$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.

  • Live That Luxe Life Crossbody Purse

    You're all about living that luxe life, so this crossbody purse is perf for your everyday looks! It features a small rectangular shape, a fold-over design with a turn-lock fasten, a matte jelly material with a quilted diamond design, and a chain-link shoulder strap. Complete your outfits with chic hoop earrings.

    Fit & Features

    • Small rectangular shape
    • Fold-over design, turn-lock fasten
    • Matte jelly material
    • Quilted diamond design
    • Chain-link shoulder strap

    Style Number/Barcode: 07203-0677

    Category Name: $20 & Under Sale

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pull Me In Ruched Ribbed Knit Crop Top

    Get pulled in with this cute crop top! The crop top features a crew neckline, short sleeves, ruched drawstrings, and a cropped hem. The top is composed of a ribbed knit that offers a form-hugging fit with a moderate stretch. Complete look with high waist jeans and chunky sneakers.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Ruched drawstrings
    • Cropped hem
    • Ribbed knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1007

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Sparkle Necklace And Earrings Set

    Showcase a stylish sparkle with this trendy necklace and earrings set. It features a single-row rhinestone choker necklace with an infinity design and matching large hoop earrings. Complete the look with a sleek clutch.

    Fit & Features

    • Necklace and earrings set
    • Single-row choker necklace
    • Large hoop earrings
    • Rhinestone embellishment
    • Infinity design


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

    Style Number/Barcode: 07002-0935

    Category Name: $20 & Under Sale

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Fierce And Fab Snake Mini Dress

    Keep it fierce and fab with a snake print dress that elevates your style! The dress features a snake print, a square neckline, long sleeves with ruffled trim, dual ruched drawstrings, and a mini-length silhouette. The dress is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • Snake print
    • Square neckline
    • Long sleeves with ruffled trim
    • Dual ruched drawstrings
    • Mini length silhouette
    • Brushed knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1316

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Glam Studded Caged Stilettos

    Channel an edgy glam vibe with stilettos that make a bold statement! The heels feature an open back, an adjustable ankle strap, a strappy caged design with stylish studs, an open square toe, and a sleek stiletto heel. The heels are composed of a faux leather material. Complete look with a satin mini dress and faux leather clutch.

    Fit & Features

    • Open back 
    • Adjustable ankle strap
    • Strappy caged design, studded accents
    • Open square toe 
    • Stiletto heel
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07401-3088

    Category Name: $20 & Under Sale

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Chic Pointed Toe Pumps

    Keep your outfits on point with these forever chic pumps! They feature a closed pointed toe and a comfortable block heel. Style these heels with a sleek clutch.

    Fit & Features

    • Closed pointed toe
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07401-3464

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Style Moment Denim Jumpsuit

    Have a fab retro style moment in this figure-flattering denim jumpsuit! It features a sleeveless subtle V-neckline, chic chain detail shoulder straps, trendy seam detailing, and a fitted high waist with flared pant legs. Complete the look with clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Chain detail shoulder straps
    • Back zipper closure
    • Seam detailing
    • Fitted high waist, flared pant legs
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 06602-0276

    Category Name: $20 & Under Sale

    Price: $32.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace And Luxe Off The Shoulder Mini Dress

    Bring the luxe to your look with a lace dress that makes a stunning statement! The dress features an off-the-shoulder neckline, a lace-up front, short sleeves, a high waist, and a flared skater silhouette. The dress is composed of a combination lace and crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with platform heels and a choker.

    Fit & Features

    • Off the shoulder neckline, V-neck bust
    • Lace-up front 
    • Short sleeves
    • High waist, skater silhouette
    • Combination lace and crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1193

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Unforgettable Ruched Midi Dress

    Create an unforgettable moment with a dress that captivates! The dress features a sleeveless square neckline, spaghetti straps, ruching, an asymmetrical high side slit, and a midi-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching
    • Asymmetrical high side slit
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1151

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tayla Formal Cutout Out Heat Stone Dress

    Special Occasion 

    Bring the sparkle to your evening with a formal dress that radiates shine from all your best angles! Tayla features a crew neckline, long sheer sleeves, a cutout at the waist with a bar strap, a partially lined A-line silhouette with a high side slit, and luxe heat stones throughout. The dress is composed of a partially lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone hoops and heels. 

    Fit & Features

    • Crew neckline
    • Sheer long sleeves
    • Cutout at the waist with bar strap
    • Partially lined, high side slit
    • Heat stones
    • A-line silhouette
    • Form hugging, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1281

    Category Name: $20 & Under Sale

    Price: $14.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Style Leopard Print Pajama Tank

    Get a cute and sassy style as you lounge at home in this adorable pajama tank! It features a sleeveless square neckline, tank shoulder straps, a cropped, form-hugging fit, and an all-over leopard print. Complete the look with the matching shorts.

    Shop Matching Bottoms: Sassy Style Leopard Print Pajama Shorts

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Cropped, form-hugging fit
    • Lightweight knit fabric, moderate stretch
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07103-0670

    Category Name: $20 & Under Sale

    Price: $8.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Style Leopard Print Pajama Shorts

    Get a cute and sassy style as you lounge at home in these adorable pajama shorts! They feature a high waist with a tie-front detail, a cheeky form-hugging fit, and an all-over leopard print. Complete the look with the matching top.

    Shop Matching Top: Sassy Style Leopard Print Pajama Tank

    Fit & Features

    • High-rise elastic banded waist
    • Tie-front detail
    • Cheeky form-hugging fit
    • Lightweight knit fabric, moderate stretch
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07103-0671

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Classic High Rise Boyfriend Jeans

    Channel a classic look with jeans that are perf to dress down for a casual look! The jeans feature a high-rise waist, a multi-button front, a traditional five-pocket with belt loop design, and a boyfriend leg. Complete look with a bodysuit and chunky sneakers. 

    Fit & Features

    • High rise waist
    • Multi-button front closure
    • Traditional five-pocket with belt loops
    • Boyfriend leg
    • Denim fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06602-0292

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Virgo I'm Always Right Graphic Tee

    Any true Virgo knows they're always right, let this tee let everyone know! The tee features a crew neckline, short sleeves, a graphic that reads: "Virgo I'm Always Right", and a cropped hem. The tee is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans and sneakers.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic reads: "Virgo I'm Always Right"
    • Cropped hem
    • Cotton knit fabric
    • Relaxed fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1018

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What's Your Sign Virgo Graphic Tee

    Let this tee let everyone know what you're sign is! The tee features a crew neckline, short sleeves, a graphic that reads: "What's your Sign...I'm A Virgo" and a cropped hem. Pair tee with high waist jeans and sneakers.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • "What's Your Sign...I'm A Virgo"
    • Cropped hem
    • Cotton knit fabric 
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1019

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Charge Faux Leather Mini Skirt

    Take charge with a mini skirt that takes your look to the next level! The skirt features a high-rise waist and a mini-length silhouette. The skirt is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching blazer.

    Shop Matching Blazer: Take Charge Faux Leather Cropped Blazer

    Fit & Features

    • High rise waist
    • Mini length 
    • Faux leather fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0325

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Look Layered Skater Dress

    Get a classic look in this stylishly chic skater dress. It features a flattering V-neckline with tank shoulder straps, a padded bust, a high waist, and a short double-layered skater skirt. Complete the outfit with rhinestone hoop earrings and block heels.

    Fit & Features

    • Sleeveless V-neckline, padded bust
    • Tank shoulder straps
    • Back zipper closure
    • High waist, double-layered skater skirt
    • Fit and flare silhouette
    • Scuba crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1213

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On That Retro Vibe Colorblock Mini Dress

    Channel those retro vibes with this fab mini dress! The dress features a colorblock pattern, a crew neckline, long sleeves, a cutout at the midriff with criss-cross straps, dual ruched drawstrings at the hem, and a mini-length silhouette. The dress is composed of a lined ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.

    Fit & Features

    • Colorblock pattern
    • Crew neckline
    • Long sleeves
    • Cutout at midriff, criss-cross straps
    • Dual ruched drawstrings
    • Mini length silhouette
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4192

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Giada Formal Ruched Midi Bodycon

    Special Occasion 

    Stun them all with a formal bodycon that makes a captivating impression! Giada features an off-the-shoulder neckline, long sleeves, a ruched body, and a midi-length silhouette. The dress is composed of a lined lurex fabric that offers a form hugging fit with a moderate stretch. Complete look with block heels and a rhinestone anklet. 

    Fit & Features

    • Off the shoulder neckline
    • Long sleeves
    • Ruched body
    • Midi length 
    • Bodycon fit, moderate stretch 
    • Lined lurex knit 
    • Runs true to size

    Style Number/Barcode: 05001-0658

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Details Variety Ring Pack

    Accessorize with this variety ring pack for a trendy glam look. It features seven rings with various styles including a cross design, a chain-link design, and a center stone embellishment. Complete the outfit with sleek hoop earrings.

    Fit & Features

    • Pack of seven varying rings
    • Simple bands
    • Cross design
    • Chain-link design
    • Stone embellishment

    Style Number/Barcode: 07004-0213

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sophisticated And Chic Satin Mini Dress

    Keep it sophisticated with a satin dress that brings those luxe details! The dress features a sleeveless V-neckline with pleated on the bodice, tank shoulder straps, piping accent with flexible boning, and a mini-length silhouette. The dress is composed of a satin fabric that offers a form hugging fit with minimal stretch. Complete look with stilettos and rhinestone earrings

    Fit & Features

    • Sleeveless V-neckline
    • Pleating on bodice
    • Tank shoulder straps
    • Piping, flexible boning
    • Mini length silhouette
    • Satin fabric 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05103-4063

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ellie Formal Damask Sequin Mini Dress

    Special Occasion 

    Bring the sparkle and glow to your evening with a formal dress! Ellie features a wired V-neckline, padded cups, spaghetti straps, lace-up back, a damask sequin pattern, and a mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form-hugging fit with minimal stretch. Complete look with rhinestone heels and an anklet

    Fit & Features

    • Sleeveless wired V-neckline 
    • Padded cups, spaghetti straps 
    • Lace-up back 
    • Damask sequin pattern 
    • Mini length silhouette
    • Lined mesh fabric
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05101-1125

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just One Night Ruched Midi Dress

    Make your night out a fab one with a dress that stuns! The dress features a sleeveless cowl neckline, spaghetti straps, curve-defining ruche detail, and a high-side slit for a display of leg along the midi-length hem. The dress is composed of a smooth knit fabric that offers a moderate stretch. Complete the look with mules

    Fit & Features

    • Sleeveless cowl neckline, sticky bra recommended
    • Spaghetti straps
    • Ruching, high side slit
    • Midi length hem
    • Form-hugging fit
    • Smooth knit fabric, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-1107

    Category Name: $20 & Under Sale

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion 

    Take the lead with a formal dress that creates a stunning moment for your special occasion. Tania features a plunging V-neckline with ruffles, a spaghetti strap, a high side slit, and an A-line silhouette. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a tennis bracelet.

    Fit & Features

    • Sleeveless V-neckline with ruffles
    • Spaghetti strap
    • High side slit
    • A-line silhouette
    • Lined crepe fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1785

    Category Name: $20 & Under Sale

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale