$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.

  • Damsel In Distress High-Rise Mom Shorts

    You may be a damsel in distress, but at least you're well dressed in these high-rise mom shorts! They feature edgy distressed accents on the front and a frayed hem on light wash denim fabric with no stretch. Complete the look in a graphic top and sneakers.

    Fit & Features

    • High-rise waist
    • Distressed accents on the front
    • Mom style, frayed hem
    • Front button and hidden zipper closure
    • Classic 5-pocket design, belt loops
    • Light wash denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0267

    Category Name: $20 & Under Sale

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Sass Cropped Blouse

    Bring the sass in this edgy-chic cropped blouse. It features a sultry off-the-shoulder design with a notched front neckline, long sheer bishop sleeves, a wrap-front, and a cropped, form-hugging fit. The sheer mesh fabric has an all-over snake print pattern and includes a front knit lining. Style this top with black jeans and strappy heels.

    Fit & Features

    • Off-the-shoulder design, wired notched neckline
    • Long sheer bishop sleeves, elastic cinched hems
    • Wrap-front, stretchy smocked back
    • Cropped, form-hugging fit
    • Snake print
    • Sheer mesh fabric, front knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4149

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • LA Scene Distressed Mom Shorts

    Steal the scene in the big city! These high-rise mom shorts feature distressed accents, a frayed hem, and side slit accents. The medium-wash cotton fabric offers no stretch. Complete the look in a trendy crop top.

    Fit & Features

    • High-rise waist
    • Mom style
    • Side slit accents, frayed hem
    • Button and hidden zipper closure
    • Classic 5-pocket styling, belt loops
    • Medium wash denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0269

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Silicone Underwire Clasp Bra

    Achieve a discreet look with plenty of comfort! This reusable bra provides coverage and a smooth appearance under your favorite backless and low-cut styles. The clasp front secures the bra in place for the perfect fit. Style under a sleek dress and strappy heels for a night out. 

    Fit & Features

    • Adhesive padded cups
    • Strapless and backless
    • Deep plunging front
    • Front clasp closure

     

    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: 07101-0360

    Category Name: $20 & Under Sale

    Price: $9.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Thing Animal Print Bodysuit

    Keep it wild in a bodysuit that unleashes your fierce style. The bodysuit features a scoop neckline, tank-like straps that offer support, and an all-over leopard print. Complete your look with high waist jeans for a chic look. 

    Fit & Features

    • Scoop neckline
    • Tank-like straps 
    • Leopard print
    • Form hugging fit

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2613

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Play Crepe Corset Top

    Play up the floral trend for spring! Create a cute 'fit in this crepe corset top featuring long peasant sleeves, a smocked back, a sweetheart pleated bust with built-in padded cups, and front hook-eye closures with a cropped hem. Complete the look in lucite mules.

    Fit & Features

    • Long peasant sleeves, elastic cinched, ruffled hems
    • Sweetheart pleated bust, built-in padded cups
    • Front hook-eye closures
    • Floral pattern
    • Fitted crop hem, smocked back
    • Woven fabric, front lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1594

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Yacht Club Lace-Up Bikini Bottoms

    Look and feel like a million bucks in these bikini bottoms for a yacht party! They feature a mid-rise waist, side lace-up with adjustable ties, and a hipster silhouette. Complete the look in the matching bikini top.

    Shop The Matching Bikini Top: Yacht Club Halter Bandeau Bikini Top

    Fit & Features

    • Mid-rise waist
    • Side lace-up with adjustable ties
    • Hipster silhouette
    • Moderate coverage
    • Fits true to size

     

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

    Style Number/Barcode: 07105-0812

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Yacht Club Halter Bandeau Bikini Top

    Look and feel like a million bucks in this bikini top for a yacht party! It features a halter bandeau-style neckline with an adjustable tie for a custom fit, a v-notch front accent, built-in padded bust, and back snap closure. Complete the look in the matching bikini bottoms.

    Shop The Matching Bikini Bottoms: Yacht Club Lace-Up Bikini Bottoms

    Fit & Features

    • Halter bandeau neckline
    • Adjustable neck tie
    • V-notch front accent
    • Built-in padded bust
    • Back snap closure
    • Fits true to size

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

    Style Number/Barcode: 07104-0665

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beach Babe String Bikini Bottoms

    You'll be the only babe on the beach! This cute and classic bikini bottom features a mid-rise waist, side strings, and a cheeky cut back. Complete the look in the matching bikini top.

    Shop Matching Bikini Top: Beach Babe Triangle Halter Bikini Top

    Fit & Features

    • Mid-rise waist
    • Side strings
    • Cheeky cut back
    • Lined fabric
    • Runs true to size

    Style Number/Barcode: 07105-0850

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beach Babe Triangle Halter Bikini Top

    You'll be the only babe on the beach! This cute and classic bikini top features triangle cups with removable pads and a dual string tie-back closure that's customizable for the perfect fit. Complete the look in the matching bikini bottoms. 

    Shop Matching Bikini Bottoms: Beach Babe String Bikini Bottoms

    Fit & Features

    • Triangle cups with removable pads
    • Dual string tie-back closure
    • Customizable fit
    • Lined fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07104-0701

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Jelly Quilted Crossbody

    Get on the jelly trend with this crossbody bag featuring a diamond quilt pattern, turn-lock closure, chain-link strap, and a spacious interior. Complete the look in cute slides.

    Fit & Features

    • Diamond quilt pattern
    • Turn-lock closure
    • Chain-link strap
    • Spacious interior
    • Jelly material

    Style Number/Barcode: 07203-0923

    Category Name: $20 & Under Sale

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cross My Heart Halter Jumpsuit

    Cross your heart and hope to be chic! Allure them all in this halter jumpsuit featuring a sleeveless V-neck with criss-cross straps, tie closure, and a sultry front cutout bodice along the empire waist. Complete the look in stiletto heels for a girl's night.

    Fit & Features

    • Sleeveless V-neck
    • Halter criss-cross straps, tie closure
    • Empire waist
    • Front cutout accent
    • Form-fitting silhouette
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0811

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Essential Pajama Top

    This soft knit pajama top is a definite cozy essential! It features a scoop neckline, long fitted sleeves, and a cropped, form-hugging fit. Complete your lounge-ready look with the matching pajama leggings and fuzzy slippers.

    Shop Matching Bottoms: Cozy Essential Pajama Leggings

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves
    • Cropped
    • Form-hugging fit
    • Lightweight knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0727

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tulum String Bikini Bottoms

    The perfect bikini for your next vacay in Tulum! It features a mid-rise waist, side string straps, and a cheeky fit. Complete the look in the matching bikini top.

    Shop The Matching Bikini Top: Tulum Triangle Bikini Top

    Fit & Features

    • Mid-rise waist
    • Side string straps
    • Cheeky fit
    • Fits true to size

    Style Number/Barcode: 07105-0808

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tulum Triangle Bikini Top

    The perfect bikini for your next vacay in Tulum! It features a classic triangle cup design, plunge neck, a back hook closure, and adjustable straps so you can customize the fit. Complete the look in the matching bikini bottoms. 

    Shop The Matching Bikini Bottoms: Tulum String Bikini Bottoms

    Fit & Features

    • Triangle cup design
    • Removable padding 
    • Plunge neck
    • Back hook closure
    • Adjustable straps
    • Fits true to size

    Style Number/Barcode: 07104-0661

    Category Name: $20 & Under Sale

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Escape Mesh Bra And Panty Garter Set

    Escape to fantasy with your honey! Sultry and sheer, this floral embroidered lingerie set includes a sweetheart bra with adjustable spaghetti straps, underwire bust support, and a caged strap design with back hook-eye closures. The matching thong panty features a high-rise waist and thin side straps with a garter belt with adjustable straps. Complete the look in false lashes for a babydoll vibe. 

    Fit & Features

    • Sweetheart bra, underwire bust, adjustable spaghetti straps
    • Caged strap design, hook-eye back closures
    • High-rise thong panty, thin side straps
    • Garter belt, adjustable straps
    • Floral mesh embroidery
    • No stretch
    • 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: 07107-0710

    Category Name: $20 & Under Sale

    Price: $8.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All For Florals Velvet Burnout Bustier

    If you're all for florals this cute bustier is perfect for you! It features a sleeveless, sweetheart bust, built-in padded cups and underwire support, adjustable spaghetti straps, flexible boning inserts, cropped hem, and a smocked back. Complete the look in a flirty mini skirt for a v-day fit.

    Fit & Features

    • Sleeveless, sweetheart bust
    • Built-in padded cups, underwire support
    • Adjustable spaghetti straps
    • Flexible boning inserts
    • Cropped hem, smocked back
    • Floral velvet burnout, lined fabric
    • Fits true to size, no stretch

    Style Number/Barcode: 06003-1566

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flower Fields Satin Pleated Corset Top

    Skip through the flower fields in this IG-worthy floral corset top! Featuring a sleeveless, plunge neckline with pleat detailing, a corset-style bodice with flexible boning, cropped hem, and back zipper closure. Complete the look in a trendy skirt and boots.

    Fit & Features

    • Sleeveless, plunge neckline
    • Pleat detailing, floral pattern
    • Corset-bodice, flexible boning
    • Cropped hem
    • Back zipper closure
    • Satin woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06003-1714

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Sheer Moment Crop Top

    You'll have a stunning sheer moment in this on-trend crop top! It features a turtleneck, long fitted sleeves, a cropped, form-hugging fit, and is composed of chic sheer mesh fabric. Style this top with a lacey bralette and distressed denim.

    Fit & Features

    • Turtleneck
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Sheer mesh fabric
    • Bralette not included
    • Runs true to size

    Style Number/Barcode: 06001-4177

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Style Faux Leather Mini Skirt

    Wrap yourself in style with a mini skirt that makes a fierce impression! The skirt features a high-rise waist, criss-cross ties at the waist, and a mini-length hem. The skirt is composed of a lined faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and mules. 

    Fit & Features

    • High rise waist
    • Criss-cross ties at the waist
    • Mini length hem 
    • Lined faux leather fabric 
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0440

    Category Name: $20 & Under Sale

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek And Fab Faux Leather Bustier

    Keep it sleek and fab with a bustier that makes them all take a double take! The bustier features a sweetheart neckline with padded cups, tank-like shoulder straps, and lexible boning that provides structure. The bustier features a cold shoulder accent with long sleeves and a trendy hook and eye front closure. Bustier is composed of a combination of a lined faux leather fabric and lightweight woven fabric. Complete look with liquid leggings and mules. 

    Fit & Features

    • Sweetheart neckline
    • Padded cups, flexible boning, tank shoulder straps
    • Cold shoulder design, long sleeves
    • Hook and eye front closure
    • Lined faux leather fabric 
    • Form hugging fit, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06003-1621

    Category Name: $20 & Under Sale

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Chic Micro Suede Ring Tote

    This mini tote is sure to give your outfit a level of chic sophistication! It features o-ring handles, one interior pocket, a detachable chainlink strap, and magnetic snap closure. The tote is composed of a soft microsuede. Complete your look in a satin dress and blazer. 

    Fit & Features

    • O-ring handles
    • One interior pocket
    • Magnetic snap closure
    • Soft microsuede material
    • Detachable chainlink shoulder strap

    Style Number/Barcode: 07203-0871

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Top Style Ombre Aviators

    Be on top of the style game in these aviator sunglasses featuring a stylish ombre lens, metal trim, and sturdy arms. Complete the look in an edgy graphic top.

    Fit & Features

    • Ombre gradient lens
    • Metal trim
    • Sturdy arms

    Style Number/Barcode: 07008-0915

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cheer Squad Ponte Pleated Mini Skirt

    The crowd will cheer for you in this cute pleated mini skirt featuring a high-rise waist and an A-line silhouette. Composed of a Ponte knit fabric with an inner shorts lining. Finish the look in a crop top and sneakers.

    Fit & Features

    • High-rise waist
    • Pleat detailing
    • A-line silhouette
    • Mini-length hem
    • Ponte knit fabric, inner shorts lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0658

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance