$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.

  • City Chic Sleeveless Wrap Romper

    Keep it chic in the city with a romper that is perf for your next night out! The romper features a sleeveless square neckline, a wrap skirt overlay, and wide-leg shorts. Complete look with wedges and door knocker earrings. 

    Fit & Features

    • Sleeveless square neckline
    • Wrap skirt overlay 
    • Wide leg shorts
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06503-0312

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style Glowup Tie Front Top

    Glow up in a cute tie-front top that elevates your style! The top features a plunging V-neckline, a tie-front hem, long sleeves, and a cropped hem. The top is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with high waist shorts and sandals. 

    Fit & Features

    • V-neckline
    • Tie-front hem
    • Long sleeves
    • Cropped hem 
    • Lightweight woven fabric
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06204-1016

    Category Name: $20 & Under Sale

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classically Chic Brushed Knit Jumpsuit

    Keep it classically chic with a jumpsuit that is part comfy and part chic. The jumpsuit features a sleeveless V-neckline, spaghetti straps, and a skinny leg fit. The jumpsuit is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching duster and slides. 

    Shop Matching Duster: Classically Chic Brushed Knit Duster

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Skinny leg fit
    • Brushed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0620

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Strappy Back Halter Bodysuit

    This trendy basic has a cool strappy back design for an elevated vibe. The bodysuit features a sleeveless halter neckline, spaghetti straps that lead to an open-back strappy design with small O-ring details, and a form-hugging fit. Style this bodysuit with high-rise jeans and chic mules.

    Fit & Features

    • Sleeveless halter neckline
    • Spaghetti straps
    • Open back, strappy design, dual O-ring details
    • Form-hugging fit
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-3429

    Category Name: $20 & Under Sale

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Glam Snake Print Tie Front Top

    Bring that edgy glamour with a cute tie-front top! The top features a V-neckline, a tie-front hem, short flutter sleeves, a snake print with metallic threading throughout, and a cropped hem. The top is composed of a sheer chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with high waist jeans

    Fit & Features

    • V-neckline
    • Tie-front hem
    • Short flutter sleeves
    • Cropped hem
    • Snake print, metallic threading 
    • Chiffon fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1039

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sprung On Style Floral Tie Front Top

    Get sprung on a cute floral top that brings the charm! The top features a floral print, a V-neckline, a tie-front hem, kimono sleeves, and a cropped hem. The top is composed of a woven fabric that offers a relaxed fit with minimal stretch. Complete look with a high waist skirt

    Fit & Features

    • V-neckline
    • Tie-front hem
    • Kimono sleeves
    • Cropped hem
    • Floral print
    • Lightweight woven fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1030

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Cutie Floral Tie Front Top

    Create a majorly cute moment with a fab top! The top features a plunging V-neckline, a tie-front accent, quarter-length flutter sleeves, a floral print, and a cropped hem. The top is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with high waist shorts and wedges. 

    Fit & Features

    • V-neckline
    • Tie-front accent
    • 3/4 flutter sleeves
    • Floral print
    • Cropped hem 
    • Lightweight woven fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1069

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Icon Lace Up Denim Jumpsuit

    Go retro with a jumpsuit that shows off what a style icon you are! The jumpsuit features a sleeveless square neckline, spaghetti straps that lead to a cross-back design, and a lace-up back. The relaxed fit waist leads to a straight leg with side pockets. Complete look with mules and a snake chain necklace. 

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross back 
    • Lace-up back 
    • Straight leg fit
    • Side pockets
    • Denim fabric 
    • Form hugging fit, runs true to size

    Style Number/Barcode: 06602-0269

    Category Name: $20 & Under Sale

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Verona Formal One Shoulder Ruched Dress

    Special Occasion 

    Make a timeless entrance with a formal dress that enchants! Verona features a one-shoulder neckline, a supportive tank shoulder strap, a ruched body, and a mermaid silhouette. The dress is composed of a lined satin fabric that offers a form hugging fit with a slight stretch. Complete look with rhinestone heels and a rhinestone headband

    Fit & Features

    • One-shoulder neckline
    • Tank shoulder strap
    • Ruched body
    • Mermaid silhouette 
    • Satin fabric
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1431

    Category Name: $20 & Under Sale

    Price: $8.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Cropped Fleece Hoodie

    Keep it basic and cozy with a fleece hoodie that is comfy for lounging in! It features a drawstring hoodie, long sleeves, and a cropped hem. The hoodie is composed of a soft-to-the-touch fleece fabric that offers a relaxed fit with moderate stretch. Complete the look with the matching shorts.

    Shop Matching Drawstring Shorts: Basic High Waist Fleece Shorts

    Shop Matching Elastic Shorts: Casual Trendsetter Fleece Shorts

    Fit & Features

    • Drawstring hoodie
    • Long sleeves
    • Cropped hem
    • Fleece fabric
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-0868

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry And Sassy Snake Print Bodysuit

    Sultry and sassy will be your vibe in this on-trend snake print bodysuit. It features a sleeveless deep V-neckline with a wrap-front design, spaghetti straps, ruched detailing, and a contrasting knit bottom. Complete the look with a faux leather mini skirt and ankle booties.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Spaghetti straps
    • Ruching
    • Knit top with snake print design, contrasting knit thong bottom
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-3266

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic High Waist Fleece Shorts

    Keep it basic and cozy with fleece shorts that are comfy for lounging in! The shorts feature a high-rise waist, a drawstring, side pockets, and a cheeky bottom. The shorts are composed of a soft-to-the-touch fleece fabric that offers a relaxed fit with moderate stretch. Complete the look with the matching cropped hoodie.

    Shop Matching Hoodie: Basic Cropped Fleece Hoodie

    Fit & Features

    • High-rise waist
    • Drawstring
    • Side pockets
    • Cheeky bottom
    • Fleece fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06503-0247

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Instincts Snake Mini Dress

    Tap into your stylish instincts with a mini dress that shows off your fierce side! The dress features a snake print, a sleeveless V-neckline, adjustable spaghetti straps, a twisted knot accent at the bodice, and a wrap silhouette with a high slit. The dress is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Snake print
    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Twisted knot accent at bodice
    • Wrap silhouette, high slit
    • Brushed knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05103-3834

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Poised Ponte Plaid Crop Top

    Keep it so poised with a crop top that elevates your style! The top features a plaid print, a sleeveless square neckline, bungee spaghetti straps, and a cropped hem. The top is composed of a ponte knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini skirt.

    Shop Matching Mini Skirt: So Poised Ponte Plaid Mini Skirt

    Fit & Features

    • Plaid print
    • Sleeveless square neckline
    • Cropped hem
    • Bungee spaghetti straps
    • Ponte knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3465

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gimme More Lace Floral Bralette

    Keep it sultry with a lace bralette that is perf to wear alone or to layer under a blazer! The bralette features a plunging V-neckline, a caged bodice, push-up cups, adjustable spaghetti straps, contrast piping, and a long lace hem.

    Fit & Features

    • Sleeveless V-neckline
    • Caged bodice
    • Padded cups
    • Adjustable spaghetti straps
    • Long lace hem, contrast piping
    • Form hugging fit, moderate stretch
    • Runs true to size

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise.

    Style Number/Barcode: 07107-0629

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Formal Lace-Up Mermaid Dress

    Special Occasion

    Lace-up in the Summer formal mermaid dress that will bring the elegance to your evening! Summer features a sleeveless V-neckline, a double row of spaghetti straps that lead to a bold lace-up back for a customized fit, and a floor-length, fitted mermaid silhouette accented with a high side slit to show some leg. The dress is composed of a satin knit fabric that offers a form-hugging fit. Complete the look with rhinestone heels and a clutch.

    Fit & Features

    • Sleeveless V-neckline, double-row of spaghetti straps
    • Adhesive bra recommended
    • Lace-up back design, tie closure
    • High side slit
    • Empire waist
    • Floor-length mermaid silhouette
    • Satin knit fabric, moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05002-1591

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Trendsetter Lace Up Midi Dress

    Stun like the true trendsetter you are with a midi dress that slays! The dress features a halter neckline with a racer bust, spaghetti straps, sexy cutouts at the waist, a lace-up back, and a midi-length silhouette. The dress is composed of a buttery lined knit fabric that offers a form hugging fit with a moderate stretch.  Complete look with mules

    Fit & Features

    • Halter neckline, racer bust
    • Spaghetti straps
    • Lace-up straps at the back
    • Cutouts at the waist
    • Midi length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05101-1096

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quinn Sequin Scroll Puff Sleeve Dress

    Special Occasion

    Chic and effortlessly elegant, elevate your look with the stunning Quinn sequin dress! She features a square neckline, dramatic short puff sleeves, a partially open back with a zipper closure, and a floor-length fitted mermaid silhouette. The dress has a gorgeous sequin scroll design that will have all eyes on you. Complete the look with basic heels.

    Fit & Features

    • Square neckline
    • Short puff sleeves, elastic cinched hems
    • Bra-friendly
    • Partially open back, zipper and hook and eye closure
    • Floor-length fitted mermaid silhouette
    • Sheer mesh fabric, knit lining, moderate stretch
    • Sequin scroll design
    • Runs true to size

    Style Number/Barcode: 05002-1518

    Category Name: $20 & Under Sale

    Price: $37.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Style Floral Chiffon Kimono

    Layer on this airy floral chiffon kimono for an effortlessly stylish look. It features three-quarter length loose sleeves, an open front, and a flowy high-low silhouette. Wear this lightweight fashion kimono over a casual dress and complete the outfit with cute heels.

    Fit & Features

    • Three-quarter length loose sleeves
    • Open front
    • High-low silhouette, relaxed fit
    • Sheer chiffon fabric, floral print
    • Runs true to size

    Style Number/Barcode: 06204-1035

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Trendsetter Panama Hat

    Showcase your status as a chic trendsetter with this stylish Panama hat. It features a wide flat brim and a thin faux leather band with a sleek flat buckle detail. Wear this hat with a faux leather jacket.

    Fit & Features

    • Wide flat brim
    • Thin faux leather band
    • Flat buckle detail
    • Faux wool material

    Style Number/Barcode: 07302-0382

    Category Name: $20 & Under Sale

    Price: $7.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Trendsetter Ruched Knit Mini Dress

    Showcase casual trendsetting looks in this stylish knit mini dress. It features a square neckline, short sleeves, ruched side detailing with drawstrings, and a short, form-hugging silhouette. Pair this dress with a denim jacket and cute mules for an effortless everyday outfit.

    Fit & Features

    • Square neckline
    • Short sleeves
    • Ruched side detailing
    • Adjustable drawstrings
    • Mini-length, form-hugging fit
    • Ribbed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4333

    Category Name: $20 & Under Sale

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ruched Ribbed Knit Cutout Mini Dress

    Keep it casually chic with a mini dress that stuns with stylish details! The dress features a crew neckline, long sleeves, a cutout at the midriff with criss-cross straps, ruched drawstrings, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules and statement earrings. 

    Fit & Features 

    • Crew neckline
    • Long sleeves
    • Cutout at the midriff
    • Criss-cross straps, ruched drawstrings
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4242

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amara Formal Scalloped Lace Mermaid Dress

    Special Occasion 

    Make an enchanting entrance with a lace dress that brings the drama to your formal evening! The dress features a sleeveless V-neckline with single button closure at the nape of the neck, an open-back design, a floral lace body, sparkling sequins throughout, and a mermaid silhouette. The dress offers a form hugging fit with slight stretch. Complete look with rhinestone heels and a clutch.

    Fit & Features

    • Sleeveless V-neckline
    • Open back, single-button closure at the nape of the neck 
    • Floral lace body
    • Sequins
    • Mermaid silhouette 
    • Lace fabric 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 05002-1684

    Category Name: $20 & Under Sale

    Price: $14.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nicole High-Slit Floral Formal Dress

    Special Occasion

    You'll look oh-so-gorgeous in the flirty floral Nicole formal dress! She features a sleeveless square neckline, spaghetti straps that lead to a cross-back design, a flattering high waist seam, and a floor-length, fitted silhouette with a thigh-high front slit accented with ruffle detailing. Complete the outfit with basic block heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps, cross-back design
    • High waist seam
    • High front slit, ruffle trim
    • Floor-length, fitted A-line silhouette
    • Floral print
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1368

    Category Name: $20 & Under Sale

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale