$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.

  • Meg Crepe Feather Trim Party Dress

    Special Occasion

    Short and sassy, unlock the Meg crepe dress that brings the diva allure to formal parties and dressy date nights! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, and a built-in padded bust with underwire support. Her curve-hugging silhouette leads to the eye-catching, asymmetrical short hem with feather trim. The formal dress is composed of a lined crepe fabric with a moderate stretch. Style with bold stiletto heels to complete the look!

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Built-in padded bust, underwire
    • Curve-hugging silhouette
    • Feather trim, asymmetrical short hem
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1406

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Silhouette No-Slip Shaper Thong

    Create a sleek and smooth silhouette with this no-slip shaper. It features a high-rise waist with a built-in silicone waistband to prevent slippage, a high-cut design, and a thong bottom. Wear this shaper under your fave bodycon dresses for nights out!

    Fit & Features

    • Ultra high-rise silhouette
    • No-slip silicone waistband
    • High-cut design
    • Thong bottom
    • Seamless, soft and comfortable
    • Runs true to size


    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07102-0305

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kelsey Formal Velvet Long Dress

    Special Occasion

     When the occasion calls for velvet, you must deliver in the Kelsey formal dress to make an elegant entrance at ceremonies or black tie events! She features a one-shoulder neckline, fitted long sleeve, a lightly padded bust, and a pleated side seam leading to her form-hugging, mermaid silhouette with an asymmetrical slit long hem. The formal dress is composed of a luxuriously soft velvet-lined fabric with a moderate stretch. Style with statement earrings, a clutch, and heels!

    Fit & Features

    • One-shoulder neckline, fitted long sleeve
    • Lightly padded bust, bra optional
    • Pleated side seam
    • Form-hugging, mermaid silhouette
    • Asymmetrical slit long hem
    • Lined velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-7057

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Angle Mid Rise Wide-Leg Denim Jeans

    These denim jeans capture your best angles! They feature a flattering mid-rise waist, front and back distressed accents, and a wide-leg silhouette, and are crafted from premium non-stretch denim fabric. Style with a cute graphic tee to complete the look!

    Fit & Features

    • Mid-rise waist
    • Front and back distressed accents
    • Wide-leg silhouette
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Premium non-stretch denim fabric
    • Runs true to size

    Style Number/Barcode: 06602-0435

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dreamy Trendsetter Celestial Print Denim Shacket

    Layer on this cool celestial print shacket for a dreamy trendsetter vibe! It features a collared neckline, long sleeves with buttons to cuff, a complete button-down front, buttoned chest pockets, a mid-length hem with a relaxed fit, and an all-over celestial-inspired print showcasing stars, moons, and planets. Style this denim shacket with hoop earrings to complete your festival look.

    Fit & Features

    • Collared neckline
    • Long sleeves, buttons to cuff
    • Button-down front
    • Dual chest pockets, button closures
    • Mid-length hem, relaxed fit
    • Celestial print, non-stretch denim fabric
    • Runs true to size

    Style Number/Barcode: 06203-0500

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Desert Dreamer Swirl Print Crop Top

    Embrace the dreamy retro vibes this festival season with this swirl print crop top! It features a plunging neckline with an alluring center cutout under the bust, long bishop sleeves, a lower back cutout with a tie-back design, and a fitted cropped hem. The trendy swirl print pattern will capture everyone's attention. Style with faux leather shorts and strappy mules.

    Fit & Features

    • Plunging neckline
    • Center cutout under the bust
    • Long bishop sleeves, cinched hems
    • Lower back cutout, tie-back design
    • Fitted cropped hem
    • Swirl print pattern, knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4682

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Spring Floral Surplice Crop Top

    This floral crop top is in spring! It features fitted long sleeves, a V-neckline, a surplice bodice, and a fitted hem on stretchy knit fabric. The top has a gorgeous floral bloom print perfect for styling with denim jeans and heels for a weekend trip!

    Fit & Features

    • Fitted ruched long sleeves
    • V-neckline
    • Surplice bodice, ruched side seams
    • Fitted crop hem
    • Floral bloom print
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4182

    Category Name: $20 & Under Sale

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Breeze In Style Ruffled Skater Romper

    Breeze into the party in this skater romper for a flirty allure everywhere you go! It features peasant long sleeves, a plunge V-neckline, a cutout waist with a tie-back design, and a layered ruffle skort bottom. Complete the look in strappy sandals.

    Fit & Features

    • Peasant long sleeves
    • Plunge V-neckline
    • Cutout waist, tie-back design 
    • Back zipper and hook-eye closure
    • Layered, ruffle skort bottom
    • Gauze woven fabric, sewn-in lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0154

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cara Formal Sequin Lace-Up Midi Dress

    Special Occasion

    Why blend in when you can shine? Glistening sequins cover the Cara formal dress ready to strike a pose at school dances or celebrations! She brings the sultry appeal in a sleeveless plunge V-neckline with a V-wire insert, lightly padded bust, spaghetti straps, and a lace-up back with tie closure. Her form-hugging silhouette leads to the skin-flaunting side slit along the midi-length hem. The formal dress is composed of a sequin scroll patterned mesh fabric with a knit lining and moderate stretch. Style with a clutch and heels to complete the look! 

    Fit & Features

    • Sleeveless plunge V-neckline, V-wire insert
    • Lightly padded bust, spaghetti straps
    • Lace-up back, tie closure, zipper and hook-eye closure
    • Form-hugging silhouette, side slit, midi-length hem
    • Sequin scroll pattern, mesh fabric, knit lining, moderate stretch
    • Bra optional
    • Runs true to size

    Style Number/Barcode: 05001-1283

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flower Power Lace-Up Mini Dress

    Keep your spring look on point with this cute and casual floral mini dress! It features a sleeveless scoop neckline, spaghetti straps, a lace-up back with tie closure, a bodycon silhouette, and a charming flower print on stretchy knit fabric. Complete the look with sandals for a day date!

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Lace-up back with tie closure
    • Bodycon silhouette, mini-length hem
    • Flower print
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4955

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Elevated Ponte Crop Bustier

    Create an elevated 'fit with this chic of-the-moment crop bustier! It features a sleeveless sweetheart neck, wide shoulder straps, bust seam detailing, and a fitted crop hem. The ponte knit fabric offers a moderate stretch. Style with the matching skort for a seamless look!

    Shop Matching BottomsSo Elevated Side Slit Skort

    Fit & Features

    • Sleeveless sweetheart neck
    • Wide shoulder straps 
    • Bust seam detailing
    • Fitted crop hem
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4717

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Island Time Floral Cropped Tube Top

    You'll be on total island time in this bold floral tube top! It features a strapless sweetheart neckline, a tie-front design that can also be styled as halter straps, an ultra-cropped, fitted hem, and an abstract floral print pattern that will draw everyone's attention to your chic look. Style with the matching wide-leg pants for a vacay-ready 'fit.

    Shop Matching Bottoms: Island Time Floral Wide-Leg Pants

    Fit & Features

    • Strapless sweetheart neckline
    • Tie-front design, can be styled as halter straps
    • Ultra-cropped, fitted hem, flexible boning at the sides
    • Abstract floral print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4673

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Blooms Ditsy Floral Crop Top

    Bloom with beauty this spring season in this adorable floral crop top! It features a sleeveless sweetheart neckline, flexible boning at the bodice to provide structure, spaghetti straps, a bold open back with a lace-up strappy design, a cropped, fitted hem, and a darling ditsy floral print pattern. Style with high-rise denim and clear mules.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Flexible boning at the bodice, spaghetti straps
    • Open back, lace-up strappy design, tie closure
    • Cropped, fitted hem
    • Ditsy floral print
    • Woven fabric, knit lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1849

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Muse Floral Satin Pants

    When it comes to your fashion style, you're a major muse for sure. These floral satin pants are perf for you. It features a high-rise waist, side pockets, and a wide-leg silhouette. The silky-smooth satin fabric features a chic all-over floral print pattern. Complete the look with the matching button-down top and bra.

    Shop Matching Tops: Major Muse Floral Satin Bra TopMajor Muse Floral Satin Button-Down Top

    Fit & Features

    • High-rise waist
    • Side pockets
    • Wide-leg silhouette
    • Floral print
    • Satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1318

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Muse Floral Satin Button-Down Top

    When it comes to your fashion style, you're a major muse for sure. This floral satin button-down top is perf for you. It features a collared neckline, long sleeves with dual button details, a complete button-down front, and a relaxed fit. The silky-smooth satin fabric features a chic all-over floral print pattern. Complete the look with the matching bra top and wide-leg pants.

    Shop Matching Top: Major Muse Floral Satin Bra Top

    Shop Matching Bottoms: Major Muse Floral Satin Pants

    Fit & Features

    • Collared neckline
    • Long sleeves, dual button details
    • Button-down front
    • Relaxed fit
    • Floral print
    • Satin woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2199

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Higher Love Twill Wrap Denim Skort

    You'll have a high love for this twill denim skort perfect for your weekend plans! It features a high-rise waist with a side metal hoop inset and a strap belt accent, a front wrap, and a cheeky short bottom. The skort is composed of a twill denim woven fabric with no stretch. Complete the look in strappy sandals.

    Fit & Features

    • High-rise waist
    • Side metal hoop, strap belt accent
    • Side zipper closure
    • Front wrap design
    • Cheeky short bottom
    • Twill denim woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0229

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sofia Formal Satin Feather Midi Dress

    Special Occasion

    Forever timeless and classic, the Sofia formal satin dress embodies the 90s chic style perfect for date nights, dances, or cocktail soirees! She features a sleek and sleeveless square neck, adjustable spaghetti straps for a customizable fit, and a form-hugging silhouette with a back slit accent and feather trim midi hem. The formal dress is composed of a lustrious satin-lined fabric with a moderate stretch. Style with stiletto mules and a clutch to complete the look!

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Back slit accent, feather trim midi hem
    • Lined satin fabric, moderate stretch
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1277

    Category Name: $20 & Under Sale

    Price: $14.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Text Me Later Strappy Back Mini Dress

    Their text can wait. You'll be too busy catching all the attention in this casual mini dress featuring a sleeveless square neck, bungee spaghetti straps, a strappy open-back, and a bodycon silhouette. The dress is composed of a texture knit fabric with a stretchy lining. Complete the look in a crop denim jacket.

    Fit & Features

    • Sleeveless square neck
    • Bungee spaghetti straps
    • Strappy open back
    • Bodycon silhouette
    • Mini-length hem
    • Texture knit fabric, stretchy lining
    • Runs true to size

    Style Number/Barcode: 05102-4981

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Fancy Satin Midi Dress

    Looking for something fancy? Get wine and dined in this satin midi dress featuring a sleeveless surplice v-neckline, spaghetti straps, bodycon silhouette, and a side pleated seam leading to the asymmetrical slit hem. Complete the look with a chic clutch.

    Fit & Features

    • Sleeveless surplice v-neckline
    • Spaghetti straps
    • Bodycon silhouette
    • Side pleated seam
    • Asymmetrical slit midi hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2327

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Harmony Chiffon Midi Dress

    Your sweet style personality goes in harmony with this chiffon midi dress perfect for any upcoming weddings and parties! The knee-length dress features short puff sleeves, a sweetheart neckline, princess seams, and a front flirty slit along the A-line silhouette. Pair with a chic ring set and heels.

    Fit & Features

    • Short puff sleeves
    • Sweetheart neck
    • Princess seams, front slit, back zipper and hook-eye closure
    • A-line silhouette
    • Midi-length hem
    • Airy chiffon fabric, knit lining, no stretch
    • Fits true to size

    Style Number/Barcode: 05101-1850

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Up Your Style Rhinestone Bow Mules

    Tie your style together in these faux leather mules featuring a square toe, a clear PVC strap with a glam rhinestone bow, and a short stiletto heel. Complete the look with a statement clutch for your next dressy event!

    Fit & Features

    • Square toe
    • Clear PVC strap with a rhinestone bow, center rhinestone accent
    • Short stiletto heel
    • Faux leather material
    • Cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4257

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jasmine Ruched Glitter Bodycon Mini Dress

    Special Occasion

    Show off a stylish shine in this gorgeous and glitzy Jasmine glitter mini dress boasting a lace-up back that turns heads and a ruched bodycon silhouette that flaunts your figure!

    Fit & Features

    • Glitter knit fabric, stretchy knit lining
    • Sleeveless cowl neckline, bungee spaghetti straps
    • Open back, cross-back strappy design
    • Front ruching, mini-length hem, front slit
    • Bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Nights out, bachelorettes, Vegas, birthdays, date night, vacations, cocktail parties

    Style Number/Barcode: 05001-1461

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruby Formal Sequin Lace-Up Midi Dress

    Special Occasion

     Light-catching sequins shape the Ruby formal dress to bring sparkle to dinner banquets and engagement parties! She features a sleeveless plunge sweetheart neck with a v-wire insert, spaghetti straps, a lace-up back design, a bodycon fit, and a flirty slit along her midi-length hem. The formal dress is composed of a sequin scroll mesh fabric with a knit lining and minimal stretch. Style with teardrop earrings and heels to complete the look!

    Fit & Features

    • Sleeveless plunge sweetheart neck, v-wire insert
    • Spaghetti straps, back zipper and hook-eye closure
    • Lace-up back design
    • Bodycon fit, front slit, midi-length hem
    • Sequin scroll mesh fabric, knit lining, minimal stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1284

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make A Statement Rhinestone Earrings

    Make a stunning statement with these post-back earrings to dress up your formal wear! They feature a stud top with rhinestone trim, a center rhinestone gem, and baguette stones on a metal starburst charm with rhinestone embellishments. Complete the look with an embellished clutch purse.

    Fit & Features

    • Stud top, rhinestone trim, center rhinestone gem
    • Baguette stone starburst charm
    • Rhinestone embellishments
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1464

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale