$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.

  • Throwback Vibes High-Rise Destroyed Boyfriend Jeans

    Channel throwback babe vibes in this pair of boyfriend jeans! They feature an oversized fit, high-rise, and destroyed front details. Wear them with a crop top and sneakers to kick back in style.

    Fit & Features

    • High-rise
    • Oversized boyfriend fit
    • Destroyed front details
    • Fits true to size

    Style Number/Barcode: 06602-0295

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy And Tapered High Waist Paperbag Pants

    Keep on trend with tapered pants that are perfect to take you from day to night! The pants feature a high-rise paper bag waist, a tie-waist belt, dual slide hook, hidden zipper closures, slant pockets, faux back pockets, and a tapered leg silhouette. The pants are composed of a twill knit fabric that offers a form-hugging fit with minimal stretch. Complete look with a bodysuit and mules

    Fit & Features

    • High-rise paper bag waist
    • Removable tie-waist belt, belt loop accents
    • Dual slide hook and hidden zipper closure
    • Slant pockets, faux back pockets
    • Tapered leg silhouette
    • Twill knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0669

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bring That Ruffle Asymmetrical Midi Skirt

    Bring that sweet and sassy style with this must-have bodycon skirt! It features a front ruffle detail and high side slit. Wear it with the matching crop top for chic night out on the town! 

    Shop Matching Crop Top: Bring That Knit Crop Top

    Fit & Features 

    • High rise waist
    • High side slit
    • Form hugging fit, moderate stretch 
    • Ruffle front detail
    • Fits true to size 

    Style Number/Barcode: 06501-0511

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping It Classy High Rise Plaid Jogger

    Keep it classy with joggers that can be dressed up as a cute WFH outfit! The joggers feature a plaid print, a high-rise elastic waist, a single button with zipper closure, slant pockets, faux back pockets, and a skinny leg fit. Complete look with a bodysuit and blazer

    Fit & Features

    • High rise elastic waist
    • Plaid print
    • Single-button with zipper closure
    • Slant pockets, faux back pockets
    • Skinny leg fit
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06302-0222

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Flared Corduroy Pants

    Keep it classy and chic with pants that bring that timeless chic! The pants feature a high-rise waist, a hidden zipper front closure, an adjustable belt with belt loops, slant pockets, and flared culotte-styled legs. The pants are composed of a corduroy fabric that offers a relaxed fit with minimal stretch. Complete look with a bodysuit and mules. 

    Fit & Features

    • Belted high rise waist, hidden zipper front
    • Removable adjustable belt, belt loops
    • Slant pockets
    • Culotte leg
    • Corduroy fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06302-0602

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Biker Babe Graphic Halter Crop Top

    Ignite the edgy vibes in this halter crop top! It's designed with a front eagle graphic, "Custom Team" script, and a contrast collar. This crop top is composed of lightweight cotton and offers a relaxed fit with a moderate stretch. Wear with a faux leather skirt and leave them wanting more.

    Fit & Features

    • Contrast collar
    • Halter neck
    • Graphic front
    • Lightweight stretch material
    • Cropped length
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-0951

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classy Gal Closed Toe Block Pumps

    Keep your style classy for all your gatherings in this pair of block pumps! They feature a square closed toe, buckled ankle strap, and block heel. Wear them with a floral sundress for effortless sophistication. 

    Fit & Features

    • Closed toe
    • Faux leather fabrication
    • Buckled ankle strap
    • Block heel
    • Fits true to size

    Style Number/Barcode: 07401-3562

    Category Name: $20 & Under Sale

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Glam Layered Chain Necklace

    Add a little glam to your everyday look with this layered chain necklace! It features a rhinestone choker layer, layered chains, and coin charms. Wear it with a strapless top and high-waisted denim for an effortlessly cool vibe. 

    Fit & Features

    • Layered chains
    • Rhinestone choker
    • Coin charms

    Style Number/Barcode: 07002-0822

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall In Faux Leather Block Heel Booties

    Fall in line with cute booties that will have you ready for fall! The booties feature an around the ankle fit, an inner zipper closure, a pointed toe, and a low block heel. The booties are composed of a faux leather material. Complete look with a shacket and jeans. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Pointed toe
    • Low block heel
    • Faux leather material 

    Style Number/Barcode: 07403-1270

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Gal Strappy Block Heels
    You know you bring the party, and you'll be ready to party all night in this pair of strappy block heels! They feature a thin block heel, a square open toe, and a buckled ankle strap. Wear them with a bodycon dress and dance the night away! 

    Fit & Features
    • Buckled ankle strap
    • Thin block heel
    • Square open toe
    • Fits true to size

    Style Number/Barcode: 07401-3419

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pull Up Nubuck Strappy Square Toe Stiletto Heels
    Pull up on them in this super sultry pair of stiletto heels! They feature crisscross front straps, a buckled ankle strap, and a nubuck fabrication. Wear them with a bodycon dress for your next cocktail hour. 

    Fit & Features
    • Buckled ankle strap
    • Stiletto heel
    • Nubuck fabrication
    • Fits true to size

    Style Number/Barcode: 07401-3571

    Category Name: $20 & Under Sale

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Night Long Faux Patent Leather Stiletto Heels

    Get ready to stun all night long in this must-have pair of stiletto heels! They're made from faux patent leather with a buckled ankle strap, square open toe, and stiletto heel. Wear them with a jumpsuit and sparkling necklace to gather attention all night.

    Fit & Features

    • Open square toe
    • Stiletto heels
    • Strappy design
    • Ankle strap with buckle closure
    • Sleek patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3572

    Category Name: $20 & Under Sale

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Repeat Croc Embossed Stiletto Heels
    You'll want to wear this pair of croc-embossed heels on repeat! It features a crisscross front strap, buckled ankle strap, and stiletto heel. Wear it with a jumpsuit and sparkling earrings to dance the night away! 

    Fit & Features
    • Stiletto heel
    • Croc-embossed design
    • Buckled ankle strap
    • Square open toe
    • Runs true to size

    Style Number/Barcode: 07401-3573

    Category Name: $20 & Under Sale

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz & Glam Glitter Stiletto Heels

    Bring the glitz and glam in this pair of stiletto heels! It features sparkling glitter accents, a buckled ankle strap, and a square open toe with a strappy design. Wear it with a bodycon dress to have heads turning all night! 

    Fit & Features 

    • Square open toe
    • Strappy design
    • Stiletto heel
    • Closed ankle, buckle ankle strap
    • Glitter embellishments
    • Runs true to size

    Style Number/Barcode: 07401-3574

    Category Name: $20 & Under Sale

    Price: $7.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid About It Pleated Romper
    Don't be plaid about it! This super chic pleated romper will have you staying stylish all day. It's designed with a square neckline, thin spaghetti straps, and pleated details. Wear it with hoop earrings and heels for a stylish dinner date. 

    Fit & Features
    • Square neckline
    • Thin spaghetti straps
    • Plaid print
    • Pleated
    • Knit fabric
    • Form hugging fit, moderate stretch 
    • Fits true to size

    Style Number/Barcode: 06503-0335

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rebel Pride Slashed Graphic Tee

    Let your rebellious side with a graphic tee that says it all! The tee features a crew neckline, short sleeves, a slashed design, an image of a motorcycle, a graphic that reads: " Rebel Pride" and a cropped hem. Complete look with high waist shorts and booties. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Slashed design 
    • Image of motorcycle
    • Graphic: "Rebel Pride" 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-1002

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aubrianna Formal Heatstone Illusion Skater Dress

    Special Occasion 

    Bring the sparkle with the Aubrianna formal dress! She'll put you in the spotlight with all eyes on you. Aubrianna features a sleeveless sweetheart neckline, adjustable spaghetti straps for a customized fit, a bustier-like bodice, and lined and padded cups. Her sheer mesh illusion bodice features heat stone embellishment, contrast piping, and a high waist seam leading to a flirty ruffled satin skater skirt. The dress is composed of a combination of mesh and satin fabric that offers a fit and flare silhouette with minimal stretch. Complete the look with rhinestone heels.

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Bustier-like bodice, padded cups
    • Sheer mesh illusion bodice
    • Heat stone embellishment, contrasting piping, back zipper closure
    • High waist seam, tiered ruffled skater skirt
    • Satin and mesh fabric 
    • Fit and flare silhouette, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-0675

    Category Name: $20 & Under Sale

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Drive Them Wild Surplice Jumpsuit
    You'll be sure to drive them all wild with this super flattering jumpsuit! It features a surplice front, ankle ties, and dual crisscross straps. Wear it with delicate jewelry and metallic heels for a chic day-to-night look.

    Fit & Features
    • Surplice front
    • Ankle ties
    • Thin spaghetti straps
    • Crisscross back straps
    • Fits true to size 

    Style Number/Barcode: 06502-0692

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty Days Floral Ruffle Corset
    Keep your style flirty in this sweet little corset top! It features a floral print, ruffle sweetheart neckline, padded cups with underwire, flexible boning, and adjustable spaghetti straps. Wear it with high-waisted shorts and a crossbody for happy hour with the girls.

    Fit & Features
    • Sweetheart ruffled neckline
    • Padded cups, underwire, flexible boning
    • Floral print
    • Adjustable spaghetti straps
    • Hook and eye back closure
    • Lined lightweight woven fabric 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 06003-1465

    Category Name: $20 & Under Sale

    Price: $7.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taking The Plunge Ruched Halter Dress

    Take the plunge with a dress that reveals more than a hint of skin! The dress features a twist halter neck with a keyhole at the bust, a ruched drawstring, a high side slit, 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

    • Twist halter neck
    • Keyhole at bust
    • Ruched drawstring, high side slit
    • Mini length silhouette
    • Smooth knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-4073

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cover Me In Luxe Satin Blouse

    Wrap yourself with a luxe blouse that shows off your affinity for the good life! The blouse features a sleeveless V-neckline, rhinestone straps, rhinestone lace-up front, and a cropped hem. The blouse is composed of a satin-like fabric that offers a relaxed fit with minimal stretch. Complete look with high waist jeans

    Fit & Features

    • Sleeveless V-neckline
    • Rhinestone straps
    • Rhinestone lace-up front 
    • Cropped hem 
    • Satin fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06003-1449

    Category Name: $20 & Under Sale

    Price: $16.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Obsessed Thin Strappy Block Heels
    You'll be so obsessed with this classy pair of block heels! They feature a thin block heel, buckled ankle strap, and an open toe. Wear them with a floral bustier and denim for a girl-next-door vibe.

    Fit & Features
    • Thin block heel
    • Buckle ankle strap
    • Open square toe
    • Strappy design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3420

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dream On Moon Starburst Post Earrings
    Keep dreaming with these stunning post-earrings! They feature a gorgeous rhinestone-embellished moon shape with a hanging star charm. Wear them with a strapless top to really show them off.

    Fit & Features
    • Rhinestone accents
    • Hanging star charm
    • Moon shape on a post design

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

     

    Style Number/Barcode: 07001-0878

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night To Remember Croc Top Handle Crossbody

    Grab your girls and grab this crossbody for a night on the town. This faux leather crossbody is designed with faux croc embossing, a chain-link detail, and a top handle for easy carrying. Take on the town and wear it with a must-have crop top

    Fit & Features

    • Croc-embossed design
    • Faux leather material
    • Top handle 
    • Removable chain strap
    • Flap front closure
    • Snap-button 

    Style Number/Barcode: 07203-0757

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale