$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.

  • In A Mesh Mood Crop Top

    Get into a total mesh mood in this sultry chic sheer crop top! Pair with a bralette underneath for that total festival vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped
    • Sheer mesh fabric
    • Plenty of stretch
    • Form hugging fit
    • Undergarment not included

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

    Style Number/Barcode: 06001-2492

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getting My Way Coated Cropped Top

    Get things your way wearing this cropped top. No one will be able to say no to you when stepping out for a night out celebrating with the girls in this gorgeous top. The top features a sleeveless square neckline, bungee straps for sleek detail, and a smooth coated finish that slays. Don't forget to pick up the matching skirt though...it only works if you got the whole outfit.

    Shop Matching Skirt: Getting My Way Coated Mini Skirt

    Fit & Features

    • Square neckline
    • Bungee spaghetti straps
    • Cropped hemline
    • Form-fitting silhouette
    • Moderate stretch
    • Smooth-coated finish

     

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2215

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Single Sleeve Ribbed Crop Top
    Elevate your basics collection with this strategically revealing ribbed crop. Top features a one-shoulder design, single long sleeve, and waist tie at side. Top is made from a lightweight woven material with a touch of stretch.

    Style Number/Barcode: 06001-2936

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Cami Bodysuit

    Layer up cute looks with a cami bodysuit to easily pair with your favorite prints! This closet staple is a must-have to create casual outfits or to dress up with layers. The cami features a sleeveless bodice that makes for easy layering and sleek no-fuss spaghetti straps. Complete your look with high waist jeans or cut off shorts. 

    Fit & Features 

    • Square neckline
    • Adjustable spaghetti straps 
    • Ponte-knit fabric
    • Cheeky bottom 
    • Snap button closure
    • Form hugging fit 
    • Moderate stretch  

    Style Number/Barcode: 06001-1839

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Good Lace Up Bodysuit

    You’re definitely going to need this bodysuit in every color! This summer staple looks amazing dressed up or down. Style it with denim shorts and sandals for a chill day date.

    Fits & Features

    • Lace Up Back
    • Square Neckline

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2512

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let’s Get Away Swim Top

    This tropical print bikini is just what you need for your next vacay! Pair it with the matching bottoms and sunnies for the perfect beach look.

    Shop the Matching Bottoms: Let’s get Away Swim Bottoms

    Fits & Features

    • Cutout Tie Front Detail
    • Adjustable Straps
    • Matching Bottoms Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

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

    Style Number/Barcode: 07104-0439

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let’s Get Away Swim Bottoms

    This tropical print bikini is just what you need for your next vacay! Pair it with the matching top and sunnies for the perfect beach look.

    Shop the Matching Top: Let’s Get Away Swim Top

    Fits & Features

    • Tie Sides
    • Tropical Print
    • Matching Top Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

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

    Style Number/Barcode: 07105-0587

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot for Summer Swim Top

    Sit pretty poolside in this red-hot bikini top. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Hot for Summer Swim Bottoms

    Fits & Features

    • O-Ring Front Detail
    • Adjustable Straps | Tie Back
    • Matching Bottoms Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

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

    Style Number/Barcode: 07104-0436

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling It Rainbow Bikini Top

    Add some fun color to your bikini collection! Don’t forget to puck up the matching bottoms to complete your fun summer look.

    Shop the Matching Bottoms: Feeling It Rainbow Bikini Bottoms

    Fits & Features

    • Tie Front & Back Detail
    • Adjustable Straps
    • Under Wire Molded Cups

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 07104-0435

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polka Dot Ruffle Swim Top

    Ruffles and polka dots? We can’t think of a better combo. Pair this with the matching bottoms and a kimono and you will be pool party ready!

    Shop the Matching Bottoms: Polka Dot Ruffle Swim Bottoms

    Fits & Features

    • Ruffle Front Detail
    • Adjustable Straps
    • Matching Bottoms Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

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

    Style Number/Barcode: 07104-0437

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polka Dot Ruffle Swim Bottoms

    Ruffles and polka dots? We can’t think of a better combo. Pair this with the matching top and a kimono and you will be pool party ready! 

    Shop the Matching Top: Polka Dot Ruffle Swim Top

    Fits & Features

    • Ruffle Side Detail
    • Hipster Fit
    • Matching Top Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

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

    Style Number/Barcode: 07105-0585

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Me to the Tropics Swim Top

    You’ll be ready to lay on a beach in paradise in this tropical bikini. Don’t forget to pick up the matching bottoms to complete the look.

    Shop Matching Bottoms: Take Me to the Tropics Swim Bottoms 

    Fits & Features

    • Ruffle Strap Detail
    • Criss Cross Tie Back
    • Tropical Print
    • Matching Bottoms Sold Separately 

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

    Style Number/Barcode: 07104-0434

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hot for Summer Swim Bottoms

    Sit pretty poolside in this red-hot bikini. Complete the look with the matching top.

    Shop the Matching Top: Hot for Summer Swim Top

    Fits & Features

    • O-Ring Sides Detail
    • Matching Top Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

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

    Style Number/Barcode: 07105-0584

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling It Rainbow Bikini Bottoms

    Add some fun color to your bikini collection! Don’t forget to puck up the matching top to complete your fun summer look.

    Shop the Matching Top: Feeling It Rainbow Bikini Top

    Fits & Features

    • Tie Side Detail
    • Hipster Fit

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 07105-0583

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fun in The Sun Swim Bottoms

    It’s time to have some fun in the sun and look good while doing it! Don’t forget to get the matching top to complete the look. 

    Shop Matching Top: Fun in the Sun Swim Top

    Fits & Features

    • Hight Waist
    • Scrunch Tie Side Detail
    • Floral Print
    • Matching Top Sold Separately 

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

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

    Style Number/Barcode: 07105-0581

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Me to the Tropics Swim Bottoms

    You’ll be ready to lay on a beach in paradise in this tropical bikini. Don’t forget to pick up the matching top to complete the look.

    Shop Matching Top: Take me to the Tropics Swim Top

    Fits & Features

    • Ruffle Front Detail
    • Tie Sides
    • Tropical Print
    • Matching Top Sold Separately 

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

    Style Number/Barcode: 07105-0582

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye Daze Flare Pants

    Get on the tie dye trend with these flare pants. Pair them with the matching crop top and white heels for a groovy look!

    Shop the Matching Top: Tie Dye Daze Crop Top

     Fits & Features

    • High Waist
    • Tie Dye Print
    • Matching Top Sold Separately

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0311

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Florals Smocked Mini Dress

    Charm them all with this sweet and enchanting mini dress! Layer some gorge jewelry and slip into your nude wedges for a fab brunch look! 

    Fits & Features

    • Sweetheart Neckline I Tie At Center Bust
    • Short Sleeves I Ruffle Trim At Cuffs I Off Shoulder Neckline 
    • Fully Smocked Back 
    • Mini Length Silhouette 
    • Woven Fabric I Unlined 
    • Form Hugging Fit I Plenty Of Stretch 

     

     

    Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-0810

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Day Dreamin’ Eyelet Mini Dress

    Get ready for a sweet summer day in this eyelet dress. Pair it with wedges and a cute mini bag.

     Fits & Features

    • All Over Eyelet Pattern
    • Puff Sleeves
    • Lace Up Detailing
    • Ruffle Hem  

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0678

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Just Enough Floral High Waist Pants

    Make a statement in these floral tie waist pants! Dress them up with a basic bodysuit and heels.

    Fits & Features

    • High waist fit
    • Tie waist accent
    • Straight leg
    • Featuring a pop of color floral print
    • Moderate stretch
    • Form fitting down to a relaxed hemline

    Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0372

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Posh In Polka Dot Smocked Mini Dress

    You'll be looking oh-so-chic and posh in this pretty polka dot mini! 

    Fits & Features

    • Square Neckline & Back 
    • Organza Sleeves With Puff Shoulders & Elasticized Cuffs 
    • Smocked Bodice & Mini Length Skirt 
    • Mesh, Ruffle Trim At The Neckline & Hem 
    • Velvet Polka Dots Throughout 
    • Form Hugging Fit I Ample Stretch 
     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 05102-0806

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Affair Tie Front Top

    Stay sweet in this floral tie front top. Dress it up with heels and shorts for brunch with the girls!

    Fits & Features

    • All Over Floral Print
    • Tie Front Detail

    Style Number/Barcode: 06204-0388

    Category Name: $20 & Under Sale

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall For Me Ruched Midi Dress

    People will fall for you over and over in this sultry curve hugging ruched midi dress! 

    Fit & Features

    • Spaghetti straps
    • Square neck and back
    • All over ruched detailing
    • Mid-length, form-fitting style
    • Knit fabric | Knit lining
    • Plenty of stretch

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

        Style Number/Barcode: 05102-0532

        Category Name: $20 & Under Sale

        Price: $9.97 $35.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Floral Smocked Ruffle Mini Dress

        This smocked and ruffled floral mini dress is a major yes. Add to cart and pair with some strappy heels for a nice daytime look!

        Fit & Features

        • Puff shoulders
        • Long sleeves | Smocked detail | Ruffle hems
        • Square neckline | Ruffle trim
        • Stretchy smocked bodice
        • Ruffle details
        • Short tiered ruffle hem
        • Floral print

        Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

        Style Number/Barcode: 05102-0649

        Category Name: $20 & Under Sale

        Price: $9.97 $46.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance