$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.

  • Love Story Lace Chemise + Panty

    All the best love stories start with a little flame! This fitted lingerie dress + matching panty set sets the tone for the most romantic night ever!

    Fit & Features

    • Two piece set
    • Fitted sheer lace dress with padded bra
    • Adjustable spaghetti straps
    • 3 Hook and eye adjustments
    • Lace up detail down the back
    • Matching thong panties
    • Sheer lace | Moderate stretch
    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.  

    Style Number/Barcode: 07103-0305

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sporty Spice Velcro Strap Sandals

    Embody your sporty side this summer when you slip into these strappy sandals, and a pair of flowy high waist pants!

    • Open round toe
    • Flat sole | Short platform
    • Woven straps | Velcro closure
    • Faux leather lining

    Style Number/Barcode: 07404-0121

    Category Name: $20 & Under Sale

    Price: $11.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aye Aye Captain High Hip Swim Bottoms

    Run the ship in a swimsuit that is so fierce that we can't even take it. Don't forget to pick up the matching top girl. FR.

    Shop Matching Top: Aye Aye Captain Bandeau Swim Top

    Fit & Features

    • Extreme high hip design
    • Cheeky bottom
    • Narrow hips
    • Moderate stretch
    • Fully lined

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small. 

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0468

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aye Aye Captain Bandeau Swim Top

    Run the ship in a swimsuit that is so fierce that we can't even take it. Don't forget to pick up the matching bottoms girl. FR.

    Shop Matching Bottoms: Aye Aye Captain High Hip Swim Bottoms

    Fit & Features

    • Straight neckline
    • Bandeau design
    • Bar cut out detailing
    • Moderate stretch
    • Not padded | Fully lined

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small. 

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0312

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 24 Karat State Of Mind Chrome Heels

    Get that high end attitude when you step out in a pair chrome metallic block heels! Easily pair with a special event dress, or dress down with your little black dress and a leather jacket!

    • Open almond toe
    • Single clear band over the toe
    • Thick ankle strap
    • Adjustable pin buckle closure
    • Block heel 
    • Chrome metallic finish

    Style Number/Barcode: 07401-0603

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gone Country Rhinestone Fringe Shorts

    You've gone country and we are here for it! Our lil' glammed out cowgirl!

    Fit & Features

    • High waist fit
    • Zipper + button closure
    • Individually stitched dangling rhinestone fringe detailing
    • Raw hem + distressed design
    • Light wash
    • Minimal stretch

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

    Style Number/Barcode: 06603-0073

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Command Worthy Cargo Pants

    Okay babe, it's time to command the scene with only the best style! These camo cargo pants are a must for leading your squad.

    Fit & Features

    • High rise waist
    • Belt loops
    • Front pockets | Faux back pockets
    • Cargo style side pockets | Snap button closures
    • Front button | Hidden zipper closure
    • Rolled, cuffed cropped hem
    • All over camouflage print

    Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0113

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Button Front Mom Jeans

    We are vibin' with button front denim! Pair with your go to cropped top, and heels or a pair of boots for an effortlessly trendy look!

    Fit & Features

    • High rise fit
    • Button front closures
    • Traditional slanted pockets
    • Skinny fold over leg
    • Vintage designed stitching
    • Minimal stretch

    Style Number/Barcode: 06602-0099

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bohemian Vision Rhinestone Statement Necklace

    Baby you are boho in a statement necklace that literally makes your whole lewk! Style with a crew neck, high waist denim shorts, and booties. Total vision. 

    • Large design with multiple rows
    • Rhinestone embellished 
    • Dangling coin detailing
    • Adjustable lobster clasp closure

    Style Number/Barcode: 07002-0343

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Feeling Chiffon Off Shoulder Mini Dress

    Bloom, baby! Look absolutely stunning in this floral mini dress!

    Fits & Features

    • Adjustable Shoulder Straps 
    • Off Shoulder Neckline & Sleeves
    • Layered Ruffles Along Neckline & Hem 
    • Mini Length Silhouette
    • Chiffon Fabric I Lining
    • Form Hugging Fit I Minimal Stretch

    Style Number/Barcode: 05101-0434

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Stunner High Rise Skinny Jeans

    Stun them all with these high waist skinny jeans! They will become your go-to for dressing up or dressing down your next fav look! 

    Fit & Features 

    • High Rise Waist
    • Single Button and Zipper Closure 
    • Traditional Five and Belt Loop Design 
    • Distressed Detailing at Knee
    • Skinny Leg Fit | Distressed Hem 
    • Form Hugging Fit 
    • Moderate Stretch  

     

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06602-0084

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Classic Ribbed Midi Dress

    Look like an instant classic with this curve-hugging sweater dress! The ribbed fabric creates an instant hour-glass illusion! 

    Fit & Features 

    • Off The Shoulder Neckline
    • Long Sleeves
    • Ribbed Knit Fabric 
    • Midi Silhouette
    • Form Hugging Fit
    • Moderate Stretch  

     

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.


    Style Number/Barcode: 06005-0417

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Skinny Cargo Pants

    Level up in these statement skinny cargo pants! Pair these with your favorite tops to create an unforgettable look! 

    Fit & Features

    • High Rise Waist
    • Single Button and Zipper Closure 
    • Slant Pockets | Cargo Pockets
    • Distressed Detailing 
    • Skinny Leg Fit
    • Form Hugging Fit 
    • Moderate Stretch 

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

     


    Style Number/Barcode: 06602-0085

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Rise Distressed Skinny Jeans

    Elevate your look with this skinnies girl! Pair with basics tees or a chic bodysuit for the perfect lewk bby! 

    Fit & Features

    • High Rise Waist
    • Single Button and Zipper Closure 
    • Traditional Five Pocket and Belt Loop 
    • Distressed Detailing
    • Rolled Hem
    • Denim Fabric
    • Form Hugging Fit | Moderate Stretch 

     

    Model is 5'9" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

     


    Style Number/Barcode: 06602-0087

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pastels Please A-Line Mini Skirt

    More pastels please! This upcoming spring season is all about the pastel, and we couldn't be more obsessed! Whether you style with a simple tee, you you pair with your go-to puff sleeve top, this mini will be your new spring staple!

    Fit & Features:

    • High waist fit
    • A-line design (a little flare)
    • Small side slit
    • Hidden zipper center back
    • Composed of a woven tight knit material
    • Minimal Stretch | Unlined

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.  

    Style Number/Barcode: 06401-0202

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Dreamy Lace Bralette

    Who says your bra's have to be boring? Keep it dreamy and romantic when you swap out your everyday bralette for this beauty!

    Fit & Features

    • Adjustable spaghetti straps
    • Eyelash scalloped trim
    • Sheer | Unlined
    • Lace
    • Wired
    • Stretch back | No closures

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.   

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.  

    Style Number/Barcode: 07107-0419

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lasting Lustre Rhinestone Fringe Earrings

    Give off an everlasting lustre when you add in rhinestone fringe! Whether you are on the dance floor, or out for a cocktail, rhinestones are always a good idea.

    • Curved triangular design
    • Rhinestone fringe
    • Post back closure

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

    Style Number/Barcode: 07001-0369

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Betta' Than Eva' Snake Print Moto Jacket

    Step out with a little edge, feelin' betta than eva' in snake print! Style this lightweight faux leather moto in a casual way with high waist denim and a simple tank!

    Fit & Features

    • Cropped hemline
    • Collared neckline | Long sleeves
    • Zip front closure
    • Two slanted zipper pockets
    • One faux breast pocket
    • Buckle fastener at waistline
    • Faux leather | Shiny + textured snake print pattern

    Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.    

    Style Number/Barcode: 06204-0373

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beautifully Beaded Rhinestone And Pearl Crop Briefs

    Shop Matching Top: Moment To Shine Crop Top

    Shine when the moment counts the most in these sparkling high waist briefs! They feature a high rise waist and a partial coverage bottom. Shine from any angle with the glitzy heat stones, multi-faceted gemstones and pearl accents throughout. Briefs are composed of a semi-sheer unlined mesh fabric that offers a relaxed fit with a moderate stretch. Be sure to pick up the matching top to complete your look!

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07108-0012

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flashing Lights Rhinestone Fringe Earrings

    Flash them with a little sparkle tonight when throw your hair in a high pony and top off your look with rhinestone fringe!

    • Hourglass shape
    • Drop fringe detail
    • Rhinestones
    • Post back closure

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

    Style Number/Barcode: 07001-0349

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make A Ponte Mini Skirt

    Strut right out in this curve-hugging skirt! No matter the season, it's an essential piece to all those looks you got in mind! 

    Shop Matching Top: Make A Ponte Fringe Crop Top

    Fits & Features 

    • High Rise, Elastic Waistband 
    • Back Zipper With Hook & Eye Closure 
    • Mini Length Silhouette 
    • Smooth Ponte Knit Fabric
    • Moderate Stretch 

    Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.    

    Style Number/Barcode: 06501-0239

    Category Name: $20 & Under Sale

    Price: $6.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crowd Pleaser Chainmail Cowl Neck Cropped Top

    Babe, you are a real crowd pleaser with that style in this chainmail crop top! It features a trendy cowl neckline and a halter top chain strap. Whether you are going out for drinks, or you are heading out to a party, style this piece with faux leather bottoms or a high waist mini skirt.

    Fit & Features

    • Cowl neckline
    • Halter top chain strap 
    • Adjustable lobster clasp closure
    • Chain mail design
    • Composed of metal
    • Cropped hemline

     

    Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.    

    Style Number/Barcode: 06003-0469

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sawyer Glitter High Slit Dress

    Special Occasion

    You'll be heating up your evening look in our flirty and fab Sawyer! 

    Fits & Features

    • Adjustable Spaghetti Straps
    • Zipper At Cage Back & Ruched Low Back
    • Square Neck 
    • Sweeping, Floor Length Hem | High Slit 
    • Glitter Knit Fabric 
    • Curve Hugging Fit 

     

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0625

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elise Lace Up Mini Skirt by Windsor Denim

    Lace up in this essential mini skirt by Windsor Denim to create some Insta-worthy snaps for the next festival! Pair with boots and fringe and channel those good vibes! The skirt is composed of a denim fabric that offers a form-hugging fit with slight stretch. 

    Fit & Features

    • High-rise waist
    • Lace-up side, metal grommets
    • Frayed hem
    • Traditional five-pocket design
    • Single-button and zipper closure
    • Denim fabric, moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-0007

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance