$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.

  • Effortlessly Embroidered Floral Crop Top

    Showcase that effortless beauty in this embroidered floral crop top! Pair with a bralette underneath for a fab spring time look.

    Fit & Features

    • Half length puff sleeves
    • Wrap front V neckline
    • Tie front detail
    • Cropped
    • Sheer floral embroidered woven fabric
    • Undergarment not included

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

    Style Number/Barcode: 06003-0542

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Belted Bell Beauty Top
    Here's looking at you beauty! The taupe top features a plunging V neckline with knotted bodice, long bell sleeves, a cropped hem and a tie waist belt accent. Top is composed of woven knit fabric that offers a relaxed fit with minimal stretch.

    Model is 5'7" with 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1359

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twist Front Knit Crop Top

    Amp up your everyday basic tee with this trendy twist front knit crop top! Pair with some dressy tie waist pants and strappy mules to pull the look together!

    Fit & Features

    • High rounded neckline
    • Long fitted sleeves
    • Twist front detail
    • Majorly cropped hem
    • Jersey knit fabric | Semi-sheer

    Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2485

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's Edgy Coated Skinny Pants

    Oooo girl, you'll have those edgy chic vibes in these must have coated skinny pants! Pair with some heels to elevate your look or dress it down with some casual sneaks.

    Fit & Features

    • High rise waist
    • Belt loops
    • Two faux front pockets | Two back pockets
    • Form hugging fit
    • Coated faux leather fabric
    • Moderate stretch

    Style Number/Barcode: 06402-0220

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Cropped Tube Top

    Stick to the basics with this classic crop top!

    Fit & Features

    • Straight, strapless neckline
    • Flattering slim fit
    • Heathered knit
    • Plenty of stretch for comfort

    Style Number/Barcode: 06002-5398

    Category Name: $20 & Under Sale

    Price: $6.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lil Miss Sunshine Smocked Ditsy Mini Skirt

    Nothing but good vibes in our Lil Miss Sunshine set! Brighten up any room as you walk in bringing the fun! 

    Shop Matching Top: Lil Miss Sunshine Smocked Tube Top 

    Fits & Features

    • High Rise Elastic Waist
    • Ruffle-Trim Hem
    • Woven Gauze Fabric I Smocking
    • Ditsy Floral Print 

    Style Number/Barcode: 06301-0038

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Boho Fringe Mini Skirt

    You've got that effortless boho vibe about you! This fringe mini skirt will pair perfectly with the matching top for a total desert wanderer vibe!

    Shop Matching Top: Effortless Boho Fringe Halter Crop Top

    Fit & Features

    • High rise waist
    • Short, form hugging fit
    • Tassel fringe hem
    • Crochet fabric

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

    Style Number/Barcode: 06501-0195

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Taste Of Crochet Bodysuit
    Get a little taste of crochet with this sweet bodysuit! It has a flattering V neckline with a wide crochet trim paired with narrow shoulder straps and a thong bottom that includes a snap button closure. The garment is composed of wide ribbed knit that offers plenty of stretch.

    Style Number/Barcode: 06001-9937

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Sweetheart Ruched Crop Top

    Refresh your wardrobe with this spring-inspired top! Don't forget to add some shine to your look by adding some sparkling earrings. 

    Fits & Features

    • Sweetheart Neckline 
    • Sheer, Roomy Long Sleeves | Elastic Cuffs
    • Ruching At Front Bodice
    • Smocked Back 
    • Crop Hemline 
    • Woven Gauze Fabric | Fully Lined At Front Bodice
    • Form Hugging Fit | Ample Stretch

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

    Style Number/Barcode: 06003-0594

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Boss Babe Crepe Longline Blazer

    Command the boardroom like the boss you are in this crepe blazer! It features three-quarter length ruched sleeves, a flat collared neckline, and a longline design. Layer over high-rise bottoms and a chic blouse.

    Fit & Features

    • Flat collar, open front
    • Three-quarter length ruched sleeves
    • Longline design
    • Side pockets
    • Textured crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-0200

    Category Name: $20 & Under Sale

    Price: $17.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blousant Sleeve Tie Front Top

    The perf layering addition to all your looks! Easily pair this tie front top over you bikini set for a cute AF poolside addition! 

    Fits & Features

    • V Neckline
    • Tie Front Design
    • Roomy Blousant Drop Shoulder Long Sleeves I Elastic Cuffs
    • Crop Hemline 
    • Lightweight Woven Gauze Fabric
    • Relax Fit I Minimal Stretch 

    Style Number/Barcode: 06204-0429

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wanderlust Beauty Lace Kimono

    You're just a wanderlust beauty, always looking for a cute new 'fit! Layer on this perf lace kimono for that instant boho babe look!

    Fit & Features

    • Three quarter length sleeves
    • Drape open front
    • High how hem
    • Flowy, relaxed, and comfortable fit
    • Sheer lace mesh fabric | Moderate stretch

    Style Number/Barcode: 06204-0409

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Button Down Denim Shorts

    Keep it light and fresh when you step out in denim!  Perfect for a sunny day, these high waist babies literally go with everything!

    Fit & Features

    • High waist fit
    • Button closures down the center
    • Raw hemline
    • Traditional pockets
    • Denim fabric

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

    Style Number/Barcode: 06603-0076

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fleur Paradise Duster

    Get wrapped up in this dreamy floral duster! Simply style this over your bikini or pair this with a tank top and denim cut-offs! 

    Fits & Features

    • Fitted Long Sleeves
    • Open Front Design 
    • Long, Flowy Length 
    • Stretchy Smooth Knit Fabric I Floral Print Design 
    • Dual Slits At Each Side 
    • Plenty Of Stretch

    Style Number/Barcode: 06202-0080

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Floral Mesh Crop Top

    Get a sweet, spring time look in this adorable floral mesh crop! Pair the top with a bralette underneath and some light wash denim for the perfect vibe.

    Fit & Features

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

    Style Number/Barcode: 06001-2551

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Boho Fringe Halter Crop Top

    You've got that effortless boho vibe about you! This fringe halter crop top will pair perfectly with the matching skirt for a total desert wanderer vibe!

    Shop Matching Bottoms: Effortless Boho Fringe Mini Skirt

    Fit & Features

    • Halter neckline
    • Open back | Tie back closure
    • Cropped | Tassel fringe hem
    • Crochet fabric

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

    Style Number/Barcode: 06005-0529

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Distressed To Impress Cropped Jacket

    You'll be totally distressed to impress in this trendy destructed cropped jacket!

    Fit & Features

    • Collared
    • Complete button down front
    • Buttoned chest pockets
    • Long sleeves with buttons to cuff
    • All over distressed detailing | Major destructed detail on the back
    • Cropped
    • Denim fabric | Moderate stretch

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

      Style Number/Barcode: 06204-0464

      Category Name: $20 & Under Sale

      Price: $15.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Classic Chiffon Kimono

      Layer on this classic chiffon kimono over your fave bikini and get ready to hit the beach bby!

      Fit & Features

      • Short, billowy kimono style drop shoulder sleeves
      • Drape open front
      • Flowy, relaxed and comfortable fit
      • Sheer, lightweight chiffon fabric
      • No stretch

      Style Number/Barcode: 06204-0532

      Category Name: $20 & Under Sale

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Boss Goals Paperbag Pants

      We love a strong independent woman! Reach those goals in these statement pants that perfectly pair with a blouse and slingback heels! 

      Fit & Features 

      • Paperbag Waist
      • Tie Waist Belt with Loops 
      • Double Row Hook Fasten Closure | Zipper Closure 
      • Slant Pockets
      • Straight Skinny Leg Fit 
      • Lined Lightweight Woven Fabric 
      • Relaxed Fit | Minimal Stretch 

      Style Number/Barcode: 06402-0244

      Category Name: $20 & Under Sale

      Price: $6.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Wildflower Floral Belted Kimono

      Add a touch of femme to your look with a floral kimono! Style with denim and a satin top or wear over your swim attire!

      Fit & Features

      • Long sleeve
      • Open front 
      • Belt accent
      • Floral pattern
      • Relaxed fit

      Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small. 

      Style Number/Barcode: 06204-0435

      Category Name: $20 & Under Sale

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Dressed To Impress Belted Trench

      You're always dressed to impress, and this chic belted trench will not disappoint.

      Fits & Features

      • Front Lapel Collar
      • Quarter Length Sleeves With Buttons To Cuff
      • Elastic Banded Back
      • Tie Front Belt
      • Flowy, Relaxed Fit 
      • Longline Hem
      • Lightweight Woven Fabric With No Stretch

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

      Style Number/Barcode: 06204-0431

      Category Name: $20 & Under Sale

      Price: $12.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Boho Feels Tie Front Top

      Get all those boho feels in this flowy tie front top! Wear as a cute top or over your fave swimsuit poolside!

      Fit & Features

      • Flowy three quarter length sleeves
      • V neckline
      • Tie front
      • Cropped
      • Striped
      • Lighweight, textured crepe fabric
      • No stretch

      Style Number/Barcode: 06204-0482

      Category Name: $20 & Under Sale

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Layered In Style Chiffon Kimono

      Layer up in this chic airy kimono to create your new fav look bby!

      Fit & Features

      • Drape Open Front
      • Kimono Sleeves
      • Sheer Chiffon Fabric
      • Two Side Slits
      • Relaxed Fit
      • Minimal Stretch  


      Style Number/Barcode: 06204-0399

      Category Name: $20 & Under Sale

      Price: $8.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Relaxin' & Loungin' Knit Cropped Top

      Relax, lounge, chill, be comfy, but keep cute in a knit puff sleeve cropped top! We are picturing this styled with high waist denim, or even ur go to-joggers!

      Fit & Features

      • Crew neckline
      • Long sleeves with balloon wrist
      • Cropped frayed hemline
      • Knit material | Semi sheer
      • Moderate stretch | Relaxed fit

      Style Number/Barcode: 06001-2449

      Category Name: $20 & Under Sale

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance