$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.

  • Own It Faux Leather Zipper Booties

    Own your look with bold booties that dare to take your look to the next level! The booties feature an around the ankle fit, a lace-up front, dual zipper closure, an open almond toe, and a block heel. The booties are composed of a faux leather material. Complete look with a crop top and mini skirt

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Dual zipper closure 
    • Open almond toe
    • Block heel 
    • Faux leather material 
    • Runs true to size

    Style Number/Barcode: 07403-1342

    Category Name: $20 & Under Sale

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glowing Glamour Rhinestone Heels

    Bring the glamour with heels that bring that radiating glow to your look! The heels feature a closed-back, an adjustable ankle strap, an open square toe, a rhinestone embellished strap over the toe, and a stiletto heel. The heels are composed of a faux nubuck material. Complete look with an LBD.

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open square toe 
    • Rhinestone strap over the toe
    • Stiletto heel 
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3482

    Category Name: $20 & Under Sale

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marabou's Most Wanted Block Heels

    These heels are on our most wanted list that's for sure! The heels feature a zippered back, a faux marabou trim, an open almond toe, a clear strap over the toe, and a block heel. The heels are composed of a faux suede material. Complete look with an LBD for a cute date night look!

    Fit & Features

    • Zippered back
    • Marabou trim
    • Open almond toe
    • Clear PVC strap over toe
    • Block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3224

    Category Name: $20 & Under Sale

    Price: $10.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic And Poised Tie-Waist Romper

    Create a chic and poised look in this classic tie-waist romper. It features a V-neckline with a pleated wrap-front design, long fitted sleeves, a high waist with a flattering tie-front belt, and fitted shorts. Complete the outfit with strappy mules.

    Fit & Features

    • V-neckline
    • Pleated wrap-front design
    • Long fitted sleeves
    • High waist, tie-front belt
    • Fitted shorts
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-0320

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Night-Out Chic Corset Crop Top

    Create an edgy-chic night-out look with this corset crop top. It features a sweetheart neckline, structured and padded cups, long puff sleeves, a center keyhole cutout under the bust, front hook and eye closures, and a cropped, form-hugging fit. Style this corset top with a mini skirt and heels.

    Fit & Features

    • Sweetheart neckline, structured and padded cups
    • Long puff sleeves, tapered hems, button details
    • Back zipper and hook and eye closure
    • Keyhole cutout under the bust, front hook and eye closures
    • Cropped, form-hugging fit
    • Satin woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1331

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Look Leopard Print Crop Top

    Achieve a chic look for the fall season with this on-trend crop top. It features long dramatic puff sleeves, a deep V-neckline, faux button details, and a cropped fit. The sleek satin fabric has an all-over leopard print for a stylish vibe. Complete the outfit with dark wash denim and mules.

    Fit & Features

    • Long puff sleeves, elastic cinched hems
    • V-neckline, faux button details
    • Hidden side zipper and hook and eye closure
    • Cropped, fitted silhouette
    • Satin woven fabric, no stretch
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 06003-1505

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Appeal Long Sleeve Crop Top

    Keep it chic with a cute crop top that is perf to dress up for a casual date with bae. The crop top features a sweetheart neckline with tie-front, long chiffon sleeves with elastic cuff, a smocked back, and a cropped hem. The top is composed of a lined chiffon and smocked knit fabric that offers a form hugging fit with a slight stretch. Complete look with mom jeans and mules. 

    Fit & Features

    • Sweetheart neckline, tie-front
    • Long chiffon sleeves, elastic cuff
    • Smocked body
    • Cropped hem 
    • Lined chiffon fabric
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06003-1541

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • New Heights Chiffon Cutout Maxi Dress

    Take your look to new heights in a maxi dress that slays your look! The dress features a plunging V-neckline with padded cups, a large O-Ring at the center of the bodice, dual cutouts at the waist, long sleeves with elastic cuff, a double-row of tie-back ties, and a flowy A-line silhouette with a high side slit. The dress is composed of a lined chiffon fabric that offers a minimal stretch. Complete look with wedges and a snake charm necklace.

    Fit & Features 

    • V-neckline, padded cups
    • O-Ring, dual waist cutouts
    • Long sleeves with elastic cuff
    • Double-row of tie-back ties
    • A-line silhouette, high side slit
    • Lined chiffon fabric, mini skirt length knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1265

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Elegant Details Rhinestone Earrings Set

    Bring the elegant details to your formal look with this chic set of rhinestone embellished earrings! The set features three pairs of earrings, including studs with a gorgeous diamond-shaped rhinestone cluster design, a linear pair of earrings with a cascading dainty chain design with two rhinestone accents, and another linear pair of earrings with a single row of rhinestones leading to a rhinestone cluster. Style this set with a glam tennis bracelet.

    Fit & Features

    • Three-pack earring set
    • Stud earrings, diamond-shaped rhinestone cluster design
    • Two pairs of earrings with linear designs
    • Dainty chain design, dainty rhinestone design
    • Post-back closures


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

    Style Number/Barcode: 07001-0996

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mad About Plaid Skinny Pants

    Go mad over these cute plaid pants! They feature an elastic high-rise waist, a trendy plaid print, and a skinny leg fit. The pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a bodysuit and combat boots

    Fit & Features

    • Elastic high rise waist
    • Plaid print
    • Skinny leg fit
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0700

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • What A Look One Shoulder Mini Dress

    Create a head-turning look with a mini dress that makes a stunning entrance! The dress features a one-shoulder neckline, a long sheer balloon sleeve, ruching, and a mini length silhouette. The dress is composed of a lined lightweight woven fabric that offers a form hugging fit with minimal stretch. Complete look with stiletto heels and a faux leather clutch

    Fit & Features

    • One-shoulder neckline
    • Long balloon sleeve
    • Ruching
    • Mini length silhouette
    • Lined lightweight woven fabric
    • Form hugging fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 05101-1261

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Lattice Shorts

    Keep it bold and chic in shorts that command attention! The shorts feature a high waist, lattice design on the sides, and a cheeky fit. The shorts are composed of a coated fabric that offers a form-hugging fit with a moderate stretch. Complete look with a tie-front top and heels.

    Fit & Features

    • High-rise waist
    • Lattice design on the sides
    • Back zipper closure
    • Cheeky fit
    • Coated fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06403-0171

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vintage Glamour Multi Ring Pack

    Channel that vintage glamour with this pretty ring pack! The ring pack includes five rings in varying sizes that feature a vintage flower design, textured bands, and a geometric design. Complete look with a bustier and mom jeans. 

    Fit & Features

    • Pack includes five rings 
    • Rhinestones 
    • Vintage flower design 
    • Textured bands 
    • Geometric design 

    Style Number/Barcode: 07004-0218

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Chic Button Down Corduroy Mini Skirt

    Keep it endlessly chic with a fab mini skirt to button yourself in! The skirt is composed of a high-rise waist, a multi-button down front, vertical seams, and a mini-length silhouette. The skirt is composed of a corduroy fabric that offers a form hugging fit with minimal stretch. Complete look with a bodysuit and over-the-knee boots.

    Fit & Features

    • High rise waist
    • Multi-button down front
    • Vertical seams
    • Mini length silhouette
    • Corduroy fabric 
    • Form hugging fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 06301-0101

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bringing The Charm Butterfly Choker Set

    Bring the charm with a cute necklace set that can be worn alone or layered for a chic look! The set includes two chokers. One choker features a dainty snake chain with mini rhinestone discs, the other choker features a chunky chain link with rhinestone embellished butterflies. Complete look with a matching crop top and mini skirt

    Fit & Features

    • Set includes two chokers
    • Snake chain
    • Mini rhinestone discs
    • Chain link
    • Rhinestone butterflies 
    • Lobster clasp closure

    Style Number/Barcode: 07002-0919

    Category Name: $20 & Under Sale

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Platform Stiletto Mules

    Level up your fab night-out look with these platform stiletto mules. They feature an open square-shaped toe, a clear wide toe strap, an open back, a tall platform, and a tall, sleek stiletto heel. The mules are composed of a patent faux leather material that will give your 'fit a chic vibe. Complete the look with a clutch.

    Fit & Features

    • Open square-shaped toe
    • Clear PVC toe strap
    • Open back
    • Platform
    • Stiletto heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3667

    Category Name: $20 & Under Sale

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Rhinestone Detailed Stiletto Heels

    You'll sparkle with every step in these glitzy stilettos! They feature an open square-shaped toe with a strap, a thin lace-up strappy design, and a stiletto heel adorned with mini rhinestones. Style these glam shoes with sparkling statement earrings.

    Fit & Features

    • Open square-shaped toe
    • Toe strap
    • Lace-up strappy design, tie closure
    • Open back
    • Stiletto heel, rhinestone embellishment
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3185

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Chic High Waist Faux Leather Pants

    Channel a classically chic look with pants that pull your look together! The pants feature a high-rise waist, a slide-hook closure with hidden zipper, slant pockets, belt loops, faux back pockets, and a straight leg with a cropped tapered hem. The pants are composed of a faux leather fabric that offers a fitted silhouette with minimal stretch. Complete look with a bustier and mules.

    Fit & Features

    • High-rise waist
    • Slide hook and zipper closure
    • Slant pockets, faux back pockets
    • Belt loops
    • Straight leg, cropped tapered hem
    • Faux leather fabric, fitted silhouette, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0376

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Alluring And Chic Tie-Front Top

    Layer on this sheer mesh top for an alluring and chic vibe! It features long fitted sleeves, an open front design with a tie closure, and a cropped, form-hugging fit. The sheer mesh fabric has a front knit lining and a stylish all-over velvet burnout floral pattern. Wear this top over a basic bodysuit and complete the look with faux leather pants.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Tie closure
    • Cropped, form-hugging fit
    • Sheer mesh fabric, front knit lining, minimal stretch
    • Velvet burnout floral pattern
    • Runs true to size

    Style Number/Barcode: 06202-0374

    Category Name: $20 & Under Sale

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Girl Glitter Knit Mini Dress

    Bring on the glitzy and girly vibes with this pretty glitter knit mini dress. It features an on-trend one-shoulder neckline, a single long fitted sleeve, a faux wrap skirt with ruching, and a short, curve-hugging silhouette. Style this dress with sleek hoops and strappy heels.

    Fit & Features

    • One-shoulder neckline
    • Long fitted sleeve
    • High waist seam
    • Faux wrap skirt, ruching
    • Mini-length, form-fitting silhouette
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4117

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparks Fly Ruched Satin Mini Dress

    Set off sparks in this sultry-chic satin mini dress! It features a sleeveless sweetheart neckline with wired cups, a center keyhole cutout, ruched side panels, and a short, curve-hugging silhouette. Style this dress with strappy heels.

    Fit & Features

    • Sleeveless sweetheart neckline, wired cups
    • Center keyhole cutout
    • Adjustable spaghetti straps
    • Hidden back zipper and hook and eye closure
    • Ruched side panels
    • Mini-length, form-fitting silhouette
    • Smooth satin fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-4033

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Glam Rhinestone Box Clutch

    Showcase major glamour when you accessorize your formal 'fit with this box clutch! It features a rectangular shape with a top clasp closure, all-over mini rhinestone embellishment, and an included chain shoulder strap to convert the clutch to a crossbody purse. Complete the look with radiant statement earrings.

    Fit & Features

    • Rectangular shape
    • Top clasp closure
    • Mini rhinestone embellishment
    • Included chain shoulder strap

    Style Number/Barcode: 07204-0492

    Category Name: $20 & Under Sale

    Price: $13.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Slay Every Step Stiletto Heels

    Stylishly slay every step in these trendy stiletto heels! They feature an open square-shaped toe, thin straps leading to a lace-up design, and a sleek stiletto heel. The faux leather material has an all-over multi-colored snake print to bring bold vibes to your look. Complete the outfit with a fab shoulder bag.

    Fit & Features

    • Open square-shaped toe
    • Thin straps
    • Lace-up design, tie closure
    • Open back
    • Stiletto heel
    • Faux leather material, multi-colored snake print
    • Runs true to size

    Style Number/Barcode: 07401-3345

    Category Name: $20 & Under Sale

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Knit Hoodie

    Bring your look back to basics with a hoodie that keeps it casual and comfy! The hoodie features a zippered front, a hood, long sleeves, side pockets, and a cropped hem. The hoodie is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching joggers. 

    Shop Matching JoggersBack To Basics Knit Joggers

    Fit & Features

    • Zippered front
    • Hood
    • Long sleeves
    • Side pockets
    • Cropped hem 
    • Knit fabric 
    • Relaxed fit, moderate stretch, runs true to size

    Style Number/Barcode: 06202-0196

    Category Name: $20 & Under Sale

    Price: $14.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale