$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.

  • Casual Chic Nubuck Block Heels

    Keep it casually chic with heels that bring on the glam! The heels feature an open square toe, an adjustable ankle strap, a strap over the toe, and a low block heel. The heels are composed of a faux nubuck material. Complete look with a bodycon dress

    Fit & Features

    • Open back 
    • Open square toe
    • Strap over toe
    • Adjustable ankle strap
    • Low block heel 
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3713

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sparkling Beauty Linear Earrings

    Showcase your beauty with these sparkling embellished statement earrings. They feature a cascading linear design with leaf-shaped cubic zirconia stones. Style these earrings with a sleek satin dress.

    Fit & Features

    • Linear design
    • Leaf-shaped cubic zirconia stones
    • Post-back closures


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

    Style Number/Barcode: 07001-1080

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Birthday Princess Headband

    Watch as everyone steps aside for you, the birthday princess! This rhinestone headband features a metal frame with 'Happy Birthday' lettering and a crown. Complete the look in a sexy satin dress.

    Fit & Features

    • Metal frame headband
    • Rhinestone insets
    • 'Happy Birthday' lettering with crown

    Style Number/Barcode: 07006-0228

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Ditsy Floral Tie-Front Top

    Keep your everyday look darling and sweet with this adorable top! It features short flutter cap sleeves, a V-neckline with a tie-front design, a cropped fit, and an all-over ditsy floral print. Style with the matching mini skirt and espadrille wedges.

    Shop Matching Bottoms: Darling Ditsy Floral Mini Skirt

    Fit & Features

    • Short flutter cap sleeves
    • V-neckline
    • Tie-front
    • Cropped
    • Ditsy floral print
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0272

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Ditsy Floral Mini Skirt

    Keep your everyday look darling and sweet with this adorable skirt! It features a high-rise waist, ruched detailing leading to a front slit, a short, curve-hugging fit, and an all-over ditsy floral print. Style with the matching crop top and espadrille wedges.

    Shop Matching Top: Darling Ditsy Floral Tie-Front Top

    Fit & Features

    • High-rise waist
    • Ruching
    • Front slit
    • Mini-length, form-fitting silhouette
    • Ditsy floral print
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0567

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step Aside Eyelet Tie-Front Top

    Step aside, fashionista coming through! Look and feel so fab in this eyelet lace crop top featuring peasant long sleeves, a plunge V-neckline, and a customizable tie-front hem. Complete the look in denim shorts for a cute spring fit.

    Fit & Features

    • Peasant long sleeves, elasticized hems
    • Plunge V-neckline
    • Customizable tie-front 
    • Cropped hem
    • Eyelet lace knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0261

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rose Bliss Floral Mesh Corset

    Feel blissful in this stunning floral mesh corset! It features a strapless, sleeveless bodice with a mesh overlay, pleating, and flexible boning for structure. The back hook-eye closures let you adjust the fit. Complete the look in trendy high-rise jeans.

    Fit & Features 

    • Strapless, sleeveless bodice
    • Flexible boning, pleat detail
    • Back hook-eye closures
    • Floral pattern
    • Mesh overlay
    • Fits true to size, no stretch

    Style Number/Barcode: 06001-4107

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute As A Daisy Ruffle Strap Dress

    You'll look so cute in this daisy ruffle strap dress designed in a classic sleeveless, sweetheart bodice with ruffle tank straps, and a bodycon silhouette. Composed of brushed knit fabric with a moderate stretch. Perfect for styling with lace-up heels.

    Fit & Features

    • Sweetheart bodice
    • Ruffle tank straps
    • Bodycon silhouette
    • Mini length hem
    • Daisy floral pattern
    • Brushed knit fabric
    • Fits true to size, moderate stretch

    Style Number/Barcode: 05102-4440

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Koami Formal One Shoulder Dress

    Special Occasion 

    Make your dramatic entrance in a formal dress that showcases your iconic style. Koami features a sleeveless, one-shoulder neckline with asymmetrical dual straps, a high waist seam, and an A-line silhouette accented with a high side slit. The dress is composed of a lined crepe fabric that offers a moderate stretch. Complete look with rhinestone heels and an anklet

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Adhesive bra recommended
    • Asymmetrical dual strap
    • High waist seam, high side slit
    • A-line silhouette
    • Crepe-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-2282

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • True Beau Satin Stripe Tie-Front Top

    Fall head over heels for this satin stripe tie-front top featuring long peasant sleeves, a plunge V-neckline, and a tie-front cropped hem. Complete the look in jeans for a fab date outfit.

    Fit & Features

    • Long peasant sleeves, elasticized cinched hems
    • Plunge V-neckline
    • Tie-front cropped hem
    • Satin striped pattern
    • Sheer woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1265

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Toucan Long Mesh Duster

    Slip on this breezy tropical mesh duster for instant island vibes! It features long sleeves, an open-front design, and a palm leaf print on sheer mesh knit fabric with a moderate stretch. Complete the look in a bikini set for poolside lounging.

    Shop Matching Top: Tropical Toucan Mesh Crop Top

    Shop Matching Bottoms: Tropical Toucan Ruched Mini Skirt

    Shop Matching Jumpsuit: Tropical Toucan Strapless Jumpsuit

    Fit & Features

    • Long fitted sleeves
    • Open-front design
    • Longline hem
    • Palm leaf print
    • Sheer mesh knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0257

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Trendy Vibes Mesh Bodysuit

    Bring the trendy vibes to your festival look with this bold mesh bodysuit. It features long fitted sleeves, a front cutout creating a bandeau design with a halter neckline and a below-the-bust cutout, a thong bottom, and a fab tie-dye swirl print. Style this bodysuit with cutoff denim shorts and clear mules.

    Fit & Features

    • Long fitted sleeves
    • Front cutout, bandeau design, halter neckline, below-the-bust cutout
    • Thong bottom, dual snap-button closure
    • Form-hugging fit
    • Tie-dye swirl print
    • Sheer mesh fabric, front knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4056

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stunning Style Moment Mesh Bustier

    Have yourself a stunning style moment in this trendy mesh bustier. It features a sleeveless sweetheart neckline with a padded bust, spaghetti straps that lead to a cross-back lattice design, all-over ruching, and a cropped, form-hugging fit. Style this bustier top with your fave pair of denim and mules.

    Fit & Features

    • Sleeveless sweetheart neckline, structured and padded bust
    • Spaghetti straps
    • Cross-back lattice design, tie closure
    • Corset-style bodice, flexible boning, ruched detailing
    • Cropped, form-hugging fit
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3995

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Emme Satin Party Dress
    Twirl the night away in the flirty Emme satin party dress! She features a sleeveless V-neckline, adjustable spaghetti straps for a customized fit, a high waist, cute side pockets, and a short skater skirt with a fit and flare silhouette. Complete your look with rhinestone statement earrings and strappy heels.

    Style Number/Barcode: 05001-0152

    Category Name: $20 & Under Sale

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cabana High-Rise Wide Leg Pants

    These wide-leg pants are made for the cabana life! It features a high-rise elasticized waist, a wide-leg silhouette, and a pull-on/off styling. Composed of hacci smooth knit fabric with a moderate stretch. Style with the matching top.

    Shop Matching Top: Cabana Long Sleeve O-Ring Crop Top

    Fit & Features

    • High-rise elasticized waistband
    • Wide leg silhouette
    • Pull-on/off styling
    • Hacci smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0840

    Category Name: $20 & Under Sale

    Price: $26.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cabana Long Sleeve O-Ring Crop Top

    A crop top like this was made for the cabana life! It features long peasant sleeves, a collared plunge V-neck with an eye-catching o-ring center, and an open-back with tie-back closure. Composed of hacci smooth knit fabric with a moderate stretch. Style with the matching bottoms.

    Shop Matching Bottoms: Cabana High-Rise Wide Leg Pants

    Fit & Features

    • Long peasant sleeves, elasticized hems
    • Collared plunge V-neck
    • O-ring center
    • Cropped hem
    • Open-back, tie closure
    • Hacci smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4086

    Category Name: $20 & Under Sale

    Price: $29.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Budding Romance Chiffon Skater Dress

    Isn't a new romance so exciting! Enter into your new spring fling in this floral chiffon skater dress featuring a sleeveless, ruffled V-neck, adjustable spaghetti straps, an open back with cross straps, and a tiered ruffle trim skirt. Complete the look in lucite mules for the perf day date.

    Fit & Features

    • Sleeveless, ruffled V-neck, adjustable spaghetti straps
    • Open-back, cross straps, back zipper closure
    • Tiered ruffle trim skirt
    • Skater-style silhouette
    • Floral pattern
    • Chiffon fabric, inner lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1482

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Florals Mesh Piped Mini Dress

    Breath in the fresh scent of this floral mesh bodycon dress perfect for spring! It features a trendy off-the-shoulder, sweetheart neckline, long ruched sleeves, a built-in padded bust with satin piping, side ruched seams to accentuate your natural curves on the mini-length hem. Complete the look in heart-shaped hoops.

    Fit & Features

    • Off-the-shoulder, sweetheart neckline, long ruched sleeves
    • Built-in padded bust, satin piping, back zipper closure
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Floral mesh-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1484

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Style Quilted Jelly Bag

    Showcase your style with a jelly bag that is all the rage! The bag features a small rectangular body, a quilted chevron design, a top zipper closure with tassel, and a wide woven nylon shoulder strap. Complete look with cutoff shorts and booties.

    Fit & Features

    • Small rectangular body
    • Quilted chevron design 
    • Dual top zipper closure with tassel 
    • Woven nylon shoulder strap 
    • Jelly material 

    Style Number/Barcode: 07203-0985

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hello Weekend Straw Floppy Hat

    A true weekender like you will adore this straw hat! It features a floppy design with a script on the wide brim that reads, "Hello Weekend". Complete the look in a cute bikini to soak up the sun.

    Fit & Features

    • Floppy design
    • Wide brim
    • Script reads, "Hello Weekend" 
    • Straw material

    Style Number/Barcode: 07302-0502

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Nubuck Platform Block Heels

    Bring it back to basics with heels that complete your look! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a strap over the toe, a platform, and a block heel. The heels are composed of a faux nubuck material. Complete look with a floral short dress and butterfly necklace. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open almond toe, strap over the toe 
    • Platform 
    • Block heel 
    • Faux nubuck material 
    • Runs true to size

    Style Number/Barcode: 07401-3696

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Mode Printed Kimono

    Layer on this breezy printed kimono to instantly look like you're on vacay. It features half-length kimono-style sleeves, an open front, a mid-length flowy silhouette, and an all-over boho-chic floral pattern. Style this kimono over a crop top and denim shorts.

    Fit & Features

    • Half-length kimono-style sleeves
    • Open front
    • Mid-length flowy silhouette
    • Boho-inspired floral print
    • Lightweight woven gauze fabric
    • Runs true to size

    Style Number/Barcode: 06204-1256

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • After Hours Satin Flare Mini Skirt

    Dress to impress in this sultry satin mini skirt for after-work cocktails! It features a high-rise waist, side zipper closure, and a flared hem. Composed of silky smooth satin fabric with no stretch. Style with a moto jacket and heels.

    Fit & Features

    • High-rise waist
    • Side zipper closure
    • Flared hem
    • Mini-length
    • Silky smooth satin, no stretch
    • Fits true to size

    Style Number/Barcode: 06401-0443

    Category Name: $20 & Under Sale

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Amy Formal Sequin V-Neck Long Dress

    Special Occasion

     Made to sparkle and stun, be seen in a new light in the Amy formal sequin dress for your next dressy event! She's ready for the spotlight in her effortless form-fitting sleeveless silhouette with unique, inverted sequin embroidery on delicate mesh-lined fabric. Complete the look with a chic box clutch.

    Fit & Features

    • Sleeveless, V-neck, bungee spaghetti straps
    • High-waist seam, back zipper closure
    • Form-fitting silhouette
    • Floor-length hem
    • Inverted sequin-embroidery, mesh-lined fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2258

    Category Name: $20 & Under Sale

    Price: $19.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance