$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.

  • Valencia Formal Off-The-Shoulder Wrap Dress

    Special Occasion 

    Keep it sophisticated with a formal long dress that creates a moment to remember! Valencia features an off-the-shoulder neckline with a sweetheart bust, arm cuffs, and a mermaid silhouette with a wrap hem, and pleating. The maxi dress is composed of a form-hugging smooth satin knit fabric that offers a minimal stretch. Complete your dressy outfit with rhinestone heels and door-knocker earrings.

    Fit & Features

    • Off-the-shoulder neck, sweetheart bust, arm cuffs
    • Lightly padded cups, strapless or sticky bra recommended
    • Pleated empire waist, form-hugging
    • Mermaid wrap silhouette
    • High-cut front slit, floor-length hem
    • Silky satin fabric, lined, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 05002-7492

    Category Name: $20 & Under Sale

    Price: $24.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love's In The Air Floral Chiffon A-Line Dress

    Slip into romance! This dainty floral chiffon short dress features a sweetheart neckline and bust tie to accentuate your figure while the wide shoulder straps and underwire bust provide support. The corset-trim bodice and back lace-up design add a touch of romance along the flattering A-line silhouette and short-length hem. Complete the look with a ring set and sandals for a date or brunch!

    Fit & Features

    • Sleeveless sweetheart neckline
    • Wide shoulder straps
    • Underwire bust, tie front, side zipper and hook-eye closure
    • Corset-trim bodice, lace-up back design
    • A-line silhouette, short-length hem
    • Dainty floral print, chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-3007

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Enchanting Look V-Neck Button Down Skater Dress

    Your day just got sweeter in this sleeveless skater dress perfect for spring and summer occasions! This V-neck skater dress boasts adjustable spaghetti straps and button closures that allow for the perfect fit while the skater silhouette and short-length hem elevate your style. Complete the look with sandals and sunnies!

    Fit & Features

    • Woven fabric with lining, no stretch
    • Adjustable spaghetti straps
    • V-Neckline
    • Button down front
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5555

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Mood Lace Up Floral Chiffon Skater Dress

    Let your style bloom in this gorgeous floral chiffon skater dress for showers or graduation parties! Perfect for any occasion, the sheer peasant sleeves and lace-up bodice add a touch of feminine charm. The stretchy smocked back and skater silhouette create a flattering look, and the short-length hem is ideal for showing off your legs. Complete the look in strappy sandals.

    Fit & Features

    • Floral print, chiffon fabric lined with woven
    • Lace up
    • Back zipper and hook-eye closure
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3210

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Divine Cutie Tie-Back Ruffled Skater Dress

    You'll look positively cute and divine in this short skater dress at brunch or graduations! Designed with a flattering square neckline, adjustable spaghetti straps for the perfect fit, and a tie-back design, this dress is perfect for every girlie. The skater silhouette and ruffled layer add a playful touch, while the short-length hem offers comfort and versatility. Complete the look in strappy mules.

    Fit & Features

    • Airy woven fabric, sewn-in knit lining
    • Adjustable spaghetti straps
    • Ruffled
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5733

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Delilah Formal Sequin High Slit Dress

    Special Occasion 

    Make a dazzling impression with a sequin dress that shimmers from all your best angles. The dress features sparkling sequins throughout, a sleeveless cowl neckline, bungee spaghetti straps, and a high side slit to show off a hint of leg. She offers a form-hugging fit with a slight stretch. Complete look with rhinestone heels

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps
    • High side slit
    • Sequins
    • High waist 
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 05002-1279

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Illusion Strapless Artsy Printed Midi Dress

    Bring a chic illusion in this artsy printed midi dress for a trend-worthy look all evening! The artsy print and mesh fabric adds a touch of sophistication, while the lined design ensures comfort and coverage. Featuring a flattering strapless neckline, front slit, and bodycon silhouette, this dress will accentuate your curves. Complete the look in stiletto sandals for an evening downtown!

    Fit & Features

    • Artsy print, mesh-lined fabric
    • Strapless neckline
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3316

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Muse Rhinestone Lariat Necklace And Earrings Set

    Draw them in with your gorgeous allure in this glam rhinestone lariat necklace and earrings set. It features a luxe lariat necklace with a single strand of rhinestones leading to a cascading center lariat design with two rows of rhinestones and larger teardrop rhinestone accents. The duster earrings feature a single row of rhinestones with a matching teardrop rhinestone accent. Style this jewelry set with a plunging formal dress and stiletto heels.

    Fit & Features

    • Necklace and earrings set
    • Lariat necklace, back adjustable chain with lobster clasp closure
    • Single row of rhinestones
    • Center lariat with two rows of rhinestones, teardrop rhinestone accents
    • Duster earrings, post-back closures, rubber stoppers
    • Single row or rhinestones, teardrop rhinestone accent


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

    Style Number/Barcode: 07002-1747

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In My Bride Era Baseball Cap

    Let everyone know what era you're in with this baseball cap perfect for every miss-to-mrs! This cap features a classic wide brim to shade your eyes, a front embroidered script that reads, "In My Bride Era, " and an adjustable back strap for a snug fit. Complete the look in stylish white sandals.

    Fit & Features

    • Classic baseball cap style
    • Wide brim
    • Front embroidered script reads, "In My Bride Era, "
    • Adjustable back strap

    Style Number/Barcode: 07302-1619

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Annabella Formal Satin A-Line Midi Dress

    Special Occasion

    You have plans and the Annabella formal satin midi dress is the style you need for looking sultry-chic at upcoming soirees! She features a classy sleeveless cowl neckline, adjustable spaghetti straps, and a slim and flattering A-line silhouette with a front curved seam atop her flirty slit midi-length hem. The formal dress is composed of a matte woven satin-lined fabric with a subtle sheen effect. Complete your breathtaking look in faux pearl duster earrings and block heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Slim A-line silhouette
    • Front curved seam, front slit
    • Midi-length hem
    • Lined matte woven satin fabric, no stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1491

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Margaux Lace Up Mermaid Sequin Formal Dress

    Special Occasion

    For the brides who want to shine or prom girly who own the spotlight, the Margaux sequin formal dress sparkles from every angle ensuring you'll be the center of attention! Her wired plunge V-neckline and spaghetti straps create a sleek and sexy look while the lace-up detailing adds an alluring touch. The padded bra cups provide support and the mermaid silhouette flaunts your curves down to the elegant floor-length hem. Complete the look with fringe earrings and heels.

    Fit & Features

    • Sequin pattern, mesh fabric lined with stretchy knit
    • Spaghetti straps
    • Lace-up, back zipper and hook-eye closure
    • Padded bra cups
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7952

    Category Name: $20 & Under Sale

    Price: $9.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep The Spark Off-The-Shoulder Lace Mini Dress

    This lace mini dress will keep the spark of romance perfect for dates or parties! The foldover off-the-shoulder neckline adds a touch of elegance, while the sheer lace fitted sleeves bring a hint of romance. Flaunt your figure with the bodycon silhouette and mini-length hem. Complete the look with rhinestone earrings and strappy sandals for a chic night out!

    Fit & Features

    • Lace fabric, sewn-in knit lining, stretchy
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3293

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Gleam Seamless Metallic Bandeau Bra

    Unleash your sultry-gleam side with this metallic bandeau bra to style by itself or under your favorite sheer top. This strapless bra is made with seamless knit fabric for a comfortable and seamless fit. The metallic finish adds a touch of glamour, making you stand out from the crowd. Complete the look in a denim skort for a festival or concert!

    Fit & Features

    • Metallic seamless knit stretchy fabric
    • Strapless
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 07109-0335

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Botanical Beauty Lace Trim Floral Satin Midi Dress

    Looking like a botanical beauty has never been so flawless as having this floral satin midi dress in your arsenal! Perfect for showers, graduations, or elegant afternoon teas, this pretty dress is such a dream. With a sweetheart neckline and eyelash lace trim, this dress flatters your figure with adjustable spaghetti straps and padded bra cups. The front slit and midi-length hem add a touch of allure to the floral garden print, all in a luxurious satin fabric. Complete the look in strappy block heels.

    Fit & Features

    • Garden floral print, satin fabric, sewn-in knit lining
    • Adjustable spaghetti straps
    • Sweetheart neckline, eyelash lace trim
    • Back zipper and hook-eye closure
    • Padded bra cups
    • Front slit, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-3216

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • VIP Status Satin Bodycon Mini Dress

    This satin mini dress has VIP status written all over it! Enjoy bottle service with your girls in this sexy dress featuring a sleeveless pleated square neckline, spaghetti straps, a crisscross back, a bodycon silhouette, and a side ruched seam atop an asymmetrical style hem. Complete the look in this mini dress with rhinestone block heels.

    Fit & Features

    • Sleeveless pleated square neckline
    • Spaghetti straps, crisscross back
    • Bodycon silhouette
    • Side ruched seam, asymmetrical mini-length hem
    • Silky satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05103-5030

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exceptional Bliss Lace-Up Floral Chiffon Maxi Dress

    Answer that invite in exceptional blissful style in this floral chiffon maxi dress perfect for showers, graduations, or vacations! With spaghetti straps, a lace-up back, and a flowy ruffled silhouette, this maxi dress is both comfortable and stylish. The stretchy smocked waist and maxi floor-length hem provide a flattering look for any occasion. Complete the look with dainty earrings.

    Fit & Features

    • Floral print, chiffon fabric lined with woven fabric
    • Spaghetti straps
    • Lace-up back
    • V-Neckline
    • Flowy ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3345

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Effect Utility Woven Crop Jacket

    A versatile woven jacket that brings a cool effect to every outfit! Layer on this twill jacket with slouchy long sleeves and elasticized cuffs to keep you warm, a collar neckline with button closure, and a front button-up design. With flap pockets and an adjustable drawstring crop hem, you'll have both function and fashion. Complete the look with trendy boots for casual plans!

    Fit & Features

    • Twill cotton woven fabric
    • Flap pockets
    • Button-up front closures
    • Adjustable drawstring crop hem
    • Runs true to size

    Style Number/Barcode: 06204-1709

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beachy Dreams Denim Lace-Up Espadrille Wedges

    Take your beach style to new heights with these denim lace-up espadrille wedges. The closed almond toe offers a stylish touch while the checkered ankle strap and lace-up ties give you a playful look. Style these wedges with a trendy tote bag for a day under the sun!

    Fit & Features

    • 3.5" Wedge espadrille heel
    • Closed almond toe
    • Checkered ankle strap, lace-up ties
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07406-0339

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Choice Sleeveless Lace-Up Floral Romper

    A flirty floral romper like this is perfect for upcoming summer parties! Designed with a lightweight floral-printed woven fabric, it features a square neckline, a small keyhole cutout with a bust tie, thin shoulder straps, a lace-up back that adds a touch of flair, and a flowy short-length hem that keeps you trendy. Complete the look with hoop earrings.

    Fit & Features

    • Floral print
    • Woven fabric with smooth woven lining, no stretch
    • Square neckline with keyhole cutout and bust tie
    • Thin shoulder straps
    • Lace-up back, lower back zipper
    • Flowy short-length hem
    • Runs true to size

    Style Number/Barcode: 06303-0256

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elite Glam Faux Pearl Mini Tote Handbag

    Showcase elite glamour at your next fancy affair with this faux pearl mini tote handbag! The faux leather exterior features all-over faux pearl embellishments for that trendy touch of sophistication. The mini tote has a square-shaped design with sleek metal O-ring handles and an included chain-link shoulder strap for effortless wear. The bag features a magnetic button closure to secure your essentials in the spacious woven interior. Style with the matching platform block heels for a chic seamless look!

    Shop Matching Shoes: Elite Glam Faux Pearl Platform Block Heels

    Fit & Features

    • Square-shaped design
    • Faux leather exterior
    • Mini faux pearls
    • Dual metal O-ring handles
    • Magnetic button closure
    • Woven interior with a single pouch
    • Attachable chain-link shoulder strap

    Style Number/Barcode: 07204-0754

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Got Em' Tripping Lace-Up Denim Print Jumpsuit

    Everyone will trip over how stunning you look in this denim print jumpsuit out & about! Made from a slinky knit fabric, this sleeveless jumpsuit features a square neckline, spaghetti straps that lace up in the back for a customizable fit, and a flattering wide-leg silhouette. Complete the look in pointed-toe stiletto heels.

    Fit & Features

    • Denim print, slinky knit stretchy fabric, bust lining
    • Spaghetti straps
    • Lace-up
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2467

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Game Set High Rise Pleated Mini Skort

    Game set and match! This mini skort is in it for the win. It features a high-rise waist a trendy pleated silhouette, and a mini-length hem on stretchy rib knit fabric. Complete the look with the matching top.

    Shop Matching Top: Game Set Collar Short Sleeve Crop Top

    Fit & Features

    • Stretchy rib knit fabric
    • High-rise waist
    • Pleated silhouette
    • Mini-length
    • Runs true to size

    Style Number/Barcode: 06503-1153

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Whimsical Muse Chiffon Swiss Dot Skater Dress

    You'll be a chic whimsical muse in this airy chiffon skater dress! The short dress features a square neckline, short billowy puff sleeves with ruffled accents at the shoulders, an open back with an adorable bow tie-back design, and a short skater skirt with a flared-out silhouette. The lined chiffon fabric features an all-over swiss dot pattern. Style this flirty dress with classic block heels.

    Fit & Features

    • Square neckline
    • Short puff sleeves, ruffled accents, elasticized hems
    • Open-back, bow design, tie closure
    • Empire waist, elastic back
    • Short skater skirt, fit and flare silhouette
    • Sheer chiffon fabric, swiss dot pattern, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2288

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lorette Formal Rhinestone Bustier Long Dress

    Special Occasion

    The Lorette formal long dress brings the glam factor with gorgeous rhinestone embellishments to make your mark at prom or red carpet events! She features a sweetheart neckline, adjustable spaghetti straps, and a sheer bustier bodice and padded bust adorned with rhinestone embellished striped trim for a touch of sophistication. The slim silhouette, high front slit, and five-side rhinestone swag chains create a statement-making look. Made from rhinestone embellished mesh fabric with a full knit stretchy lining, this dress is a work of art! Complete the look in platform heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, back zipper and hook-eye closure
    • Bustier sheer bodice, padded bust
    • Rhinestone embellished striped trim, five side rhinestone swag chains
    • Mermaid silhouette, high front slit, floor-length hem
    • Rhinestone embellished, mesh fabric, full knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 05002-7749

    Category Name: $20 & Under Sale

    Price: $69.97 $159.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale