$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.

  • Double Band Lucite Block Heels

    Cleary stay on trend in lucite heels this season. The heels feature a double row of clear straps and a lucite block heel. Complete your look with floral matching separates or a flowy sundress

    Fit & Features

    • Open almond toe
    • A double row of clear PVC straps
    • Lucite narrow block heel 
    • Narrow platform 

    Style Number/Barcode: 07401-2216

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Everyday Faux Leather Low Block Heel

    A pair of low block heels are a staple must to keep in rotation for all your best looks. These versatile heels are perfect for a night out or for that summer wedding. The heels feature a closed zipper back, an open toe with a single strap, and a no-fuss low block heel. Complete your look with a pretty sundress or a fab matching separates

    Fit & Features 

    • Open almond toe
    • Single-band over the toe
    • Wrap around the ankle strap
    • Closed zipper back 
    • Low block heel 
    • Faux leather material 

    Style Number/Barcode: 07401-1031

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleeveless Dotted Wide Leg Jumpsuit

    Keep it darling in a dotted jumpsuit. This charming jumpsuit is perfect for your next bridal shower or grabbing drinks for Sunday brunch. The jumpsuit features an elastic sleeveless square neckline for a comfortable no-slip fit, a pretty swiss dot pattern throughout, and flowy wide-leg pants. Complete look with sunglasses and wedges.

    Fit & Features 

    • Sleeveless square neckline
    • Drawstring tie waist 
    • Wide leg pants
    • Swiss dot pattern
    • Short length lining
    • Relaxed fit

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

    Style Number/Barcode: 06402-0262

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Above The Fray Cropped Denim Jacket

    Forget the drama in a denim jacket to layer with all your favorite looks. Step out for a casual night out or layer this jacket to create an edgy concert outfit. The denim jacket features an all-over light-medium acid wash, destructed detailing throughout and a cropped hem. Layer with a graphic tee and high waist shorts

    Fit & Features 

    • Collared neckline
    • Two small chest pockets
    • Button-down front
    • Long sleeves with single-button cuff
    • Cropped frayed hem
    • Destructed detailing 
    • Light-medium wash denim fabric 

     

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06203-0048

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Dye Twist Front Bell Sleeve Crop Top

    Keep it trendy in a tie-dye crop top. Perfect for creating groovy vibes for a festival outfit this crop features a tie-dye print, a twist front bodice, and flowy bell sleeves. Complete this fab top with high waist shorts and fringe earrings

    Fit & Features 

    • Plunging v-neckline
    • Twist-front bodice
    • Tie-dye print
    • Long bell sleeves 

     

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

    Style Number/Barcode: 06001-2566

    Category Name: $20 & Under Sale

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Floral Sleeveless Wide Leg Jumpsuit

    Bring a tropical vibe in a floral jumpsuit this season. Throw on this jumpsuit for that vacation getaway. The jumpsuit features a vibrant floral print, ruched side seams, and a flowy wide leg pant. Complete your look with sunglasses and wedges.

    Fit & Features 

    • Sleeveless square neckline
    • Ruched side seams at the bodice
    • Floral print
    • Flowy wide leg pant
    • Smooth knit fabric 
    • Form hugging fit, moderate stretch 

     

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

    Style Number/Barcode: 06502-0386

    Category Name: $20 & Under Sale

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crochet Lace Fringe Cover Up

    Cover up in crochet lace when relaxing poolside this season. This must-have cover-up features a crochet lace throughout and a fringed hem. Complete your look with a trendy bikini and wedges. 

    Fit & Features 

    • Crochet lace
    • Fringed hem 
    • Unlined 

    Style Number/Barcode: 07305-0077

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Destructed Cut Off Shorts

    Kick-off summer in cut off shorts. These light wash shorts are what you need for days spent poolside or on vacation. The shorts feature a high rise waist, a single button with zipper closure, a traditional five-pocket with belt loop design, and a cut-off hem with frayed detailing. The shorts are composed of a light wash denim fabric that offers a relaxed fit. Complete your look with a graphic tee and dad sneakers to rock a casual laid back vibe. 

    Fit & Features

    • High rise waist
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loops 
    • Light wash denim
    • Relaxed fit 

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

    Style Number/Barcode: 06603-0121

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Leather Reversible Snake Print Buckle Hat

    Slay in a snake print bucket hat. This must-have bucket hat features a trendy snake print, a bucket design, and a reversible feature that reveals a solid black color. The hat is composed of faux leather material.  Complete your look with a pair of high waist jeans and combat boots

    Fit & Features

    • Snake print
    • Bucket hat design
    • Reversible 
    • Faux leather material 

    Style Number/Barcode: 07302-0161

    Category Name: $20 & Under Sale

    Price: $10.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Felt Panama Hat

    Rock a classic Panama hat to give your outfits some major style points. This Panama hat features a wide ribbon trim and is composed of felt material. Style this hat with high waist shorts and booties for a festival-ready look

    Fit & Features

    • Panama design
    • Wide ribbon trim
    • Felt material
    • Wide brim 

    Style Number/Barcode: 07302-0140

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Satin Bohemian Printed Scarf

    Create a fab look with a multi-use scarf. This must-have scarf features a vintage bohemian print and is composed of a satin-like fabric. This multi-use scarf can be used to create a cute crop top or worn as a wrap.  Complete your look with high waist shorts and sunglasses

    Fit & Features

    • Bohemian print
    • Satin-like fabric

    Style Number/Barcode: 07305-0079

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double Strap Clear Lucite Block Heel Mules

    Keep it chic in strappy mules to complete all your favorite looks. These versatile mules feature an open back, a double-row strap design, an almond toe with strap accent, and lucite block heel. The mules are composed of faux leather material. Complete your look with a gorgeous sundress or a sleek jumpsuit

    Fit & Features

    • Double-row strap design 
    • Almond toe with single strap accent
    • Open back 
    • Clear lucite block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2370

    Category Name: $20 & Under Sale

    Price: $23.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone and Gemstone Studded Slides

    These slides are anything but basic. Bring the glam to your shoe game to go with your chic outfits. The slides feature a convenient slip-on design, a wide toe strap adorned with rhinestone and studded gemstone embellishments. Complete your outfit with a pair of high waist shorts and a sassy graphic tee

    Fit & Features 

    • Slip-on design 
    • Flat footbed
    • Wide toe-strap 
    • Rhinestones
    • Studded gemstones

    Style Number/Barcode: 07404-0661

    Category Name: $20 & Under Sale

    Price: $11.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Everyday Basic Denim Jacket

    Get an effortless everyday look in this adorable basic denim jacket! Make it a chic denim on denim look with a pair of distressed jean shorts and add a floral crop top!

    Fit & Features

    • Collared
    • Long sleeves
    • Complete button down front
    • Top buttoned pockets

    Style Number/Barcode: 06203-0083

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Distressed Denim Long Line Jacket

    This edgy long line denim jacket is a stylish revamp to a classic staple! It features a collared neckline, long sleeves with button cuffs, chest patch pockets and slanted hand pockets, a complete button-down front, and a relaxed fit. The denim fabric features moderate distressing on the front and back. Layer this jacket over a cute top and a faux leather mini skirt.

    Fit & Features

    • Collared neckline
    • Long sleeves, button cuffs
    • Chest patch pockets with button closures, slanted hand pockets
    • Button-down front
    • Long line hem, relaxed silhouette
    • Denim fabric, distressed detailing
    • Little to no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0062

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oversized Belted Denim Jacket

    Elevate your denim collection with this oversized belted jacket. Style it with faux leather shorts and a crop top.

    Fit & Features

    • Four Front Pockets
    • Oversized Fit
    • Belted Waist
    • Button Down Front

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06203-0063

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Basic Denim Jacket

    Every Fashionista knows a denim jacket is a wardrobe staple! Pair this basic jacket with cute sundresses this summer.

    Fit & Features

    • Button Down Front
    • Collard Neckline
    • Medium Wash Denim Fabric

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06203-0064

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Your Go To Cropped Denim Jacket

    When in doubt throw on this denim jacket on to finish your look! Pair it with your fav matching set and wedges.

    Fit & Features

    • Button Down Front
    • Collard Neckline
    • Medium Wash Denim Fabric
    • Two Front Pockets
    • Cropped Hem

    Style Number/Barcode: 06203-0071

    Category Name: $20 & Under Sale

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plunging V Neck Puff Sleeve Jumpsuit

    Take the plunge in a sleek jumpsuit. Trade-in your LBD for a chic jumpsuit that features a plunging V-neckline, short puff sleeves, and straight-leg pants with a flared hem. The jumpsuit is composed of a form-hugging fabric that offers a moderate stretch. Complete your look with rhinestone earrings and stiletto heels

    Fit & Features 

    • Plunging V-neckline
    • Short puff sleeves
    • Straight-leg with a flared hem 
    • Crepe knit fabric 
    • Form hugging fit, moderate stretch 

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0347

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mesh Long Sleeve Square Neck Catsuit

    Raise your catsuit game with a hint of mesh. Head out for a night out with the squad in a jumpsuit that features a square neckline, sheer fitted mesh long sleeves, and ruched side seams at the bodice. The relaxed fit bodice leads to a pair of form-hugging skinny leg pants with a tapered hem. The catsuit offers a form hugging fit with a moderate stretch. Complete your outfit with rhinestone hoops and stylish stilettos

    Fit & Features

    • Square neckline
    • Fitted sheer mesh long sleeves
    • Ruched side seams at bodice
    • Skinny leg pants with a tapered hem
    • Form hugging fit with a moderate stretch 

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

    Style Number/Barcode: 06502-0395

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pop of Floral Off the Shoulder Romper

    Impress in a floral romper on your vacation girl! This season must-have features an off the shoulder neckline with a ruffled popover accent and an-all over floral print. The relaxed fit bodice leads to a pair of fitted shorts. The romper is composed of a knit fabric that offers a form hugging fit. Complete your look with statement hoop earrings and wedges

    Fit & Features

    • Off the shoulder neckline
    • Popover accent
    • Floral print
    • Smooth knit fabric
    • Form hugging, moderate stretch

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06503-0143

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Catch This Floral Romper

    Look as beautiful as a bouquet in this gorgeous romper! 

    Fits & Features

    • Adjustable Spaghetti Straps 
    • Plunging V Neckline I Button Front Closure 
    • Lace & Zipper Detail At Back 
    • Fully Lined, Crepe Fabric 
    • Wide Leg Openings 
    • Form Hugging Fit I Moderate Stretch 

     

    Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06403-0049

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Parker High Waist Light Denim Cut Off Shorts

    Oasis by Eunina

    Make some memories in cut off shorts. These must-have shorts feature a high rise waist, a single button with zipper closure, a traditional five-pocket with belt loop design and a frayed cut-off hem. The shorts are composed of a light-medium wash denim fabric that offers a relaxed fit with a moderate stretch. Complete your outfit with a chic crop top and sleek sandals

    Fit & Features 

    • High rise waist 
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design 
    • Frayed hem 
    • Light destruction 
    • Light-medium wash denim fabric
    • Relaxed fit, moderate stretch  

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

    Style Number/Barcode: 06603-0123

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shine On You Baby Rhinestone Sandals

    Shine on them so hard when you step out in these sparkling babies! Style with high waist denim or a wrap skirt!

    Fit & Features

    • Open almond toe
    • Single rhinestone band over the toe
    • Metallic ankle strap
    • Adjustable pin buckle closure
    • Double row rhinestone trim
    • Faux leather lining

    Style Number/Barcode: 07404-0592

    Category Name: $20 & Under Sale

    Price: $12.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale