$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.

  • Garden Chic Floral Chiffon Midi Dress

    Enchanting and chic, this floral chiffon midi dress is perfect for a garden wedding. It features a sleeveless sweetheart neckline with a bust outline, adjustable spaghetti straps, a high waist seam, a smocked back panel with a zipper closure, a midi-length hem with a high front slit, and a flowy A-line silhouette. The airy chiffon fabric features a romantic blooming floral print alongside a dainty flower pattern. Style with clear block heels.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust and outline
    • Adjustable spaghetti straps
    • High waist seam, stretchy smocked back, zipper and hook-eye closure
    • Midi-length hem
    • Front slit, A-line silhouette
    • Floral print, chiffon fabric, smooth stretchy knit lining
    • Style runs small

    Style Number/Barcode: 05101-2212

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Art Of Patchwork Crop Denim Jacket

    Layer on this retro-fab denim jacket for springtime fun! Showcasing a 60s-inspired patchwork design, this jacket offers a modern crop silhouette, slouchy long sleeves with button cuffs, a classic collar neckline, faux flap pockets, and button-down front closures for multiple styling options. Complete the look in a denim midi skirt to rock a denim-on-denim outfit!

    Fit & Features

    • Patchwork design
    • Non-stretch denim fabric
    • Button-down front
    • Faux flap pockets
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06203-0521

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh In Floral Long Sleeve Mesh Crop Top

    Look fresh in this floral mesh crop top perfect for brunch and spring parties! This top boasts a chic mock neckline, fitted long sleeves, and a cropped hem that flatters your figure on sheer mesh fabric with a trendy floral print. Style with a mini skort and mules to complete the look!

    Fit & Features

    • Floral print, sheer mesh fabric
    • Long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5152

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prettiest Vibe High Waist Floral Woven Skort

    Give off the prettiest vibe in this floral woven mini skort perfect for the season. Designed with a lightweight woven fabric, it features a subtle rose print pattern for a sweet feminine flair. The skort is shaped with a high-rise waist, a mini-length overlay with hidden stretchy knit shorts, a short side slit for a chic detail, and a slim-fit silhouette. Style with the matching crop top for a cute brunch look!

    Shop Matching Top: Prettiest Vibe Puff Sleeve Floral Woven Crop Top

    Fit & Features

    • Floral print
    • Non-stretch woven fabric
    • High waist
    • Mini-length overlay, hidden stretchy knit shorts
    • Back zipper with hook and eye closure, side slit
    • Slim-fit
    • Runs true to size

    Style Number/Barcode: 06303-0255

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever Admired Sweetheart Bodycon Mini Dress

    Forever admired, you'll turn heads in this mini dress at the club! Featuring a sleeveless sweetheart neckline, spaghetti straps, a ruched bust, a flattering bodycon silhouette, a side pleated seam, and a flirty side slit along the hem on stretchy knit fabric. Complete the look in statement heels and a clutch.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps
    • Ruched bust, pleated side seam
    • Side slit
    • Bodycon silhouette, mini-length hem
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 05103-5194

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Romance Tie-Front Floral Woven Skater Romper

    Embrace your sweet romantic side in this breezy floral woven skater romper. The lightweight woven fabric is detailed with a soft dainty floral print for a gorgeous spring and summer vibe. The sleeveless bodice is shaped with a V-neckline with a wrap-front design, adjustable spaghetti straps that lead to an open back with cross-back straps, and a lower zipper closure. The high waist is accented with a tie-front design for a chic cinched look, with a short overlay over flowy shorts and a fit and flare silhouette. Style this adorable romper with espadrille wedges for a weekend party!

    Fit & Features

    • Woven fabric with dainty floral print, sewn-in woven lining, no stretch
    • V-neckline with wrap-front
    • Adjustable spaghetti straps
    • Open back, cross-back strappy design, back zipper with hook-eye closure
    • Tie-front
    • Short overlay, flowy shorts, fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 06403-0380

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New York City Cropped Graphic Tee

    Show off your love for NYC in this trendy cropped graphic tee! Made with a cotton-blend fabric with a moderate stretch, it features a black-and-white cityscape graphic with the script "NEW YRK CTY." The top is shaped with a crew neckline, short sleeves, and a fitted cropped hem. Style with faux leather pants for an effortlessly edgy look.

    Fit & Features

    • Cotton-blend fabric with moderate stretch
    • Black-and-white cityscape graphic
    • Script "NEW YRK CTY"
    • Crew neckline
    • Short sleeves
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1774

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fun Favorite High Rise Distressed Denim Shorts

    Grab your bestie and throw on these denim shorts for a fun summer adventure! Made from a medium wash fabric with a cool vintage-inspired color fading, these jean shorts will be essential all season. They feature a flattering high-rise waist, distressed accents for a major trend factor, and an edgy cut-off hem. Complete the look in a cute crop top and sandals!

    Fit & Features

    • Medium wash denim, color fading effect
    • High rise waist
    • Distressed accents, cut off hem
    • Front button and hidden zipper closure
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06603-0395

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Go With It Ribbed Knit Crop Top

    Go with those casual vibes with a top that is perf for nailing those casual fits! The top features a crew neckline, long sleeves, a lower back tie-back accent, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mom jeans and chunky sneakers. 

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Lower-back tie back accent
    • Cropped hem
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-1013

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vintage Lace-Up Mesh Graphic Crop Top

    Take a daring step with this graphic crop top at concerts, festivals, and fun nights out! Unleash your rebellious side with sheer mesh long sleeves with flare cuffs, a sheer mesh crew neckline, and a lace-up design for added style. The vintage graphic adds a bold touch while the cropped hem shows off your figure. Complete the look in an edgy denim skort.

    Fit & Features

    • Sheer mesh, cotton-blend knit fabric, stretchy
    • Lace-up
    • Graphic detail
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1734

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall For Me Patent Faux Leather Wedges

    Fall for these patent faux leather wedges perfect for any occasion! Designed with a sleek almond toe, a wedge heel for comfort and elevated style, and a closed ankle with an adjustable ankle strap allows for a perfect fit. Complete the look with a trending handbag.

    Fit & Features

    • 4" Wedge heel
    • Patent faux leather material
    • Adjustable ankle strap with buckle closure
    • Almond toe
    • Runs true to size

    Style Number/Barcode: 07406-0350

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Flirt Flutter-Sleeve Ditsy Floral Tie-Front Top

    Sweet and flirty, this flutter-sleeve floral tie-front top will capture the soft girl trend! The lightweight knit fabric is detailed with an adorable ditsy floral print for the cutest vibes. The top features a V-neckline with a tie-front design, short flutter sleeves for a feminine touch, and a cropped hem with a relaxed fit. Style with the matching mini skirt for a day date!

    Shop Matching Bottoms: Sweet Flirt High Waist Ditsy Floral Ruched Mini Skirt

    Fit & Features

    • Ditsy floral printed knit fabric, moderate stretch
    • V-neckline with tie-front design
    • Short flutter sleeves
    • Cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06202-0464

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playfully Perfect High Rise Slit Mini Denim Skirt

    This mini denim skirt is playfully perfect for every casual social plan on your radar! With a high-rise waist and curve-enhancing seams along the bodycon silhouette, this skirt flatters your figure. Plus, the dual front slits add a flirty touch while the mini-length hem keeps things playful. Complete the look in a cute tee and sneakers.

    Fit & Features

    • Medium-wash denim fabric, no stretch
    • High-rise waist
    • Bodycon silhouette
    • Five-pocket styling, front button closure
    • Hidden zipper closure
    • Runs true to size

    Style Number/Barcode: 06601-0197

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serenity Ruched Satin Formal Dress

    Special Occasion

    Oh-so-chic and stunning, captive them all in the Serenity satin formal dress. She features a sleeveless cowl neckline, spaghetti straps, an open back with a cross-back lace-up strappy design, a high waist seam, front ruched detailing leading to a high front slit, and a flowy, floor-length, A-line silhouette. The smooth satin fabric offers a moderate stretch. Complete the look in this sleek long dress with rhinestone duster earrings.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Open back, cross-back lace-up strap design, tie closure
    • High waist seam, front ruching, adjustable drawstring
    • Lower back zipper, hook and eye closure
    • High front slit, floor-length A-line silhouette
    • Satin fabric, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-2501

    Category Name: $20 & Under Sale

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fly And Flossy Rhinestone Metallic Block Heels

    Step out on the scene looking fly and glossy in these metallic block heels for parties, prom, or going out! These bold statement heels feature a square toe, multi-colored rhinestone strappy design, and metallic-coated faux leather material. The adjustable ankle strap with buckle closure ensures a perfect fit. Complete the look with a rhinestone purse for extra glamour!

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Multi-colored rhinestone embellished strappy design
    • Adjustable ankle strap, buckle closure
    • Metallic-coated faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4814

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hey Shorty High-Rise Cut Off Denim Shorts

    Hey, shorty looking cute in these high-rise denim shorts! Perfect for any spring or summer plans, these shorts fit just the way you want and flatter from every angle. The high-rise waist and form-hugging fit hug your figure, while the distressed accents and cut-off hem add a touch of edgy style. Complete the look in a flirty crop top.

    Fit & Features

    • Denim fabric with stretch
    • High-rise waist, hidden front button and zipper closure
    • Distressed accents, five-pocket styling
    • Cut off hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0378

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho-Chic Turquoise Accent Chain Belt

    Create a boho-chic look for festival season with this turquoise chain belt! It features a chain-link design with asymmetric metal accents with diamond-shaped turquoise embellishments for a cool flair. Offers an adjustable fit with a lobster clasp closure. Layer over a flowy maxi skirt styled with a crop top and ankle booties!

    Fit & Features

    • Chain-link design
    • Asymmetric metal accents
    • Diamond-shaped turquoise embellishments
    • Adjustable fit with lobster clasp closure

    Style Number/Barcode: 07301-0973

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easily Beloved High-Rise Floral Tapestry Mini Skirt

    Your aesthetic will be beloved in this floral tapestry mini skirt! This skirt features a high-rise waist and a form-hugging fit that flatters your curves. The mini-length hem adds a flirty touch to the floral tapestry woven embroidered fabric. Complete the look with the matching top.

    Shop Matching Top: Easily Beloved Satin Lace-Up Floral Corset Top

    Fit & Features

    • Floral tapestry woven fabric, stretchy knit lining
    • High-rise waist
    • Form-hugging
    • Back zipper and hook-eye closure
    • Runs true to size

    Style Number/Barcode: 06401-0677

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Day Darling Sleeveless Lace Crop Top

    You'll be darling all day in this lace crop top at parties and brunch! Made of soft knit floral lace fabric, it's both stylish and comfortable.  It features a square neckline, bungee spaghetti straps, and a ruched bust for a flattering fit. Complete the look with the matching mini skirt.

    Shop Matching Bottoms: All Day Darling High Rise Lace Mini Skirt

    Fit & Features

    • Floral lace knit fabric, sewn-in lining, moderate stretch
    • Square neckline
    • Bungee spaghetti straps
    • Ruched bust
    • Cropped length 
    • Runs true to size

    Style Number/Barcode: 06001-5185

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Muse Linen Thong Wedges

    These chic linen thong wedges will radiate bold summer vibes! Designed with a woven linen material, these heels are perfect for your getaway vacays. They feature a tall wedge heel for comfortable wear, a trendy square-shaped toe, a criss-cross thong strap design, and an open back for easy on-and-off styling. Pair with a flowy maxi dress and your fave shades.

    Fit & Features

    • 4.5" Wedge heel
    • Open square toe
    • Criss-cross thong strap design
    • Open back
    • Linen material, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07406-0345

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale