$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.
-
Ruthie Formal Sequin Bow Crepe Long Dress
Special Occasion
Showcase a unique dress like the Ruthie formal crepe dress adorning glam and classy detail everyone will swoon for! The formal long dress features a strapless neckline with a sequin-embellished statement bow, non-slip grip lining, a curve-hugging slim silhouette, and a flattering high front slit and long hem. She's composed of a crepe fabric for a chic style and has a stretchy knit lining. Complete the look with hoop earrings and heels for a dance or charity gala dinner!
Fit & Features
- Strapless neckline, non-slip grip lining
- Sequin-embellished bow
- Back zipper and hook-eye closure
- Slim silhouette, high front slit, long hem
- Crepe fabric, stretchy knit lining
- Pasties recommended
- Runs true to size
Style Number/Barcode: 05002-7331
Category Name: $20 & Under Sale
Price: $39.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
All-Star Style Faux Sherpa Varisty Jacket
Layer on all-star style with this varsity jacket to showcase a preppy vibe! It features knit long sleeves with striped elasticized cuffs and woven lining, a striped elasticized collar neckline, snap-button down front closures, dual pockets with woven lining, and a striped elasticized hem. The jacket is designed with a faux sherpa lining to help keep you cozy during chilly seasons! Complete the look in trendy cargo pants and your fave sneakers for casual plans!
Fit & Features
- Knit long sleeves, striped elasticized cuffs, woven lining
- Striped elasticized collar neckline
- Snap-button down front closures
- Dual pockets, woven lining
- Striped elasticized crop hem
- Faux sherpa lining
- Runs true to size
Style Number/Barcode: 06201-0379
Category Name: $20 & Under Sale
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Check It Out Gingham Plaid Mini Dress
Make a statement in this gingham plaid mini dress! The square neckline and spaghetti straps make it the perfect dress for flaunting your curves, while the bodycon silhouette and mini-length hem radiate confidence. Complete the look by layering a long sleeve top for a preppy vibe!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Gingham plaid print
- Texture knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5243
Category Name: $20 & Under Sale
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Curve-Loving Chic Corset Mini Dress
Put your gorgeous curves on display in this chic corset mini dress! It features a sleeveless sweetheart neckline with a built-in padded bust, a draped cowl neck overlay, spaghetti straps, a corset-designed bodice with a high waist seam, a mini-length hem, and a bodycon silhouette that will flaunt your figure. The crepe fabric offers a moderate stretch. Style this mini dress with a sparkly rhinestone clutch.
Fit & Features
- Sleeveless sweetheart neckline, padded bust
- Cowl neck overlay
- Spaghetti straps
- Corset-designed bodice, high waist seam
- Mini-length hem, bodycon silhouette
- Crepe fabric, knit lining at the bust, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5283
Category Name: $20 & Under Sale
Price: $5.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Head-Turning Chic Cutout Mini Dress
Level up your going-out look with this head-turning chic cutout mini dress. It features a crew neckline, alluring center front cutouts with bar strap accents, sheer long fitted sleeves, a mini-length hem, and a bodycon silhouette to showcase your curves. The sheer mesh fabric includes a partial knit lining and offers plenty of stretch. Style this mini dress with rhinestone spiral heels for your next club night out with the girls.
Fit & Features
- Crew neckline
- Center front cutouts, bar straps
- Sheer long fitted sleeves
- High waist seam
- Mini-length hem, bodycon silhouette
- Sheer mesh fabric, partial sewn-in knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 05103-5052
Category Name: $20 & Under Sale
Price: $5.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Simply Lovely Crepe Rosette Mini Dress
Feel simply lovely in the crepe mini dress to add a touch of romance to your wardrobe! It features sheer mesh peasant long sleeves with a rose velvet pattern and elastic cuffs, a sweetheart neckline, a built-in padded bust with underwire and rosette appliques, plus a flattering bodycon silhouette and mini-length hem. Complete the look in platform heels and a clutch for a dinner party or dressy date night!
Fit & Features
- Sheer mesh peasant long sleeves
- Rose velvet pattern, elastic cuffs
- Sweetheart neckline, back zipper and hook-eye closure
- Built-in padded and underwire bust, rosette appliques
- Bodycon silhouette, mini-length hem
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2691
Category Name: $20 & Under Sale
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Risk Taker Off-The-Shoulder Mini Dress
Show off your daring style with this bold off-the-shoulder dress! Featuring a sweetheart neckline, a padded bust, sheer ruched fitted long sleeves, a corset-seam bodice, and side ruched mesh panels, this bodycon dress is designed to make a statement. Complete the look in strappy heels for a birthday party or Vegas weekend!
Fit & Features
- Off-the-shoulder, sweetheart neckline
- Padded bust, back zipper and hook-eye closure
- Sheer ruched fitted long sleeves
- Corset-seam bodice, side ruched mesh panels
- Bodycon silhouette, mini-length hem
- Mesh fabric, sewn-in knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-2565
Category Name: $20 & Under Sale
Price: $5.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
She Dazzles Long Sleeve Rhinestone Knit Sweater
Strike up a dazzling shine in this cozy knit sweater perfect for dressing up your everyday style! The pullover sweater top features long sleeves, a crew neckline, a relaxed silhouette, and rhinestone embellishments along the front on soft rib knit fabric. Complete the look in a sleek mini skirt and boots for a date downtown!
Fit & Features
- Long sleeves
- Crew neckline
- Relaxed silhouette
- Front rhinestone embellishments
- Soft and stretchy
- Rib knit sweater fabric
- Runs true to size
Style Number/Barcode: 06005-1762
Category Name: $20 & Under Sale
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Always Ahead High-Rise Flare Pants
You'll always be ahead of the trends in these flare pants perfect for elevating your everyday look! The pants feature a flattering high-rise waist, hip-hugging fit, and flared hem on stretchy rib knit fabric. Style with the matching top.
Shop Matching Top: Always Ahead One-Shoulder Tunic Top
Fit & Features
- High-rise elastic banded waist
- Hip-hugging fit
- Flared hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06502-2398
Category Name: $20 & Under Sale
Price: $5.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cuddle Up Eyelash Knit Scoop Neck Crop Sweater
Cuddle up in this eyelash knit sweater this cold season! The top features fitted long sleeves with ribbed cuffs, a scoop neckline, and a cropped hem on ultra-soft eyelash rib knit fabric with plenty of stretch. Style the sweater top with a faux leather skirt for a cute look!
Fit & Features
- Fitted long sleeves, ribbed cuffs
- Scoop neckline
- Cropped hem
- Ultra-soft eyelash rib knit sweater fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1763
Category Name: $20 & Under Sale
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Keep It Tight Faux Leather Slit Midi Skirt
A faux leather midi skirt that keeps your look sleek and tight! It features a flattering high-rise waist, a form-hugging silhouette, a sultry side slit, and a fitted hem. Complete the look in a basic bodysuit and jacket for a birthday dinner and cocktails!
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Side slit
- Midi-length fitted hem
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0593
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Feel The Knit Foldover Sweater Top
You'll be feeling this knit sweater top all season long! It features an off-the-shoulder, foldover neckline, long fitted sleeves, and a fitted cropped hem on stretchy ribbed knit fabric. Style this cute sweater top with new denim jeans to complete the look!
Fit & Features
- Off-the-shoulder, foldover neckline
- Long fitted sleeves
- Fitted cropped hem
- Ribbed knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1503
Category Name: $20 & Under Sale
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Go For The Glamour Rhinestone Fringe Cuff Earrings
Go for the glamour and the stunning glitzy vibes with these rhinestone fringe cuff earrings! They feature a curved row of rhinestone embellishments with gorgeous cascading rhinestone fringe. Includes a lower post-back closure and an upper clip-on closure. Style this pair of statement earrings with a sleek clutch.
Fit & Features
- Curved single-row rhinestone design
- Cascading rhinestone fringe
- Lower post-back closure, rubber stopper
- Upper clip-on closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1757
Category Name: $20 & Under Sale
Price: $3.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Edgy Perfection Lace-up Heeled Combat Booties
These sleek and trendy heeled combat booties are edgy perfection! They feature an above-the-ankle fit, an almond toe, a lace-up front design, an elastic gore detail and pull tab accent at the ankle, an inner zipper closure, and a tall block heel with a lug sole. Style these faux leather booties with a chic crossbody bag.
Fit & Features
- Above-the-ankle fit
- Almond-shaped toe
- Lace-up front design
- Elastic gore detail and pull tab accent, inner zipper closure
- Block heel, lug sole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1667
Category Name: $20 & Under Sale
Price: $4.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Aria Formal Rhinestone Faux Pearl Long Dress
Special Occasion
The Aria formal long dress knows how to make an entrance at black-tie galas! Leave every guest breathless when you arrive in this formal dress. She features a sweetheart neckline, adjustable spaghetti straps, a built-in padded bust with underwire support, a flirty sheer mesh bust insert, a center back slit, and a slim silhouette that hugs your gorgeous curves all the way down to her floor-length hem. The formal maxi dress is designed with jaw-dropping rhinestone and faux pearl embellishments to bring out your inner diva. Complete the look with a clutch.
Fit & Features
- Sleeveless sweetheart neckline, adjustable spaghetti straps
- Side zipper and hook-eye closure
- Built-in padded, underwire bust, sheer mesh insert
- Slim silhouette, center back slit, floor-length hem
- Rhinestone and faux pearl embellishments
- Mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05002-7119
Category Name: $20 & Under Sale
Price: $165.90
Availability: Out of Stock
Product Badge:- Sale
-
Elegant Energy Faux Pearl Stiletto Pumps
Bring that elegant energy to your dressy 'fits with these fab stiletto pumps! They feature a classic pointed toe, an inner cutout design, a stiletto heel, and mini faux pearl and larger faux pearl embellishments with a gorgeous iridescent hue. Includes a faux leather subtle cushioned insole. Style these pumps with a structured mini handbag for a total chic vibe.
Fit & Features
- Pointed toe
- Inner cutout
- Stiletto heel
- Mini faux pearls, larger faux pearls, iridescent hue
- Faux leather subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4509
Category Name: $20 & Under Sale
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
All Things Cute Cable Knit Sweater Dress
Wrap yourself up in this cute and casual cable knit sweater dress perfect for pumpkin patches or festivals! It features long sleeves with banded cuffs, a plunge surplice V-neckline and V-cut back, a tie-waist belt, and a short form-hugging fit. Complete the look in trendy knee-high boots.
Fit & Features
- Long sleeves, banded cuffs
- Plunge surplice V-neckline, V-cut back
- Tie-waist belt
- Form-hugging fit
- Short-length hem
- Cable knit design, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5370
Category Name: $20 & Under Sale
Price: $5.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chic In The City Turtleneck Mini Dress
You'll look chic as you take a stroll in the city in this trendy turtleneck mini dress! It features a turtleneck that you can fold over, long fitted sleeves, ruching down the side seams, a mini-length hem, and a bodycon silhouette to showcase your curves. The soft brushed knit fabric offers plenty of stretch for comfortable wear. Style this mini dress with a faux leather blazer and over-the-knee boots for a cute fall 'fit.
Fit & Features
- Turtleneck
- Long fitted sleeves
- Ruched side seams
- Mini-length hem
- Bodycon silhouette
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5220
Category Name: $20 & Under Sale
Price: $17.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Mission Accomplished Camouflage Bomber Jacket
Accomplish your mission to achieve cool, streetwear style by layering on this camouflage bomber jacket! It features long sleeves, stretchy elasticized knit cuffs, and collar neckline, zipper front closure, five flap cargo-style pockets with velcro closure, one faux zipper pocket, hidden side pockets, and a relaxed silhouette with a stretchy elasticized back hem. The bomber jacket is designed with a camouflage printed nylon woven fabric with a quilted nylon woven lining and no stretch. Layer over a basic midi dress and sneakers for a movie and lunch!
Fit & Features
- Long sleeves, stretchy knit elasticized cuffs and collar
- Zipper front closure, one faux zipper pockets
- Five flap cargo pockets, velcro closure, hidden side pockets
- Relaxed silhouette, stretchy elasticized back hem
- Camouflage print, nylon woven fabric
- Quilted nylon woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1629
Category Name: $20 & Under Sale
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cute Flair Lace-Up Sweater Crop Top
Dare to be noticed in this sweater crop top perfect for adding a cute flair to your closet! The sweater features fitted long sleeves, a square neckline, a front cutout with a lace-up design, and a cropped hem with a center slit on stretchy rib knit fabric. Complete the look in trending wide-leg pants for casual plans.
Fit & Features
- Fitted long sleeves
- Square neckline
- Front cutout, lace-up design
- Cropped hem, center slit
- Stretchy rib knit sweater fabric
- Runs true to size
Style Number/Barcode: 06005-1748
Category Name: $20 & Under Sale
Price: $29.90
Availability: Out of Stock
Product Badge:- Clearance
-
Major Flex High-Rise Cargo Flare Denim Jeans
Take your look to the next level in these must-have denim jeans perfect for the new season! The jeans feature a flattering high-rise waist, hip-hugging fit, cargo-style flap side pockets, and a flared hem. The jeans are composed of a dark wash denim fabric with slight color fading for a vintage-inspired look. Style the look with a sassy corset top for happy hour or a casual dinner!
Fit & Features
- High-rise waist
- Hip-hugging fit
- Cargo-style flap side pockets
- Flared hem
- Front button, hidden zipper closure, belt loop accents, dual front and back pockets
- Dark wash cotton-blend denim, slight color fading, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0462
Category Name: $20 & Under Sale
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Trish Mid-Rise Cargo Wide-Leg Jeans By Windsor Denim
The Trish cargo jeans by Windsor Denim are the perfect base for easy outfit styling! Love your on-trend look in these flattering mid-rise jeans featuring a wide-leg silhouette with cargo-style pockets and seam detailing for extra flair. The jeans are crafted from a dark wash denim fabric with slight color fading and stretch. Complete the look in strappy sandals for a daytime outing or casual dinner!
Fit & Features
- Mid-rise waist
- Wide-leg silhouette
- Cargo-style flap pockets, seam detailing
- Front button and hidden zipper closure
- Seven-pocket styling, belt loop accents
- Dark wash denim, slight color fade and stretch
- Runs true to size
Style Number/Barcode: 06602-0453
Category Name: $20 & Under Sale
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Let's Get Together Turtleneck Crop Sweater
This cozy turtleneck sweater is perfect for getting together with friends or a casual date with bae! It features a folded turtleneck, drop shoulder seams, slouchy long sleeves, and a cropped hem on stretchy rib knit fabric. Complete the look with knee-high boots for the perf cold weather style!
Fit & Features
- Folded turtleneck
- Drop shoulder seams
- Slouchy long sleeves
- Cropped hem
- Soft, stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06005-1766
Category Name: $20 & Under Sale
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Keep It Tight Rib Knit Corset Crop Top
Get it right and keep your look tight with this rib knit corset top perfect for elevating your basics! It features fitted long sleeves, a square neckline, a corset-seam bodice, and a cropped hem. Complete the look in best-selling jeans and sandals for a cute back-to-school or everyday style!
Fit & Features
- Fitted long sleeves
- Square neckline
- Corset-seam bodice
- Cropped hem
- Stretchy rib knit fabric, partial knit lining
- Runs true to size
Style Number/Barcode: 06002-1691
Category Name: $20 & Under Sale
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance