$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.

  • Catching Glances PVC Block Mules

    Make heads turn in these PVC block mules. They feature a square toe, asymmetrical PVC straps, and sturdy block heels. Complete your look with a cute skirt

    Fit & Features 

    • Square toe design
    • PVC asymmetrical straps
    • Block heel 
    • Runs true to size

    Style Number/Barcode: 07401-3828

    Category Name: $20 & Under Sale

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Girl Gone Edgy Lug Sole Block Heels

    Chic block heels with an edgy sole! They feature an almond toe design, PVC toe and buckle ankle strap, and a lug platform sole. The heels feature a metallic textured exterior. Style them with an LBD

    Fit & Features

    • Almond toe design
    • PVC toe strap
    • Adjustable ankle strap
    • Lug platform sole
    • Block heel
    • Metallic textured exterior
    • Runs true to size

    Style Number/Barcode: 07401-3806

    Category Name: $20 & Under Sale

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lots To Lug Platform Heels

    One look at these lug heels and you'll be hooked! They feature an almond toe, PVC toe strap, and buckle ankle strap with a lug platform sole. Complete your look with a little red dress

    Fit & Features 

    • Almond toe design
    • PVC toe strap
    • Adjustable buckle ankle strap
    • Lug platform sole
    • Runs true to size

    Style Number/Barcode: 07401-3803

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Babe Fishnet Thigh-High Stockings

    A babe like you loves a sultry look! Style up your outfit with these chic sheer stockings. They feature a fishnet design with a sheer lace trim and a no-slip silicone strip. Pair these thigh-high stockings with your fave heels.

    Fit & Features

    • Fishnet design
    • Sheer lace trim, no-slip silicone strip
    • Hit mid-thigh


    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: 07306-0116

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Over-The-Knee Lace Up Boots

    Keep your look oh so chic in this pair of over-the-knee boots! They feature a lace-up back detail, an almond toe, and a block heel. Pair with leather shorts and a crop top for an edgy babe look. 

    Fit & Features

    • Over-the-knee length
    • Lace-up back detail
    • Almond toe
    • Block heel
    • Fits true to size

    Style Number/Barcode: 07402-0306

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Side Slit Ruched Midi Dress

    Showcase some leg with this sleek ruched midi dress! It features a sleeveless V-neckline with a wrap-front design, spaghetti straps that lead to an open back with a cross-back strap design, ruching down one side, and a mid-length, form-hugging silhouette with a sultry side slit. Style this dress with clear heels.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps, open back, cross-back strap design
    • Ruching down one side
    • Mid-length, form-fitting silhouette
    • Side slit
    • Lightweight knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1354

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Chic Peep-Toe Booties

    Totally chic, these peep-toe booties will dress up your everyday looks. They feature an above the ankle design, an inner zipper closure, and a sturdy block heel. Style these booties with your fave pair of skinny jeans.

    Fit & Features

    • Peep-toe
    • Above the ankle design
    • Inner zipper closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1318

    Category Name: $20 & Under Sale

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Baddie Lug Sole Booties

    Showcase an edgy-chic style with these patent faux leather booties. They feature a round toe, a strap with a buckle detail, and a tall lug sole. Pair these booties with a casual mini dress and a trendy shoulder bag.

    Fit & Features

    • Round toe
    • Strap, buckle detail
    • Lug sole
    • Patent faux leather material
    • Runs small to size


    Please be advised that these booties run one size too small.

    Style Number/Barcode: 07403-1355

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brave And Bold Dragon Lace Up Crop Top

    Keep it brave and bold with a crop top that showcases your one-of-a-kind style! The crop top features a mock neck, an image of two dragons facing one another with "Brave" written at the bottom, long sleeves, and an open back with lace-up ties. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist shorts

    Fit & Features

    • Mock neck 
    • Image of two dragons
    • "Brave" written at the bottom
    • Long sleeves
    • Open back, lace-up ties
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1041

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Public Affair Peplum Corset Top

    Your next girl's night out won't be complete without this chiffon peplum top! It's designed with sheer puff long sleeves, a plunging neckline, a corset-style bodice with a hook-eye closure, and a flirty peplum ruffled hem. Style with high-rise bottoms.

    Fit & Features

    • Sheer puff long sleeves
    • Plunging V-neckline
    • Corset-style bodice with hook-eye closure
    • Peplum ruffled hem
    • Lined chiffon fabric with minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06003-1325

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Beauty Satin Slip Dress

    Showcase your beauty in this sleek satin slip dress! It features a sleeveless low V-neckline, a knot front design with dual waist cutouts, adjustable spaghetti straps, and a mini-length, relaxed fit. Style this dress with clear heels.

    Fit & Features

    • Sleeveless V-neckline
    • Knot front design, dual waist cutouts
    • Adjustable spaghetti straps
    • Hidden back zipper and hook and eye closure
    • Mini-length, relaxed fit
    • Satin fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1333

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam It Up Marabou Block Heels

    Glam it up in heels that are made for divas like you, babe! The heels feature an adjustable ankle strap, an open almond toe, a strap over the toe with marabou trim, and a block heel. Complete look with a crop top and matching skirt set

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe 
    • Strap over the toe, faux marabou trim 
    • Block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-3223

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Such A Stunner Chain Strap Jumpsuit

    Bring the chic and stunning vibes to your night-out look with this on-trend velvet jumpsuit! It features a sleeveless cowl neckline, chunky chain-link straps that lead to an open back with a cross-strap design, a high-rise fitted waist, a chain-link belt accent, and wide pant legs for a retro vibe. The smooth velvet fabric gives the jumpsuit a luxe look. Complete the outfit with strappy stilettos.

    Fit & Features

    • Sleeveless cowl neckline
    • Removable chain-link straps, open back cross-strap design
    • High waist seam
    • Removable chain-link belt
    • Wide pant legs
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-0427

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Sophistication Moto-Style Trench

    Showcase a chic, sophisticated vibe with this long moto-style trench! It features a lapel collar, long sleeves, a dual snap button-down design, a stylish belted waist, and a long, relaxed fit. The smooth faux suede fabric has a luxe feel and will bring an elevated look to your outfit. Pair this trench with sleek booties.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Dual snap button-down design
    • Belted waist
    • Side pockets
    • Faux suede fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0268

    Category Name: $20 & Under Sale

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Chic Cropped Blouse

    Create an effortless and chic look with this woven cropped blouse. It features a subtle sweetheart neckline with a cute tie-front detail, long peasant sleeves with flared hems, and a cropped, fitted silhouette. Style this top with high-rise jeans and mules.

    Fit & Features

    • Sweetheart neckline, tie-front detail
    • Long peasant sleeves, flared hems
    • Back zipper and hook and eye closure
    • Cropped fit
    • Lightweight woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1620

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trend Alert Corduroy Puffer Jacket

    Achieve the stylish status of fab trendsetter with this corduroy puffer! The jacket features a mock neckline, long sleeves, a complete button-down and zip front, front pockets, and adjustable drawstrings at the hem. The jacket is composed of corduroy fabric with a smooth lining and offers a relaxed fit for a casual-chic look. Style this puffer with cute booties.

    Fit & Features

    • Mock neckline
    • Long sleeves, elastic-cinched hems
    • Button-down and zip front
    • Front lined pockets
    • Adjustable drawstrings at the hem
    • Corduroy fabric, smooth lining, minimal stretch, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-0247

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simply Sultry And Stunning Mini Dress

    You'll look simply sultry and stunning in this lightweight knit mini dress! It features a strappy cross-front design with a V-neckline, long fitted sleeves, an open back with a strappy cross-back design, and a short, curve-hugging fit. Style this dress with clear mules.

    Fit & Features

    • Front and back cross-strap designs
    • V-neckline
    • Open back
    • Long fitted sleeves
    • Mini-length, form-fitting silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4289

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clear Must-Have Top Handle Bag

    This chic top handle bag is a clear must-have this season. It features a faux leather top handle strap, a fold-over design, a clear material with faux leather trim, and an included faux leather shoulder strap to convert the bag to a crossbody purse. Complete the look with strappy mules.

    Fit & Features

    • Faux leather top handle strap
    • Fold-over design
    • Clear material, faux leather trim
    • Included removable faux leather shoulder strap

    Style Number/Barcode: 07203-0841

    Category Name: $20 & Under Sale

    Price: $12.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All In The Details Fringe Earrings

    These chic and trendy detailed statement earrings will bring the stylish vibes to your look! They feature a pointed post design with rhinestone embellishment leading to cascading rhinestone and metal chain fringe. Pair these earrings with a little black dress.

    Fit & Features

    • Pointed post design, rhinestone embellishment
    • Rhinestone and metal chain fringe
    • Post-back closure


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

    Style Number/Barcode: 07001-1083

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Camo Long Line Jacket

    Step up your casual style with this cute long line camo jacket! It features a collared neckline, long sleeves, a complete button-down front, buttoned chest pockets, distressed detailing, and a long line relaxed silhouette with a frayed hem. Layer this jacket over a mini dress and complete the look with booties.

    Fit & Features

    • Collared neckline
    • Long sleeves, single-button details
    • Complete button-down front, buttoned chest pockets
    • Distressed detailing
    • Long line relaxed fit, frayed hem
    • Woven fabric, no stretch, camouflage print
    • Runs true to size

    Style Number/Barcode: 06204-0998

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet And Sassy Chiffon Crop Top

    Sweet and sassy will be your go-to style in this adorable chiffon crop top. It features a sweetheart neckline, a tie-front detail at the bust, long sheer bishop sleeves, a stretchy smocked back design, a cropped, form-hugging fit, and an all-over leopard print pattern. Complete the outfit with high-rise jeans and cute mules.

    Fit & Features

    • Sweetheart neckline
    • Tie-front detail at the bust
    • Long sheer bishop sleeves, elastic cinched hems
    • Stretchy smocked back design
    • Cropped, form-hugging fit
    • Sheer chiffon fabric, front knit lining, leopard print
    • Runs true to size

    Style Number/Barcode: 06003-1550

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Luxe Velvet Flare Pants

    Step up your style this season with these trendy luxe velvet pants. They feature a high-rise elastic-banded waist, a form-hugging fit, and a retro flared hem. The smooth velvet fabric offers plenty of stretch. Pair these pants with a chic crop top.

    Fit & Features

    • High-rise elastic-banded waist
    • Form-hugging fit
    • Flared hem
    • Velvet fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0768

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mckenna Formal Ruched Midi Dress

    Special Occasion 

    Bring the glamour to your event with a formal dress that exudes luxe! Mckenna features a sleeveless V-neckline, adjustable spaghetti straps, a high side slit, a bold open back with back ties, ruching at the lower back, and a midi length silhouette. The dress is composed of a lined satin fabric that offers a form hugging fit with a slight stretch. Complete look with a rhinestone anklet and heels. 

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • High side slit
    • Bold back, back ties
    • Ruching at the lower back
    • Midi length 
    • Form hugging fit, slight stretch, runs true to size

    Style Number/Barcode: 05001-0739

    Category Name: $20 & Under Sale

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Biker Girl Moment Corduroy Jacket

    Layer on this corduroy moto-inspired jacket for a biker girl moment! It features a collared neckline, an asymmetrical zip front, long sleeves, a front belted waist, and a relaxed, oversized fit. Style this jacket with ankle booties for the perf fall look.

    Fit & Features

    • Collared neckline
    • Asymmetrical zip front
    • Long sleeves, dual snap-button details
    • Front belted waist, elastic-banded design at the back
    • Oversized fit
    • Corduroy fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1227

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance