$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.

  • Bring On The Glam Vibes Square Sunglasses

    Bring on the glam vibes with these sunglasses worthy of a fashion diva like you! They feature an oversized square-shaped design, a plastic frame with a metal outline, and tinted lenses. Complete the look with a trendy handbag.

    Fit & Features

    • Oversized square-shaped design
    • Plastic frame, metal outline
    • Tinted lenses

    Style Number/Barcode: 07008-0861

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Babe One-Shoulder Ruched Dress

    You'll look like such a babe in this sultry-chic sleeveless dress! It features a one-shoulder neckline with a spaghetti strap, a high waist seam, front ruching with a drawstring detail leading to a thigh-high slit, and a curve-hugging silhouette. Complete the look with hoop earrings and new heels.

    Fit & Features

    • One-shoulder neckline
    • Single spaghetti strap
    • High waist seam
    • Front ruching, drawstring detail
    • Thigh-high slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05103-3763

    Category Name: $20 & Under Sale

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Effortless Vibes Chiffon Skater Dress

    Bring those effortless vibes in this beautiful chiffon skater dress! It features a sleeveless bodice, tank shoulder straps, a wrap-front V neckline, and a back zipper closure. The high waist has an adorable tie detail leading to a flowy skater skirt with a tiered silhouette. This dress would be perfect for graduation, paired with new earrings and trendy clear heels.

    Fit & Features

    • Tank shoulder straps
    • Wrap-front V neckline
    • Back zipper closure
    • High waist, tie detail
    • Tiered skater skirt, flowy silhouette
    • Chiffon fabric
    • Runs true to size

    Style Number/Barcode: 05101-0326

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fab Floral Cinched Mini Skirt

    Keep it fab with a floral skirt that brings the charm to your look. The skirt features a high-rise waist, a ditsy floral print, a cinched ruched body, a mini side slit, and a mini-length silhouette. The skirt is composed of a brushed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching crop top.

    Shop Matching Top: Fab Florals Flutter Sleeve Tie Front Top

    Fit & Features

    • High rise waist
    • Ditsy floral print
    • Cinched ruched body
    • Mini side slit
    • Mini length silhouette
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch, runs true to size 

    Style Number/Barcode: 06501-0409

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Destructed Long Line Denim Jacket

    Level up with a denim jacket that is perf to layer over your casual and dressy outfits! The jacket features a collared neckline, top button pockets, long sleeves, button-down front, side pockets, midi length, and distressed detailing. Complete the look with a casual mini dress and mules

    Fit & Features

    • Collared, long sleeves 
    • Complete button down front
    • Top buttoned pockets
    • Side pockets
    • Midi length
    • Denim fabric, distressed detailing
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06203-0128

    Category Name: $20 & Under Sale

    Price: $23.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laidback Vibes Graphic Tee

    Get those chic laidback vibes with this cool graphic tee that is perf for summer. It features a crew neckline, short sleeves, a center palm tree graphic, and a mid-length, relaxed fit. Complete the outfit with cutoff denim shorts and sneakers.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Center palm tree graphic
    • Mid-length, relaxed fit
    • Jersey knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-0808

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Oversized Floppy Straw Hat

    Relax underneath a cabana with a big floppy hat to style tresses with. The hat features a fitted top with a wide brim and is composed of a straw-like material. Complete the look with a swimsuit and coverup.

    Fit & Features

    • Fitted top
    • Wide brim 
    • Straw-like material

    Style Number/Barcode: 07302-0356

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Embraced In Glamour Bustier

    Embrace that glam look with a bustier that keeps it trendy! The bustier features a sleeveless sweetheart neckline, contrast piping seams, adjustable spaghetti straps, and a form-hugging fit. Complete the look with a mini skirt and mules for a glam night-out outfit.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Contrast piping seams
    • Adjustable spaghetti straps
    • Form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1020

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Stylish Basic Tube Top

    This sultry and stylish tube top is the elevated basic you need in your wardrobe! It features a strapless square neckline, front ruching with a drawstring detail, and a cropped, form-hugging fit. Complete the look with distressed denim shorts and cute sandals.

    Fit & Features

    • Strapless square neckline
    • Front ruching, drawstring
    • Cropped, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1017

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Key To Glam Ruched Ribbed Crop Top

    Unlock your chic side with a crop top that makes a bold statement! The crop top features a sleeveless mock neck, a large keyhole cutout at the bust, dual ruched drawstrings, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with high waist jeans and mules.

    Fit & Features

    • Sleeveless mock neck
    • Keyhole cutout
    • Dual ruched drawstrings
    • Cropped hem
    • Ribbed knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3234

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • West Coast Graphic Tee

    Rep the west coast in style with this trendy graphic tee! It features a crew neckline, short sleeves, a mid-length, form-hugging fit, and a center graphic that reads "West Coast." Complete your look with biker shorts and cute sneaks.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Mid-length hem
    • Form-hugging fit
    • Center graphic that reads "West Coast"
    • Jersey knit fabric with plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-0759

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Knit Tube Top And Topper Set

    Keep it cute and chic with a tube top that nails those low-key vibes! The set features a sleeveless tube top with a cropped hem and a matching topper. The topper features a crew neckline with short sleeves. Both pieces are composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with a high waist skirt and combat boots

    Fit & Features

    • Set includes two pieces
    • Sleeveless tube top, cropped hem 
    • Crew neck topper with short sleeves
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3221

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Beauty Crochet And Gauze Jumpsuit

    Keep it timelessly gorge with a jumpsuit that stuns! It features a lace-lined bodice with a deep V neckline, adjustable spaghetti straps that cross at the back, a wide crochet panel at the waist, and flowy, pant legs made of a textured woven fabric. Jumpsuit offers a form-hugging fit with minimal stretch. Complete look with wedges and a floppy hat.

    Fit & Features

    • Sleeveless V-neckline
    • Floral lace bodice
    • Adjustable spaghetti straps, cross at back
    • Unlined crochet panel at the waist
    • Flowy long gauze knit pants
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0175

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Addie Formal Open Back Crepe Dress

    Special Occasion 

    Make a head-turning entrance in a dress that captivates with stunning details! Addie features a sleeveless boat neck, padded cups with vertical seams at the bust, and an      A-line silhouette with a high side slit. The back features a plunging open back with a wired V-shape boning for support and ruching at the lower back. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels

    Fit & Features

    • Sleeveless, boat neckline, front vertical seams
    • Built-in padded bust
    • A-line silhouette, high side slit
    • Open back with wired V-shape trim
    • Ruching at the lower back
    • Lined crepe fabric, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1200

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Fashionista Faux Suede Moto Jacket

    You'll be a stunning forever fashionista in this faux suede moto jacket. It features a lapel collar, asymmetrical zip front, long sleeves with zippered accents, and a mid-length, form-fitting style. Layer this jacket over a little black dress for a chic look for a night out.

    Fit & Features

    • Lapel collar with stud detailing
    • Long sleeves with zippered accents
    • Asymmetrical zip front
    • Zippered front pockets
    • Mid-length, form-fitting style
    • Smooth faux suede fabric with minimal stretch

    Style Number/Barcode: 06204-0787

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Stunner Chiffon Smocked Top

    Keep it stunning in charming florals that keep your look so cute! The top features a smocked off the shoulder neckline, long bell sleeves with tiered ruffles, a floral print, and a smocked cropped hem. The top is composed of a semi-sheer chiffon fabric that offers a relaxed fit with a slight stretch. Complete the look with a mini skirt and mules.

    Fit & Features

    • Smocked off the shoulder neckline
    • Long bell sleeves with tiered ruffles
    • Floral print
    • Smocked crop top
    • Semi-sheer chiffon fabric 
    • Relaxed fit, slight stretch
    • Runs true to size

    Style Number/Barcode: 06003-1220

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twisted Knot Brooklyn Freedom Graphic Tee

    Give your look an edgy twist with a graphic tee that shows off your free-spirited side! The tee features a crew neckline, a script that reads: "Brooklyn", a motorcycle graphic with a banner that reads: "Freedom", short sleeves, slash details throughout, and a cropped hem with a twist knot accent. Complete look with high waist jeans and combat boots. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Script: "Brooklyn"
    • Motorcycle graphic, script: "Freedom" 
    • Short sleeves
    • Cropped hem, twist knot accent 
    • Cotton knit fabric, relaxed fit, runs true to size

    Style Number/Barcode: 06002-0743

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Distressed Drama Denim Mini Skirt

    Bring the drama to your look with a denim skirt that slays! The skirt features a high-rise waist, a zippered center front, a traditional five-pocket with belt loop design, heavy distressing, and a mini-length silhouette. Complete look with a crop top and wedges. 

    Fit & Features

    • High rise waist
    • Zippered center front 
    • Traditional five-pocket with belt loop design 
    • Heavy distressing 
    • Mini length silhouette
    • Denim 
    • Form hugging fit, runs true to size

    Style Number/Barcode: 06601-0045

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daring And Distressed Freedom Graphic Crop Top

    Dare to go bold with a distressed crop top that shows off your edgy side! The crop top features short sleeves, a crew neck with a large keyhole cutout at the bust, a large eagle wings graphic, a script that reads" "Freedom, Born To Be Free", and a cropped hem. Complete the look with cutoff shorts and chunky sneakers.

    Fit & Features

    • Short sleeves
    • Crew neckline
    • Large keyhole cutout at the bust
    • Eagle wings graphic 
    • Script: "Freedom, Born To Be Free"
    • Cropped hem 
    • Cotton knit fabric, moderate stretch, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06002-0821

    Category Name: $20 & Under Sale

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Sweet Life Open Back Skater Romper

    Showcase your sweet side with a pretty romper for that upcoming brunch or bridal shower! The romper features a sleeveless scoop neckline, sleek spaghetti straps, light ruching at the bodice, a skater skirt overlay with wide-leg shorts, and a bold open back with cute back ties. Complete look with wedges and dainty butterfly earrings. 

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Ruching at bodice
    • Skater skirt overlay with wide-leg shorts
    • Open back design with back ties
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06403-0152

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Such A Trendsetter Stiletto Mules

    You'll be the trendsetter amongst your squad in these chic faux leather mules! They feature a square toe, dual puff strap detailing, and a sleek stiletto heel. Complete your look with a trendy shoulder bag.

    Fit & Features

    • Square toe
    • Dual puff strap detailing
    • Stiletto heel
    • PU material
    • Runs true to size

    Style Number/Barcode: 07401-2756

    Category Name: $20 & Under Sale

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Super Destructed Cutoff Denim Shorts by Windsor Denim

    Feeling extra? These high waist shorts by Windsor Denim are pef for channeling a bold look! The shorts feature a high-rise waist, a single button with zipper closure, a traditional-five pocket with belt loop design, heavy destruction throughout, and a cutoff hem. Complete look with a crop top

    Fit & Features

    • High rise waist
    • Heavy destruction 
    • Cutoff hem
    • Single-button with zipper closure
    • Traditional five-pocket with belt loop design 

    Style Number/Barcode: 06603-0157

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Moving On Up Platform Block Heels

    Move on to the next level with chic heels that command attention! The heels feature an open back, clear strap at the heel, adjustable ankle strap, clear strap over the toe, an open almond toe, a wide platform, and a block heel. Complete the look with a floral top and ruffled skirt

    Fit & Features

    • Open back 
    • Clear strap at the heel
    • Clear adjustable ankle strap
    • Open almond toe
    • Wide platform 
    • Block heel 
    • Faux leather material  

    Style Number/Barcode: 07401-2762

    Category Name: $20 & Under Sale

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Crochet Cutie Crop Top

    Channel your bohemian side with this cute crop top! It features a sweetheart neckline, a shirred bodice, long crochet sleeves, and a cropped hem. Complete your fit' with light wash jeans for a low-key feel. 

    Fit & Features

    • Sweetheart neckline
    • Shirred bodice
    • Long crochet sleeves
    • Cropped hem
    • Form hugging fit
    • Minimal stretch 
    • No slip strip

    Style Number/Barcode: 06003-1201

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale