$20 & Under Sale

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.

  • Cecelia Glitter Sequin A-Line Ball Gown

    Special Occasion

    Cue the slow turn—The Cecelia gown was made for that effortless entrance that lingers long after you’ve crossed the room. Designed in glitter mesh with an allover glitter sequin pattern, this A-line silhouette features a sculpted sweetheart neckline and lace-up back for a polished, romantic finish worthy of any formal night.

    Fit & Features

    • Glitter sequin pattern, mesh fabric, tulle and satin, woven linings
    • Sweetheart neckline, padded bra cups, spaghetti straps
    • Lace-up back design, hidden zipper and hook-eye closure
    • Hidden side pockets
    • A-line floor-length silhouette with full skirt
    • Runs true to size

     

    Where to Wear:

    Prom, galas, black tie military balls, awards banquets, pageants, sorority formals, graduation balls, big birthday events, sweet sixteens, quinceañeras 

    Style Number/Barcode: 05005-000019

    Category Name: $20 & Under Sale

    Price: $49.97 $229.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melissa Corset Tulle A-Line Ball Gown

    Special Occasion

    Designed to feel nothing short of breathtaking, the Melissa ball gown brings a sense of grandeur to every entrance. Layers of airy tulle flow from a sculpted corset bodice adorned with rhinestones, applique, and gemstone detailing, creating a look that feels regal, romantic, and unforgettable.

    Fit & Features

    • Soft tulle fabric with knit lining
    • Corset bodice with rhinestone, applique, and gemstone detailing, padded bra cups
    • Sweetheart neckline, spaghetti straps
    • Lace up back, hidden zipper and hook-eye closure
    • High front slit
    • A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, formal balls, galas, black tie celebrations, sweet sixteen, milestone birthday events, formal award ceremonies, elegant red-carpet occasions

    Style Number/Barcode: 05005-000048

    Category Name: $20 & Under Sale

    Price: $49.97 $239.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Olivia Beaded Floral Mermaid Formal Dress

    Special Occasion

    Plucked fresh from the garden, the Olivia beaded gown is made for elegant moments that feel beautifully elevated. A strapless neckline, garden floral pattern, and a sculpted mermaid floor-length hem come together with a sleek bar back detail for a look that feels polished from every angle.

    Fit & Features

    • Garden floral pattern with intricate beaded detailing
    • Strapless neckline 
    • Bar back design
    • Mermaid silhouette with a floor-length hem
    • Runs true to size

     

    Where to Wear:

    Outdoor and indoor weddings, black tie receptions, spring galas, formal school dances, destination celebrations, engagement parties, rehearsal dinners, bridal celebrations, milestone events, baby showers

    Style Number/Barcode: 05002-001097

    Category Name: $20 & Under Sale

    Price: $19.97 $169.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Fantasy Sequin A Line Mini Dress

    Bring the sparkle and the romance—this floral sequin strapless mini dress shines from every angle with a lace-up back and flirty A-line silhouette. Perfect for parties, formal dances, and every unforgettable look out on the town!

    Fit & Features

    • Floral sequin pattern, mesh-lined fabric, stretchy
    • Strapless tube neckline
    • Lace-up back, lower zipper and hook-eye closure
    • A-line fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000676

    Category Name: $20 & Under Sale

    Price: $9.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetheart Ruffle Lace Up Skater Dress

    Soft, sweet, and a little sultry—this skater dress charms with flirty off-shoulder ruffles and a lace-up back. The fitted bodice flows into a twirl-worthy skirt, making it perfect for date nights or daytime parties.

    Fit & Features

    • Chiffon-lined fabric
    • Cold shoulder sweetheart neckline, ruffled trim
    • Halter spaghetti strap
    • Lace-up back design
    • Fitted bodice with corset detailing
    • Skater short-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000676

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fave Fit Low-Rise Hot Shorts

    These low-rise hot shorts bring just enough attitude for your fave fits. The form-hugging silhouette keeps everything snatched and styled, whether you’re dressing them up with heels or keeping it effortless on the go.

    Fit & Features

    • Woven fabric
    • Low-rise waist, belt loops
    • Front closure
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06303-000042

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

    Product Badge:
    • Sale
  • City Lights Corset Denim Mini Dress

    Meet your after-dark essential—flirty, fitted, and ready for the spotlight. This lace up denim mini is the ultimate cool-girl piece to take you from golden hour snaps to rooftop cocktails.

    Fit & Features

    • Structured denim fabrication, knit panty lining
    • Strapless sweetheart neckline
    • Back zipper and hook-eye closure
    • Corset-like bodice
    • Lace up corset front detail
    • Flared skater hem, mini length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000756

    Category Name: $20 & Under Sale

    Price: $52.90

    Availability: In Stock

    Available Color: LIGHT, DENIM

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Effortless Shine Rhinestone Necklace

    Sleek, sparkly, and made to catch the light. This rhinestone lariat necklace brings an elegant shimmer with a cascading drop design—perfect for low necklines and formal looks.

    Fit & Features

    • Rhinestone accents
    • Layered chain with delicate beading
    • Cascading lariat style
    • Lobster clasp closure

    Style Number/Barcode: 07002-000251

    Category Name: $20 & Under Sale

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kenzie Floral Formal Dress With Bag

    Special Occasion

    The Kenzie satin gown brings an effortless kind of glamour with its floral print and curve-skimming mermaid silhouette. The detachable spaghetti straps and matching clutch bag make it the kind of look that feels polished from ceremony to champagne toast.

    Fit & Features

    • Floral print, satin fabric, sewn-in short knit lining
    • Square neckline, padded bra cups
    • Detachable and adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Mermaid sheer mesh floor-length silhouette
    • Runs true to size
    • Includes a matching clutch bag with a drawstring closure

     

    Where to Wear:

    Weddings, black tie galas, engagement photoshoots, anniversaries, vacations, honeymoons, destination celebrations, fancy garden parties, big birthday events, fashion-forward occasions

    Style Number/Barcode: 05002-001153

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, PRINT, PRINT-2

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

    Product Badge:
    • Sale
  • Faithfully Chic Cross Necklace

    A little bit timeless, a little bit trendsetter — this necklace brings a warm golden glow to every fit. Designed with a delicate bead-detailed chain and a dainty cross drop charm, it layers effortlessly with your everyday pieces or stands alone for a subtle, spiritual moment.

    Fit & Features

    • Rosary-style necklace design
    • Gold-tone beaded chain
    • Dainty drop lariat silhouette
    • Textured cross charm pendant
    • Lobster clasp closure
    • Lightweight feel

    Style Number/Barcode: 07002-000229

    Category Name: $20 & Under Sale

    Price: $4.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Shimmer Cowboy Hat

    A little country, a little shiny, exactly how we like it. This shimmer cowboy hat adds the perfect finishing touch for concerts, bachelorette weekends, and country bars.

    Fit & Features

    • Classic cowboy hat silhouette
    • Wide curved brim
    • Shimmer material

    Style Number/Barcode: 07302-000295

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rose Formal Mesh Corset Column Dress

    Special Occasion

    The Rose formal long column dress is the perfect combination of elegance and glamour with a sheer corset trim and high-side slit for effortless allure!

    Fit & Features

    • Mesh fabric, partial stretchy knit lining
    • Sleeveless sweetheart neckline, cowl pleating
    • Adjustable spaghetti straps, crisscross open back
    • Padded bust, sheer corset bodice, flexible boning
    • Side ruched seams, fitted column silhouette
    • High-side slit, floor-length hem
    • Style runs small

     

    Where to Wear:

    Prom, weddings, bridesmaids, rehearsal dinners, cocktail soirees, and dressed-up date nights.

    Style Number/Barcode: 05002-8333

    Category Name: $20 & Under Sale

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Shine Patent Shoulder Bag

    Shiny, structured, and seriously versatile—this patent shoulder bag gives your everyday look a sleek upgrade. Dual straps, a secure flap-and-zip combo, and a roomy interior make it the perfect carryall when you want practicality wrapped in polish.

    Fit & Features

    • Dual shoulder straps
    • Front flap with snap-button closure
    • Top zipper closure
    • Spacious interior
    • Glossy patent faux leather material

    Style Number/Barcode: 07203-000100

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Confidence Curved Rectangle Sunglasses

    These curved rectangle sunglasses bring sleek confidence with a lightweight metal frame and polarized tinted lenses that keep everything looking sharp from brunch to beach days.

    Fit & Features

    • Curved rectangular shape
    • Thin metal frame
    • Rubber nose pads
    • Polarized tinted lenses

    Style Number/Barcode: 07008-000112

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Luxe Satin Bow Clutch Purse

    A little bow goes a long way. This satin clutch brings instant glam with its chic metal handle and soft sheen—perfect for date nights, weddings, or any moment that deserves a touch of drama.

    Fit & Features

    • Front bow
    • Detachable chain crossbody strap
    • Sleek metal trim handle
    • Top push-clasp closure
    • Spacious interior with a pocket
    • Satin material

    Style Number/Barcode: 07204-000028

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Charm Faux Suede Corset Top

    Serving soft structure with a little attitude. This faux suede corset top hugs in all the right places, giving you that sculpted, confident fit that works from daytime denim to late-night plans.

    Fit & Features

    • Faux suede fabric, moderate stretch
    • Sleeveless sweetheart neckline with scalloped lace trim
    • Structured bust with underwire, flexible boning
    • Adjustable spaghetti straps, back zipper closure
    • Front flamestitch design
    • Angled hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000635

    Category Name: $20 & Under Sale

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Plans Eyelet Mini Dress

    Caught feelings for this one instantly. This eyelet dress feels light and playful, perfect for brunch dates, daytime plans, or wherever the mood takes you.

    Fit & Features

    • Eyelet knit fabric, smooth knit lining
    • V-neckline
    • Adjustable spaghetti straps
    • Fitted bodice
    • Tiered ruffle mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000471

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: L

    Product Badge:
    • Sale
  • Twirl Me Twice Polka Dot Skater Dress

    This halter mini dress gives classic pin-up energy with a modern twist—plunging neckline, drop-waist shaping, and a playful skater hem that moves right with you. The polka dots keep it sweet, but the fit? Definitely not shy.

    Fit & Features

    • Woven fabric with an allover polka dot print and woven lining
    • Plunging halter neckline with a keyhole accent
    • Drop waist seam that creates a flared Short skater silhouette
    • Hidden back zipper and hook-eye closure for a smooth fit
    • Runs true to size

    Style Number/Barcode: 05101-000820

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Urban Muse Shoulder Bag

    The definition of sleek and structured. This faux leather shoulder bag features buckle strap details that add a touch of edge—perfect for dressing up your day looks or polishing off a night-out fit.

    Fit & Features

    • Adjustable buckle grommet shoulder strap
    • Top zipper closure
    • Strappy belt buckle design
    • Spacious lined interior
    • Faux leather material

    Style Number/Barcode: 07203-000095

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mandy Lace-Up Slit Mermaid Sequin Formal Dress

    Special Occasion

    Glitter with glamour in the Mandy sequin formal dress designed with a lace-up back that captures attention and a stunning mermaid silhouette that flaunts your figure.

    This dazzling dress was made for the spotlight! Love the shimmer? Discover more sequin prom dresses or find a sophisticated look in our wedding guest dresses.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, moderate stretch
    • Sequin embroidered floral pattern
    • Sleeveless square neckline, pleated cowl draped overlay
    • Spaghetti straps, open lace-up strappy back design
    • Flexible boning, high waist seam, lower back zipper with hook-eye closure
    • High front slit, floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, and formal parties.

    Style Number/Barcode: 05002-9395

    Category Name: $20 & Under Sale

    Price: $49.97 $119.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Muse Oversized Denim Jacket

    Western layers just hit different. This oversized denim trucker jacket brings that cool lived-in vibe with a relaxed fit that’s perfect for layering over dresses, tees, or your favorite concert look.

    Fit & Features

    • Mineral wash denim fabric
    • Collar neckline
    • Relaxed long sleeves
    • Button-up closures
    • Front pockets
    • Oversized silhouette
    • Runs true to size

    Style Number/Barcode: 06203-000035

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mckensie Glitter Mermaid Formal Dress

    Special Occasion

    Made for your slow-turn moment, the Mckensie glitter knit mermaid gown hugs in all the right places before softly flaring for a fluid, sculpted finish. The delicate tie front and open back detail add a touch of intrigue, striking that perfect balance between polished and alluring.

    Fit & Features

    • Glitter knit-lined fabric, moderate stretch
    • Plunge V-neckline with tie front
    • Spaghetti straps
    • Open tie-back
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie events, galas, engagement parties, rehearsal dinners, birthdays, prom, resort destinations, vacations, formal celebrations

    Style Number/Barcode: 05002-001486

    Category Name: $20 & Under Sale

    Price: $89.90

    Availability: In Stock

    Available Color: BROWN, LAVENDER

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sunset Siren Cutout Bodycon Mini Dress

    Serving sunkissed goddess with zero effort. This cutout bodycon mini dress hugs in all the right places, with sun-shaped hardware that turns a simple night out into a full-style statement.

    Fit & Features

    • Textured knit fabric, high stretch
    • Strapless sweetheart neckline
    • Dual cutouts at the bodice
    • Metal sun-shaped hardware accents
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000445

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shoreline Siren Hoop Cutout Swimsuit

    This one-piece turns the beach into your runway with bold hoop cutouts and a plunge that knows exactly what it’s doing. The silhouette shapes, lifts, and flatters while giving you that effortless “I make swimwear look intentional” confidence.

    Fit & Features

    • One-piece swimsuit with O-ring cutout detailing
    • Deep plunge neckline with adjustable halter ties, removable padded bra cups
    • Open sides with high-cut leg
    • Stretch swim fabric with minimal coverage
    • Runs true to size
    • Returns are not accepted without the hygienic liner

    Style Number/Barcode: 07105-000016

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale