$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.

  • Just Add Plans Strapless Skater Dress

    Effortlessly cute, always ready for fun. This strapless skater dress pairs a sleek fit with a pleated mini hem that’s made for twirling into your next big moment.

    Fit & Features

    • Smooth ponte fabric, knit lining
    • Strapless neckline
    • Skater silhouette
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000412

    Category Name: $20 & Under Sale

    Price: $7.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Anne Halter Cutout Mermaid Formal Dress

    Special Occasion

    Made for grand entrances, the Anne floor-length gown features a halter neckline with a bold keyhole cutout and an open lace-up back. The curve-contouring mermaid silhouette flows into a floor-sweeping hem, serving sleek sophistication with every step.

    Fit & Features

    • Sleek knit-lined stretchy fabric
    • Halter cutout neckline
    • Lace-up back, lower zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie galas, charity auctions, nights at the theatre, engagement parties, rehearsal dinners, military balls, red-carpet occasions, big birthday events

    Style Number/Barcode: 05002-000291

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Crush Lace-Up Mini Dress

    Dripping in sparkle—this rhinestone halter mini dress shines with a draped cowl neckline, curve-hugging ruching, and a lace-up open back that’s pure fire. Perfect for birthdays, nights out, or anytime you’re in the mood to steal the spotlight.

    Fit & Features

    • Rhinestone-embellished, mesh-lined stretch fabric
    • Halter cowl neckline
    • Open back with strappy detail
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000339

    Category Name: $20 & Under Sale

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wine And Roses Lace Mini Dress

    This strapless lace mini dress brings romantic energy with its floral lace overlay and curve-hugging silhouette. Perfect for dinner dates or cocktail parties.

    Fit & Features

    • Velvet lace fabric lined with stretchy knit
    • Strapless corset bodice, flexible boning inserts
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000438

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spark Factor Rhinestone Mesh Mini Dress

    Made for the spotlight, this mini dress sparkles from every angle. The rhinestone-embellished mesh hugs your curves with a stretchy, body-skimming fit that’s perfect for nights that call for all eyes on you.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Swirl embroidery, rhinestone embellishments
    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Form-hugging silhouette
    • Ruched side seam, short side slit
    • Mini-length A-line hem
    • Runs true to size

    Style Number/Barcode: 05103-000293

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Midnight Garden Floral Midi Dress

    Fall florals, but make them sultry. This halter midi dress features a plunging neckline and all-over floral soutache design that catches the light with every move. With its body-skimming fit and subtle side slit, it’s made for candlelit dinners and dressy occasions!

    Fit & Features

    • Floral satin soutache designs, knit fabric, moderate stretch
    • Halter V-neckline
    • Open back, zipper and hook-eye closure
    • Side slit
    • Form-hugging fit, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000374

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Café Society Floral Midi Dress

    This floral midi dress hugs in all the right places with its bodycon fit, dainty straps, and subtle flare hem that moves with you. Effortlessly romantic and lowkey luxe—it’s giving candlelit perfection.

    Fit & Features

    • Floral velvet mesh-lined fabric
    • Scoop neckline
    • Adjustable spaghetti straps
    • Bodycon fit
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000375

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All In The Flirt Halter Mini Dress

    Catch all the compliments. This mini halter dress features a fitted bodice and a flirty, layered skirt, perfect for your next sunny day brunch or a cute date night!

    Fit & Features

    • Smooth knit fabric
    • Square neckline
    • Wide shoulder straps
    • Low-back cut design
    • Skater silhouette
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000228

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Own The Vibe Sequin Lace-Up Mini Dress

    When you’re in the mood to shine a little louder, this sequin mini dress delivers. The lace-up back pulls everything together—literally—with a fit that hugs your curves just right.

    Fit & Features

    • Sheer mesh fabric with knit lining and moderate stretch
    • All-over sequin embellishment for a high-shine finish
    • V-neckline with padded bust
    • Dual spaghetti straps, adjustable
    • Lace-up open back design, lower back zipper with hook-eye closure
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000369

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer And Spin Glitter Mini Dress

    Playful yet polished—this glitter skater mini dress shines with a strapless neckline and flared silhouette that moves with you. Perfect for parties, birthday dinners, or any RSVP events!

    Fit & Features

    • Glitter knit fabric with stretch, knit lining
    • Strapless neckline
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000376

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Garden Glam Floral Maxi Dress

    This isn’t your garden-variety maxi dress, floral abstract print meets daring cutouts and sleek hardware trim for a look that’s equal parts sultry and statement. Perfect for casual celebrations, destination nights, or when you’re ready to own the room.

    Fit & Features

    • Floral Abstract print, mesh-lined stretch fabric
    • Strapless sweetheart neckline, hardware trim
    • Cutout bodice
    • Side ruched seams
    • Curve-hugging, maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000209

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Own the Night Strappy Back Mini Dress

    Confidence required. With its daring open back and strappy detail, this sleek long sleeve mini dress is designed to turn every head in the room.

    Fit & Features

    • Slinky knit fabric, moderate stretch
    • V-neckline
    • Fitted long sleeves
    • Open strappy back
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000404

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kayley Off-The-Shoulder Midi Formal Dress

    Special Occasion

    Effortless allure meets sculptural elegance on the Kayley formal midi dress, designed with a striking one-shoulder neckline and a twist-front bust that draws the eye. The sleek front slit adds just enough edge for your next RSVP-worthy moment.

    Fit & Features

    • Stretch satin fabric, smooth knit lining
    • Off-the-shoulder neckline, padded bra cups
    • Twist bust accent
    • Back zipper and hook-eye closure
    • Form-hugging fit, front slit
    • Midi-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, rehearsal dinners, engagement parties, bridal showers, bachelorettes, engagement photoshoots, baby showers, birthdays, date nights, black tie events, galas

    Style Number/Barcode: 05001-000356

    Category Name: $20 & Under Sale

    Price: $19.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Golden Hour Goddess Cutout Maxi Dress

    For when the invite says “yacht chic” and you’re ready to own the deck. The luxe cutout and gold hardware bring that high-glam energy, while the body-hugging fit keeps it sultry.

    Fit & Features

    • Smooth stretch fabric with lining
    • Plunging halter V-neckline
    • Statement gold hardware detail
    • Front cutout design
    • Form-hugging silhouette, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000411

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Looks Mock Neck Ponte Mini Dress

    Not your average court-side fit. This contrast-trim mini dress serves preppy energy with a flirty twist—perfect for brunch, errands, or wherever the vibe is “cute but casual.”

    Fit & Features

    • Black has contrast-trim
    • Smooth ponte knit fabric with stretch
    • Mock neckline
    • Keyhole cutout with button closure
    • A-Line silhouette
    • Front slit accent, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000205

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Focus Cable Knit Midi Dress

    Knits, but make it chic—this tube cable knit midi dress hugs your shape while keeping it cozy. Perfect for layering with a jacket or going solo for an effortlessly polished vibe.

    Fit & Features

    • Cable knit fabric, stretchy knit lining
    • Tube strapless neckline
    • Form-hugging silhouette
    • Center back slit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000203

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Janessa Velvet One-Shoulder Mini Dress

    Special Occasion

    Designed to turn heads from every angle, the Janessa mini dress stuns in plush velvet with a sculpted one-shoulder neckline and delicate dual spaghetti straps. The mesh beaded bodice catches the light with every move, while the bodycon fit and mini hem keep the look sleek, sultry, and completely unforgettable.

     

    Fit & Features

    • Plush soft velvet fabric lined with stretch knit
    • One-shoulder neckline, padded bra cups
    • Adjustable dual spagehtti straps
    • Side zipper and hook-eye closure
    • Side applique beaded mesh bodice
    • Bodycon fit, mini-length hem
    • Runs true to size

     

    Where to Wear: 

    Weddings, cocktail parties, date nights, birthdays, holiday celebrations, engagement parties, evening receptions, semi-formal occasions

    Style Number/Barcode: 05001-000383

    Category Name: $20 & Under Sale

    Price: $14.97 $76.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist the Plot Bodycon Midi Dress

    A little sheer, a little sculpted—this mesh off-shoulder midi is your new statement staple. With its asymmetrical neckline and ruched detailing, it hugs every curve while keeping things effortlessly elevated.

    Fit & Features

    • Mesh fabric lined with stretch knit
    • Asymmetrical off-the-shoulder neckline
    • Ruched side seams
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000410

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Into the Wild Leopard Maxi Dress

    Wild but make it chic—this mesh maxi dress drapes effortlessly with a sheer animal print finish. The sleek straps and body-skimming silhouette make it perfect for layering or styling with heels.

    Fit & Features

    • Leopard print, mesh-lined fabric
    • V-neckline
    • Spaghetti straps
    • Curve-hugging silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000407

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jungle Luxe Backless Maxi Dress

    Unapologetically bold, this maxi dress is made for making an entrance. The plunging halter neckline and curve-hugging fit keep it sleek, while the strappy lace-up back and animal print bring all the wild energy.

    Fit & Features

    • Animal multi-print design, stretchy knit fabric
    • Halter plunge neckline
    • Strappy back with hard trim insets
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000473

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Instant Connection Tube Midi Dress

    Everyone will feel electric love when you walk in wearing this tube midi dress designed with a fabulous bodycon silhouette that flaunts your figure!

    Fit & Features

    • Smooth knit, stretchy fabric
    • Tube strapless neckline
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000123

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Serenity Bow Back Midi Dress

    Bring the romance with every step. The open back with bow detail and watercolor floral print make this sleeveless midi dress a head-turner for weddings, brunches, or shower celebrations.

    Fit & Features

    • Watercolor-inspired floral print
    • Smooth knit stretch fabric
    • V-neckline
    • Spaghetti straps
    • Back bow tie
    • Curve-hugging silhouette, midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000565

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • I Think It's Love Off-The-Shoulder Mini Dress

    A mini dress that effortlessly combines sultry and glam! Strut into any party or event in this stunning dress boasting an off-the-shoulder neckline to show some skin and a ruched bodycon silhouette that fits like a glove.

    Fit & Features

    • Smooth knit fabric, moderate stretch
    • Off-the-shoulder neckline, U-wired insert
    • Back zipper closure
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000445

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Secret Garden Backless Midi Dress

    Florals but make them sultry. With a sleek fit, tie-back detail, and velvet rose patterns, this midi dress brings a romantic allure to date nights, parties, and cocktail soirees.

    Fit & Features

    • Flocked velvet rose pattern, mesh-lined fabric
    • Cowl neckline
    • Spaghetti straps
    • Open back with tie
    • Curve-hugging silhouette
    • Flared midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000575

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale