$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.

  • So Stunning Asymmetrical Maxi Skirt

    Keep it so stunning with a stylish maxi skirt! The skirt features a high-rise waist, an asymmetrical high side slit, and a maxi-length silhouette. The skirt is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching tube top.

    Shop Matching Top: So Stunning Ruched Tube Top

    Fit & Features

    • High-rise waist, elastic waistband
    • Asymmetrical high side slit
    • Maxi-length silhouette 
    • Ribbed knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06501-0428

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Stunning Ruched Tube Top

    Keep it so stunning with a stylish tube top! The top features a sleeveless sweetheart neckline with a ruched center and an asymmetrical 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 maxi skirt.

    Shop Matching Maxi Skirt: So Stunning Asymmetrical Maxi Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Ruched center 
    • Asymmetrical cropped hem 
    • Ribbed knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3391

    Category Name: $20 & Under Sale

    Price: $2.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sweet Ditsy Floral Smock Top

    Keep your look so sweet with a smock top that brings those charming vibes! The top features a square neckline, long sleeves, a ditsy floral print, a cropped hem, and a smocked body. Complete look with high waist jeans and mules

    Fit & Features

    • Square neckline
    • Long sleeves
    • Ditsy floral print
    • Smocked body
    • Cropped hem
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06001-3600

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Starry Lip Graphic Cropped Tank

    Pucker up this summer with a cute tank! The tank features a sleeveless scoop neckline, spaghetti straps, a lip graphic adorned with mini stars, and a cropped hem with a knot-front detail. The tank is composed of jersey knit fabric that offers a relaxed fit with a moderate stretch. Complete look with cutoff shorts.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Lip graphic, mini stars
    • Cropped hem, knot-front detail
    • Jersey knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06002-0845

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Spirit Sleeveless Romper

    Channel that bohemian spirit with a cute romper that is perf for those laid-back vibes! The romper features a sleeveless square neckline, a bohemian print, and wide-leg shorts with side pockets. Complete the look with sandals and hoops. 

    Fit & Features

    • Sleeveless square neckline
    • Bohemian print 
    • Hidden side pockets 
    • Wide-leg shorts
    • Form hugging, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06503-0243

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Darling Trendy Applique Bodysuit

    Keep it chic with a pretty bodysuit! The bodysuit features a sleeveless V-neckline, a floral applique trim, adjustable spaghetti straps, and a dual snap button closure. Complete look with high waist jeans

    Fit & Features

    • Sleeveless V-neckline
    • Floral applique trim
    • Adjustable spaghetti straps
    • Dual snap button closure, thong bottom
    • Form hugging fit, moderate stretch 
    • Cotton knit fabric 
    • Runs true to size

    Style Number/Barcode: 06001-3468

    Category Name: $20 & Under Sale

    Price: $3.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Fab Off The Shoulder Ditsy Floral Top

    Keep it pretty fab with a crop top that brings the charm! The top features an off-the-shoulder neckline with a sweetheart bust, long sleeves, a ditsy floral print, and a cropped hem with tie-back ties. Complete look with high waist jeans

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust
    • Long sleeves
    • Ditsy floral print
    • Cropped hem, tie-back ties
    • Form hugging fit, runs true to size

    Style Number/Barcode: 06003-1322

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless And Chic Eyelet Detail Top

    Effortless and chic, this eyelet detail top is a summer staple. It features long fitted sleeves with puff shoulders, a sweetheart neckline, a bar-front cutout design with a smocked high waist, and a flirty peplum hem. Style this top with shorts and strappy sandals.

    Fit & Features

    • Long fitted sleeves, puff shoulders
    • Sweetheart neckline
    • Bar-front cutout design
    • Smocked high waist
    • Mid-length peplum hem
    • Woven fabric, eyelet detail
    • Runs true to size

    Style Number/Barcode: 06003-1196

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Flirty Floral Tube Top

    Keep your summer style flirty in a floral tube top that is so casually cute. It features a strapless square neckline, a cropped, form-hugging fit, side drawstrings at the hem, and an all-over ditsy floral print. Complete the look with light-wash jeans and sneakers.

    Fit & Features

    • Strapless square neckline
    • Cropped, form-hugging fit
    • Side drawstrings at the hem
    • Knit fabric, ditsy floral print
    • Runs true to size

    Style Number/Barcode: 06001-3467

    Category Name: $20 & Under Sale

    Price: $3.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Captivating Chic Backless Mini Dress

    Captivate with a stunning LBD that will wow from all your best angles! The dress features a sleeveless square neckline, bungee spaghetti straps, a backless style with sleek bar straps, a ruched body, 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 heels.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Backless, bar straps
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3828

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sealed With Elegance Rhinestone And PVC Sandals

    Bring an elegant touch to the everyday with chic sandals! The sandals feature an open back, an open square toe, a clear PVC strap over the toe and a rhinestone embellished bow accent on the strap. Complete look with a bodysuit and cutoff shorts.

    Fit & Features

    • Open back 
    • Open square toe
    • Clear PVC strap over toe 
    • Rhinestone bow
    • Faux leather footbed

    Style Number/Barcode: 07404-0777

    Category Name: $20 & Under Sale

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Trendsetter Faux Leather Belt

    Stand out like the trendsetter you are with this belt! The belt features a faux leather band and a dual F-shaped buckle. Complete look with a lace bodysuit and high waist jeans. 

    Fit & Features

    • Adjustable
    • Dual F-shaped metal buckle 
    • Faux leather material 

    Style Number/Barcode: 07301-0256

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Glam Faux Leather Crossbody

    Create an iconic glam moment with a crossbody that is everything, girl! The crossbody features a structured rectangular body, a fold-over closure with turn-lock fasten, a chunky chain link accent, and a faux leather shoulder strap. Complete look with a tie-front top and high waist jeans.

    Fit & Features

    • Small rectangular body
    • Fold-over closure
    • Turn-lock fasten 
    • Chunky chain link accent 
    • Faux leather material 

    Style Number/Barcode: 07203-0627

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Captivating And Chic Belly Chain

    Create a captivating summertime look with this chic belly chain! The three-row belly chain features a top layer with a ball-chain design, a middle layer with a chain and drop moon charm design, and a bottom layer with a dainty chain and a single rhinestone embellished moon charm. Style this belly chain with sleek hoop earrings.

    Fit & Features

    • Three-row belly chain
    • Ball-chain design
    • Drop moon charm design
    • Single rhinestone moon charm

    Style Number/Barcode: 07002-0858

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Chic Lace-Up Booties

    Step out in these booties to make a stylish step on your next brunch date! These versatile booties feature a lace-up front, a caged cutout design, an almond toe, and a trendy block heel. The booties are composed of a faux leather material. Complete look with a curve-hugging bodycon dress.

    Fit & Features

    • Lace-up front
    • Caged cutout design
    • Almond toe, strap over the toe
    • Block heel
    • Faux leather material

    Style Number/Barcode: 07403-1262

    Category Name: $20 & Under Sale

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Floral Asymmetrical Midi Dress

    Keep your summertime look sexy and chic with this sultry floral midi dress. It features a sleeveless V-neckline with spaghetti straps that can be worn in a front cross-strap design, an open back with a tie detail, ruching, and a mid-length, curve-hugging silhouette with an asymmetrical hem. Style this dress with sleek hoop earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps that can be worn in a front cross-strap design
    • Open back, tie detail
    • Ruching at the waist
    • Mid-length, form-hugging fit, asymmetrical hem
    • Knit fabric, floral print
    • Runs true to size

    Style Number/Barcode: 05101-1037

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim Days Button Up Mini Dress

    Button up in a denim dress that is part stylish, part edgy! The dress features a sleeveless V-neckline, adjustable spaghetti straps, a button-down front, side pockets, and a mini-length silhouette. The dress is composed of a denim fabric that offers a form-hugging fit. Complete look with mules and hoops.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Button-down front
    • Side pockets
    • Mini-length silhouette, form-hugging fit
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-0499

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Splash Of Style Tie Dye Midi Dress

    Add a splash of style with a pretty midi dress! The dress features a sleeveless cowl neckline, spaghetti straps, a strappy back design, a tie-dye print, and a midi-length silhouette. The dress is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with clear mules

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Strappy back design 
    • Tie-dye print
    • Midi length silhouette
    • Lightweight woven fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05102-1659

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Romance Ruched Mini Dress

    Start a floral romance with this pretty mini dress! The dress features an off-the-shoulder neckline, ruching at the bust, short sleeves, a cutout at the midriff, a ditsy floral print, 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 mules and earrings. 

    Fit & Features

    • Off the shoulder neckline
    • Ruching at bust
    • Short sleeves
    • Cutout at the midriff
    • Ditsy floral print
    • Smooth knit fabric, form-hugging fit, runs true to size
    • Mini length silhouette

    Style Number/Barcode: 05102-1103

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frayed And Fab High Rise Denim Shorts
    Keep it fab with trendy denim shorts! The shorts feature a high-rise waist, a single button with zipper closure, a traditional five-pocket with belt loop design, light destruction, and a frayed cutoff hem. Complete look with a graphic crop top and sneakers.


    Fit & Features

    • High rise waist
    • Single-button with zipper closure
    • Traditional five-pocket with belt loop design
    • Light destruction
    • Frayed cutoff hem
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06603-0202

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Rush Tie Front Top

    Rush to get into a floral mood with this cute tie-front top! The top features a plunging V-neckline, tie-front accent, short flutter sleeves, and a floral print. Complete look with high waist jeans

    Fit & Features

    • Plunging V-neckline
    • Tie-front accent
    • Short flutter sleeves
    • Floral print 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06204-1010

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keepin' Knit On-Trend Mini Sweater Dress

    Keep your summer look stylish and on-trend with this adorable mini sweater dress! It features a sleeveless crew neckline, tank shoulder straps, a chic lower back cutout with a tie accent, and a short, curve-hugging silhouette. Complete the outfit with cute mules.

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Lower back cutout, tie detail
    • Mini-length, form-hugging fit
    • Ribbed sweater knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1146

    Category Name: $20 & Under Sale

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Daydream Floral Mini Dress

    You'll look like such a daydream in this adorable floral mini dress. It features a sleeveless V-neckline,  bungee spaghetti straps, a mini-length fitted silhouette, and a slightly flared-out hem with a front slit. Complete the look with hoop earrings and strappy sandals.

    Fit & Features

    • V-neckline
    • Bungee spaghetti straps
    • Short, fitted silhouette
    • Slightly flared-out hem, front slit
    • Knit fabric, plenty of stretch
    • Ditsy floral print
    • Runs true to size

    Style Number/Barcode: 05102-4172

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Crepe Bustier Bodysuit

    Level up in a stylish bustier bodysuit that is perf for your next night out with the squad! The bodysuit features a sleeveless square neckline, a bustier-like bodice, contrast seams, and dual button closure. The bodysuit is composed of a crepe fabric that offers a form hugging fit. Complete look with high waist jeans

    Fit & Features

    • Sleeveless square neckline
    • Bustier-like bodice 
    • Contrast seams 
    • Dual button closure 
    • Crepe fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3376

    Category Name: $20 & Under Sale

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale