$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.

  • Flirty Flair Ruffle Detail Skort

    Bring the flirty flair in this adorable ruffle detail skort! Pair with a chic blouse and some heels for a perf date night look babe!

    Fit & Features

    • High rise elastic banded waist
    • Faux wrap front | Ruffle hem
    • Fitted shorts
    • Crepe fabric | Moderate stretch

    Style Number/Barcode: 06503-0118

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All About The Lace Skater Dress

    It's all about the lace in this dress! Bring the fun in this skater dress for a chic bachelorette party or stun on your next date night. The dress features a sleeveless V-neckline, spaghetti straps, a stylish sheer lace back, and a flowy skater-length silhouette. The dress is composed of a comfortable crepe fabric that offers a moderate stretch. Complete your look with dazzling earrings and statement pump heels

    Fits & Features

    • Sleeveless, v-neck, spaghetti straps
    • Sheer lace back, cutout accent
    • High waistband, back zipper closure
    • Flowy skater silhouette
    • Short-length hem
    • Lined crepe fabric, moderate stretch 
    • Fits true to size

    Style Number/Barcode: 05101-8634

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Be Real Organza Sleeve Mini Dress

    But srsly tho..you're def going to want to add to cart. Strut your stuff in the Lace Be Real mini dress!

    Fits & Features:

    • Lace-Up At Center Bodice
    • Ruffle-Trim Along The Neckline, Shoulders, And Hem
    • Zipper & Hook And Eye Closure At Back 
    • Sheer, Long Organza Sleeves With Elastic Cuffs
    • Linear Seaming Details At The Front I Adjustable Drawstring At The Hem
    • A-Line, Mini-Length Silhouette Skirt 
    • Fully Lined, Sheer Woven Knit Composition

     

    Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05101-0757

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Trendsetter Tie Dye Gauze Crop Top

    You're the major trendsetter of your squad, and they go to you for all things style. Wear this of the moment tie dye crop top and your friends will follow suit!

    Fit & Features

    • Short puff sleeves
    • Square-neck and back
    • Stretchy smocked body
    • Cropped
    • Tie-dye gauze fabric

    Style Number/Barcode: 06003-0606

    Category Name: $20 & Under Sale

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cross My Heart Cork Wedges

    We cross our hearts, these wedges are a must for the season! From the criss-cross strap detail to the fun cork wedge, they will become your go-to that perfectly pair with your frilly and floral sundresses! 

    • Adjustable Ankle Strap with Small Buckle
    • Open Toe 
    • Criss-Cross Straps 
    • Corked Wedge Heel

    Style Number/Barcode: 07406-0138

    Category Name: $20 & Under Sale

    Price: $22.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Triple Threat Rhinestone Cuff

    Bring triple the glam with this dainty cuff that will accent your luxe gowns! 

    • Triple Row Design 
    • Rhinestones 
    • Memory Wire 

    Style Number/Barcode: 07003-0133

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Ring 3 Pack

    Show off your affinity for glam with a ring that makes a gorge statement! 

    • Rhinestone Rings
    • 3 Pack
    • V-Shaped Set

    Style Number/Barcode: 07004-0079

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cubic Zirconia Belly Chain

    Sparkle poolside with a hint of glam! This belly chain gives even the most minimal looks a touch of glam!

    • Single Row 
    • Cubic Zirconia 

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

    Style Number/Barcode: 07002-0448

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Clear Block Heels

    Clearly stay on trend with these must have heels! Their minimal design perfectly take you from day to night! Pair these beauties with a frilly sundress or skinny jeans! 

    • Adjustable Ankle Strap with Small Buckle
    • Closed Back 
    • Block Heel 
    • Open Almond Toe
    • Clear PVC Strap
    • Faux Lather Material 

    Style Number/Barcode: 07401-2284

    Category Name: $20 & Under Sale

    Price: $18.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cross My Heart Cork Wedges

    We cross our hearts, these wedges are a must for the season! From the criss-cross strap detail to the fun cork wedge, they will become your go-to that perfectly pair with your frilly and floral sundresses! 

    • Adjustable Ankle Strap with Small Buckle
    • Open Toe 
    • Criss-Cross Straps 
    • Corked Wedge Heel

    Style Number/Barcode: 07406-0133

    Category Name: $20 & Under Sale

    Price: $22.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cross My Heart Cork Wedges

    We cross our hearts, these wedges are a must for the season! From the criss-cross strap detail to the fun cork wedge, they will become your go-to that perfectly pair with your frilly and floral sundresses! 

    • Adjustable Ankle Strap with Small Buckle
    • Open Toe 
    • Criss-Cross Straps 
    • Corked Wedge Heel

    Style Number/Barcode: 07406-0132

    Category Name: $20 & Under Sale

    Price: $13.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blind 'Em Square Toe Rhinestone Sandals

    Blind 'em with a little rhinestone action babe! Whether you are chillin' poolside, or styling these with your high waist denim shorts we can def appreciate the bling!

    • Open square toe
    • Thick band over the toe
    • Rhinestone detailing 
    • Composed of jelly material
    • Slide on fit

    Style Number/Barcode: 07404-0585

    Category Name: $20 & Under Sale

    Price: $14.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fresh As A Daisy Mini Dress

    Keep your look fresh as a daisy this season with a pretty floral mini that brings the flutters! Pair this must-have mini dress with a pair of strappy heels for a head-turning look! 

    Fit & Features 

    • Square Neckline 
    • Bungee Straps 
    • Embroidered Daisy Print 
    • Lined Mesh Fabric 
    • Mini Length Silhouette 
    • Form Hugging Fit 

     

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

     

     


    Style Number/Barcode: 05102-0791

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty Fleur Tie Front Mini Dress

    Show off your soft side! Pretty blooms cover this flirty dress! It's the perfect mini for a day with your gals. 

    Fits & Features

    • Spaghetti Straps
    • Square Neckline With Tie Front I Empire Waist
    • Mini Length Silhouette 
    • Knit Fabric I Floral Print 
    • Form Hugging Fit 

    Style Number/Barcode: 05101-0445

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Look at Her Denim Tunic

    You can’t go wrong with this denim tunic! Rock it as a dress or layer it over your favorite matching set.

    Fit & Features 

    • Chest Pockets | Snap Down Front
    • Long Sleeves 
    • Round Hem 
    • Medium Wash Denim

    Style Number/Barcode: 06203-0060

    Category Name: $20 & Under Sale

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Vibes Acid Wash Shorts

    We're all about those summer vibes, let the good times flow with these too cute cut off shorts! Pair this season staple with a pretty crop for a laid back look! 

    Fit & Features

    • High Rise Waist 
    • Single Button and Zipper Closure 
    • Traditional Five Pocket and Belt Loop
    • Acid Wash Denim 
    • Moderate Destructed Detail
    • Raw Edge Hem 
    Model is 5'7" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.   

    Style Number/Barcode: 06603-0118

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Issa Mood High Waist Shorts

    We're in the mood for some chic vibes with no effort. Throw on these high waist shorts to pair with your fav crops for the trendsetter in you!

    Fit & Features 

    • High Rise Fit 
    • Single Button and Zipper Closure 
    • Traditional Five Pocket and Belt Loop
    • Light Wash Denim Fabric
    • Raw Edge Hem 
    • Heavy Destruction 

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

    Style Number/Barcode: 06603-0119

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • She's Got That Floral Flair Mini Skirt

    You'll def have that floral flair babe in this adorable printed mini skirt! Its ruffle hem detailing has major flirty vibes! Pair with a simple bodysuit and some lucite heels for the perfect date look.

    Fit & Features

    • High rise waist
    • Side zipper | Hidden hook and eye closure
    • Wrap front
    • Ruffle hem
    • Ditsy floral printed woven fabric
    • Stretchy knit lining

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0191

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flowy Feels Chiffon Romper

    Get those effortless boho flowy feels in this lightweight chiffon romper! Pair with some gladiator sandals to complete your vibe.

    Fit & Features

    • Off the shoulder neckline
    • Long flowy sleeves with slit detailing
    • Front tie closure with keyhole cut out
    • Elastic banded high waist seam
    • Flowy shorts
    • Sheer chiffon fabric | Short lining

    Style Number/Barcode: 06403-0056

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Poised Paperbag High Waist Woven Shorts

    Keep it poised in trendy paperbag shorts. The high waist shorts feature an elastic paperbag waist, a cinching tie waist belt, slant hand pockets, and subtle pleated details. The relaxed fit waist leads to a wide leg opening. The shorts are composed of a woven fabric that offers little to no stretch. Complete your look with a puff sleeve blouse and strappy open toe heels for a sophisticated outfit. 

    Fits & Feature

    • High rise fit
    • Elastic paperbag waist
    • Tie front belt
    • Slant hand pockets
    • Single faux back pocket
    • Pleated details
    • Woven fabric, no stretch

     

    Black Shorts: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.

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

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

    Taupe Shorts: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

      Style Number/Barcode: 06403-1030

      Category Name: $20 & Under Sale

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Sultry Chic Lace Up Faux Suede Mini Skirt

      Lace up into this sultry chic faux leather mini! Pair the skirt with a pretty blouse and some strappy mules for that girly vibe!

      Fit & Features

      • High rise waist
      • Hidden back zipper closure
      • Side lattice detail | Bottom tie closure
      • Short, form hugging fit
      • Smooth faux suede fabric
      • Moderate stretch

      Style Number/Barcode: 06401-0217

      Category Name: $20 & Under Sale

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Preppy Paper Bag Tie Waist Shorts

      Get a preppy chic look styling up these paper bag tie waist shorts!  Pair with a cute crop top and some heels for the perf spring time vibe.

      Fit & Features

      • High rise paper bag waist
      • Tie front belt
      • Two front pockets
      • Woven fabric

      Style Number/Barcode: 06303-0066

      Category Name: $20 & Under Sale

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • A Twist of Glam Jumpsuit

      Bring a twist of glam to your wardrobe with this fab jumpsuit! Pair this beauty with pumps and door-knocker earrings for an Insta-worthy look! 

      Fit & Features 

      • V-Neckline | Twist-Knot Bodice 
      • Ruched Bodice 
      • Spaghetti Straps 
      • Tie Back Accent | Lower Back Keyhole
      • Straight Leg Fit 
      • Lined Crepe Fabric 
      • Form Hugging Fit | Moderate Stretch 

      Style Number/Barcode: 06502-0333

      Category Name: $20 & Under Sale

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Tied To Chic Skinny Jeans

      Tie yourself to this chic pair of skinnies to make a gorge statement for a dressed up look, perfect for a date night with bae!

      Fit & Features

      • High Rise Waist
      • Tie Waist Belt with Loops
      • Traditional Five Pocket Design 
      • Dark Wash Denim 
      • Skinny Straight Leg
      • Cropped Hem 

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

      Style Number/Barcode: 06602-0157

      Category Name: $20 & Under Sale

      Price: $6.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance