$20 & Under Sale
Dive into our fabulous $20 and under sale, where affordability meets style with dresses, tops, bottoms, and shoes. Perfect for fashion-savvy shoppers, this collection allows you to create complete chic looks without straining your wallet. Whether you're updating key pieces or opting for a fresh 'fit for an upcoming event, seize the opportunity to enhance your wardrobe with our stunningly priced finds.
Home$20 & Under Sale

$20 & Under Sale
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.
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Delphine Formal Satin Rosette Mermaid Dress
Special Occasion
Crafted from a silky chic satin fabric, the Delphine formal dress is everything you're looking for in a party-ready look! She features a sleeveless halter neckline with a rosette flower applique and tie-neck closure, and a curve-flattering mermaid silhouette that gracefully leads to her floor-length hem. The formal dress is composed of silky and smooth satin fabric with a luxe sheen and minimal stretch. Complete the look with rhinestone hoop earrings for bridesmaids or a black tie event.
Fit & Features
- Sleeveless halter neckline
- Rosette flower applique, tie-neck closure
- Back zipper closure
- Mermaid silhouette, floor-length hem
- Smooth satin fabric, luxe sheen, minimal stretch
- Strapless bra recommended
- Runs true to size
Style Number/Barcode: 05002-7754
Category Name: $20 & Under Sale
Price: $29.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hello Gorgeous Floral Dangly Earrings
Elevate your gorgeous style with these dangly earrings! They feature three coin charms with floral appliques and have a post-back closure. Complete your look for a party with statement heels.
Fit & Features
- Coin charms
- Floral appliques
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1711
Category Name: $20 & Under Sale
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Laid Back Cool Denim Crop Hoodie
Look laid back and cool in this trendy denim crop hoodie perfect for school and weekend hangs! It features drop-shoulder long sleeves with button cuffs and seam details, a drawstring hoodie neckline, a front zip-up closure, faux flap pockets with snap-button closures, and a slightly oversized silhouette. Complete the look with basic booties.
Fit & Features
- Drop-shoulder long sleeves, button cuffs, seam details
- Drawstring hoodie neckline
- Front zip-up closure
- Faux flap pockets, snap-button closures
- Slightly oversized silhouette, cropped hem
- Medium wash denim, no stretch
- Runs true to size
Style Number/Barcode: 06203-0514
Category Name: $20 & Under Sale
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Shine Attitude Slit Mini Skort
Shine bright with attitude in this trendy mini skort! Perfect for creating a going-out look, it features a sleek high-rise waist, a front skirt overlay with a slit, a form-hugging fit, and a shorts lining. The woven fabric has a stylish sheen effect. Complete the outfit in a lace bustier, heels, and a mini handbag!
Fit & Features
- High-rise waist
- Front skirt overlay, slit accent
- Form-hugging fit
- Shorts lining
- Woven fabric, sheen effect, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0348
Category Name: $20 & Under Sale
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fiercely Fringed Hoop Fringe Earrings
Make every outfit bold with these hoop earrings! They feature a rhinestone embellished hoop and cascading rhinestone and hematite bead fringe. Includes an omega closure. Complete the look with a sassy sweater dress for a dinner date!
Fit & Features
- Rhinestone embellished hoop
- Cascading rhinestone and hematite bead fringe
- Omega closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1723
Category Name: $20 & Under Sale
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Penelope Rhinestone Fishnet Feather Trim Party Dress
Special Occasion
The Penelope rhinestone fishnet feather trim party dress has a sultry, flirtatious allure that will get you all the compliments on your next dressy night out. She features a sheer fishnet layer with all-over sparkling rhinestone embellishments, a crew neckline, long bell sleeves with a marabou feather trim, and a mini-length hem. The sleeveless knit lining features a V-neckline, spaghetti straps, and a mini-length hem. The dress has a bodycon silhouette to flaunt your figure. Style this mini dress and complete your glitzy going-out look with strappy stiletto heels.
Fit & Features
- Sheer fishnet layer, all-over rhinestone embellishments
- Crew neckline, long bell sleeves, marabou feather trim
- Mini-length hem
- Sleeveless knit lining, V-neckline, spaghetti straps, mini-length hem
- Bodycon silhouette, minimal stretch
- Strapless or sticky bra recommended
- Runs true to size
Style Number/Barcode: 05001-1578
Category Name: $20 & Under Sale
Price: $19.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty Glitz Necklace And Earrings Set
Adorn yourself in luxury with this necklace and earrings set for a pretty and glitzy allure! The necklace features a dainty rhinestone chain leading to a center small round gemstone and a teardrop-shaped gemstone accent with rhinestone trim. The matching earrings feature a round gemstone post and a teardrop gemstone with rhinestone trim. Complete the look with a marabou strapless dress for a formal soiree!
Fit & Features
- Matching necklace and earrings set
- Dainty rhinestone chain necklace
- Small round gemstone, teardrop gemstone with rhinestone trim
- Back adjustable chain, lobster clasp closure
- Earrings, round gemstone post
- Teardrop gemstone with rhinestone trim
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07002-1593
Category Name: $20 & Under Sale
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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My Favorite Flower Rhinestone Stiletto Booties
These faux leather booties will be your favorite pair to style with every outfit! They feature a sleek pointed-toe, a rhinestone flower decoration, an inner zipper closure, and a stiletto heel. Complete the look with a sleek blazer for an evening out or concert!
Fit & Features
- Pointed toe
- Rhinestone flower decoration
- Inner zipper closure
- Stiletto heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1690
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dare To Be Noticed Ruffle Slit Midi Dress
Dare to be noticed in this effortless midi dress perfect for dressy soirees and dates! Capture the moment in this knee-length dress featuring a square neckline, adjustable spaghetti straps, a cascading front ruffle trim, a flattering bodycon silhouette, and a sultry side slit on slinky knit fabric. Complete the look in block heels and a clutch.
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Cascading front ruffle trim
- Bodycon silhouette
- Side slit, midi-length hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2828
Category Name: $20 & Under Sale
Price: $19.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cadet Cutie Cargo Pocket Mini Dress
Rise up in rank looking cute in this mini dress! The short dress features a sweetheart neckline, adjustable spaghetti straps, cargo-flap pockets along the bust, snap-button down closures, belt loop accents and side pockets, and a flattering bodycon silhouette. Complete the look in sleek hoop earrings for a day out with the girls!
Fit & Features
- Sleeveless sweetheart neckline, adjustable spaghetti straps
- Cargo-flap pockets along the bust
- Snap-button down closures
- Belt loop accents, side pockets
- Bodycon silhouette, mini-length hem
- Texture woven fabric, minimal stretch
- Runs small, recommend to size up
Style Number/Barcode: 05102-5441
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Elevated Factor V-Neck Satin Mini Dress
You'll be the elevated factor in this satin mini dress at the club! It features a sleeveless V-neckline, adjustable spaghetti straps, a sheer mesh waist insert, a bodycon silhouette, and a mini-length hem. Complete the look with statement earrings.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Sheer mesh waist insert
- Bodycon silhouette, mini-length hem
- Satin fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5020
Category Name: $20 & Under Sale
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dramatic Pause V-Neck Bell Sleeve Mini Dress
Capture the spotlight in this mini dress with its dramatic bell long sleeves with shoulder pads for a structured look, sultry V-neckline, and flattering bodycon silhouette, dare to step up your fashion game! Complete the look with teardrop earrings and rhinestone heels for a dressy birthday or date night.
Fit & Features
- Bell long sleeves, shoulder pads
- V-neckline
- Bodycon silhouette
- Mini-length hem
- Smooth knit fabric, bust lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2659
Category Name: $20 & Under Sale
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ruffle Me Down Satin V-Neck Party Dress
Dare to drop it low in this satin party dress! Featuring a bodycon silhouette and ruffled trim side slit, you’ll turn heads wherever you go. With its V-neck, spaghetti straps, and mini-length hem, this dress will help you feel confident and chic! Complete the look in spiral block heels for a celebration.
Fit & Features
- Sleeveless V-neck, spaghetti straps
- Bodycon silhouette
- Side ruffled slit, mini-length hem
- Silky satin fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2783
Category Name: $20 & Under Sale
Price: $5.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Unforgettable Glitter Off The Shoulder Midi Dress
Be unforgettable in this glitter midi dress destined to sparkle on every occasion! Featuring an off-the-shoulder neckline, short sleeve cuffs, a bodycon silhouette, a side-ruched seam, and an asymmetrical midi-length hem with slit, this glitter knit fabric will make you shine. Complete the look in statement heels for a semi-formal party or celebration.
Fit & Features
- Off-the-shoulder neckline
- Short sleeve cuffs
- Bodycon silhouette, side ruched seam
- Asymmetrical side slit, midi-length hem
- Glitter knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2841
Category Name: $20 & Under Sale
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Smooth Silhouette V-Neck Surplice Bodysuit
A flattering staple bodysuit that fits like a glove and layers effortlessly under your favorite sweaters or jackets. It features fitted long sleeves, a surplice V-neckline, side ruched seams that accentuate your curves, a form-hugging fit, and a thong bottom with snap-button closures. The double-lined stretchy knit fabrics offer a seamless design and have an ultra-soft buttery feel. Style with best-selling bottoms and a jacket for day or night!
Fit & Features
- Fitted long sleeves
- Surplice V-neckline
- Side ruched seams
- Form-hugging fit
- Thong bottom, snap-button closures
- Double-lined smooth knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4979
Category Name: $20 & Under Sale
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keep It Real High-Rise Cargo Denim Skinny Jeans
Keep it really cute and trendy in these denim skinny jeans for your everyday style! They feature a flattering high-rise waist, a skinny-leg silhouette, cargo-flap pockets with button closures, and a tapered ankle fit. The jeans are composed of a dark wash denim fabric with a color fade effect and some stretch. Complete the look with a crop top for a dinner and movie!
Fit & Features
- High-rise waist
- Skinny-leg silhouette, tapered ankle fit
- Cargo-flap pockets, button closures
- Front button and hidden zipper closure
- Five-pocket styling, belt loop accents
- Dark wash denim, some stretch, color fade effect
- Runs true to size
Style Number/Barcode: 06602-0478
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Everyday Utility Cargo Jogger Jumpsuit
Step up your fashion game in this utility jumpsuit and take the streets by storm! The jumpsuit features short sleeves, a collar neckline, snap-button down front closures, chest faux flap pockets, an adjustable elasticized drawstring waistband and hidden side pockets, lower flap cargo pockets, a jogger-style leg, and an elasticized cuff. Complete the look with a statement ring set to slay it every time you step out!
Fit & Features
- Short sleeves, collar neckline
- Snap-button down front closures
- Chest faux flap pockets, hidden side pockets
- Adjustable elasticized drawstring waistband
- Lower flap cargo pockets, jogger style leg, elasticized cuff
- Twill woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06302-0783
Category Name: $20 & Under Sale
Price: $14.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish Allure Satin Bodycon Mini Dress
Shopping for the perfect homecoming dress that will capture that stylish allure? This sleek satin mini dress will deliver. It features an off-the-shoulder straight-across neckline, fitted short sleeve cuffs, a high waist seam, chic pleating at the waist, a mini-length hem, and a bodycon silhouette to showcase your gorgeous figure. The satin-knit fabric has a moderate stretch. Pair this homecoming dress with rhinestone heels for a subtle hint of glam!
Fit & Features
- Off-the-shoulder straight-across neckline
- Fitted short sleeve cuffs
- High waist seam
- Pleating at the waist
- Mini-length hem, bodycon silhouette
- Satin-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2645
Category Name: $20 & Under Sale
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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RSVP Yes Satin Platform Rhinestone Trim Heels
With these satin platform heels, you'll want to RSVP yes to every invite! They feature a square toe, wide foot strap, a chunky platform sole an ultra-tall block heel, and a rhinestone-embellished ankle strap with buckle closure. Complete the look with a glam clutch for a formal soiree!
Fit & Features
- Square toe
- Wide foot strap
- Chunky platform sole, ultra-tall block heel
- Rhinestone-embellished ankle strap
- Buckle closure
- Satin material
- Runs true to size
Style Number/Barcode: 07401-4518
Category Name: $20 & Under Sale
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vibe Check Platform Block Heel Pumps
These platform pumps give you the perfect vibe check! They feature a closed almond toe, sides, and ankle, a chunky block heel, and a retro checkered pattern. Complete the look with a trendy mini handbag for a concert!
Fit & Features
- Closed almond toe, sides, and ankle
- Chunky block heel
- Platform sole
- Checkered pattern
- Runs true to size
Style Number/Barcode: 07401-4519
Category Name: $20 & Under Sale
Price: $8.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet But Sassy Satin Rhinestone Bow Flats
Treat yourself to the perfect touch of sassy style with these satin flats! They feature a closed pointed toe with a statement rhinestone bow and a rhinestone-embellished trim, an open design, a cushioned faux leather insole, and a rhinestone-embellished ankle strap with buckle closure. Complete the look with a fab ring set for a dressy dinner party or banquet!
Fit & Features
- Closed pointed toe, rhinestone trim
- Statement rhinestone bow
- Open design
- Cushioned faux leather insole
- Rhinestone-embellished ankle strap, buckle closure
- Satin material
- Runs true to size
Style Number/Barcode: 07405-0042
Category Name: $20 & Under Sale
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Country Girl Rhinestone Trim Cowboy Hat
Amp up your party 'fit and look like a glam country girl with this fabulous rhinestone trim cowboy hat! It features a classic design with a structured top, a wide curved brim, a sparkling iridescent rhinestone trim, and is composed of a smooth faux suede material. Style this hat with a bodycon dress and platform heels for a birthday party, bachelorette, or Nashville trip!
Fit & Features
- Structured top
- Wide curved brim
- Iridescent rhinestone trim
- Faux suede material
Style Number/Barcode: 07302-1531
Category Name: $20 & Under Sale
Price: $3.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Spoil Yourself Faux Suede Rhinestone Booties
Spoil yourself and get these faux suede booties for an edgy glam look! They feature a pointed toe, a rhinestone-embellished wrap design, an inner zipper closure, and a block heel. Style with a faux leather jacket for dinner and drinks downtown!
Fit & Features
- Pointed toe
- Rhinestone-embellished wrap design
- Inner zipper closure
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1695
Category Name: $20 & Under Sale
Price: $12.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Extra Sleek Satin Corset Mini Dress
This satin corset mini dress will give you that extra sleek look to keep all eyes on you! It features a sleeveless square neckline, thin tank shoulder straps, a chic corset-designed bodice with flexible boning inserts for a snatched silhouette, ruching at the waist, a mini-length hem, and a bodycon fit. The smooth satin-knit fabric has plenty of stretch. Style this mini dress with rhinestone fringe earrings to add some glam for your next club night out!
Fit & Features
- Sleeveless square neckline
- Tank shoulder straps, back zipper, hook and eye closure
- Corset-designed bodice, front flexible boning inserts
- Ruching at the waist
- Mini-length hem, bodycon silhouette
- Satin-knit fabric, knit lining at the bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05103-5221
Category Name: $20 & Under Sale
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale