$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.

  • Miss Posh Polka Dot Socks

    Posh and poised! Keep your look cute in these mesh polka dot crew socks perfect for styling with block heels.

    Fit & Features

    • Crew style
    • Sheer mesh body
    • Polka dot pattern
    • Soft and comfortable

    Style Number/Barcode: 07306-0132

    Category Name: $20 & Under Sale

    Price: $2.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tillie Formal Corset Crepe Dress

    Special Occasion 

    Bring timeless elegance with a formal dress that creates a head-turning moment at your special event! Tillie features a sleeveless cowl neckline with a pleated overlay, built-in padded bust, adjustable spaghetti straps, and a corset-like bodice with flexible boning for structure. Her slim-fit bodice leads to a daring floor-length wrap silhouette with a high side slit. The dress is composed of a lined crepe fabric that offers a form-hugging fit with a moderate stretch. Complete your outfit with rhinestone heels and chandelier earrings

    Fit & Features 

    • Sleeveless cowl neckline, pleated overlay
    • Built-in padded bust, adjustable spaghetti straps
    • Corset-like bodice, flexible boning
    • High waist seam
    • Floor-length wrap silhouette, high side slit
    • Back zipper closure
    • Lined crepe fabric, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05002-2136

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Natural Growth Floral Midi Dress

    Fresh florals for the new season! Bare your shoulders in this sleeveless midi dress featuring a v-neck, adjustable criss-cross spaghetti straps, and a form-fitting silhouette leading to the asymmetrical slit with a ruched seam. Complete the look in stiletto PVC mules.

    Fit & Features

    • Sleeveless, v-neck
    • Adjustable criss-cross spaghetti straps
    • Form-fitting silhouette
    • Asymmetrical slit, ruched seam
    • Midi-length hem
    • Floral print brushed stretch-knit
    • Runs true to size

    Style Number/Barcode: 05101-1498

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Dreams Embroidered Demi Bra

    Dreamy lace embroidery shapes this sultry demi bra featuring sheer cups, adjustable spaghetti straps, a supportive underwire, and criss-cross back straps with hook closures. Complete the look in a low-cut blouse.

    Fit & Features

    • Sheer lace embroidery
    • Adjustable spaghetti straps
    • Supportive underwire
    • Criss-cross back straps with hook closure
    • Runs true to size

    Style Number/Barcode: 07107-0747

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classy Lace-Up Ballet Sandals

    Show off your classic style in these ballet sandals featuring a round toe, lace-up ribbon straps, a closed-back, and a faux leather footbed. Complete the look in a skater dress for a semi-formal occasion.

    Fit & Features

    • Round toe
    • Lace-up ribbon straps
    • Closed-back
    • Faux leather footbed
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07404-1065

    Category Name: $20 & Under Sale

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clear As Day PVC Slide Sandals

    It's clear as day that you need these sandals in your daily lineup! They feature an almond toe, flat sole, and a wide PVC strap. Complete the look in a crop top and jeans for a movie date.

    Fit & Features

    • Almond toe
    • Flat sole
    • Wide PVC strap
    • Slide-on/off styling
    • Runs true to size

    Style Number/Barcode: 07404-1003

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Occasion Ruched Side Mini Dress

    Your next daytime occasion calls for this floral mini dress featuring a sleeveless, square neck, spaghetti straps, and side ruched seams that accentuate your curves on the soft-knit fabric. Complete the look with a cropped jacket.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Floral print
    • Soft-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05102-4606

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brenley Mesh Keyhole Halter Midi Dress

    Special Occasion

    Flaunt your curves in the Brenley Mesh Keyhole Halter Midi dress for an unforgettable night! She features a sultry keyhole halter neckline atop the fitted bodice that leads to a showstopping silhouette with ruched seams. Show a little leg off in her midi-length hem with a front slit accent. Composed of mesh-knit lined fabric with a moderate stretch. Finish your look with sparkly earrings and stilettos. 

    Fit & Features

    • Halter neckline, keyhole cutout
    • Adhesive bra recommended
    • Fitted bodice, ruched seams
    • Form-fitting silhouette 
    • Front slit, midi hem
    • Mesh-lined knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05001-0973

    Category Name: $20 & Under Sale

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Trendsetter Faux Leather Platform Heels

    Step out like the trendsetter you are with heels that elevate your style game! The heels feature a closed-back, an adjustable ankle strap, an open almond toe with a clear PVC strap over the toe, a platform, and a block heel. The heels are composed of a faux leather material. Complete look with a bustier and mini skirt. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open almond toe
    • PVC strap over toe
    • Platform
    • Block heel 
    • Runs true to size

    Style Number/Barcode: 07401-3814

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Silky Splendor Tie-Front Crop Top

    Look and feel so grand in this satin crop top featuring chic bishop long sleeves, a sweetheart neckline, and a tie-front with a keyhole accent. Complete the look in a mini skirt for a night out.

    Fit & Features

    • Bishop long sleeves, elastic cinched hems
    • Sweetheart neckline
    • Tie-front, keyhole accent
    • Cropped hem
    • Silky satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1802

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Staycation Twist Banded Crop Top

    Bare it all for a saucy night out in this crop top featuring a sleeveless V-neckline, adjustable spaghetti straps, and a sultry twisted bodice with an elasticized band. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Staycation High Slit Maxi Skirt

    Fit & Features

    • Sleeveless, V-neck, adjustable spaghetti straps
    • Twisted bodice
    • Elasticized band
    • Cropped hem
    • Sleek knit-lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4008

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • American Motorcycle Graphic Distressed Top

    Bring on the edge with a top that shows off major attitude! The top features a crew neckline, short sleeves, and a graphic that reads: "American Motorcycles" an image of a motorcycle with an eagle and slashed detailing throughout. Complete look with denim shorts

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic: "American Motorcycles"
    • Image of motorcycle, eagle, and rose
    • Slashed detailing, cropped hem
    • Relaxed fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1247

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Mood Leopard Print Midi Skirt

    Showcase a sassy mood in this trendy leopard print midi skirt! It features a flattering high-rise waist, a fitted midi-length silhouette, and a chic high side slit for a sultry vibe. Style with a neutral crop top and strappy heels.

    Fit & Features

    • High-rise elasticized waist
    • Form-hugging midi-length silhouette
    • High side slit
    • Leopard print
    • Soft brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0672

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Coolest Vibe Midi Skirt

    Showcase the coolest vibe in this trendy midi skirt. It features a high-rise waist with a knot-front design, a midi-length asymmetrical hem with a high side slit, and an all-over marble print pattern. Complete the look with the matching crop top.

    Shop Matching Top: The Coolest Vibe Cropped Tank

    Fit & Features

    • High-rise waist
    • Knot-front design
    • Midi-length, asymmetrical hem, side slit
    • Curve-hugging silhouette
    • Marble print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0600

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sunkissed Girl Slit Midi Skirt

    Embrace a sunkissed glow in this midi skirt perfect for strolling the boardwalk or hitting up cocktail hour. It features a high-rise elasticized waist, form-fitting silhouette, and a high-cut side slit on stretchy knit fabric. Complete the look in lace-up sandals.

    Fit & Features

    • High-rise elasticized waist
    • Form-fitting silhouette
    • High-cut side slit
    • Stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 06501-0677

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Short Ruched Mini Skirt

    Bare your legs in this figure-flaunting mini skirt featuring an elasticized high-rise waistband, bodycon silhouette, and all-over ruched seams on brushed knit fabric. Complete the look in a sexy crop top and heels.

    Fit & Features

    • Elasticized high-rise waistband
    • Bodycon silhouette
    • All-over ruched seams
    • Mini-length hem
    • Brushed knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0678

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • If You Pleats Crepe Bustier

    Look so darling in this crepe bustier perfect for summer! It features puff sleeves, a plunging neckline with pleating, and a corset-style bodice with hook-eye closures and flexible boning inserts for a structured fit. Complete the look in mid-rise jeans for a chic day date.

    Fit & Features

    • Puff sleeves
    • Plunge neckline, pleat detailing
    • Front hook-eye closures
    • Flexible boning inserts
    • Cropped hem
    • Crepe-lined fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1726

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fine Floral V-Neck Midi Dress

    Look so fine in this floral midi dress perfect for creating a head-turning moment at graduation! It features a sleeveless, v-neck, spaghetti straps that cross in the back and a bodycon silhouette on a midi-length hem with a slit accent. 

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • Bodycon silhouette
    • Slit front accent
    • Midi-length hem
    • Floral pattern
    • Fits true to size

    Style Number/Barcode: 05101-1553

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Sunset Tie-Back Crop Top

    Head to a spring sunset dinner with a view in this trendy crop top! It features a square neck, elasticized tank-style straps, and an open back with tie closure on stretchy, rib-knit fabric. Complete the look in the matching skirt.

    Shop Matching Skirt: Spring Sunset Slit Maxi Skirt

    Fit & Features

    • Sleeveless, square neck 
    • Elasticized tank-style straps
    • Cropped hem
    • Open-back, tie closure
    • Stretchy rib-knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4070

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Stylish Lace Mini Dress

    Keep it sweet and stylish with a lace mini dress that stuns with delicate details! The dress features a sleeveless square neckline, sleek bungee spaghetti straps, a backless design accented with sleek bar straps, and a floral lace body throughout. Complete look with heels and rhinestone hoops.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Backless design, sleek bar straps
    • Sheer floral lace body, knit lining
    • Mini-length silhouette
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-1398

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Sunset Slit Maxi Skirt

    Head to a spring sunset dinner with a view in this maxi skirt! It features a high-rise waist, bodycon silhouette, and a sultry front slit on stretchy, rib-knit fabric. Complete the look in the matching top.

    Shop Matching Top: Spring Sunset Tie-Back Crop Top

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Front slit
    • Maxi-length hem
    • Stretchy, rib-knit fabric
    • Runs true to size

    Style Number/Barcode: 06501-0626

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty In Florals Short Dress

    Keep it pretty in a short dress that brings the charm! The dress features a pretty daisy print, a halter neck with neck ties, a square-neck smocked bodice, and a triple-row bar strap design at the back. The slim fit bodice leads to a fluttery A-line short-length hem. The dress is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with mules

    Fit & Features

    • Halter neck with adjustable neck ties
    • Square-neck smocked bodice
    • Triple-row bar strap design 
    • Floral print
    • A-line, short length hem
    • Lined lightweight woven fabric 
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 05102-4401

    Category Name: $20 & Under Sale

    Price: $46.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Candice Formal Sequin Tie Dress

    Special Occasion

    Designed to sparkle, fall for the glowing Candice formal sequin dress for prom and beyond! She stuns in a sleeveless, square neck, adjustable spaghetti straps, and an open-back design with a chiffon tie-back closure. Her high waist seam leads to a form-fitting silhouette that gently kisses the floor with each step. The formal dress is composed of a sequin-scroll mesh fabric with lining and minimal stretch. Complete your dressy look in stiletto heels.

    Fit & Features

    • Sleeveless, square neck, adjustable spaghetti straps
    • Lightly padded bust, bra optional
    • Open-back, chiffon tie-back closure and hidden zipper
    • High waist seam, form-fitting silhouette
    • Floor-length hem
    • Sequin-scroll mesh fabric, lined, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2388

    Category Name: $20 & Under Sale

    Price: $19.97 $126.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Nights V-Neck Midi Dress

    Enjoy your nights in paradise in this tropical floral midi dress featuring a sleeveless, v-neck, adjustable criss-cross spaghetti straps, and a bodycon silhouette leading to the asymmetrical slit hem. Complete your vacay look in strappy heels.

    Fit & Features

    • Sleeveless, v-neck
    • Adjustable criss-cross spaghetti straps
    • Bodycon silhouette
    • Asymmetrical slit, side ruching
    • Midi-length hem
    • Tropical floral print, texture-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1455

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance