$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.

  • Good Luck Crop Graphic Tee

    Spread some good vibes in this graphic tee all season! The tee features cuffed short sleeves, a crew neckline, front and back horseshoe and bow graphic, a script that reads "Good Luck", and a cropped hem. Complete the look in jean shorts and sandals for casual plans!

    Fit & Features

    • Cotton knit fabric
    • Cuffed short sleeves
    • Crew neckline
    • Front and back horseshoe and bow graphic
    • Script reads "Good Luck"
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1863

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunny Vibes Woven Wide-Leg Pants

    These airy woven wide-leg pants will bring the sunny vibes to your weekend plans! Designed with a lightweight woven fabric, they feature a flattering high-rise elasticized waist, front pockets, and a flowy wide-leg silhouette. Style with the matching crop top for a fabulous 'fit!

    Shop Matching Top: Sunny Vibes Bow Back Woven Crop Top

    Fit & Features

    • Woven fabric with minimal stretch
    • High-rise elasticized waistband
    • Wide-leg fit
    • Dual front pockets
    • Runs true to size

    Style Number/Barcode: 06402-1365

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Daring Texture Knit Crop Top

    Feel daringly stylish with this crop top! This ultra-trendy top features a sleeveless V-neckline, bungee spaghetti straps, an alluring open back with a strappy design, and a vivid V-cut cropped hem on sheer texture knit fabric. Dare to stand out and shop the matching bottoms to complete the look!

    Shop Matching Bottoms: Feeling Daring Texture Knit Mini Skirt

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Open back, strappy design, tie closure
    • V-cut cropped hem
    • Sheer texture knit fabric, lined bust
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-5214

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seaside Cutie Striped Slit Knit Midi Skirt

    A midi skirt featuring a high-rise waist, form-hugging fit, and a center back slit for movement. Perfect for weekend trips by the sea.

    Shop Matching Top: Seaside Cutie Strapless Striped Knit Crop Top

    Fit & Features

    • Striped pattern, chunky knit fabric, moderate stretch
    • High-rise waist
    • Center back slit
    • Form-hugging midi-length fit
    • Runs true to size

    Style Number/Barcode: 06501-1077

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Innocence Lace Trim Bow Crop Top

    Sweet and innocent, this lace trim bow crop top is the perfect addition to your closet. Made with delicate lace trim and adorned with a charming ribbon bow, this crop top features a square neckline and straps for a stunning look. With a hidden hook eye closure and a center front split, this top is stylish. Complete the look in high-rise trouser pants.

    Fit & Features

    • Woven fabric, slight stretch
    • Lace trim ribbon bow square neckline, straps
    • Hidden front hook and eye closures
    • Center front split with lace trim
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2497

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ashlie Formal Lace Corset Ruffled Dress

    Special Occasion

    Dial up your inner bombshell in the ravishing Ashlie formal dress to make a dramatic entrance as a sexy bride or a black-tie gala guest! She features a sleeveless sweetheart neckline, adjustable spaghetti straps, a sheer lace corset bodice, and a short skirt lining with a sassy sheer mesh ruffled overlay and a high side slit design to show some skin! Complete the look in this flowy long dress with platform stiletto heels and a necklace.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, padded bust
    • Sheer lace corset bodice, back zipper and hook-eye closure
    • Sheer mesh ruffled overlay, high side slit design
    • Long-length hem, lace-lined knit short lining, minimal stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7013

    Category Name: $20 & Under Sale

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Life Beaded Straw Cowboy Hat

    A straw cowboy hat featuring a distressed wide brim with a beaded string trim and a snug fit. Style with cowboy boots.

    Fit & Features

    • Distressed wide brim
    • Beaded string trim
    • Snug fit
    • Straw material

    Style Number/Barcode: 07302-1702

    Category Name: $20 & Under Sale

    Price: $4.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crushin' On You Lace Trim Babydoll Floral Crop Top

    Look and feel like a precious flirt in this babydoll crop top! Made from an airy mesh fabric with an adorable floral print, this top features a delicate lace trim V-neckline, spaghetti straps, and a layered ruffled crop hem. Complete the look in denim shorts and sandals for casual plans!

    Fit & Features

    • Floral print, mesh fabric, bust lining
    • Spagehtti straps
    • Lace trim V-neckline
    • Layered ruffled crop hem
    • Runs true to size

    Style Number/Barcode: 06001-5413

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sharp And Stylish Woven Belted Blazer Dress

    Look sharp and stylish in this woven blazer dress. With its sheer peasant long sleeves, lapel collar neckline, and form-hugging silhouette, you'll be looking cute and refined. The double-breasted button closure and belted waist provide a tailored fit for a chic finish. Complete the look in sleek block heels for a lunch meet or a dressy bridal shower!

    Fit & Features

    • Sheer peasant long sleeves
    • Lapel collar neckline
    • Double-breasted button closures
    • Belted waist
    • Form-hugging, mini-length hem
    • Woven fabric, sewn-in lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1720

    Category Name: $20 & Under Sale

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunshine Bliss Sleeveless Eyelet Corset Top

    Summer days have never been better than in this eyelet corset top perfect for enjoying the sun! With adjustable spaghetti straps and a square neckline, this crop top flatters your figure with a fitted silhouette. Complete the look in trendy jean shorts for any casual plans!

    Fit & Features

    • Eyelet lined fabric, no stretch
    • Adjustable spaghetti straps
    • Square neckline
    • Back zipper and hook-eye closure
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2596

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getaway Bound Cutout Tropical Mesh Midi Dress

    You'll be ready for your trip with this tropical mesh midi dress! This dress features a square neckline, spaghetti straps, and a bodycon fit for a flattering silhouette. The side cutout drawstring adds a touch of fun while the side slit and midi-length offer a sultry feel. Complete the look in trendy sandals.

    Fit & Features

    • Tropical palm leaf print
    • Mesh fabric, stretchy knit lining
    • Spaghetti straps
    • Square neckline
    • Side cutout drawstring
    • Bodycon fit, side slit
    • Runs true to size

    Style Number/Barcode: 05102-5710

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Home On The Range Faux Leather Western Belt

    Saddle up in this faux leather western belt perfect for a country night out or bachelorette! Made from sleek faux leather, this belt features a stylish Western-inspired buckle that adds a touch of Western charm to any outfit. Complete the look in cowboy boots.

    Fit & Features

    • Faux leather material
    • Western-inspired buckle
    • Adjustable fit

    Style Number/Barcode: 07301-1140

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New You Sweetheart Halter Crop Top

    The new you and look has arrived with this sassy halter crop top perfect for beach days and casual hangs! The sleeveless rib knit top fits and flatters with a sweetheart neckline, halter spaghetti strap tie, cinched bust detail, and cropped hem. Complete the look in denim shorts and shades!

    Fit & Features

    • Stretchy rib knit fabric
    • Sweetheart neckline
    • Spaghetti strap tie
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-1935

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Full Of Trendiness High-Rise Fray A-Line Maxi Skirt

    Your summer is sure to be full of trendiness with this high-rise maxi skirt perfect for weekend plans! Featuring a high-rise waist and unique A-line silhouette with frayed trim, this skirt is made from soft and comfortable cotton woven fabric. Complete the look in an off-the-shoulder blouse and booties!

    Fit & Features

    • Cotton woven fabric, slight stretch
    • High-rise waist
    • Hidden side zipper and hook-eye closure
    • Frayed A-Line silhouette
    • Maxi-length
    • Runs true to size

    Style Number/Barcode: 06301-0192

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chicest Babe Croc Faux Leather Block Heels

    You're bound to be the chicest babe in these faux leather heels! They feature a square toe, a wide strap, and a croc-embossed pattern for a stylish texture. Complete the look in a cute denim jacket.

    Fit & Features

    • 3.5" Block Heel
    • Square toe
    • Wide strap
    • Croc-embossed pattern
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5096

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Blis Sleeveless Bodycon Knit Midi Dress

    Sit back and watch the compliments roll in when you're seen in this knit midi dress over the weekend! Crafted from a unique knit fabric offering a stretchy knit lining for comfort. It features adjustable spaghetti straps, a square neckline with a flirty bust tie, and a flattering bodycon midi-length silhouette. Complete the look in strappy sandals and a purse.

    Fit & Features

    • Unique knit fabric, stretchy knit lining
    • Adjustable spaghetti straps
    • Square neckline, bust tie
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5712

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sure To Adore Puff Sleeve A-Line Short Floral Dress

    With your favorite jewelry, this floral A-line dress will be adored by all this summer! The playful puff sleeves and tie waist add a touch of whimsy, while the square neckline and short hem keep it sweet and chic. Complete the look with a dainty necklace and lace-up sandals.

    Fit & Features

    • Floral embroidered woven fabric, woven lining, no stretch
    • Short puff sleeves
    • Square neckline
    • Back zipper and hook-eye closure
    • Tie waist
    • A-line silhouette, short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3585

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Posh Zip Up Tweed Plaid Shacket

    A tweed plaid shacket perfect for adding a touch of sophistication and posh for afternoon tea or a dressy brunch! This chic jacket features long button cuff sleeves so you can style the sleeves and a flattering collar neckline. The zip-up closure and flap pockets add practicality to the statement tweed plaid woven fabric. Complete the look with the matching bottoms and a cute mini purse!

    Shop Matching Bottoms: Sophisticated Posh Zip Up Tweed Plaid Skort

    Fit & Features

    • Tweed plaid woven fabric
    • Flap pockets
    • Front zip-up
    • Buttoned cuffs
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1699

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweeten The Occasion V-Neck Bow Lace Mini Dress

    No matter the occasion, you'll always look sweet in this lace mini dress! With its faux suede spaghetti straps and V-neckline trim adorned with a bow tie, this dress offers a bodycon fit and a mini-length hem for a flattering and stylish look. Complete the look in a crop denim jacket.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • Faux suede spaghetti straps and V-neckline trim with bow
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5752

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seaside Cutie Strapless Striped Knit Crop Top

    A strapless crop top features a trendy striped pattern on chunky knit fabric. Perfect for weekend trips by the sea. 

    Shop Matching Skirt: Seaside Cutie Striped Slit Knit Midi Skirt

    Fit & Features

    • Striped pattern, chunky knit fabric, moderate stretch
    • Strapless neckline
    • Fitted crop length hem
    • Runs true to size

    Style Number/Barcode: 06005-2130

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Done In One Ribbed Knit Bodycon Midi Dress

    Be ready in a flash with this done-in-one bodycon midi dress perfect for styling up or down! Made with stretchy ribbed knit fabric, it's also soft and comfortable to wear all day. It features a flattering scoop neckline and tank shoulder straps for a comfortable and stylish fit. With a bodycon silhouette and midi-length hem, this dress will hug your curves! Complete the look in a crop denim jacket and sandals.

    Fit & Features

    • Ribbed knit fabric, sewn-in knit lining, moderate stretch
    • Scoop neckline
    • Tank shoulder straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5666

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorable Trend Plaid Drop Waist Skater Skirt

    Classic meets trendy in this adorable plaid skater skirt featuring a drop waist design, a satin bow accent, and a tiered mini-length hem. Perfect for styling with a basic top and sneakers.

    Fit & Features

    • Plaid-printed sheer woven fabric with lining, no stretch
    • Drop waist
    • Satin bow accent
    • Side zipper with hook-eye closure
    • Tiered mini-length hem
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0692

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Like A Work Of Art Abstract Wide Leg Palazzo Pants

    Look like a work of art in these abstract palazzo pants perfect for an evening downtown or vacation. The high-rise elasticized waistband and wide-leg silhouette allow for effortless comfort and style, while the abstract print adds a bold and unique touch. Complete the look in a corset and mules!

    Fit & Features

    • Abstract print, smooth knit stretchy fabric
    • High-rise elasticized waistband
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2468

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Style Button Ruffled Striped Linen Skater Dress

    Catch everyone's attention with your cute style in this striped skater dress perfect for casual summer plans!  Made with striped linen fabric, this dress is perfect for any occasion. Featuring a scoop neckline with a bust tie and adjustable spaghetti straps, this dress is both stylish and comfortable. The button down front and ruffled trim add a fun touch, while the skater silhouette and short-length hem create a flattering look. Complete the look with hoop earrings and trendy sandals.

    Fit & Features

    • Striped print linen-blend fabric lined with woven, no stretch
    • Scoop neckline with bust tie
    • Adjustable spaghetti straps
    • Button down front and ruffle trim
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5731

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale