$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.
-
Come Around Metallic Lace-Up Block Heels
Dare to wear these metallic block heels and turn heads with every step! Featuring a square toe, strappy foot straps, a block heel, and lace-up ankle straps to help you make a statement. Style the block heels with a long sleeve midi dress for a party or date night!
Fit & Features
- Square toe
- Strappy foot straps
- Block heel
- Lace-up ankle straps
- Metallic material
- Runs true to size
Style Number/Barcode: 07401-4575
Category Name: $20 & Under Sale
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Bring On The Bling Faux Pearl Rhinestone Bolero
Bring the bling with this mesh bolero to layer over your cocktail or formal dress! The sheer bolero features fitted long sleeves, an open front design, an ultra-cropped hem, and striking rhinestone and faux pearl embellishments. Complete the look with a chic purse.
Fit & Features
- Fitted long sleeves
- Open front design
- Ultra-cropped hem
- Faux pearl and rhinestone embellishments
- Sheer mesh fabric
- Runs true to size
Style Number/Barcode: 06204-1623
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Knit Talks Mock Neck Sleeveless Sweater Dress
This knit sweater dress speaks for itself! Flaunt your classic style in this sleeveless dress featuring a ribbed mock neck, a flattering bodycon silhouette, and a mini-length hem with a flirty slit accent. Complete the look with a chic mini handbag and knee-high boots for a daytime outing!
Fit & Features
- Sleeveless
- Ribbed mock neck
- Bodycon silhouette
- Slit accent
- Mini-length hem
- Stretchy sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1726
Category Name: $20 & Under Sale
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Shake It Up Sequin Fringe Mini Skirt
Shake it up in this sequin fringe mini skirt perfect for hitting every dance floor at parties! It features a high-rise waist, bodycon silhouette, a tiered sequin fringe design, and a metallic knit fabric. Complete the look in a lace-bustier!
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Sequin fringe
- Bodycon silhouette
- Mini-length hem
- Metallic knit fabric
- Runs true to size
Style Number/Barcode: 06501-0878
Category Name: $20 & Under Sale
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Moments Like This Strapless Ruffled Midi Dress
Take on timeless style in this strapless midi dress for enchanting moments at every soiree! The knee-length dress features a strapless neckline, a bodycon silhouette, dual front slits, and cascading ruffle trim down to the hem to create a voluminous effect. The smooth knit fabric offers plenty of stretch. Complete the look in strappy heels.
Fit & Features
- Strapless neckline
- Bodycon silhouette
- Dual front slits, cascading ruffle trim
- Midi-length hem
- Smooth knit fabric, top lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2853
Category Name: $20 & Under Sale
Price: $19.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Vivid Romance Rose Linear Earrings
Add a vividly romantic style with these earrings perfect for accessorizing with your chic look! They feature a round gemstone post with dainty linear strands with colored rose embellishments and gemstones. Includes a post-back closure. Complete the look with flutter faux lashes for a party!
Fit & Features
- Round gemstone post
- Dainty linear strands
- Colored rose embellishments, gemstones
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1738
Category Name: $20 & Under Sale
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Endless Glamour Small Rhinestone Hoop Earrings
Evoke endless glamour with these gorgeous rhinestone hoop earrings! They feature a small chunky hoop design with all-over mini rhinestone embellishments for a stunning sparkle. Style with a red faux leather dress for a sleek night out vibe!
Fit & Features
- Small chunky hoop design
- Mini rhinestone embellishments
- Omega closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1747
Category Name: $20 & Under Sale
Price: $5.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sleek Beauty Butterfly Hair Pin
This sleek butterfly hair pin will add a beautiful touch to your everyday looks. It features a gorgeous butterfly-shaped outline with a thin hair pin design that you can effortlessly twist your hair up and style with! Pair this hair accessory with dainty rhinestone stud earrings.
Fit & Features
- Butterfly-shaped outline
- Thin hair pin design
Style Number/Barcode: 07006-0418
Category Name: $20 & Under Sale
Price: $3.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Breaking Routine Patent Leather Lug Loafers
Break the style routine and opt for these patent leather loafers you've been eyeing on your fave celebs! The loafers feature a closed design with a round toe, a faux top strap, a chunky lug sole with a short heel, and are slip-on and off styling. Complete the look with the loafers styling with a trendy sweater and jeans!
Fit & Features
- Closed design
- Round toe
- Faux top strap
- Chunky lug sole, short heel
- Slip on and off styling
- Patent leather material
- Runs true to size
Style Number/Barcode: 07405-0062
Category Name: $20 & Under Sale
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Best Behavior Patent Strappy Block Heels
You'll be on your best fashion behavior in these patent leather block heels! The heels feature an open almond toe, dual asymmetrical toe straps, and crisscross ankle straps with buckle closure, a block heel, and a closed ankle on patent leather material. Style the heels with a chic clutch for a dressy occasion!
Fit & Features
- Open almond toe
- Asymmetrical toe straps
- Crisscross ankle straps with buckle closure
- Block heel
- Closed ankle
- Patent leather material
- Runs true to size
Style Number/Barcode: 07401-4573
Category Name: $20 & Under Sale
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Dreaming In Marble Asymmetrical Midi Dress
Finished with a gorgeous marble print, this midi dress will be the star of the night! The knee-length dress features a sleeveless V-neckline, adjustable spaghetti straps, a crisscross back, and a bodycon silhouette and side ruched seam that flatters your curves, while the asymmetrical midi-length hem and high side slit show off your legs. Style the midi dress with basic stiletto heels for a sunset dinner.
Fit & Features
- Sleeveless V-neckline, adjustable spaghetti straps
- Crisscross back
- Bodycon silhouette
- Side ruched seam, high side slit
- Asymmetrical midi-length hem
- Marble print, bust knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5274
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Flirty And Fun Nubuck Platform Stiletto Heels
Step out in these nubuck stiletto heels for a flirty and fun style! The heels feature an open almond toe, a wide toe strap, a platform sole, a stiletto heel, and a closed ankle with an adjustable strap with buckle closure. Complete the look with a chic crossbody bag for day or night plans!
Fit & Features
- Open almond toe
- Platform sole
- Stiletto heel
- Closed ankle, adjustable strap, buckle closure
- Slightly cushioned insole
- Nubuck material
- Runs true to size
Style Number/Barcode: 07401-4363
Category Name: $20 & Under Sale
Price: $19.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Play Fair High-Rise Camouflage Cargo Pants
These camouflage pants play fair everywhere you wear them! Featuring a high-rise waist, a flattering wide-leg silhouette, cargo-style flap pockets, and a trendy camouflage print on woven fabric. Style the cargo pants with a basic bodysuit top and mules for a day out!
Fit & Features
- High-rise waist
- Wide-leg silhouette
- Front button, hidden zipper closure, belt loop accents
- Side pockets, lower cargo-style flap pockets
- Back faux flap pockets
- Camouflage print, woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0786
Category Name: $20 & Under Sale
Price: $6.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Streamlined Silhouette Smooth Knit Maxi Skirt
Create a chic streamlined silhouette with this smooth knit maxi skirt. It features a high-rise waist, a maxi-length hem with a high-cut back slit accent, and a curve-hugging silhouette to showcase your figure. The ribbed smooth knit fabric includes a full-length knit lining and offers plenty of stretch. Style this maxi-length skirt with a crop top and ankle booties for drinks with the squad.
Fit & Features
- High-rise elasticized waist
- Maxi-length hem
- High-cut back slit
- Curve-hugging fit
- Ribbed smooth knit fabric, full-length knit lining
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0899
Category Name: $20 & Under Sale
Price: $5.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
High-Rise Wide-Leg Carpenter Pants
These wide-leg carpenter pants will get you that trendy street style you've been seeing all over your feed. They feature a high-rise waist, two large front pockets, two back pockets, a utility-style side strap, a wide-leg silhouette, and an overall relaxed fit. The lightweight cotton-blend woven fabric has a minimal stretch for comfortable wear. Pair these carpenter pants with a graphic tee and sneakers for a casual-cool everyday look.
Fit & Features
- High-rise waist
- Two large front pockets
- Two back pockets
- Single utility-style side strap
- Wide-leg silhouette, relaxed fit
- Cotton-blend woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06302-0794
Category Name: $20 & Under Sale
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Simple Details Hoop Drop Earrings
You'll adore the simple details of these hoop drop earrings. They feature a small hoop post with a large hanging hoop design. Include a post-back closure. Style these chic earrings with a dainty lariat necklace.
Fit & Features
- Small hoop post
- Large hanging hoop
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1746
Category Name: $20 & Under Sale
Price: $3.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cozy Elevated Faux Sherpa Trim Vest
This faux sherpa trim vest is a cozy elevated staple for the season! It features a lapel collar, an asymmetric zip-front design, a cropped hem, a fitted silhouette, and faux sherpa trims on the ultra-smooth faux suede fabric. Layer over a long-sleeved bodysuit with jeans and ankle booties for a chic fall vibe.
Fit & Features
- Sleeveless bodice, lapel collar
- Asymmetric zip-front design
- Two front faux pockets
- Cropped hem, fitted silhouette
- Faux sherpa trims
- Faux suede fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06201-0395
Category Name: $20 & Under Sale
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Bold Babe Denim Over-The-Knee Stiletto Boots
These iconic denim over-the-knee stiletto boots are perf for a bold babe like yourself. They feature an over-the-knee height, a pointed toe, an inner zipper closure for easy on-and-off wear, a sleek stiletto heel, and detailed buttoned pockets on the denim material. Style these boots with hoop earrings.
Fit & Features
- Over-the-knee height
- Pointed toe
- Inner zipper closure
- Stiletto heel
- Buttoned pockets
- Denim material
- Runs true to size
Style Number/Barcode: 07402-0906
Category Name: $20 & Under Sale
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Trendy Girl Wide-Leg Cargo Twill Pants
These trendy wide-leg cargo twill pants are the of-the-moment style to have in your closet this season! They feature a high-rise waist, adjustable thin straps on each side, two large front pockets, a wide-leg silhouette, and a relaxed fit. The cargo pants are composed of a brushed twill fabric. Complete your casually cool look with a corset top and clear mules.
Fit & Features
- High-rise waist, hidden front zipper closure
- Two adjustable thin straps
- Two large front pockets
- Wide-leg silhouette
- Relaxed fit
- Brushed twill fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0789
Category Name: $20 & Under Sale
Price: $14.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Jaelene Formal Sequin Strapless Mermaid Dress
Special Occasion
Inspired by the starry night sky, countless sequin embellishments adorn the Jaelene formal dress! She features a strapless square neckline, flexible boning inserts along the bodice for a snatched appearance, and a flattering mermaid silhouette, high front slit, and floor-length hem. The formal dress is designed with a sequin-embellished scroll pattern on mesh fabric for a sparkly allure with a stretchy knit lining. Complete the look with earrings for a school dance or black tie occasion!
Fit & Features
- Strapless square neckline
- Flexible boning inserts along the bodice
- Back zipper and hook-eye closure
- Mermaid silhouette, floor-length hem
- Sequin-scroll embellishments, mesh fabric, stretchy knit lining
- Pasties recommended
- Runs true to size
Style Number/Barcode: 05002-7579
Category Name: $20 & Under Sale
Price: $9.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Effortless Beauty Bandana Print Silk Scarf
Tie your entire look together and showcase effortless beauty with this silk scarf! It features a cute all-over bandana print pattern on the lightweight silk-like material. Style it with a casual dress and mules!
Fit & Features
- Bandana print
- Silk-like material
- No stretch
Style Number/Barcode: 07305-0448
Category Name: $20 & Under Sale
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Fliratious Mood Ruched Bodycon Mini Dress
This adorable mini dress will bring the flirtatious vibes to your next dinner date. It features a sweetheart neckline with a padded bust, a trendy twist-front design at the bust followed by a chic center keyhole cutout, sheer short puff sleeves, ruching down the side and back seams, a mini-length hem, and a bodycon silhouette that will hug your curves. The sheer mesh fabric includes a full-length lining and offers plenty of stretch. Style this mini dress with gold earrings and stiletto heels for date night.
Fit & Features
- Sweetheart neckline, padded bust, bust twist-front design
- Small center keyhole cutout
- Sheer short puff sleeves, elastic cinched hems
- Ruched side and back seams, back zipper, hook and eye closure
- Mini-length hem, bodycon silhouette
- Sheer mesh fabric, full-length sewn-in knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05101-2773
Category Name: $20 & Under Sale
Price: $5.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Essential Chic Off-The-Shoulder Mini Dress
This essential chic off-the-shoulder mini dress is the perfect pick for the new season. It features an off-the-shoulder neckline with a cute fold-over design, long fitted sleeves, a mini-length hem, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Style this mini dress with over-the-knee boots for a fall happy hour!
Fit & Features
- Off-the-shoulder neckline, fold-over design
- Long fitted sleeves
- Mini-length hem
- Bodycon silhouette
- Ribbed knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5376
Category Name: $20 & Under Sale
Price: $19.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Portia Formal Velvet Asymmetrical Long Dress
Special Occasion
When the invite says black tie, the Portia formal velvet dress delivers! She features a sleeveless square neckline, spaghetti straps, a bodycon silhouette, and an eye-catching asymmetrical long hem with a skin-flaunting high-cut side slit. The formal long dress is composed of a soft velvet fabric that brings luxe vibes! Complete the look in a glam necklace and earrings set.
Fit & Features
- Sleeveless square neckline, spaghetti straps
- Bodycon silhouette
- Asymmetrical long hem
- High-cut side slit
- Soft velvet fabric, bust lining, moderate stretch
- Bra-friendly design
- Runs true to size
Style Number/Barcode: 05002-7474
Category Name: $20 & Under Sale
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale