$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.

  • Sunny Getaway Puff Short Sleeve Floral Romper

    This floral romper is the perfect piece to pack for your next sunny getaway or weekend plans! With delicate puff sleeves, a flattering square neckline and bust tie, and a comfortable stretchy smocked back, this short-length romper will have you looking and feeling stunning on your next adventure. Complete the look with hoop earrings.

    Fit & Features

    • Floral print, woven fabric, stretchy knit lining
    • Puff short sleeves
    • Square neckline with bust tie
    • Stretchy smocked back
    • Short-length 
    • Runs true to size

    Style Number/Barcode: 06303-0257

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Vibe Rhinestone Star Clear Shield Sunglasses

    Channel that iconic early 2000s vibe with these fabulous clear shield sunglasses! They feature a wide shield design with a flat top, sleek metal and plastic arms with trendy cutout detailing, mini rhinestones and star accents at each side, rubber nose pads, and clear lenses. Style with hoop earrings and a mini handbag.

    Fit & Features

    • Shield design with flat top
    • Metal and plastic arms, cutout detail
    • Mini rhinestones, star detail
    • Metal nose bridge, rubber nose pads
    • Clear lenses
    • 100% UV protection

    Style Number/Barcode: 07008-1078

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Total Appeal One-Shoulder Bodycon Mini Dress

    This one-shoulder mini dress features a unique asymmetrical neckline and is made from super soft, stretchy knit material. The bodycon silhouette perfectly highlights your curves for date nights or parties. 

    Fit & Features

    • Soft, stretchy knit material
    • One-shoulder neckline
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3553

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Details High-Rise Wide-Leg Cuffed Denim Jeans

    These high-rise denim jeans are the perfect addition to your wardrobe! These jeans accentuate your figure with a high-rise waist while providing a comfortable fit. The wide-leg silhouette adds a trendy touch, and the cuffed hem adds a stylish detail. Complete the look in a basic tank crop top and sneakers for any casual plans!

    Fit & Features

    • Light wash non-stretch denim fabric
    • High-rise waist
    • Wide-leg silhouette
    • Cuffed hem
    • Large front pockets, two back pockets
    • Front button and hidden zipper closure
    • Runs true to size

    Style Number/Barcode: 06602-0510

    Category Name: $20 & Under Sale

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Babe Cutout Ruffle Hem Chiffon Midi Dress

    Show up and stun at a summer party like the bold babe you are in this fab midi dress! Designed with a crinkled chiffon fabric, the mid-length dress features a smocked body for added stretch along the figure-flaunting bodycon silhouette. The sleeveless bodice is shaped with a sweetheart neckline with the cutest tie-front design at the bust, a sultry waist cutout to reveal some skin, and adjustable spaghetti straps to find your perfect fit. The layered ruffled hem adds a flirtatious allure to the iconic look. Style this midi dress with hoop earrings and espadrille sandals!

    Fit & Features

    • Crinkled chiffon fabric, knit bust lining, moderate stretch
    • Sweetheart neckline, tie-front bust
    • Waist cutout
    • Adjustable spaghetti straps
    • Smocked body, layered ruffled hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3454

    Category Name: $20 & Under Sale

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Ditsy Floral Eyelet Strapless Mini Dress

    Keep your summer date 'fits flirty and stylish with this floral eyelet strapless mini dress! The airy lightweight eyelet knit fabric is detailed with a sweet ditsy floral print and features a brushed knit lining for coverage. The mini-length dress is shaped with a strapless straight-across elasticized neckline for added stretch and a bodycon silhouette to highlight your curves. Pair with platform sandals and hoop earrings.

    Fit & Features

    • Ditsy floral print
    • Stretchy eyelet knit fabric with knit lining
    • Strapless straight neckline
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5799

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Latest Trend Mid-Rise Denim Jorts

    The latest trending denim jorts are here in a flattering mid-rise waist with functional pockets for convenience and style plus, a relaxed fit knee-length hem. Perfect for styling with a graphic tee.

    Fit & Features

    • Medium wash cotton-blend denim fabric, no stretch
    • Mid-rise waist
    • Relaxed fit knee-length hem
    • Front button and hidden zipper closure
    • Three-pocket styling
    • Jorts in size small have an 11.5" front rise with an 11" inseam
    • Runs true to size

    Style Number/Barcode: 06603-0421

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Thrill Vibes Aviator Sunglasses

    Bring on the vibes in these aviator sunglasses that block out the sun's rays while giving your outfit a trendy look. Pair with a moto jacket.

    Fit & Features

    • Sleek metal frame
    • Tinted lenses
    • Rubber nose supports
    • Polycarbonate
    • Blocks 100% UV

    Style Number/Barcode: 07008-1108

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Corset With The Program Strapless Crop Top

    A corset crop top features a strapless neckline and flexible boning inserts along the bodice for a snatched appearance. Perfect for styling with high-rise pants.

    Fit & Features

    • Woven lined fabric, no stretch
    • Strapless neckline
    • Flexible boning
    • Back zipper and hook-eye closure
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06003-2648

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Fling Sweetheart Eyelet Corset Top

    This eyelet corset top is in for the long haul this season! This flirty crop top features a sweetheart neckline and shoulder straps for a romantic touch, while the flexible boning and multiple back hook and eye fasteners offer a customizable fit. Complete the look in a trendy midi skirt and sandals.

    Fit & Features

    • Eyelet woven fabric, no stretch
    • Sweetheart neckline
    • Shoulder straps
    • Flexible boning
    • Multiple back hook and eye fasteners
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2430

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Deets Cap Sleeve Open Twist Back Midi Dress

    This crew neck midi dress may look basic from the front but the open back reveals sultry deets! Featuring classic cap sleeves and a twisted open back design to flaunt some skin, and a bodycon silhouette that hugs your curves. Complete the look with a clutch for a dinner party!

    Fit & Features

    • Brushed knit fabric lined with stretchy knit
    • Crew neckline
    • Twisted open back
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5754

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Style Sleeveless Square Neck Flowy Romper

    When the forecast calls for sunny style this sleeveless romper delivers!  This stunning romper features adjustable spaghetti straps, a square neckline with a bust tie for a flattering fit, and a stretchy smocked back for comfort. The flowy short-length hem makes it perfect for styling with sandals!

    Fit & Features

    • Woven fabric with lining, no stretch
    • Adjustable spaghetti straps
    • Square neckline
    • Back zipper and hook-eye closure
    • Flowy short-length
    • Runs true to size

    Style Number/Barcode: 06303-0258

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Straight To Business V-Neck Paper Bag Jumpsuit

    From business to play, this paper bag jumpsuit isn't messing around when it comes to chic style! It features a sleeveless V-neck, adjustable spaghetti straps, a pleated tie-front belt waist design, hidden side pockets, and a skinny-leg silhouette on smooth woven fabric. Complete the look in this jumpsuit with a ring set and cropped blazer.

    Fit & Features

    • Sleeveless V-neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Paper bag pleated waist, tie-front belt design
    • Hidden side pockets
    • Skinny-leg silhouette
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1299

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Splendor A-Line Faux Pearl Lace Mini Dress

    Look and feel gorgeous in this lace A-line mini dress at parties and showers! This playful mini dress features a flattering V-neckline, spaghetti straps, and a lace-up back for the perfect fit. The A-line silhouette and faux pearl embellishments add a touch of whimsy to this lacey ensemble! Complete the look in block heels and a clutch.

    Fit & Features

    • Faux pearl embellishments
    • Lace fabric lined with stretchy knit
    • Spagehtti straps
    • V-neckline
    • Lace-up back, zipper and hook-eye closure
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3018

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Stunning Rhinestone Choker Necklace

    Simply stunning, this rhinestone choker necklace is perfect for any formal affair! It features sparkling rhinestone embellishments in an intricate asymmetric design for all the luxe vibes. Style with rhinestone stud earrings for a chic look.

    Fit & Features

    • Rhinestone embellishments
    • Asymmetric design
    • Lobster clasp closure

    Style Number/Barcode: 07002-1719

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Essence Satin Bow Floral Corset Top

    This floral corset top features charming shoulder straps with satin bows, a square neckline, and a cropped-length hem perfect for pairing with a high-rise skirt. The woven material offers a unique floral pattern to elevate your everyday style.

    Fit & Features

    • Non-stretch woven fabric with floral pattern
    • Shoulder straps with satin bows
    • Square neckline
    • Flexible boning
    • Multiple back hook-eye closures
    • Cropped form-hugging fit
    • Runs small

    Style Number/Barcode: 06003-2582

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle And Shine Rhinestone Bow Ballet Flats

    Sparkle and shine in these sheer ballet flats showcasing a dazzling display of rhinestone embellishments and a flirty bow accent. Complete the look with a mini purse.

    Fit & Features

    • Sheer mesh design 
    • Closed almond toe
    • Elasticized strap
    • Rhinestones
    • Bow accent
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-0192

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Bloom Strapless Floral Smocked Tube Top

    Bare your shoulders in this cute strapless floral tube top this summer! Made from floral-printed eyelet fabric, this top adds a touch of charm to any outfit. The strapless neckline and fitted crop hem flatter your figure, while the stretchy smocked bodice ensures a comfortable fit. Complete the look in a trendy skirt for any occasion!

    Fit & Features

    • Floral printed eyelet fabric, stretchy knit lining
    • Strapless neckline
    • Stretchy smocked bodice
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5366

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Updated Chic High Rise Slit Linen Maxi Skirt

    Whether you're heading on vacation or out on the weekend, this linen maxi skirt will help you look chic all season! The high-rise waist and form-hugging fit flatter your figure while the adjustable front drawstring allows for a perfect fit. The high slit adds a touch of drama and the maxi-length hem exudes effortless style. Complete the look in a corset top and wedges.

    Fit & Features

    • Linen blend fabric, woven lining, no stretch
    • High-rise waist, side zipper and hook-eye closure
    • Adjustable front drawstring
    • High slit
    • Maxi-length, form-hugging
    • Runs true to size

    Style Number/Barcode: 06301-0188

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step In Chic Faux Leather Rhinestone Stud Ballet Flats

    Step into these chic faux leather rhinestone stud ballet flats perfect for styling with your favorite skirts or dresses.

    Fit & Features

    • Faux leather material
    • Almond toe
    • Rhinestone stud accents
    • Mini bow accent
    • Raised textured sole
    • Runs true to size

    Style Number/Barcode: 07405-0197

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanting Aura Rhinestone Necklace And Earrings Set

    Create an enchanting aura in this gorgeous rhinestone necklace and earrings set! It features a curved collar necklace with a single row of rhinestones leading to a multi-row rhinestone stacked center design for a luxe sparkle. The matching short duster earrings feature a three-row asymmetric rhinestone fringe design. Style this set with a floor-sweeping ball gown for major princess vibes!

    Fit & Features

    • Necklace and earrings set
    • Curved collar necklace, back adjustable chain with lobster clasp closure
    • Single row of rhinestones, multi-row rhinestone stacked design
    • Short duster earrings, post back closures, rubber stoppers
    • Three-row asymmetric rhinestone fringe design

     

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

    Style Number/Barcode: 07002-1727

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Sheen Dainty Pearl And Rhinestone Belt

    This dainty chic belt features faux pearl embellishments with a sparkly rhinestone trim for a luxe sheen. Style over a fitted formal dress.

    Fit & Features

    • Faux pearls
    • Rhinestone trim
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07301-1118

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Pop Three-Pack Hair Bow Barrettes

    Style your day-to-day look or summer holiday outfit with this three-pack of hair bow barrettes! The pack features one star printed denim bow, one faux pearl embellished denim bow, and one dainty lace bow each with a secure metal clip closure. Complete the look in an adorable red dress.

    Fit & Features

    • Three-pack hair bow barrettes
    • One star printed denim bow
    • One faux pearl embellished denim bow
    • One lace bow
    • Each has a secure metal clip closure

    Style Number/Barcode: 07006-0519

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Mood Crochet Maxi Skirt

    This maxi skirt is designed with a breezy open crochet knit fabric, creating a bold sheer look perf for weekend getaways. It features a high-rise elastic waist for added stretch and a maxi-length slim-fit silhouette with a flared-out hem for that effortlessly chic vibe. Style with the matching cropped sweater.

    Shop Matching Top: Weekend Mood Crochet Cropped Sweater

    Fit & Features

    • Open crochet knit fabric, minimal stretch
    • High-rise elastic waist
    • Maxi-length slim-fit silhouette
    • Flared-out hem
    • Runs true to size

    Style Number/Barcode: 06501-1076

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale