$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.

  • Shine Shift Chainmail Halter Mini Dress

    This is the dress you save for the nights you know are going to become stories. The chainmail drapes like liquid light, catching every flicker and flash without ever feeling overdone. A soft cowl neckline sets the mood, the halter strap keeps everything lifted, and the open back gives that confident, effortless finish.

    Fit & Features

    • Metallic chainmail fabric with fluid drape
    • Cowl neckline with halter-tie straps
    • Open back with draped chain detail
    • Side slit at the hem
    • Mini-length, curve-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000609

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped in Charm Rib Knit Dress

    Soft meets sultry in this rib knit mini dress made for showing a little shoulder. The foldover neckline, waist wrap belt, and ruffled hem bring that flirty-feminine vibe—perfect for when cozy still calls for a look.

    Fit & Features

    • Rib knit fabric, sewn-in knit lining, moderate stretch
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves
    • Wrap waist belt accent with hardware insert
    • Bodycon fit
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000371

    Category Name: $20 & Under Sale

    Price: $30.00 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: S

    Product Badge:
    • Sale
  • In Your Element Off-Shoulder Mesh Twist Midi Dress

    This midi knows how to move—soft mesh, abstract swirls, and an off-shoulder twist that feels effortlessly seductive. The high side slit adds that perfect hint of drama, making every step a little more intentional.

    Fit & Features

    • Abstract printed mesh fabric, knit lining
    • Off-shoulder neckline with twist detail
    • Bodycon silhouette
    • High side slit for ease of movement
    • Runs true to size

    Style Number/Barcode: 05102-000372

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: 6.5, 8, 8.5, 9

    Product Badge:
    • Sale
  • Celeste Mesh Cutout Mermaid Formal Dress

    Special Occasion

    The Celeste formal gown is made to mesmerize—crafted in sleek mesh with daring cutouts and gleaming hardware accents that sculpt the waist. With its deep neckline, open back, and floor-length mermaid silhouette, it brings just the right mix of sultry and sophisticated for your most glamorous nights out.

    Fit & Features

    • Stretch mesh fabric, knit lining
    • Deep V-neckline with hardware ring accents
    • Fitted sheer long sleeves
    • Cutout waist and open back with tie detail
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear: 

    Black-tie galas, high-end events, red-carpet evenings, holiday soirees, luxe cocktail parties, anniversary parties, celebrations, fancy date nights

    Style Number/Barcode: 05002-000687

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Chic Bloom Flocked Floral Velvet Midi Dress

    For nights that demand something unforgettable. This flocked floral velvet midi dress hugs every curve with a sultry halter neckline and sleek, body-loving fit.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Velvet flocked floral pattern
    • Sleeveless plunging neckline, U-wired design
    • Tie-back halter straps
    • Partially open back, lower zipper closure
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000758

    Category Name: $20 & Under Sale

    Price: $37.00 $52.90

    On Sale: Yes

    Availability: In Stock

    Available Color: OLIVE

    Available Size: L

    Product Badge:
    • Sale
  • Wild Intentions Zebra Velvet Maxi Dress

    A little wild, a lot unforgettable. This burnout zebra velvet mesh maxi brings high-drama energy with its one-shoulder neckline, side cutout, and ruched bungee drawstring that lets you play with the slit height. Equal parts sleek and scandalous—just how we like it.

    Fit & Features

    • Zebra burnout velvet pattern, mesh fabric, sewn-in mesh lining
    • One-shoulder neckline, bungee spaghetti strap
    • Strappy back, bodice side cutout
    • High front slit and ruched drawstring bungee cord
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000757

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Checkmate Plaid Mini Skort

    A classic, but make it cool. This plaid mini skort gives preppy a refresh with its tailored fit and built-in shorts—perfect for pairing with knee-high boots and a coat.

    Fit & Features

    • Plaid pattern, knit fabric
    • High-rise waist
    • Form-hugging silhouette
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000196

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes Satin Cowl Maxi Dress

    This dress understands the assignment. The glossy satin drape, sultry cowl neckline, and chain strap accent bring full glam energy, while the lace-up back keeps it flirty and unexpected. Perfect for nights out, fancy dinners, or anywhere you plan to turn heads.

    Fit & Features

    • Printed satin woven fabric
    • Cowl neckline
    • Spaghetti straps
    • Lace-up back with chain accent
    • Flowy curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000754

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Starlit Satin Rhinestone A-Line Dress

    All about the shine—this satin mini dress stuns with a draped cowl neckline, rhinestone trim that sparkles with every step, and a swingy A-line silhouette that keeps it playful. Perfect for bridal celebrations, cocktail receptions, and birthday dinners.

    Fit & Features

    • Silky satin fabric
    • Adjustable spaghetti straps
    • Rhinestone trim cowl neckline
    • Side zipper and hook-eye closure
    • A-line fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000760

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alison Abstract Mesh Cutout Formal Dress

    Special Occasion

    The Alison formal dress was made for the moment. With its printed mesh fabric, daring plunge neckline with metal hardware, and sculpted cutout waist that ties in back, this dress is all about bold elegance. Finished with a floor-length mermaid hem, it’s the perfect mix of sleek, sultry, and unforgettable.

    Fit & Features

    • Abstract print, airy mesh lined fabric with stretch
    • Plunge V-neckline with hardware insert
    • Fitted long sleeves
    • Cutout tie-back design
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Cocktail parties, downtown date nights, art gallery openings, fashion-forward events, birthday celebrations, formal dinners, evening soirees, luxe girl's nights

    Style Number/Barcode: 05002-000716

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kensie Satin Cowl Neck Slit Formal Dress

    Special Occasion

    Romantic with a modern chicness, the Kensie formal gown drapes the body in satin jacquard that catches the light with every step. The soft cowl neckline and high side slit with button accents create an effortlessly elegant silhouette that feels made for your most unforgettable moments.

    Fit & Features

    • Smooth satin jacquard fabric with subtle floral texture
    • Draped cowl neckline
    • Adjustable spaghetti straps 
    • Back zipper and hook-eye closure
    • High side slit with button accents
    • Curve-hugging, floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, black-tie galas, destination ceremonies, formal celebrations, holiday soirees, winter balls, red-carpet occasions, upscale birthday dinners, engagement parties

    Style Number/Barcode: 05002-000561

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Bloom Flower Arm Cuff

    Bloom where the glam is. This floral cuff bracelet adds a feminine twist with polished petal details and an open design that’s equal parts delicate and statement. 

    Fit & Features

    • Polished metallic finish
    • Open cuff design with dual flower ends

    Style Number/Barcode: 07003-000165

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kiana Floral Mesh Halter Mermaid Formal Dress

    Special Occasion

    Bold florals and a sculpted silhouette make the Kiana formal dress an unforgettable moment. Designed in soft mesh with oversized blooms, this halter gown dips into a deep neckline and sweeps into an open back that feels effortless and alluring. The mermaid skirt glides with every step—romantic, dramatic, and made for the spotlight.

    Fit & Features

    • Floral print, airy mesh-lined stretch fabric
    • Plunge halter neckline with a padded bust
    • Open back design
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Destination weddings, winery celebrations, formal dinners, engagement parties, date nights, anniversaries

    Style Number/Barcode: 05002-000746

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    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: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotlight Stealer Sequin Mini Skirt

    Make every entrance feel like a red-carpet moment in this dazzling sequin mini skirt. Designed with a curve-hugging silhouette and a dramatic side ruffle sash, it delivers that high-shine, high-impact vibe your night-out lineup has been craving.

    Fit & Features

    • Sequin-embellished woven fabric, smooth knit lining
    • High-rise waist
    • Asymmetrical front ruffle detail
    • Mini-length silhouette
    • Back zipper closure
    • Runs true to size

    Style Number/Barcode: 06401-000029

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: M

    Product Badge:
    • Sale
  • Perfect Twist Long Sleeve Crop Top

    Business in the front, party in the back. This twist open-back top keeps things sleek and minimal—until you turn around and steal the whole spotlight.

    Fit & Features

    • Smooth knit stretch fabric
    • Crew neckline
    • Fitted long sleeves
    • Open back cutout design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000452

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lucky You Rhinestone Clover Keychain

    A little luck never looked so cute. This rhinestone clover keychain adds sparkle and charm to your everyday essentials—clip it to your bag or keys for that touch of good vibes and glam shine.

    Fit & Features

    • Rhinestone-embellished clover
    • Mini tassel and ball accent charms
    • Attached keyring and lobster clasp

    Style Number/Barcode: 07308-000079

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Things Beaded Heart Keychain

    Soft, sweet, and a little sentimental. This beaded bow keychain with a heart locket charm adds a romantic touch to your everyday carry—perfect for keys, handbags, or gifting to your favorite person.

    Fit & Features

    • Beaded bow keychain
    • Heart locket charm, mini bow charm
    • Attached keyring and lobster clasp

    Style Number/Barcode: 07308-000077

    Category Name: $20 & Under Sale

    Price: $3.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    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: $6.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS

    Product Badge:
    • Sale
  • Butterfly Mood Hair Clips

    Effortlessly cute and endlessly wearable. This two-pack of butterfly hair clips adds a dreamy touch to any look with their tortoise-shell finish and fluttery silhouette—perfect for half-ups or messy buns.

    Fit & Features

    • Two-pack butterfly hair clips
    • Tortoise-shell finish
    • Sturdy claw clip closure

    Style Number/Barcode: 07006-000106

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Velvet Dream One Shoulder Midi Dress

    Elegance with a little edge. This one-shoulder velvet midi dress features a soft curve-hugging fit, knotted trim detail, and a subtle trumpet hem that moves beautifully with every step—made for holiday soirées and cocktail nights alike.

    Fit & Features

    • Soft velvet-lined fabric
    • One-shoulder neckline with knotted accent
    • Curve-hugging silhouette
    • Trumpet flared midi-length hem 
    • Runs true to size

    Style Number/Barcode: 05101-000772

    Category Name: $20 & Under Sale

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lina Cutout High Slit Formal Dress

    Special Occasion

    Made for the nights when you want to turn heads, the Lina cutout formal dress stuns with its sleek silhouette, O-ring accents, and a daring high slit designed for a chic stride. It’s the perfect blend of allure and sophistication—effortless, confident, and ready for every unforgettable plan on your calendar.

    Fit & Features

    • Smooth knit lined fabric with high stretch
    • V-neckline with adjustable spaghetti straps and padded bra cups
    • Front and side cutouts with gold O-ring hardware
    • Strappy open-back design
    • High side slit for added movement
    • Floor-length bodycon silhouette
    • Runs true to size


    Where to Wear:

    Rooftop hotel bars, bachelorettes, birthday celebrations, vacation dinners, destination celebrations, nights out, dinner and drinks

    Style Number/Barcode: 05002-000839

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, L

    Product Badge:
    • Sale
  • Pretty Pinned Four Pack Earrings

    Your ear stack just got an upgrade. This four-pack cuff set features sleek metallic bands and faux pearl details that bring the perfect balance of polish and edge.

    Fit & Features

    • Four pack set
    • Three cuff earring styles
    • One post-back faux pearl earring

     

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

    Style Number/Barcode: 07001-000230

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale