$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.

  • Tropical Print Cowl Neck Maxi Dress

    Head to the tropics in a maxi dress. The vacation-worthy maxi dress features a draped cowl neck, spaghetti straps that lead to a bold open back and an all-over tropical palm leaf print. The relaxed fit waist leads to a sweeping maxi length silhouette that is accented with a daring high slit. Complete your look with clear heels to let the print speak for itself and a floppy hat

    Fit & Features 

    • Cowl neck 
    • Spaghetti straps 
    • Open back 
    • High slit, maxi length silhouette 
    • Tropical palm leaf print
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 

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

    Style Number/Barcode: 05101-0446

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plant One On Floral Skater Dress

    Featuring pretty floral graphics throughout, this fab floral dress is the perfect partner in crime for all your daytime outings.

    Fits & Features

    • Adjustable spaghetti straps
    • Surplice V neckline
    • Zipper & hook and eye closure at back 
    • Removable waist tie 
    • Wrapped and layered skater skirt
    • Crepe composition I Fully lined
    • Form-fitting, limited stretch

     

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

    Style Number/Barcode: 05102-0223

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prettiest Pick Sweetheart Ruched Mini Dress

    Girl, this dress is the right pick for that girl's brunch you got planned! Add a pair of statement-making earrings and some cute strappy heels.

    Fits & Features

    • Off Shoulder Sleeves I Elastic Shoulders & Back
    • Lace-Up Design At Center Front Bodice 
    • Ruching Throughout
    • Mini Length Silhouette
    • Woven Fabric With Mesh Lining
    • Ruffle-Trim At The Cuffs & Hem
    • Minimal Stretch 

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

      Style Number/Barcode: 05102-0604

      Category Name: $20 & Under Sale

      Price: $9.97 $48.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Wrapped In Glam Mini Dress

      You're all about that glam life bby! Wrap yourself in this stunning mini dress to showcase your style! Pair with your fav stilettos! 

      Fit & Features

      • Surplice V-Neckline
      • Adjustable Spaghetti Straps
      • Ruched Side Seam 
      • Lined Crepe Fabric 
      • Back Zipper With Hook & Eye Closure 
      • Form Hugging Fit | Minimal Stretch 
      • Mini Length Silhouette 

       

      Style Number/Barcode: 05101-0633

      Category Name: $20 & Under Sale

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Total Babe Alert Midi Dress

      Watch out, we have a total babe alert with you in this gorg midi! Wear for a night out on the town!

      Fit & Features

      • One shoulder neckline | Tank-like shoulder strap
      • Ruched side detailing
      • Mid-length, curve hugging fit
      • Knit fabric | Plenty of stretch
      • Knit lining

      Style Number/Barcode: 05101-0763

      Category Name: $20 & Under Sale

      Price: $9.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Easy Does It Puff Sleeve Ruched Mini Dress

      Fall for this sweet mini dress that'll have you ready for the warmer days ahead! Pair with slip-on mules and a cute mini purse for the perf daytime OOTD!

      Fits & Features

      • Surplice V Neckline
      • Puff, Short Sleeves 
      • Mini Length Silhouette
      • Ruching Along The Sides 
      • Brushed Knit Fabric 
      • Form Hugging Fit I Plenty Of Stretch 

      Style Number/Barcode: 05102-0663

      Category Name: $20 & Under Sale

      Price: $9.97 $31.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Off Shoulder Ruffle Mini Dress

      Pretty layered ruffles and a sweetheart neckline are just a few of the fab details on this cute mini dress! 

      Fits & Features

      • Off Shoulder Short Sleeves With Puff & Ruffle Accents 
      • Sweetheart Neckline With No-Slip Interior Strip I Padded Bust 
      • Back Zip With Hook & Eye Closure 
      • Cut Out At The Center Waist 
      • Mini Length I Ruched Skirt I Layered Ruffle Hem
      • Woven Fabric I Fully Lined  
      • Minimal Stretch

       

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

      White Dress: Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

      Style Number/Barcode: 05101-0753

      Category Name: $20 & Under Sale

      Price: $19.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Pretty In Plaid Mini Dress

      Keep it pretty in plaid with this brunch ready mini dress! This season-ready dress only needs a pair of wedges and a pop of jewel tones for a complete look! 

      Fit & Features 

      • Square Neckline
      • 3/4 Puff Sleeves
      • Plaid Print 
      • Lined Lightweight Fabric
      • Mini Length Silhouette 
      • Relaxed Fit 
      • Minimal Stretch 

       


      Style Number/Barcode: 05102-0680

      Category Name: $20 & Under Sale

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Get The Scoop Maxi Dress

      Get the scoop on the hottest new style in this sleek maxi dress! It features a sleeveless scoop neck, spaghetti straps that lead to a cross back, and a maxi length with a thigh-high slit along the asymmetrical hem. Complete the look in glitzy heels for your formal event.

      Fit & Features

      • Sleeveless, scoop neck, spaghetti straps
      • Cross back design
      • Thigh-high slit
      • Bodycon silhouette
      • Asymmetrical hem
      • Jersey knit fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 05101-0291

      Category Name: $20 & Under Sale

      Price: $19.97 $37.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Ingrid Lurex X Front Dress

      Special Occasion

      Show off those shoulders and sparkle all night long in our elegant Ingrid dress! She has a bodycon construction and features a dramatic, draped X-front neckline, a tank-style back with zip closure, and a seamed, midi-length skirt with a small front slit. Complete look with rhinestone heels and a rhinestone clutch

      Fit & Features

      • Halter neck, racer bust
      • Bodycon fit
      • Midi length silhouette
      • Front center slit at hem
      • Form hugging fit, moderate stretch 
      • Runs true to size

       

      Style Number/Barcode: 05001-0222

      Category Name: $20 & Under Sale

      Price: $14.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Nala Cowl Neck Satin Dress

      Special Occasion

      Cue the fireworks, you're here to make an entrance in the stunning Nala formal dress! She features a sleeveless bodice with a trendy cowl neckline, spaghetti straps, a high waist seam to elongate your silhouette, and a floor-length mermaid fit that will hug your curves. The sleek satin fabric offers plenty of stretch. Complete your gorgeous going-out look with strappy heels and a chic clutch.

      Fit & Features

      • Cowl neckline, spaghetti straps
      • Strapless or adhesive bra recommended
      • High waist seam
      • Mermaid floor-length silhouette
      • Luxe satin fabric
      • Form-hugging fit, moderate stretch
      • Runs true to size

      Style Number/Barcode: 05002-0700

      Category Name: $20 & Under Sale

      Price: $19.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Stylin' In Straw Wedge Heels

      Keep it stylin' this season in straw wedges. These must-have wedges are the perfect complement for your summer dresses or fab jumpsuits. The wedges feature an open toe with a single wide strap and a straw wedge. 

      Fit & Features

      • Open almond toe
      • Single wide strap over the toe
      • Adjustable ankle strap
      • Straw wedge heel
      • Faux nubuck material 

      Style Number/Barcode: 07406-0062

      Category Name: $20 & Under Sale

      Price: $12.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Wrapped In Rhinestones Wrap Sandals

      Get wrapped in rhinestone sandals to create a glam vibe for your best outfits. These sandals feature a rhinestone embellished band and a matching rhinestone embellished wrap around strap. Complete your look with high waist shorts and a glam bustier

      Fit & Features

      • Single rhinestone embellished strap
      • Wrap around rhinestone strap
      • Flat footbed

      Style Number/Barcode: 07404-0662

      Category Name: $20 & Under Sale

      Price: $12.97 $20.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Walks On The Beach Espadrille Wedges

      Take a beachside stroll in the perfect pair of summer wedges! Style with a midi skirt, or a flowing summer dress!

      • Closed-toe
      • Closed straw backing
      • Ankle strap, adjustable pin buckle closure
      • Faux suede outer
      • Woven espadrille wedge

      Style Number/Barcode: 07406-0056

      Category Name: $20 & Under Sale

      Price: $11.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • One Band Faux Nubuck Slides

      Step out in stylish slides to complete all your best outfits this season. These slides feature an open toe with a single wideband and easy slip-on design. Keep it casual in high waist shorts and a smocked top

      Fit & Features 

      • Flat footbed
      • Open toe with a single wide strap
      • Faux nubuck material 

      Style Number/Barcode: 07404-0298

      Category Name: $20 & Under Sale

      Price: $12.97

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Ditsy Floral Face Mask

      Stay safe, but keep it cute with this printed mask!

      • Ditsy Floral Print | Black Trim
      • Wash Before and After Use is Recommended
      • Not a Medical Grade Mask
      • Final Sale

      Style Number/Barcode: 07305-0104

      Category Name: $20 & Under Sale

      Price: $2.97 $6.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Two Tone Floral Face Mask

      Stay safe, but keep it cute with this printed mask!

      • Floral Print
      • Wash Before and After Use is Recommended
      • Not a Medical Grade Mask
      • Final Sale 

       

      Style Number/Barcode: 07305-0103

      Category Name: $20 & Under Sale

      Price: $2.97 $6.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Keep it Basic Rose Face Mask

      Stay safe in this solid mask that will still look good with your summer fits!

      • Wash Before and After Use is Recommended
      • Not a Medical Grade Mask
      • Final Sale

      Style Number/Barcode: 07305-0109

      Category Name: $20 & Under Sale

      Price: $2.97 $6.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Dark Floral Face Mask

      Stay safe, but keep it cute with this printed mask!

      • Floral Print
      • Wash Before and After Use is Recommended
      • Not a Medical Grade Mask
      • Final Sale

      Style Number/Barcode: 07305-0105

      Category Name: $20 & Under Sale

      Price: $2.97 $6.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Keep it Basic Face Mask

      Stay safe in this solid face mask that won’t clash with your 'fit! It features a soft woven fabric with comfortable ear loops. Complete the look with a cute crossbody purse.

      Fit & Features

      • Woven fabric
      • Ear loops
      • This is not a medical-grade mask nor is a substitute for medical-grade equipment
      • Wash before and after use is recommended
      • Please consult local health authority for guidance on the use of non-medical grade masks

       

      Face masks are final sale merchandise and may not be returned or exchanged.

      Style Number/Barcode: 07305-0107

      Category Name: $20 & Under Sale

      Price: $1.97 $6.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Floral Moment Maxi Dress

      Create a charming moment in florals in this sweet maxi dress! Perfect for brunch when paired with fab heels and a neutral handbag! 

      Fit & Features

      • Wrap V-Neckline 
      • Spaghetti Straps
      • Elastic Waist 
      • Floral Print
      • Maxi Silhouette 
      • Lined Knit Fabric | Mini Skirt Length Lining
      • Relaxed Fit | Moderate Stretch 

       

       

      Style Number/Barcode: 05101-0530

      Category Name: $20 & Under Sale

      Price: $14.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Ditsy Print Smocked Peplum Tube Top

      Spring into florals in this cute top. Head out for a coffee date in this fab top that features a charming floral ditsy print, a smocked bodice for a comfortable fit and a flirty peplum hem. Complete look with dainty hoop earrings and high waist jeans

      Fit & Features

      • Sleeveless square neckline
      • Smocked bodice
      • Ditsy floral print
      • Peplum hem
      • Relaxed fit
      • Moderate stretch 

       

      Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small. 

      Style Number/Barcode: 06003-0792

      Category Name: $20 & Under Sale

      Price: $6.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Frilled and Flirty Ribbed Cardigan

      Keep it flirty in a frilly cardigan. This must-have cardigan features a zippered front, a hoodie, and a frilly lettuce-edge hem. Complete your look with the matching cami tank to layer with and a pair of high waist jeans

      Shop Matching Cami TopFrilled and Flirty Cropped Ribbed Cami

      Fit & Features 

      • V-neckline
      • Zippered front
      • Hood 
      • Long sleeves
      • Ribbed knit fabric
      • Lettuce-edge trim 

      Style Number/Barcode: 06202-0110

      Category Name: $20 & Under Sale

      Price: $13.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Glitz and Glamour Rhinestone Lucite Block Heels

      Bring the glamour in rhinestone heels that will brighten your evening. These glow-worthy heels feature a double-row of rhinestone embellished bands and a lucite block heel. Complete your outfit with a formal satin dress or with a gorgeous ball gown dress

      Fit & Features

      • Open almond toe
      • A double row of rhinestone embellished straps
      • Lucite block heel

      Style Number/Barcode: 07401-2221

      Category Name: $20 & Under Sale

      Price: $20.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale