$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.

  • O-Ring Detail High Waist Swim Bottoms

    Bask in the sun on your next vacay lookin' fine in these simply chic high waist swim bottoms!

    Shop Matching Top: O-Ring Detail Bandeau Swim Top

    Fit & Features

    • High rise waist
    • Side wooden O-ring detail
    • Cheeky bottom

    Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size four.

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0454

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • O-Ring Detail Bandeau Swim Top

    Bask in the sun on your next vacay lookin' fine in this simply chic bandeau swim top!

    Shop Matching Bottoms: O-Ring Detail High Waist Swim Bottoms

    Fit & Features

    • Strapless sweetheart neckline
    • Center wooden O-ring detail
    • Back clasp closure

    Model is 5'4" with a 33" bust, 24.5" waist and 39" hips. She is wearing a size four.

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0298

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soak It Up High Waist Swim Bottoms

    Soak up the sun because life is cool by the pool babe, and you are the coolest with ur top of the line swimsuit style! Don't forget to pick up the matching swim top for a full on lewk!

    • High waist swim bottoms
    • Cheeky bottom
    • Moderate stretch
    • Matching top: 07104-0304

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 07105-0461

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nice And Silky Satin Bralette & Shorts Set

    Have a sweet night in your silks babe! Whether you are just loungin' around, or you are having a nice spa night in, this satin set will take you to maximum cute, and maximum comfort!

    Fit & Features

    • Two piece set
    • Triangle bralette 
    • Elastic hemline 
    • Spaghetti straps
    • Mid-rise shorts
    • Elastic waist band
    • Satin like material | Only stretchy at the waist band
    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.    

    Style Number/Barcode: 07103-0301

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sea-foam Knotted Swim Bottoms

    Spend your days lying sea-side in a picture perfect swimsuit all summer long! Just don't forget to pick up your matching swim top!

    Shop The Matching Top: Sea-foam Tie Front Swim Top

    Fit & Features

    • Mid-rise fit
    • Self tie hip detailing
    • Cheeky bottom
    • Moderate stretch

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0464

    Category Name: $20 & Under Sale

    Price: $8.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sea-foam Tie Front Swim Top

    Spend your days lying sea-side in a picture perfect swimsuit all summer long! Just don't forget to pick up your matching swim bottoms!

    Shop The Matching Bottoms: Sea-foam Knotted Swim Bottoms

    Fit & Features:

    • Tie front detail
    • Removable padding
    • Cap sleeves
    • Lined
    • Bar hook closure
    • Moderate stretch

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0307

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sleek Crock Block Heel Booties
    Take these perfectly polished babes from work to weekend without a hitch! Booties feature a, faux leather outer with croc embossing, a gently pointed toe, a low shaft with back zip, and a stabilizing, medium-height block heel.

    Style Number/Barcode: 07403-0229

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Iridescent Cubic Zirconia Bolo Bracelet

    Give shine a new definition when you accent your wrists in iridescent cubic zirconia! Layer up with dainty bracelets, or stand alone for maximum shine!

    • Adjustable bolo closure
    • Iridescent circular stones
    • Cubic zirconia rhinestones 

    Style Number/Barcode: 07003-0086

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • O-Ring Cubic Zirconia Fringe Earrings

    My oh my! Looking for a way to amp up your outfit? Get a lil' fancy with these sparkling cubic zirconia fringe earrings! 

    • O-ring dangling design
    • Cubic zirconia
    • Baguette style stones
    • Fringe detailing
    • Post back closure

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0364

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Places To Be Square Toe Wedges

    Places to be, people to see, pedis to show off! Change out your old wedges for something a little different! Square toe is here to stay!

    • Open square toe
    • Single band over the toe
    • Adjustable pin buckle closure
    • Silver hardware
    • Wedge heel
    • Faux suede

    Style Number/Barcode: 07406-0079

    Category Name: $20 & Under Sale

    Price: $22.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Welcome To Paradise Ruffle Swim Top

    One ticket for paradise please! We are all packed and ready to go, but we are not heading out before picking up a paradise go-to palm leaf swimsuit! Don't forget to pick up the matching swim bottoms to complete the look!

    Fit & Features

    • Adjustable spaghetti straps
    • Push-up cups | Non- removable
    • Ruffled trim
    • Bar hook closure
    • Palm leaf pattern
    • Bow detailing center bust
    • Matching bottoms: 07105-0469

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0313

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Welcome To Paradise Ruffle Swim Bottoms

    One ticket for paradise please! We are all packed and ready to go, but we are not heading out before picking up a paradise go-to palm leaf swimsuit! Don't forget to pick up the matching swim top to complete the look!

    Fit & Features

    • Mid-rise fit
    • Ruffled trim
    • Self tie closures at the hip
    • Palm leaf pattern | Moderate stretch
    • Fully lined
    • Matching top: 07104-0313

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0469

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Steppin' Out Stiletto Rhinestone Heels

    Dance, don't hold the wall! You need to show off these babies on the dance-floor!

    • Open almond toe
    • Skinny stiletto heel
    • Rhinestone embellished
    • Single band over the toe
    • Sling back + Ankle strap
    • Adjustable pin buckle closure

    Style Number/Barcode: 07401-0951

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Butterfly Fly Away Cubic Zirconia Studs

    These adorable butterfly earrings give us all the nostalgic vibes, and just put us in a good mood! Right!? You need.

    • Butterfly stud earrings
    • Available in silver or pink
    • Baguette rhinestone detailing
    • Cubic Zirconia
    • Post back closure

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0360

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curves Ahead Bodycon Dress

    Showcase your curves in this bodycon and flaut a confident look with statement heels!

    Fit & Features

    • Wired Sweetheart Neckline 
    • Adjustable Spaghetti Straps 
    • Lined Jersey Knit Fabric 
    • Form Hugging Fit 
    • Moderate Stretch 


    Style Number/Barcode: 05102-0633

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Metallic Moment Mini Dress

    Light up the night girl in mesmerizing metallic shine! This dazzling mini dress is perf for the next night out with the squad, throw on some heels and head on out!

    Fit & Features 

    • Scoop Neckline
    • Spaghetti Straps | Cross at Back 
    • Ruched 
    • Lined Metallic Fabric
    • Form Hugging Fit 
    • Moderate Stretch 

     


    Style Number/Barcode: 05103-0720

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • An Instant Classic Sleek Jumpsuit

    Keep it timelessly chic in a sleek jumpsuit to show off your sophisticated style! Pair this stunner with jewel-toned accessories to add a pop of color and statement stilettos! 

    Fit & Features 

    • Square Neckline 
    • Spaghetti Straps 
    • Vertical Princess Seams
    • Straight Leg Fit | Flared Hem 
    • Lined Crepe Fabric 
    • Form Hugging Fit 
    • Moderate Stretch 

     

    Style Number/Barcode: 06502-0296

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Marzia Scroll Sequin Mesh Mermaid Dress

    Special Occasion 

    Mesmerize everyone as you step out in our elegant Marzia dress! Featuring an off-shoulder V-neckline, a floor-sweeping mermaid silhouette, a thigh-high slit, and stunning all-over sequin embroidery in a chic scroll pattern, she brings drama everywhere she goes! Complete the look with block heels.

    Fit & Features 

    • Deep V-neckline, off-shoulder straps
    • Back zipper and hook and eye closure
    • High waist seam
    • Floor-length hem, mermaid silhouette, high front slit
    • Lined mesh fabric, sequin embroidery, scroll pattern
    • Curve-hugging fit
    • Runs true to size

    Style Number/Barcode: 05002-0819

    Category Name: $20 & Under Sale

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Andie Stretch Satin Knot-Front Dress

    Special Occasion

    You'll absolutely stun in the silky satin fabric and with the gorgeous sheen of the Andie formal dress! She features a sleeveless plunging V-neckline with a padded bust, spaghetti straps, an alluring knot-front design with a small keyhole cutout for a sultry vibe, and a floor-length curve-hugging wrap skirt with a front slit. Accessorize the look with simple and bright rhinestone earrings for a statement finish.

    Fit & Features

    • Deep V-neckline, spaghetti straps
    • Padded bust
    • Knot-front design, center keyhole cutout
    • Floor-length wrap skirt, front slit
    • Back zipper closure
    • Smooth satin-like fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-0816

    Category Name: $20 & Under Sale

    Price: $14.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Elegance High Low Romper

    Wrap yourself in chic elegance in this fun romper! Pair with wedges for a chic look! 

    Fit & Features

    • Off The Shoulder Neckline | No-Slip Strip
    • Short Puff Sleeves
    • V-Neck Bust
    • High-Low Skirt Overlay | Ruffled 
    • Wide-Leg Shorts 
    • Lined Light-Weight Woven Fabric
    • Relaxed Fit | Minimal Stretch

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06503-0112

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flutter Me Up Tie Waist Jumpsuit

    Slip into this effortless jumpsuit and get buttered up with compliments! It's the perfect desk-to-dinner look! 

    Fits & Features

    • Short Flutter Sleeves 
    • V Neckline I Princess Seams 
    • Back Zipper 
    • Tie Waist 
    • Wide Leg Openings 
    • Crepe Fabric 
    • Form Hugging Fit I Plenty Of Stretch 

    Style Number/Barcode: 06502-0316

    Category Name: $20 & Under Sale

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Joanne Floral Satin Ball Gown

    Own the night in luxe satin as you bloom in our charming Joanne black dress!

    Fits & Features

    • Strapless Sweetheart Neckline I Padded Cups I No-Slip Strip
    • Built-IN Boning & Corset Back With Lattice Ties
    • Floral Applique Design At The Bodice Complemented With Sparkling Heat Stones I Back Zip Closure
    • Floor Length, Ball Gown Silhouette I Hidden Side Pockets I Petticoat 
    • Lined, Satin-Like Fabric 
    • Relaxed Fit I Minimal Stretch 

     

    Model is 5'6" with a 31" bust, 26" waist and 36" hips. She is wearing a size 3. 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05005-0015

    Category Name: $20 & Under Sale

    Price: $9.97 $229.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Calissa Lace Up Back Floral Ball Gown

    Special Occasion

    Stun at any occasion in our beautiful Calissa! With gorgeous floral prints lining her A-Line silhouette from top to bottom, you'll be like a breath of fresh air!

    Fits & Features

    • Adjustable Spaghetti Straps That Cross At Back 
    • Lace-Up Design I Back Zipper With Hook & Eye Closure 
    • Scoop Neckline I Padded Bust 
    • Hidden Hand Pockets
    • Floor Length Skirt I Petticoat 
    • Woven Fabric I Metallic Sheen Finish 
    • Moderate Stretch 
    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05004-0020

    Category Name: $20 & Under Sale

    Price: $9.97 $149.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adore Me Floral Mini Dress

    Walk right into any room and everyone will be falling head over heels for this floral look!

    Fits & Features

    • Spaghetti Straps
    • V Neckline 
    • Mini Length Silhouette 
    • Woven Fabric I Floral Print Throughout 
    • Curve Hugging Fit I Ample Stretch
    • Zipper Not Featured

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0399

    Category Name: $20 & Under Sale

    Price: $9.97 $23.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance