$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.

  • High Waist Cropped Denim Jeans

    Bring the drama with these high waist jeans! Perfectly pair this cropped must have with your fav basic pieces for those chill laid back vibes or dress them up with your go-to sling back pumps!

    Fit & Features

    • High Rise Waist
    • Traditional Five Pocket and Belt Loop Design
    • Single Button and Zipper Closure 
    • Cropped Raw Edge Hem 
    • Light Medium Wash Denim 
    • Slight Distressed Detail 

     

    Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 06602-0155

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Drama Destructed Jeans

    Bring the drama in these jeans that show off a hint of attitude! Pair these bold jeans with your fav tee and boots for a look that says it all! 

    Fit & Features

    • High Rise Waist 
    • Single Button and Zipper Closure 
    • Straight Leg Fit
    • Light Medium Wash Denim Fabric 
    • Moderate Distressed Detailing 
    • Relaxed Fit 
    • Minima Stretch 

     

     


    Style Number/Barcode: 06602-0148

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crinkle Detail Square Neck Blouse

    Get an effortlessly pretty look with this lightweight and airy blouse. It features long balloon sleeves with elastic cuffs, a square neck with ruffle detailing along the shoulders, and an elastic banded ruffle mid-length hem. Top is composed of a sheer crinkle detail sheer woven fabric with no stretch.

    Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0385

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dainty Wrap Around Strap Block Heels

    Keep it chic in a wrapped block heel. The block heels feature an almond toe with a single band, dainty wrap around straps, a back ankle strap and a block heel. The heels are composed of faux suede material and a faux leather footbed. Complete your night out ready look with a curve-hugging midi dress and luxe clutch

    Fit & Features 

    • Almond toe
    • Wrap around straps
    • Behind the ankle strap 
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07401-2267

    Category Name: $20 & Under Sale

    Price: $20.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Asymmetrical Strap Block Heel Mules

    Give your basic mules an update with a trendy asymmetrical strap. The mules feature an open back, a thin block heel, and an almond toe accented with asymmetrical strap detail. The heels are composed of faux suede material. Complete your look with a floral sundress and dainty necklace

    Fit & Features 

    • Almond toe
    • Open back 
    • Block heel
    • Asymmetrical strap 
    • Faux suede 

    Style Number/Barcode: 07401-0978

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Wrap Around Strap Block Heels

    Update your block heels with a wrap-around design. These must-have heels are perfect for attending that summer wedding. The heels feature an open toe with a single band, an open back, a sturdy block heel, and a wrap around the ankle strap. The heels are composed of faux suede material and faux leather footbed.

    Fit & Features

    • Almond toe
    • Single narrow band 
    • Block heel
    • Wrap around the ankle strap
    • Faux suede material 

    Style Number/Barcode: 07401-2166

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Two Tone Sleeveless V-Neck Paperbag Jumpsuit

    Keep it professionally fab in a jumpsuit. This chic jumpsuit perfectly takes you from the office to happy hour. This must-have features a sleeveless bodice with a plunging v-neckline and adjustable spaghetti straps for a customized fit. The pants feature a contrasting hue, a stretchy high waist paperbag waist with a cinching tie-waist belt, slant pockets, and a straight leg fit with wide-leg hem. The jumpsuit is composed of a lightweight woven fabric that offers a relaxed fit with a moderate stretch. Complete jumpsuit with clear heels and blazer for a total boss babe look. 

    Fit & Features 

    • Sleeveless V-neckline bodice
    • Adjustable spaghetti straps
    • Paperbag waist with tie waist belt and loops
    • Slant pockets
    • Straight leg fit with a wide-leg hem 
    • Lightweight woven fabric
    • Relaxed fit with a moderate stretch 

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

     

    Style Number/Barcode: 06402-0213

    Category Name: $20 & Under Sale

    Price: $18.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reusable Dainty Floral Print Face Mask With Earloops

    Stay safe in this chic face mask that won’t clash with your fit! Fitted with a soft breathable knit, a dainty floral print, and earloops for a comfortable customized fit. 

    Fit & Features 

    • Floral pattern
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0115

    Category Name: $20 & Under Sale

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Resuable Summer Florals Face Mask With Earloops

    Stay safe in this chic face mask that won’t clash with your fit! Fitted with a soft breathable knit, a summer floral print, a contrasting black trim, and earloops for a comfortable customized fit. 

    Fit & Features 

    • Floral pattern
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0127

    Category Name: $20 & Under Sale

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reusable Floral Face Mask With Earloops

    Stay safe in this chic face mask that won’t clash with your fit! Fitted with a soft breathable knit, a fresh floral print, and earloops for a comfortable customized fit. 

    Fit & Features

    • Floral pattern
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0114

    Category Name: $20 & Under Sale

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reusable Floral Face Mask With Earloops

    Stay safe in this chic face mask that won’t clash with your fit! Fitted with a soft breathable knit, a fresh floral print , and earloops for a comfortable customized fit. 

    Fit & Features 

    • Floral pattern
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0113

    Category Name: $20 & Under Sale

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Lace Face Mask With Earloops

    Stay safe in this chic face mask that won’t clash with your fit! Fitted with a soft breathable knit, a floral lace pattern, and earloops for a comfortable customized fit. 

    • Floral lace pattern
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0124

    Category Name: $20 & Under Sale

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Lace Face Mask With Earloops

    Stay safe in this chic face mask that won’t clash with your fit! Fitted with a soft breathable knit, a floral lace pattern, contrasting black trim, and earloops for a comfortable customized fit. 

    • Floral lace pattern
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0122

    Category Name: $20 & Under Sale

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reusable Floral Face Mask

    Stay safe baby girl in this face mask that won’t clash with your fit. The floral face mask features a breathable knit material with a pretty floral print and earloops for a comfortable fit. 

    Fit & Features

    • Floral print
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale

    Style Number/Barcode: 07305-0126

    Category Name: $20 & Under Sale

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Reusable Face Mask

    Stay safe baby girl in this face mask that won’t clash with your fit. The basic face mask features a breathable knit material and earloops for a comfortable fit. 

    Fit & Features

    • Earloops
    • Wash Before and After Use is Recommended
    • Not a Medical Grade Mask
    • Final Sale

    Style Number/Barcode: 07305-0116

    Category Name: $20 & Under Sale

    Price: $2.97 $6.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleeveless Spaghetti Strap Cami Top

    Keep it casual in a trendy cami top. This top features a sleeveless bodice, a v-neckline, spaghetti straps and an open back with a twisted bar strap accent. The top is composed of a lightweight woven fabric that offers a relaxed fit with a slight stretch. Complete your look with a pair of high waist shorts and statement earrings

    Fit & Features

    • Sleeveless bodice 
    • V-neckline 
    • Open back 
    • Twist-back bar strap accent 
    • Lightweight woven fabric 
    • Relaxed fit, slight stretch 

    Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06003-1012

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Woven Tie Front Bell Sleeve Crop Top

    Stun in a flowy bell sleeve crop top for a bohemian vibe. This essential top features a plunging tie front bodice, two-tiered flowy long sleeves, and a cropped hem. The top is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete your look with cut off shorts and sleek slides for a laid-back look you can wear to brunch with your girls. 

    Fit & Features

    • Plunging tie-front bodice
    • Flowy long bell sleeves
    • Cropped hem 
    • Composed of a lightweight woven fabric
    • Relaxed fit 
    • Minimal stretch

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0534

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chiffon Cap Sleeve Tie Front Crop Top

    Keep it casual in tie front top. Step out in a casually cute top that features a plunging tie front bodice, unlined chiffon cap sleeves, and a cropped hem. The top is composed of a lightweight woven fabric that offers a relaxed fit with slight stretch. Complete your look with high waist jeans and mini crossbody

    Fit & Features

    • Plunging tie-front bodice
    • Unlined cap sleeves 
    • Cropped hem 
    • Lightweight woven fabric 
    • Relaxed fit, slight stretch 

    Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0535

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Crochet Crop Top

    Keep it cute in a crochet crop top. The top features an off the shoulder neckline with a sweetheart bust, a crochet lace overlay with medallion accents at the hem and short sleeves. The top is composed of a partially lined crochet lace fabric that offers a relaxed fit. Complete your outfit with the matching skirt and heels

    Shop Matching Skirt: Crochet High Low Skirt

    Fit & Features

    • Off the shoulder neckline, sweetheart bust
    • Crochet lace overlay
    • Short sleeves
    • Cropped hem 

    Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0583

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Slit Floral Knit Maxi Dress

    Upgrade your dress with a floral print. The floral maxi dress features a sleeveless bodice, a plunging V-neckline, and spaghetti straps that lead to a partially open back with a square neck. The relaxed fit waist leads to a curve-hugging maxi length silhouette that is accented with a high side slit to reveal a hint of leg. The dress is composed of a smooth knit fabric that offers a form hugging fit.  Complete your brunch-ready look with statement heels and extra-large hoops

    Fit & Features

    • Sleeveless v-neckline 
    • Spaghetti straps
    • Partially open back
    • Floral print 
    • Maxi length silhouette
    • High side slit 
    • Knit fabric 

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0645

    Category Name: $20 & Under Sale

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Knit Ditsy Floral Mini Dress

    Keep it sweet in a ditsy floral dress. Perfect for brunch, this mini dress features a sleeveless bodice with a sweetheart neckline and supportive tank-like straps. The back features an open back with two ribbed bar back straps. The relaxed fit waist leads to a curve-hugging mini-length silhouette. Keep accessories minimal to let the ditsy floral print command attention. 

    Fit & Features

    • Sleeveless bodice
    • Sweetheart neckline
    • Open back with bar straps
    • Ditsy floral print
    • Mini length silhouette 

    Style Number/Barcode: 05102-0439

    Category Name: $20 & Under Sale

    Price: $13.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cropped Tie Front Woven Floral Top

    Keep on trend in a floral top. Keep it fab this season in a floral top that features a plunging tie front bodice, long sleeves with elastic cuff and an all-over floral print. The crop top is composed of a lightweight woven fabric that offers a relaxed fit with a minimal stretch. Complete your look with cut off denim shorts and sandals for a laid back look. 

    Fit & Features 

    • Plunging tie-front bodice
    • Long sleeves with elastic cuff
    • Floral print 
    • Cropped hem 
    • Lightweight woven fabric
    • Relaxed fit, slight stretch  

    Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0428

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleeveless Crossback Floral Ruffled Mini Dress

    Get crossed up in a floral mini dress. Make a statement this season in a mini dress that features a charming floral print, a scoop neckline, and spaghetti straps. The back features an open back design with cross-strap ties. The relaxed fit waist features a ruffled hem and leads to a mini length silhouette with matching ruffled hem. The dress is composed of a lightweight woven fabric that offers a relaxed fit with a slight stretch.  Complete your look with neutral-hued wedges and a floppy hat

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Floral print 
    • X-back 
    • Ruffles 
    • Mini length silhouette
    • Lightweight woven fabric, slight stretch 

    Style Number/Barcode: 05102-0581

    Category Name: $20 & Under Sale

    Price: $15.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sleeveless Square Neck Ribbed Knit Midi Dress

    Keep it sleek in this simple and stylish ribbed midi dress. Go for a minimal vibe with this dress that features a square neckline, spaghetti straps, and a high side slit to showcase some leg. The dress features a relaxed fit waist that leads to an at-the-knee midi-length silhouette. The dress is composed of a curve-hugging ribbed knit fabric that offers a moderate stretch. Complete look with strappy stilettos and extra-large hoops to dress up this minimal piece.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps 
    • High side slit
    • Midi-length silhouette
    • Ribbed knit fabric
    • Curve-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-0706

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale