$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.
-
Let Your Sparkle Shine Under-The-Knee Boots
Let your sparkle shine in these under-the-knee boots with each strut you take! They feature a pointed toe, an inner zipper closure, a stiletto heel, and all-over mini rhinestone embellishments that glitter under the lights. Complete the look in a sleek blazer for a girl power moment!
Fit & Features
- Pointed toe
- Inner zipper closure
- Stiletto heel
- All-over mini rhinestone embellishments
- Under-the-knee shaft height
- Runs true to size
Style Number/Barcode: 07402-0948
Category Name: $20 & Under Sale
Price: $9.97 $65.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Ally Metallic Marbaou Feather Mini Dress
Special Occasion
Make a stunning impression under the spotlight in the Ally metallic mini dress! She features a strapless marabou feather trim neckline, flexible boning inserts, and a flattering bodycon silhouette. Complete your glam party look with statement earrings.
Fit & Features
- Strapless marabou feather trim neckline, non-slip grip lining
- Back zipper and hook-eye closure
- Flexible boning inserts
- Bodycon silhouette, mini-length hem
- Metallic fabric, sewn-in knit lining, minimal stretch
- Strapless bra recommended
- Runs true to size
Style Number/Barcode: 05001-2013
Category Name: $20 & Under Sale
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Willow Formal Sequin Halter Slit Midi Dress
Special Occasion
Bring modern glamour to every soiree in the Willow formal midi dress! She features a halter neckline, a flattering bodycon silhouette, and a sultry front slit along her midi-length hem. The formal midi dress is designed with a striking sequin-embellished scroll pattern that glitters under the light! Complete the look in rhinestone stiletto heels and earrings for a wedding or banquet.
Fit & Features
- Sleeveless halter neckline
- Bodycon silhouette
- Front slit
- Midi-length hem
- Sequin-embellished scroll pattern
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1667
Category Name: $20 & Under Sale
Price: $79.90
Availability: Out of Stock
Product Badge:- Sale
-
Iconic Vibes Pinstripe Trouser Pants
Create an iconic look and have a major it-girl moment in these pinstripe trouser pants! They feature a high-rise waist, dual front pockets, dual faux back pockets, a wide-leg silhouette, and a relaxed fit. The woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching vest or blazer to wear from the office to dinner!
Shop Matching Tops: Iconic Vibes Pinstripe Cropped Vest, Iconic Vibes Pinstripe Blazer
Fit & Features
- High-rise waist, back elastic waistband, pleating
- Hidden front zipper, hook and bar closure
- Dual front pockets, dual faux back pocket slits
- Wide-leg silhouette, relaxed fit
- Pinstripe pattern
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1334
Category Name: $20 & Under Sale
Price: $3.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Tess Rhinestone Faux Pearl Bodycon Dress
Special Occasion
The Queen has arrived! Greet your royal constituents in the Tess party dress at a club with the girls or a dressy celebration. She features fitted long sleeves, a square neckline, a bodycon silhouette that flatters your curves, and a mini-length hem. The party dress is composed of a mesh fabric with an intricate rhinestone and faux pearl embellished pattern and has a stretchy knit lining. Complete the look in bold platform heels.
Fit & Features
- Fitted long sleeves, square neckline
- Back zipper and hook-eye closure
- Bodycon silhouette, mini-length hem
- Intricate faux pearl, rhinestone embellished pattern
- Mesh fabric, stretchy knit lining
- Bra friendly design
- Runs true to size
Style Number/Barcode: 05001-1632
Category Name: $20 & Under Sale
Price: $59.97 $129.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cassandra Formal Satin Lace Sweetheart Long Dress
Special Occasion
Take luxury to a new level with the Cassandra formal satin dress perfect for galas or black tie parties! She features a sweetheart neckline with delicate lace trim, adjustable spaghetti straps, and an underwire bust for support. Show off a dash of daring with a high front slit and a floor-length hem for a sophisticated evening look. The formal dress is crafted from a silky satin knit fabric you'll feel alluring in and offers minimal stretch. Complete your look with a rhinestone collar necklace and a purse.
Fit & Features
- Sleeveless sweetheart neckline, lace trim
- Underwire bust, back zipper and hook-eye closure
- Curve-hugging slim silhouette
- High front slit, floor-length hem
- Satin fabric, moderate stretch
- Pasties reccomended
- Runs true to size
Style Number/Barcode: 05002-7682
Category Name: $20 & Under Sale
Price: $29.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Modern Chic Ear Jacket Stud Earrings
These modern chic ear jacket stud earrings will effortlessly elevate your everyday jewelry! They feature a small round rhinestone stud and a curved ear jacket post-back closure with a hanging cuff design with dainty rhinestone embellishments. Style these simply glam stud earrings with a rhinestone choker necklace.
Fit & Features
- Small round rhinestone stud
- Curved ear jacket post-back closure
- Hanging cuff design, mini rhinestones
- Rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1781
Category Name: $20 & Under Sale
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Trendy Style Staple Canvas Woven Belt
This canvas woven belt is one of those trendy style staples that need to be in your closet. It features a double D-ring buckle on a canvas woven material with faux leather strap accents. Pair this casual belt with a crop top and cargo pants!
Fit & Features
- Double D-ring buckle
- Canvas woven material
- Faux leather straps
- Adjustable fit
Style Number/Barcode: 07301-0678
Category Name: $20 & Under Sale
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Hello Cutie Chenille Crop Pajama Top
Look and feel like a cutie in this chenille pajama top! The tank top features a sleeveless square neckline, tank-style straps, and a cropped hem on ultra-soft and cozy knit chenille fabric. Complete the look in the matching pajama bottoms and robe for the perfect lounge sesh!
Shop Matching Pajama Bottoms: Fuzzy Feels Chenille High-Rise Jogger Pajamas
Shop Matching Robe: Tied In Cozy Chenille Tie-Waist Robe
Fit & Features
- Sleeveless square neckline
- Tank-style straps
- Cropped hem
- Ultra-soft and cozy
- Chenille knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 07103-0938
Category Name: $20 & Under Sale
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Fuzzy Feels Chenille High-Rise Jogger Pajamas
Get cozy lounging in these chenille jogger pajamas! They feature a high-rise elasticized waistband, a skinny jogger-leg silhouette, and ribbed cuffs on ultra-soft and cozy chenille knit fabric. Complete the look in the matching pajama top and robe for a chill night in!
Shop Matching Pajama Top: Hello Cutie Chenille Crop Pajama Top
Shop Matching Robe: Tied In Cozy Chenille Tie-Waist Robe
Fit & Features
- High-rise elasticized waistband
- Skinny jogger-leg silhouette
- Ribbed cuffs
- Ultra-soft chenille knit fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 07103-0940
Category Name: $20 & Under Sale
Price: $13.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Buy Me Flowers Mesh Velvet Scoop Neck Mini Dress
One night in this mesh mini dress and you'll be receiving many flowers! It features a scoop neckline adorned with a flirty bust keyhole tie, spaghetti straps, a bodycon silhouette, and a mini-length hem. The dress is designed with a flocked floral velvet pattern on mesh fabric and has a stretchy knit lining. Complete the look in high heels for a dressy dinner party!
Fit & Features
- Sleeveless scoop neckline, spaghetti straps
- Bust keyhole tie
- Back zipper and hook-eye closure
- Bodycon silhouette, mini-length hem
- Flocked velvet floral pattern
- Mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05101-2724
Category Name: $20 & Under Sale
Price: $5.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Casual Days Quilted Nylon Shoulder Bag
This trendy quilted nylon shoulder bag was made for those lowkey casual days. It features a medium size with a top shoulder strap, a slouchy silhouette, and a quilted design on the nylon fabric. The top zipper closure leads to a spacious woven interior with a single zippered pocket. Style with sleek hoops and ankle booties for a cute on-the-go look.
Fit & Features
- Medium size
- Top shoulder strap
- Slouchy silhouette
- Fully quilted design
- Nylon fabric
- Top zipper closure
- Spacious woven interior, zippered pocket
Style Number/Barcode: 07203-1420
Category Name: $20 & Under Sale
Price: $3.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Bling Babe Rhinestone Foldover Stiletto Boots
Flaunt these blinged out stiletto boots like the babe you are! They feature a sleek pointed-toe, an inner zipper closure, a foldover design with glitzy rhinestone embellishments, and have an under-the-knee shaft height. Complete the look with a glam handbag for dinner and drinks!
Fit & Features
- Pointed-toe
- Stiletto heel
- Inner zipper closure
- Foldover rhinestone embellishments
- Under-the-knee shaft height
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0950
Category Name: $20 & Under Sale
Price: $9.97 $58.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Give Me Looks Scoop Neck Wrap Tie Sweater Top
Notice every head turn your way in this sweater crop top perfect for everyday styling! The sweater features fitted long sleeves, a scoop neckline, and a wrap-tie hem on stretchy rib knit fabric. Complete the look with a mini skirt and knee-high boots for a day date.
Fit & Features
- Fitted long sleeves
- Scoop neckline
- Wrap-tie cropped hem
- Stretchy rib knit sweater fabric
- Runs true to size
Style Number/Barcode: 06005-1758
Category Name: $20 & Under Sale
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Luxe Beginnings Velvet Surplice Mini Dress
It's beginning to look luxurious with this velvet mini dress entering the chat! The mini dress features a surplice V-neckline, spaghetti straps, a curve-flaunting side ruched seam along the bodycon silhouette, and an asymmetrical hem. Complete the look with heels and earrings for a rehearsal dinner or dressy celebration!
Fit & Features
- Sleeveless surplice V-neckline
- Side ruched seam, bodycon silhouette
- Asymmetrical mini-length hem
- Soft velvet fabric, bust knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2881
Category Name: $20 & Under Sale
Price: $5.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Show Off Mesh Off-The-Shoulder Mini Dress
Show off your curves in this mesh mini dress! The short dress offers a sexy cutout neckline and bold gold hardware, you'll be stepping out in style, with an off-the-shoulder design and short-sleeve cuffs. Show off your curves with the bodycon silhouette and side ruching. Complete the look with strappy heels for a night out!
Fit & Features
- Off-the-shoulder neckline
- Cutout, gold hardware inserts
- Short-sleeve cuffs
- Side ruching, bodycon silhouette
- Mini-length hem
- Mesh fabric, sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5255
Category Name: $20 & Under Sale
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Out For A Ride Denim Moto Belted Mini Dress
This moto denim mini dress brings edgy perfection for your next ride downtown! It features a sleeveless lapel collar neckline, a front exposed zipper closure, a flattering bodycon silhouette, and a belted waist with belt loop accents and buckle closure. Complete the look in sleek hoop earrings.
Fit & Features
- Sleeveless lapel collar neckline
- Front exposed zipper closure
- Bodycon silhouette
- Belted waist, belt loop accents, buckle closure
- Mini-length hem
- Denim fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5307
Category Name: $20 & Under Sale
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
High Reward Mesh Floral Velvet Mini Dress
Find out the high reward for wearing this mini dress for date night! The short dress features sheer fitted long sleeves and a crew neckline, a sexy low-cut back, a bodycon silhouette, a front ruched seam, and a flocked floral velvet pattern. Style this mini dress with statement earrings and heels!
Fit & Features
- Sheer fitted long sleeves, crew neckline
- Low-cut back, zipper and hook-eye closure
- Bodycon silhouette
- Ruched seam, mini-length hem
- Flocked floral velvet fabric, sewn-in knit lining
- Runs true to size
Style Number/Barcode: 05101-2720
Category Name: $20 & Under Sale
Price: $5.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Talia Sequin Lace-Up Back Mini Party Dress
Special Occasion
The Talia sequin mini party dress will have you radiating beauty like a shimmering disco ball all night long! She features a sleeveless high square neckline, spaghetti straps that lead to an open back with a cross-back design, a lace-up back strappy design for a customized fit followed by an alluring lower back cutout, a mini-length hem, and a bodycon silhouette. The lined mesh fabric shows off all-over sequin embroidery in varying sizes for an ultra-gorgeous shine. Style this glitzy mini dress with rhinestone hoops and spiral heels!
Fit & Features
- Sleeveless high square neckline
- Spaghetti straps, open back, cross-back design
- Lace-up back strappy design, tie closure, lower back cutout, zipper, hook and eye closure
- Mini-length hem, bodycon silhouette
- All-over sequin embroidery, varying sizes, sheer mesh fabric, full knit lining, minimal stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05001-1799
Category Name: $20 & Under Sale
Price: $29.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Tilda Formal Sequin Slit Midi Dress
Special Occasion
Beautifully designed with sparkly sequins, the Tilda formal midi dress brings shine to award banquets, weddings, and dressy birthdays! She features a sleeveless one-shoulder neckline, and dual adjustable spaghetti straps, a lightly padded bust, a form-hugging silhouette, and a skin-flaunting front slit along the midi-length hem. The formal knee-length midi dress is composed of a sequin-scroll pattern on mesh fabric with a stretchy knit lining. Complete the look in sassy block heels.
Fit & Features
- Sleeveless one-shoulder neckline
- Dual adjustable spaghetti straps, lightly padded bust
- Form-hugging silhouette, back zipper and hook-eye closure
- Front slit, midi-length hem
- Sequin-scroll pattern, mesh fabric, stretchy knit lining
- Bra optional
- Runs true to size
Style Number/Barcode: 05001-1646
Category Name: $20 & Under Sale
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chill Night Chenille Crop Tank Top
Settle in for a cozy night in this chenille crop top! With its ultra-soft ribbed chenille knit fabric, sleeveless design, spaghetti straps, and square neckline, you'll feel comfortable and stylish all night long. Complete the look in the matching pajama bottoms and cardigan for the perfect lounge sesh!
Shop Matching Pajama Bottoms: Feeling The Vibe High-Rise Chenille Joggers
Shop Matching Cardigan: Cuddle Time Chenille Crop Cardigan
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Cropped hem
- Ultra-soft and cozy
- Ribbed chenille knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 07103-0945
Category Name: $20 & Under Sale
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cozy Up Long Chenille Fuzzy Scarf
Cozy up in the cutest chenille fuzzy scarf that you can style up or down depending on your look! It features a long design that you can effortlessly layer over your adorable cold-weather wardrobe. The scarf is made from a plush, ultra-soft chenille knit material that offers plenty of stretch for the comfiest wear. Pair with a button-down coat and trendy boots.
Fit & Features
- Long design
- Ultra-soft chenille knit material
- Plenty of stretch
Style Number/Barcode: 07305-0454
Category Name: $20 & Under Sale
Price: $4.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Edge It Up Faux Leather Biker Boots
Edge up your fall 'fits with this pair of trendy faux leather biker boots. They feature an above-the-ankle height with a square toe, dual straps with buckle accents, a low block heel for comfortable wear, and are made from a smooth faux leather material. Style these biker boots with a bomber jacket and hoop earrings.
Fit & Features
- Above-the-ankle height
- Square toe
- Dual buckled straps
- Low block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1718
Category Name: $20 & Under Sale
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Play Date High Rise Straight-Leg Pants
Play up a cute and comfy style with these knit pants for all of your casual plans! The pants feature a flattering high-rise banded waist and a straight-leg silhouette on stretchy rib knit fabric. Complete the look with the matching cardigan.
Shop Matching Top: Play Date Sweater Knit Cardigan
Fit & Features
- High-rise banded waist
- Straight leg silhouette
- Stretchy sweater rib knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2391
Category Name: $20 & Under Sale
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance