$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.

  • Sunshine So Fine Wide Leg Pants
    Look oh so fine in the summer sunshine with these adorable wide leg pants! They feature a high rise waist, a tie front accent, flowy wide pant legs, and a woven fabric with a full knit lining. The bottoms showcase a pretty all over floral print to bring out those summer vibes. Don't forget to purchase the matching crop top!

    Model is 5'6.5" with 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0045

    Category Name: $20 & Under Sale

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Later Skater Floral Combo Romper
    Elevate the combo concept with this fluid floral dress-and-romper hybrid! It features an off-the-shoulder neckline, slim banded waist, and A-line skirt with rounded hem and coordinating floral short underlay. Romper slips on and is made from a smooth, woven material with moderate stretch.

    Model is 5'3" with a 32' bust, 22.5" waist, and 34" hips. she is wearing a size small.

    Style Number/Barcode: 06503-0035

    Category Name: $20 & Under Sale

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Knot About It Striped Jumpsuit
    Wardrobe drama? You're definitely not about it! You know what you like and what looks good, including this mustard striped jumpsuit. It features a seamed bodice with spaghetti straps and a knotted, twist-front bust and wide-leg trousers. Suit slips on and is fitted from bust through middle before becoming more fluid through legs. Suit is made from a brushed jersey-like fabric with moderate stretch.

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

    Style Number/Barcode: 06502-0042

    Category Name: $20 & Under Sale

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Stylish Jumpsuit
    Keep your look on point and stylish with this adorable knit jumpsuit! It features a sleeveless bodice, spaghetti straps, a tie front detail with a keyhole cut out below, a high waist seam, and flowy, flared pant legs. The red jumpsuit is composed of a textured ribbed knit fabric that offers plenty of stretch and a comfortable fit.

    Style Number/Barcode: 06502-0059

    Category Name: $20 & Under Sale

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Into The Groove Cropped Pants
    Pretty, pleated, and perfect for your next warm weather party? Look no further than these of-the-moment tie-dye cropped pants! They feature a red and purple colorway, all-over knife pleating, and an elasticized waist. Don't forget to grab the matching tube top! Pants slip on and are made from a shimmery synthetic material with little to no stretch.

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

    Style Number/Barcode: 06502-0113

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hop Skip And Jumpsuit

    The only jumpsuit you need right now—take it from work to weekend, dressed up or down. Jumpsuit features spaghetti straps, a fitted V neck bodice, back zip, paper bag-style waist with removable tie, and pockets at either hip. Suit is tapered through legs and slightly roomier through hip and thigh. Made from a soft, densely woven material with moderate stretch.

    Style Number/Barcode: 06402-0021

    Category Name: $20 & Under Sale

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Clara High-Rise Skinny Jeans

    Oasis by Eunina

    These high-rise cropped skinny jeans are a staple that needs to be in your closet! They feature a high-rise waist, a skinny leg fit, trendy slits at the knees, and a frayed and cropped hem. The jeans are composed of a black denim fabric that offers a moderate stretch and a form-fitting style. Complete the look with a basic bodysuit and clear mules.

    Fit & Features

    • High-rise waist
    • Skinny leg fit
    • Slit detailing at the knees
    • Frayed ankle-cut hem
    • Denim fabric, moderate stretch, form-hugging fit
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure

    Style Number/Barcode: 06602-1682

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hibiscus High Low Crepe Romper

    Think classic island style with a distinctly modern twist: this romper features a fitted bodice with off-the-shoulder neckline, micro sleeves, and a gently pleated high-low skirt with shorts-style bottom underneath. Romper is made form a mid-weight crepe fabric with moderate stretch. 

    Style Number/Barcode: 06503-0041

    Category Name: $20 & Under Sale

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Gracefully Carefree Jumpsuit
    Slip into this jumpsuit and remember there is one less thing to do today, because you are instantly stylish and suddenly carefree! This jumpsuit offers a fitted bodice with a straight neckline and a stretchy smocked fit. The bodice meets the pants for a nice flow effect and a wide leg hem. The jumpsuit is composed of a striped tribal pattern knit material that offers a relaxed fit with minimal stretch. Gracefully glide into this weeks fashion trends when you slide on this jumpsuit!

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

    Style Number/Barcode: 06302-0593

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Bloom Tie Waist Shorts
    Bloom with beauty and have the perf summer look in these adorable floral printed shorts! They feature a high rise elastic banded paper bag waist, a tie front belt, and flowy shorts that hit mid-thigh. The multi-colored shorts are composed of a woven fabric with tones of ivory, pink, green, and red. Complete your summer ready look with the matching crop top!

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

    Style Number/Barcode: 06403-0039

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Finer Lines Printed Slit Pants
    A delicate stenciled print lends these ivory and pink pants their warm weather-ready chic. Pants feature an elasticized back waist, higher rise, and wide legs with slits at either side Don't forget to pair it with the matching tie-front crop! Pants are lined and made from a lightweight Rayon with a bit of stretch at the back.

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

    Style Number/Barcode: 06402-0031

    Category Name: $20 & Under Sale

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boho Flow Tiered Maxi Skirt
    Feel the flow in this low-key chic tiered maxi! A-line skirt features a smocked elasticized waist and three tiers of ruffles. Pair it with the matching crop top for maximum groove! Skirt is lined, slips on, and is made from a lightweight woven material with stretch in the waist.

    Style Number/Barcode: 06301-0017

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Florals Crochet Jumpsuit
    Channel those boho vibes like its 1970 in this vintage-inspired jumpsuit! It features a plunging V neckline, kimono sleeves a tie back accent. The waist features an unlined crochet accent that leads to a pair of straight leg pants with a flared hem. The all over bohemian print features a tribal design and floral accents. Jumpsuit is composed of an unlined lightweight gauze fabric that offers a relaxed fit with minimal stretch.

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

    Style Number/Barcode: 06302-0011

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Blossom Time Tie Front Romper

    A sweet ensemble plays off the sultry styling of this chic chiffon romper. It features a sleeveless bodice with lightly padded bust and V wire boning, a tie front, elasticized back with zip and hook-and-eye-closure, and high-waist micro shorts. Romper is made from a lightweight chiffon-like material with little to no stretch. 

    Style Number/Barcode: 06303-0037

    Category Name: $20 & Under Sale

    Price: $4.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beautiful Boho Romper
    Radiate beauty in this boho inspired floral printed romper! It features an off the shoulder elastic neckline, long flowy bell sleeves with ruffle hems, a high elastic banded waist with a tie front belt, and flowy shorts that hit mid thigh. The romper is composed of a lightweight woven fabric with no stretch.

    Model is 5'6.5" with a 32" bust, a 23.5" waist, and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06303-0008

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back In It Crochet Jumpsuit
    Turn around and show it off! (We're talking about that crochet-detail panel, wink, wink.) This sultry jumpsuit features a tank-style bodice with cutout crochet back, a deep V with pleat detail, a slim banded waist, and wide-leg pants with back zip. Jumpsuit is fully lined and made from a mid-weight crepe material with moderate stretch.

    Model is 5'6.5" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0017

    Category Name: $20 & Under Sale

    Price: $4.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brynn Formal Sleeveless Knot Dress

    Special Occasion 

    Create a look that they will never forget in our breathtaking Brynn dress! She features a sleeveless bodice, a plunging V neckline, padded cups for support, adjustable spaghetti straps that cross at the back and a twisted knot accent at the center of the bodice. Her slim fit bodice leads to a curve hugging midi length silhouette with an asymmetrical high slit. Dress is composed of a lined stretchy satin-like fabric that offers a moderate stretch. Includes a lower back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0163

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Linley Sequined Surplice Midi Dress
    Special Occasion

    Lend your sparkle a distinctly sophisticated aura in our lovely Linley dress! She features all-over sequin embellishment, a surplice bodice with deep V neckline and back zip, long sleeves, and a curve-hugging midi-length pencil skirt with side slit at front. Linley is fully lined and made from a woven material with little to no stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0030

    Category Name: $20 & Under Sale

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gracie Formal Chiffon Ruched Dress

    Special Occasion 

    Bring the elegance in our timelessly breath taking Gracie dress! She features a sleeveless bodice, a V neckline, adjustable spaghetti straps and a ruched empire waist. Her relaxed fit bodice flows into a sweeping floor length silhouette. She is composed of a fully lined chiffon fabric that offers a relaxed fit with slight stretch. Includes a back zipper closure with a hook and eye closure.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0064

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Tropics Ruffle Crop Top
    Feel the island vibes in bold, after-dark florals! This elegant crop top features adjustable spaghetti straps, a pink and black ruffle overlay, and a solid, tube-style black underlay with back zip. Top is made from a lightweight, lightly textured woven material with a touch of stretch. Don't forget to pair it with the matching tie-waist pants!

    Style Number/Barcode: 06003-0242

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twist And Style Crop Top

    Twist and style it up with this adorable crop top! It features short sleeves, a V neckline created by a twist front, and a cropped hem. The top is composed of a french terry knit fabric that offers plenty of stretch.

    Style Number/Barcode: 06002-0027

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tropic Vibes Crop Top
    Get those tropical island vibes with this printed crop top! It features an off the shoulder square neckline, short sleeves, a tie front accent, a cropped hem, and a scalloped trim. The navy blue top is composed of a stretchy smocked fabric with an all over palm leaf print with hues of olive green and beige. Complete your vacay ready look with the matching maxi skirt!

    Style Number/Barcode: 06003-0247

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Twist Crop Top
    Give your look a trendy twist with this anything but basic crop! The top features a round neckline, short sleeves, a front vertical seam detail down the middle, a twist front with waist cut outs, and a cropped hem. The ribbed knit top offers plenty of stretch.

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

    Style Number/Barcode: 06001-1473

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Donna Chiffon Deep V Gown
    Special Occasion

    You never shy away from statement dressing—and our gorgeous Donna gown proves no exception! Rendered in a bold, black and marigold abstract print, Donna features adjustable spaghetti straps leading to a cross back, a deep V bodice with pleat detail at bust, a banded waist with back zip and hook-and-eye closure, and an A-line skirt. Dress is partially lined and made from a float-y, chiffon-like material with little to no stretch. 

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-0164

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance