$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
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.
-
Flirty Day Ruffled Ditsy Floral Skater Dress
You'll love every moment spent in this ditsy floral skater dress! The square neckline and spaghetti tie straps add a flirty touch, while the stretchy smocked bodice ensures a comfortable fit. With a playful ruffled skater silhouette and a mini-length hem, this dress is perfect for any occasion. Complete the look in wedges.
Fit & Features
- Ditsy floral print, woven fabric lined with knit
- Spaghetti tie strap
- Square neckline
- Ruffled skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5425
Category Name: $20 & Under Sale
Price: $20.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sunny Days Square Neck Tie-Back Skater Short Dress
Sunny days pair perfectly with this skater short dress for casual occasions or day dates! Made from lightweight cotton, this dress boasts a square neckline and elasticized cap sleeves for a perfectly feminine touch. The smocked bodice and tie-back waist ensure a flattering fit, while the tiered skater silhouette adds a playful flair. Complete the look with sandals, sunglasses, and a purse for a cute style!
Fit & Features
- Lightweight cotton fabric with woven lining
- Stretchy smocked bodice
- Tie-back waist
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05102-5417
Category Name: $20 & Under Sale
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cherry Picking Lace Trim Tank Top
You'll surely pick this tank top for its adorable vibes! With its lace trim scoop neckline and embroidered cherries, it's the perfect blend of sweet and sassy. The fitted crop hem and stretchy rib knit fabric add a touch of comfort and style. Complete the look in a denim mini skirt.
Fit & Features
- Stretchy rib knit fabric
- Lace trim scoop neckline and straps
- Embroidered cherries
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06002-1834
Category Name: $20 & Under Sale
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cute Vibes Flower-Detail Espadrille Wedges
You'll love the cute vibes of these flower-detail espadrille wedges! Designed with a trendy espadrille wedge sole, they feature a closed almond toe made with a denim-like material and an adorable flower cutout design perfect for the summer season. They have a partially closed back and straps that lace up the leg with a tie closure for a fabulous look. Style with your fave sundress for a weekend party!
Fit & Features
- 3.5" Wedge heel
- Espadrille sole
- Closed almond toe
- Denim-like material, flower cutout design
- Partial closed back, lace-up straps with tie closure
- Padded faux leather insole
- Runs true to size
Style Number/Barcode: 07406-0351
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Island Breeze Tropical Cutout Slit Maxi Dress
Feel the island breeze in this tropical maxi dress while on vacation! With a square neckline, spaghetti straps, and a form-hugging fit, this maxi dress is perfect for a day in the sun. The cutout bodice and high front slit add a touch of playfulness to your island look. Complete the look with sandals.
Fit & Features
- Tropical palm print, smooth stretchy knit fabric, sewn-in knit lining
- Square neckline
- Spaghetti straps
- Cutout bodice, high slit
- Form-hugging
- Runs true to size
Style Number/Barcode: 05102-5670
Category Name: $20 & Under Sale
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Summer Staple Linen Strap Espadrille Wedges
A chic summer staple, these linen strap espadrille wedges will elevate your summer 'fits! They feature an open almond-shaped toe with a wide linen toe strap, linen criss-cross adjustable ankle straps, an espadrille heel strap, and a tall espadrille wedge heel to give you that stylish height with a comfortable fit. Pair with a flowy skater dress!
Fit & Features
- 5" Espadrille wedge heel
- Open almond toe
- Wide linen toe strap
- Linen criss-cross adjustable ankle straps
- Espadrille heel strap
- Runs true to size
Style Number/Barcode: 07406-0348
Category Name: $20 & Under Sale
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic Demand Button Denim Mini Skirt
A denim mini skirt that's in demand to create a chic spring-to-summer look! The cotton-blend denim fabric offers a moderate stretch for comfortable wear. The high-rise waist and bodycon fit accentuate your curves, while the side button-down detail adds a touch of trendiness, and has back pockets and a flattering mini-length hem. Complete the look with the matching jacket.
Shop Matching Jacket: Chic Demand Denim Crop Jacket
Fit & Features
- Cotton-blend denim fabric, moderate stretch
- High-rise waist
- Front button down
- Back pockets
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06601-0182
Category Name: $20 & Under Sale
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Compliment Collector Corset Eyelet Skater Dress
You'll be collecting all the compliments in this heart eyelet skater dress perfect for brides-to-be, birthday girlies, and graduates! This playful dress features puff short sleeves, a sweetheart neckline, and a corset bodice with flexible boning for a flattering fit. The skater silhouette and short-length hem make it perfect for any occasion. Complete the look in wedge sandals.
Fit & Features
- Eyelet heart pattern fabric, woven lining
- Sweetheart neckline
- Flexible boning
- Back zipper and hook-eye closure
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3080
Category Name: $20 & Under Sale
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Brooklyn Bustier Tulle Lace-Up Sequin Formal Dress
Special Occasion
If you're looking to shine and stand out, the Brooklyn sequin long formal dress is a fresh option for brides, prom, and black tie events! Crafted with a sequin-scroll pattern on mesh fabric, this formal gown will leave everyone speechless with its sparkle. The sweetheart neckline and bustier bodice provide a flattering silhouette, while padded underwire bra cups and flexible boning offer enhanced support. Tulle straps and a lace-up back add a touch of delicacy, making this dress perfect for any formal occasion. Complete the look with grand earrings, a clutch, and ring set for a flawless finish!
Fit & Features
- Sequin-scroll pattern, mesh fabric lined with knit
- Padded underwire bra cups
- Flexible boning
- Tulle straps and lace-up back
- Back zipper and hook-eye closure
- Mermaid silhouette
- Runs true to size
Style Number/Barcode: 05002-7940
Category Name: $20 & Under Sale
Price: $9.97 $109.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Wish On A Rhinestone Starfish Straw Flat Sandals
Step into summer with these playful straw flat sandals. Featuring a round toe and wide strap adorned with rhinestone starfish and decor, you'll feel like a mermaid strolling on the beach! Complete the look with sunnies.
Fit & Features
- Flat sole
- Round toe
- Rhinestone embellished starfish and decor
- Straw with metallic woven threads material
- Runs true to size
Style Number/Barcode: 07404-1230
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Dreamy Glam Rhinestone Butterfly Stud Earrings
You'll fall in love with the dreamy glamour of these rhinestone butterfly stud earrings! They feature a large angled butterfly design embellished with mini rhinestones for an enchanting sparkle. Style with a flirty skater dress for a party!
Fit & Features
- Angled butterfly design
- Mini rhinestones
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1971
Category Name: $20 & Under Sale
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sunny Posture Tie Back Floral Chiffon Skater Dress
Radiate sunshine energy in this effortless floral chiffon skater dress perfect for graduation, brunch, and any dressy occasion! The sweetheart neckline and adjustable spaghetti straps provide a flattering fit, while the tie-back design adds a unique touch. The skater silhouette and ruffled short-length hem give you a playful look, adorned with a beautiful floral embroidered pattern! Complete the look with simple earrings.
Fit & Features
- Floral embroidered pattern
- Chiffon fabric with woven lining
- Adjustable spaghetti straps, tie-back design
- Sweetheart neckline
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3246
Category Name: $20 & Under Sale
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Flirty Flounce Smocked High-Rise Ruffle Mini Skirt
Flirty with flounce, this adorable mini skirt offers the cutest look for your casual weekend plans! This mini-length skirt is comfortable and stylish and made with a cotton-lined fabric. The stretchy smocked high-rise waist ensures a perfect fit, while the tiered ruffled silhouette adds a fun and playful touch. Complete the look in a cute crop top and sandals.
Fit & Features
- Cotton fabric lined with woven fabric
- Stretchy smocked high-rise waist
- Tiered ruffled silhouette
- Runs true to size
Style Number/Barcode: 06301-0193
Category Name: $20 & Under Sale
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cutest Look Ditsy Floral Ruched Knit Mini Dress
Create the cutest look for your weekend plans in this floral ruched knit mini dress! The adorable ditsy floral print on the soft and stretchy brushed knit fabric will give your casual look a flirtatious vibe! The short dress features a sleeveless square neckline with tie-shoulder spaghetti straps for a trendy detail and customized fit. The ruching down the side seams will show off your curves on the bodycon silhouette. Style this dress with hoop earrings and strappy mules for brunch with your girls!
Fit & Features
- Ditsy floral print
- Stretchy brushed knit fabric
- Sleeveless square neckline
- Tie-shoulder spaghetti straps
- Ruched side seams
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5533
Category Name: $20 & Under Sale
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cherry On Top Lace-Up Cutout Chiffon Skater Dress
Nothing says wow like this chiffon skater dress that puts the cherry on top of your look at brunch, birthdays, or shower celebrations! Designed with a V-neckline, adjustable ruffled straps, and a pleated bust, this dress accentuates your curves. The cutout waist and back with lace-up detailing add a playful touch, while the skater silhouette and tiered ruffled hem give a flirty and flattering fit! Complete the look in fashionable platform sneakers.
Fit & Features
- Chiffon fabric lined with woven fabric
- Adjustable ruffled straps
- Lace-up, back zipper hook-eye closure
- Cut out sides and back
- Ruffled
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-2947
Category Name: $20 & Under Sale
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Beauty In A Bottle Satin Ruffle Mini Skirt
Pour up beauty in this satin mini skirt to make your spicy entrance! It features a sleek high-rise waist with cascading front ruffle trim, a flattering bodycon silhouette, and a mini-length hem on silky satin woven fabric. Complete the look in a crop top and heels for dinner and dancing!
Fit & Features
- High-rise waist
- Cascading front ruffle trim
- Back zipper, hook and eye closure
- Bodycon silhouette
- Mini-length hem
- Satin woven fabric, full-length sewn-in knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0633
Category Name: $20 & Under Sale
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cutting Edge Belted Faux Leather Mini Skort
Stay on the cutting edge of style in this faux leather mini skort perfect for any plans! The high-rise belted waist and form-hugging fit highlight your curves, while the skirt overlay adds a trendy touch with back pockets and a mini-length hem. Includes a knit shorts lining. Complete the look in a sassy graphic top.
Fit & Features
- Faux leather fabric, minimal stretch
- High-rise belted waist
- Form-hugging fit
- Front button, hidden zipper
- Back pockets
- Knit shorts lining
- Runs true to size
Style Number/Barcode: 06403-0426
Category Name: $20 & Under Sale
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Tuscan Charm Strapless Slit Eyelet Maxi Dress
You'll be so charming in Tuscan wearing this eyelet maxi dress as the stunning new bride or chic traveler! The eyelet fabric adds a touch of delicacy, making it the perfect dress for any occasion. With a form-hugging fit and a high-side slit, this dress exudes confidence and elegance! Complete the look with earrings.
Fit & Features
- Eyelet fabric, sewn-knit lining, minimal stretch
- Strapless neckline
- High side slit
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 05102-5637
Category Name: $20 & Under Sale
Price: $19.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Elegant Teardrop Colored Gemstone Earrings
Elegance can be had with these stunning earrings! The teardrop rhinestone post and colored gemstone charm capture attention, while the silver plating adds a touch of luxury. With a post-back closure, these earrings are perfect for any occasion. Complete the look in stiletto heels for a formal event!
Fit & Features
- Teardrop rhinestone post
- Colored gemstone and charm
- Silver plating
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1918
Category Name: $20 & Under Sale
Price: $3.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Tropical Vibes High Slit Wrap Maxi Skirt
Give off major tropical vibes whether you're jet-setting to a dreamy oasis or headed to a weekend getaway in this printed maxi skirt! The stretchy knit fabric showcases a bold contrasting tropical print for a stylish allure, and includes a built-in knit brief for coverage. The skirt features a high-rise elasticized waist, a wrap-front design creating a sultry high slit, and a flowy A-line fit on the maxi-length silhouette. Pair with a basic tank top and strappy sandals.
Fit & Features
- Stretchy knit fabric, built-in knit brief
- Tropical print
- High-rise elasticized waist
- Wrap-front design, high slit
- A-line fit
- Runs true to size
Style Number/Barcode: 06501-0966
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Fantastic Sparkle Rhinestone Strappy Flat Sandals
Rhinestone-embellished straps boast a fantastic sparkle to these glam sandals! They feature an almond toe, a strappy design, and a flat faux leather sole with rhinestone embellished trim for extra shimmer. Complete the look with a luxe purse for any occasion!
Fit & Features
- Flat faux leather sole, rhinestone embellished trim
- Almond toe
- Rhinestone embellished strappy design
- Runs true to size
Style Number/Barcode: 07404-1194
Category Name: $20 & Under Sale
Price: $12.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic Sterling Silver Plated Cubic Zirconia Earrings
These chic sterling silver plated cubic zirconia earrings will give you that simple glam vibe you love! Crafted with luxe sterling silver plating, they feature a thin vertical bar embellished with mini cubic zirconia stones and a round cubic zirconia stone accented at the bottom. Include a post-back closure. Style with a dainty rhinestone necklace for an elegant look.
Fit & Features
- Sterling silver plated
- Thin vertical bar
- Mini cubic zirconia stones
- Round cubic zirconia stone
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1960
Category Name: $20 & Under Sale
Price: $3.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Delightfully Chic Ruffled Floral Chiffon Midi Dress
Create a delightfully chic outfit for weekend parties in this airy floral chiffon midi dress! Designed with a lightweight sheer chiffon fabric with a lining for coverage, this mid-length dress is accented with a blooming rose print in subtle hues for a simply gorgeous look. It features a square neckline, adjustable spaghetti straps with dainty ruffled accents, a fitted high waist, and a flowy A-line silhouette detailed with a high front slit and feminine ruffled hem. Complete the look with hoop earrings.
Fit & Features
- Rose-printed chiffon fabric, stretchy knit lining
- Square neckline
- Adjustable spaghetti straps with ruffled accents
- High waist, back zipper with hook-eye closure
- A-line fit
- Front slit, ruffled hem
- Runs true to size
Style Number/Barcode: 05101-3046
Category Name: $20 & Under Sale
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Stand And Deliver High-Rise Pocket Denim Skort
Stand and deliver style in this denim mini skort perfect for casual plans! The high-rise waist and form-hugging fit will accentuate your curves, while the front skirt overlay with flap pockets adds a touch of flair. Plus, the shorts lining with back pockets provide convenience and comfort. Complete the look in a basic tee and boots!
Fit & Features
- Denim fabric, no stretch
- High rise waist
- Front button and hidden zipper closure
- Four-pocket styling
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06603-0402
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale