$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.

  • Chic With An Edge Denim Mini Skort

    The kind of piece that works without overthinking it. A denim mini skort with chic structure and just enough edge to feel intentional.

    Fit & Features

    • Denim fabric
    • Mid-rise waist with belt loops
    • Front button closure
    • Mini-length overlay, pleated detailing
    • Raw hem edge finish, exposed contrast pocket lining detail
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06603-000087

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Night Out Muse Abstract Print Halter Top

    Your night-out look just leveled up. This abstract print mesh halter top drapes with a sultry cowl neckline and pairs effortlessly with the matching maxi skirt.

    Shop Matching Bottoms: Night Out Muse Abstract Print Mesh Maxi Skirt

    Fit & Features

    • Sheer mesh fabric with high stretch
    • Abstract print
    • Sleeveless cowl neckline
    • Halter strap
    • Ruching
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-000285

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Love Notes Faux Pearl Heart Earrings

    Soft glam, but make it noticeable. These pearl heart earrings bring just enough shine to dress up your everyday fits and finish your going-out looks without overthinking it.

    Fit & Features

    • Open heart silhouette design
    • Faux pearl accents
    • Post back closure

     

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

    Style Number/Barcode: 07001-000271

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • After Hours Shine Rhinestone Stiletto Boots

    These boots don’t whisper. A sleek knee-high silhouette covered in rhinestone shine that instantly levels up night plans, photos, and everything after dark.

    Fit & Features

    • 4” Stiletto heel, 7.5” leg opening, 15” shaft height
    • Pointed-toe silhouette
    • Inner zipper closure
    • Knee-high length
    • Allover rhinestone embellished exterior
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07402-000096

    Category Name: $20 & Under Sale

    Price: $19.97 $60.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Swirled Chic Stretch Stone Ring

    Give your jewelry rotation a warm, earthy upgrade with this bold stretch ring featuring a glossy brown swirl stone. It’s the perfect mix of statement energy and everyday ease—just slip it on and let the compliments roll in.

    Fit & Features

    • Brown swirl statement stone
    • Stretchy band design
    • High-shine finish

    Style Number/Barcode: 07004-000108

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale
  • Dance Floor Darling Mini Skort

    This mini skort is all about freedom—heat-stone sparkle, flirty ruffles, and hidden shorts that let you dance, run, or drop it low without a second thought. It’s the perfect mix of cute and convenient.

    Fit & Features

    • Rhinestone-embellished stretch knit fabric
    • Smooth waistband, built-in shorts underneath
    • Tiered ruffle skort overlay
    • Mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06503-000185

    Category Name: $20 & Under Sale

    Price: $11.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Late Night Edge Zebra Lace-Up Corset Top

    Bold from every angle. This strapless corset top brings a zebra pattern with a lace-up front that feels confident, fitted, and ready for after dark plans.

    Fit & Features

    • Stretch fabric with zebra pattern finish
    • Strapless corset silhouette with structured fit
    • Lace-up grommet front detail
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06003-000229

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M

    Product Badge:
    • Sale
  • School's Out High-Rise Pleated Ponte Skort

    Achieve a preppy look with this pleated ponte skort in a flattering high-rise waist and mini-length perfect for showing off boots or flats!

    Fit & Features

    • Ponte knit fabric, shorts lining
    • High-rise waist
    • Pleated skirt overlay
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06503-000013

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Mood Lace-Up Velvet Stiletto Heels

    The kind of heels that flirt without trying. Made with plush velvet with dainty lace-up straps, they bring that subtle drama every outfit deserves—perfect for date nights, rooftop drinks, or when you just feel like turning heads.

    Fit & Features

    • Stiletto heel
    • Open square-shaped toe
    • Cutout toe strap design, thin metal accent
    • Thin lace-up strappy design, tie closure
    • Velvet material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000453

    Category Name: $20 & Under Sale

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN, IVORY

    Available Size: 5.5, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Trendy Era Sheer Mesh Tube Top

    Enter your trendy era with this cool-girl tube top designed with sheer textured mesh fabric and a ruched drawstring detail. Pair with denim and sneakers for a casual vibe.

    Fit & Features

    • Sheer textured mesh fabric, knit bust lining, high stretch
    • Strapless straight neckline, no-slip strip
    • Ruching, side adjustable drawstring, slit
    • Asymmetric mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000063

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Artsy Chic Statement Pendant Necklace

    When you want something low-effort but high-impact, this pendant necklace steps in and steals the room. The hammered metal and smooth faux leather cord bring that effortlessly artsy vibe that works from coffee catch-ups to late-night plans.

    Fit & Features

    • Hammered metal pendant with an open-circle shape
    • Smooth faux-leather cord
    • Lightweight construction
    • Tie-back closure

    Style Number/Barcode: 07002-000346

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

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

    This faux leather crop top brings a bold edge with its sculpted fit and lace-up back—made for pairing with denim, shorts, or mini skirts when you’re feeling that energy.

    Fit & Features

    • Faux leather fabric, slight stretch
    • Strapless neckline
    • Lace-up back placket
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-000194

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Shine Game Rhinestone Platform Stilettos

    Stepping into glam mode—these rhinestone heels were made for the spotlight. Perfect for nights when your shoes deserve a photo op.

    Fit & Features

    • Stiletto heel
    • Square toe
    • Rhinestone-embellished strappy design
    • Adjustable ankle strap with buckle closure
    • Platform sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000276

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterflies and Brunch Kitten Heels

    These heels said “rom-com crush” and meant it. The dainty straps and dreamy shape make them perfect for twirling through plans, petals, and pretty much anything pastel.

    Fit & Features

    • Stiletto kitten heel
    • Square toe
    • Strappy design with a buckle accent
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000494

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CAMEL, WINE

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8.5, 9

    Product Badge:
    • Sale
  • In My Dreams Plunge Halter Abstract Crop Top

    Make a statement in this crop top on a night out. This eye-catching halter features a daring plunge neckline and vibrant abstract pattern that demands attention.

    Fit & Features

    • Abstract print, mesh-lined stretchy fabric
    • Halter plunge neckline
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000146

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daring Edge Lace-Up Corset Top

    This faux leather corset top was made to steal the spotlight. With its plunge halter neckline and lace-up back, it's an effortless top for weekend slays.

    Fit & Features

    • Faux leather-lined fabric
    • Halter plunge neckline
    • Structured corset bodice, flexible boning, hook and eye fasteners
    • Lace-up back design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-000172

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Attitude Lace-Up Bomber Jacket

    Vintage vibes, side lace-ups, and a trendy silhouette. This jacket is perfect for layering over a slip dress or denim with attitude!

    Fit & Features

    • Vintage-inspired faux leather fabric, sewn-in woven lining
    • Long sleeves, snap-button cuffs
    • Collar neckline
    • Front zip-up closure
    • Two front pockets
    • Side lace-up plackets
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06204-000026

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • No Rules Just Looks Lace-Up Corset Top

    Sleek, structured, and not here to play in this faux leather corset top! The lace-up front and boning detail cinch you in all the right ways, making every head turn at concerts, bars, or festivals.

    Fit & Features

    • Faux leather fabric, sewn-in knit lining
    • Square neckline, wide shoulder straps
    • Front lace-up placket
    • Back zipper and hook-eye closure
    • Flexible boning inserts
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-000096

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Risk Taker Crew Neck Lace-Up Mini Dress

    Not your average little black dress. This ribbed mini dress features a bold lace-up grommet front and high neckline that sculpt and define, giving you a sleek, body-hugging fit that’s ready for happy hour, concerts, and last-minute plans.

    Fit & Features

    • Rib knit stretchy fabric
    • Crew neck
    • Front lace-up grommet
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000282

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Extra Sweet Rhinestone Bow Drop Earrings

    Sweet, but make it a little extra. These rhinestone bow drop earrings bring that polished sparkle with a flirty twist, thanks to the bow-shaped post and hanging teardrop rhinestone that catches light from every angle.

    Fit & Features

    • Short drop design
    • Bow-shaped post
    • Hanging teardrop-shaped rhinestone accent
    • Post-back closure

     

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

    Style Number/Barcode: 07001-000304

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped Up Off-The-Shoulder Top

    Soft, sleek, and subtly flirty. This off-shoulder top features a twisted neckline and a smooth, body-hugging fit that instantly elevates denim, casual or going-out bottoms.

    Fit & Features

    • Smooth knit fabric, high stretch
    • Folded off-the-shoulder neckline, knotted accent
    • Fitted long sleeves
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000476

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Side Faux Leather Fringe Halter Top

    Not your subtle top. This faux leather fringe halter top brings instant attitude with a daring O-ring cutout and dramatic fringe that moves with every step, made for nights when your outfit deserves as much attention as you do.

    Fit & Features

    • Faux leather fabric, bust lining
    • Sleeveless V-neckline
    • Center metal O-ring cutout
    • Halter strap, open back with hook-eye closure strap
    • Fitted ultra-cropped hem
    • Long fringe design
    • Runs true to size

    Style Number/Barcode: 06003-000279

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Sweet Point Kitten Bow Heels

    A little polished, a little playful—these patent heels bring major charm with a pointed toe, dainty bow detail, and ankle strap that ties it all together. Perfect for dinner dates or dressing up denim.

    Fit & Features

    • Kitten heel
    • Closed pointed toe with bow and rhinestone charm accent
    • Adjustable ankle strap with buckle closure
    • Red and nude are patent faux leather material
    • Black is nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-000514

    Category Name: $20 & Under Sale

    Price: $30.90

    Availability: In Stock

    Available Color: RED, NUDE, BLACK

    Available Size: 6.5, 7.5, 10

    Product Badge:
    • Sale
  • Radiant Wing Pendant Necklace

    This statement necklace brings bold, radiant energy to any look. The layered gold chains and crystal details frame a striking winged pendant that instantly draws attention.

    Fit & Features

    • Layered chain accents
    • Pendant charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-000381

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale