$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.

  • Shay Glitter Velvet Slit Formal Dress

    Special Occasion

    A classic with a modern glow. The Shay formal gown captivates in glittering velvet with a sweetheart neckline and curve-contouring ruching. The daring thigh-high slit and sleek floor-length finish make it the perfect look for every after-hours occasion that calls for a little drama.

    Fit & Features

    • Luxe glitter velvet fabric, knit lining, moderate stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Ruching detail at the waist
    • High front slit
    • Form-hugging column silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black-tie wedding, formal gala, holiday party, cocktail soiree, red-carpet evening, anniversaries, special nights out

    Style Number/Barcode: 05002-000444

    Category Name: $20 & Under Sale

    Price: $39.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Garden Floral Midi Dress

    A statement without saying a word—this floral print midi dress stuns with a sleek cowl neckline, curve-hugging fit, and striking oversized blooms. Equal parts romantic and dramatic, it’s perfect for dinner dates or semi-formal events.

    Fit & Features

    • Floral print, mesh knit-lined stretch fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000552

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Whisper Plunge Ruffle Maxi Dress

    The definition of sleek seduction. This halter maxi dress drapes in all the right places with a deep plunge neckline, ruched sides, and soft knit finish—made for those nights that call for a little mystery and a lot of confidence.

    Fit & Features

    • Slinky knit stretchy fabric
    • Plunge halter neckline with ruffle detail
    • Ruched side seams
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000571

    Category Name: $20 & Under Sale

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Veronica Long Sleeve Cutout Formal Dress

    Special Occasion

    Striking from every angle, the Veronica one-shoulder gown sculpts the figure with a form-hugging fit, daring side cutout, and hardware detail at the waist. A sweeping floor-length hem with a high side slit ensures every step feels like a spotlight moment.

    Fit & Features

    • Smooth knit-lined fabric, moderate stretch
    • One-shoulder, fitted long sleeve
    • Side cutout bodice, hardware waist accent
    • High side slit
    • Form-hugging silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black-tie galas, weddings, rehearsal dinners, engagement parties, holiday soirees, formal celebrations, red-carpet events, award ceremonies

    Style Number/Barcode: 05002-000401

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Britt Rhinestone Satin Heart Cutout Mini Dress

    Special Occasion

    Sweet yet daring, the Britt rhinestone satin mini dress turns up the charm with a sparkling heart-shaped cutout. Finished with a voluminous bubble skirt, it’s the kind of playful-glam dress made for dancing all night.

    Fit & Features

    • Satin-lined fabric
    • Strapless neckline
    • Rhinestone-embellished corset bodice, heart cutout
    • Bubble mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, bridal celebrations, engagement parties and photoshoots, rehearsal dinners, bachelorettes, birthdays, fancy date nights, milestone celebrations, holidays

    Style Number/Barcode: 05001-000453

    Category Name: $20 & Under Sale

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Velvet Hour Halter Mini Dress

    The dress that guarantees you’ll make an entrance. With its slinky cowl neckline, open tie back, and body-hugging velvet finish, this mini dress brings a little drama and a lot of allure. 

    Fit & Features

    • Embossed velvet-lined fabric with stretch
    • Halter cowl neckline with tie closure
    • Open back with tie
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000415

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Subtle Drama Satin A-Line Mini Dress

    A little flirty, a little vintage, and totally worth a double take. This satin mini brings a soft shine with a scoop neckline, contrast trim, and keyhole detail—perfect for date nights and chic, dressy occasions.

    Fit & Features

    • Woven silky smooth satin fabric
    • Contrast trim scoop neckline with keyhole accent
    • Adjustable spaghetti straps
    • A-Line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000594

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Glow Sequin Lace Mini Dress

    This mini dress brings the soft glam—light-catching sequins, delicate lace trim, and a halter neckline that feels flirty without trying. The curve-hugging fit keeps everything smooth, so the sparkle does the talking.

    Fit & Features

    • Sequined lace fabric with subtle floral texture
    • Deep halter neckline with twisted overlay detail
    • Halter tie-back strap for adjustable fit
    • Front keyhole cutout accent, back zipper closure
    • Bodycon mini-length silhouette with scalloped lace hem
    • Runs true to size

    Style Number/Barcode: 05101-000567

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Agenda Long Sleeve Mini Dress

    For the girl with a busy social calendar—this long sleeve mini dress is polished yet practical, featuring a sleek turtleneck, flattering knotted design, and a body-hugging fit that takes you from latte runs to casual dinners downtown.

    Fit & Features

    • Smooth knit-lined stretch fabric
    • Fitted long sleeves
    • Turtle neckline
    • Front knotted design
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000285

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    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: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall Romance Mesh Midi Dress

    Romantic by nature, confident by choice. This floral mesh midi dress hugs your curves with a sweetheart neckline and soft ruching that flatters every angle—perfect for brunch plans, date nights, or anywhere you feel like the main event.

    Fit & Features

    • Floral print, mesh-lined stretchy fabric
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Corset-structured bodice, flexible boning
    • Ruched bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000579

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed Nights Zebra Print Maxi Dress

    Go full wild mode in this zebra mesh dress—plunging cowl neckline, open back with tie straps, and a daring thigh-high slit. The hardware trim at the waist adds just the right amount of edge for a dress that owns every room.

    Fit & Features

    • Zebra print, mesh fabric, stretch knit lining
    • Plunge halter cowl neckline
    • Open back with ties
    • Hardware waist trim
    • High front slit
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000292

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Luxe Satin Strappy Back Midi Dress

    Soft, sleek, and endlessly romantic—this satin midi dress drapes with a cowl neckline and delicate strappy open back. Perfect for weddings, date nights, or any occasion that calls for subtle elegance with a flirty allure.

    Fit & Features

    • Silky woven satin fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Strappy tie-back design
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000586

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Liquid Confidence Tube Mini Dress

    Meet the dress that does the talking. This mini dress serves high-shine confidence with a sculpted strapless neckline, hardware insert, and ruched bodycon fit that was made for late nights and bold entrances.

    Fit & Features

    • Sleek knit-lined stretchy fabric
    • Strapless neckline, hardware insert
    • Ruched bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000515

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • No Flash Needed Rhinestone Tube Mini Dress

    She’s sparkle, she’s shine, she’s stealing your spotlight. This strapless rhinestone mini dress hugs you just right—perfect for birthday behavior, rooftop drinks, or going full glam just because.

    Fit & Features

    • Rhinestone embellished fabric, knit-lined fabric
    • Strapless tube neckline
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000125

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tease the Night Lace Trim Tube Mini Dress

    A flirty mix of mesh, ruching, and ruffles—because subtle’s not in your vocabulary. This strapless mini dress hugs in all the right places, giving you that sculpted, confident fit perfect for wine bars to dance floors.

    Fit & Features

    • Mesh-lined fabric, moderate stretch
    • Sweetheart strapless lace trim neckline
    • Ruched fitted silhouette
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000504

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: M

    Product Badge:
    • Sale
  • RSVP Ready Halter Midi Dress

    This halter midi bodycon dress is sleek, sculpted, and made to own the room. Perfect for date nights, rooftop hotel bars, or dressy celebrations!

    Fit & Features

    • Smooth knit stretch fabric
    • Halter sweetheart neckline, tie closure
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000605

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rose Sparkle Rhinestone A-Line Mini Dress

    Pretty meets playful—this rhinestone rose mini dress sparkles with every move. The A-line silhouette and open back make it the perfect mix of sweet and sultry.

    Fit & Features

    • Sheer mesh fabric with knit lining
    • Tonal rhinestone embellishments, rose pattern
    • Sleeveless square neckline
    • Tie-back halter spaghetti straps
    • Open back, lower tie-back spaghetti straps
    • Mini-length fitted A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000457

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Illusion Satin A-Line Midi Dress

    Silky, sleek, and just the right amount of flirty. This satin A-line midi dress features a scoop neckline with contrast trim, a subtle keyhole accent, and delicate tie-back straps that let you adjust the fit to perfection for bridal celebrations, candlelit dinners, or any dressy soiree!

    Fit & Features

    • Silky satin fabric, woven lining, no stretch
    • Contrast trim scoop neckline, keyhole accent
    • Spaghetti straps
    • Tie open back design, lower zipper and hook-eye closure
    • A-line silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000595

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cue the Cameras Cutout Mini Dress

    Because subtle was never the assignment. This halter mini dress brings max drama with a plunging neckline and waist cutout that eats every time.

    Fit & Features

    • Smooth knit stretchy fabric, sewn-in knit lining
    • Plunge halter neckline, tie straps
    • Cutout waist
    • Open back with tie design
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000116

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paint The Night Abstract Open Back Midi Dress

    It’s giving art, elegance, and effortless wow. This slinky slip dress was made to glide through gallery nights, rooftop drinks, and every “who is she?” moment in between.

    Fit & Features

    • Abstract print, woven fabric
    • V-neckline
    • Spaghetti straps
    • Open strappy back
    • Curve-hugging silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000615

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • After Hours Pinstripe Lace Mini Dress

    When the city lights come on, this dress takes over. The after-hours pinstripe lace mini serves sultry vibes with its corset fit, lace peekaboo, and flirty ruffle hem that’s made for late-night adventures.

    Fit & Features

    • Woven knit fabrication
    • Pinstripe pattern
    • Sleeveless sweetheart neckline
    • Sheer lace panel front detail
    • Tiered ruffled hemline
    • Mini length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000276

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daring Babe Abstract Print Cutout Mini Dress

    The mini dress that’s destined for the feed—bold print, sleek cutouts, and a body-hugging fit that brings the drama. Trendy, daring, and impossible to scroll past.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Abstract print
    • Sleeveless plunging V-neckline, tie-back halter straps
    • Open back and sides, lower tie-back spaghetti straps
    • Front curved metal hardware accent, keyhole cutout
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000494

    Category Name: $20 & Under Sale

    Price: $7.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Center Stage Sequin Mini Dress

    Turn every step into a moment. This sequin halter mini dress stuns with a plunging neckline, waist cutouts, and satin strap belt accents that serve pure high-glam confidence from every angle.

    Fit & Features

    • Sequin-embellished, sewn-in knit lining
    • Halter plunge neckline, tie closure
    • Back zipper and hook-eye closure
    • Front satin strap belted accents
    • Side waist cutouts
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000570

    Category Name: $20 & Under Sale

    Price: $11.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale