$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Put On The Spot Printed Satin Midi Skirt

    Girl, everyone's going to want to know where you got this midi skirt! Style your look with a basic tee and a cute mini purse! 

    Fits & Features

    • High Rise Waist 
    • Back Zipper With Hook & Eye Closure
    • Ruching At Top Front
    • Midi Length Silhouette I Front Slit
    • Satin-Like Fabric I Unlined
    • Relax Fit I Minimal Stretch 

    Style Number/Barcode: 06401-0228

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hot Catch Mesh Bomber Jacket

    You're a total catch, and you'll be lookin' fine in this trendy mesh bomber jacket! Perf for layering over your festival 'fit.

    Fit & Features

    • Adjutable drawstring hood
    • Long sleeves | Ribbed knit cuffs
    • Complete zip front
    • Ribbed knit hem
    • Sheer mesh woven fabric | No stretch
    • Relaxed fit

    Style Number/Barcode: 06204-0581

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped Around My Finger One Piece Swimsuit

    Have them wrapped around your little finger while you lounge poolside in this sexy one piece bb!

    Fit & Features

    • Slanted neckline
    • Adjustable single spaghetti strap
    • Wrap around sheer mesh detailing
    • Cheeky bottom
    • High hips
    • Moderate stretch
    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.    
    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07109-0209

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flowy Floral Kimono Sleeve Duster

    Make floral your go-to print of the season! This flowy kimono sleeve duster can easily be draped over a cute simple mini dress and paired with some strappy heels!

    Fit & Features

    • Short kimono sleeves
    • Tie front detail | Elastic banded back
    • Flowy maxi length
    • Sheer floral printed chiffon fabric
    • No stretch

    Style Number/Barcode: 06204-0492

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Paradise Swim Bottom

    Catch those rays this season as you live it up in a floral paradise with this floral swim top! 

    Shop The Matching Top: Floral Paradise Bikini Top

    Fit & Features 

    • Hipster Style
    • Hip Tie Accents
    • Floral Print 
    • Cheeky Bottom  

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

    Style Number/Barcode: 07105-0524

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wavy Baby High Hip Swim Bottoms

    Keep it wavy in a new sexy swim suit baby! Also don't forget to pick up the matching top for a full on beach babe lewk!

    Shop Matching Top: Wavy Baby Wired Swim Top 

    Fit & Features

    • High hip swim bottoms
    • Cheeky bottom
    • Lined
    • Moderate stretch

     

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

    Style Number/Barcode: 07105-0547

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Paradise Bikini Top

    Catch those rays this season as you live it up in a floral paradise with this floral bikini top! 

    Shop The Matching Bottoms: Floral Paradise Swim Bottom

    Fit & Features

    • Bikini Style Cups 
    • Twist Front Accent 
    • Spaghetti Straps 
    • Cross-Strap Back 
    • Floral Print 

     

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

    Style Number/Barcode: 07104-0375

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bright Side Of Things Neon Swim Bottoms

    Add a pop of color with your look this summer, we are loving these tonez, they pair perfect with a bronzey goddess glow! Don't forget your matching top to complete your look!

    Shop Matching Top: Bright Side Of Things Neon Swim Top

    Fit & Features

    • Low rise fit
    • Bungee hips with snap adjustments
    • Cheeky bottom
    • Triangle design
    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.    

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

    Style Number/Barcode: 07105-0485

    Category Name: $20 & Under Sale

    Price: $8.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bright Side Of Things Neon Swim Top

    Add a pop of color with your look this summer, we are loving these tonez, they pair perfect with a bronzey goddess glow! Don't forget to pick up your matching bottoms to complete the look!

    Shop Matching Bottoms: Bright Side Of Things Neon Swim Bottoms

    Fit & Features

    • Halter top neckline
    • Straight back-line
    • Adjustable bungee hemline
    • Neon
    • Moderate stretch
    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.    

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

    Style Number/Barcode: 07104-0333

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feline Wild Cut Out Swimsuit

    You'll be feelin' totally wild & fierce in this bold cut out one piece swimsuit! Pair with some oversize sunnies and get ready to strut down that beach!

    Fit & Features

    • Single adjustable spaghetti strap
    • Square neckline
    • Back bar closure
    • Large center cut out
    • Cheeky bottoms
    • All over zebra print in orange and black hues

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

    Style Number/Barcode: 07109-0193

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Viva Las Vegas Rhinestone Swim Bottoms

    We can already see it now, you are getting that V.I.P treatment and hitting vegas looking like a true sparkling qween! Don't forget to pick up the matching top to complete ur look!

    Shop Matching Top: Viva Las Vegas Rhinestone Swim Top

    Fit & Features

    • Triangle design
    • Low rise fit
    • Thong bottom
    • Iridescent rhinestone detailing
    • Moderate stretch

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

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

    Style Number/Barcode: 07105-0592

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Me Poolside One Shoulder Braided Swim Top

    Girl, make sure they catch you poolside in this fab swim top! Don't forget to pick up the matching bottoms for a completed look! 

    Shop Matching Bottoms: Catch Me Poolside Braided High Waist Swim Bottoms 

    Fits & Features

    • Braided One Shoulder Strap
    • Bandeau-Style Swim Top 
    • Removable Padded Bust 
    • Pull-On Design 
    • Matching Bottoms Sold Separate 

     

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

       

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

      Style Number/Barcode: 07104-0451

      Category Name: $20 & Under Sale

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Vacay Vibe Floral Swim Bottoms

      Your vacay looks are a total vibe! Pair these vibrant tropical floral swim bottoms with the matching top and get ready to relax under the palms!

      Shop Matching Top: Vacay Vibe Floral Swim Top

      Fit & Features

      • High rise waist
      • Ruched cheeky bottom
      • All over tropical floral print

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

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

      Style Number/Barcode: 07105-0499

      Category Name: $20 & Under Sale

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Tie Dye Kimono Sleeve Top

      Add a splash of color to your OOTD with this tie top! If you got a beach day planned, we suggest pairing this over your bikini top and some denim cut-offs! For a casual outfit, a tube top with some high rise jeans would be so cute! 

      Fits & Features

      • Quarter Length Kimono Sleeves
      • Plunging V Neckline 
      • Tie Front Detail
      • Mid-Length Hemline  
      • Textured Sheer Woven Fabric 
      • Relax Fit I No Stretch 

      Style Number/Barcode: 06204-0562

      Category Name: $20 & Under Sale

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Made For Sunny Dayz Black One Piece Bathing Suit

      Babe you were made for sunny days, and your tan lewks so bomb when you wear a sleek black one piece and throw on those dark shades!!

      Fit & Features

      • One piece white swimsuit
      • Adjustable spaghetti straps
      • V neckline | Mesh inserts
      • Cheeky bottom
      • Mesh hip detailing
      • Moderate stretch
      • Padded

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

      Style Number/Barcode: 07109-0151

      Category Name: $20 & Under Sale

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • First Impression Satin Midi Skirt

      Make your first impression one they can't forget! Don't forget to pick up the matching crop top to complete the fit! 

      Shop Matching Top: First Impression Tie Front Crop Top 

      Fits & Features

      • High Rise Waist 
      • Back Zipper 
      • Midi Length Silhouette
      • Lightweight, Brushed Satin-Like Fabric I Unlined 
      • Minimal Stretch 
      • Matching Top Sold Separately

      Style Number/Barcode: 06401-0156

      Category Name: $20 & Under Sale

      Price: $9.97 $29.00

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Glammed Out High Rise Cut Off Shorts

      You'll be totally glammed out in these high rise cut offs and we love it! Pair with some cowgirl boots and a crop top and you're ready for festival season bby!

      Fit & Features

      • High rise waist
      • Traditional five pocket and belt loop design
      • Front button | Hidden zipper closure
      • Rhinestone fringe detailing on the front pockets
      • Slightly frayed cut off hem
      • Denim fabric | Minimal stretch

      Style Number/Barcode: 06603-0043

      Category Name: $20 & Under Sale

      Price: $6.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Fab In Floral Brushed Knit Maxi Dress

      Walk right in like you own the place! This maxi dress features romantic florals throughout and a flowy, trailing skirt. Wear some bold earrings and block heels for a perfect 'fit! 

      Fits & Features

      • Spaghetti Straps
      • Square Neckline | Elastic Back
      • Maxi Length Silhouette | Dual Front Slit
      • Brushed Knit Fabric 
      • Form Hugging Fit | Plenty Of Stretch 
      • Zipper Not Featured 

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

      Style Number/Barcode: 05101-0409

      Category Name: $20 & Under Sale

      Price: $9.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Geneva Cross Back A-Line Dress

      Special Occasion

      Airy and comfortable, our Geneva is decked out with bright florals all along her dreamy silhouette. You'll be happy to know she features hidden hand pockets so you can stow away your essentials. 

      Fits & Features

      • Adjustable Spaghetti Straps That Cross At The Back
      • Plunging V Neckline 
      • Hidden Hand Pockets 
      • Floor Length Hemline I Pleated I Mini Length Lining 
      • Smooth Woven Fabric I Floral Prints Throughout
      • Back Zipper With Hook & Eye Closure 
      • Moderate Stretch 

       

      Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size 3.

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0643

      Category Name: $20 & Under Sale

      Price: $31.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Scoop Neck Asymmetric Maxi Dress

      Sunny days are finally here! Add this form-hugging maxi dress into your OOTDs! Style it up with a denim jacket for a casual look or edge it up with a leather jacket! 

      Fits & Features

      • Scoop Neckline
      • Spaghetti Straps That Cross At The Back 
      • Asymmetric Maxi Length Hemline Reveals Front Slit 
      • Smooth Jersey Knit Fabric 
      • Form Hugging Fit 
      • Plenty Of Stretch 

      Style Number/Barcode: 05101-0508

      Category Name: $20 & Under Sale

      Price: $14.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Josie Deep V Metallic Ruched Mermaid Dress

      Special Occasion

      Made with a pretty knit fabric, our Josie will reflect a shiny metallic sheen capturing everyone's immediate attention. All while her mermaid silhouette lovingly embraces and emphasizes every inch of your curves. Walk into any room looking and feeling your absolute best in our Josie! 

      Fits & Features

      • Tank Shoulder Straps
      • Wire V Neckline I Padded Bust I Scoop Back
      • Floor Length Hemline I Ruching At The Side Slit 
      • Mermaid Silhouette I Mini Length Lining 
      • Metallic Knit Fabric I Pretty Sheen Finish 
      • Back Zipper With Hook & Eye Closure 
      • Form Hugging Fit I Moderate Stretch 

       

      Special Occasion products cannot be returned to any retail locations.

      Style Number/Barcode: 05002-0824

      Category Name: $20 & Under Sale

      Price: $34.97 $64.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Fresh Florals Flowy Chiffon Kimono

      BB girl, you are the bouquet! Drape that casual OOTD with this flowy kimono for a spring-ready look! 

      Fits & Features

      • Quarter-Length Sleeves
      • Drape Open Front
      • High-Low Hem 
      • Lightweight Sheer Chiffon Fabric I Floral Print
      • Flowy Relax Fit 

      Style Number/Barcode: 06204-0267

      Category Name: $20 & Under Sale

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • High Rise Majorly Distressed Straight Leg Jeans

      We love a good pair of distressed and destructed denim! These straight leg jeans are a must for your wardrobe.

      Fit & Features:

      • High rise waist
      • Traditional five pocket and belt loop design
      • Front button | Hidden zipper closure
      • Major destructed detailing
      • Straight leg fit
      • Denim fabric | Minimal stretch

      Style Number/Barcode: 06602-0123

      Category Name: $20 & Under Sale

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Fringe Hem Crochet Tunic

      Whether you need a cover-up for the beach or want a boho vibe for festival szn, this crochet fringe tunic is such a perf addition! Wear it over your bikini set for a chic beach fit or look fest-best by pairing this with some high-waisted bottoms and cowboy boots! 

      Fits & Features

      • Shoulder Straps 
      • Scoop Neckline I Square Back 
      • Maxi Length Silhouette
      • Crochet Bodice I Long Fringe Hemline 
      • Form Hugging Fit I Moderate Stretch 

      Style Number/Barcode: 06005-0666

      Category Name: $20 & Under Sale

      Price: $19.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance