$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • In It For The Romance Rhinestone Bra + Panty Set

    Whether your in it for the romance or you're in it for yourself, slipping into something sexy makes you feel like a new woman! This set includes a wired bra with adjustable straps, and no padding. Bra is lined and composed of a glittering mesh material that offers slight stretch. Bra has three rows of hook and eye closures, and features a double row of rhinestones over the breast. Panties are a lined g-string, and composed of matching material with double rhinestones that fall below the hips. Don't forget to pick up a little something extra and add the draping garter, sold separate.

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07107-0331

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Better Together Striped Jumpsuit

    Because you and this jumpsuit are so much better together! The one-piece garment features a spaghetti strap-style top attached to striped, high-waist pants—giving the illusion of a two-piece ensemble! Jumpsuit includes a paperbag-style waist with a tie belt. Jumpsuit is composed of crepe fabric that offers a form hugging fit with a moderate stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0109

    Category Name: $20 & Under Sale

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Go Wide Denim Jumpsuit

    Retro-chic vibes lend this light blue denim jumpsuit one-piece wonder status! Jumpsuit features ruffle-trimmed straps, a square neckline, a seamed bodice, back zipper, cargo-style pockets at hips, and a wide-leg silhouette. Jumpsuit is made from a cotton-blend material with a hint of stretch.

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06602-0013

    Category Name: $20 & Under Sale

    Price: $4.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Denim Dreams Cropped Jacket

    Dream up the perfect look for your summer adventures in this staple piece! This cropped jacket features a collar, a multi button down front, two small chest pockets with button closure, long sleeves and a lightly frayed hem. Jacket is composed of a white denim fabric that offers a relaxed fit with a moderate stretch. Be sure to pick up the matching skirt to complete your ensemble. 

    Style Number/Barcode: 06204-4220

    Category Name: $20 & Under Sale

    Price: $22.87 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bettah Brushed Rayon Bomber Jacket

    Cute, cropped, and made for making moves, this bomber is ideal for effortless layering. Jacket features an abbreviated collar, long cuffed sleeves, a zip-up front, and long cinch-waist tie. Jacket is made from a smooth, lightweight Rayon material with little to no stretch.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0013

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Groovy PJ Set
    We're dreaming of groovy looks! This PJ set features a top with a sleeveless bodice, a scoop neckline, spaghetti straps, a racer back and a cropped hem. The all over tie dye print features a bright mix of neon hues. Top is composed of a ribbed knit fabric that offers a relaxed fit with a moderate stretch. The matching pants feature a mid rise waist with a straight leg fit. Pants offer a form hugging fit with a slight stretch.

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0007

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Sassy Wide Leg Pants
    Keep your look fun and sassy with these cute wide leg pants! They feature a high rise elastic banded waist paired with flowy, wide pant legs with a flared hem. The red pants are composed of a textured ribbed knit fabric that offers plenty of stretch and a comfortable fit. Complete your look with the matching crop top!

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

    Style Number/Barcode: 06502-0061

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daisy Darling Sleeveless Crochet Romper
    Radiate a darling look in charming daisies! This romper features a sleeveless bodice, a plunging V neckline, spaghetti straps and an unlined crochet waist trim that leads to a wide leg hem with cheeky bottom. Romper features an all over daisy print in a contrasting color. Romper is composed of a lightweight woven fabric that offers a relaxed fit with a minimal stretch. Includes a back zipper closure with a hook and eye closure.

    Style Number/Barcode: 06403-0036

    Category Name: $20 & Under Sale

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • X Marks Ribbed Crop Top

    You've got that X factor—all the better to show it off in this ivory knit crop! Top features all-over ribbing, a high halter neckline with spaghetti straps leading to an X back, and ties designed to cross-wrap at the front and knot at back waist. Top is made from a soft rayon blend with moderate stretch. Don't forget to pair it with the matching wide-leg pants!

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1644

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet But Psycho Graphic Tee
    Hey—honesty has always been one of your strong suits! You tell it like it is in this fitted tee. It features a crew neck, short sleeves, and a "sweet but psycho" graphic in script. Shirt is made from an ultra-soft cotton/modal blend with minimal stretch.

    Style Number/Barcode: 06002-0145

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tactile Touch Tie Front Top
    Talk about all the feelings! This ivory textured crop top is chic to the touch! Top feature a patterned knit overlay, elasticized cap sleeves, a tie-front knot with cutout at chest, a back zip, and a banded hem. Be sure and pair this babe with the coordinating shorts! Top is lined and made from a densely woven cotton blend with little to no stretch.

    Style Number/Barcode: 06003-0221

    Category Name: $20 & Under Sale

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sass It Up In Stripes Bodysuit
    Sass up your look with some stylish stripes in this adorable bodysuit. It features a crew neckline, short sleeves, a contrast ribbed hem along the neckline and sleeves, and a thong bottom with snap button closures. The bodysuit is composed of a stretchy ribbed knit fabric that offers a form hugging fit.

    Style Number/Barcode: 06002-0169

    Category Name: $20 & Under Sale

    Price: $7.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ruffle Trim Ribbed Bodysuit
    Sweeten up your look with this adorable ruffle trim bodysuit! It features a sleeveless bodice, a round neckline, tank-like shoulder straps, a ruffle trim overlay, and a thong bottom with snap button closures. The bodysuit is composed of a stretchy ribbed knit fabric that offers a form hugging fit.

    Style Number/Barcode: 06001-1752

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ruffle Trim Ribbed Bodysuit
    Sweeten up your look with this adorable ruffle trim bodysuit! It features a sleeveless bodice, a round neckline, tank-like shoulder straps, a ruffle trim overlay, and a thong bottom with snap button closures. The bodysuit is composed of a stretchy ribbed knit fabric that offers a form hugging fit.

    Style Number/Barcode: 06001-1751

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Life Under A Palm Tree Crop
    Live your best life under a palm tree, or just in palm print! This crop top features a deep V neckline, spaghetti straps that tie halter style, and a tie closure in the back as well. The top has a banded hem, and includes a smooth inner lining. Crop is composed of a soft knit material that offers maximum stretch, and is adorned with an all over palm leaf pattern. Don't forget the matching bottoms for a complete outfit!

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1727

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On That Basic Bodysuit
    Because we're all about that base! This cute basic black bodysuit features a round neckline, cap sleeves, a slim fit bodice with a comfortable stretch and a high cut thong bottom with a snap button closure.

    Model is 5'7 with a 32 bust, 24" waist and 37" hips. She is wearing a size small.

    Style Number/Barcode: 06002-3851

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Floral Smock Tube Top
    Cutie in a tube top! This piece features a sleeveless bodice, a straight neckline with a lettuce style trim. The top has an all over smock which offers maximum stretch with a stitching that compliments many body types. The print is a sweet ditsy floral.

    Style Number/Barcode: 06001-1656

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Daze Crop Top

    Get into a stylish floral daze with this too cute crop! The top features an off the shoulder neckline, short sleeves, a lattice tie front, and a cropped hem. The top is composed of a stretchy smocked fabric with an adorable all over ditsy floral print.

    Model is 5'3" with a 32" bust, a 22.5" waist, and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1657

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirtatious In Floral Crop Top
    Give off flirty and girly vibes in this adorable crop top! It features an off the shoulder neckline, three quarter length loose sleeves with elastic cuffs, ruched tie front details, a stretchy smocked back, and a cropped hem. The top is composed of a sheer chiffon fabric with a front lining.

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0213

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ethereal Ruffle Crop
    Show your ethereal side in this sweet top! Features a square neckline with a ruffle trim, and elastic ruffle spaghetti straps. The top is composed of a ribbed material that is fitted yet offers moderate stretch.

    Style Number/Barcode: 06001-1576

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cutie In Floral Smocked Top
    Hey babe! Create such a cute look with this adorable ditsy floral smocked top! It features an off the shoulder square neckline, long sleeves with elastic cuffs, a stretchy and smocked bodice, and a cropped hem. The top is composed of a lightweight woven fabric.

    Style Number/Barcode: 06003-0232

    Category Name: $20 & Under Sale

    Price: $8.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Ribbed Cropped Tube Top

    Fall back on basics for an effortlessly put together look! This tube top features a straight, strapless neckline and a slim cropped fit. Top is composed of a soft ribbed fabric that offers plenty of stretch for a custom-like fit.

    Style Number/Barcode: 06002-4823

    Category Name: $20 & Under Sale

    Price: $9.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Call Me Never Crop Top
    Let your cute tee tell it like it is! This crop top features a round neckline, short sleeves, a cropped hem, and a screen print with the words "Call Me Never." Top is composed of a lightweight knit fabric that offers moderate stretch.

    Style Number/Barcode: 06002-0160

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Susan Formal Sleeveless Midi Dress

    Special Occasion 

    Keep it sleek and sophisticated in our timelessly elegant Susan dress! She features a strapless sweetheart neckline, a built in no slip strip, padded cups, pleating accents along the bust, an empire waist accent and trendy side pockets. She is composed of a lined crepe fabric that offers a form hugging fit and a moderate stretch. Includes a back zipper closure with a hook and eye closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0027

    Category Name: $20 & Under Sale

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale