$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.

  • Sweet And Flirty Lace Mini Dress

    Sweet and flirty will be your total vibe in this adorable lace mini dress! It features a flattering deep V neckline and a trendy cross back detail. Glam it up with some gold hoop earrings and sleek stilettos for a must-have night out outfit.

    Fit & Features

    • Adjustable spaghetti straps
    • Cross back detail
    • Deep V neckline with lace trim
    • High waist seam
    • Form-hugging fit
    • Sheer lace fabric with a lining

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0789

    Category Name: $20 & Under Sale

    Price: $14.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Everyday Ruched Knit Mini Dress

    Get an effortless everyday 'fit in this adorable ruched knit mini dress! It features trendy ruched detailing with drawstrings and can be worn as a mini or midi. Dress it up with clear mules for a date night or keep it casual with some chunky sneakers for a shopping trip.

    Fit & Features

    • Tank-like shoulder straps
    • High rounded neckline
    • Ruched detailing
    • Drawstrings at hem
    • Form-hugging fit
    • Ribbed knit fabric

    Style Number/Barcode: 05102-1018

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Ruched Brushed Knit Mini Skirt

    Stand out in a mini skirt that stuns on your next night out! The skirt features a high rise waist, a ruched body, and composed of soft to the touch brushed knit fabric. Complete your look with a stunning rhinestone bustier and sleek stiletto heels

    Fit & Features

    • High rise waist
    • Ruched body
    • Mini length
    • Brushed knit fabric
    • Form hugging fit
    • Moderate stretch 

     

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

    Style Number/Barcode: 06501-0285

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Sweetheart Off The Shoulder Crop Top

    You'll be a major stylish sweetheart in this adorable off the shoulder crop top! It features a flattering off the shoulder square neckline and a cropped, form-fitting look. Wear with some trendy distressed mom jeans and a pair of clear heels, perf for grabbing brunch with your squad.

    Fit & Features

    • Off the shoulder square neckline
    • Short sleeves
    • Cropped
    • Form-hugging fit
    • Sweater knit fabric

     

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

    Style Number/Barcode: 06005-0590

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Wild Leopard Print Sneakers

    Showcase your sassy, wild side in these too cute leopard print sneaks! They feature an easy slip-on design with a thick sole. Pair with some mom jeans and a graphic tee to go shopping with your squad.

    Fit & Features

    • Slip-on design
    • Elastic details
    • Leopard print
    • Thick sole

    Style Number/Barcode: 07407-0167

    Category Name: $20 & Under Sale

    Price: $14.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Touch Of Glam Block Heels

    Add just a touch of glam to your 'fit with these metallic block heels! These feature an open almond toe and a shorter block heel. Pair with your fave little black dress to make a gorgeous statement.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Adjustable around the ankle strap
    • Open back
    • Short block heel
    • Metallic finish

    Style Number/Barcode: 07401-2385

    Category Name: $20 & Under Sale

    Price: $14.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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