$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.

  • Clearly On Trend Knit Bodysuit

    You'll be on-trend in a knit bodysuit. The simply stunning features a slightly rounded neckline, dart seam detailing and clear adjustable spaghetti straps. The bodysuit includes a cheeky bottom with dual snap button closure.  The stretchy knit fabric offers a form hugging fit. Complete your outfit with flattering high waist denim. 

    Fit & Features

    • Clear adjustable spaghetti straps
    • Slightly rounded neckline
    • Dart seam detailing
    • Cheeky bottom | Dual snap button closures
    • Stretchy knit fabric
    • Form-fitting style

     

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

      Style Number/Barcode: 06001-2362

      Category Name: $20 & Under Sale

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Getaway Girl Floral Smocked Tube Maxi Dress

      Girl, you'll look stunning on your weekend getaway in this floral tube maxi dress! It features a strapless square neckline, a smocked bodice, and a flowy maxi-length silhouette with a ruffle bottom hem. Don't forget to add a pair of wedges and a wide brim hat to your cart as well!

      Fit & Features

      • Strapless square neckline
      • Stretchy smocked bodice 
      • Maxi-length silhouette, mini-length lining
      • Ruffle bottom hem
      • Floral printed woven fabric
      • No stretch
      • Runs true to size

      Style Number/Barcode: 05101-0033

      Category Name: $20 & Under Sale

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Chill Out High Waist Shorts

      Chill out girl and leave the drama behind with this must have high waist shorts! Pair these cuties with a daring crop for an effortlessly put together look! 

      Fit & Features

      • High Rise Waist
      • Single Button and Zipper Closure 
      • Traditional Five Pocket and Belt Loop Design
      • Cut Off Raw Edge Hem
      • Light-Medium Wash Denim Fabric 

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

      Style Number/Barcode: 06603-0120

      Category Name: $20 & Under Sale

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Oh So Dreamy Tie Dye Mini Skirt

      Get an oh so dreamy look in this trendy tie dye mini skirt! Pair with a pastel hued simple tank and some strappy mules for the perf spring time vibe!

      Fit & Features

      • High rise elastic banded waist
      • Ruched side detailing | Ties at hem
      • Short, curve hugging fit
      • All over tie dye print
      • Soft knit fabric | Plenty of stretch

      Style Number/Barcode: 06501-0215

      Category Name: $20 & Under Sale

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Hooded Denim Bomber Jacket

      Change up your classic jean jacket game with this trendy denim bomber! Pair it with some black jeans and casual sneakers and you'll be a total casual cutie!

      Fit & Features

      • Hooded | Adjustable drawstrings
      • Complete zip front | O-ring zipper
      • Long sleeves | Elastic banded hems
      • Slanted front pockets
      • Mid-length, elastic banded hem
      • Denim fabric | No stretch

      Style Number/Barcode: 06203-0052

      Category Name: $20 & Under Sale

      Price: $14.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Taking Knit Easy Duster

      Take it easy in this casually cute duster, perfect for layering with all your favorite pieces! 

      Fit & Features 

      • Drape Open Front
      • Long Sleeves
      • Two Side Slits
      • Unlined Knit Fabric 
      • Relaxed Fit 
      • Moderate Stretch 

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

      Style Number/Barcode: 06202-0062

      Category Name: $20 & Under Sale

      Price: $11.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • All That Denim Jacket

      This denim jacket is all that and more! Layer this jacket with your favorite tops for a chic update to your look! 

      Fit & Features

      • Collared Neckline
      • Two Small Chest Pockets
      • Button-Down Front 
      • Long Sleeves | Single Button Cuff
      • Side Pockets
      • Light Wash Denim Fabric 
      • Relaxed Fit 

      Style Number/Barcode: 06203-0084

      Category Name: $20 & Under Sale

      Price: $14.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Spot Ya Polka Dot Ruched Crop Top

      Yes girl! Stand out in this pretty outfit topper! 

      Fit & Features

      • Slight sweetheart neckline
      • Long sheer puff sleeves | Elastic banded hems
      • Back zipper | Hook and eye closure
      • Ruched detailing
      • Cropped
      • Flocked polka dot sheer woven fabric | Knit lining

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

        Style Number/Barcode: 06003-0750

        Category Name: $20 & Under Sale

        Price: $6.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Keep The Confidence Criss-Cross Platform Heels

        Stand tall and confident when you pair your summer dress with the perfect platform heels! 

        • Open pointed toe
        • Criss cross over the toe straps
        • Ankle strap + closed heel
        • Adjustable o-ring pin buckle closure
        • Faux suede
        • Cork style platform heel

        Style Number/Barcode: 07401-2260

        Category Name: $20 & Under Sale

        Price: $23.97 $28.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • A Little Daytime Fun Platform Cork Heels

        Have your self a little day time fun when you step out in these summer ready platform heels! These would look so cute with your straw hat and summer dress!

        • Open almond toe
        • Faux leather
        • Single band over the toe
        • Ankle strap
        • Adjustable pin buckle closure 
        • Platform heel
        • Cork sole

        Style Number/Barcode: 07401-2259

        Category Name: $20 & Under Sale

        Price: $23.97 $28.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Slide Into Basics Faux Leather Sandals

        Slide into a closet staple when you style these simple faux leather slides with all of your summer looks! 

        • Open almond toe
        • Single band over the toe
        • Faux leather
        • Slide on fit

        Style Number/Barcode: 07404-0588

        Category Name: $20 & Under Sale

        Price: $9.97 $14.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Basic Straw Wide Brim Floppy Hat

        Head outdoors with a chic floppy hat. Keep your tresses on point with a dramatic floppy hat that features an all-over straw-like material and a traditional wide brim to shield eyes. Add a floppy hat to complete a vacay outfit or give your maxi dresses a diva-approved touch.

        Fit & Features

        • Traditional floppy structure
        • Wide brim
        • Straw-like material 

        Style Number/Barcode: 07302-0208

        Category Name: $20 & Under Sale

        Price: $6.97 $14.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Clear Faux Patent Leather Pointed Heels

        Keep it chic with a clear pointed heel. A clear heel adds sophistication to take you from the office to date night. The heels feature a classic pointed toe, a clear PVC body accented with a faux patent leather back and sole and a sleek stiletto heel. For the minimalists this heel pairs well with basics or pair with a fab midi dress.

        Fit & Features

        • Pointed toe 
        • Clear PVC
        • Faux patent leather 
        • Stiletto heel  

        Style Number/Barcode: 07401-2348

        Category Name: $20 & Under Sale

        Price: $9.97 $32.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Faux Leather Wide Strap Slide Sandal

        Minimal slide sandals are a must. These versatile slides feature a comfortable single wide strap to easily slip on, an open toe and a flat sole. Sandals are composed of faux leather material. Easily pair these sandals with floral sundresses or monotone basics to create a minimal look from head to toe.   

        Fit & Features

        • Open toe 
        • Wide single strap
        • Flat sole
        • Faux leather material

        Style Number/Barcode: 07404-0589

        Category Name: $20 & Under Sale

        Price: $9.97 $14.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Standing Tall Flat Platform Sandals

        Stand a lil taller when these 90z inspired platform sandals! Style with a sweet summer dress, or some cut off denim!

        • Open round toe
        • Single band over the toe
        • Sling back ankle strap
        • Adjustable pin buckle closure
        • Faux leather 
        • Faux nubuck straps
        • Platform sole

        Style Number/Barcode: 07404-0189

        Category Name: $20 & Under Sale

        Price: $7.97 $21.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Cloud Dye Tulip Pajama Shorts

        A pair of cloud dye shorts is a must-have. The dreamy pair feature a high elastic waist, a pastel-hued cloud dye print, a tulip hem opening, and a cheeky fit. Pair the shorts with the matching bralette and complete your look with a cozy set of slides

        Shop Matching Bralette: Cloud Dye Triangle Bralette

        Fit & Features

        • High-rise elastic waist
        • Cloud dye pattern
        • Tulip hem opening 
        • Cheeky fit
        • Runs true to size

        Style Number/Barcode: 07103-0322

        Category Name: $20 & Under Sale

        Price: $9.97 $15.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Cloud Dye Triangle Bralette

        A cloud dye bralette is a must-have. The dreamy bralette features adjustable spaghetti straps for a customized fit, flattering triangle cups, and an elastic band for a secure comfortable fit. Pair the bralette with the matching shorts and a pair of slides for a completely cozy vibe.

        Shop Matching Shorts: Cloud Dye Tulip PJ Shorts 

        Fit & Features

        • Cloud dye pattern
        • Triangle cups
        • Adjustable spaghetti straps
        • Elastic hem with matching elastic band
        • Runs true to size

        Style Number/Barcode: 07107-0430

        Category Name: $20 & Under Sale

        Price: $2.97 $14.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Sleeveless Sweetheart Neck Ruched Tapered Catsuit

        Stun all in a ruched tapered catsuit. Swap out your LBD for a fierce catsuit that features a sleeveless sweetheart neckline, partially-open back, spaghetti straps, and a ruched- detailed bodice. The relaxed fit bodice leads to a skinny leg fit with a tapered hem. Dress up catsuit with open-toe heels and dramatic hoop earrings.  

        Fit & Features

        • Sleeveless sweetheart neckline
        • Ruched bodice
        • Spaghetti straps
        • Partially-open back
        • Skinny leg with a tapered hem
        • Form hugging fit

        Style Number/Barcode: 06402-0181

        Category Name: $20 & Under Sale

        Price: $6.97 $42.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Summer Starts Now Rhinestone Jelly Slides

        Summer starts now, and its already a sparkling one! Slide into these babies and hit the pool babe! 

        • Open square toe
        • Slide on design
        • Rhinestone trim
        • Rhinestone embellished band over the toe
        • Composed of jelly like material

        Style Number/Barcode: 07404-0641

        Category Name: $20 & Under Sale

        Price: $9.97 $18.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Tropical Ruffled Ruched Mini Skirt

        Getaway with a tropical mini skirt. The vacation approved mini skirt features a high rise waist, a ruched accent throughout, a ruffled hem, and a tropical palm leaf print. Complete your picture-ready look with the matching crop top, playful wedges, and a glam floppy hat

        Shop Matching Crop Top: Tropical Twist Front Short Sleeve Crop Top

        Fit & Features

        • High rise waist 
        • Ruched accent throughout 
        • Ruffled hem 
        • Tropical palm leaf print 

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

        Style Number/Barcode: 06301-0046

        Category Name: $20 & Under Sale

        Price: $6.97 $26.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Rock Flower Child Cropped Crew Neck Graphic Top

        Rock on in a bold graphic crop top. Perfect for that next festival outfit, this graphic tee features a crew neckline, short sleeves, a graphic that reads "Flower child with a Rock & Roll heart", and an edgy cropped hem. The tee is composed of a breathable cotton knit fabric for those warmer days. Pair this top with high waist denim shorts and sporty sneakers to create a laid-back vibe. 

        Fit & Features

        • Crew neckline
        • Short sleeves
        • Graphic
        • Cropped hem
        • Cotton knit fabric
        • Relaxed fit, moderate stretch

        Style Number/Barcode: 06002-0491

        Category Name: $20 & Under Sale

        Price: $9.97 $19.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Sale
      • Acid Wash Denim Spaghetti Strap Button Mini Dress

        Get drawn to denim dresses this season. Slip into this curve-hugging dress for your next night out with bae. Fitted with a sleeveless sweetheart neckline, adjustable spaghetti straps to avoid wardrobe malfunctions, and corset-like seams that accentuate curves. The real details can be found in the multi-button down accent at the bodice that leads to a mini length silhouette. The light-medium acid wash denim fabric offers a form hugging fit. Complete your look with fab pumps and dainty accessories.

        Fit & Features

        • Sleeveless sweetheart neckline
        • Corset-like seams
        • Button-down accent 
        • Adjustable spaghetti straps 
        • Mini length silhouette
        • Acid wash denim fabric 
        • Form hugging fit

        Style Number/Barcode: 05102-0474

        Category Name: $20 & Under Sale

        Price: $15.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Ditsy Floral Ruched High Slit Maxi Skirt

        This season, impress in fab floral sets. The vacation-ready ditsy high slit skirt features a flattering high rise waist, a ruched center with drawstring ties that leads to a high center slit and a sweeping maxi length silhouette with ruffled hem. Complete this trendy look with the matching tube top, a pair of hoops, and wedges for an effortlessly chic touch.  

        Shop Matching Top: Ditsy Floral Ruched Tube Top

        Fit & Features

        • High rise waist
        • Ruched center with drawstring ties
        • High center slit
        • Ditsy floral print
        • Lower back zipper closure

        Style Number/Barcode: 06401-0145

        Category Name: $20 & Under Sale

        Price: $6.97 $34.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance
      • Lace Up Sweetheart Neck Denim Mini Dress

        Lace-up in classic denim to impress. This denim dress is designed with a sweetheart neckline, a corset-like bodice complemented with lace-up straps for a customized fit, and adjustable spaghetti straps. The curve-hugging mini length dress is composed of breathable medium-wash denim fabric. Pair this head-turning dress with statement earrings and bold heels to dress up this look. 

        Fit & Features

        • Sweetheart neckline
        • Corset-like seams at bodice
        • Lace-up ties at center of the bodice
        • Adjustable spaghetti straps
        • Mini length silhouette 
        • Denim fabric 

        Style Number/Barcode: 05102-0565

        Category Name: $20 & Under Sale

        Price: $9.97 $39.90

        On Sale: Yes

        Availability: Out of Stock

        Product Badge:
        • Clearance