$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.

  • Denim Diva Sleeveless Catsuit

    Showcase your fashion diva side in this trendy denim catsuit! It features a sleeveless bodice, tank straps, a V neck and back, and a back zipper closure. The high waist leads to form-fitting pant legs, offering a curve-hugging style. The denim fabric offers moderate stretch. Complete your look with a chic necklace and heels.

    Fit & Features

    • Tank straps
    • V neck and back
    • Back zipper closure
    • High waist
    • Fitted pant legs
    • Form-hugging fit
    • Denim fabric with a moderate stretch

    Style Number/Barcode: 06602-0088

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lovely In Lace Caged Front Teddy

    Look oh-so-lovely in this stunning and sultry lace teddy! It features a sleeveless bodice with adjustable spaghetti straps, a caged front with a V-wired design, a backless design with a strap with a hook and eye closure, and a cheeky fit. The dainty sheer lace fabric offers plenty of stretch and a form-hugging fit. Layer a sheer mesh duster over this teddy for a sexy look.

    Fit & Features

    • Adjustable spaghetti straps
    • Caged front with a V-wired design
    • Back strap with a hook and eye closure
    • High waist seam
    • Cheeky fit
    • Sheer lace fabric with plenty of stretch
    • Form-fitting style


    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: 07103-0547

    Category Name: $20 & Under Sale

    Price: $13.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Getaway One-Piece Swimsuit

    Look absolutely gorgeous for your weekend getaway in this adorable one-piece swimsuit! It features thin shoulder straps that lead to a backless design, a V neckline with a zipper front, open side details, a semi-cheeky fit, and an all-over tropical print. Layer on a flowy sheer duster and complete the look with strappy sandals.

    Fit & Features

    • Thin shoulder straps
    • Open back
    • V neckline with a zipper front
    • Open sides
    • Semi-cheeky fit
    • Ribbed fabric with a tropical print
    • Runs true to size


    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07109-0217

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Casual High Rise Frayed Cutoff Shorts

    Keep it casual and laid back with shorts that channel those lowkey vibes. The shorts feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, and a frayed cutoff hem. Complete the look with a ruched crop top

    Fit & Features

    • High rise waist
    • Single-button with hidden zipper closure
    • Traditional five-pocket with belt loop design 
    • Moderate destruction 
    • Frayed cutoff hem 
    • Form hugging fit with a moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06603-0163

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Ribbed Knit Cropped Halter Top

    Keep it cute and basic with a cropped halter top that is perf for keeping it casual. The top features a halter neck with a V-neck bust, a partially open back, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit. Complete look with the matching cardigan and sneakers

    Shop Matching Cardigan: Basic Ribbed Knit Cropped Cardigan

    Fit & Features

    • Halter V-neckline
    • Partially open back
    • Cropped hem
    • Ribbed knit fabric
    • Form-hugging fit
    • Matching cardigan sold separately 

    Style Number/Barcode: 06005-0940

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Ribbed Knit Cropped Cardigan

    Keep it cute and basic with a cropped cardigan that is perf for a casual day. The cardigan features a draped open front, a multi-button down front, long sleeves, and a cropped hem. The cardigan is composed of a ribbed knit fabric that offers a form hugging fit. Complete the look with the matching cardigan and sneakers.

    Shop Matching Halter: Basic Ribbed Knit Cropped Halter Top

    Fit & Features

    • Draped open front
    • Multi-button down front
    • Long sleeves
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit
    • Matching halter sold separately

    Style Number/Barcode: 06005-0941

    Category Name: $20 & Under Sale

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Stunning Sheer Lace Teddy

    You'll always look stunning in this chic sheer lace teddy. It features a sleeveless bodice, spaghetti straps with a caged front design, a sweetheart neckline with a structured and lined bust, a high waist seam, and a semi-cheeky fit. Layer on a flowy duster for a gorgeous look.

    Fit & Features

    • Spaghetti straps
    • Caged front design
    • Sweetheart neckline
    • Structured and lined bust
    • Semi-cheeky fit
    • Sheer lace fabric
    • Runs true to size


    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: 07103-0546

    Category Name: $20 & Under Sale

    Price: $15.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lookin' Chic Longline Blazer

    Layer on this must-have blazer to add a chic vibe to all your looks! It features a longline design, three-quarter length cuffed sleeves, a lapel collar, front pockets, and a single-button closure. Complete your look with new earrings and a stylish clutch.

    Fit & Features

    • Longline design
    • Three-quarter length cuffed sleeves
    • Lapel collar
    • Front pockets
    • Single-button closure
    • Polyester woven fabric

    Style Number/Barcode: 06204-0921

    Category Name: $20 & Under Sale

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cloud Nine Cozy Pajama Shorts

    Keep it dreamy in pajama shorts that make you feel like you're on cloud nine! The shorts feature an elastic high-rise waist with drawstring, a cloud dye print, and a cheeky fit. The shorts are composed of a soft fleece knit fabric that offers a relaxed fit with a moderate stretch. Complete the look with the matching tank. 

    Shop Matching Pajama Tank: Cloud Nine Cozy Pajama Tank

    Fit & Features

    • Elastic high rise waist
    • Drawstring
    • Cloud dye print
    • Cheeky fit
    • Fleece knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0505

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cloud Nine Cozy Pajama Tank

    Keep it dreamy in a pajama tank that make you feel like you're on cloud nine! The tank features a sleeveless V-neckline, tank shoulder straps, a cloud dye print, and a cropped hem. The tank is composed of a soft fleece knit fabric that offers a relaxed fit with a moderate stretch. Complete the look with the matching pajama shorts.

    Shop Matching Pajama Shorts: Cloud Nine Cozy Pajama Shorts

    Fit & Features

    • Sleeveless V-neckline
    • Tank shoulder straps
    • Cloud dye print
    • Cropped hem
    • Fleece knit fabric
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0504

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Goals Cable Knit Pajama Tank

    This pajama tank is giving us major style goals! Lounge in this pajama tank that features a sleeveless V-neckline, spaghetti straps, and a cropped hem. The tank is composed of a soft to the touch cotton cable knit fabric that offers a relaxed fit with a moderate stretch. Complete the look with the matching pajama shorts.

    Shop Matching Pajama Shorts: Major Goals Cable Knit Pajama Shorts

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps 
    • Cropped hem 
    • Cotton cable knit fabric
    • Relaxed fit
    • Moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0502

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Long Line Bralette

    Keep it fierce and fab in a bralette that slays! The bralette features a sleeveless V-neckline, adjustable spaghetti straps, a leopard print, and a cropped hem. The longline-styled bralette is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with matching pajama shorts.

    Shop Matching Bottoms: High Waist Leopard Print Pajama Shorts

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Leopard print
    • Cropped hem 
    • Ribbed knit fabric 
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07107-0580

    Category Name: $20 & Under Sale

    Price: $5.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Style Faux Leather Stiletto Mules

    Have a chic elevated style when you pair your trendy 'fits with these adorable faux leather mules! They feature an open square toe, a wide toe strap with a woven design, an open back, and a short stiletto heel. Complete your look with a corset top and mom jeans.

    Fit & Features

    • Open square toe
    • Wide toe strap
    • Woven design
    • Open back
    • Short stiletto heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2720

    Category Name: $20 & Under Sale

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Sunglasses

    All eyes will be on you in these trendy-chic sunglasses. They feature a skinny hexagon-shaped design with a thin gold metal frame and green-tinted lenses. Pair these sunnies with your fave boho-inspired look and strappy sandals.

    Fit & Features

    • Skinny hexagon-shaped design
    • Thin gold metal frame
    • Green-tinted lenses

    Style Number/Barcode: 07008-0808

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy And Posh Pearl Hair Accessory Set

    Give your everyday look a preppy and posh vibe with this adorable hair accessory set! It features a gold metal headband with three rows of mini pearls and two gold metal hair clips with front pearl details. Style your pretty tresses with these chic accessories, and complete your outfit with a cute top and a plaid mini skirt.

    Fit & Features

    • Three-pack hair accessory set
    • Gold metal headband with three rows of mini pearls
    • Two gold metal hair clips with front pearl details
    • Rounded and square-shaped hair clips

    Style Number/Barcode: 07006-0198

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Faux Leather Corset Belt

    Showcase your chic style in this sleek faux leather corset belt. It features a curved under-the-bust design with a front smooth faux leather finish. Pair this belt over an oversized button-down top with biker shorts for a trendy 'fit.

    Fit & Features

    • Corset belt
    • Curved under-the-bust design
    • PU material
    • Elastic sides
    • Back snap button closures

    Style Number/Barcode: 07301-0301

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • So Luxe Quilted Faux Leather Crossbody Bag

    Give your outfits a luxe look with this adorable crossbody bag. It features a rectangular shape, a fold-over design with a turn-lock and snap button closure, and a faux leather and chain shoulder strap. The interior features a hidden zippered pocket, a front pouch, and two open pockets. The bag is composed of a smooth faux leather material with a chic quilted chevron pattern. Pair this purse with new heels for a fab vibe.

    Fit & Features

    • Rectangular shape
    • Fold-over design
    • Turn-lock and snap button closure
    • Faux leather and chain shoulder strap
    • Hidden zippered pocket, front pouch, two open pockets
    • Faux leather material, quilted chevron pattern
    • Smooth faux leather interior

    Style Number/Barcode: 07203-0545

    Category Name: $20 & Under Sale

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Say Yes To Florals Mesh Bodycon

    Say yes to a gorgeous bodycon that keeps it sweet and sultry. The dress features an off-the-shoulder neckline, a sweetheart bust with a no-slip strip, padded cups, a ruched body, long ruched sleeves, and a floral print. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules and a quilted diamond crossbody. 

    Fit & Features

    • Off the shoulder neckline, sweetheart bust
    • No-slip strip, padded cups
    • Long ruched sleeves
    • Ruched body
    • Floral print
    • Lined mesh fabric, form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-0991

    Category Name: $20 & Under Sale

    Price: $22.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Snake Print Biker Shorts

    Keep it sassy in snake print biker shorts that bring those fierce vibes. The shorts feature a high-rise waist, a snake print, a mid-thigh length, and composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a matching snake print top and combat boots

    Fit & Features

    • High rise waist
    • Snake print
    • Mid-thigh length
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06503-0188

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Window Pane Trench Coat

    Strike a classic impression with a trench coat that is perfect for nailing those sophisticated vibes. The trench coat features a windowpane design, a collared neckline, long sleeves, a belted waist, and a mid-thigh length. Complete look with a satin midi dress and mules. 

    Fit & Features

    • Collared neckline
    • Windowpane design 
    • Long sleeves
    • Tie waist belt, hidden side pockets
    • Mid-thigh length
    • Lightweight woven fabric, relaxed fit 
    • Minimal stretch runs true to size

    Style Number/Barcode: 06204-0916

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chasing The Sun Swim Bottoms

    Soak up those sun rays as you lounge in the sand in these too cute swim bottoms! They feature a high rise banded waist, a semi-cheeky fit, and a striped pattern perf for the spring and summer months. Complete your beach-ready look with the matching swim top and some adorable sandals.

    Shop Matching Swim Top: Chasing The Sun Swim Top

    Fit & Features

    • High rise banded waist
    • Semi-cheeky fit
    • Striped pattern

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0639

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning And Sultry Snake Print Swim Bottoms

    Bring those stunning and sultry vibes to your poolside look in these snake print swim bottoms! They feature a high-cut design, thin strap details on each side, and a cheeky bottom with minimal coverage. Complete your fierce look with the matching swim top and a sheer mesh duster.

    Shop Matching Swim Top: Stunning And Sultry Snake Print Swim Top

    Fit & Features

    • High-cut design
    • Thin straps
    • Cheeky bottom with minimal coverage
    • Snake print


    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0697

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitter Goals Embellished Jelly Sandals

    Elevate your glam status in these adorable glitter jelly sandals! They feature a T-strap design with a silver chrome strap, iridescent gemstone embellishment, an adjustable ankle strap, and a flat sole. Pair these trendy sandals with a skater dress and earrings for a pretty party look.

    Fit & Features

    • T-strap design
    • Silver chrome straps
    • Iridescent gemstone embellishment
    • Adjustable ankle strap
    • Flat sole
    • Glitter PVC material

    Style Number/Barcode: 07404-0682

    Category Name: $20 & Under Sale

    Price: $7.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Chic Ruched Mini Skirt

    Show off your trendy-chic style in this adorable faux suede mini skirt! It features a high-rise waist, ruching on one side with a drawstring at the hem, and a short, curve-hugging silhouette. Pair this skirt with a flirty crop top and clear heels for a perfect date look.

    Fit & Features

    • High-rise waist
    • Ruching on one side
    • Drawstring at the hem
    • Mini-length, form-fitting style
    • Faux suede fabric
    • Runs true to size

    Style Number/Barcode: 06501-0378

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale