$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.

  • Cherry On Top Lace-Up Cutout Chiffon Skater Dress

    Nothing says wow like this chiffon skater dress that puts the cherry on top of your look at brunch, birthdays, or shower celebrations! Designed with a V-neckline, adjustable ruffled straps, and a pleated bust, this dress accentuates your curves. The cutout waist and back with lace-up detailing add a playful touch, while the skater silhouette and tiered ruffled hem give a flirty and flattering fit! Complete the look in fashionable platform sneakers.

    Fit & Features

    • Chiffon fabric lined with woven fabric
    • Adjustable ruffled straps
    • Lace-up, back zipper hook-eye closure
    • Cut out sides and back
    • Ruffled
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-2947

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beauty In A Bottle Satin Ruffle Mini Skirt

    Pour up beauty in this satin mini skirt to make your spicy entrance! It features a sleek high-rise waist with cascading front ruffle trim, a flattering bodycon silhouette, and a mini-length hem on silky satin woven fabric. Complete the look in a crop top and heels for dinner and dancing!

    Fit & Features

    • High-rise waist
    • Cascading front ruffle trim
    • Back zipper, hook and eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Satin woven fabric, full-length sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0633

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutting Edge Belted Faux Leather Mini Skort

    Stay on the cutting edge of style in this faux leather mini skort perfect for any plans! The high-rise belted waist and form-hugging fit highlight your curves, while the skirt overlay adds a trendy touch with back pockets and a mini-length hem. Includes a knit shorts lining. Complete the look in a sassy graphic top.

    Fit & Features

    • Faux leather fabric, minimal stretch
    • High-rise belted waist
    • Form-hugging fit
    • Front button, hidden zipper
    • Back pockets
    • Knit shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-0426

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tuscan Charm Strapless Slit Eyelet Maxi Dress

    You'll be so charming in Tuscan wearing this eyelet maxi dress as the stunning new bride or chic traveler! The eyelet fabric adds a touch of delicacy, making it the perfect dress for any occasion. With a form-hugging fit and a high-side slit, this dress exudes confidence and elegance! Complete the look with earrings.

    Fit & Features

    • Eyelet fabric, sewn-knit lining, minimal stretch
    • Strapless neckline
    • High side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5637

    Category Name: $20 & Under Sale

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegant Teardrop Colored Gemstone Earrings

    Elegance can be had with these stunning earrings! The teardrop rhinestone post and colored gemstone charm capture attention, while the silver plating adds a touch of luxury. With a post-back closure, these earrings are perfect for any occasion. Complete the look in stiletto heels for a formal event!

    Fit & Features

    • Teardrop rhinestone post
    • Colored gemstone and charm
    • Silver plating
    • Post-back closure


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

    Style Number/Barcode: 07001-1918

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Vibes High Slit Wrap Maxi Skirt

    Give off major tropical vibes whether you're jet-setting to a dreamy oasis or headed to a weekend getaway in this printed maxi skirt! The stretchy knit fabric showcases a bold contrasting tropical print for a stylish allure, and includes a built-in knit brief for coverage. The skirt features a high-rise elasticized waist, a wrap-front design creating a sultry high slit, and a flowy A-line fit on the maxi-length silhouette. Pair with a basic tank top and strappy sandals. 

    Fit & Features

    • Stretchy knit fabric, built-in knit brief
    • Tropical print
    • High-rise elasticized waist
    • Wrap-front design, high slit
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 06501-0966

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fantastic Sparkle Rhinestone Strappy Flat Sandals

    Rhinestone-embellished straps boast a fantastic sparkle to these glam sandals! They feature an almond toe, a strappy design, and a flat faux leather sole with rhinestone embellished trim for extra shimmer. Complete the look with a luxe purse for any occasion!

    Fit & Features

    • Flat faux leather sole, rhinestone embellished trim
    • Almond toe
    • Rhinestone embellished strappy design
    • Runs true to size

    Style Number/Barcode: 07404-1194

    Category Name: $20 & Under Sale

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Sterling Silver Plated Cubic Zirconia Earrings

    These chic sterling silver plated cubic zirconia earrings will give you that simple glam vibe you love! Crafted with luxe sterling silver plating, they feature a thin vertical bar embellished with mini cubic zirconia stones and a round cubic zirconia stone accented at the bottom. Include a post-back closure. Style with a dainty rhinestone necklace for an elegant look.

    Fit & Features

    • Sterling silver plated
    • Thin vertical bar
    • Mini cubic zirconia stones
    • Round cubic zirconia stone
    • Post-back closure


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

    Style Number/Barcode: 07001-1960

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delightfully Chic Ruffled Floral Chiffon Midi Dress

    Create a delightfully chic outfit for weekend parties in this airy floral chiffon midi dress! Designed with a lightweight sheer chiffon fabric with a lining for coverage, this mid-length dress is accented with a blooming rose print in subtle hues for a simply gorgeous look. It features a square neckline, adjustable spaghetti straps with dainty ruffled accents, a fitted high waist, and a flowy A-line silhouette detailed with a high front slit and feminine ruffled hem. Complete the look with hoop earrings.

    Fit & Features

    • Rose-printed chiffon fabric, stretchy knit lining
    • Square neckline
    • Adjustable spaghetti straps with ruffled accents
    • High waist, back zipper with hook-eye closure
    • A-line fit
    • Front slit, ruffled hem
    • Runs true to size

    Style Number/Barcode: 05101-3046

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stand And Deliver High-Rise Pocket Denim Skort

    Stand and deliver style in this denim mini skort perfect for casual plans! The high-rise waist and form-hugging fit will accentuate your curves, while the front skirt overlay with flap pockets adds a touch of flair. Plus, the shorts lining with back pockets provide convenience and comfort. Complete the look in a basic tee and boots!

    Fit & Features

    • Denim fabric, no stretch
    • High rise waist
    • Front button and hidden zipper closure
    • Four-pocket styling
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0402

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whimsical Wonderland Butterfly Shoulder Handbag

    Fly through a whimsical wonderland carrying this faux leather shoulder handbag perfect for any occasion! Easily swap between a shoulder or handbag style with the detachable strap, adorned with stunning rhinestone butterfly charms, while the top zipper closure leads to a spacious interior for holding your essentials. Complete the look in an adorable floral dress for a wedding shower or birthday brunch!

    Fit & Features

    • Faux leather material
    • Detachable strap
    • Rhinestone embellished butterfly charms
    • Top zipper closure
    • Spacious interior with two pockets

    Style Number/Barcode: 07203-1284

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girly-Chic Pearl Heart Hair Claw Clip

    This girly-chic pearl heart hair claw clip is perfect for your coquette aesthetic! It features a sleek metal large claw clip design with three heart-shaped accents embellished with chic faux pearls for that pretty charm. Style with stud earrings and a dainty layered necklace.

    Fit & Features

    • Metal large claw clip design
    • Heart-shaped accents
    • Faux pearl embellishments

    Style Number/Barcode: 07006-0473

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Cute Flower-Detail Espadrille Wedges

    You'll be feeling oh-so-cute in these flower-detail espadrille wedges! Designed with a trendy espadrille wedge sole, they feature a closed almond toe made with a woven material with metallic threading and an adorable flower cutout design to bring on the summertime vibes. They have a partially closed back and straps that lace up the leg with a tie closure for a fabulous look. Style with your fave sundress for weekend brunch!

    Fit & Features

    • 3.5" Wedge heel
    • Espadrille sole
    • Closed almond toe
    • Woven material with metallic threading, flower cutout design
    • Partial closed back, lace-up straps with tie closure
    • Padded faux leather insole
    • Runs true to size

    Style Number/Barcode: 07406-0352

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Sweet Lace-Up Floral Woven Corset Top

    You'll look simply sweet and adorably chic in this lace-up floral corset top! The lightweight cotton woven fabric showcases a dainty floral print pattern for a charming vibe. The top features a sleeveless sweetheart neckline with a stretchy ruched trim, stretchy ruched tank shoulder straps, and a lace-up front design to add some allure with a tie closure for a customized fit. The top has flexible boning inserts for structure, back hook and eye closures, and a fitted cropped hem. Style this corset with high-rise jeans for a cute outfit.

    Fit & Features

    • Floral-printed cotton woven fabric, woven lining
    • Sweetheart neckline, stretchy ruched trim
    • Stretchy ruched tank shoulder straps
    • Lace-up front design, tie closure
    • Flexible boning, back hook and eye closures
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2327

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Breeze Ruffled Eyelet Maxi Skirt

    Spring into the new season in this eyelet maxi skirt for vacations or weekend fun! Featuring a flattering high-rise elasticized waist, this skirt will keep you feeling cool and confident. The tiered ruffled silhouette adds a touch of charm, while the maxi-length hem and eyelet lace fabric offer a romantic and airy look. Complete the look with the matching top.

    Shop Matching Top: Spring Breeze Sweetheart Tie Eyelet Crop Top

    Fit & Features

    • Eyelet lace fabric, stretchy shorts lining
    • High-rise elasticized waistband
    • Tiered ruffled silhouette
    • Runs true to size

    Style Number/Barcode: 06503-1152

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Patriotic Babe Americana Star Cowboy Hat

    Flaunt the red, white, and blue in this Americana star cowboy hat featuring classic curved wide brim and inner adjustable strings to get the perfect fit! Complete the look in a hot crop top and denim shorts for a festival, concert, or backyard party!

    Fit & Features

    • Red, white, and blue star pattern
    • Curved wide brim
    • Inner adjustable strings
    • Straw material

    Style Number/Barcode: 07302-1584

    Category Name: $20 & Under Sale

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Charm Off-The-Shoulder Floral Mesh Mini Dress

    Showcase your sweet charm at spring and summer parties in this floral mesh mini dress! The airy sheer mesh fabric is accented with a dainty floral print for the prettiest vibe and includes a full-length knit lining for coverage. The off-the-shoulder sweetheart neckline gives the dress a feminine touch, and features sheer short-sleeved cuffs and a V-cut bust design with a tie-front detail. The ruching down the side seams will accentuate your gorgeous curves along the bodycon silhouette. Style this adorable mini dress with clear heels.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Floral print
    • Off-the-shoulder sweetheart neckline, short sleeve cuffs
    • V-cut bust design with tie-front detail
    • Ruched bust and side seams
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3050

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Is Merry Velvet Glitter Midi Dress

    All is merry and bright with you in this velvet glitter midi dress! Perfect for the holidays, this midi-length dress features a cowl neckline, spaghetti straps, a form-hugging silhouette, and a flirty front slit. Complete the look in strappy block heels.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Glitter velvet fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2895

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curve Views V-Neck Ruffled Crepe Midi Dress

    This crepe midi dress flaunts your curves from every angle! Perfect for Valentine's, rehearsal dinners, or parties this V-Neck midi dress features a bodycon silhouette to accentuate your curves like an hourglass and a flirty asymmetrical ruffle trim while the front slit adds a touch of chic. Pair this luxe crepe midi dress with fringe earrings, a bracelet, and sleek stiletto heels for a flawless evening look!

    Fit & Features

    • Crepe fabric with stretch
    • Spaghetti straps
    • Asymmetrical ruffle trim
    • Front slit
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3260

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The High Road High-Rise Fringe Faux Suede Shorts

    Take a risk and stand out in these faux suede shorts for festival season! Made with soft faux suede fabric for a comfortable and chic feel, these shorts feature a high-rise waist with studded trim for a bold touch, cascading side fringe for a daring look, and a form-hugging fit to accentuate your curves. Complete the look in cowboy boots.

    Fit & Features

    • Faux suede lined fabric, slight stretch
    • High-rise waist with studded trim
    • Front button and hidden zipper closure
    • Cascading side fringe
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06503-1171

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Glam Rhinestone Butterfly Ring Set

    Accessorize your summer 'fits with the cutest glam rhinestone ring set! The multi-pack features five varying rings with mini rhinestone embellishments, thin band designs, chain-link designs, textured designs, and an adorable butterfly-shaped design. Style the set all together with a dainty bracelet.

    Fit & Features

    • Five-pack ring set
    • Rhinestone embellishments
    • Thin band designs
    • Chain-link designs
    • Textured designs
    • Butterfly-shaped design

    Style Number/Barcode: 07004-0391

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rodeo Drive Western Faux Leather Cowboy Boots

    Kick up your style in these western cowboy boots at bachelorettes, festivals, or concerts! They feature a sleek square toe, stacked block heel, and western-inspired stitch designs, these under-the-knee boots are the perfect addition to your country kicks. Complete the look with a cowboy hat.

    Fit & Features

    • 3" Stacked block heel
    • 7" leg opening and a 8" shaft height
    • Square toe
    • Under-the-knee length shaft
    • Faux leather material, western stitch designs
    • Runs true to size

    Style Number/Barcode: 07402-1013

    Category Name: $20 & Under Sale

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Captivating In Two Pack Faux Pearl Hair Bow Bobby Pins

    Captivate in this two pack of faux pearl hair bow bobby pins to adorn your luscious locks! Complete the look in a white dress for a bridal shower or graduation party.

    Fit & Features

    • Two-pack faux pearl hair bow bobby pins

    Style Number/Barcode: 07006-0510

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fabulous Icon Sleeveless Ribbed Knit Midi Dress

    An iconic knit midi dress that can go from day to night! Crafted from soft and stretchy ribbed knit fabric, this sleeveless dress offers a stylish square neckline, a flattering underbust seam, and a bodycon silhouette that will hug your curves in all the right places. Complete the look with a moto jacket and stiletto heels for a chic style.

    Fit & Features

    • Soft, stretchy ribbed knit fabric
    • Square neckline
    • Underbust seam
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06005-1853

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale