$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.
-
All That Glitz Rhinestone Belt
Bring the glitz with a belt that wows! The belt features a nine-row design with mini rhinestones throughout and lobster clasp closure. Complete look with a formal dress and rhinestone heels.
Fit & Features
- Nine-row design
- Mini rhinestones
- Lobster clasp closure
Style Number/Barcode: 07301-0348
Category Name: $20 & Under Sale
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Flirt And Flutter Three-Pack Anklet Set
Flirt and flutter! This charming three-pack anklet set features two dainty anklets and one anklet with rhinestone trim and a butterfly charm. Each has a lobster clasp closure. Complete the look in a whimsical skater dress.
Fit & Features
- Three-pack anklet set
- Two dainty anklets
- One anklet with rhinestone trim and butterfly charm
- Each has a lobster clasp closure
Style Number/Barcode: 07003-0555
Category Name: $20 & Under Sale
Price: $2.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sultry Affection Lace-Up Bow Bodycon Mini Dress
Get ready for the compliments in this sleeveless mini dress on your next night out or date! Made from smooth knit fabric, this mini dress features an adorable square neckline trimmed with lace and a bow, spaghetti straps that form the lace-up back, and a bodycon silhouette. Complete the look with hoop earrings.
Fit & Features
- Smooth knit fabric
- Square neckline, lace and bow trim
- Spaghetti straps
- Lace-up back
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5721
Category Name: $20 & Under Sale
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cute And Fab Sweater Dress
You'll look so cute and fab in this trendy sleeveless sweater dress. It features a mock neckline, a short, curve-hugging fit, and is composed of a fuzzy eyelash knit fabric. Style this dress with combat booties.
Fit & Features
- Sleeveless
- Ribbed mock neckline
- Mini-length, form-fitting silhouette
- Eyelash knit fabric
- Runs true to size
Style Number/Barcode: 06005-1112
Category Name: $20 & Under Sale
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Romance For Two Sleeveless Crop Top
You'll be sure to fall in love with this crop top for a dreamy summer wardrobe! With its square neckline, adjustable spaghetti straps, and crop hem, you'll feel effortlessly elegant. Complete the look with the matching bottoms.
Shop Matching Bottoms: Romance For Two High Rise Slit Maxi Skirt
Fit & Features
- Gauze woven fabric, partially woven lining
- Adjustable spaghetti straps
- Square neckline
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2420
Category Name: $20 & Under Sale
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Fab Night Out Faux Leather Chain Link Handbag
Have a fab night out accessorizing with this faux leather chain link handbag perfect for keeping your essentials in something stylish. Pair with a coat.
Fit & Features
- Faux leather material
- Small rectangular body
- Top flap closure
- Chunky chain-link shoulder strap
Style Number/Barcode: 07203-2016
Category Name: $20 & Under Sale
Price: $12.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Looking Luxe Chain-Print Satin Scarf
Elevate your casual everyday 'fits with this silky satin scarf featuring a luxe chain-print pattern. The chic accessory has endless styling possibilities no matter your vibe! Wear it around your neck, as a hair accessory, as an accent to your bag, and so much more.
Fit & Features
- Satin woven material
- Multi-colored chain-print pattern
Style Number/Barcode: 07305-0524
Category Name: $20 & Under Sale
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic And Seamless Midi Sweater Dress
Chic and seamless, this sweater dress is perf for creating a simple yet elevated look. It features a sleeveless scoop neckline, adjustable spaghetti straps, a mid-length, curve-hugging silhouette, and a sultry thigh-high side slit. Style this dress with clear mules.
Fit & Features
- Sleeveless scoop neckline
- Adjustable spaghetti straps
- Mid-length, form-fitting silhouette
- High side slit
- Sweater knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1085
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Babe In Stripes Strapless Cutout Ribbed Knit Midi Dress
Be a bold babe in this striped knit midi dress perfect for styling over your swimsuit or wearing alone. Featuring a strapless neckline and cutout bodice, this bodycon dress will hug your curves in all the right places. The stretchy ribbed knit fabric and midi-length hem add comfort and style, while the striped pattern adds a fun twist. Complete the look with sandals and sunnies!
Fit & Features
- Striped pattern
- Stretchy ribbed knit fabric
- Strapless neckline
- Cutout bodice
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06005-1939
Category Name: $20 & Under Sale
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Floral Burnout Off The Shoulder Crop Top
Get an eye-catching chic look in this floral burnout crop top! It features an off the shoulder neckline, a tie front detail, long loose sleeves with cinched hems, and a cropped fit with a smocked waist. Pair this top with high rise mom jeans and heeled mules.
Fit & Features
- Off the shoulder neckline
- Tie front detail
- Long loose sleeves with cinched hems
- Cropped fit
- Smocked waist
- Floral burnout woven fabric
Style Number/Barcode: 06003-1135
Category Name: $20 & Under Sale
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Romantic Effect Halter Tie Back Floral Satin Top
Indulge in the ultimate romantic effect in this halter tie-back floral satin top! Featuring a flattering V-neckline and delicate halter spaghetti straps, this top turns heads with its open tie-back closure. The fitted pointed hem and beautiful floral design on luxurious satin fabric make it a must-have for your wardrobe. Complete the look in high-rise jeans and mules.
Fit & Features
- Floral design, satin woven fabric
- Spaghetti straps
- Open tie-back closure
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2382
Category Name: $20 & Under Sale
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Adoring Style V-Neck Tie Eyelet Skater Romper
Chanel this adoring and stylish eyelet skater romper for sweet summer looks at BBQs and Fourth of July parties! The V-neckline, spaghetti straps, and surplice bust provide a flattering fit, while the tie-back design adds a touch of sophistication. The skater silhouette and flowy short-length hem create an effortlessly chic look. Complete the look in wedge sandals.
Fit & Features
- Eyelet knit fabric, moderate stretch
- V-neckline
- Spagehtti straps
- Skater silhouette
- Runs true to size
Style Number/Barcode: 06503-1124
Category Name: $20 & Under Sale
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Keep It Cute Ruffled Drop Waist Skater Dress
Keep it cute every time in this strapless skater dress designed with a flirty ruffled short-length hem. Pair it with sleek heels.
Fit & Features
- Ponte knit fabric with partial knit lining, moderate stretch
- Strapless straight neckline, fold-over design
- Drop waist
- Mini-length tiered ruffled skater silhouette
- Runs true to size
Style Number/Barcode: 05101-3756
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Bejeweled Glitter Jelly Sandals
You fancy huh! Radiate glam in these glitter jelly sandals featuring a round toe, bejeweled t-strap, and adjustable buckle closure. Complete the look in a day dress for a birthday lunch.
Fit & Features
- Round toe
- Bejeweled t-strap
- Adjustable buckle closure
- Glitter jelly material
Style Number/Barcode: 07404-0969
Category Name: $20 & Under Sale
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Endless Elegance Teardrop Cubic Zirconia Stud Earrings
Move through the night with the endless elegance of these stud earrings! Featuring a teardrop shape with delicate mini cubic zirconia trim around a gleaming cubic zirconia stone perfect for showcasing your glamour. Complete the look with a stunning collar necklace for a special occasion!
Fit & Features
- Mini cubic zirconia trim
- Teardrop cubic zirconia stone
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1894
Category Name: $20 & Under Sale
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Glam Sparkle Rhinestone Necklace And Earrings Set
Sparkle with all the glam vibes in this gorg rhinestone necklace and earrings set! It features a V-shaped collar necklace with a single strand of rhinestones leading to a luxe multi-row rhinestone design with short rhinestone fringe. The matching duster earrings feature a four-row cascading rhinestone fringe design. Style this stunning jewelry set with a glitter clutch.
Fit & Features
- Necklace and earrings set
- V-shaped collar necklace, back adjustable chain with lobster clasp closure
- Single row of rhinestones, multi-row rhinestone design
- Short rhinestone fringe
- Duster earrings, post-back closures
- Four-row rhinestone fringe design
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07002-1742
Category Name: $20 & Under Sale
Price: $3.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Beachy Shell-Trim Straw Cowboy Hat
Capture the coastal cowgirl trend with this shell-trim cowboy hat perfect for breezy days by the water! Crafted with a woven straw material, it features a structured top, a wide brim with curved sides, and a seashell-beaded accent trim and long neck strap for those beachy vibes. Includes an interior elastic band. Style with a crochet top and jean shorts.
Fit & Features
- Woven straw material
- Structured top
- Wide brim, curved sides
- Shell-beaded accent trim and neck strap
- Interior elastic band
Style Number/Barcode: 07302-1612
Category Name: $20 & Under Sale
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Oh So Sweet Tie Back A-Line Mini Dress
You're going to look so sweet in this A-line mini dress for weekend plans! Featuring cap sleeves, a square neckline, and a tie-back design to turn heads. The A-line silhouette and mini-length hem will have you looking effortlessly chic! Complete the look in platform shoes.
Fit & Features
- Smooth knit fabric lined with stretchy knit
- Square neckline
- Tie back design
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5682
Category Name: $20 & Under Sale
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Satin Leopard Print Scarf Top
Mix it up with a scarf top that can be worn as a top, headwrap, and more! The must-have features a leopard print and composed of a satin-like fabric. Pair this sleek top with faux leather pants and heeled mules for a girl's night out.
Fit & Features
- Versatile ways to wear
- Wear as a top, headwrap, scarf
- Leopard print
- Satin-like fabric
- Minimal stretch
Style Number/Barcode: 07305-0305
Category Name: $20 & Under Sale
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chill Mood Ribbed Knit Crop Top
Keep it chill and relax in this comfy ribbed knit crop top. It features a sleeveless crew neckline, tank shoulder straps, a cropped hem with a lettuce-edge trim, and a form-hugging fit. The ribbed knit fabric features a cool mineral wash design. Style with the matching flare-leg pants.
Shop Matching Bottoms: Chill Mood Ribbed Knit Flare-Leg Pants
Fit & Features
- Sleeveless crew neckline
- Tank shoulder straps
- Cropped hem, lettuce-edge trim
- Form-hugging fit
- Ribbed knit fabric, mineral wash design
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 07103-0905
Category Name: $20 & Under Sale
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Jennifer Strappy Back High Slit Sequin Formal Dress
Special Occasion
Steal all the glances as you strut into your formal affair in the iconic Jennifer strappy back high slit sequin dress! Crafted with all-over glitzy sequin embroidery on mesh fabric, this fabulous formal dress will have you radiating major glam energy. Her sleeveless bodice is shaped with a chic draped cowl neckline and spaghetti straps that lead to her bold open back with a sultry cross-back strappy design. Her asymmetric high side slit will showcase some skin along her floor-length slim-fit silhouette. Complete your look with metallic heels.
Fit & Features
- Sequin embroidery, mesh fabric
- Cowl neckline
- Spaghetti straps
- Open back, cross-back strappy design
- Asymmetric high side slit
- Slim-fit silhouette
- Runs true to size
Style Number/Barcode: 05002-7961
Category Name: $20 & Under Sale
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Style Muse Plunge Halter Braided Tie Mesh Mini Dress
For your new style muse look, this abstract mesh mini dress will make the cut! Impress with your sultry side in this sleeveless dress featuring a plunge halter neckline with a braided strap and tie waist belt, side ruched seams, and a bodycon silhouette. Complete the look in stiletto heels for a night out!
Fit & Features
- Abstract print, sheer mesh fabric, moderate stretch
- Plunge halter neckline with braided strap
- Braided tie waist belt
- Bodycon fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05103-5683
Category Name: $20 & Under Sale
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Most Noteworthy Ponte Pleated Mini Dress
A classic little black dress for your most noteworthy look for date night! The short dress features a sleeveless square neckline, spaghetti straps, and a side pleated seam that leads to the form-hugging mini-length hem on lined ponte fabric. Style the mini dress with a rhinestone necklace for a glam touch!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Side pleated seam
- Form-hugging silhouette
- MIni-length hem
- Lined ponte knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05103-5077
Category Name: $20 & Under Sale
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cottage Core Cutie Square Neck Corset Skater Dress
Life is like a picnic when you look oh-so-cute in this corset skater dress with major cottage core inspiration! Made from texture woven fabric, this short-length dress is perfect for twirling in your own personal fairytale. With a square neckline, tank shoulder straps, and flexible boning ensure a flattering skater silhouette, while hidden side pockets keep your hands warm. Complete the look with simple earrings.
Fit & Features
- Texture woven fabric lined with chiffon
- Square neckline, tank shoulder straps
- Back zipper and hook-eye closure
- Flexible boning, hidden side pockets
- Skater silhouette
- Runs true to size
Style Number/Barcode: 05101-2978
Category Name: $20 & Under Sale
Price: $6.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale