$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Everyday Sleek Wide Fit Block Heels

    These faux leather block heels bring an easy buckle detail and a short heel you can actually live in—aka your new day-to-night staple.

    Fit & Features

    • 2.5" Block heel
    • Almond toe
    • Strappy buckle design
    • Wide-fit 
    • Closed ankle with adjustable strap, buckle closure
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000578

    Category Name: $20 & Under Sale

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6.5, 7, 7.5, 8, 8.5, 10

    Product Badge:
    • Sale
  • After Dark Animal Print Mesh Crop Top

    Your night-out fit just leveled up. This animal print mesh crop top brings a sleek, sultry vibe that’s perfect for layering or wearing solo when you want to bring the allure.

    Shop Matching Bottoms: After Dark Mesh Hot Shorts

    Fit & Features

    • Sheer mesh fabric, high stretch
    • Animal print
    • Crew neckline
    • Short sleeves
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 07103-000058

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Stroll Belted Denim Jacket

    With a cinched waist and plenty of pockets, this belted denim jacket is made for street-smart layering. Effortless, versatile, and always in rotation.

    Fit & Features

    • Medium wash denim cotton fabric, no stretch
    • Long sleeves with button cuffs
    • Collar neckline
    • Button-down front closures
    • Four-pocket front styling
    • Tie-waist belt, longline hem
    • Runs true to size

    Style Number/Barcode: 06203-000021

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Street Siren Faux Leather Corset Top

    Confidence, but make it structured. This flame stitch corset top features a lace-up front with grommet details and a sculpted fit that cinches your waist and elevates your look for any plans.

    Fit & Features

    • Faux leather fabric, flame stitched design
    • Sweetheart neckline, adjustable shoulder straps
    • Lace-up front plackets with grommet details
    • Back zipper closure
    • Fitted corset-structured crop silhouette
    • Runs true to size

    Style Number/Barcode: 06003-000193

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S

    Product Badge:
    • Sale
  • Delightful Duo Polka Dot Ruffle Skirt

    Look and feel so delightful in this polka dot ruffle mini skirt for an effortlessly poised look for brunch or parties! Pair with the matching top.

    Fit & Features

    • Polka dot print, woven-lined fabric
    • Mid-rise waist
    • Back zipper and hook-eye closure
    • Ruffled mini-length hem
    • Runs true to size

     

    Shop The Matching Top: Delightful Duo Halter Polka Dot Crop Top

    Style Number/Barcode: 06401-0742

    Category Name: $20 & Under Sale

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Seaside Sweetheart Layered Necklace

    Channel pure coastal energy with this layered charm necklace made for sunny days, salty breezes, and that effortless beach-babe vibe. Three delicate chains are stacked to perfection, each featuring its own seaside icon—an iridescent shell, a dainty starfish, and a polished cowrie charm.

    Fit & Features

    • Layered chain necklace design
    • Gold-tone finish
    • Seashell, starfish, and cowrie charms
    • Lobster clasp closure

    Style Number/Barcode: 07002-000245

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer Soft Fuzzy Sweater Topper

    Cozy meets a little sparkle—this fuzzy sweater topper brings that soft-girl warmth with a subtle shimmer woven through. The crew neckline and long sleeves keep it classic, while the lurex glow gives your layers a cute, elevated twist. 

    Fit & Features

    • Soft fuzzy sweater knit with metallic lurex threading throughout
    • Crew neckline with rib-knit trim
    • Long sleeves
    • Relaxed cropped bodice for easy layering
    • Pullover design
    • Runs true to size

    Style Number/Barcode: 06005-000257

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S

    Product Badge:
    • Sale
  • Cool Control Liquid Corset Top

    This is the top that sharpens your whole look in seconds. With its smooth liquid finish and sculpted corset seams, it hugs just right and elevates everything you pair it with—from tailored pants to worn-in denim.

    Fit & Features

    • Smooth liquid knit material
    • Structured corset silhouette
    • Straight neckline with wide straps
    • Contoured seam detailing
    • Runs true to size

    Style Number/Barcode: 06001-000374

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GRAY

    Available Size: XS, M

    Product Badge:
    • Sale
  • Wings Of A Butterfly Rhinestone Fringe Earrings

    These statement iridescent rhinestone earrings feature butterfly wings with cascading fringe. Perfect for styling with semi-formal dress and heels.

    Fit & Features

    • Butterfly wings
    • Cascading fringe
    • Iridescent rhinestones
    • Post-back closure, rubber stopper

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-2078

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Talk Polka Dot Crop Top

    Vintage flirt meets modern cool. This polka dot hook-and-eye top brings all the retro charm with a curve-hugging fit and scalloped edges—made for pairing with low-rise pants, mini skirts, or your favorite weekend latte.

    Fit & Features

    • Polka dot print, knit stretch fabric
    • Halter plunge neckline
    • Front hook-eye closures
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000360

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Code Patent Slingback Heels

    Classic with a little sparkle. These patent slingback heels feature a sleek pointed toe and rhinestone buckle detail that instantly elevates any look—from boardroom days to after-hours drinks.

    Fit & Features

    • 3" Stiletto heel
    • Closed pointed-toe 
    • Rhinestone-embellished buckle accent
    • Slingback ankle strap
    • Luxe fit cushioned insole
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000515

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: 5.5, 6.5, 7.5, 9, 10

    Product Badge:
    • Sale
  • Cause A Scene Zebra Cutout Tube Top

    This ring detail mesh top is your go-to for turning heads. With bold cutouts linked by sleek metal rings and a flirty asymmetric hem, this zebra mesh tube top brings all the attitude with zero effort.

    Fit & Features

    • Zebra print mesh-lined fabric
    • Strapless tube neckline
    • Front cutouts with hardware trims
    • Split center design
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06001-000190

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: M, L

    Product Badge:
    • Sale
  • Everyday Edge Faux Leather Cabby Hat

    Top off your look with a little edge—this faux leather cabby hat instantly takes any outfit from casual to cool. Perfect for those days you want a polished vibe without even trying.

    Fit & Features

    • Faux leather material
    • Round top
    • Short curved brim
    • Side button accents

    Style Number/Barcode: 07302-000125

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • City Heat Mesh Halter Top

    Turn the night into your runway. This mesh halter top drapes effortlessly with a cowl neckline and open back that’s all about the allure. Its abstract print catches every flicker of neon—perfect for late-night plans, downtown energy, or wherever the vibe takes you.

    Fit & Features

    • Mesh fabric with abstract print
    • Cowl neckline
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-000324

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: M, L

    Product Badge:
    • Sale
  • Twist Front Long Sleeve Top

    Long sleeve top styling feels effortless in this twist-front design, bringing an elevated edge that pairs perfectly with denim, minis, and more. Simple but never basic, it’s the kind of confident upgrade your wardrobe keeps reaching for.

    Fit & Features

    • Soft stretch knit fabric
    • Deep V-neckline, fitted long sleeves
    • Front twist knot detail
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06001-000354

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, L

    Product Badge:
    • Sale
  • Evening Edit Strappy Stiletto Heels

    Simple, sleek, and made to shine. These strappy stiletto heels feature delicate ankle straps and gold heart accents that add just the right amount of polish to your day out plans or wedding guest lineup.

    Fit & Features

    • 3.5" Stiletto heel
    • Square toe
    • Gold heart accent
    • Strappy design
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000501

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CAMEL, IVORY

    Available Size: 6.5, 10, 9

    Product Badge:
    • Sale
  • Extra Cute Bow Trim Ponte Mini Skort

    Turn any day into an extra cute one with this ponte mini skort featuring a chic bow trim along the high-rise waist and a flattering bodycon fit. Style with a sassy graphic tee for any casual plans.

    Fit & Features

    • Ponte knit fabric
    • High-rise waist, bow trim
    • Bodycon fit
    • Mini-length skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000035

    Category Name: $20 & Under Sale

    Price: $9.97 $27.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Sale
  • Sweet Glam Polka Dot Sheer Tights

    A little sheer, a little flirty—these polka dot tights add the perfect finishing touch to any outfit. Whether you’re dressing up a mini or layering under boots, they’re your go-to for a hint of playful polish.

    Fit & Features

    • Polka dot pattern, sheer mesh fabric with stretch
    • High-rise waistband
    • Soft and comfortable

     

    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: 07306-000026

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Spark Dainty Heart Necklace

    This dainty chain necklace with rhinestone heart and stud charms is the perfect layer-or-solo piece for adding just a touch of sparkle.

    Fit & Features

    • Delicate dainty chain
    • Rhinestone heart and stud charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-000145

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hint of You Keyhole Crop Top

    Soft, sleek, and just the right amount of daring. This long sleeve wrap crop top turns up the charm with a flirty front cutout and fitted silhouette that feels as good as it looks.

    Fit & Features

    • Smooth stretch knit fabric
    • High neckline with keyhole cutout
    • Fitted long sleeves
    • Surplice wrap front design
    • Crop fitted hem
    • Runs true to size

    Style Number/Barcode: 06001-000359

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S

    Product Badge:
    • Sale
  • Wild Streak Off-The-Shoulder Top

    A little fierce, a little flirty. This snakeskin mesh crop top features an off-the-shoulder neckline with a ruched drawstring tie that lets you control the drama. Pair it with jeans or a mini skirt for that “don’t mess with me, but maybe try” vibe.

    Fit & Features

    • Snakeskin print, mesh-lined fabric, moderate stretch
    • Off-the-shoulder neckline
    • Sheer fitted long sleeves
    • Front ruched drawstring tie
    • Slit accent
    • Crop-length fitted hem
    • Runs true to size

    Style Number/Barcode: 06001-000294

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS

    Product Badge:
    • Sale
  • Layered Faith Chain Necklace

    Stacked and stunning—this layered chain necklace mixes bold links with delicate strands and a cross pendant for that effortlessly edgy-meets-chic vibe. Perfect for elevating casual fits or adding a statement to night-out looks.

    Fit & Features

    • Multi-layered chain necklace
    • Cross pendant detail
    • Mix of link and beaded chains
    • Lobster clasp closure with extender

    Style Number/Barcode: 07002-000106

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Angles One-Shoulder Crop Top

    Serving flirty from every angle. This one-shoulder mesh top brings texture, attitude, and just the right amount of edge for your jeans-and-a-top era.

    Fit & Features

    • Texture mesh fabric, sewn-in knit lining, moderate stretch
    • One-shoulder asymmetrical neckline
    • Short sleeves
    • Side ruched seams
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000071

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • After Dark Abstract Print Mesh Crop Top

    Your night-out fit just leveled up. This abstract print mesh crop top brings a sleek, second-skin vibe that’s perfect for layering or wearing solo when you want all eyes on you.

    Shop Matching Bottoms: After Dark Mesh Hot Shorts

    Fit & Features

    • Sheer mesh fabric, high stretch
    • Abstract print
    • Crew neckline
    • Long fitted sleeves
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 07103-000061

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale