$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.

  • Yeehaw Energy Cowboy Boot Earrings

    Your western moment just went full glam. With a hanging cowboy boot design, star accent, and faux pearl trim, these statement earrings are made for fab selfies and concert nights.

    Fit & Features

    • Hanging cowboy boot design
    • Star accent
    • Faux pearl trim
    • Fish hook closure

     

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

    Style Number/Barcode: 07001-000023

    Category Name: $20 & Under Sale

    Price: $2.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Shimmer Glitter A-Line Mini Dress

    This sparkling glitter mini dress stuns with a ruched bust and flirty A-line fit. Perfect for parties, dates, or just feeling dreamy!

    Fit & Features

    • Glitter knit fabric
    • Sweetheart neckline, ruched bust seam
    • Adjustable spaghetti straps
    • A-line fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000478

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rooftop Romance Floral Mesh Halter Maxi Dress

    Made for rooftop nights and lingering glances. This floral mesh halter maxi dress drapes effortlessly with a body-skimming fit that feels sultry yet effortless.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Large floral print
    • Sleeveless cowl neckline
    • Tie-back halter spaghetti straps, partially open back
    • Maxi-length hem
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000631

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce Edit Leopard Ruffle Mini Dress

    For nights when you’re feeling bold, this one does all the talking. A faux leather, corset-inspired bodycon dress with a flirty leopard ruffle hem—equal parts fierce and flirt. It’s the outfit version of “don’t wait up.”

    Fit & Features

    • Faux leather-lined fabric, minimal stretch
    • Strapless sweetheart neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Corset-inspired fitted bodice
    • Drop waist seam
    • Leopard print mesh ruffle mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000480

    Category Name: $20 & Under Sale

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fringe Benefits Fringe Tote Bag With Pouch

    This faux suede tote bag with a pouch is giving desert chic meets city cool. The fringe does the flirting while the slouchy design keeps it effortlessly laid-back, perfect for day or night styling!

    Fit & Features

    • Top shoulder strap
    • Fringe design
    • Slouchy design
    • Zippered pouch included
    • Faux suede material

    Style Number/Barcode: 07203-000091

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jodie Satin Skater Corset Dress

    Special Occasion

    Designed to dazzle with every step, the Jodie satin dress is elegance in motion. Crafted with a sculpting corset bodice and sweetheart strapless neckline, this mini-length skater dress turns timeless structure into a modern fairytale, with hidden side pockets for an effortlessly poised finish. 

    Fit & Features

    • Stretch satin fabric, crinoline and woven linings
    • Sweetheart strapless neckline,cowl pelated drape, padded bra cups
    • Back zipper and hook-eye closure
    • Structured corset bodice, flexible boning inserts
    • V-waist drop seam, hidden side pockets
    • Voluminous skater silhouette, mini-length hem
    • Runs true to size

     

    Where to Wear:

    School dances, weddings, bridal shower, engagement party, reception dress, rehearsal dinner, birthdays, milestone celebrations, black tie events

    Style Number/Barcode: 05001-000060

    Category Name: $20 & Under Sale

    Price: $49.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knock Knock Statement Earrings

    Bold enough to stand out, chic enough to wear on repeat. These geometric door knocker earrings bring vintage vibes with a modern twist—and they're ready to elevate everything.

    Fit & Features

    • High-shine metal finish
    • Chunky geometric hoop design
    • Door knocker-inspired silhouette
    • Post back closure

     

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

    Style Number/Barcode: 07001-000039

    Category Name: $20 & Under Sale

    Price: $2.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Trouble Lace-Up Ruffle Romper

    Serving flirty meets fierce, this lace-up romper is made for nights when all eyes are on you. The fitted bodice and tiered ruffle shorts bring equal parts sass and sweetness.

    Fit & Features

    • Knit bodice, mesh bottom
    • Strapless sweetheart neckline, padded bust
    • Structured boning
    • Open lace-up back, bow accent
    • Tiered ruffled design
    • Form-hugging cheeky fit
    • Runs true to size

    Style Number/Barcode: 06503-000150

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Christine Satin Halter Mermaid Formal Dress

    Special Occasion

    Sleek, sculpted, and made for that gliding-into-the-room moment, the Christine formal dress drapes in smooth knit that flatters from every angle. The satin halter square neckline adds a refined, modern touch, while the mermaid floor-length silhouette brings a polished, elegant finish worthy of any unforgettable night.

    Fit & Features

    • Smooth knit fabric with stretchy lining
    • Satin square halter neckline with tie closure
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie galas, hotel or ballroom soirees, anniversary dinners, holiday celebrations, upscale cocktail parties, destination events, rehearsal dinners, engagement parties, red-carpet occasions

    Style Number/Barcode: 05002-000464

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    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
  • Shine Check Rhinestone Necklace And Earrings Set

    This rhinestone necklace and earrings set is all about effortless sparkle that instantly elevates your vibe. Perfect for weddings, formals, or any night where the invite says glam.

    Fit & Features

    • Necklace and earrings set
    • Collar necklace
    • Single row of rhinestones, marquise-shaped rhinestones, short lariat with round rhinestone and larger teardrop-shaped rhinestone
    • Lobster clasp closure with extender
    • Linear drop earrings
    • Marquise-shaped rhinestones, round rhinestone, larger teardrop-shaped rhinestone
    • Post-back closures

     

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

    Style Number/Barcode: 07002-000188

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    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
  • Gone Country Camo Baseball Cap

    Country vibes, but make it chic. This camo baseball cap with bold "Gone Country" embroidery is your go-to for off-duty days, festival 'fits, or when you’re channeling a little flair.

    Fit & Features

    • Structured cotton material
    • Leaf camouflage pattern
    • Round paneled top, button accent
    • Short curved brim
    • Embroidered front text reads, "Gone Country"
    • Adjustable snap-back design

    Style Number/Barcode: 07302-000143

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Allure Halter Mini Dress

    Simple, sleek, and oh-so-sultry—this halter mini dress flatters with a draped neckline, open back, and flowy hem that moves with you. Perfect for date nights, parties, or rooftop bars.

    Fit & Features

    • Slinky knit stretch fabric
    • Cowl halter neckline, tie closure
    • A-line fit
    • Open back
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000483

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heat Check Halter Mini Dress

    This dress is serving bold and unforgettable—cowl neckline in the front, daring open back in the rear. Sleek, sultry, and fitted to perfection, it’s your ultimate night-out pick.

    Fit & Features

    • Stretch knit fabric
    • Halter neckline with cowl front
    • Open strappy back detail
    • Bodycon mini silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000484

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XS

    Product Badge:
    • Sale
  • Lucky Girl Charm Keychain

    This charm keychain brings together dice, cherries, an ace of spades, an eight ball, and a rhinestone heart for a mix of luck and flirtation. Clip it to your bag or keys for a little sparkle.

    Fit & Features

    • Cherry charm
    • Ace of spades charm
    • Magic eight ball charm
    • Two heart charms
    • Dice charm
    • Attached keyring and lobster clasp closure

    Style Number/Barcode: 07308-000043

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Energy Faux Leather Hot Shorts

    Made for nights you want to serve bold energy—these faux leather hot shorts hug in all the right places and bring the perfect mix of sleek and daring. A go-to for going out, festival 'fits, or party nights that call for a little edge.

    Fit & Features

    • Smooth faux leather fabric, high stretch
    • Low-rise elasticized waist
    • Cheeky, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06503-000151

    Category Name: $20 & Under Sale

    Price: $6.97 $17.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked And Sculpted Two-Pack Bracelet Set

    Sleek meets statement in this effortlessly elevated duo. This two-pack bracelet set brings bold, sculptural energy to any wrist stack—just add an iced coffee and oversized sunnies.

    Fit & Features

    • Mixed material two-pack bracelet set
    • Sleek metal band
    • Bamboo-inspired beaded design

    Style Number/Barcode: 07003-000023

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Not Your Basic Buckle Shoulder Bag

    The bag that says, “Yes, I planned the whole outfit around me.” With a sculpted shape and bold gold buckle, it’s giving luxe energy from coffee runs to content shoots.

    Fit & Features

    • Textured faux leather with structured silhouette
    • Slim shoulder strap
    • Bold square buckle accent with gold-tone hardware
    • Zippered top closure

    Style Number/Barcode: 07203-000024

    Category Name: $20 & Under Sale

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Lace Tube Wrap Mini Dress

    Low effort, major impact—this lace mini does the most in the best way. The curve-loving fit and side tie detail give your night-out look that unforgettable vibe.

    Fit & Features

    • Lace lined fabric
    • Strapless tube neckline
    • Faux wrap skirt with tie detail
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000119

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Side Faux Fur Shawl

    Go full-on glam with this cheetah faux fur shawl—soft, bold, and made to layer like a statement. It’s giving “vintage diva energy” without even trying, perfect for elevating any night out or winter look.

    Fit & Features

    • Plush faux fur with cheetah pattern
    • Soft, luxe shawl silhouette
    • Satin lining

    Style Number/Barcode: 07305-000046

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frosted Luxe Faux Fur Shawl

    Soft, plush, and made to steal the spotlight. This faux fur shawl brings the drama with its ultra-fluffy texture and glam finish—perfect for layering over party looks, date-night fits, or holiday ‘gram moments.

    Fit & Features

    • Luxe faux fur with lurex shimmer
    • Satin lining
    • Shawl silhouette

    Style Number/Barcode: 07305-000047

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Language Floral Lace-Up Midi Dress

    Soft texture, bold romance. This floral flocked velvet midi dress stuns with a sweetheart neckline, curve-hugging fit, and lace-up back that adds the perfect touch of drama to dressy occasions and events!

    Fit & Features

    • Flocked floral velvet pattern, mesh-lined fabric with stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Lace-up back, zipper and hook-eye closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000639

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Instinct Tie Back Maxi Dress

    Romantic with a wild streak. This halter maxi dress mixes abstract rose and animal prints with a lace-trim bust and open tie back—perfect for day or night out plans.

    Fit & Features

    • Abstract animal rose print, mesh-lined fabric, moderate stretch
    • Halter plunge neckline, tie closure
    • Lace bust
    • Open tie back design
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000279

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale