$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.

  • Flirty Floral Mesh Bustier

    Flirty and fresh, you'll be falling for this floral bustier perfect for dressing up any outfit. It features peasant long sleeves, a sweetheart neckline, a padded and ruched bust, and a fitted, cropped hem on partially lined sheer mesh fabric. Complete your cute look in new denim jeans.

    Fit & Features

    • Peasant long sheer sleeves, elastic cinched hems
    • Sweetheart neckline, padded and ruched bust
    • Fitted, cropped hem
    • Floral print
    • Sheer mesh fabric, partial knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4359

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Blooms Mesh Crop Bustier

    This floral bustier is in full bloom this season! It features an off-the-shoulder neckline with ruffle trim, a build-in padded bust, front hidden hook-eye closures, and a cropped hem on partially-lined sheer mesh fabric. Complete the look in flare pants.

    Fit & Features

    • Off-the-shoulder neckline, ruffle trim
    • Built-in padded bust, ruched detailing
    • Front hidden hook-eye closures
    • Cropped hem
    • Floral print
    • Sheer mesh fabric, partial knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4358

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Extra Space Rectangle Handbag

    This cute handbag has the extra space you desire to keep your necessities within reach! It features square top handles, a rectangular body, a detachable shoulder strap, croc faux leather material, snap-button closure, and a spacious lined interior with a zipper pocket. Complete the look in a boss babe blazer and trouser pants.

    Fit & Features

    • Square top handles
    • Rectangular body
    • Detachable shoulder strap
    • Snap-button closure
    • Spacious lined interior, zipper pocket
    • Croc faux leather material

    Style Number/Barcode: 07203-1106

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Staple Wide-Fit Block Heels

    This chic pair of block heels are a classic staple you need in your wardrobe. They feature a comfortable wide-fit design with an open almond-shaped toe, a toe strap, an adjustable ankle strap with a buckle detail, and a sturdy block heel. The heels are composed of a faux leather material. Complete your formal look with a sleek envelope clutch.

    Fit & Features

    • Wide-fit design
    • Open almond-shaped toe, toe strap
    • Adjustable ankle strap, circular buckle
    • Closed back
    • Block heel
    • Faux leather material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3899

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirtatious And Chic Satin Skater Dress

    Keep your night out 'fit flirtatious and chic with this sleek satin skater dress. It features a sleeveless cowl neckline with pleated detailing, bungee spaghetti straps, a high waist seam with an alluring front cutout, and a short skater skirt with a fit and flare silhouette so you can twirl all night long. Style with strappy stilettos.

    Fit & Features

    • Sleeveless pleated cowl neckline
    • Bungee spaghetti straps
    • High waist seam, front cutout
    • Short skater skirt, fit and flare silhouette
    • Smooth satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1756

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Style Wide-Fit Block Heels

    This staple pair of block heels are a classic style you need in your wardrobe. They feature a comfortable wide-fit design with an open almond-shaped toe, a toe strap, an adjustable ankle strap with a buckle detail, and a sturdy block heel. The heels are composed of a faux suede material. Complete your formal look with a sleek envelope clutch.

    Fit & Features

    • Wide-fit design
    • Open almond-shaped toe, toe strap
    • Adjustable ankle strap, circular buckle
    • Closed back
    • Block heel
    • Faux suede material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-3897

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darcie Floral Bustier Party Dress

    Special Occasion

    Twirling is not just a want- it's a must in the Darcie party dress for your next celebration! She embodies flirtatious fun in her sleeveless, sweetheart neck, adjustable spaghetti straps, lightly padded bust, and a bustier-style bodice with flexible boning inserts, a high waist seam, and a short skater skirt. The formal dress is composed of a floral embroidered mesh overlay with satin and tulle lining to create a full effect. Complete your dressy look in statement earrings and heels.

    Fit & Features

    • Sleeveless, sweetheart neck, adjustable spaghetti straps
    • Lightly padded bust, strapless or sticky bra optional
    • Bustier-style bodice, flexible boning
    • High waist seam, back zipper closure
    • Skater silhouette, short-length hem
    • Floral embroidered mesh, satin and tulle lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05001-1103

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bri High Rise Flare Jeans By Windsor Denim

    A vintage style that everyone's obsessing over! The Bri jeans by Windsor Denim offer a flattering high-rise waist, a form-hugging fit through the hips, and a flare raw-cut hem on premium dark wash denim fabric with minimal stretch. Complete the look in a cropped sweater.

    Fit & Features

    • High-rise waist
    • Form-hugging fit through the hips
    • Flare, raw-cut hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loops
    • Premium denim, color fade effect, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06602-0361

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lounge Goals Racerback PJ Tank Top

    This pajama tank top is totally lounge goals! It features a sleeveless, scoop neck, tank-style straps, a form-fitting cropped hem, and a racerback design on soft ribbed knit fabric. Complete the cozy look in the matching bottoms.

    Shop Matching Bottoms: Lounge Goals Wide Leg PJ Pants

    Fit & Features

    • Sleeveless, scoop neck, tank-style straps
    • Racerback design
    • Form-fitting
    • Cropped hem
    • Soft ribbed knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0799

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine In Rhine Strappy Stiletto Heels

    Give your formal attire a glam shine in these rhinestone embellished heels featuring an almond toe, stiletto heel, dual straps, zipper closure, on faux leather material. Complete the look in a chic necklace set.

    Fit & Features

    • Almond toe
    • Stiletto heel
    • Dual straps
    • Zipper closure
    • Rhinestone embellishments
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3688

    Category Name: $20 & Under Sale

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mildred Taffeta Skater Party Dress

    Special Occasion

    Pierce the room in the flirty Mildred party dress that brings the flirtatious flare to homecoming, fall banquets, and formal events! She features a sleeveless, v-neckline, adjustable spaghetti straps, princess seams along the bodice, a cutout back accent, and a high-waist seam leading to her short, skater silhouette. The party dress is composed of a taffeta woven fabric with tulle and knit lining. Complete your dressy look in statement heels and a clutch. 

    Fit & Features

    • Sleeveless, v-neckline, adjustable spaghetti straps
    • Strapless or adhesive bra recommended
    • Princess seam bodice, back zipper closure
    • High-waist seam, back cutout
    • Short, skater silhouette
    • Taffeta woven fabric, tulle and knit lining
    • Fits true to size

    Style Number/Barcode: 05001-1143

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Curvaceous Cutie Mesh Mini Dress

    Check you out cutie! Show off your curves in this mesh mini dress designed in a sleeveless, one-shoulder strap neckline with a cutout, bodycon silhouette, and all-over ruching that gives you the perfect hourglass appearance. Complete the look with a chic clutch and heels.

    Fit & Features

    • Sleeveless, one-shoulder neckline, cutout strap
    • Bodycon silhouette
    • All-over ruching 
    • Mini-length hem
    • Mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05103-4593

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melody Formal One Shoulder Satin Dress

    Special Occasion 

    Make a mesmerizing impression with a formal dress that creates a head-turning moment! Melody features a one-shoulder neckline, a double-row of asymmetrical spaghetti straps, and an A-line silhouette with an ultra-high side slit. The dress is composed of a lined satin fabric that offers a form hugging fit with a moderate stretch. Complete look with high heels and a rhinestone clutch

    Fit & Features

    • One-shoulder neckline
    • Double-row asymmetrical spaghetti straps
    • Adhesive bra recommended
    • High waist
    • High side slit
    • A-line 
    • Lined satin fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-2269

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Sleek Zebra Print Midi Dress

    Keep your look so sleek with a midi dress that levels up your casual outfits! It features a sleeveless V-neckline with a knot-front design, a small keyhole cutout under the bust, spaghetti straps, a midi-length, fitted, A-line sihouette, and a chic front slit. The smooth knit fabric features an all-over zebra print pattern. Stye with strappy mules.

    Fit & Features

    • Sleeveless V-neckline, knot-front design
    • Keyhole cutout under the bust
    • Spaghetti straps
    • Midi-length hem, fitted A-line silhouette
    • High front slit
    • Knit fabric, plenty of stretch
    • Zebra print
    • Runs true to size

    Style Number/Barcode: 05102-4703

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Refresh Striped Sweater Dress

    Refresh your closet in this striped sweater dress featuring a sleeveless, crew neckline, bodycon silhouette, and a mini-length hem on stretchy, rib-knit fabric. Complete your trendy look in statement heels.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless, crew neckline
    • Bodycon silhouette
    • Mini-length hem
    • Striped pattern
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1485

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Varisty Babe Graphic Tunic

    Level up your look to varsity status with this adorable tunic! It features a crew neckline, short fitted sleeves, a center football helmet graphic with a script that reads "New Season," dual waist cutouts with a center O-ring cutout accent, and a short, form-hugging fit. Style with a cute shacket and sneakers.

    Fit & Features

    • Crew neckline, short sleeves
    • Football helmet graphic
    • Script that reads "New Season"
    • Dual waist cutouts, center O-ring cutout
    • Short, form-fitting silhouette
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1350

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic In Satin Belted Trench

    Layer on the chic vibes with this sleek satin trench! It features a wide lapel collar, long sleeves, a draped open front with a tie-front belt to cinch the waist, and a mid-length, flowy silhouette. Style with clear heels.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Draped open front
    • Tie-front belt, front pockets
    • Mid-length hem, relaxed fit
    • Non-stretch satin woven fabric
    • Runs true to size

      Style Number/Barcode: 06204-1317

      Category Name: $20 & Under Sale

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • In The Mood For Autumn Mini Skirt

      You'll be in the mood for the fall season with this adorable corduroy mini skirt! It features a high-rise fitted waist, a tie-front belt, front pockets, a button-down design, and a short, form-hugging fit. Style with a cropped sweater and ankle booties.

      Fit & Features

      • High-rise waist
      • Tie-front belt
      • Front pockets
      • Front button-down closures
      • Mini-length hem, form-hugging fit
      • Non-stretch corduroy fabric
      • Runs true to size

        Style Number/Barcode: 06301-0136

        Category Name: $20 & Under Sale

        Price: $9.97 $32.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Sleek Snake Chain And Stud Earrings Set

        Style up your casual looks with this sleek necklace and dainty earrings set! It features a flat snake chain necklace with a V-shaped design and small round stud earrings. Pair this jewelry set with a statement ring to complete your trendy glam look.

        Fit & Features

        • Necklace and earrings set
        • Flat snake chain necklace, V-shaped design
        • Adjustable chain, lobster clasp closure
        • Small round stud earrings
        • Post-back closures


        Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

        Style Number/Barcode: 07002-1329

        Category Name: $20 & Under Sale

        Price: $4.97 $11.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Charming Beauty Layered Anklet Set

        Add a charming touch to your poolside or beach look with this layered anklet set! It features a set of two anklets each with a snake chain and chain-link layer with lobster clasp closure. Style with a bikini and chic sarong wrap.

        Fit & Features

        • Two matching anklets
        • Layered design
        • Snake chain and chain-link layers
        • Lobster clasp closure

        Style Number/Barcode: 07003-0354

        Category Name: $20 & Under Sale

        Price: $5.97 $12.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Dreams Of Luxe Hand Bracelet

        So dreamy and luxe, this hand bracelet showcases a glam allure featuring an ornate, rhinestone embellished design, a ring accent, and a memory wire cuff. Complete the look in a stunning satin dress for your formal occasion.

        Fit & Features

        • Rhinestone embellished design
        • Ring accent
        • Memory wire cuff

        Style Number/Barcode: 07003-0390

        Category Name: $20 & Under Sale

        Price: $7.97 $17.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Trendsetting Icon Mesh Mini Dress

        Show off your trendsetter status in this of-the-moment mini dress. It features a sleeveless square neckline, bungee spaghetti straps that lead to cross-back design, ruching down the side seams, and a short, curve-hugging, bodycon silhouette. The lined mesh fabric features an all-over marble print pattern. Style with clear mules.

        Fit & Features

        • Sleeveless square neckline
        • Bungee spaghetti straps, cross-back design
        • Ruching down the side seams
        • Mini-length hem, fitted bodycon silhouette
        • Sheer mesh fabric, full knit lining, moderate stretch
        • Marble print
        • Runs true to size

        Style Number/Barcode: 05102-4702

        Category Name: $20 & Under Sale

        Price: $6.97 $38.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • So Major Coated Color Block Dress

        Create a majorly posh moment in a mini dress that makes a stunning impression! The dress features a sleeveless scoop neckline with spaghetti straps, a fab color block pattern with neutral hues, and a short-length hem. The dress is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with clear mules and gold earrings

        Fit & Features

        • Sleeveless scoop neckline
        • Spaghetti straps
        • Color block pattern
        • Short length hem 
        • Lined faux leather fabric 
        • Form-hugging fit, moderate stretch 
        • Runs true to size 

        Style Number/Barcode: 05103-4580

        Category Name: $20 & Under Sale

        Price: $9.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Preppy Trendsetter Knit Mini Dress

        Keep up your trendsetter status in this preppy-casual knit mini dress! It features a collared V-neckline, short fitted sleeves, and a short, form-hugging fit. Style with ankle booties and a cute shacket.

        Fit & Features

        • Collared V-neckline
        • Short sleeves
        • Mini-length hem, form-fitting silhouette
        • Ribbed knit fabric, moderate stretch
        • Runs true to size

        Style Number/Barcode: 05102-4566

        Category Name: $20 & Under Sale

        Price: $9.97 $29.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale