$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.

  • Boho Flair High Rise Fringe Faux Suede Mini Skirt

    This mini-length skirt features a high-rise waist and a bodycon fit for a flattering silhouette. The side fringe trim adds a touch of bohemian flair, while the micro faux suede fabric creates a soft and velvety texture. Complete the look with a crop top and booties.

    Fit & Features

    • Micro faux suede fabric, moderate stretch
    • High-rise waist
    • Side fringe trim
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1051

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delightful Charm Halter A-Line Midi Dress

    Step out looking delightful in this charming sleeveless midi dress for parties or showers! The halter pleated neckline and open back add a flirty touch, while the beaded tie waist cinches your waist for a flattering A-line silhouette. Complete the look with sunglasses and sandals!

    Fit & Features

    • Woven fabric, no stretch
    • Halter pleated neckline
    • Open back, zipper and hook-eye closure
    • Beaded tie waist
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5648

    Category Name: $20 & Under Sale

    Price: $30.00 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M, L

    Product Badge:
    • Sale
  • All That Glam Rhinestone Fringe Earrings

    You love all things glam, so these rhinestone fringe statement earrings are a must-have style in your jewelry box! They feature a luxe rectangular-shaped rhinestone post with a cascading five-row rhinestone fringe design for extra glitzy vibes. Include a post-back closure. Pair with a satin cocktail dress and stiletto heels.

    Fit & Features

    • Rectangular-shaped rhinestone post
    • Five-row long rhinestone fringe design
    • Post-back closure


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

    Style Number/Barcode: 07001-1908

    Category Name: $20 & Under Sale

    Price: $2.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coolest Vibe High Slit Denim Maxi Skirt

    The denim maxi skirt features a flattering high waist with a hidden front zipper and secure button closure. The high-cut slit accents the fitted maxi-length silhouette, adding some edge for a cool weekend look.

    Fit & Features

    • Cotton-blend denim fabric with no stretch
    • High-rise waist
    • Five-pocket and belt loop design
    • Hidden front zipper and button closure
    • High front slit
    • Fitted maxi-length frayed hem
    • Runs true to size

    Style Number/Barcode: 06601-0203

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lasso Up Western Faux Leather Studded Belt

    Lasso up in this yer parts accessorizing with this western faux leather belt! It features edgy studded accents, an etched metal buckle, and an adjustable fit. Complete the look with cowboy boots for a bachelorette or line dancing!

    Fit & Features

    • Studded accents
    • Etched metal buckle
    • Adjustable fit
    • Faux leather material

    Style Number/Barcode: 07301-1141

    Category Name: $20 & Under Sale

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce Stripes Strapless Zebra Print Satin Maxi Dress

    Awaken your fierceness in this zebra print satin maxi dress for a sunset cocktail hour! Featuring a strapless neckline and a curve-hugging silhouette, this maxi-length dress is designed to make a statement. Complete the look in wedge sandals.

    Fit & Features

    • Zebra print, satin woven fabric, chiffon lining
    • Strapless neckline
    • Curve-hugging fit
    • Maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3419

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buckle Down Scoop Neck Zipper Denim Romper

    The perfect sleeveless denim romper you need for effortless spring-to-summer styling! This versatile romper features a flattering scoop neckline, adjustable buckle straps for a custom fit, and a front exposed zipper for added edge. The waist belt cinches your waist for a form-hugging fit, making you look and feel confident! Complete the look with platform shoes and earrings.

    Fit & Features

    • Medium-wash denim fabric with stretch
    • Adjustable buckle straps
    • Exposed front zipper
    • Waist belt
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0360

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Under The Sun Tropical Flower Hair Comb

    Enjoy the island under the sun adorning your tresses with this beautiful tropical flower hair comb! Complete the look in a matching set and sandals.

    Fit & Features

    • Tropical flower hair comb

    Style Number/Barcode: 07006-0469

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Look High Neck Crop Tank Top

    By styling this sleeveless tank top, take your classic jeans and a tee look up a notch! This top features a high neckline and stretchy rib knit fabric for a comfortable, flattering fit. The banded crop hem adds a trendy touch to any outfit. Complete the look in cute high-rise denim jeans and sandals.

    Fit & Features

    • Stretchy rib knit fabric
    • High neckline
    • Crop banded hem
    • Runs true to size

    Style Number/Barcode: 07109-0381

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfectly Comforting Tie Front Longline Duster

    A longline duster features trendy flared long sleeves and dual tie-front design and is made from a soft and stretchy rib knit fabric making it perfect for layering. 

    Fit & Features

    • Rib knit soft and stretchy material
    • Flared long sleeves
    • Dual tie-front design
    • Longline hem
    • Runs true to size

    Style Number/Barcode: 06202-0488

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Picking Flowers Halter Strappy Back Daisy Skater Dress

    This daisy print skater dress will have you dreaming of sunny days picking flowers! The halter spaghetti strap neckline perfectly frames your shoulders while the cutout bodice adds a touch of allure. The strappy open back creates a stunning statement and the skater silhouette and tiered ruffled short-length hem give you a playful and fun look. Complete the look in sandals for a brunch or day date!

    Fit & Features

    • Daisy print, woven fabric with lining, no stretch
    • Spaghetti strap
    • Strappy open back
    • Ruffles
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5794

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetie Status Halter Crochet Trim Babydoll Dress

    You'll look absolutely adorable in this babydoll dress at showers, birthdays, or backyard parties! The halter neckline and cutout bodice add a touch of allure, while the crochet trim and babydoll silhouette create a delicate and feminine look along the short-length hem. Complete the look in sandals and hoop earrings.

    Fit & Features

    • Gauze woven fabric, woven lining, no stretch
    • Halter neckline with spaghetti strap ties
    • Cutout bodice
    • Crochet trim
    • Babydoll silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5421

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Side To Side Chain Faux Leather Handbag

    This faux leather handbag will never go out of style! The sleek, quilted exterior and unique chain link bottom design make a bold statement. The spacious interior and secure zipper closure make it both stylish and practical. Complete the look in a bodycon dress for any casual plans!

    Fit & Features

    • Quilted faux leather exterior
    • Chain bottom design and shoulder strap
    • Top zipper closure
    • Spacious interior

    Style Number/Barcode: 07203-1997

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Cutie Crochet Wide-Leg Pants

    Show off the cutest boho vibe in these breezy crochet wide-leg pants! Designed with an airy sheer crochet knit fabric, these pants are perfect for summer days spent by the coast. They feature a high waist, a hip-hugging fit, and a wide-leg silhouette for that effortlessly chic vibe. Complete your look with the matching crop top and a pair of strappy sandals!

    Shop Matching Top: Boho Cutie Bell Sleeve Crochet Crop Top

    Fit & Features

    • Sheer crochet knit fabric, moderate stretch
    • High-rise elastic banded waist
    • Hip-hugging fit
    • Wide-leg silhouette
    • Panty lining not included
    • Runs true to size

    Style Number/Barcode: 06502-2488

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Pick Strapless Floral Eyelet Bustier

    A darling floral bustier to pick for brunch this weekend! This stunning top features a strapless sweetheart neckline and underwire bust for a flattering fit. Flexible boning and multiple back hook and eye fasteners provide support and ensure comfortable wear while the cropped hem flatters your figure. Complete the look in a chic midi skirt and sandals.

    Fit & Features

    • Floral print, eyelet lined woven fabric, no stretch
    • Strapless sweetheart neckline
    • Underwire bust
    • Flexible boning, multiple back hook-eye fasteners
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2562

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Refreshing Charm Smocked Striped A-Line Mini Dress

    This sleeveless striped mini dress features a flattering square neckline and a smocked A-line silhouette with a trendy drop waist seam. The ruffled hem adds a flirty touch perfect for picnics or a day at the beach. 

    Fit & Features

    • Striped woven fabric
    • Square neckline
    • Adjustable spaghetti straps
    • Smocked A-line silhouette
    • Drop waist seam
    • Mini-length ruffled hem
    • Runs true to size

    Style Number/Barcode: 05102-5826

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Babe V-Neck Halter Lace Trim Mini Dress

    Everyone will be asking about the effortless babe in this sleeveless mini dress! Featuring a halter V-neckline and delicate lace trim, this mini dress is sure to turn heads. The bust bow tie adds a playful touch while the bodycon fit flatters your figure. Complete the look with sandals for a sunny day out.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Halter V-neckline with lace trim
    • Bust bow tie
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5814

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Personality Button Up Crop Linen Shacket

    An easygoing babe like you will appreciate this linen shacket for effortless styling! Featuring three quarter roll cuffed sleeves, a collar neckline, and button-up front closure, this shacket brings versatility to your wardrobe. With flap pockets and a cropped hem, this shacket adds a playful touch to any outfit. Complete the look in trendy boots.

    Fit & Features

    • Linen blend woven fabric, no stretch
    • Collar neckline
    • Button up front closures
    • Flap pockets
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06204-1784

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetness Blend Long Sleeve Floral Tie-Front Top

    The perfect blend of sweetness is this floral top and you this summer! With its long sleeves and dual tie-front design, this top offers a flirty and flattering look. The stretchy smocked back ensures a comfortable fit, while the cropped hem adds a touch of playfulness. Complete the look in high-rise jeans for any plans!

    Fit & Features

    • Floral print, woven fabric
    • Dual tie-front design
    • Stretchy smocked back and cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1805

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hayley Mermaid Trumpet Ruffle Satin Formal Dress

    Special Occasion

    Make the most beautiful memories in the Hayley satin formal dress as a bridesmaid, wedding, or black tie party guest! With its sweetheart neckline, adjustable spaghetti straps, and padded bra cups, this gown offers both support and elegance. The mermaid silhouette and trumpet ruffled high-low long bonded hem accentuate the figure, while the satin fabric gives a luxurious feel. Complete the look in stiletto heels and jewelry.

    Fit & Features

    • Satin fabric, bust lining, moderate stretch
    • Adjustable spaghetti straps
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Flexible boning
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8146

    Category Name: $20 & Under Sale

    Price: $9.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Allure Abstract Print Satin Crop Top

    Bring the allure to your summer 'fits with this abstract print satin crop top! Designed with a silky satin woven fabric with a trendy abstract pattern, this top features a sleeveless V-neckline, halter spaghetti straps with a tie-back design, a bold open back with an elasticized back strap for added stretch, and a cropped hanky-style hem with a form-hugging fit. Pair with denim shorts and sandals!

    Fit & Features

    • Abstract print
    • Satin woven fabric, knit bust lining
    • V-neckline
    • Halter tie-back spaghetti straps
    • Open back, elasticized back strap
    • Cropped hanky hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-2587

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basics To Love Lace Trim Bow Crop Tank Top

    You'll fall for this elevated basic tank top every fashionista needs for styling! The tank top boasts a trendy square neckline with lace trim and bow, sleek spaghetti straps, and a stretchy fitted crop hem on rib knit seamless fabric. Layer under a cute jacket with jeans for a casual outing!

    Fit & Features

    • Rib knit stretchy seamless fabric
    • Spaghetti straps
    • Lace trim, bow
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1841

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Flair Faux Leather Buckle Strap Flats

    Add an edgy flair to your fall 'fits with these faux leather flats featuring a closed pointed toe, dual buckle straps, and an open back for effortless on-and-off styling. Pair with a chic shoulder bag.

    Fit & Features

    • Faux leather material
    • Closed pointed toe
    • Dual buckle straps
    • Open back, on-and-off styling
    • Flat sole
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07405-0202

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ultimate Chic Choice Floral Tie-Back Short Dress

    For the ultimate chic choice, pick this floral short dress for all your summer plans! The sweetheart neckline and spaghetti straps give a flirty touch, while the dual tie-back design ensures a perfect fit. The underwire bust and flexible boning offer support and structure, with a short-length hem for a stunning silhouette. Complete the look with dainty chic earrings.

    Fit & Features

    • Ditsy floral print, woven fabric lined with stretchy knit
    • Sweetheart neckline, underwire bust
    • Spaghetti straps
    • Dual tie-back design
    • Flexible boning
    • Short-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3447

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale