodysuit boasts a scoop neckline with spaghetti straps, a lace-up bust placket, and a form-hugging silhouette with a thong bottom and snap-button closures. Complete the look in a mini skirt.

    Fit & Features

    • Faux suede fabric, slight stretch
    • Spagehtti straps
    • Scoop neckline
    • Lace-up
    • Form-hugging fit
    • Snap-button closures
    • Runs true to size

    Style Number/Barcode: 06001-5292

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Adorable Embroidered Sheer Head Scarf

    Elevate any daytime 'fit with this adorable embroidered sheer head scarf! The sheer woven material is adorned with a delicate embroidered pattern for a trendy flair you'll love.  Style this scarf as a pretty headwrap, around your neck, or tied on your bag as a chic accent! Complete the look in a basic sleeveless dress.

    Fit & Features

    • Sheer woven material, no stretch
    • Embroidered pattern
    • Multiple ways to style and wear

    Style Number/Barcode: 07305-0497

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easily Beloved Satin Lace-Up Floral Corset Top

    Equally sweet and poised, this floral corset top makes for a swoon-worthy OOTD! Made with floral embroidered tapestry fabric, it's perfect for any occasion. featuring a square neckline and shoulder straps, it offers a flattering fit. The satin lace-up back turns heads and hidden front hook and eye fasteners secure the style. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Easily Beloved High-Rise Floral Tapestry Mini Skirt

    Fit & Features

    • Floral embroidered tapestry woven fabric, knit lining
    • Square neckline, shoulder straps
    • Satin lace-up back
    • Hidden front hook and eye fasteners
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2503

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Light Sleeveless Linen Corset Top

    Keep it light and effortless in this linen corset top for a day spent under the sun! With a sleeveless V-wired neckline and tank straps, this top offers a flattering fit. The cropped hem flaunt your figure, while the linen fabric elevates the look. Style with the matching bottoms.

    Shop Matching Bottoms: Keep It Light High Rise Linen Palazzo Pants

    Fit & Features

    • Linen woven fabric, no stretch
    • Tank straps
    • Cropped hem
    • Multiple back hook and eye fasteners
    • Runs true to size

    Style Number/Barcode: 06003-2359

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Up A Notch Cork Platform Block Heels

    Kick your outfit up a notch in these cork platform heels for showers, birthdays, or graduations! These quirky heels feature a square toe and faux leather wide strap for a unique touch. The cork platform sole and block heel provide added height, while the faux leather adjustable ankle strap with buckle closure ensures a comfortable fit. Complete the look with a crossbody purse.

    Fit & Features

    • 4.5" Cork Block Heel
    • Square toe
    • Cork platform sole
    • Faux leather straps
    • Adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-4853

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delicate Glamour Rhinestone Drop Earrings

    These delicate rhinestone drop earrings exude luxe vibes! They feature a chic diamond-shaped drop design accented with mini rhinestone embellishments for the prettiest sparkle. Include a fish hook closure. Style with a dainty tennis bracelet.

    Fit & Features

    • Diamond-shaped drop design
    • Mini rhinestone embellishments
    • Fish hook closure, rubber stopper


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

    Style Number/Barcode: 07001-1929

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Anabelle Feather Corset Party Dress

    Special Occasion

    For dance queens or bachelorettes looking to make a memorable entrance, the Anabelle mini party dress will have all eyes on you! She features a strapless mesh corset bodice with feather trim, flexible boning, sequin and bead embroidery, and a flattering bodycon silhouette with a mini-length hem. The party dress is composed of partial-crepe fabric with a stretchy knit lining. Complete the look in this mini dress with statement heels.

    Fit & Features

    • Strapless corset bodice, feather trim, non-slip grip
    • Flexible boning, back zipper, and hook-eye closure
    • Sequin and bead embroidery on mesh fabric
    • Bodycon, short-length hem
    • Partial crepe fabric, knit lining, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1411

    Category Name: $20 & Under Sale

    Price: $14.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale