$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.

  • Tie And Wait Floral Chiffon Top

    Just tie this floral chiffon top up and wait for all the compliments! It features long peasant sleeves, a plunge v-neckline, an open-front design with a tie-front closure, and a cropped hem. Complete the look in chic sunglasses for the perf vacay vibe.

    Fit & Features

    • Long peasant sleeves
    • Plunge v-neckline
    • Open-front design, tie-front closure
    • Cropped hem
    • Floral chiffon-lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06204-1308

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Approved Printed Crop Top

    This tropical palm leaf printed crop top is totally vacay approved! It features a sleeveless one-shoulder neckline with a single spaghetti strap and a cropped, form-hugging fit. Style with the matching maxi skirt for sunset dinner by the beach.

    Shop Matching Bottoms: Vacay Approved Printed Maxi Skirt

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Single spaghetti strap
    • Cropped, form-hugging fit
    • Tropical palm leaf print
    • Knit fabric, front lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3754

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Approved Printed Maxi Skirt

    This tropical palm leaf printed maxi skirt is totally vacay approved! It features a high-rise waist, a chic thigh-high side slit, and a flowy, floor-length silhouette. Style with the matching crop top for sunset dinner by the beach.

    Shop Matching Top: Vacay Approved Printed Crop Top

    Fit & Features

    • High-rise elasticized waist
    • High side slit
    • Maxi-length, flowy silhouette
    • Tropical palm leaf print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0542

    Category Name: $20 & Under Sale

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Date Night Chic Floral Maxi Dress

    You'll be totally chic for date night in this floral maxi dress that brings the romantic vibes. It features a sleeveless cowl neckline, spaghetti straps that lead to a lace-up back design for a customized fit, and a fitted floor-length silhouette with a thigh-high front slit. Complete the look with cute mules

    Shop Midi Dress: Chic Romance Floral Midi Dress

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open back, strappy lace-up design, tie closure
    • Floor-length fitted silhouette, high front slit
    • All-over floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1443

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Getaway Floral Midi Dress

    Pack this adorable floral printed midi dress in your carry-on for your next weekend getaway! It features a sleeveless square neckline, spaghetti straps, ruched detailing down one side leading to a slit, and a midi-length, curve-hugging fit. Style this dress with your fave oversized shades and espadrille wedges.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching down one side leading to a slit, adjustable drawstring
    • Midi-length, form-fitting silhouette
    • All-over floral print
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4383

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paradise Falls Wide Leg Pants

    Bring on paradise! Look so sultry in this palm print tube top featuring a strapless neckline with an o-ring center insert and an adjustable back tie closure. Complete the look in the matching bottoms.

    Shop Matching Top: Paradise Falls O-Ring Tube Top

    Fit & Features

    • High rise waist
    • Wide-leg silhouette
    • Pull-on/off styling
    • Palm print
    • Stretchy lined fabric
    • Runs true to size

    Style Number/Barcode: 06502-0716

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paradise Falls O-Ring Tube Top

    Bring on paradise! Look so sultry in this palm print tube top featuring a strapless neckline with an o-ring center insert and an adjustable back tie closure. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Paradise Falls Wide Leg Pants

    Fit & Features

    • Strapless neckline
    • O-ring center insert
    • Adjustable back tie closure
    • Palm print
    • Stretchy lined fabric
    • Runs true to size

    Style Number/Barcode: 06001-3755

    Category Name: $20 & Under Sale

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Charmer Floral Mini Dress

    You'll be such a sweet charmer in this adorable floral mini dress! It features a scoop neckline with a bust tie, short puff sleeves, ruching down the sides, and a short, form-hugging fit. The brushed knit fabric features an all-over ditsy floral print pattern. Style this dress with espadrille sandals for weekend brunch!

    Fit & Features

    • Scoop neckline, bust tie
    • Short puff sleeves, cinched hems
    • Ruching down the sides
    • Mini-length, form-fitting silhouette
    • Ditsy floral print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4341

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Breezy Weekend Vibes Floral Dress

    Create an effortless weekend-ready look with this breezy floral printed midi dress. It features a sweetheart neckline, a ruched bust with a tie-front, short puff sleeves, a high waist seam, and a midi-length, A-line silhouette with a chic side slit. Style this dress with cute shades and strappy sandals.

    Fit & Features

    • Sweetheart neckline, ruched bust, tie-front
    • Short puff sleeves, cinched hems
    • High waist seam, back zipper, hook and eye closure
    • Midi-length, A-line silhouette, side slit
    • Small floral print
    • Woven fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1598

    Category Name: $20 & Under Sale

    Price: $24.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lattice Work Nubuck Block Heel Booties

    These nubuck booties will give you such a high-fashion look! They feature an open almond toe, closed block heel, back zipper closure, and a lattice design. Complete the look in a sleek midi dress for cocktail hour.

    Fit & Features

    • Open almond toe
    • Closed block heel
    • Back zipper closure
    • Lattice design
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1450

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Taurus Squad Graphic Crop Top

    Rep your Taurus energy with a crop top that says everything! The top features a crew neckline, short sleeves, a graphic that reads: "Taurus: Don't Care What You Think", and a cropped hem. Complete look with cutoff shorts and sandals. 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Letter graphic
    • Cropped hem 
    • Cotton knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1277

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Fun Tie-Back Skater Romper

    This flirty skater romper is all fun for your next dressy event! It features a sleeveless, square neck, spaghetti straps, a form-fitting design, and an open back with tie closure on the layered ruffle hem. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • Open-back with tie closure
    • Layered ruffle hem
    • Skater silhouette
    • Form-fitting design
    • Fits true to size

    Style Number/Barcode: 06403-0202

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Out Of Town Long Sleeve Romper

    Flying out of town? This long sleeve romper is sure to bring boho vibes to your vacay! It features long peasant sleeves, a plunge v-neckline, tie-back closure, an o-ring insert, and a cutout bodice that leads to flowy shorts. Complete the look in a chic panama hat.

    Fit & Features

    • Long peasant sleeves
    • Plunge v-neckline
    • Tie-back closure
    • O-ring insert, cutout bodice
    • Flowy shorts
    • Gauze woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06303-0204

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Day Cable Knit Crop Top

    Make your day a cozy one with a crop top that is part chic, part comfy. The top features a sleeveless mock neck with frilly trim, a cable knit pattern, and a cropped hem. The top is composed of a knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching maxi skirt.

    Shop Matching Maxi Skirt: Cozy Day Cable Knit Skirt

    Fit & Features

    • Sleeveless mock neck 
    • Frilly trim 
    • Cable knit pattern 
    • Cropped hem 
    • Knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size  

    Style Number/Barcode: 06001-4036

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mesh It Up Long Sleeve Crop Top

    Party it up in this mesh crop top featuring long sleeves, a crew neck, and a form-fitting silhouette on sheer fabric. Complete the look in a bralette and distressed denim shorts.

    Fit & Features

    • Long fitted sleeves
    • Crew neck
    • Form-fitting
    • Cropped hem
    • Sheer mesh design
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4244

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pridget Formal One Shoulder Dress

    Special Occasion 

    Make it a timeless affair in a formal dress that will make you feel adored! The dress features an asymmetrical one-shoulder neckline, ruching, and an A-line silhouette with a high side slit. The dress is composed of lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete your look with rhinestone heels

    Fit & Features

    • Asymmetrical one-shoulder neckline
    • Adhesive bra recommended 
    • Ruching 
    • High waist
    • A-line silhouette, high side slit
    • Lined smooth knit fabric 
    • Form hugging fit, moderate stretch, runs true size

    Style Number/Barcode: 05002-2312

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Femme Boho Crochet Lace Bralette

    Femme and boho, create a dreamy look in this crochet lace bralette featuring dual adjustable spaghetti straps, cross back detail, v-neck, padded cups, and a flirty scalloped hem. Complete the look in a flowy crop blouse and distressed shorts.

    Fit & Features

    • Dual adjustable spaghetti straps
    • Cross-back detail
    • V-neck
    • Padded cups
    • Scalloped hem
    • Crochet lace design
    • Fits true to size

    Style Number/Barcode: 07107-0727

    Category Name: $20 & Under Sale

    Price: $9.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sugar And Spice Floral High-Low Dress

    Sugar and spice and everything nice! Look so sweet in this floral chiffon dress featuring a sleeveless V-neck, spaghetti straps, and an open back with lace detail on a flowy, high-low hem. Complete the look in statement earrings for a dressy birthday event.

    Fit & Features

    • Sleeveless, V-neck, spaghetti straps
    • Open-back, lace detail, zipper closure
    • Flowy high-low hem
    • Airy floral printed sheer chiffon fabric, knit lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1388

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Steal The Spotlight Skater Dress

    Steal the spotlight and cast a lovely glow in this glitter skater dress perfect for capturing a twirl-worthy moment! It features a sleeveless, v-neckline, spaghetti straps that lead to a criss-cross back, a high waist seam, and a double-layered hem. Complete the look in lace-up heels and a clutch.

    Fit & Features

    • Sleeveless, v-neckline, spaghetti straps
    • High waist seam
    • Double-layered hem
    • Skater silhouette
    • Glitter-knit lined fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 05101-1485

    Category Name: $20 & Under Sale

    Price: $18.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kourtney Formal Lace Mermaid Dress

    Special Occasion

    Form-fitting and flattering, the Kourtney formal dress is picture-perfect for prom and dressy events! She brings charm in her sleeveless, off-the-shoulder neckline with a ruffled accent atop a high waist seam. Her slenderizing mermaid silhouette gently flows into a flared, floor-length hem on a sheer overlay with a knit lining and a minimal stretch. Complete the look with a clutch purse and chic heels.

    Fit & Features 

    • Sleeveless, off-the-shoulder neckline, ruffled accent
    • Strapless or adhesive bra recommended
    • High waist seam
    • Form-fitting mermaid silhouette
    • Flared floor-length hem
    • Sheer lace overlay, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05002-2113

    Category Name: $20 & Under Sale

    Price: $14.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless And Flowy Skater Dress

    Create an effortless and flowy vibe in this breezy lace skater dress. It features a wrap-front V-neck and back design, short loose bell sleeves, a cinched and smocked high waist, and a short skater skirt with a fit and flare silhouette. The sheer lace fabric features a partial woven lining. Style this dress with strappy sandals.

    Fit & Features

    • Wrap-front V-neck and back
    • Tie-back strap detail
    • Short bell sleeves
    • Cinched and smocked high waist
    • Short skater skirt, fit and flare silhouette, front button-down design
    • Sheer lace fabric, partial woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-1475

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Festive Babe Rhinestone Fringe Belt

    Play up your look for festival season babe! This rhinestone fringe belt features an adjustable buckle closure on PU material. Complete the look in distressed shorts and a crop top.

    Fit & Features

    • Rhinestone fringe
    • Adjustable buckle closure
    • PU material

    Style Number/Barcode: 07301-0421

    Category Name: $20 & Under Sale

    Price: $8.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tres Glam Rhine Tassel Earrings

    These rhinestone earrings are tres glam! They feature a circular post-back closure with tassels. Complete the look with a matching clutch for your evening out.

    Fit & Features

    • Rhinestones
    • Circular post-back closure
    • Tassels

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-1050

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Greek Goddess Coin Swim Wrap

    Create a goddess-worthy vibe in this mesh swim wrap featuring coin charms and a customizable self-tie closure. Complete the look in a sultry bikini set.

    Fit & Features

    • Sheer mesh 
    • Coin charms
    • Customizable self-tie closure
    • Soft and comfortable

    Style Number/Barcode: 07305-0384

    Category Name: $20 & Under Sale

    Price: $7.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale