$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.

  • Cozy Casual Vibe Sherpa Denim Jacket

    Cozy and casual, this sherpa denim jacket would look so good layered over a crop top and distressed denim! The denim jacket features a faux sherpa hood and long sleeves, two chest pockets, side pockets, and a complete button-down front. Wear this jacket as part of your everyday 'fit!

    Fit & Features

    • Faux sherpa hood and long cuffed sleeves
    • Complete button-down front
    • Two front buttoned pockets
    • Two slant pockets
    • Relaxed fit, minimal stretch
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 06203-0156

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Professional Plaid Longline Blazer

    Keep it professionally chic with a blazer that commands attention! The blazer features a plaid print, a collared neckline with lapel accents, shoulder pads, a double-breast button closure, faux front pockets, and a long line length. The blazer is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with flared pants and pumps. 

    Fit & Features

    • Plaid print
    • Collared neckline with lapel accent
    • Shoulder pads
    • Double-breast button closure
    • Faux front pockets
    • Lined lightweight woven fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1124

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Daze Cropped Tank

    Get on-trend for fall in this plaid cropped tank. It features a sleeveless design with wide straps, a scoop neckline, and a cropped form-hugging fit. The lightweight knit fabric offers a moderate stretch. Complete the look with the matching cardigan.

    Shop Matching Cardigan: Plaid Daze Cropped Cardigan

    Fit & Features

    • Sleeveless, wide straps
    • Scoop neckline
    • Cropped, form-hugging fit
    • Lightweight fabric, moderate stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06005-1098

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Daze Cropped Cardigan

    Get on-trend for fall in this plaid cropped cardigan. It features long fitted sleeves, a button-down front, and a cropped form-hugging fit. The lightweight knit fabric offers a moderate stretch. Complete the look with the matching top. 

    Shop Matching Top: Plaid Daze Cropped Tank

    Fit & Features

    • Long fitted sleeves
    • Button-down front
    • Cropped, form-hugging fit
    • Lightweight fabric, moderate stretch
    • Plaid print
    • Runs true to size

    Style Number/Barcode: 06005-1099

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute Chills Surplice Crop Sweater

    This crop sweater will give you chills because of how cute it is! It features long sleeves, an off-the-shoulder neckline, and a surplice accent that shapes the open-back design. The purl knit fabric offers a moderate stretch. Style with high-rise jeans.

     Fit & Features

    • Long sleeves
    • Off-the-shoulder neckline
    • Surplice accent 
    • Cropped hem
    • Open-back design
    • Purl knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1163

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Haley One-Shoulder Glitter Knit Formal Dress

    Special Occasion

    Create a dreamy, picture-perfect look in the Haley shimmering glitter knit formal dress. She features an asymmetrical one-shoulder neckline, a single long fitted sleeve, ruched detailing down one side, a floor-length, form-hugging silhouette, and an asymmetrical hem creating a thigh-high side slit. Style this dress with rhinestone heels.

    Fit & Features

    • Asymmetrical one-shoulder neckline
    • Padded shoulder, single long fitted sleeve
    • Hidden side zipper and hook and eye closure
    • Ruching down one side
    • Floor-length, form-fitting silhouette, asymmetrical hem, side slit
    • Glitter knit fabric, short knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1770

    Category Name: $20 & Under Sale

    Price: $14.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hit The Town Velvet Mini Dress

    Hit the town with the ladies strutting your best self in this luxe velvet mini dress! It features spaghetti straps, a square neck with a chic draping effect, and a short-length hem. Complete the look with sparkly hoop earrings.

    Fit & Features

    • Spaghetti straps, bra-friendly
    • Squareneck, draping effect
    • Bodycon silhouette
    • Short-length hem
    • Luxe velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1260

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristy Off-The-Shoulder Formal Midi Dress

    Special Occasion

    Raise a glass in the chic Kristy formal midi dress designed to flatter your curves! She features an off-the-shoulder sweetheart neckline with a wrap-front design, long fitted sleeves, ruched detailing down one side, a wrap-front skirt with a sultry front slit, and a mid-length form-hugging silhouette. Style this dress with lucite heels.

    Fit & Features

    • Off-the-shoulder, sweetheart wrap neckline
    • Strapless bra friendly
    • Long sleeves, side ruching
    • Form-hugging silhouette
    • Wrap-front midi skirt, slit accent
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0873

    Category Name: $20 & Under Sale

    Price: $14.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shirr Thing Long Sleeve Mini Dress

    This mini dress is sure to be a hit for your closet! It features long fitted sleeves, a mock neck, and a side shirring detail that shapes the high-low short hem. The brushed knit fabric offers a moderate stretch. Style with an oversized jacket.

    Fit & Features

    • Long sleeves
    • Mock neck
    • Side shirring detail
    • Bodycon silhouette
    • High-low mini hem
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4139

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Trendy Vibe One-Shoulder Bodysuit

    Showcase a trendy vibe with this chic one-shoulder bodysuit. It features a single long fitted sleeve, a thong bottom with a dual snap button closure, and a form-hugging fit. Style this bodysuit with faux leather pants and clear mules.

    Fit & Features

    • One-shoulder neckline
    • Single long fitted sleeve
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1037

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy-Chic Long Sleeve Cropped Topper

    This trendy-chic cropped topper will level up your fall and winter looks. It features a turtleneck with a fold-over design, long tapered balloon sleeves, and a majorly cropped hem. Layer this topper over your fave casual dresses or tops for an elevated vibe.

    Fit & Features

    • Turtleneck, fold-over design
    • Long balloon sleeves, tapered hems
    • Majorly cropped hem
    • Ribbed sweater knit fabric
    • Runs true to size
    • The top and dress pictured with the topper are not included

    Style Number/Barcode: 06005-1025

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be My Sweetheart Corset Satin Crop Top

    You'll be head over heels for this corset satin crop top! It features a flattering sweetheart neckline with a collar and long sleeves. The fitted, corset-style bodice accentuates your waist while the lace-up back adds extra detail sure to make heads turn. Complete your night-out look with a bodycon skirt.

    Fit & Features

    • Long sleeves
    • Sweetheart neckline with collar
    • Fitted, corset-style bodice, hook and eye front closures
    • Lace-up back 
    • Smooth satin fabric with no stretch
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-1577

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Go For The Glow Glitter Mini Skirt

    Go for that glowing look with a mini skirt that sets the tone! The skirt features a high-rise waist, ruching throughout, and a mini-length hem. The skirt is composed of a glitter mesh knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Go For The Glow Glitter Crop Top

    Fit & Features

    • High rise waist
    • Ruching 
    • Mini length hem
    • Glitter mesh knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0499

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Go For The Glow Glitter Crop Top

    Go for that glowing look with a crop top that sets the tone! The top features a sleeveless square neckline, spaghetti straps, a tie-back accent, and a cropped hem. The top is composed of a glitter knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching mini skirt.

    Shop Matching Bottoms: Go For The Glow Glitter Mini Skirt

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Flirty tie-back closure
    • Cropped hem
    • Glitter mesh knit fabric
    • Form-hugging fit, moderate stretch 
    • Fits true to size

    Style Number/Barcode: 06001-3661

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Scorpio The Troublemaker Graphic Tee

    Look cute causing ruckus in this graphic tee! It features short sleeves, a crew neckline, and a graphic script that reads, "Scorpio The Troublemaker" on a cropped hem. Pair this tee with faux leather pants.

    Fit & Features

    • Short sleeves
    • Crew neckline
    • Graphic script reads, "Scorpio The Troublemaker"
    • Fitted, cropped hem
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1089

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty in Plaid Wubby Jacket

    Keep it pretty in a plaid jacket to layer up with! The jacket features a collared neckline, a zipper front closure, a plaid print, long sleeves, and composed of a wubby fabric. Complete your look with a crop top and high waist jeans.

    Fit & Features

    • Plaid print
    • Collared neckline
    • Zipper front closure
    • Long sleeves
    • Lined wubby knit fabric
    • Form hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0286

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Chic Style Crop Top

    Get wrapped in chic style with this trendy crop top! It features a mock neckline, long fitted sleeves, a wrap-front design with ruched detailing, and a cropped, form-hugging fit. The sheer mesh fabric has a front lining and offers a moderate stretch. Complete the look with the matching mini skirt!

    Shop Matching Bottoms: Wrapped In Chic Style Mini Skirt

    Fit & Features

    • Mock neckline
    • Long sleeves
    • Wrap-front design, ruching
    • Back zipper and hook and eye closure
    • Cropped, form-hugging fit
    • Sheer mesh fabric, front knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3861

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daring Chic Cutout Mini Dress
    Dare to go bold with a dress that is anything but basic! The dress features a collared neckline, a multi-button down front, long sleeves, dual waist cutouts, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear heels and a crossbody

     

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Long sleeves
    • Dual waist cutouts
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-4276

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Casual Slay Ruched Midi Dress

    You'll casually slay in this basic chic midi dress with elevated details. It features a mock neckline, long fitted sleeves, a curve-hugging silhouette, and a front slit with ruching. Style this dress with trendy clear mules.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Form-fitting silhouette
    • Front slit, ruching
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4284

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmery Stunner Short Robe

    Level up your lounge look with this gorg shimmery robe! It features half-length loose-fitting short sleeves, an open front with a cinching tie-front belt, and a short, relaxed fit. Layer this robe over your fave lingerie set.

    Fit & Features

    • Half-length short sleeves
    • Open front
    • Tie-front belt
    • Short, relaxed fit
    • Runs true to size

    Style Number/Barcode: 07106-0061

    Category Name: $20 & Under Sale

    Price: $8.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Karissa Glitter Knit Wrap Dress

    Special Occasion

    Light up the room in the glitzy Karissa glitter knit wrap dress! She features a V-neckline with a wrap-front design, long fitted sleeves, a floor-length silhouette with a ruched wrap-front, and a chic thigh-high front slit. Complete the look with sparkling earrings and embellished heels.

    Fit & Features

    • V-neckline, wrap front, long sleeves
    • Bra-friendly design
    • Form-hugging silhouette with ruching
    • High front slit 
    • Floor-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

     

    The saturation of glitter varies. Glitter may transfer. 

    Style Number/Barcode: 05002-1165

    Category Name: $20 & Under Sale

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Uptown Girl Faux Suede Pointed Toe Booties
    Live it up in the city wearing these faux suede pointed-toe booties! They feature a side zipper closure and a sturdy block heel. Style with a plaid jacket and jeans. 

    Fit & Feature
    • Pointed toe
    • Side zipper closure
    • Sturdy block heel
    • Above the ankle length
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1331

    Category Name: $20 & Under Sale

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Glitter Fishnet Tights

    Glam up your night-out looks with these glitzy tights! They feature a high-rise waist, a form-hugging fit, and a glitter fishnet material. Complete your outfits with platform heels.

    Fit & Features

    • High-rise waist
    • Form-hugging fit
    • Glitter fishnet material


    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: 07306-0113

    Category Name: $20 & Under Sale

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Total Vibe Lug Sole Booties

    You in these trendy booties will be a total vibe! The booties feature a round toe, a ribbed sock bootie design at the ankle, a zip-front, and a chunky tall lug sole. Style these booties with faux leather leggings.

    Fit & Features

    • Round toe
    • Ribbed sock bootie design at the ankle
    • Zip-front
    • Lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1426

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale