$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.

  • Satin Leopard Print Open Back Top

    This top is part sophisticated, part fierce! Stun for your next date night with bae in a top that features a high neck with a small keyhole at the bust, long sleeves, a trendy leopard print, and stunning open back design. The top is composed of a satin-like fabric that offers a relaxed fit with minimal stretch. Complete your look with high waist mom jeans and clear mules.

    Fit & Features

    • High neck 
    • Keyhole at the bust
    • Long sleeves with single-button cuff 
    • Leopard print pattern
    • Satin-like fabric 
    • Relaxed fit, minimal stretch 

    Style Number/Barcode: 06003-1070

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Twist Knit Crop Top

    Keep on trend with a cute twist knot top that keeps your look on point! The top features a round neckline, long sleeves, and a cropped hem with a twist knot accent. The top is composed of a modal knit fabric that offers a relaxed fit with a moderate stretch. Complete look with clear flats and matching burgundy flared pants.

    Fit & Features

    • Round neckline
    • Long sleeves
    • Cropped hem
    • Twist knot accent at the hem
    • Soft to the touch modal fabric
    • Form hugging fit, moderate stretch 
    • Matching pants sold separately 

    Style Number/Barcode: 06001-2932

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Ribbed Knit Long Sleeve Top

    Bring it back to basics in a to that can be dressed down with your favorite pair of jeans. The top features a crew neckline, long sleeves, and is composed of a ribbed knit fabric.  

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Slightly cropped hem 
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 06002-0650

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Issa Celebration Confetti Knit Distressed Sweater

    Keep it festive in a confetti sweater that keeps it fab and fun! The sweater features a crew neckline, a confetti knit pattern, and heavy distressing throughout. Complete your look with chic biker shorts

    Fit & Features

    • Crew neckline
    • Confetti knit pattern
    • Long sleeves
    • Heavily distressed detailing
    • Relaxed fit

    Style Number/Barcode: 06005-0682

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Acrylic Tall Box Clutch

    Add a trendy vibe to your look with this acrylic box clutch! It features a tall box design with a gold metal trim and a chunky acrylic chain link handle. Pair this clutch with a sequin bodycon dress for a gorgeous night out look.

    Fit & Features

    • Tall box design
    • Gold metal trim
    • Chunky acrylic chain link handle
    • Clear acrylic material

    Style Number/Barcode: 07203-0409

    Category Name: $20 & Under Sale

    Price: $16.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Look Plaid Knit Mini Dress

    Get the perfect look for date night in this adorable plaid knit mini dress! It features a square neckline and a mini length, curve-hugging silhouette. Pair this chic dress with heeled booties and sleek hoop earrings.

    Fit & Features

    • Spaghetti straps
    • Square neck and back
    • Short, form-hugging fit
    • Allover plaid print
    • Knit fabric

    Style Number/Barcode: 05102-0801

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Basic Ribbed Knit Leggings

    Bring it back to basics in leggings that are perfect for lounging in. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your lowkey look with the matching crop top, duster, and face mask. 

    Shop Matching Crop Top: Scoop Neck Ribbed Knit Crop Top

    Shop Matching Duster: Ribbed Knit Long Sleeve Duster

    Shop Matching Face Mask: Basic Ribbed Knit Face Mask

    Fit & Features

    • High rise waist
    • Skinny leg fit
    • Ribbed knit fabric
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0454

    Category Name: $20 & Under Sale

    Price: $8.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Adored Lace Crop Top

    You'll be so adored by your squad in this chic lace crop top! It features a flattering V neckline, long sheer sleeves with elastic cinched hems, and a majorly cropped hem with a form-fitting style. Pair this top with high waist denim and heeled mules for an everyday stylish look.

    Fit & Features

    • V neckline
    • Long sheer sleeves with elastic cinched hems
    • Complete back zipper closure
    • Back hook and eye closure
    • Sheer lace fabric with a lined front and back
    • Cropped
    • No stretch

    Style Number/Barcode: 06003-1024

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glen Check Knit Mini Skirt

    Get those fall vibes going with this adorable knit mini skirt! It features a trendy allover glen check print with a short, form-fitting style. Pair this skirt with a basic long sleeve bodysuit to elevate your casual everyday look.

    Fit & Features

    • High rise elastic banded waist
    • Short, form-hugging fit
    • Soft knit fabric with plenty of stretch
    • Allover glen check print

    Style Number/Barcode: 06501-0312

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Pointed Toe Block Heel Booties

    Everyone need that basic pair of pointed toe block heel booties! These feature an ankle high fit with a smooth faux suede material. Pair these chic booties with a sweater dress and a faux leather jacket for a fall night out!

    Fit & Features

    • Ankle high fit
    • Pointed toe
    • Sturdy block heel
    • Inner zipper closure
    • Faux suede material

    Style Number/Barcode: 07403-0329

    Category Name: $20 & Under Sale

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy High Waist Ribbed Knit Leggings

    Keep it cozy in a trendy high waist leggings for your next day in lounging this season. The leggings feature a high rise waist, a skinny leg fit, and composed of a ribbed knit fabric. Complete your look with the matching crop top.

    Shop Matching Crop Top: Trendy Twist Ribbed Knit Crop Top

    Fit & Features

    • High rise waist
    • Skinny leg fit
    • Ribbed knit fabric with plenty of stretch
    • Matching crop top sold separately

    Style Number/Barcode: 06502-0434

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Twist Ribbed Knit Crop Top

    Keep it cozy in a trendy twist top for your next day in lounging this season. The top features a plunging V-neckline with a twist knot accent, long sleeves, and a cropped hem. Complete your look with the matching high waist leggings. 

    Shop Matching Leggings: Trendy High Waist Ribbed Knit Leggings

    Fit & Features

    • Plunging V-neckline
    • Twist knot accent at the center of the bodice
    • Long sleeves
    • Ribbed knit fabric with plenty of stretch
    • Matching leggings sold separately 

    Style Number/Barcode: 06001-2868

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy And Stunning Sequin Mini Skirt

    Make a sassy and stunning entrance in this gorg mini skirt! It features a flattering curve-hugging fit, a sultry side slit and allover sequin embroidering. Pair this skirt with a chic clutch for a fun girl's night.

    Shop Matching Top: Sassy And Stunning Sequin Crop Top

    Fit & Features

    • High rise elastic banded waist
    • Short, form-hugging fit
    • Side slit
    • Allover sequin embroidering
    • Knit fabric with plenty of stretch

    Style Number/Barcode: 06501-0301

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Plaid Dress Shorts

    Give your everyday look a dressier vibe in these adorable plaid shorts! They feature a high rise waist and a figure-flattering form-hugging fit. The plaid woven fabric offers plenty of stretch. Pair these shorts with a basic crop top for a day date with bae.

    Fit & Features

    • High rise waist
    • Short, form-hugging fit
    • Plaid woven fabric
    • Plenty of stretch

    Style Number/Barcode: 06403-0139

    Category Name: $20 & Under Sale

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Plaid Suspender Mini Skirt

    Give your 'fit a sassy vibe in this plaid suspender mini skirt! It features spaghetti straps, a sultry side slit and a form-hugging style to enhance your curves. Pair this skirt with a fitted long sleeve bodysuit for an overall gorgeous look.

    Fit & Features

    • Spaghetti straps
    • High waist
    • Short, form-hugging fit
    • Side slit
    • Plaid woven fabric
    • Moderate stretch

    Style Number/Barcode: 06401-0257

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • That Classic And Chic Vibe Ruched Midi Dress

    This sexy ruched midi dress will give you that classic and chic vibe! It features a flattering one-shoulder neckline and a mid-length, form-hugging fit with ruched detailing to enhance your curves. The double-lined knit fabric offers plenty of stretch. Pair this midi dress with duster earrings to level up the look.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Mid-length, form-hugging fit
    • Ruched detailing
    • Double-lined knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-0919

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Sleeve O-Ring Wrap Front Crop Top

    Style up this adorable wrap front crop top with high waist black denim for a chic look! The top features long fitted sleeves, a front O-ring belted accent and a very soft, lightweight knit fabric with plenty of stretch. Wear this cute 'fit to a casual date night with bae.

    Fit & Features

    • Wrap front V-neckline
    • Long fitted sleeves
    • Front O-ring belted accent
    • Cropped
    • Soft to the touch knit fabric with plenty of stretch

    Style Number/Barcode: 06001-2858

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Long Sleeve Crew Neck Basic Bodysuit

    Keep your look basic yet still so stylish in this long sleeve crew neck bodysuit! It features a stretchy knit fabric that offers a form-hugging fit. Pair this bodysuit with a trendy plaid mini skirt for a chic look you can wear day to day.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Thong bottom with dual snap button closures
    • Knit fabric with plenty of stretch
    • Form-hugging fit

    Style Number/Barcode: 06001-2781

    Category Name: $20 & Under Sale

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Destructed Skinny Jeans

    Get a trendy everyday look in these high rise destructed skinny jeans! They feature a figure-flattering tapered fit with major distressed detailing down the front. Pair these jeans with a chic crop top and heeled booties for a go-to look to hang with your girls.

    Fit & Features

    • High rise waist
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Destructed detailing
    • Skinny leg fit
    • Denim fabric with moderate stretch

    Style Number/Barcode: 06602-0182

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Fab Puff Sleeve Crop Top

    Keep it so fab in a trendy crop top that is perf for your next brunch date! Style this crop top with sleek sunnies to nail your look. The top features a sweetheart neckline, a hook fasten center closure, long puff sleeves, and a cropped hem. 

    Fit & Features

    • Sweetheart neckline with padding
    • Long puff sleeves
    • Hook fasten closure
    • Cropped hem
    • Crepe knit fabric with moderate stretch
    • Form-hugging fit

    Style Number/Barcode: 06003-0965

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Basic Skinny Trouser Pants

    Get the perfect work from home look in these high waist basic skinny trouser pants! They feature a flattering high rise waist with a tapered leg fit. Pair these pants with a chic blouse and mules to feel put together from your home.

    Fit & Features

    • High rise waist
    • Belt loops
    • Two back pockets
    • Tapered leg fit
    • Woven fabric

    Style Number/Barcode: 06402-0237

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sequin Stunner High Waist Joggers

    You'll be a total stunner in these fabulous high waist sequin joggers! They feature a tie front detail and a relaxed yet chic fit. Pair these with a stylish boyfriend blazer to amp up your work from home look.

    Fit & Features

    • High waist
    • Tie front
    • Slanted front pockets
    • Relaxed fit
    • Jogger hem
    • Allover sequin embroidery
    • Woven fabric

    Style Number/Barcode: 06402-0276

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hook and Eye Corset Crop Top

    Get hooked on this corset top that adds a sultry appeal to any look. This crop top features a flattering square neckline, supportive tank straps, and a corset-designed bodice with hook and eye-front closures to help accentuate your hourglass figure. The rayon blend fabric has a moderate stretch to help create a structured fit that forms to your curves. Style this corset crop top with high-rise jeans for a casually chic ensemble or pair it with a flirty mini skirt for a sexy date night look.

    Fit & Features

    • Square neckline, tank straps
    • Strapless or adhesive bra recommended
    • Corset-style seams, flexible boning
    • Hook-eye front closures
    • Cropped hem
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1046

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fishnet Socks

    Keep on trend with socks to style with your favorite chunky sneakers. The socks feature a mid-calf fit with ribbed trim and a fishnet design. 

    Fit & Features

    • Mid-calf fit
    • Ribbed trim
    • Fishnet design 

    Style Number/Barcode: 07306-0057

    Category Name: $20 & Under Sale

    Price: $1.97 $4.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance