$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Soft Spoken Confidence Rib Knit Mini Dress

    Low effort, high payoff. This rib knit foldover off-the-shoulder mini dress hugs just enough while keeping things comfortable, perfect for dinners that turn into late plans.

    Fit & Features

    • Soft rib knit fabric with stretch and lining
    • Foldover off-the-shoulder neckline
    • Long sleeve design
    • A-line mini silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000546

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, L

    Product Badge:
    • Sale
  • Daring Mood Cowl Neck Cold-Shoulder Mini Dress

    When the invite says dress up, you understand the assignment. This cowl neck bodycon mini dress skims in all the right places with a plunging neckline, cold-shoulder drape, and open back that feels both polished and daring.

    Fit & Features

    • Jersey knit fabric, high stretch
    • Mock neckline, plunging cowl neck design
    • Draped cold-shoulder sleeves with open design
    • Open back
    • Ruched waist
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000758

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Serving Sleek Lurex Lace-Up Bodycon Mini Dress

    Serving sleek with a little edge. This lurex knit bodycon mini dress hugs in all the right places with lace-up details that bring the drama for nights out, rooftop drinks, or wherever the plans take you.

    Fit & Features

    • Lurex knit fabric, high sheen
    • Strapless straight-across neckline
    • Dual lace-up front design
    • Back zipper closure
    • Mini-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000762

    Category Name: $20 & Under Sale

    Price: $13.97 $62.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S

    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
  • Serve It Up Long Sleeve Crop Top

    Low effort, high payoff. This long sleeve top brings sultry vibes without even trying. Made from smooth, stretchy fabric that hugs just right, it’s perfect for layering or stealing the spotlight.

    Fit & Features

    • Smooth knit stretch fabric
    • Plunge V-neckline
    • Fitted long sleeves
    • Cutout square back design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000482

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt First Strapless Lace Tiered Mini Dress

    Sweet at first glance, bold once you turn around. This strapless lace mini dress hugs through the bodice and finishes with playful tiered ruffles—made for nights that start casual and end unforgettable.

    Fit & Features

    • Stretch lace-lined fabric with a soft, floral texture
    • Strapless neckline
    • Drop waist silhouette
    • Tiered ruffle skirt
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05102-000557

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romantic Rebel Lace Cross Choker

    A little romantic, a little rebellious—this lace choker knows how to set the tone. The delicate lace band paired with a cross charm adds instant edge, whether you’re styling it for nights out or layering it into your everyday look.

    Fit & Features

    • Delicate sheer lace
    • Cross charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-000421

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Angles Textured Hoop Earrings

    Minimal effort, maximum polish. These textured hoop earrings add just enough shine and detail to make your everyday fit feel styled in seconds.

    Fit & Features

    • Polished construction
    • Medium hoop silhouette
    • Textured etched front detail
    • Post back closure

     

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

    Style Number/Barcode: 07001-000332

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love Notes Rose Mesh Maxi Skirt

    Soft, romantic, and impossible to ignore—this skirt feels like a handwritten note you keep rereading. The rose print and fluid maxi length skim your curves for date night.

    Shop Matching Top: Love Notes Rose Strapless Mesh Corset

    Fit & Features

    • Sheer mesh fabrication, knit lining
    • Mid-rise waist
    • Contrasting rose pattern
    • Fitted bodycon silhouette
    • Maxi length hem
    • Runs true to size

    Style Number/Barcode: 06501-000109

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adella Velvet Strapless Mermaid Formal Dress

    Special Occasion

    Sleek and unforgettable, the Adella velvet gown is designed for evenings that call for refined drama and confident elegance. A strapless twist neckline, sculpted mermaid silhouette, and subtle cutout back come together in a look that feels timeless yet undeniably striking.

    Fit & Features

    • Plush velvet fabric
    • Strapless twist neckline
    • Cutout back, lower ruched seam
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie galas, formal dances, rehearsal dinners, engagement parties, milestone celebrations, fancy date nights, award ceremonies, elegant parties, opera nights

    Style Number/Barcode: 05002-001646

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Weekend Classic Americana Crochet Sweater

    Cue the backyard invites and rooftop sunsets. This Americana crochet sweater brings that laidback cool with its airy knit and American flag graphic—perfect for tossing over denim cutoffs or a bikini when the night cools down.

    Fit & Features

    • Open crochet knit fabric
    • Wide crew neckline
    • Long sleeves
    • Front American flag graphic
    • Mid-length hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-000347

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace It Up Stiletto Booties

    Warning: these are not background shoes. These lace-up stiletto pointed toe booties serve legs, attitude, and just the right amount of drama for nights out, birthday fits, and content-worthy exits.

    Fit & Features

    • 4” stiletto heel, 7” leg opening, 4.5” shaft
    • Pointed-toe
    • Lace-up open front detail
    • Back zipper closure
    • Black: sheer mesh/patent leather material
    • Denim: denim material
    • Runs true to size

    Style Number/Barcode: 07403-000058

    Category Name: $20 & Under Sale

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM, BLACK

    Available Size: 6, 6.5, 7, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Sweet Spur Floral Cowboy Hat

    Western, but make it flirty. This tea-stained straw cowboy hat features a feminine floral band with soft embroidery detailing for the perfect mix of rugged and romantic. Top off your look for festivals, concerts, and bachelorettes!

    Fit & Features

    • Straw material
    • Wide curved brim with floral embroidery, tea-stained finish
    • Floral embroidered band and beaded designs
    • Tea-stained finish top

    Style Number/Barcode: 07302-000310

    Category Name: $20 & Under Sale

    Price: $14.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seaside Rodeo Shell Cowboy Hat

    Coastal cowgirl is calling. This woven straw cowboy hat features a shell-trim band with subtle rope detail, giving beachy energy with a western twist—perfect for vacations, festivals, or sunny day styling.

    Fit & Features 

    • Seashell trimmed band with string tie
    • Wide curved brim
    • Classic cowboy hat silhouette
    • Straw material

    Style Number/Barcode: 07302-000313

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Escape Straw Cowboy Hat

    Easy, effortless, and made for sun-soaked days. This woven straw cowboy hat features a breezy open weave and a braided tie with fringe detail for that laid-back western vibe that goes from beach to festival without missing a beat.

    Fit & Features

    • Straw material
    • Structured cowboy hat silhouette
    • Open weave design
    • Braided tie detail with fringe ends
    • Curved wide brim
    • Adjustable inner strings for a snug fit

    Style Number/Barcode: 07302-000311

    Category Name: $20 & Under Sale

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tania Sequin Bodycon Mini Dress

    Special Occasion

    Bring the shine and dazzle on the dance floor in the Tania sequin bodycon mini dress. She features a sleeveless scoop neckline, bungee spaghetti straps, a short, curve-hugging silhouette, and all-over sequin embroidery in a chic scroll pattern that will catch the light. The sheer mesh fabric features a full knit lining. Style with strappy stilettos for the perfect prom look.

    Fit & Features

    • Sleeveless scoop neckline
    • Strapless or adhesive bra recommended
    • Bungee spaghetti straps
    • Mini-length hem, fitted bodycon silhouette
    • Sequin embroidery, scroll pattern
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1096

    Category Name: $20 & Under Sale

    Price: $29.97 $66.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Layne Square Neck Slim Mesh Formal Dress

    Special Occasion

    Sultry and sophisticated, the Layne mesh formal dress is a stunning option for bridesmaids, wedding guests, or attending a banquet! Featuring a sleeveless square neckline and shoulder straps, this dress is designed to flatter your figure with flexible boning and side-ruched seams. The slim silhouette and high side slit add a touch of sophistication, while the long length hem and mesh-lined fabric exude chic. Complete the look with earrings and block heels.

    Fit & Features

    • Mesh fabric, stretchy knit lining
    • Square neckline, shoulder straps
    • Back zipper and hook-eye closure
    • Flexible boning
    • High side slit
    • Slim silhouette
    • Runs true to size

    Style Number/Barcode: 05002-8519

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes Locked Hoop Bandage Mini Dress

    This dress doesn’t whisper—it knows exactly why you showed up. A sculpted bandage fit with statement hoop details turns every step into a confident pause while the cutout design bares your sultry figure.

    Fit & Features

    • Stretch bandage fabrication
    • Strapless neckline
    • Hoop hardware cutout detail
    • Bodycon mini silhouette
    • Structured fit through bust and waist
    • Runs true to size

    Style Number/Barcode: 05103-000715

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Effortless Confidence Slinky Knit Halter Mini Dress

    Neckline doing the most, effort doing the least. This slinky knit halter mini dress drapes effortlessly up top and sculpts through the body, giving you that sleek, pulled-together feel for nights out.

    Fit & Features

    • Slinky knit fabric with knit lining, high stretch
    • Sleeveless plunging cowl neckline, grommet trim
    • Halter strap, elastic back detail
    • Open back, lower tie-back spaghetti straps
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000793

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RUST

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • After Dark Mesh Mini Dress

    Turn up the heat—this mesh mini was made for the night. Featuring an abstract print, ruched sides, and a sultry lace-up back, it hugs in all the right places while keeping things lightweight and effortless. 

    Fit & Features

    • Abstract print, mesh-lined stretchy fabric
    • Sweetheart neckline
    • Spagehtti straps
    • Lace-up open back
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000528

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WINE

    Available Size: L, XL

    Product Badge:
    • Sale
  • Vacation Coded Floral Maxi Dress

    This tropical floral print maxi drapes in airy mesh with a soft cowl neck and lace-up back, flowing into a floor grazing hem that moves like you planned this getaway all along. Perfect for weekend and long getaways, where the sun will shine on you in this gorgeous dress!

    Fit & Features

    • Tropical floral print, mesh fabric, soft knit lining
    • Cowl neck, spaghetti straps
    • Lace-up back
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000990

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XL

    Product Badge:
    • Sale
  • Kyla Velvet Cutout Skater Short Dress

    Special Occasion

    Decadent and daring, the Kyla velvet corset skater dress is made for entrances that stop the room. With its sculpted bodice, open back, and twirl-ready skirt, it delivers luxe drama for making an entrance.

    Fit & Features

    • Velvet fabric
    • Pleated sweetheart neckline
    • Wide shoulder straps
    • Corset-designed bodice, drop waist seam
    • Cutout back
    • Skater silhouette, short-length hem
    • Runs true to size

     

    Where to Wear:

    HOCO, weddings, rehearsal dinners, engagement parties, milestone celebrations, red-carpet occasions, holiday soirees, date nights, birthday dinners, semi-formal events

    Style Number/Barcode: 05001-000481

    Category Name: $20 & Under Sale

    Price: $39.97 $74.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: S

    Product Badge:
    • Sale
  • Marybelle Satin A-Line Formal Dress

    Special Occasion

    A spotlight-worthy gown with a touch of shimmer and edge. The Marybelle formal dress drapes in lustrous satin, detailed with mirror paillettes and waist cutouts outlined in rhinestones for that luminous, sculpted finish—made for entrances that linger in their memory.

    Fit & Features

    • Premium satin fabric, stretchy knit linings
    • V-neckline, padded bra cups
    • Mesh and rhinestone-embellished adjustable spaghetti straps
    • Rhinestone-embellished trim bust and mirror paillettes
    • Bar back with closure, back zipper and hook-eye closure
    • Waist and back cutout, A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Black-tie weddings, formal galas, charity events, holiday and New Year's Eve parties, red-carpet occasions, engagement dinners, anniversary celebrations, evening receptions, cocktail galas, upscale fashion-forward events

    Style Number/Barcode: 05002-000594

    Category Name: $20 & Under Sale

    Price: $69.97 $149.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: L

    Product Badge:
    • Sale
  • Kara Formal Floral High-Slit Mermaid Dress

    Special Occasion

    For the evening when elegance feels instinctive, The Kara stuns in floral lace with a sculpted mermaid silhouette and a striking front slit that reveals just the right amount of movement. Beaded sequins shimmer across the V-neck bodice and delicate straps, creating a look that feels refined, romantic, and unforgettable from ceremony to last dance.

    Fit & Features

    • Floral lace fabric with a smooth knit lining
    • Sleeveless V-neckline with adjustable spaghetti straps
    • Padded bra cups
    • Lace-up back with lower zipper and hook-eye closure
    • High front-slit
    • Fitted mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, galas, black-tie parties, red-carpet events, and formal affairs.

    Style Number/Barcode: 05002-001512

    Category Name: $20 & Under Sale

    Price: $39.97 $129.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, PRINT

    Available Size: XS, S, M

    Product Badge:
    • Sale