$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.

  • Pretty In Plaid Woven Mini Skirt

    Get an effortlessly pretty look in this trendy plaid woven mini skirt! With its flattering high rise waist and chic side slit, this skirt is a must for a casual date night out. Pair with a cute top and layer on a leather jacket.

    Fit & Features

    • High rise waist
    • Hidden back zipper closure
    • Small side slit
    • Short, curve-hugging fit
    • Plaid print
    • Woven fabric

    Style Number/Barcode: 06401-0251

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clara High Rise Destructed Fringe Skinny Jeans

    Oasis by Eunina

    Give your skinny jeans an edgy update in this must-have pair! Perfect for styling with your favorite basic tops for a casual day out or dressing up with a bodysuit for a night out. The jeans feature a high rise waist, a flattering medium wash, a skinny tapered leg with light destruction, and a fringed raw edge hem.  

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Traditional five-pocket with belt loop design
    • Light-medium wash denim fabric
    • Light destructed detailing fringe raw-edge hem 
    • Skinny tapered leg
    • Form hugging fit, moderate stretch 

    Style Number/Barcode: 06602-0179

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Knit Crew Neck Maxi Dress

    This simple yet stunning ribbed knit maxi dress is a must for your fab fall look. Featuring a high crew neckline and a flattering curve-hugging silhouette, this dress can easily be dressed up with some strappy heels or down with a pair of chunky sneakers. Wear on a casual date night with bae.

    Fit & Features

    • High crew neckline
    • Tank-like shoulder straps
    • Form-hugging fit
    • Side slit
    • Maxi length
    • Ribbed knit fabric

     

     

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

    Style Number/Barcode: 05102-0870

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feelin' Trendy Tie Dye Midi Dress

    This trendy tie dye knit midi dress is ready for you to style up! Featuring a sleeveless high neckline and a curve-hugging mid-length silhouette, you can easily take this dress from day to night. Layer on a denim jacket and some chunky sneakers for a casual-chic date look.

    Fit & Features

    • High rounded neckline
    • Mid-length silhouette
    • Form-hugging fit
    • Tie dye print
    • Knit fabric

     

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

    Style Number/Barcode: 05102-0866

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Wrap Around Bishop Sleeve Crop Top

    Bring on the chic vibes in this must-have wrap around crop top! It features trendy long bishop style sleeves and a tie front detail to pull your 'fit together. Pair with mom jeans and strappy mules for a go-to brunch look.

    Fit & Features

    • Long bishop style sleeves with cinched hems
    • Wrap front
    • V neckline
    • Tie front detail
    • Cropped
    • Ribbed knit fabric

     

    Model is 5'8" with a 30" bust, 23" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2786

    Category Name: $20 & Under Sale

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flirty Floral Polka Dot Mini Dress

    Create a flirty first impression in this pretty floral polka dot mini dress! It features a cowl neckline, a flowy mini length silhouette, and a fun floral print on a polka dot woven fabric. For a cute day date look, layer on a denim jacket and pair with some clear heels.

    Fit & Features

    • Adjustable spaghetti straps
    • Cowl neckline
    • Flowy mini length fit
    • Floral print
    • Polka dot woven fabric

     

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

    Style Number/Barcode: 05102-0914

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Flair Woven Midi Dress

    You'll have that total floral flair in this stunning woven midi dress! Featuring a V neckline and a flowy mid-length silhouette, this dress would be perfect for a fall date night. Pair with some clear heels and accessorize with gold hoops to let the dress make the statement.

    Fit & Features

    • Adjustable spaghetti straps
    • V neckline
    • Back zipper closure
    • Flowy mid-length fit
    • Ditsy floral print
    • Woven fabric


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

    Style Number/Barcode: 05102-0915

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ribbed Off The Shoulder Fold-Over Top

    A fall staple for sure, this ribbed off the shoulder top will pair with all of your 'fits. Featuring a fold-over neckline and long fitted sleeves, this top would look so cute with a mini skirt or high rise skinny jeans. Take it from a shopping trip to dinner afterward!

    Fit & Features

    • Off the shoulder square neckline
    • Fold-over detail
    • Long fitted sleeves
    • Mid-length form-hugging fit
    • Ribbed knit fabric

    Model is 5'8" with a 30" bust, 23" waist and 35" hips. She is wearing a size small.  

    Style Number/Barcode: 06001-2958

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall For Floral Woven Midi Dress

    Fall head over heels for this adorable ditsy floral midi dress! Featuring a trendy cowl neckline and a flowy mid-length silhouette, this dress would pair perfectly with some simple gold hoops and clear mules. Wear to your next brunch with your girls and you'll receive all the compliments.

    Fit & Features

    • Adjustable spaghetti straps
    • Cowl neckline
    • Flowy mid-length fit
    • Ditsy floral print
    • Woven fabric

     

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

    Style Number/Barcode: 05102-0882

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Sleek Tie Shoulder Slip Dress

    Simple and sleek, this slip dress is a gorgeous piece you need to have in your closet. Featuring tie shoulder straps and a flowy mid-length silhouette, it can so easily be dressed up with some clear mules or down with chunky sneaks. Wear to your next date with bae and you'll leave a lasting impression.

    Fit & Features

    • Tie shoulder straps
    • Slight V neckline
    • Square back
    • Flowy mid-length fit
    • Woven fabric

     

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

    Style Number/Barcode: 05101-0895

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Falling For You Floral Mini Skirt

    They will be falling for you hard when you step out in this smocked mini skirt. Don’t forget to pick up the matching crop top to complete the look!

    Shop the Matching Top: Falling For You Floral Crop Top

    Fits & Features

    • Ditsy Floral Print
    • Smocked
    • Ruffle Hem

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

    Style Number/Barcode: 06301-0040

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tropical Palm Leaf High Slit Maxi Skirt

    Get set for the tropics in this skirt that will transport you to an island fantasy. The skirt features a high rise waist, a tropical palm-leaf print, and a maxi silhouette with a dramatic high slit to show off a hint of leg. Complete look with matching top and statement earrings.

    Shop Matching Crop Top: Tropical Palm Leaf Tube Top

    Fit & Features

    • High rise waist
    • Tropical floral print
    • Maxi length silhouette
    • High side slit
    • Matching top sold separately 

     

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

    Style Number/Barcode: 06501-0225

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bella Super High-Rise Destructed Skinny Jeans

    Oasis by Eunina

    The Bella Super High-Rise Destructed Skinny Jeans are a must-have in your closet! They feature a very high waist with destructed detailing at the front, a skinny leg fit, and a medium wash denim fabric with a faded design. Style this trendy pair of denim with a crop top and clear heels for that it-girl vibe.

    Fit & Features

    • Super high waist
    • Destructed detailing
    • Skinny leg fit, form-hugging
    • Five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Medium wash denim fabric, faded design, moderate stretch
    • Runs true to size

      Style Number/Barcode: 06602-0120

      Category Name: $20 & Under Sale

      Price: $18.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Double Row Tie Front Ribbed Crop Top

      Stand out babe in this chic crop top. Head out for a beach day in this trendsetting crop top that features a plunging V-neckline, a double-row tie front accent to create a customized fit, and a cropped hem. Complete your look with your favorite high waist jeans and stunning sunglasses.

      Fit & Features

      • Plunging v-neckline
      • Spaghetti straps
      • Double-row tie front accent
      • Cropped hem 
      • Ribbed knit fabric
      • Relaxed fit

       

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

      Style Number/Barcode: 06001-2685

      Category Name: $20 & Under Sale

      Price: $9.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Falling For You Floral Crop Top

      They will be falling for you hard when you step out in this smocked crop top. Don’t forget to pick up the matching skirt to complete the look!

      Shop the Matching Bottoms: Falling For You Floral Mini Skirt

      Fits & Features

      • Ditsy Floral Print
      • Smocked
      • Spaghetti Straps

      Style Number/Barcode: 06003-0531

      Category Name: $20 & Under Sale

      Price: $6.97 $18.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Basic High Waist Twill Joggers

      Keep it basic and stylish in joggers that can be used to dress up or dress down in comfort! The joggers feature an elastic high rise waist, a drawstring waist, slant pockets and a tapered straight leg with elastic cuff. Complete outfit with a basic crop top and strappy mules

      Fit & Features

      • Elastic high rise waist
      • Drawstring waist
      • Slant pockets
      • Faux back pockets
      • Straight leg fit
      • Tapered elastic cuff
      • Twill knit fabric, relaxed fit 

       

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

      Style Number/Barcode: 06302-0164

      Category Name: $20 & Under Sale

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Only The Basics Cami Top

      We love a basic cami, perfect for layering or wearing on its own with a sleek pair of pants and slingback heels! This cami top features a sleeveless square neckline that naturally flatters, and bungee spaghetti straps to create a sleek look along the cropped hem. The cami top is composed of a double-lined knit fabric that provides coverage to avoid fashion faux-pas. 

      Fit & Features 

      • Square neckline
      • Bungee spaghetti straps
      • Cropped hem
      • Double-lined knit fabric
      • Moderate stretch 
      • Fits true to size

      Style Number/Barcode: 06001-2309

      Category Name: $20 & Under Sale

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Clara High Rise Destructed Skinny Crop Jeans

      Oasis by Eunina

      Elevate your denim game in jeans that keep you on-trend. The jeans feature a high rise waist, a single button with zipper closure, distressed detailing and a skinny leg fit with a cropped hem. Complete your look with a statement bodysuit and clear heels

      Fit & Features

      • High rise waist
      • Single-button with zipper closure 
      • Traditional five-pocket with belt loop design
      • Distressed detailing
      • Skinny leg fit, tapered hem
      • Medium wash denim fabric 
      • Form hugging fit, moderate stretch   

       

      Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size three.  

      Style Number/Barcode: 06602-0064

      Category Name: $20 & Under Sale

      Price: $6.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Tie Waist Wide Leg Pants

      Bring the sophistication in flared pants to make a chic statement. Create a standout workwear outfit in these flared pants to style with a statement sleeve top. The pants feature a high rise waist, a tie waist pants, and a flared wide leg pant. 

      Fit & Features

      • High rise waist
      • Tie waist belt 
      • Flared wide leg pant
      • Woven fabric
      • Form hugging fit

       

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

      Style Number/Barcode: 06402-0204

      Category Name: $20 & Under Sale

      Price: $11.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Chic Destruction High Rise Boyfriend Jeans

      Start off a fire 'fit with these trendy boyfriend jeans! They feature a high rise waist, a traditional five-pocket and belt loop design, distressed detailing, and straight pant legs with an ankle cut hem. Style these jeans with a cute crop top and strappy heels.

      Fit & Features

      • High rise waist
      • Traditional five-pocket and belt loop design
      • Front button and hidden zipper closure
      • Distressed detailing
      • Straight pant legs with an ankle cut hem
      • Denim fabric with minimal stretch

      Style Number/Barcode: 06602-0068

      Category Name: $20 & Under Sale

      Price: $6.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Casual Vibes Off The Shoulder Jumpsuit

      Keep it low-key in a jumpsuit that keeps you effortlessly on-point. The jumpsuit features an off the shoulder neckline, a notched v-neckline bust, fitted long sleeves and a tapered straight leg with side pockets. Complete your look with layered dainty necklaces and sporty dad sneakers

      Fit & Features 

      • Off the shoulder neckline
      • Notched v-neckline bust
      • Fitted long sleeves
      • Mid-rise drawstring waist 
      • Straight leg fit with a tapered hem
      • Side pockets
      • Ribbed knit fabric, form-hugging fit

       

      Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.  

      Style Number/Barcode: 06502-0393

      Category Name: $20 & Under Sale

      Price: $23.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sleek Satin Snake Crop Top

      Keep it sleek in a snake top that brings the chic factor to your look! The top features a cowl neckline, sleek spaghetti, cropped hem, and a trendy snake print. Complete your look with high waist pants and sleek hoops

      Fit & Features

      • Sleeveless cowl neckline
      • Sleek spaghetti straps
      • Snake print
      • Cropped hem 
      • Satin-like 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: 06003-0919

      Category Name: $20 & Under Sale

      Price: $4.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sweet Simplicity Bodysuit

      Fall into fab simplicity in a bodysuit that brings you back to basics. This top is perfect for layering with your favorite pieces on those lazy days or meeting up with the girls for a casual lunch date. The bodysuit has a flattering V-neckline and sleek bungee spaghetti straps for a seamless look. Composed of a soft knit material that offers a form-hugging fit with a moderate stretch. Style with a pair of high waist jeans and a blazer.

      Fit & Features

      • Sleeveless V-neckline
      • Bungee spaghetti straps 
      • Adhesive bra recommended
      • Form-hugging silhouette 
      • Seamless design for comfort
      • Soft knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06001-1641

      Category Name: $20 & Under Sale

      Price: $6.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Pretty Bustier Bodysuit

      Stun in a bustier bodysuit that gives a lift to curves in all the right places. This pretty bustier bodysuit brings the sultriness to date night outfits. Style the lace bodysuit with high waist jeans or a high waist mini skirt and finish off with door knocker earrings. The lace bodysuit features a bustier bodice with a plunging sweetheart neckline, underwire cups, and adjustable straps for a customized fit. 

      Fit & Features

      • Adjustable spaghetti straps allow for a comfortable fit
      • Lace fabric
      • Unlined mesh inset waist
      • Thong bottom with a dual snap button closure
      • Includes hidden side zipper and hook and eye closure
      • Runs true to size

      Style Number/Barcode: 06003-8018

      Category Name: $20 & Under Sale

      Price: $3.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance