$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Espresso Martini Crop Graphic Tee

    Shake, sip, and slay in this of-the-moment crop graphic tee featuring short sleeves, a crew neckline, and a front graphic and script that reads "Espresso Martini Social Club/Members Only".

    Fit & Features

    • Knit fabric with moderate stretch
    • Short sleeves
    • Crew neckline
    • Front graphic and script "Espresso Martini Social Club/Members Only"
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06002-1919

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Deirdre Satin and Lace Sleeveless Mermaid Dress

    Special Occasion

    Radiate modern sophistication with a long satin dress that makes an unforgettable impression! The dress features a sleeveless v-neckline with contrasting lace overlay, a tie-front accent at the bust, adjustable spaghetti straps, and a mermaid silhouette. Complete your formal outfit with metallic heels. 

    Fit & Features

    • Premium satin fabric, short chiffon lining
    • Sleeveless V-neckline
    • Sheer lace overlay at the bust
    • Adjustable spaghetti straps
    • Long hem length
    • Mermaid silhouette, high side slit
    • Runs true to size

    Style Number/Barcode: 05002-8933

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Stunning Patent Faux Leather Under The Knee Platform Boots

    Showcase your stunning taste with faux patent leather under-the-knee boots that feature an almond toe with a platform, an inner zipper closure for a secure fit, and a sturdy block heel. Complete the outfit with a bodysuit and mini skirt. 

    Fit & Features

    • 3.5" stacked block heel, 8" leg opening, 16" shaft height
    • Faux patent leather material 
    • Under the knee length 
    • Inner zipper closure 
    • Almond toe, platform
    • Block heel
    • Runs true to size

    Style Number/Barcode: 07402-1026

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Trendy Drop Waist Ruffled Skater Dress

    Bring the trendy vibes to your party look with this sweet skater dress featuring a sleeveless scoop neckline with tie-back halter straps. The drop waist silhouette leads to a mini-length tiered ruffled hem with a skater silhouette for that adorable flair.

    Fit & Features

    • Ponte knit fabric with moderate stretch
    • Scoop neckline
    • Halter tie-back straps, partially open back
    • Drop waist
    • Mini-length tiered ruffled hem
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3701

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Style Button-Down Plaid Flannel Top

    This casual plaid flannel top features a classic collared neckline paired with long sleeves, a complete button-down front, and a single chest pocket. The mid-length relaxed fit makes it perfect for layering over basic crop tops.

    Fit & Features

    • Plaid printed cotton-blend woven fabric, non-stretch
    • Collared neckline
    • Button-down front
    • Long sleeves, dual button detailing
    • Chest pocket
    • Mid-length hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06003-2609

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish As Ever Square Toe Nubuck Block Heels

    Step into summer looking as stylish as ever in these nubuck heels! Always chic and trendy, they feature a square toe, a wide strap, and a block heel that elevates the style. Complete the look in a stylish romper for a brunch or outing with the girls!

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Wide strap
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-5094

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moment to Shine Rhinestone Bracelet

    Let yourself shine with this must-have rhinestone bracelet perfect for pairing with a satin formal dress!

    Fit & Features

    • Single-row flexible memory wire
    • Wavy design
    • Rhinestones

    Style Number/Barcode: 07003-0599

    Category Name: $20 & Under Sale

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Born To Be Wild Off-Shoulder Graphic Crop Top

    Born to be wild? This graphic crop top is perfect for showing off your rebel side. It features a trendy off-shoulder neckline, a front graphic with a script that reads "Vintage Ride/Born To Be Wild", and a fitted crop hem. Complete the look in a denim skort and sneakers for a casual hang.

    Fit & Features

    • Cotton knit fabric, moderate stretch
    • Off-shoulder neckline
    • Front graphic, script reads "Vintage Ride/Born To Be Wild"
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-1911

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tequila Time Oversized Graphic Tee

    Style up your bar-hopping 'fit with this oversized graphic tee! Made with cotton fabric, it features a crew neckline, short sleeves, a trendy tequila label graphic, and a relaxed oversized fit. Style with a denim mini skirt and booties!

    Fit & Features

    • Cotton fabric with moderate stretch
    • Tequila label graphic
    • Crew neckline
    • Short sleeves
    • Oversized fit

    Style Number/Barcode: 06002-1902

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Fierce Leopard Print and Bow Maxi Skirt

    Shop Matching Top: Forever Fierce Leopard Print and Bow Top

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Leopard print
    • Mid-rise waist with mini bow accent
    • Maxi-length hem, back slit
    • Slim-fit silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1068

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Edgy Platform Block Heel Booties

    These stylishly edgy faux suede booties are designed with a ribbed elastic gore at the ankle for added stretch and an inner zipper closure for effortless wear. They feature a round toe, a platform lug sole, and a chunky block heel.

    Fit & Features

    • 3.5" Chunky block heel, 4.5" leg opening, 3" shaft height
    • Faux microsuede material
    • Ankle-high
    • Ribbed elastic gore, inner zipper closure
    • Round toe
    • Platform lug sole
    • Runs true to size

    Style Number/Barcode: 07403-1820

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Element Faux Suede Under-The-Knee Boots

    Chic and on-trend, these faux suede boots feature an under-the-knee height to stylishly pair with mini dresses, pants, or leggings. They feature a pointed toe, a complete inner zipper closure for effortless styling, and an asymmetric block heel.

    Fit & Features

    • Asymmetric block heel
    • Faux suede material
    • Under-the-knee height
    • Pointed toe
    • Complete inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07402-1049

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Fave Faux Leather Block Heel Booties

    These sleek faux leather booties will become your new fave! They feature a trendy square-shaped toe, an inner zipper closure for effortless styling, and a thin block heel. Pair with a crossbody bag.

    Fit & Features

    • 3.5" Thin block heel, 5" leg opening, 3.5" shaft height
    • Faux leather material
    • Above-the-ankle fit
    • Square toe
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07403-1798

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorably Flirty Lace Trim Drop Waist Skater Dress

    Adorably flirty, this woven skater dress is designed with a strapless straight neckline accented with a satin ribbon detail, a chic corset-style bodice with a dainty lace trim, and a lace-up back for a customized fit. The on-trend drop waist seam leads to a short pleated skater silhouette with the cutest sheer lace hem.

    Fit & Features

    • Lined poplin woven fabric, minimal stretch
    • Strapless straight neckline, satin ribbon detail, no-slip strip
    • Corset-style bodice, flexible boning, lace trim design
    • Lace-up back, side zipper with hook-eye closure
    • Drop waist seam
    • Short pleated skater silhouette, sheer lace hem
    • Runs true to size

    Style Number/Barcode: 05101-3707

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless And Cool Corduroy Cargo Flare Pants

    Fit & Features

    • Corduroy fabric, minimal stretch
    • High-rise waist, belt loops
    • Hidden front zipper with button closure
    • Dual front and back pockets, dual side cargo flap pockets
    • Flared hem
    • Pants in size small have a 9" front rise with a 32" inseam
    • Runs true to size

    Style Number/Barcode: 06302-0836

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious Style Lace-Up A-Line Crepe Mini Dress

    This sleeveless crepe mini dress features a square neckline, a lace-up back that attracts attention, and a flattering A-line silhouette. Perfect for the school dance or a dressy date night.

    Fit & Features

    • Crepe fabric lined with stretchy knit
    • Square neckline, padded bra cups
    • Shoulder straps
    • Lace-up back
    • A-line mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3580

    Category Name: $20 & Under Sale

    Price: $11.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Staple Striped Ribbed Knit Midi Dress

    This trendy ribbed knit midi dress features a sleeveless V-neckline, spaghetti straps, and a high-cut front slit on the form-hugging silhouette. Perfect for pairing with hoop earrings and flats.

    Fit & Features

    • Ribbed knit fabric with plenty of stretch
    • V-neckline
    • Spaghetti straps
    • Front slit
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2077

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Status Corduroy Pleated Drop Waist Mini Skort

    This trendy corduroy mini skort features a mid-rise fit with front button closures, an of-the-moment drop waist design, a short pleated A-line overlay with a side slit, and hidden fitted shorts. Style with a cable knit sweater and knee-high boots.

    Fit & Features

    • Corduroy fabric
    • Mid-rise fit, three front button closures
    • Drop waist design
    • Mini-length pleated overlay, A-line fit
    • Side slit
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06303-0283

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Upscale Company Cowl Halter Faux Pearl Mini Dress

    Leave a glamorous impression in this sleeveless mini dress featuring a halter cowl neckline with padded bra cups for support. The faux pearl embellished mesh fabric hugs your curves along the bodycon silhouette down to the mini-length hem. 

    Fit & Features

    • Faux pearl-embellished mesh fabric, stretchy knit lining
    • Cowl halter neckline, spaghetti strap tie
    • Padded bra cups
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-5709

    Category Name: $20 & Under Sale

    Price: $11.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sophistication Faux Leather Clutch

    A sleek faux leather clutch in a convenient small rectangular body with a spacious interior to keep your must-haves in. Pair with a crop top and trousers.

    Fit & Features

    • Smooth faux leather material
    • Small rectangular-shaped body
    • Fold-over design with metal trim, magnetic button closure
    • Removable dainty chain-link shoulder strap
    • Woven lined interior with single pocket

    Style Number/Barcode: 07203-2075

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool-Girl Edge Platform Block Heel Booties

    Add some cool-girl edge to your cold-weather 'fits with these faux suede platform booties designed with a ribbed knit elastic gore and ankle. They feature a round toe, a platform lug sole, and a chunky block heel.

    Fit & Features

    • 3.5" Chunky block heel, 4.5" leg opening, 3.5" shaft height
    • Faux microsuede material
    • Ankle-high
    • Ribbed knit elastic gore and ankle, back pull tab
    • Round toe
    • Platform lug sole
    • Runs true to size

    Style Number/Barcode: 07401-5118

    Category Name: $20 & Under Sale

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Sweet Long Sleeve Drop Waist Skater Dress

    Stay forever sweet in this skater dress featuring a sleek square neckline and ruching that flatters your figure. Pair with heels.

    Fit & Features

    • Stretchy smooth knit fabric
    • Square neckline
    • Long fitted sleeves
    • Ruching
    • Drop waist
    • Mini-length tiered skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3745

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Sheen Floral Satin Strapless Corset Top

    Flirty with a chic sheen, this floral satin corset top features a strapless straight-across neckline, a lace-up back design for a customized fit, and a fitted cropped hanky hem. Style with high-rise jeans and mules.

    Fit & Features

    • Floral printed satin woven fabric with knit lining, minimal stretch
    • Strapless straight neckline
    • Flexible boning
    • Lace-up back design
    • Fitted cropped hanky hem
    • Runs true to size

    Style Number/Barcode: 06003-2643

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Katalina V-Neck Ruffle A-Line Party Dress

    Special Occasion

    The Katalina sleeveless mesh party dress features a V-neckline with padded bra cups for support, adjustable spaghetti straps for a customized fit, and a voluminous ruffled A-line short silhouette. Perfect for prom or birthdays, pair with platform heels.

    Fit & Features

    • Mesh fabric, multiple stretchy knit and tulle linings
    • V-neckline
    • Padded bra cups
    • Adjustable spaghetti straps
    • Back zipper with hook-eye closure
    • Ruffled A-line short silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2460

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale