$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.

  • Stunt On Them In Stripes Pants
    Command attention as you step out in stripes! These must have pants feature a high rise waist with a back zipper and hook and eye closure, a wide leg pant and cropped hem. The all over narrow stripe pattern features red and white hues for a vibrant vibe! Be sure to pick up the matching top to complete your look! 

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 06302-0573

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready For It Paper Bag Pants
    You'll be ready to take on your day in these too cute paper bag pants! They feature a high rise fit with a partial elastic banded paper bag waist, a tie front belt, slanted front pockets, and straight pant legs. The rust bottoms are composed of a linen fabric with no stretch. Complete your look with the matching crop top!

    Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0565

    Category Name: $20 & Under Sale

    Price: $10.00 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Striped For Success Jumpsuit

    Crete a winning look in stripes! This jumpsuit features a sleeveless bodice, a V neckline with a zipper down front, double narrow straps leading to a cross back design, a slim fit bodice with a tie belt detail and side pockets. The straight leg pants lead to a flaring wide leg pants that bring plenty of the drama! The all over stripe pattern features neutral tones that are complemented with a khaki background.

    Style Number/Barcode: 06302-0491

    Category Name: $20 & Under Sale

    Price: $5.00 $51.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Off The Radar Camo Pants

    Stay off the grid in these made for adventure pants! They feature a high rise waist, a single button with zipper closure, belt loops, a canvas belt with a double loop design, side pockets, cargo styled pockets and a straight leg that leads to a tapered leg with an elastic cuff. Pants are composed of a cargo fabric that offers a relaxed fit with little to no stretch. 

    Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0433

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Camo Take Charge Cargo Pants

    You came to own it and take charge in these command worthy cargos! They feature a high rise waist, belt loops, a single button with zipper closure, side pockets, cargo styled pockets and wide elastic cuffs. The all over camouflage print features a variety of olive hues for a classic look! Pants are composed of a sturdy canvas fabric that offers a relaxed fit with minimal stretch. 

    Style Number/Barcode: 06302-0414

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always A Savage Skinny Pants
    These gray snake skinny pants are so savage, you'll never be average! They feature a high rise fit with a belted waist, a zipper and hook and bar front closure, two front and back pockets, a skinny fit, and an all over gray snake print with a contrasting white hue. The pants are composed of a denim fabric that offers moderate stretch.

    Model is 5'9" with a 32" bust, 23" waist, and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0006

    Category Name: $20 & Under Sale

    Price: $30.00 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Radiant In Ruffles Jumpsuit
    Let your radiance shine through in this charming white jumpsuit! It features a plunging V neckline, a ruffled trim, cap sleeves, waist cut outs and a knotted bodice. The back features an open design with a top button and leads to a lower back zipper closure. The waist leads to a pair of wide leg culotte pants. The all over eyelet detailing gives this jumpsuit a pretty detail! Includes a pair of lined wide leg shorts. 

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small. 

    Style Number/Barcode: 06302-0029

    Category Name: $20 & Under Sale

    Price: $52.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Something Sweet Peplum Jacket

    Add some sweetness to your look with this adorable blush peplum jacket! It features a collar with lapel, a silver zipper front,  silver zipper accents, long sleeves and a high-low hemline.

    Style Number/Barcode: 06204-4782

    Category Name: $20 & Under Sale

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic And Sophisticated Trench

    Turn heads with this chic and sophisticated trench! It features a drape front with a flat lapel collar, long sleeves, an elastic banded back with a tie front, and a relaxed, flowy fit. The trench is composed of a sheer woven fabric with no stretch.

    Style Number/Barcode: 06204-4771

    Category Name: $20 & Under Sale

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fun In Fringe Lace Kimono Cover Up
    Have some fun in this cover up. It features a sheer lace, open front, short kimono style sleeves, and fringe at the hemline. Cover up is composed of crochet knit fabric that offers a relaxed fit with a moderate stretch.

    Model is 5'7" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06204-4747

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tied To Tulle Kimono
    Tie your look up with pretty tulle! This kimono features a black hue, a tie front bodice and kimono sleeves. Garment is composed of a sheer unlined tulle fabric that offers a relaxed fit with minimal stretch. Undergarment not included.

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06204-4741

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sheer Elegance Kimono
    Add a touch of elegance to a casual look with this chiffon kimono-style top. It features an open front with a dainty tassel tie belt, crochet detailing at the hem and wide sleeves. Top is unlined and completely sheer.

    Model is 5'8 with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06204-4715

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dress It Up Trench Coat

    We love versatile pieces, don't you? This must have taupe jacket can be worn as a coat or zipped up as a dress. It features a collar, a zippered front, pockets, and a waist tie belt. Ponte fabric offers a smooth feel with moderate stretch.

     

    Model is 5'8 with a 33" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-4687

    Category Name: $20 & Under Sale

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hooded Out For An Adventure Anorak

    Head out for an adventure with this causal cute anorak! It features a drawstring hood, a front zipper and button down closure, a drawstring waist, zippered and buttoned pockets, long sleeves with button details, and a back drawstring. The jacket is composed of a lined woven fabric with no stretch.

    Style Number/Barcode: 06204-4694

    Category Name: $20 & Under Sale

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Striped And Ruffled Tie Front Top

    Add some cuteness to any 'fit with this adorable striped and ruffled tie front top! It has short kimono style sleeves with a ruffle trim, a cute tie front, and an overall relaxed and comfortable fit. The olive green top is composed of a wool dobby fabric with no stretch and has a black and white striped print.

    Style Number/Barcode: 06204-4697

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's A Boss Trench Coat

    Take the lead in this boss babe trench coat! It features a lapel collar, long fitted sleeves, a tie-front belted waist to cinch your look, and a tailored fit. Layer this trench coat over a basic bodysuit for a dressier style.

    Fit & Features

    • Notched lapel collar
    • Long sleeves 
    • Tie-front belted waist
    • Woven fabric with moderate stretch 
    • Quality tailored fit
    • Runs true to size

    Style Number/Barcode: 06204-4680

    Category Name: $20 & Under Sale

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adventure Awaits Hooded Anorak
    Don't wait for your next adventure, go out and find it! This casual olive green anorak will be ready for it, too. It features a drawstring hood, an open front, a drawstring waist, large side pockets, and long sleeves you can cuff and button into three-quarter sleeves. Jacket is composed of a brushed rayon fabric with no stretch and has a relaxed fit. 

    Model is 5'9 with a 31.5" bust, 24.5" waist, and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06204-4676

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Sophisticated Trench Coat

    Stay sleek and sophisticated in this must have stylish trench coat! It features a flat lapel collar, long sleeves, side pockets, a drape open front, and a tie front belted waist. The rust hued coat is composed of a brushed rayon fabric that offers a relaxed and comfortable fit and no stretch.

    Style Number/Barcode: 06204-4675

    Category Name: $20 & Under Sale

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sheer-ly Yours Chiffon Kimono

    This lovely kimono stays true to you! The cover-up features a two button closure at the waist. The kimono is composed of a sheer, unlined chiffon that has a lightweight feel.

    Style Number/Barcode: 06204-4632

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paradise Tie Front Blouse
    Get a piece of paradise with this tropic top! The taupe blouse has a flattering, tie front closure paired with long sleeves that feature a ball tassel trim. The woven top has a thin, light weight feel with a tropical, palm leaf print that has you dreaming of your tropic paradise.

    Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-4628

    Category Name: $20 & Under Sale

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Please Me In Peplum Blazer
    Say yes to peplum in this sophisticated blazer! It features a taupe color, a V neck front, a double row clasp closure, pleated seams, a flared peplum hem and fitted long sleeves. Blazer is composed of a lined faux suede fabric that offers a form hugging fit with slight stretch. 

    Model is 5'9" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-4660

    Category Name: $20 & Under Sale

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Crochet Babe Lace Kimono
    You'll be a total babe as you have fun in the sun in this crochet lace kimono! It features short kimono style sleeves paired with a drape open front with a relaxed fit. The mustard yellow hued kimono is composed of a lace and mesh fabric with no stretch and showcases a crochet floral pattern.

    Model is 5'7" with a 32" bust, 24" waist and 35" hips. She is wearing a size small. 

    Style Number/Barcode: 06204-4638

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boss Babe Trench Coat

    Get down to business and be the boss babe you are in this polished trench coat! It features a flat lapel collar, long sleeves with snap buttons to cuff, a drape front with button closures, and a chic tie front belted waist. The trench is composed of a polyester woven fabric with no stretch.

    Style Number/Barcode: 06204-4605

    Category Name: $20 & Under Sale

    Price: $17.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chillin' In Camo Cropped Jacket

    Keep it chill in camo with this cute cropped jacket. It has a drawstring hood, long sleeves with elastic cuffs, a zip front, and a cropped hem with a drawstring to cinch. The olive green camouflage printed jacket is composed of a smooth nylon fabric and includes a white netted mesh lining and has a relaxed fit.

    Style Number/Barcode: 06204-4572

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free