$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.

  • Mia Metallic Halter Slit Formal Dress

    Special Occasion

    For nights that call for something unforgettable, the Mia dress delivers liquid shine and sculpted allure in every step. Crafted in metallic knit with a plunge halter neckline, open back, and high side slit, this form-hugging long hem silhouette is equal parts sultry and refined.

    Fit & Features

    • Metallic slinky knit stretch fabric
    • Plunge halter neckline
    • Open back
    • High side slit
    • Form-hugging, long-length silhouette
    • Runs true to size

     

    Where to Wear:

    Vacations, cocktail parties, birthday dinners, honeymoons, date nights, bachelorettes

    Style Number/Barcode: 05002-001166

    Category Name: $20 & Under Sale

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: METALLIC

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

    Product Badge:
    • Sale
  • Island After Hours One Shoulder Maxi Dress

    This is what you pack when the itinerary says “sunset drinks,” and you plan on being the view. The one-shoulder neckline with hardware detail gives elevates the look, while the tropical floral print and front slit keep it flowy, flirty, and very camera-ready.

    Fit & Features

    • Tropical floral print knit fabric
    • One-shoulder neckline
    • Statement hardware strap detail
    • Front slit with ruffle accent
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 05102-000419

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S

    Product Badge:
    • Sale
  • Game On Jersey 87 Corset Top

    For the girl who came to win and look good doing it. This jersey corset top brings sporty spice energy with its structured fit and athletic mesh texture—perfect for tailgates, content days, or stealing the spotlight in any crowd.

    Fit & Features

    • Jersey mesh-lined fabric
    • Strapless tube neckline
    • 87 front graphic
    • Corset-structured bodice, flexible boning inserts
    • Hidden back hook and eye closures
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000446

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: M, L

    Product Badge:
    • Sale
  • Noir Charm Hand Chain Bracelet

    Give your wrist the moment it deserves. This hand chain brings major mystique with glossy marquise accents and delicate chainwork that loops effortlessly around your finger. It’s the kind of jewelry that turns a simple outfit into a whole vibe—sleek, bold, and a little irresistible.

    Fit & Features

    • Delicate chain
    • Colored marquise-style stone accents
    • Finger loop attachment for a seamless drape
    • Lobster clasp closure

    Style Number/Barcode: 07003-000193

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kyrah Geometric Sequin Formal Dress

    Special Occasion

    Designed to catch the light from every angle, the Kyrah geometric sequin mermaid gown delivers a sleek, confident presence with a modern edge. A strappy tie back and front slit elevate the silhouette, creating a polished yet striking look made for unforgettable formal moments.

    Fit & Features

    • Sequin fabric with geometric pattern, mesh-lined fabric
    • Halter V-neckline,padded bra cups, spaghetti straps
    • Strappy open tie back design, zipper and hook-eye closure
    • Front slit 
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, formal milestone celebrations, special events, red-carpet occasions, big birthday events, anniversaries, glamorous soirees, award dinner shows

    Style Number/Barcode: 05002-001441

    Category Name: $20 & Under Sale

    Price: $29.97 $89.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NAVY

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Sparkle Lane Four Pack Ring Set

    When your hands are already talking, these rhinestone rings make sure they’re saying something cute. A mix of shimmering stones and sculpted shapes gives you that “effortlessly accessorized” moment without lifting a finger… well, except to slide them on.

    Fit & Features

    • Mixed four-pack ring designs
    • Rhinestone embellishments
    • Wrap and band silhouettes

    Style Number/Barcode: 07004-000089

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacation Muse Floral Halter Maxi Dress

    This is the dress that makes every plan feel like a getaway. The plunging halter keeps it bold, while the floral appliqué brings that playful, standout detail.

    Fit & Features

    • Statement floral applique, stretch knit fabric
    • Plunge halter neckline
    • Open back design with tie
    • Center back slit
    • Form-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000446

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: In Stock

    Available Color: YELLOW

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Late Dinner Plans Halter Slit Midi Dress

    Sleek, confident, and zero hesitation required. This rib knit halter midi dress hugs in all the right places with a bodycon silhouette that’s made for plans that deserve a little drama.

    Fit & Features

    • Stretch rib knit fabric
    • Halter neckline with open back finish
    • Bodycon midi dress silhouette
    • Side slit detail
    • Runs true to size

    Style Number/Barcode: 06005-000267

    Category Name: $20 & Under Sale

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK, RED, YELLOW, LIGHT, BLUE, WHITE, MUSTARD, BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Untamed Heat Plunge Halter Top

    For nights that call for bold moves, this animal print halter brings the wild factor. With a daring plunge neckline and form-hugging fit, it’s built for making an entrance.

    Fit & Features

    • Animal print, mesh fabric, partial knit lining
    • Wired plunge halter neckline, tie closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000288

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Aria Glitter Sequin Mesh A-Line Gown

    Special Occasion

    Designed for a gorgeous entrance, the Aria glitter sequin mesh A-line gown moves with light-catching drama from every angle. A structured corset bodice adds definition and elegance, making it a perfect choice for nights that call for elevated glamour.

    Fit & Features

    • Sheer mesh fabric with partial woven lining, no stretch, tulle lining for added volume
    • Glitter and sequin swirl pattern
    • Sleeveless square neckline, padded bust
    • Corset-style bodice with sheer panel, flexible boning
    • Adjustable spaghetti straps, open lace-up back, lower back hidden zipper with hook-eye closure
    • Floor-sweeping A-line silhouette, pleated detailing, hidden lined side pockets
    • Runs true to size

     

    Where to Wear:

    Prom, galas, black-tie parties, red-carpet events, and fancy soirees.

    Style Number/Barcode: 05005-000015

    Category Name: $20 & Under Sale

    Price: $79.97 $269.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: 3, 5, 7, 9, 11, 13

    Product Badge:
    • Sale
  • Mystic Edge Statement Ring

    This statement ring brings that grounded, earthy power with a bold, polished finish. It’s the kind of piece that instantly elevates your hand stack—rich, striking, and full of character.

    Fit & Features

    • Large tiger eye stone centerpiece
    • Smooth high-shine band
    • Sculptural statement silhouette

    Style Number/Barcode: 07004-000095

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: 7, 8

    Product Badge:
    • Sale
  • Garden Glow Wrap Bracelet

    A little floral, a lot of sparkle. This rhinestone memory wire bracelet wraps effortlessly around your wrist, featuring delicate flower accents that shimmer with every move. Perfect for stacking or letting it steal the spotlight solo.

    Fit & Features

    • Flexible memory wire cuff design
    • Rhinestone-embellished two-row design
    • Flower ends

    Style Number/Barcode: 07003-000177

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Vibe Faux Suede Cutout Tube Top

    The top that makes a simple jeans moment feel like a vibe. This faux suede cutout tube top hugs in all the right places with a bold O-ring detail and flyaway front that brings just enough drama for nights out, concerts, or any plan that calls for a little extra attitude.

    Fit & Features

    • Faux suede knit fabric, moderate stretch
    • Strapless sweetheart neckline
    • Open metal ring accent at the bust
    • Front flyaway design
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-000453

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Silky Move Cowl Neck Crop Top

    Soft, sleek, and made to move with you. This crop top hugs your curves with a silky drape and subtle sheen that elevates your night out. Shop the matching skirt.

    Shop The Matching Skirt: Silky Move Tie-Front Mini Skirt

    Fit & Features

    • Smooth double-lined knit stretchy fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Ruched side seams
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000320

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Point Whipstitch Stiletto Heels

    It’s all in the details. These whipstitch stiletto heels bring a sleek finish to any look with their pointed toe and delicate ankle strap—made for dinner plans, date nights, and everything that calls for a little extra polish.

    Fit & Features

    • 4.5" stiletto heel
    • Whipstitch closed pointed-toe
    • Adjustable ankle strap with buckle closure
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000517

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: 10

    Product Badge:
    • Sale
  • Slither And Shine Hot Shorts

    Sleek, shiny, and just a little wild. These snake-print sequin shorts bring all the heat with a high-shine finish and body-hugging fit that’s made to move (and be noticed).

    Fit & Features

    • Snake print, sequin-embellished fabric
    • High-rise waist
    • Form-hugging fit
    • Cheeky hem
    • Runs true to size

    Style Number/Barcode: 06403-000086

    Category Name: $20 & Under Sale

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SNAKE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Pretty Please Floral Skater Dress

    This skater dress is made for twirling through sunny days and stealing the spotlight without trying. The soft floral print and lace trim give it that dreamy, cottage-core feel while the corset details keep it flirty and flattering.

    Fit & Features

    • Floral print, cotton fabric, tulle and woven lace trim linings
    • Strapless ruched tie front neckline
    • Pleated and lace trim bodice details, flexible boning
    • Lace-up back placket, side zipper and hook-eye closure
    • Drop waist seam, skater silhouette
    • Lace trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000996

    Category Name: $20 & Under Sale

    Price: $28.97 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: L

    Product Badge:
    • Sale
  • Naomi Velvet Rose Applique Formal Dress

    Special Occasion

    There’s a certain kind of drama that only velvet can deliver. The Naomi dress pairs a sculpted mermaid silhouette with romantic rose applique and a daring high slit, creating a look that feels equal parts timeless elegance and modern allure for your most unforgettable evenings.

    Fit & Features

    • Velvet fabric with knit lining
    • Strapless neckline, padded bra cups, non-slip grip lining
    • Back lace-up cutout, zipper and hook-eye closure
    • Rose appliqué along the bodice
    • High front slit
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, galas, black tie celebrations, award ceremonies, cocktail soirees, date nights, birthday dinners, formal occasions

    Style Number/Barcode: 05002-001058

    Category Name: $20 & Under Sale

    Price: $39.97 $99.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, XXS

    Product Badge:
    • Sale
  • Play It Cool Studded Moto Jacket

    She’s bold, she’s effortless, she’s that layer that makes every outfit hit harder. This faux leather moto jacket brings major attitude with studded detailing, long sleeves, and a cropped silhouette that’s made to pair with everything.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Standing collar neckline
    • Long sleeves
    • Front zip-up closure
    • Studded embellishments
    • Crop-length hem
    • Runs true to size

    Style Number/Barcode: 06204-000047

    Category Name: $20 & Under Sale

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Desert After Dark Concho Statement Earrings

    Bold, sculptural, and impossible to ignore. These concho statement earrings bring a striking edge that turns even a simple outfit into a whole look.

    Fit & Features

    • Metal construction with embossed concho details
    • Linear statement silhouette with elongated drop
    • Post back closure

     

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

    Style Number/Barcode: 07001-000281

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kelsey Sequin Floral Slit Formal Dress

    Special Occasion

    Designed for entrances that linger, the Kelsey sequin mermaid gown moves with a soft, romantic fluidity that feels instantly elevated. A floral pattern, lace-up back, and high side slit bring polish with just enough allure for unforgettable moments.

    Fit & Features

    • Floral pattern, sequin fabric, knit lining
    • V-neckline, padded bra cups, spaghetti straps
    • Lace-up back design, zipper and hook-eye closure
    • High side slit
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, black tie galas, resort soirees, fancy milestone celebrations, red-carpet occasions, balls, anniversaries, garden parties

    Style Number/Barcode: 05002-001424

    Category Name: $20 & Under Sale

    Price: $39.97 $99.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XXS, XS, S, M

    Product Badge:
    • Sale
  • Never Have I Ever Cowgirl Stickers

    Your outfit’s cute, but where’s the sparkle? These cowgirl diva rhinestone stickers bring the drama with western-inspired designs that level up your festival outfits, concert looks, and hitting up the country bars!

    Fit & Features

    • Includes 5 rhinestone stickers
    • Adhesive backing
    • Assorted cowgirl-inspired designs
    • Easy application directions included

    Style Number/Barcode: 07307-000036

    Category Name: $20 & Under Sale

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Luxe A-Line Mini Dress

    Quiet luxury, but make it undeniable. This A-line mini dress hugs just right through the waist, then flares out for that easy, put-together vibe—perfect for anything from brunch plans to last-minute dinner reservations.

    Fit & Features

    • Ponte knit fabric with sewn-in knit lining, moderate stretch
    • Sleeveless boat neckline
    • Tank shoulder straps
    • Hidden back zipper closure with hook-eye closure
    • Dual front pocket accents
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001005

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Timing Heart Charm Watch

    Your wrist just found its new crush. This rhinestone trim watch with a dainty heart charm chain band serves timeless sparkle that instantly upgrades any look.

    Fit & Features

    • Rhinestone trim watch face
    • Adjustable side dial
    • Heart charm chain band
    • Adjustable slider bead

    Style Number/Barcode: 07007-000038

    Category Name: $20 & Under Sale

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale