$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.

  • Rhinestone Jelly Slides

    Slide into a glam look in rhinestone sandals that bring the glitz. The slides feature a jelly sole and a wide rhinestone embellished strap. Complete outfit with a fab midi dress and sunglasses

    Fit & Features

    • Jelly sole
    • Wide toe strap 
    • Rhinestones

     

    Sizes run small. Fit model recommends purchasing one size up. 

    Style Number/Barcode: 07404-0623

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reusable Striped 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 trendy striped pattern, and earloops for a comfortable customized fit. This cute mask also has a matching top and shorts for a chic coordinated look. 

    Shop Matching Top: Sweet Stripes Dolman Sleeve Crop Top

    Shop Matching Shorts: Sweet Stripes High Waist Shorts

    Fit & Features

    • Striped pattern
    • Earloops
    • Wash before and after use is recommended
    • Not a medical-grade mask
    • Final Sale
    • Matching top and shorts sold separately 

    Style Number/Barcode: 07305-0139

    Category Name: $20 & Under Sale

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seamless High Waist Shaper Shorts

    Get that sleek seamless look in a shaper that streamlines silhouettes. Give your waist that snatched look in a shaper that features a high rise waist, a firm no-slip waistband, and a seamless mid-thigh length. Complement shapers with your favorite formal dress to create a memorable look. 

    Fit & Features 

    • High rise fit
    • Firm no-slip waistband
    • Mid-thigh length
    • Seamless finish 

     

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

    Style Number/Barcode: 07102-0036

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie-Dye Satin Cowl Neck Mini Dress

    Keep it chic in a tie-dye dress to brighten your cute summer fits girl! The dress features a sleeveless bodice, a cowl neckline, sleek spaghetti straps, and a pretty pastel tie-dye print. Complete your look with a chic scrunchie and a dainty charm necklace.

    Fit & Features

    • Sleeveless bodice
    • Cowl neckline
    • Tie-dye print
    • Mini length silhouette
    • Satin fabric
    • Relaxed fit 

     

    Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0812

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crew Neck Basic Muscle Tee

    Keep it casual in a basic tee to rock those low-key vibes. The muscle tee features a crew neckline, a sleeveless bodice with padded shoulders and an oversized fit for a no-fuss feel. Complete outfit with high waist denim and chic sunnies.

    Fit & Features 

    • Crew neckline
    • Sleeveless bodice
    • Shoulder pads
    • Oversized relaxed fit
    • Knit fabric 


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

    Style Number/Barcode: 06001-2812

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Breeze On By A-Line Mini Dress

    Breeze right through the crowd (and catch some glances doing it!) in this simply chic mini dress! Elevate your look adding some dainty jewels and a pair of strappy mules!

    Fits & Features 

    • Surplice v neckline  
    • Short sleeves 
    • Mini length hem, A-line silhouette
    • Smooth, stretchy knit fabric 
    • Form hugging fit, plenty of stretch 
    • Zipper not included

     

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

    Style Number/Barcode: 05102-0687

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Stripes High Waist Shorts

    Keep it sweet and chic in striped shorts that keep your fall fits' on point. The shorts feature an elastic high rise waist, hidden side pockets to keep essentials close to you, and narrow vertical stripes that streamline. Complete outfit with the matching top, matching face mask to stay safe, and chunky dad sneakers for an effortlessly casual vibe. 

    Shop Matching Top: Sweet Stripes Dolman Sleeve Crop Top

    Shop Matching Face Mask: Reusable Striped Face Mask with Earloops

    Fit & Features

    • High rise waist
    • Hidden side pockets
    • Wide leg hem
    • Vertical narrow stripes
    • Matching top sold separately  
    • Matching face mask sold separately

    Style Number/Barcode: 06503-0169

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Stripes Dolman Sleeve Crop Top

    Keep it sweet and chic in a striped top that keeps your fall fits' on point. The top features a trendy boatneck neckline, dolman sleeves, narrow horizontal stripes, and a cropped hem. Complete outfit with the matching shorts, matching face mask to stay safe and chunky dad sneakers for an effortlessly casual vibe. 

    Shop Matching Shorts: Sweet Stripes High Waist Shorts

    Shop Matching Face Mask: Reusable Striped Face Mask with Earloops

    Fit & Features

    • Boatneck neckline 
    • Dolman sleeves
    • Narrow horizontal stripes
    • Cropped hem 
    • Matching shorts sold separately 
    • Matching face mask sold separately 

    Style Number/Barcode: 06001-2753

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Floral Smocked Top

    Impress in a floral top this season for an effortlessly cute look. The top features an off the shoulder neckline, a smocked bodice, long chiffon sleeves and a gorgeous floral print throughout. Complete your look with high waist shorts and sunglasses

    Fit & Features 

    • Off the shoulder neckline
    • Long sheer chiffon sleeves
    • Smocked bodice
    • Floral print
    • Relaxed fit  


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

    Style Number/Barcode: 06003-0915

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oversized Floppy Straw Hat

    Channel vacay vibes in a floppy hat that brings the drama. The oversized hat features a traditional floppy design and a straw material composition. Complete outfit with a floral sundress and strappy sandals

    Fit & Features

    • Oversized design
    • Floppy brim
    • Straw material composition

    Style Number/Barcode: 07302-0167

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Acid Wash Cargo Shorts

    Keep it laidback in cargo shorts to rock those casual vibes. The shorts feature a high rise waist, a single button with zipper closure and small cargo pockets. Complete your casual outfit with a basic bodysuit and trendy dad sneakers

    Fit & Features

    • High rise waist
    • Single-button with zipper closure  
    • Side pockets
    • Small cargo pockets
    • Acid wash denim fabric


    Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size three.

    Style Number/Barcode: 06603-0133

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On the Rise Destructed Fringe Shorts

    Get those good vibes going in shorts that keep your fits' looking effortlessly put together. The shorts feature a high rise waist, a light-medium wash, and light destruction with fringed hem. Complete look with a basic bodysuit and trendy dad sneakers to keep look on point. 

    Fit & Features

    • High rise waist
    • Single-button with zipper closure
    • Traditional five-pocket design 
    • Light-medium wash 
    • Light destruction
    • Fringed hem 

     

    Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size three.

    Style Number/Barcode: 06603-0136

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Too Sweet Sweetheart Ditsy Floral Mini Dress

    You'll look too sweet in a floral dress that brings the charm. This pretty date-night dress features a sweetheart neckline, a tie front accent, and a ditsy floral print. Complete your look with a light wash denim jacket and wedges

    Fit & Features

    • Sleeveless sweetheart neckline
    • Tie front accent at the center of the bodice
    • Spaghetti straps 
    • Ditsy floral print
    • Mini length silhouette

     

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

    Style Number/Barcode: 05102-0767

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step Up Crop Lace-Up Top

    Step up your crop top game in this cute lace-up for a fab day out. The crop top features a square neckline, a cropped hem, and a bold open back with lace-up ties to create a sexy design. Complete look with your favorite high waist jeans and a chic Panama hat

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cropped hem
    • Open back with lace-up straps
    • Brushed knit fabric

     

    Style Number/Barcode: 06001-2864

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Turn It Up Lock Faux Leather Purse

    Turn your style up a level when you throw in a crossbody satchel! Style over a tee + high waist shorts look for a wowwww factor!

    • Square design
    • Diamond quilted stitching
    • Turn lock closure
    • Silver hardware
    • Chain + faux leather shoulder / crossbody strap
    • Faux leather
    • Open inner pocket

    Style Number/Barcode: 07203-0319

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chill Days Ahead Slingback Cork Sandals

    We see some chill days in your future, relaxing in a summer dress and some cute sandals!

    • Open round toe
    • Double band design
    • Sling back pin buckle closure
    • Platform cork sole 
    • Faux leather 

    Style Number/Barcode: 07404-0568

    Category Name: $20 & Under Sale

    Price: $14.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Miss Bel Air Thong Kitten Heels

    Get obsessed with an early 2000s throwback because they are back and here to stay babe! Style these cute kitten heels with raw hem denim and a fancy button up blouse, or dress up with your fav evening look!

    • Square toe
    • Thong design 
    • Adjustable pin buckle closure
    • Faux leather | Chrome finish
    • Low kitten heel

    Style Number/Barcode: 07401-2245

    Category Name: $20 & Under Sale

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cherry Charm Layered Necklace

    Keep it sweet in a charm necklace. The necklace features a double row snake chain and a rhinestone embellished cherry charm. Complete look with a scoop neck midi dress and strappy open-toe mules.

    Fit & Features

    • Double-layer snake chain 
    • Rhinestone cherry charm 
    • Lobster clasp closure

    Style Number/Barcode: 07002-0517

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snake Chain Layered Swag Belt

    Bring the edge to fits' in a swag belt to layer with your next concert outfit. The belt features a layered design with a thick snake chain at the waist. Layer with high waist shorts and combat boots for a look that slays.

    Fit & Features 

    • Snake chain 
    • Layered chain link design 

    Style Number/Barcode: 07301-0191

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Britney Formal Glitter Asymmetrical Mini Dress

    Special Occasion

    Bring the glow in our Britney dress as you make an enchanting entrance at your special event. Britney features a dramatic plunging v-neckline with sleek corded straps, an all-over glitter knit composition, and a mini length silhouette with asymmetrical hem. Complete your radiating evening outfit with rhinestone earrings and metallic stiletto heels.

    Fit & Features

    • Plunging v-neckline
    • Corded straps
    • Mini length silhouette
    • Partially-open back with metal fasten closure 
    • Asymmetrical hem
    • Woven glitter knit fabric
    • Form hugging fit

     

    Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size three. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0400

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Dreams Satin Pajama Cami and Shorts

    Keep it luxe in this pajama set fit for a queen like yourself. The two-piece set features a V-neck cami with lace trim and adjustable spaghetti straps for a comfortable customized fit. The matching shorts feature a mid-rise fit, a drawstring tie, and wide-leg hem with lace trim. Complete look with sleek slides

    Fit & Features

    • Two-piece set
    • V-neck cami 
    • Adjustable spaghetti straps
    • Drawstring shorts
    • Lace trim 
    • Satin fabric 

     

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

    Style Number/Barcode: 07103-0344

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Cute Pajama Satin Cami and Shorts

    These adorable satin pajamas will have you feelin' really cute! This must-have pajama set features a cropped cami with lace trim and adjustable spaghetti straps. The matching shorts feature a mid-rise fit, wide-leg hem and lace trim. Complete your look with sleek slides

    Fit & Features

    • Two-piece set 
    • V-neckline 
    • Cropped cami
    • Adjustable spaghetti straps
    • Lace trim
    • Satin fabric

     

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

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

    Style Number/Barcode: 07103-0343

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Butterfly Charm Rhinestone Anklet

    Keep it fab in a rhinestone anklet that will get your heart to flutter. The anklet features a single row of rhinestones and butterfly charms. Complete your look with a floral sundress and cork wedges

    Fit & Features

    • Single-row gold chain 
    • Rhinestones
    • Butterfly charms 

    Style Number/Barcode: 07002-0521

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Triple Row Layered Coin Charm Necklace

    Third time's the charm in this necklace that is the perfect detail for your brunch outfit. The necklace features a triple-row layered design and a flat coin charm. Complete look with a fab ruffled jumpsuit and open-toe mules

    Fit & Features 

    • Triple-layered design 
    • Flat coin charm 
    • Lobster clasp closure

    Style Number/Barcode: 07002-0518

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale