$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 Bib Collar and Duster Set

    Elevate with a rhinestone collar set for your homecoming outfit or nail that casual glam look with this must-have set. The set features a multi-tiered rhinestone bib and matching rhinestone duster earrings. 

    Fit & Features

    • Multi-row tiered rhinestone design
    • Bib length
    • Matching fringe duster earrings

     

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

    Style Number/Barcode: 07002-0525

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Zip-Up Block Heels

    Keep it basic with a classic zip-up block heel! These feature an open almond toe, a thin ankle strap, and will go with all of your 'fits. Keep it casual with a pair of skinny jeans for a lunch date, or dress it up with a bodycon dress for a night out.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Thin ankle strap
    • Closed-back with a zipper
    • Sturdy block heel

    Style Number/Barcode: 07401-2390

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dainty Floral Lace Trim Satin Pajama Tank And Shorts

    Get an effortlessly pretty look in this satin pajama tank and shorts set! With its dainty floral lace trim detail and smooth satin-like fabric, it's perfect for a cozy night in. Pair with some slides for that comfy cute look.

    Fit & Features

    • Two-piece set
    • Adjustable spaghetti straps
    • V neckline with floral lace trim
    • Flowy mid-length top with floral lace at hem
    • High waist shorts with floral lace trim detail
    • Satin-like fabric

     

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

    Style Number/Barcode: 07103-0366

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Thing Block Heel Booties

    Keep it fierce in booties that showcase your wild side! The booties feature an around the ankle length, a pointy toe, a stacked block heel, and a textured faux leather body. Complete your look with high waist jeans and an oversized cardigan this season! 

    Fit & Features

    • Around the ankle-length 
    • Pull-tabs at the back 
    • Pointy toe
    • Inner-zipper closure
    • Stacked block heel
    • Textured faux leather material 

    Style Number/Barcode: 07403-0312

    Category Name: $20 & Under Sale

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Babe Bandage Spaghetti Strap Mini Dress

    Major babe alert! This bandage mini dress is oh so flattering. It features a bandage tube design with adjustable spaghetti straps and a short, curve-hugging fit. Pair with some gold hoops and strappy heels for a night out with your squad.

    Fit & Features

    • Adjustable spaghetti straps
    • Slight sweetheart neckline
    • Square back with zipper closure
    • Piping seam detailing
    • High waist
    • Short, form-hugging fit
    • Bandage knit fabric

     

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

    Style Number/Barcode: 06005-0675

    Category Name: $20 & Under Sale

    Price: $18.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trip To The Tropics Strapless Jumpsuit

    Feel like you're taking a relaxing trip to the tropics in this bold strapless jumpsuit! Featuring a simple strapless top and palm leaf printed flowy pants, you'll feel like you're on a getaway vacay. Perf for a nice dinner with bae, pair with some statement earrings and clear heels.

    Fit & Features

    • Strapless square neckline
    • High waist pants
    • Tie front belt
    • Flowy pant legs with palm leaf print
    • Knit fabric

     

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

    Style Number/Barcode: 06502-0427

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Coated Camo Leggings

    These coated camo leggings will pull your chic athleisure look together! They feature a high rise banded waist, a neutral camouflage print with a sleek coated finish, and a form-hugging fit to show off your curves. A must-have for running everyday errands, style with a basic cami and some chunky sneakers.

    Fit & Features

    • High rise waist
    • Coated camouflage print
    • Form-hugging fit
    • Knit fabric

     

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

    Style Number/Barcode: 06502-0402

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready For My Closeup Spaghetti Strap Jumpsuit

    You'll be totally camera-ready in this gorgeous spaghetti strap jumpsuit! Featuring a trendy cross back and cowl neckline, you'll be set for your next party. Style it up with some rhinestone earrings and sleek heels.

    Fit & Features

    • Spaghetti straps leading to a cross back
    • Cowl neckline
    • Side ruched detailing on the top
    • High waist
    • Flowy flared pant legs
    • Knit fabric

     

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

    Style Number/Barcode: 06502-0394

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get Spotted Polka Dot Tie Front Top

    Get spotted in this cute top this season! Step out to grab your favorite iced coffee or for a casual lunch date. The top features a plunging v-neckline with a tie front accent to create a customized fit, long sleeves, and a swiss polka dot pattern. Complete your look with a lacey bralette and door knocked earrings

    Fit & Features

    • V-neckline
    • Tie front accent 
    • Long sleeves with elastic cuff
    • Swiss polka dot design
    • Cropped hem
    • Lightweight woven fabric 
    • Relaxed fit, minimal stretch 

     

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

    Style Number/Barcode: 06204-0600

    Category Name: $20 & Under Sale

    Price: $14.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brushed Knit Corset Waist Top

    Elevate your look in a corset waist top that gives your basis tees a chic upgrade. The top features a square neckline, short sleeves, and a stylish lace-up corset front to create a custom look. Perfectly pair this corset top with a satin midi skirt and some chic mules!

    Fit & Features

    • Short sleeves
    • Square neckline, detailed trim
    • High waist seam, ruched detailing
    • Lace-up corset front at the waist
    • Mid-length, form-fitting hem
    • Stretchy knit fabric

     

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

    Style Number/Barcode: 06001-2593

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Is Better Crew Neck Crop Top

    Sometimes basic is better, like this adorable crop top! Featuring a crew neckline and ribbed fabric, this top can be worn with all your cute 'fits. Style with your favorite pair of high rise jeans and a chic crossbody bag for grabbing lunch with your girls.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Cropped
    • Ribbed fabric with plenty of stretch

    Style Number/Barcode: 06002-0539

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poised In Plaid Tie Waist Skinny Pants

    Look posh and poised in these chic plaid tie waist skinny pants! They feature a high rise waist with a tie front detail and a flattering skinny leg fit. Wear them to the office and you can easily transition them for happy hour afterward. Pair with a cute blouse and classic block heels.

    Fit & Features

    • High rise waist
    • Tie front accent
    • Back zipper closure
    • Skinny leg fit
    • Plaid print

     

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

    Style Number/Barcode: 06402-0269

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Straps Lace-Up Block Heels

    Lace-up in trendy block heels this season! Perfect for that upcoming weekend getaway or date night, these heels feature lace-up straps, a narrow block heel, and composed of faux suede material. Complete your look with a stunning floral dress and fringe earrings!

    Fit & Features

    • Open back
    • Lace-up straps
    • Criss-cross straps over the toe 
    • Clear strap over the toe
    • Narrow block heel
    • Open square toe
    • Faux suede material 

     

    Please be advised that these heels run 1/2 a size small.

    Style Number/Barcode: 07401-2323

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Crochet Details Lace Bralette

    It's all in the deets! This bralette brings major appeal with dainty crochet lace. The bralette features a plunging sweetheart neckline, adjustable spaghetti straps, a crochet lace body, and adjustable cross-straps. Complete your look with rhinestone studs

    Fit & Features

    • Sweetheart neckline 
    • Crochet lace
    • Sheer, partially unlined
    • Adjustable spaghetti straps
    • Adjustable cross straps

     

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

    Style Number/Barcode: 07107-0487

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Three Pack Cross Chain Anklet

    Add a dainty detail with an anklet that brings a hint of dazzle to your favorite fits'. The pack includes three dainty chain anklets featuring a snake chain and mini cross charms. Complete your look with a sleek heel

    Fit & Features 

    • Three pack
    • Dainty snake chain
    • Mini cross charms 
    • Lobster clasp closure 

     

    Style Number/Barcode: 07003-0094

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aline Woven Glitter Lace Up Party Dress

    Special Occasion 

    Glow this evening in our Aline dress that brings the glamour to your special event. She features a sweetheart neckline with a v-neck mesh inset, a sexy lattice back, and a party-length silhouette with hidden side pockets. Complete your glowing evening outfit with a sleek clutch and rhinestone earrings

    Fit & Features

    • Sweetheart neckline with V-neck mesh inset
    • Spaghetti straps
    • Lace-up back 
    • Party-length silhouette
    • Hidden side pockets
    • Woven glitter fabric
    • Form hugging fit

     

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

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0487

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Season of Stripes Cutout Gauze Mini Dress

    Keep it sassy in a striped dress this season to keep on-trend! Make a stunning impression for that upcoming date in a dress that features a plunging V-neckline, sexy bar waist cutouts, and a trendy striped design. Complete look with wedges and fringe earrings to channel bohemian vibes. 

    Fit & Features 

    • Sleeveless V-neckline
    • Smocked waist
    • Bar waist cutouts
    • Striped pattern
    • Mini length silhouette
    • Gauze-linen fabric
    • Form hugging fit, minimal stretch 

     

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

    Style Number/Barcode: 05102-0414

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Vibes Eyelash Knit Bralette

    Channel those cozy vibes in a bralette that is chill and chic. The bralette feature triangle-shaped cups, sleek straps that cross at the back and wide banded hem. Complete your look with the matching shorts for a lazy day in! 

    Shop Matching Shorts: Cozy Vibes Eyelash Knit PJ Shorts

    Fit & Features

    • Triangle-shaped cups
    • Sleek spaghetti straps that cross at back
    • Wide banded hem
    • Eyelash knit fabric

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small. 

    Style Number/Barcode: 07107-0421

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Reversible Cargo Bucket Hat

    Keep it basic with a bucket hat that matches all your favorite outfits! The bucket hat features a short brim, a reversible design, and composed of a faux suede cargo material. Complete your look with a graphic tee and sneakers to create a casual vibe. 

    Fit & Features

    • Traditional bucket design
    • Short brim
    • Composed of a faux suede cargo material 

    Style Number/Barcode: 07302-0155

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone V Collar and Drop Earring Set

    Reflect glamour in a necklace set that brings the luxe to your formal evening outfits. This set features a V-shaped collar necklace with fringe detail and matching earrings with a drop design. Complete this dazzling rhinestone set with a sleek clutch and rhinestone heels

    Fit & Features

    • V-shaped collar
    • Fringe detail
    • Matching earrings
    • Drop design 
    • Rhinestones

     

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

    Style Number/Barcode: 07002-0410

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Open Back High Slit Floral Dress

    Show off your affinity for florals in a dress that creates major head-turning appeal! Step out for brunch with your squad in this pretty in pink dress! The dress features a high round neckline, cap sleeves, a lower back keyhole, and a high side slit. Complete look with clear heels and mini purse.

    Fit & Features

    • High round neckline
    • Cap sleeves
    • Lower back keyhole
    • Floral print 
    • High side slit
    • Midi-length silhouette
    • Lightweight woven fabric

     

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

    Style Number/Barcode: 05102-0834

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Fresh In Floral Ruffle Hem Mini Dress

    Get a fresh look in this gorg floral ruffle hem mini dress! It features woven tie shoulder straps and cute ruffle detail at the hem for a fun and flirty vibe. A must-have for your next backyard bbq, style it up with clear slide on mules and sleek gold hoop earrings.

    Fit & Features

    • Tie shoulder straps
    • Slight sweetheart neckline
    • Partially smocked back with a hidden zipper closure
    • Short ruffle hem
    • Floral print
    • Woven fabric

     

    Model is 5'9" with a 34" bust,  24" waist and 35.5" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-0833

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Open Back Flared Skater Romper

    Bring the flare in this fab romper and throw on this romper for your next GNO with the squad. The romper features a bold open back with tie back ties, spaghetti straps, and wide-leg shorts with a flared overlay that creates a skater silhouette. Complete your look with wedges and extra loop hoops

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back with tie back ties
    • Wide-leg shorts
    • Flared skater overlay

     

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

    Style Number/Barcode: 06403-0128

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Small Chunky Hoop Earrings

    Everyone needs a classic pair of small chunky hoop earrings! These feature a sleek gold hue that is perf for everyday wear. Pair with a trendy graphic tee and a faux leather skirt to edge up your look for a night out!

    Fit & Features

    • Small thick design
    • Gold hue

     

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

    Style Number/Barcode: 07001-0462

    Category Name: $20 & Under Sale

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale