$20 & Under Sale

Home$20 & Under Sale
Loading...

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.

  • Edgy Glam Faux Leather Block Heels

    Channel edgy glamour with heels that are part chic, part bold. The heels feature a closed-back, lace-up straps, an open square toe with a strap over the toe, and a block heel. The heels are composed of a faux leather material. Complete look with an LBD and rhinestone anklet.

    Fit & Features

    • Closed-back 
    • Lace-up straps
    • Open square toe, strap over the toe
    • Block heel
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3260

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Destruction Knit Sweater

    Bring a major edge to your look with a sweater that brings those bold details! The sweater features a V-neckline, long sleeves, and heavy destruction throughout. Complete look with high waist jeans and ankle booties

    Fit & Features

    • V-neckline
    • Long sleeves
    • Heavy destruction 
    • Knit fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1056

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild And Free Drawstring Crop Top

    Keep your look untamed with a crop top that says it all! The top features a crew neckline, long sleeves, a graphic that reads: "Wild Free", an image of a motorcycle, a ruched drawstring, and cropped hem. The top is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mom jeans and combat boots. 

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Graphic: "Wild Free"
    • Image of motorcycle 
    • Ruched drawstring 
    • Cropped hem
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1023

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Street Rider Graphic Lace-Up Tee

    Show off your need for speed with a graphic tee that gives your look an edgy feel. The tee features a crew neckline, short sleeves, a graphic that reads: " The Street Riders", an image of a skull with a helmet, and a lace-up front. The tee is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with combat boots

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic: "The Street Riders"
    • Image of a skull with helmet 
    • Lace-up front
    • Cotton knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1024

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Outlaw Cutie Open Back Crop Top

    Start some trouble in a crop top that says it all! The crop top features a crew neckline, long sleeves, a graphic that reads: "Outlaw, Wild Soul", an image of a bull with longhorns, an open back with lace-up ties, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist shorts and chunky sneakers

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Graphic: "Outlaw, Wild Soul"
    • Image of a bull with longhorns
    • Open back with lace-up ties
    • Cropped hem
    • Ribbed knit fabric, form-hugging fit, runs true to size

    Style Number/Barcode: 06002-0999

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Alluring And Chic Snake Print Top

    Allure them all with your chic style in this on-trend snake print top. It features long sheer blouson sleeves, a V-neck and back design, a tie-back detail, and a mid-length hem with cute ruching at the sides. Complete the look with faux leather pants and clear heels.

    Fit & Features

    • Long sheer blouson sleeves
    • V-neck and back
    • Tie-back detail
    • Mid-length, form-hugging fit, ruched sides
    • Sheer mesh fabric, lined bust, moderate stretch
    • Snake print
    • Runs true to size

    Style Number/Barcode: 06001-3647

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy And Gorgeous Glitter Knit Skater Dress

    You'll look oh-so-glitzy and gorgeous in this flirty glitter knit skater dress! It features a sleeveless V-neckline, dual spaghetti straps that lead to a cross-back strap design, and a short skater skirt with a fit and flare silhouette. Style this glamorous dress with rhinestone statement earrings and embellished heels.

    Fit & Features

    • Sleeveless V-neckline
    • Princess seams
    • Dual spaghetti straps
    • Cross-back strap design
    • High waist, short skater skirt, fit and flare silhouette
    • Glitter knit fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-0822

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Out Chic Mini Dress

    Achieve a chic look for your next night out in this simple yet sexy mini dress! It features a sleeveless square neckline, bungee spaghetti straps, princess seams, and a short, curve-hugging silhouette. Style this dress with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Princess seams
    • Back zipper and hook and eye closure
    • Mini-length, form-fitting silhouette
    • Coated faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3908

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hauntingly Stylish Mesh Mini Dress

    You'll look hauntingly stylish in this form-hugging mini dress! It features a sleeveless crew neckline, tank shoulder straps, and a mini-length bodycon silhouette. The sheer mesh fabric includes a full lining and showcases an all-over spiderweb print, perf for spooky season! Wear this dress with sleek hoop earrings.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Short, form-hugging silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Spiderweb pattern
    • Runs true to size


    Halloween Costumes are considered final sale merchandise. FINAL SALE merchandise may not be returned or exchanged.

    Style Number/Barcode: 05102-4141

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Anais Formal Ruched Satin Mermaid Dress

    Special Occasion 

    Make your grand entrance with a formal dress that enchants! Anais features a wired V-neckline, ruching at the bust, padded cups, adjustable spaghetti straps, and a mermaid silhouette with a high side slit. The dress is composed of a lined satin fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels and a tennis bracelet. 

    Fit & Features

    • Wired V-neckline
    • Ruching at the bust, padded cups
    • Adjustable spaghetti straps
    • Mermaid silhouette
    • High side slit
    • Satin fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1582

    Category Name: $20 & Under Sale

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glow Hour Glitter Mini Dress

    Shine on girl with a dress that brings the dazzle to your look! The dress features a sleeveless square neckline, bungee spaghetti straps, a ruched body, and a mini-length silhouette. The dress is composed of a lurex glitter knit that offers a form-hugging fit with a moderate stretch. Complete look with chrome heels and an anklet.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Ruched body
    • Mini-length silhouette
    • Lurex glitter knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3954

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Majorly Chic One-Shoulder Mini Dress

    Give off majorly chic vibes in this on-trend mesh mini dress! It features a one-shoulder neckline, a long sheer fitted sleeve with ruched detailing, ruching down the sides, and a short, asymmetrical hem with a curve-hugging silhouette. Complete the outfit with strappy heels and rhinestone statement earrings.

    Fit & Features

    • One-shoulder neckline
    • Long sheer fitted sleeve, ruching
    • Side zipper and hook and eye closure
    • Side ruching
    • Mini-length, asymmetrical hem, form-fitting silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4008

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Flirt Sleeveless Skater Dress

    Showcase your flirty style in this adorable sleeveless skater dress. It features a V-neckline, dual spaghetti straps that lead to a cross-back strap design, a short skater skirt with a faux wrap front, and a fit and flare silhouette. Complete the look with cute block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Dual spaghetti straps
    • Cross-back strap design
    • High waist, short skater skirt, faux wrap front
    • Fit and flare silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1166

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Drama Textured Door Knockers

    For the diva that is so extra, these door knockers are a must! The earrings feature a door knocker design and a textured finish that reflects a dazzling shine. Complete your look with a sleek bodycon dress to create a head-turning look.

    Fit & Features

    • Textured disc on post
    • Door knocker design
    • Textured finish
    • Post-back closure

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0961

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Totally Chic One-Shoulder Mini Dress

    You'll be too chic to handle in this must-have mini dress. It features a one-shoulder neckline, a long fitted sleeve, ruching down one side leading to a sultry front slit, and a short, curve-hugging silhouette. Style this dress with strappy stilettos for a night out.

    Fit & Features

    • One-shoulder neckline
    • Single long fitted sleeve
    • Side ruched detailing
    • Front slit
    • Mini-length, form-fitting silhouette
    • Crepe fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4099

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Queen Vibes Layered Necklace Set
    Bring the queen vibes in this layered necklace set! It features a snake chain, snake charm, and "Queen" charm. Wear it with a tee and jeans for a casual-cool look.

    Fit & Features
    • Layered chains
    • Queen and snake charms
    • Snake chain
    • Lobster clasp

    Style Number/Barcode: 07002-1006

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Sweet 16 Rhinestone Tiara

    Celebrate your sweet sixteen with a tiara that lets everyone know it's your special day! The tiara features a sleek metal band, a multi-tiered rhinestone design, a heart-shaped center with a "16" charm, and hair combs to keep the tiara in place. Complete look with a high low dress and heels. 

    Fit & Features

    • Sleek metal band
    • Multi-tiered rhinestone design 
    • Heart-shaped center
    • "16" charm 
    • Rhinestones 
    • Hair comb

    Style Number/Barcode: 07006-0248

    Category Name: $20 & Under Sale

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Subtle Glam Rhinestone Ear Crawlers
    Add a touch of subtle glam to your look with this pair of ear crawlers! They're finished with rhinestones for sparkle. Wear with a denim jacket for a laid-back look.

    Fit & Features
    • Rhinestone accents
    • Pin closure

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0969

    Category Name: $20 & Under Sale

    Price: $0.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Cutie Faux Leather Block Heels

    Keep it cute and chic with heels that complement your casual and dressy outfits. The heels feature an open back, an adjustable ankle strap, an open square toe with a clear PVC strap over the toe, and a block heel. The heels are composed of faux leather material. Complete look with a moto jacket, bodysuit, and skinny jeans for a casual night out look. 

    Fit & Features

    • Open back
    • Adjustable ankle strap
    • Open square toe, clear PVC strap over the toe
    • Block heel 
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3165

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Over The Knee Faux Suede Boots

    Lace-up in boots that will have you ready to take on the season! The boots feature an over-the-knee fit, a lace-up back, an inner zipper closure, an almond toe, and a low stacked block heel. The boots are composed of a faux suede material. Complete look with a plaid shacket and distressed jeans. 

    Fit & Features

    • Over the knee fit
    • Lace-up back 
    • Inner zipper closure
    • Almond toe
    • Low stacked block heel
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0303

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Lug Sole Booties With Pouch

    Set a trend with these bold combat booties! The booties feature an around the ankle fit, an almond toe, an inner zipper closure, a lace-up front, a chunky lug sole. and a removable pouch. The booties are composed of a faux leather material and a faux fur interior lining. Complete look with biker shorts and a shacket.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Removable pouch
    • Chunky lug sole
    • Faux leather material, faux fur interior lining
    • Runs true to size

    Style Number/Barcode: 07403-1298

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Marble Mesh Midi Skirt

    Keep your outfit trendy and on point with this marble-printed mesh midi skirt! It features a high waist, side ruching, and a mid-length, curve-hugging silhouette. Style this skirt with the matching crop top and strappy heels.

    Shop Matching Top: Trendy Marble Mesh Crop Top

    Fit & Features

    • High-rise waist, elastic band
    • Ruched side detailing
    • Mid-length, form-fitting silhouette
    • Marble print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0486

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortlessly Chic Ribbed Knit Crop Top

    Keep it effortless and chic with a crop top that styles with your fav high waist jeans to nail that girl next door look. The top features a sleeveless crew neckline, cute tie-back ties, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. 

    Fit & Features

    • Sleeveless crew neckline
    • Tie-back ties
    • Cropped hem 
    • Ribbed knit fabric
    • Forn hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06001-3353

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Sultry Halter Mini Dress

    Create a sultry moment with a mini dress that makes a bold statement! The dress features a ruched halter neck, adjustable ties at the neck, cutout at the bodice, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with platforms

    Fit & Features

    • Ruched halter neck 
    • Adjustable ties at the neck
    • Cutout at the bodice
    • Mini length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-4179

    Category Name: $20 & Under Sale

    Price: $6.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale