$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.
-
Ready To Charm Halter Cutout Wide-Leg Jumpsuit
This sleeveless jumpsuit is ready to charm everyone this season! This jumpsuit features a halter neckline with a tie and strappy cutout back. The wide-leg silhouette adds a touch of breezy style to your look perfect for any occasion! Complete the look in heeled sandals.
Fit & Features
- Sheer woven fabric with woven lining, no stretch
- Halter neckline with tie
- Strappy cutout back
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06402-1415
Category Name: $20 & Under Sale
Price: $11.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Bound To Wow Teardrop Stone Hoop Earrings
You're bound to wow in these statement earrings featured with a teardrop stone with an attached chunky hoop. Complete the look in a high neck midi dress for any occasion!
Fit & Features
- Teardrop stone
- Attached chunky hoop
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1988
Category Name: $20 & Under Sale
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Christy Formal Corset Long Dress
Special Occasion
Have your moment of all eyes on you in the bold and elegant Christy formal long dress for prom or your next formal event! She features a sleeveless boat neckline, adjustable spaghetti straps, and a mesh illusion bodice with corset-styled trim and flexible boning inserts for a structured fit. Flaunt your figure in her mermaid silhouette designed with princess seam detail atop a sexy side slit to showcase some leg on her floor-length hem. The special occasion dress is composed of a crepe-lined fabric with a moderate stretch. Complete your dressy look with a statement necklace set.
Fit & Features
- Sleeveless boat neckline, adjustable spaghetti straps
- Mesh illusion bodice, corset-styled trim, flexible boning
- Form-fitting, mermaid silhouette
- Princess seam, side slit, floor-length hem
- Crepe-lined fabric, moderate stretch
- Bra-friendly design, back zipper closure
- Runs true to size
Style Number/Barcode: 05002-2309
Category Name: $20 & Under Sale
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Wifey Material Scoop Neck Tank Crop Top
From the bachelorette bash to the big day, this tank crop top will channel those wife vibes! The top boasts a flattering scoop neckline and shoulder straps, a front embroidery with the words, "Wifey Material", and a flirty fitted crop hem on rib knit fabric. Complete the look in a white mini skirt and sneakers!
Fit & Features
- Rib knit fabric, minimal stretch
- Scoop neckline
- Shoulder straps
- front embroidery with the words, "Wifey Material"
- Cropped hem
- Runs true to size
Style Number/Barcode: 06002-1846
Category Name: $20 & Under Sale
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Tropical Day Dream Tie-Front Crop Top
Look like a tropical day dream in this crop top while on vacation! The flowy long sleeves with banded cuffs ensure a comfortable fit, while the tie-front closure and vibrant tropical print add a touch of paradise to your outfit. Complete the look with the matching pants and skirt.
Shop Matching Pants: Tropical Day Dream High-Rise Wide Leg Pants
Shop Matching Skirt: Tropical Day Dream High-Rise Wrap Mini SkirtFit & Features
- Tropical print, stretchy knit fabric
- Flowy long sleeves, banded cuffs
- Tie-front closure
- Cropped hem
- Runs true to size
Style Number/Barcode: 06202-0451
Category Name: $20 & Under Sale
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Mazie Formal Sequin V-Neck Mermaid Dress
Special Occasion
Light-catching sequin rows create a shimmer on the Mazie formal long dress perfect for homecoming and red-carpet celebrations! She features a sleeveless V-neckline, padded bust, sleek bungee spaghetti straps, and a curve-flaunting mermaid silhouette that gracefully touches the floor. The formal maxi dress is composed of a mesh fabric with sequin embroidery in a gorgeous chandelier design and includes a stretchy knit lining. Style the floor-length dress with a clutch and heels.
Fit & Features
- Sleeveless V-neckline, padded bust
- Bungee spaghetti straps, back zipper closure
- Curve-hugging, mermaid silhouette
- Floor-length hem
- Sequin-embroidery, chandelier design
- Mesh fabric, stretchy knit lining
- Bra optional
- Runs true to size
Style Number/Barcode: 05002-2991
Category Name: $20 & Under Sale
Price: $19.97 $149.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Racing Speedway Ringer Graphic Tee
Rev up your style with this graphic tee! With short sleeves a crew neckline and a contrast trim, this tee offers superior style. The front graphic and script, "Racing Speedways", add a touch of adrenaline to your wardrobe while the fitted crop hem flaunts your figure. Complete the look in denim jeans for any casual plans!
Fit & Features
- Stretchy cotton knit fabric
- Contrast trim
- Front graphic and script, "Racing Speedways"
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06002-1798
Category Name: $20 & Under Sale
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Three Way Tie Layered Bead Necklace
This layered necklace will win your heart! This stunning necklace features one beaded layer, one dainty beaded chain layer accented with mini clear stones, and one paperclip chain layer, creating a unique and versatile piece. Complete the look in a cute midi dress for a party!
Fit & Features
- Three-row layered design
- One beaded layer
- One beaded chain layer with mini clear stones
- One paperclip chain layer
- Lobster clasp closure
Style Number/Barcode: 07002-1879
Category Name: $20 & Under Sale
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Heart's Content Rhinestone Clear Box Bag
All eyes will fall on you carrying this clear box bag! Dazzling rhinestone hearts adorn the exterior while a detachable chain shoulder strap allows for versatile styling. The top clasp closure opens to a spacious interior for your essentials. Complete the look with a sparkling bracelet for a concert or evening out!
Fit & Features
- Rhinestone embellished hearts
- Detachable chain shoulder strap
- Top clasp closure
- Spacious interior
- Clear acrylic material
Style Number/Barcode: 07204-0787
Category Name: $20 & Under Sale
Price: $14.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sweet Sugar Puff Sleeve Bodycon Mini Dress
Turn heads look so sweet in this mesh mini dress! The sheer puff short sleeves and sweetheart neckline add a touch of whimsy, while the padded bra cups and side ruching enhance your curves. Finished with a bodycon fit and a mini-length hem, this dress is perfect for day or night play! Complete the look with earrings.
Fit & Features
- Mesh fabric, sewn-in knit lining, moderate stretch
- Padded bra cups
- Back zipper and hook-eye closure
- Side ruched seams
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3114
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Country Edge Buckle High-Rise Waist Flare Pants
Take on a country-edge vibe in these stylish flare pants ready for concerts, festivals, or a night out at the country bar! Made from a smooth knit stretchy fabric that hugs like a glove! The faux leather belted waist and cutout design adds a sexy touch while the hip-hugging fit flatters your figure. The flared hem with back slit accents gives these must-have pants a trendy finish. Complete the look in a crop top and cowboy hat!
Fit & Features
- Smooth knit stretchy fabric
- High-rise faux leather belted cutout waist
- Back zipper and hook-eye closure
- Hip-hugging fit
- Flared hem with slit accents
- Runs true to size
Style Number/Barcode: 06502-2517
Category Name: $20 & Under Sale
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Playful Summer Sweetheart Ruffled Eyelet Midi Dress
Looking for the perfect summer dress? Look no further than this playful sleeveless midi dress! With its flattering sweetheart neckline with a structured bust and adjustable spaghetti straps, this A-line silhouette dress will have you feeling confident and stylish. The ruffled midi-length hem and floral embroidered eyelet woven fabric add a touch of playfulness to this must-have dress! Complete the look with wedge sandals.
Fit & Features
- Floral embroidered eyelet woven fabric, stretchy knit lining
- Sweetheart neckline, padded bust with underwire
- Adjustable spaghetti straps, back zipper with hook and eye closure
- High waist seam, A-line silhouette
- Ruffled midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3015
Category Name: $20 & Under Sale
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic Mode Thong Strap Cutout Clear Wedges
Activate chic mode with these of-the-moment thong strap clear wedges! They feature a trendy clear wedge cutout heel, an open pointed toe for that sleek look, a faux leather thong strap design, and an open back for effortless on-and-off styling. Pair these heels with chunky hoop earrings and a shoulder bag!
Fit & Features
- 4" Clear wedge cutout heel
- Open pointed toe
- Faux leather thong strap design
- Open back
- On-and-off styling
- Faux leather insole
- Runs true to size
Style Number/Barcode: 07406-0344
Category Name: $20 & Under Sale
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Dreamy Watercolor Mesh Tie-Front Top
Create a dreamy vibe at rooftop bars or dinner dates in this breezy watercolor mesh tie-front top! The airy sheer mesh fabric is detailed with a trendy neutral watercolor print and offers plenty of stretch. The top features a V-neckline, an open tie-front design, long fitted sleeves, and lettuce edge hems for a pretty detail. Style with high-rise jeans and strappy mules.
Fit & Features
- Watercolor print
- Stretchy sheer mesh fabric, knit bust lining
- V-neckline
- Open tie-front design
- Long fitted sleeves
- Lettuce edge hems
- Runs true to size
Style Number/Barcode: 06202-0473
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Luxe Shine Iridescent Rhinestone Fringe Earrings
Sparkle with a luxe shine in these rhinestone fringe earrings! Featuring a cascading asymmetric fringe design with multiple rows of iridescent rhinestones, these statement earrings will bring that gorgeous glimmer to your formal 'fits. Style with an envelope clutch!
Fit & Features
- Asymmetric fringe design
- Multiple rows of iridescent rhinestones
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1898
Category Name: $20 & Under Sale
Price: $3.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Gorgeous Allure Chiffon Palazzo Pants
Radiate your gorgeous allure in these chic chiffon palazzo pants! Designed with an airy sheer chiffon fabric with a lightweight woven lining for coverage, these pants are perfect for the summer season. They feature a high-rise fit with a stretchy elastic waistband and a relaxed wide-leg silhouette for style and comfort. Complete the look with the matching bra top!
Shop Matching Top: Gorgeous Allure Ruched Chiffon Bra Top
Fit & Features
- Sheer chiffon fabric, woven lining, no stretch
- High waist, elastic waistband
- Wide-leg fit
- Runs true to size
Style Number/Barcode: 06402-1413
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Dancing Shoes Rhinestone Short Block Heels
Put on your dancing shoes aka these gorgeous block heels for a night of twirling! They feature an open almond-shaped toe, a strappy rhinestone-embellished foot strap with a knot accent, a short block heel, an adjustable rhinestone trim ankle strap with a buckle closure, and a metallic sheen. Complete the look with a sparkly clutch purse for a dressy or formal soiree!
Fit & Features
- Open almond toe
- Strappy rhinestone-embellished foot strap, knot accent
- Short block heel
- Adjustable rhinestone trim ankle strap, buckle closure
- Metallic sheen
- Faux leather luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4536
Category Name: $20 & Under Sale
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Game Set Collar Short Sleeve Crop Top
Game set and match! This collar crop top is in it for the win. It features short sleeves a trendy collar neckline, and a cropped hem on stretchy rib knit fabric. Complete the look with the matching bottoms.
Shop Matching Bottoms: Game Set High Rise Pleated Mini Skort
Fit & Features
- Stretchy rib knit fabric
- Collar neckline
- Cropped length
- Runs true to size
Style Number/Barcode: 06002-1820
Category Name: $20 & Under Sale
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cadet Girlie Mid-Rise Belt Camouflage Cargo Mini Skirt
Command attention looking like a stylish cadet in this camouflage mini skirt! The adjustable belt cinches at the waist for a flattering fit, while the bodycon style flaunts your curves. Cargo pockets add functionality to the trendy camouflage print on cotton fabric. Complete the look in lug boots.
Fit & Features
- Camouflage print, woven fabric, no stretch
- Mid-rise waist, adjustable belt
- Front button and hidden zipper closure
- Cargo pockets
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06601-0194
Category Name: $20 & Under Sale
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Glow Getter Rhinestone Stiletto Heels
Let your glow shine through in these eye-catching stiletto heels featuring a rhinestone embellished spiral design, pointed toe, on a chrome sole. Complete your look in a short party dress for a dressy night out!
Fit & Features
- 4" Stiletto heel
- Pointed toe
- Rhinestone embellished spiral design
- Chrome sole
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-3969
Category Name: $20 & Under Sale
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Coolest Look Aviator Metal Sunglasses
Make any outfit cool in these aviator sunglasses! They feature a sleek metal frame, smoke-tinted lense to help protect your eyes, and rubber nose supports and arms for comfort. Complete the look in trendy sandals.
Fit & Features
- Aviator sunglasses
- Sleek metal frames
- Smoke-tinted lense
- Rubber nose supports and arms
Style Number/Barcode: 07008-1101
Category Name: $20 & Under Sale
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Never A Dull Moment Strapless Cutout Maxi Dress
Bring a stunning look in this strapless maxi dress for your look-back-it moment! The strapless neckline and cutout bust add a touch of allure, while the strappy back and form-hugging fit emphasize your figure. With a center-back slit, you'll be able to move in style. Complete the look with earrings and a clutch!
Fit & Features
- Rib knit fabric, sewn-in knit lining, moderate stretch
- Strapless neckline
- Cutout bust, strappy back
- Form-hugging fit
- Center back slit
- Runs true to size
Style Number/Barcode: 05102-5766
Category Name: $20 & Under Sale
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Western Chic Butterfly Chain Belt
Unlock a Western chic look with this butterfly chain belt perfect for country concerts or a night out! The belt flaunts a striking butterfly design with colored stone embellishments and an adjustable chain with lobster clasp closure. Complete the look in a cowboy hat.
Fit & Features
- Butterfly design
- Color stone embellishments
- Adjustable chain, lobster clasp closure
Style Number/Barcode: 07301-1122
Category Name: $20 & Under Sale
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Bella Satin Rhinestone Bow Party Dress
Special Occasion
You'll be a gift that keeps on giving in the Bella satin mini party dress! Perfect for formal cocktail parties and soirees. She features a strapless neckline with non-slip grip lining, a front statement bow with rhinestone trim, and a flattering bodycon silhouette and mini-length hem. The party mini dress is composed of a silky satin-lined fabric that offers a sheen effect. Complete the look in rhinestone heels for an added pop of glam!
Fit & Features
- Strapless neckline, non-slip grip lining
- Statement bow, rhinestone trim
- Back zipper and hook-eye closure
- Bodycon silhouette, mini-length hem
- Lined silky satin, sheen effect, moderate stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1640
Category Name: $20 & Under Sale
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale