$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.

  • Mackenzie Floral Satin Party Dress

    Special Occasion

    Sweet and chic, the Mackenzie floral satin party dress is perfect for dancing the night away. She features a strapless square neckline with a built-in padded bust, adjustable spaghetti straps that are included, a high waist seam, hidden side pockets, and a short pleated party skirt with a fab fit and flare silhouette. The smooth satin woven fabric has a pretty metallic floral print. Style this look with platform heels.

    Fit & Features

    • Strapless square neckline, structured flexible boning at the bodice
    • Padded bust, no bra required
    • Adjustable spaghetti straps included
    • Back zipper, hook and eye closure
    • High waist seam, hidden side pockets, pleating
    • Short party skirt, fit and flare silhouette
    • Woven satin fabric, knit lining, minimal stretch, metallic floral print
    • Runs true to size

    Style Number/Barcode: 05001-1041

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fell For You Knit Open Cardigan

    They'll fall for you in this knit cardigan featuring long sleeves, an open-front design, and single button closure on sweater ribbed-knit fabric with minimal stretch. Complete the look in the matching top.

    Shop Matching Top: Fell For You Knit Twist Bra Top

    Fit & Features

    • Long sleeves
    • Open-front design
    • Single button closure
    • Sweater ribbed-knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1410

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fell For You Knit Twist Bra Top

    They'll fall for you in this knit bra top featuring a sleeveless V-neck, tank-style straps, a twisted bodice, and a cropped hem on sweater ribbed-knit fabric with minimal stretch. Complete the look in the matching cardigan.

    Shop Matching Cardigan: Fell For You Knit Open Cardigan

    Fit & Features

    • Sleeveless, V-neck
    • Tank-style straps
    • Twisted bodice
    • Cropped hem
    • Sweater ribbed-knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1409

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Magic Lace-Up Block Heels

    Create a magically glam look in a flash with these block heels featuring an almond toe, PVC toe strap, lace-up ankle design, rhinestone embellishments, and a faux leather footbed. Complete the look with jewelry.

    Fit & Features

    • Almond toe
    • PVC toe strap
    • Rhinestone embellished block heel
    • Lace-up ankle design
    • Faux leather footbed
    • Runs true to size

    Style Number/Barcode: 07401-3958

    Category Name: $20 & Under Sale

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Seamless Bralette And Thong Set

    Keep it sleek in a lounge seat that is perf for unwinding at home! The set features a seamless long line bralette with a subtle zebra print, a sleeveless v-neckline, adjustable spaghetti straps, and an elastic ribbed hem. The matching thong features an elastic high-rise waist, subtle zebra pattern, and thong bottom. Both pieces are composed of a buttery smooth nylon-knit fabric that offers a relaxed fit with a moderate stretch. Complete look with scrunchie for a laid-back look. 

    Fit & Features

    • Set includes bralette and thong
    • Zebra print
    • Seamless
    • Long line bralette, adjustable spaghetti straps 
    • High rise thong
    • Nylon-knit blend
    • Relaxed fit, moderate stretch
    • Runs true to size

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07107-0800

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Angel Number Necklaces

    Support, alignment, and protection. Let this angel number necklace be a positive reminder of aspects of everyday life. It features a dainty chain link with coin accents and numerical charms. Complete the look in a casual dress and your fave sneakers.

    Fit & Features

    • Dainty chain link 
    • Coin accents
    • Numerical charms with meanings
    • 222 alignment, 333 support, 444 protection
    • Lobster clasp closure

    Style Number/Barcode: 07002-1336

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jay High-Rise Straight Denim Jeans

    Perfectly distressed and trendy, the Jay denim jeans are designed in a curve-conscious, straight-leg silhouette offering a flattering high-rise waist on premium medium wash denim with a color fade effect. Complete the look in a basic crop top and mules. 

    Fit & Features

    • High-rise waist
    • Distressed accents
    • Straight-leg silhouette
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Premium medium wash denim, color fade effect, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0377

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Distressed High-Rise Ankle Jeans

    These trendy distressed ankle jeans are a closet staple for casual everyday looks. They feature a high-rise waist with skinny leg fit, destructed detailing at the knees, and a raw cut ankle hem. Style with a basic crop top or fitted bodysuit.

    Fit & Features

    • High-rise waist
    • Skinny leg fit
    • Destructed knees, raw hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Dark wash denim, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0296

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It 100 Mesh Crop Tee

    When your boo thang is Benjamin Franklin...Flaunt your status in this sheer mesh tee featuring cap sleeves, a crew neck, a fitted hem, and hundred dollar print design. Complete the look in a strappy bralette and distressed shorts.

    Fit & Features

    • Cap sleeves
    • Crew neck
    • Fitted hem
    • Hundred dollar bill print design
    • Sheer mesh fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4216

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Class Crepe Wide Leg Pants

    These crepe trouser pants have all the class your outfit needs for office hours to happy hour! They feature a high-rise waist with faux button accents, a wide-leg silhouette, and a pull-on/off styling. Complete the look in a blazer and heels.

    Fit & Features

    • High-rise waist
    • Faux button accents
    • Wide-leg silhouette
    • Crepe knit fabric, moderate stretch
    • Pull-on/off styling
    • Fits true to size

    Style Number/Barcode: 06502-1277

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Piece Of Sultry Cutout Jumpsuit

    Give your closet this sultry jumpsuit perfect for showing off a little skin! It features a sleeveless crew neck, front cutout asymmetrical accents, a bodycon silhouette, and a skinny-leg design. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless crew neck
    • Front asymmetrical cutout accents
    • Bodycon silhouette
    • Skinny-leg design
    • Knit fabrication
    • Fits true to size

    Style Number/Barcode: 06502-1205

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Satin Convertible Crop Top

    Amp up your night out 'fits with this sleek satin crop top! It features a sleeveless convertible strap design that gives you the option to wear the straps in a cross-front halter design or a V-neckline. The smooth satin top features a cropped, form-hugging fit. Style with a faux leather mini skirt and clear heels.

    Fit & Features

    • Sleeveless convertible strap design
    • Halter neckline, V-neckline
    • Tie-back closure
    • Cropped, form-hugging fit
    • Satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4480

    Category Name: $20 & Under Sale

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Deets Satin Midi Skirt

    They'll want to know all the deets of where you got this edgy-chic skirt! It features a high-rise banded waist, a curve-hugging fit, a midi-length asymmetrical hem creating a bold thigh-high design, and fab rhinestone fringe detailing. Style with a corset top and clear mules.

    Fit & Features

    • High-rise banded waist
    • Back zipper closure
    • Form-fitting silhouette
    • Midi-length asymmetrical hem, thigh-high design
    • Rhinestone fringe detailing
    • Satin woven fabric, no stretch


    Please be advised that the skirt runs small. Fit model recommends one size up.

    Style Number/Barcode: 06401-0497

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Contemporary Over The Knee Boots

    Elevate your contemporary style in these over-the-knee boots featuring a sleek almond toe, block heel, side zipper closure, and top tie-back drawstring that lets you customize the fit on faux suede material. Complete the look in a cute crop denim jacket. 

    Fit & Features

    • Almond toe
    • Block heel
    • Side zipper closure
    • Over-the-knee style
    • Tie-back customizable drawstring
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0734

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Walking Knit Style Block Booties

    Take stylish steps in these block heel booties featuring an on-trend pointed toe, partial knit and faux leather material, and an above-the-ankle length. Complete the look in a chic blazer.

    Fit & Features

    • Pointed toe 
    • Block heel
    • Above-the-ankle length
    • Partial knit and faux leather material
    • Pull-on/off styling
    • Runs true to size

    Style Number/Barcode: 07403-1611

    Category Name: $20 & Under Sale

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Airy Chiffon Skater Dress

    This adorably chic airy chiffon skater dress is perfect for your summer parties! It features a deep V-neckline with a tie-front design, long bishop sleeves with ruffled hems, a small waist cutout, and a short party skirt with a matching ruffled hem. Style this dress with rhinestone hoop earrings and strappy mules.

    Fit & Features

    • Deep V-neckline
    • Tie-front design
    • Long sheer bishop sleeves, elastic ruffled hems
    • Waist cutout, smocked detailing at the back
    • Short party skirt, ruffled hem, A-line silhouette
    • Sheer chiffon fabric, partial woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1639

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Starter Satin Mini Dress

    Get the party started in this sleek satin mini dress! It features a sleeveless sweetheart neckline with a structured and padded bust, thin shoulder straps, a high waist seam, ruching down the sides and back, and a short, curve-hugging silhouette. Style with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Structured and padded bust, ruched detailing
    • Thin shoulder straps
    • Back zipper, hook and eye closure
    • High waist seam, ruching down the side seams and down the back
    • Mini-length hem, bodycon silhouette
    • Smooth satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1636

    Category Name: $20 & Under Sale

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All That Glitters Statement Necklace

    Stun in a statement necklace that brings the drama to your dressy night out! This necklace features a choker with cascading fringe, rhinestones, and a lobster clasp closure. Complete the look in a chic matching set and heels.

    Fit & Features

    • Choker
    • Cascading fringe
    • Rhinestones
    • Lobster clasp closure

    Style Number/Barcode: 07002-1332

    Category Name: $20 & Under Sale

    Price: $12.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Down To Business Tie-Front Blazer

    Get down to business in the perfect crop blazer for all of your zoom calls! It features long sleeves, a lapel collar neckline, a faux front pocket, and a tie-front closure on scuba crepe woven fabric. Complete the look in sleek trouser pants.

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Faux front pocket
    • Tie-front closure
    • Cropped length
    • Scuba crepe non-stretch fabric
    • Fits true to size

    Style Number/Barcode: 06204-1374

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seriously Chic Woven Long Blazer

    Compliment your outfit in this seriously chic woven long blazer to give instant boss babe vibes! It features long sleeves, a lapel collared neckline, an open-front design, button-down closures, belted waist, and front pockets. Perfect for styling with PVC strap heels.

    Fit & Features

    • Long sleeves
    • Lapel collared neckline
    • Open-front design
    • Button-down closures
    • Belted waist, front pockets
    • Longline hem
    • Fits true to size

    Style Number/Barcode: 06204-1417

    Category Name: $20 & Under Sale

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Biker Shorts

    Keep it sporty or sassy in biker shorts that bring the luxe! The shorts feature a high-rise waist, mid-thigh length, and a fitted fit throughout. The shorts are composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with a crop top.

    Fit & Features

    • High rise waist
    • Mid-thigh length 
    • Faux leather fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1014

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • First Place Surplice Wrap Top

    This crop top is sure to win first place as your new favorite! It features cap sleeves, a v-neckline, and a surplice wrap bodice with tie-back closure on stretchy, rib-knit space dye fabric. Complete your cute outfit in new denim jeans and heels.

    Fit & Features

    • Cap sleeves
    • V-neckline
    • Surplice wrap bodice with tie-back closure
    • Cropped hem
    • Space dye design
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06001-4299

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Vibes Cutout Midi Dress

    Bring the bold vibes to your sultry night out 'fit in this alluring midi dress. It features a sleeveless one-shoulder neckline, a single tank shoulder strap with a front cutout accent, an asymmetrical side cutout at the waist, and a midi-length, curve-hugging silhouette with a high front slit. Style with strappy heels.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single tank shoulder strap, front cutout
    • Asymmetrical side cutout at the waist
    • Midi-length, form-fitting, bodycon silhouette
    • Front slit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4492

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Classic Skater Dress

    Cute and classic will be your vibe as you twirl the night away in this adorable skater dress! It features a sleeveless V-neckline, a padded bust, spaghetti straps, and a short skater skirt with a fit and flare silhouette. Style this dress with a rhinestone necklace and neutral block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Padded bust
    • Spaghetti straps
    • Back zipper and hook and eye closure
    • High waist, short skater skirt, fit and flare silhouette
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1208

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale