$20 & Under Sale

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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.

  • Bold Vibes Strappy Stiletto Heels

    Bring the bold vibes to your stylish summer look with these trendy heels. They feature an open square toe, a thin strappy design that wraps around the ankle, and a sleek stiletto heel. Pair these stilettos with a casual dress and chic shades.

    Fit & Features

    • Open square toe
    • Thin strappy design
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2872

    Category Name: $20 & Under Sale

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Staple High Rise Skinny Jeans

    Rock a classic look with high-rise jeans that go with everything! The jeans feature a high-rise waist, single-button closure with hidden zipper closure, traditional five-pocket with belt loop design, and a skinny leg fit. Complete look with a blouse

    Fit & Features

    • High rise waist
    • Single-button with hidden zipper closure 
    • Traditional five-pocket with belt loop design 
    • Skinny leg fit
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06602-0273

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Rhinestone Cross Charm Necklaces

    Accessorize your look with this chic charm necklace set for a glamorous vibe. The shorter rhinestone necklace features a double-layered design with rhinestone drop accents and a small center cross charm. The longer necklace has a single layer with a larger cross charm. Style these necklaces with pretty stud earrings.

    Fit & Features

    • Two necklaces, layered design
    • Rhinestone embellishment
    • Cross charms

    Style Number/Barcode: 07002-0813

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jude Mid-Rise Destructed Skinny Jeans

    Oasis by Eunina

    Keep it effortlessly chic in skinny jeans to pair with your favorite blouses and tops! The jeans feature a mid-rise waist, a single-button with zipper closure, a traditional five-pocket with belt loop design, heavy destruction, and a skinny leg fit.

    Fit & Features

    • Mid-rise waist
    • Single-button with zipper closure
    • Traditional five-pocket with belt loop design
    • Heavy destruction 
    • Skinny leg fit
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0265

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rainbow Rhinestone Hoops

    Keep it fab and stunning with rhinestone hoops that add a pop of color to your outfit! The hoops feature a rainbow hue and mini rhinestones. Complete look with a bodycon and heels. 

    Fit & Features

    • Rainbow hue
    • Mini rhinestones
    • Omega back closure 


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

    Style Number/Barcode: 07001-0909

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Calla Formal Satin High Slit Mermaid Dress

    Special Occasion

    Keep it sophisticated with a satin dress that brings the style! Calla features a plunging sweetheart neckline, a draped ruffle accent at the waist, and a mermaid silhouette with a high side slit. The dress is composed of a satin fabric that offers a form hugging fit. Complete look with a rhinestone cuff and heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Draped ruffle accent
    • Mermaid silhouette
    • High side slit
    • Satin fabric
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 05002-1574

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhine And Ruched Rhinestone Stiletto Heels

    Get ready to rhine and glow with glitzy heels that bring the glamour! The heels feature an open back, lace-up staps, an open square toe, a ruched rhinestone strap over the toe, and a chrome stiletto heel. Complete look with a satin dress and rhinestone clutch for ultimate shine!

    Fit & Features

    • Open back 
    • Lace-up straps
    • Open square toe 
    • Ruched rhinestone strap 
    • Chrome stiletto heel 
    • Faux leather material 

    Style Number/Barcode: 07401-2860

    Category Name: $20 & Under Sale

    Price: $7.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Date Night Corset Bodycon Dress

    Stun on your next date night in a bodycon dress that slays! The mini dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, a corset bodice with contrast piping, and a built-in high waist contrast bottom. The dress is composed of a sheer mesh fabric that offers a form-hugging fit with a moderate stretch. Complete the look with stiletto heels and a clutch.

    Fit & Features

    • Sleeveless sweetheart neckline, underwire
    • Adjustable spaghetti straps
    • Corset bodice, contrast piping
    • Built-in contrast bottom, mini-length hem
    • Sheer mesh fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3810

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trend Alert Polka Dot Mesh Mini Dress

    Stay on trend with a mini dress that is perf for your next brunch! The dress features a sweetheart neckline with drawstring ties at the bust, short puff sleeves with a polka dot pattern, a ruched body, and a mini-length silhouette. The dress is composed of mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Sweetheart neckline
    • Drawstring ties at bust
    • Short puff sleeves
    • Polka dot
    • Ruched body
    • Mesh fabric 
    • Form hugging fit, moderate stretch, runs true to size 

    Style Number/Barcode: 05101-1050

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amelie Formal High Slit Crepe Dress

    Special Occasion 

    Strike a pose in a formal dress that leads the way! The dress features a sleeveless V-neckline with a notched accent, satin bodice, a cutout at the midriff, spaghetti straps that cross at the back, and a high side slit. The dress is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with a rhinestone bracelet. 

    Fit & Features

    • Sleeveless V-neckline, notched accent
    • Cutout a the midriff
    • Spaghetti straps, cross at back
    • High side slit
    • Crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1341

    Category Name: $20 & Under Sale

    Price: $14.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Bling O-Ring Belt

    Bring on the bling with a chic rhinestone belt! The belt features a multi O-Ring design and mini rhinestones. Complete look with a satin mini dress and rhinestone heels. 

    Fit & Features

    • Two-row design 
    • O-Rings
    • Rhinestones

    Style Number/Barcode: 07301-0243

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Studded Espadrille Platform Wedges

    Keep it stylish with studded platform wedges! The sandals feature an open back, a caged strap design, stud embellishments, an open almond toe, and an espadrille platform. Complete your look with a romper and hoop earrings. 

    Fit & Features

    • Open back 
    • Caged strap design 
    • Open almond toe 
    • Stud embellishments
    • Espadrille platform

    Style Number/Barcode: 07406-0280

    Category Name: $20 & Under Sale

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gretchen Formal Lace-Up Dress

    Special Occasion 

    Lace-up in a formal long dress that brings the wow factor to your evening! Gretchen features a sleeveless square neckline, sleek spaghetti straps, lace-up straps at the back, and a high-side slit. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a metal cuff.

    Fit & Features

    • Sleeveless square neckline, padded cups
    • Spaghetti straps
    • Lace-up straps at back
    • High side slit
    • A-line silhouette
    • Smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05002-1388

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chill Out Ribbed Pajama Tank

    Chill out in a cute pajama tank that is oh so cozy! The tank features a sleeveless square neckline, tank shoulder straps, 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 the matching pants. 

    Shop Matching Pants: Chill Out Ribbed Pajama Pants

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Cropped hem 
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0599

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lacy Affair Caged Bralette And Panty Set

    Stun in lace with a bralette and panty set that creates some seriously sultry appeal! The set features a caged bralette, sleek straps, and a dainty long line lace hem. The matching panty features a low-rise waist and unlined lace throughout. Complete the look with a sheer coverup.

    Fit & Features

    • Caged bralette with sleek straps
    • Adjustable spaghetti straps
    • Long line lace hem
    • Low rise waist
    • Cheeky fit
    • Form hugging fit
    • Runs true to size

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07107-0558

    Category Name: $20 & Under Sale

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sultry Caged Mesh Bra And Panty Set

    Heat it up with a sexy bra and panty set that will have you looking drop-dead gorgeous! The set features a caged bra with triangle-shaped cups, sleek straps, and a sheer mesh fabrication. The matching panty features a high waist elastic band, sheer mesh fabrication, and a very cheeky bottom. Complete look with a sheer coverup.

    Fit & Features

    • Caged bralette
    • Adjustable spaghetti straps
    • Sheer partially lined mesh
    • Hook and eye closure
    • Cheeky bottom
    • Form-hugging fit
    • Runs true to size

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07107-0598

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chill Out Ribbed Pajama Pants

    Chill out in pajama pants that are oh so cozy! The pants feature a high rise waist, a straight leg, and a flared wide leg hem. The pants are composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pajama tank. 

    Shop Matching Pajama Tank: Chill Out Ribbed Pajama Tank

    Fit & Features

    • High rise waist
    • Straight leg 
    • Flared wide leg hem
    • Ribbed knit fabric 
    • Form hugging, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0600

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Striped And Stylish Skort

    Keep it stylish with a striped skort! The skort features a high-rise waist, a striped pattern, and wide-leg shorts with a mini skirt overlay. Complete look with a crop top.

    Fit & Features

    • High-rise waist
    • Striped pattern 
    • Wide-leg shorts 
    • Mini skirt overlay
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0269

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic High Rise Cutoff Denim Shorts

    Channel those lowkey vibes with denim shorts that are perf for that next kickback! The shorts feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, light distressing, and a cutoff hem. Complete look with a graphic tee.

    Fit & Features

    • High rise waist
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design 
    • Destruction
    • Cutoff hem 
    • Form hugging fit, runs true to size

    Style Number/Barcode: 06603-0181

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Girl Next Door Denim Corset Top

    Channel a girl next door look with a corset that is perf for your next brunch! The top features a sleeveless square neckline, a hook and eye closure, a corset-bodice, and a cropped hem. The top is composed of a denim fabric that offers a relaxed fit. Complete look with high waist pants and door knocker earrings. 

    Fit & Features

    • Sleeveless square neckline 
    • Hook and eye closure 
    • Corset-bodice
    • Cropped hem 
    • Denim fabric 
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-1265

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ditsy Details Floral Mini Skirt

    This charming ditsy floral mini skirt has the cutest details! It features a high-rise waist, front cinched detailing leading to a small slit, a short, curve-hugging silhouette, and a trendy all-over ditsy floral print. Style this skirt with a tie-front top and sandals.

    Fit & Features

    • High-rise waist
    • Front cinched detailing
    • Small slit
    • Mini-length, form-hugging fit
    • Knit fabric, ditsy floral print
    • Runs true to size

    Style Number/Barcode: 06501-0410

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paisley Dreams Chiffon Crop Top

    Keep it dreamy in a crop top that channels those wanderlust vibes! The top features an off-the-shoulder neckline, a paisley print, long bell sleeves, and a cropped hem. Complete the look with high waist jeans and mules. 

    Fit & Features

    • Off the shoulder neckline
    • Paisley print
    • Long bell sleeves
    • Cropped hem 
    • Chiffon fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06003-1361

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Paisley Perfection Romper

    Keep it chic with a bohemian-inspired romper that will have you brunch ready! The romper features a paisley print,  an off-the-shoulder neckline, long bell sleeves, a tie waist belt, and wide-leg shorts. Complete the look with a butterfly necklace and wedges

    Fit & Features

    • Off the shoulder neckline
    • Long bell sleeves
    • Tie-waist belt 
    • Wide leg shorts
    • Paisley print 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06303-0130

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Mood Paisley Flared Pants

    Channel a bohemian mood with flared pants that give off those retro feels! The pants feature a high-rise waist, a paisley print, and a straight-leg fit with a flared hem. The pants offer a form hugging fit with a moderate stretch. Complete look with a lace bustier

    Fit & Features

    • High rise waist
    • Paisley print 
    • Straight leg fit 
    • Flared hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0586

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale