$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.

  • Such A Trendsetter Heeled Sandals

    You'll be the trendsetter amongst your squad in these adorable heeled sandals! They feature an of the moment square toe, a slide-on design, and a sturdy little stiletto heel. Pair these chic sandals with denim and a crop top for the perf everyday 'fit.

    Fit & Features

    • Square toe
    • Thong sandal design
    • Puffy-like straps
    • Small stiletto heel
    • PU material

    Style Number/Barcode: 07401-2465

    Category Name: $20 & Under Sale

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Slay Block Heel Booties

    Slay every day in these fab block heel booties! They feature a sturdy block heel and a smooth, faux suede fabric. Pair these chic booties with a faux leather mini skirt for a stylish night out look.

    Fit & Features

    • Above the ankle fit
    • Almond toe
    • Inner zipper closure
    • Block heel
    • Faux suede fabric


    Please be advised that these booties run 1 size too small.

    Style Number/Barcode: 07403-0335

    Category Name: $20 & Under Sale

    Price: $18.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Sassy Block Heel Combat Booties

    Keep it sassy in stylish snake print in these of the moment combat booties! They feature a front lace-up design with an edgy lug sole and an allover multi-colored snake print. Pair these with a simple little black dress to let the booties make the statement.

    Fit & Features

    • Above the ankle fit
    • Lace-up front
    • Rounded toe
    • Inner zipper closure
    • Lug sole
    • Block heel
    • PU material with multi-colored snake print design

    Style Number/Barcode: 07403-0391

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rainbow Tie Dye Pajama Shorts

    Keep it colorful in pajama shorts that bring the good vibes! Lounge in style in with these pajama shorts that feature a high rise elastic waist, a rainbow tie-dye design, and a cheeky fit. Complete look with the matching pajama tank top and slides.

    Shop Matching Pajama Tank Top: Rainbow Tie Dye Pajama Tank Top

    Fit & Features

    • Elastic high rise waist
    • Rainbow tie-dye design
    • Cheeky fit
    • Matching pajama tank top sold separately

    Style Number/Barcode: 07103-0453

    Category Name: $20 & Under Sale

    Price: $13.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Casual Slay Block Heel Booties

    Casually slay in your trendy 'fit by adding on these block heel booties! They feature a lace-up front, an edgy lug sole and an all-over snake print design. Pair these booties with high rise cropped jeans for a stylish vibe.

    Fit & Features

    • Above the ankle fit
    • Inner zipper closure
    • Almond toe
    • Lace-up front
    • Lug sole
    • Block heel
    • PU material with allover snake print

    Style Number/Barcode: 07403-0390

    Category Name: $20 & Under Sale

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim Diva Over The Knee Block Heeled Boots

    Have a major diva moment in these trendy denim over the knee boots! They feature distressed detailing down the front, a tie back detail, and a sturdy block heel. Pair these with a little black dress to let the boots be the statement at your next party.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Inner zipper closure
    • Block heel
    • Washed out destructed detailing down the front
    • Tie back accent
    • Denim material

    Style Number/Barcode: 07402-0201

    Category Name: $20 & Under Sale

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly On Trend Block Heels

    Clearly these buckle detail block heels are on trend! They feature a chic clear toe strap and a stylish buckle accent. Pair these heels with distressed denim to elevate an everyday casual look.

    Fit & Features

    • Open almond toe
    • Clear PVC toe strap
    • Adjustable around the ankle strap with buckle detail
    • Closed back
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2440

    Category Name: $20 & Under Sale

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rainbow Tie Dye Pajama Tank Top

    Keep it colorful in a pajama tank top that brings the good vibes! Lounge in style in with this pajama tank top that features a scoop neckline, tank straps, and a cropped hem. The pajama tank top features a rainbow tie-dye print that matches perfectly with the matching tie-dye pajama shorts! Complete look with slides or keep it sporty with sneakers

    Shop Matching Pajama Shorts: Rainbow Tie Dye Pajama Shorts

    Fit & Features

    • Sleeveless scoop neckline
    • Tank straps
    • Rainbow Tie-dye print
    • Cropped hem
    • Matching pajama shorts sold separately 

    Style Number/Barcode: 07103-0452

    Category Name: $20 & Under Sale

    Price: $11.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Back Over The Knee Block Heeled Boots

    These over the knee block heeled boots will level up your stylish fall look. They feature an adorable lace back detail and a sturdy block heel. Pair these boots with a chic sweater dress for a cute date night out.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Complete lace-up back
    • Block heel
    • Faux suede fabric


    Please be advised that these heels run a 1/2 size small

    Style Number/Barcode: 07402-0182

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keepin' Knit Basic Long Sleeve Top

    Keep it basic in a cozy top that is low-key and stylish! The top features a round neckline, long Dolman sleeves, and is composed of a soft-to-the-touch cashmere-like fabric. Complete your look with the matching joggers and chunky sneakers.

    Shop Matching Joggers: Keepin' Knit Basic Joggers

    Fit & Features

    • Round neckline
    • Long Dolman sleeves
    • Cashmere-like fabric
    • Relaxed fit
    • Matching joggers sold separately 

    Style Number/Barcode: 06001-2885

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get Knit Right High Slit Maxi Dress

    Get your look right in a knit dress that is perfect for keeping it casual! The dress features a sleeveless crew neckline and a maxi length silhouette with a high side slit. Complete your look with chunky sneakers for a cute coffee run outfit. 

    Fit & Features

    • Crew neckline
    • Sleeveless 
    • Maxi length silhouette
    • High side slit
    • Smooth knit fabric
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 05102-0883

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Making Magic Open Back Glitter Dress

    Spark a magical moment in a glitter dress that brings all the shimmer to your next night out! The dress features a gorgeous open back, vertical seams at the front that streamline silhouette and composed of a glitter knit fabric. Complete your night out look with glitter heels.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Open back 
    • Front vertical seams
    • Glitter knit fabric
    • Mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 05101-0569

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Vibes Basic Ribbed Knit Maxi Dress

    Bring the good vibes in a maxi dress that can be dressed up for a chic day out. The dress features a scoop neckline, sleek bungee straps, and a maxi length silhouette with a high side slit. Style dress with chunky sneakers and sleek hoops.

    Fit & Features

    • Sleeveless scoop neckline
    • Bungee spaghetti straps
    • Maxi length silhouette 
    • High side slit
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05102-0863

    Category Name: $20 & Under Sale

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Diamond Girl Sequin Mini Dress

    Shine on in a mini dress that brings the dazzle to your next night out with the squad. The dress features a stunning diamond pattern composed of sparkling sequins, a crew neckline, and a mini length silhouette. Complete your look with rhinestone duster earrings

    Fit & Features

    • Crew neckline
    • Diamond pattern
    • Sequins
    • Fitted long sleeves
    • Mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 05101-0704

    Category Name: $20 & Under Sale

    Price: $21.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzle Goddess Demask Sequin Mini Dress

    Glow on, girl! This sequin dress brings the highlight to your next night out with shimmering sequins. The dress features a luxe demask sequin print, a trendy square neckline, and a curve-hugging mini-length silhouette. Complete your look with sleek stilettos.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Demask sequin design on a sheer mesh fabric
    • Knit lining
    • Moderate stretch
    • Mini length silhouette
    • Form-hugging fit

    Style Number/Barcode: 05101-0864

    Category Name: $20 & Under Sale

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Buttoned In Sassy Stripes Midi Dress

    Button up in a striped dress that keeps your look so casually cute! The dress features a fab button-down front, tie spaghetti straps, and a striped pattern. Complete your look with clear mules for a stylish look. 

    Fit & Features

    • Sleeveless scoop neckline
    • Tie spaghetti straps
    • Button-down front
    • Striped pattern
    • Midi length silhouette
    • Knit fabric
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 05102-0569

    Category Name: $20 & Under Sale

    Price: $9.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Showstopper Ruched Midi Dress

    Make them stop and stare at this stunning dress that commands attention! The sleek midi dress features a trendy square neckline, sleek bungee straps, and a curve-hugging ruched midi silhouette. Complete your look with duster earrings for your night-out outfit.

    Fit & Features

    • Sleeveless square neckline, bungee straps
    • Strapless bra recommended
    • Side ruched detailing
    • Midi-length bodycon silhouette
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-0848

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delana Formal One-Shoulder Satin Dress

    Special Occasion 

    Keep it luxe in the stunning Delana dress that brings the sophistication to your special evening. She features a unique one-shoulder neckline with a charming bow accent on the left shoulder, a floor-length mermaid silhouette, and is composed of a captivating satin-like fabric. Complete your special occasion outfit with rhinestone earrings.

    Fit & Features

    • One-shoulder neckline
    • Bow accent on the left shoulder
    • Floor-length mermaid silhouette
    • Satin-like fabric, moderate stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05002-0974

    Category Name: $20 & Under Sale

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping Knit Casual Off the Shoulder Ribbed Mini Dress

    Keep it casual and fab in a mini dress that is so easy to style for your next day out with the squad. The dress features an off the shoulder neckline with a popover detail and composed of a ribbed knit fabric that enhances curves with a moderate stretch. Complete your casual outfit with ankle booties and hoop earrings

    Fit & Features

    • Off the shoulder neckline
    • Popover detail 
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit
    • Moderate stretch

    Style Number/Barcode: 05102-0859

    Category Name: $20 & Under Sale

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Char Formal Sequin Asymmetrical Midi Dress

    Special Occasion

    Stun in a sequin dress that brings the shimmer to enlighten your evening! Our Char dress features a plunging V-neckline, sleek spaghetti straps and an asymmetrical midi length hem. Her sequins shine from all your best angles and pair well with chrome heels and a satin clutch for your special evening.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Sequins
    • Asymmetrical midi length hem
    • High side slit
    • Form hugging fit


    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-1119

    Category Name: $20 & Under Sale

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked on Style Faux Leather Ankle Booties

    Buckle up in these cute booties that bring the style to all your favorite looks! The ankle booties feature an around the ankle fit, a chic ankle strap with buckle accent, and a sturdy low block heel. Complete your look with an off the shoulder knit sweater and high waist jeans

    Fit & Features

    • Around the ankle fit
    • Elastic goring at the back of the ankle 
    • Ankle strap with small buckle accent
    • Inner zipper closure
    • Almond toe
    • Low stacked block heel 
    • Faux leather material 

     

    Bootie runs small. Size up a half size up

    Style Number/Barcode: 07403-0334

    Category Name: $20 & Under Sale

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Sleek Over The Knee Boots

    Chic and oh so sleek, these over the knee boots are a fall must-have! They feature a half faux leather and half elastic knit material to add a stylish flair to your look. Pair these boots with dark wash skinny jeans for a casual day out.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Inner zipper closure
    • Flat heel
    • Half faux leather and half elastic knit material

     

    Please be advised that these boots run one size small. 

    Style Number/Barcode: 07402-0177

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here For It Over The Knee Flat Boots

    We are so here for these chic over the knee boots! Half faux suede and half elastic knit, these flat boots are the must-have piece you need in your wardrobe for the season. Pair these with a faux leather mini skirt for an edgy vibe.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Inner zipper closure
    • Flat heel
    • Half faux suede, half elastic knit

     

    Please be advised that these boots run one size small.

    Style Number/Barcode: 07402-0176

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Stylish Flat Over The Knee Boots

    Get a simple yet very stylish look in these flat over the knee boots! They feature an over the knee design with a trendy tie back detail and smooth faux suede material. Pair these fall-ready boots with a sweater dress for a cute date night look.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Flat heel
    • Inner zipper closure
    • Tie back detail
    • Faux suede material

    Style Number/Barcode: 07402-0174

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance