$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.

  • Trendy Nylon Faux Fur Reversible Jacket

    Amp up your trendy style with this of the moment reversible jacket! It features a sleek nylon fabric on the outside and a soft faux fur fabric on the interior. Layer this jacket over a pair of biker shorts for that casual chic everyday vibe.

    Fit & Features

    • Collared
    • Long sleeves
    • Complete zip front
    • Drawstrings at hem
    • Nylon exterior with thin striped detailing
    • Faux fur interior with large front pocket

    Style Number/Barcode: 06201-0111

    Category Name: $20 & Under Sale

    Price: $21.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Front Chiffon Peplum Top

    This gorgeous chiffon peplum top is perf for wanting to elevate your everyday style! It features a flattering V neckline and a chic tie front detail. Wear this top with a pair of light wash denim to keep it casual yet still stylish.

    Fit & Features

    • V neckline
    • Long sleeves
    • Tie front detail
    • Small back keyhole cut out
    • Peplum mid-length hem
    • Chiffon fabric

    Style Number/Barcode: 06003-1069

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Casual Ribbed Surplice Jumpsuit

    Keep it casual in a jumpsuit that is soft to the touch! The must-have jumpsuit features a plunging surplice neckline, an adjustable drawstring waist, side pockets and straight leg pants. The jumpsuit is composed of a ribbed cashmere-like fabric that offers a relaxed fit. Style with sneakers for a low-key affair. 

    Fit & Features

    • Plunging surplice neckline
    • Long sleeves
    • Drawstring waist 
    • Side pockets
    • Straight leg fit
    • Ribbed Cashmere-like fabric
    • Relaxed fit 

    Style Number/Barcode: 06502-0422

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beaded Pearl and Rhinestone Bra

    Dive in with this embellished bra that radiates a magical vibe. The dazzling piece features simulated pearls, iridescent sequins, and rhinestones. The plunging bra features a plunging neckline to pair with a statement neckline and adjustable spaghetti straps to create a customized fit. Complete your look with a dazzling headband and high waist skirt

    Fit & Features

    • Plunging sweetheart neckline
    • Faux pearls, iridescent sequins, and rhinestones
    • Adjustable spaghetti straps
    • Multi-row hook and eye closure

     

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06003-1018

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bad to the Bone Skelton Knit Catsuit

    This Halloween, let this catsuit show off your bad side! The catsuit features a skeletal design throughout the bodice, legs, and arms that brings the spook factor. Style your glam skeleton costume with dazzling adhesive face gems and glitter paste to create a stunning eye makeup look. 

    Fit & Features

    • High round neckline
    • Long fitted sleeves
    • Skeletal design though the bodice, arms, and legs 
    • Fitted skinny leg with a tapered hem
    • Form hugging knit fabric

     


    Halloween Costumes are excluded from Promotions

    Style Number/Barcode: 06502-0398

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Crew Neck Bodycon Mini Dress

    Keep it casually chic in a mini dress that is a total must-have! The short dress features a crew neckline with a racerback design, a mini-length hem, and is composed of a form-hugging ribbed knit fabric. Put your hair in an updo and style with strappy mules for a cute look!

    Fit & Features

    • Crew neckline
    • Sleeveless bodice 
    • Racerback design
    • Mini-length hem
    • Ribbed knit fabric, fully lined 
    • Form-hugging fit, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-0689

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Carry On In Style Off The Shoulder Cargo Jumpsuit

    Carry on in style in a jumpsuit that brings the glamour! The jumpsuit features an off the shoulder neckline with short sleeves, a drawstring tie, a straight leg with side pockets, and cargo pockets. Complete your look with clear mules

    Fit & Features

    • Off the shoulder neckline
    • Short sleeves
    • Drawstring waist
    • Side pockets
    • Cargo pockets
    • Straight leg

    Style Number/Barcode: 06502-0421

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get On-Trend Long Sleeve Romper

    Make sure you are the trendiest member of your squad in this must-have romper! It features long fitted sleeves and an overall curve-hugging silhouette. Add on some chunky sneakers and chic shades for a comfy look you can wear lounging and out and about.

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves
    • Form-hugging fit
    • Shorts hit mid-thigh
    • Knit fabric

    Style Number/Barcode: 06503-0181

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy-Chic Coated Faux Leather Mini Skirt

    Edgy and oh-so-chic, this coated faux leather mini skirt is perf for a GNO. It features a flattering high rise waist and a trendy envelope design with an overall form-hugging silhouette. Simply add on some trendy heels for a gorgeous look.

    Fit & Features

    •  High rise waist
    • Curve-hugging fit
    • Envelope front design
    • Asymmetrical hem
    • Coated faux leather fabric

    Style Number/Barcode: 06401-0265

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashionably Chic Plaid Skinny Pants

    Get a fashionably chic vibe, perf for the office, in these plaid skinny pants! They feature a flattering high rise waist with a front V cut and a tie front detail. Pair these pants with a form-hugging bodysuit for an adorable look.

    Fit & Features

    • High rise waist with front V cut
    • Tie front accent
    • Back zipper closure
    • Tapered pant legs
    • Allover plaid print
    • Woven fabric

    Style Number/Barcode: 06402-0266

    Category Name: $20 & Under Sale

    Price: $14.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tied To Style Plaid Skinny Pants

    Make sure your stylish look is on point in these plaid skinny pants! They feature a high rise waist with a front V cut and an adorable tie front detail. Pair these pants with heeled booties for an office-ready look.

    Fit & Features

    • High rise waist with front V cut
    • Tie front accent
    • Back zipper closure
    • Tapered pant legs
    • Allover plaid print
    • Woven fabric

    Style Number/Barcode: 06402-0267

    Category Name: $20 & Under Sale

    Price: $14.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keepin' Knit Basic Long Sleeve Top

    Keep it basic in a cozy top that is low-key and stylish! This must-have top features a crew neckline, long sleeves, and is composed of a soft-to-the-touch cashmere-like fabric. Complete your look with the matching joggers and chunky sneakers.

    Shop Matching Joggers: Keepin' Knit Basic Joggers

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Cashmere-like fabric
    • Matching joggers sold separately 

    Style Number/Barcode: 06001-2893

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed High Waist Pajama Leggings

    Lounge in style in pajama leggings that are chic and cozy! The leggings feature a high rise waist, a skinny straight leg, and composed of a ribbed knit fabric. Complete your look with the matching bralette and slides to keep it casual. 

    Shop Matching Bralette: Plunging V Neck Ribbed Bralette

    Fit & Features

    • High rise waist
    • Skinny straight leg 
    • Ribbed knit fabric
    • Relaxed fit
    • Moderate stretch 

     

    Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 07103-0353

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Chic Long Line Blazer

    Make sure you always have a chic look in this classic long line blazer! Featuring three quarter length sleeves and an open front with a tapered fit, this blazer would be perfect layered over a curve-hugging midi dress. Add on some clear heels for a gorgeous look for the office.

    Fit & Features

    • Lapel collar
    • Three quarter length sleeves
    • Open front
    • Slanted pockets
    • Polyester woven fabric

    Style Number/Barcode: 06204-0681

    Category Name: $20 & Under Sale

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Paper Bag Shorts

    Keep it chic in these glam shorts to dress up your next night out! The shorts feature a high-rise paper bag waist, a tie-waist belt with loops, and slant pockets. Style shorts with a basic bodysuit and ankle booties.

    Fit & Features

    • High-rise paper bag waist
    • Tie-waist belt with loops
    • Hidden front zipper and button closure
    • Slant pockets
    • Faux leather fabric, minimal stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06403-0130

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Own Knit Ruched Mini Dress

    Own your gorgeous look in this adorable knit mini dress! It features a trendy mock neckline, ruched detailing down the back, and a sexy curve-hugging fit. Pair this dress with some chic heels for a night out.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Open back
    • Ruched back detailing
    • Short, form-hugging fit
    • Ribbed knit fabric

    Style Number/Barcode: 05102-0971

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Open Back Ruched Ribbed Knit Midi Dress

    Style up this basic ribbed knit midi dress for the perfect everyday look! It features a partial lower open back, ruched detailing and a curve-hugging mid-length silhouette. Pair the dress with chunky sneakers to get that casual, cute vibe.

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves
    • Partial lower open back
    • Ruched detailing
    • Form-hugging fit
    • Midi length
    • Ribbed knit fabric

    Style Number/Barcode: 05102-0977

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Knit To Win It Midi Dress

    You'll be totally in it to win it in this adorable knit midi dress! It features a double-lined knit fabric and a mid-length, curve-hugging silhouette. Wear this dress with chunky sneakers for an adorable everyday look.

    Fit & Features

    • Spaghetti straps
    • Scoop neckline
    • Mid-length form-hugging fit
    • Double lined knit fabric

    Style Number/Barcode: 05102-0877

    Category Name: $20 & Under Sale

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Captivate Me Basic Crepe Sleeveless Bodysuit

    Get captivated by this basic bodysuit to mix and match with your favorite high waist jeans and skirts! The bodysuit features a mock neck, a sleeveless bodice, and composed of a retentive crepe knit fabric that offers a moderate stretch. 

    Fit & Features

    • Mock neck with racer bust
    • Sleeveless bodice
    • Crepe knit fabric 
    • Form hugging fit
    • Moderate stretch

    Style Number/Barcode: 06001-2742

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Cozy Fuzzy Slippers

    Keep it cute and cozy in these adorable fuzzy slippers! They feature a criss cross top design that is perf for lounging around in. Pair these slippers with some joggers and a basic cami for a night in.

    Fit & Features

    • Open toe
    • Criss cross design
    • Open back
    • Fuzzy material

    Style Number/Barcode: 07408-0032

    Category Name: $20 & Under Sale

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Cozy Off-The-Shoulder Sweater

    Get a cozy look in this adorable off-the-shoulder sweater! It features long loose sleeves and a mid-length, relaxed and comfortable fit. Wear this cute sweater with a pair of medium-wash denim for the perfect everyday look.

    Fit & Features

    • Off-the-shoulder neckline
    • Long loose sleeves
    • Mid-length hem
    • Relaxed fit
    • Knit fabric with minimal stretch

    Style Number/Barcode: 06005-0877

    Category Name: $20 & Under Sale

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist and Stun Open Back Sweater

    Give your sweater a twist of drama to create a stunning knit outfit this season! The sweater features a round neckline, a daring open back with a twist knot accent, and a bar strap at the back of the neck. Complete your look with high waist jeans and ankle booties.

    Fit & Features

  • Round neckline
  • Open back design 
  • Twist-knot accent at the lower back
  • Bar strap at the back of neck
  • Long sleeves
  • Knit fabric
  • Relaxed fit

Style Number/Barcode: 06005-0688

Category Name: $20 & Under Sale

Price: $6.97 $29.90

On Sale: Yes

Availability: Out of Stock

Product Badge:
  • Sale
  • Pleated Skater Mini Skirt

    Bring the flair with a pleated mini skirt! The skater skirt styles perfectly with your crop tops for a casually cute look! The skirt features a high rise waist and a pleated skater silhouette. 

    Fit & Features

    • High rise waist
    • Pleated 
    • Skater silhouette
    • Mini length 

    Style Number/Barcode: 06501-0320

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glen Check Faux-Wrap Front Skirt

    Stylish and chic, this glen check mini skirt is a fall staple for sure! It features a faux-wrap front and a curve-hugging silhouette. Pair this skirt with a crop top and chunky sneakers for an adorable everyday 'fit.

    Fit & Features

    • High rise waist
    • Faux-wrap front
    • Short, form-hugging fit
    • Allover plaid print
    • Knit fabric

    Style Number/Barcode: 06501-0316

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance