$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.

  • Double Row Rhinestone Crawler Earring

    Standout with a crawler stud to give your look a glam hint of edge. The stud features a traditional crawler design and a double-row of mini rhinestones. Complete your outfit with a fab matching set

    Fit & Features

    • Long crawler design
    • Double-row 
    • Rhinestones
    • Post-back closure
    • Single stud included

     

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

    Style Number/Barcode: 07001-0672

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty In Pastel Chunky Sneakers

    Keep it pretty in pastel sneakers to give your streetwear outfits a pop of color. The sneakers feature a multi pastel colored body, a lace-up front, a zippered accent, and a chunky sole. Complete your look with matching knit separates and a dainty necklace

    Fit & Features

    • Multi-pastel colors
    • Round toe
    • Lace-up front
    • Zippered accent
    • Pull tabs 
    • Chunky sole

    Style Number/Barcode: 07407-0172

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Tie Dye Pajama Shorts

    Keep it trendy in pajama shorts that keep your loungewear so fab! The shorts feature a tie-dye print, a high rise waist, and a cheeky fit. Complete your loungewear outfit with the matching top and cozy slides

    Shop Matching Top: Trendy Tie Dye Pajama Tank Top

    Fit & Features

    • Tie-dye print
    • High rise waist
    • Cheeky fit
    • Matching top sold separately 

     

    Model is 5'7" with a 32.5" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0372

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Tie Dye Pajama Tank Top

    Keep it trendy in a pajama tank top that keeps your loungewear so fab! The tank features a tie-dye print, a scoop neckline, and a cropped hem. Complete your loungewear outfit with the matching shorts and cozy slides

    Shop Matching Shorts: Trendy Tie Dye Pajama Shorts

    Fit & Features

    • Tie-dye print
    • Scoop neckline
    • Tank-styled straps
    • Cropped hem
    • Knit fabric
    • Matching shorts sold separately 

     

    Model is 5'7" with a 32.5" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0371

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Rhinestone Duster Earrings

    Showcase some serious glam in these beyond gorgeous floral rhinestone duster earrings! They feature five flower-shaped rhinestone accents cascading down with a rhinestone-encrusted teardrop-shaped design at the bottom. Pair these dusters with a flowy long dress and some sleek heels for a nice dinner out.

    Fit & Features

    • Duster earrings
    • Floral shaped rhinestones

     

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

    Style Number/Barcode: 07001-0661

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chilling With You Pajama Leggings

    Lounge at home with bae in leggings that bring cozy vibes. The pajama leggings feature a high rise waist with a drawstring to provide a customized fit and a straight tapered leg. Complete your lounge outfit with the matching pajama tank top and cozy slides

    Shop Matching Pajama Tank Top: Chilling With You Pajama Tank Top

    Fit & Features

    • High rise waist
    • Drawstring
    • Straight leg with a tapered hem
    • Knit fabric
    • Matching tank top sold separately 

     

    Model is 5'7" with a 32.5" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0395

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chilling With You Pajama Tank Top

    Lounge at home with bae in a cozy tank. The pajama tank top features a sleeveless scoop neckline, spaghetti straps, and a cropped hem. Complete your loungewear outfit with the matching pajama leggings and cozy slides

    Shop Matching Pajama Leggings: Chilling With You Pajama Leggings

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cropped hem 
    • Knit fabric
    • Relaxed fit
    • Matching pajama leggings sold separately 

     

    Model is 5'7" with a 32.5" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0394

    Category Name: $20 & Under Sale

    Price: $5.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tear Drop Rhinestone Collar and Duster Earrings Set

    Dazzle with a collar necklace that stuns! The set features a v-sha[ed collar with a row of rhinestones, dark-hued teardrop gems, and larger rhinestones. The matching duster earrings feature rhinestones and teardrop gems. Complete your outfit with a sweeping formal dress and sleek stiletto heels

    Fit & Features

    • V-shaped collar
    • Rhinestones
    • Dark-hued teardrop gems
    • Matching duster earrings 

     

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

     

    Style Number/Barcode: 07002-0523

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Marquise Collar and Duster Earring Set

    Shine on in a collar and earring set that brings the glamour to your special evening looks. The set features a v-shaped collar with marquise-shaped rhinestones and matching duster earrings. Complete your look with a sweeping mermaid gown and sleek heels

    Fit & Features

    • V-shaped collar
    • Marquise-cut rhinestones
    • Matching duster earrings


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

    Style Number/Barcode: 07002-0529

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy and Chill Pajama Leggings

    Keep it chill and cozy in leggings that are perfect for lounging at home in. The pajama leggings feature a high rise waist with a drawstring to provide a customized fit and a straight tapered leg. Complete your lounge outfit with the matching pajama tank top and cozy slides

    Shop Matching Pajama Tank: Cozy and Chill Pajama Tank Top

    Fit & Features

    • High rise waist
    • Drawstring
    • Straight leg with a tapered hem
    • Knit fabric
    • Matching tank top sold separately 

     

    Model is 5'7" with a 32.5" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0397

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy and Chill Pajama Tank Top

    Keep it chill and cozy in a tank that is perfect for lounging at home in. The tank features a sleeveless scoop neckline, sleek spaghetti straps, and a cropped hem. Complete your look with the matching leggings and cozy slides

    Shop Matching Pajama Leggings: Cozy and Chill Pajama Leggings

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cropped hem 
    • Knit fabric
    • Relaxed fit
    • Matching pajama leggings sold separately 

     

    Model is 5'7" with a 32.5" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0396

    Category Name: $20 & Under Sale

    Price: $12.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Lace Up Lug Booties

    Lace-up in booties that bring the edge to your look! Create a stylish grunge outfit with these must-have booties! The booties feature an around the ankle fit, a lace-up front, and a lug sole with a block heel. Complete your look with a graphic tee and high waist pants.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Round toe
    • Lug sole
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07403-0366

    Category Name: $20 & Under Sale

    Price: $22.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Teardrop Lariat and Duster Set

    Elevate in a lariat necklace and matching duster earrings to bring the luxe to your special evening outfit. The set features a single row of mini rhinestones and accented with double-tiered teardrop lariat charm. The matching duster earrings feature a teardrop design. Complete your look with a formal mermaid dress and sleek heels

    Fit & Features

    • Single row of rhinestones
    • Double-tiered teardrop lariat charm
    • Teardrop duster earrings 

     

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

    Style Number/Barcode: 07002-0527

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Faux Leather Stiletto Heels

    Step up your heel game in these chic beauties! Perfect for glamming up your workwear attire or completing a date night look, these heels will become your go-to! The heels feature an adjustable ankle strap with a large buckle, criss-cross straps, a wide strap over the toe and a sleek stiletto heel. 

    Fit & Features

    • Closed-back
    • Adjustable ankle strap
    • Criss-cross straps
    • Wide strap over the toe
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-2399

    Category Name: $20 & Under Sale

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Coated Faux Leather Mini Skirt

    Look ever so chic in this adorable coated faux leather mini skirt. Featuring a short, curve-hugging silhouette, this skirt would pair perfectly with a cute crop top and some trendy clear heels for a date night out.

    Fit & Features

    • High rise waist
    • Front button closure
    • Front pockets
    • Short, form-hugging fit
    • Coated faux leather fabric

     

    Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0215

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Sweetheart Mesh Mini Dress

    You'll be such a stunning sweetheart in this gorgeous mesh mini dress! Featuring a flattering ruffled padded sweetheart neckline with an off-the-shoulder design and a curve-hugging fit with all-over ruched detailing, this dress is perf for your next date night with bae. Pair with some clear lucite heels for that it-girl look.

    Fit & Features

    • Off-the-shoulder neckline, short sleeve cuffs
    • Sweetheart neck, built-in padded bust
    • Ruffle trim detailing, all-over ruching
    • Back zipper and hook and eye closure
    • Short, form-hugging fit
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1539

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Rhinestone Duster Earrings

    Shine on in duster earrings that bring the glam! Perfect for your upcoming special event, these earrings reveal your luxe side. The earrings feature a single linear row of mini rhinestones. Complete your look with a stunning ball gown dress and block heels

    Fit & Features

    • Single linear row
    • Mini rhinestones

     

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

    Style Number/Barcode: 07001-0629

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 6 Rhinestone Crawler Stud Earrings

    Add a hint of shine with earrings to dress up your casual looks! The studs feature a crawler design and a single row of 6 rhinestones. Complete your look with high waist skinny jeans and chunky sneakers

    Fit & Features

    • Crawler design
    • Single row of 6 rhinestones
    • Post-back closure 

     

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

    Style Number/Barcode: 07001-0673

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Chic Criss Cross Faux Suede Block Heels

    Stay on chic girl in these heels that keep your look simply stunning! The heels feature an adjustable ankle strap, a criss-cross design, a double row strap detail over the toe, and a trendy block heel. Complete your look with a sweater dress and door knocker earrings. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Criss-cross design 
    • Double row strap design over the toe
    • Open almond toe
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07401-2408

    Category Name: $20 & Under Sale

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wildly Fierce Faux Suede Stiletto Booties

    Step out in these wildly fierce booties for your next girl's night out or for your next date night with bae! The booties feature an around the ankle fit, a lace-up front, wildly-inspired leopard print, and a sleek stiletto heel. Complete your look with dark wash denim jeans and a bustier.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Inner zipper closure
    • Pointed toe 
    • Leopard print
    • Sleek stiletto heel
    • Faux microsuede material 

    Style Number/Barcode: 07403-0319

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cosmopolitan Chic Belted Trench Coat

    Keep it cute and chic with a light weight trench coat! Not only perfect atop your work wear attire, but can also be dressed down with the right pair of denim and sneakers!

    Fit & Features

    • Collared neckline
    • Double breasted design
    • Button closures
    • Long sleeves
    • Tie waist belt | Long hemline
    • Lightweight material | No stretch
    • Relaxed fit | Cinched waistline

    Style Number/Barcode: 06204-0420

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dotted Devotion Belted Long Duster

    We're simply devoted to this cute duster! Layer this duster with your basic top and skinny jeans for a casually put-together look for brunch! The duster features a trendy swiss dot design, long sleeves and a belted waist with loops.

    Fit & Features

    • Draped open front
    • Swiss dot pattern
    • Belt with loops
    • Long sleeves
    • Flowy long length 

     

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

    Style Number/Barcode: 06204-0572

    Category Name: $20 & Under Sale

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cropped Denim Dreams Jacket
    We are having dreams of wearing this cropped jacket! This over sized cutie is collared and has silver large buttons. The jacket features two pockets in the front with button closures. It has a frayed hemline and the back has an elastic cinched hem. The medium colored denim material offers minimal stretch.

    Style Number/Barcode: 06203-0431

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly Chic Lucite Block Heels

    Clearly these lucite block heels couldn't get any more chic. With their patent PU material and lucite swirl heel, you'll strut every step. Pair with a flirty skater dress and a sparkly clutch for a night out with your girls.

    Fit & Features

    • Open almond toe with toe strap
    • Adjustable around the ankle strap
    • Open back
    • Patent PU material
    • Clear lucite swirl design block heel

    Style Number/Barcode: 07401-2154

    Category Name: $20 & Under Sale

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale