$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.

  • Laura Mesh Belted Slit Formal Dress

    Special Occasion

    Sleek with a modern edge, the Laura dress is designed for evenings that call for confident sophistication. This form-hugging, long-length silhouette features a sheer mesh scoop-neck bodice with tank-shoulder straps and a high front slit, finished with an adjustable faux leather belt for a striking, fashion-forward touch.

    Fit & Features

    • Mixed mesh and smooth knit-lined fabric
    • Sheer scoop neckline bodice with tank shoulder straps
    • High front slit with a statement adjustable faux leather belt
    • Form-hugging, long-length silhouette
    • Runs true to size

     

    Where to Wear:

    Fashion-forward events, weddings, charity events, upscale cocktail receptions, dressy rooftop restaurants, gallery openings, launch parties, birthday dinners, upscale date nights

    Style Number/Barcode: 05002-001373

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Chance Floral Sequin Mermaid Formal Dress

    Special Occasion

    Softly romantic with a confident silhouette, the Chance floral sequin mermaid gown is made for moments that call for quiet drama and polished allure. The lace-up back adds a custom feel, balancing elegance with just enough intrigue.

    Fit & Features

    • Mesh fabric with large floral print, full-length knit lining, high stretch
    • All-over clear sequin embellishments
    • Sleeveless V-neckline, padded bust
    • Dual spaghetti straps, lace-up back with tie closure
    • Hidden side zipper with hook-eye closure
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, big birthday events, resort formal evenings, milestone celebrations, special date nights, and destination soirees.

    Style Number/Barcode: 05002-001420

    Category Name: $20 & Under Sale

    Price: $19.97 $129.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: XXS, XS

    Product Badge:
    • Sale
  • Jayla Sequin Cutout Formal Dress

    Special Occasion

    Designed for entrances that linger, the Jayla sequin mermaid gown catches the light with every step. A sculpted cutout detail adds modern allure, balancing sleek lines with a confident, polished feel made for unforgettable evenings.

    Fit & Features

    • Sequin-embellished mesh fabric, knit lining
    • V-neckline, adjustable spaghetti straps, padded bra cups
    • Cutout bodice, back zipper and hook-eye closure
    • Mermaid floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, black tie galas, formal milestone celebrations, special date nights, fancy birthdays, red-carpet occasions

    Style Number/Barcode: 05002-001490

    Category Name: $20 & Under Sale

    Price: $19.97 $119.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XXS, XS, S

    Product Badge:
    • Sale
  • Janella Sequin Striped Formal Dress

    Special Occasion

    Made to catch the light from every angle, the Janella mermaid gown brings a fluid, shimmering energy to your evening lineup. The striped sequin pattern and strappy open back create a sleek, sculpted silhouette that feels both playful and undeniably polished.

    Fit & Features

    • Striped sequin pattern with allover shine, knit lining
    • V-neckline, sleek adjustable spaghetti straps
    • Strappy open back, zipper and hook-eye closure
    • Fitted mermaid silhouette, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, spring galas, formal celebration parties, fashion-forward events, vacations, honeymoons, resorts, fancy cocktail parties

    Style Number/Barcode: 05002-001510

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BEIGE

    Available Size: XS, S

    Product Badge:
    • Sale
  • Fit Check Approved Bodycon Mini Dress

    Sleek, sculpted, and ready for going out. This bodycon mini dress uses side ruching to sculpt and flatter, making it your go-to for date nights, wine bars, or last-minute invites.

    Fit & Features

    • Smooth knit, lined, stretchy fabric
    • Square halter neckline, padded bust, tie straps
    • Side ruched seams
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000779

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brandy Sleeveless Lace Satin Bodycon Mini Dress

    Special Occasion

    This sleeveless mini dress features a stunning sheer lace sequin corset bodice and a bodycon silhouette. Perfect for the school dance or a dressy party.

    This dress proves that short and stylish is always a vibe. Want more? Discover our bold short prom dresses or find a celebration-ready fit in our party dresses.

    Fit & Features

    • Satin fabric, minimal stretch
    • Sweetheart neckline, padded bra cups
    • Adjustable spaghetti straps
    • Sheer lace sequin corset bodice, flexible boning
    • Front slit with lace sequin insert
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2377

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elaine Open Back High Slit Mermaid Dress

    Special Occasion

    Create a chic and stunning look for your black-tie parties in the Elaine mermaid dress designed with a bold open back and an alluring high-cut slit.

    Fit & Features

    • Crepe fabric with moderate stretch
    • Pleated cowl neckline
    • Tank-like shoulder straps
    • Open back, bar strap, lower zipper closure
    • Pleating, high-cut slit
    • Floor-length mermaid silhouette
    • Runs true to size


    Where to Wear:

    Weddings, black-tie parties, and fancy affairs.

    Style Number/Barcode: 05002-9604

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Isa Floral Cowl Neck Slit Formal Dress

    Special Occasion

    Indulge in timeless elegance with the Isa floral formal dress. This stunning dress features a sultry cowl neck and a flattering curve-hugging fit. The high front slit adds a touch of allure to the floor-length hem for a hint of drama.

    Fit & Features

    • Floral print, smooth knit-lined fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Side pleated hip seam, high front slit
    • Curve-hugging silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, garden parties, milestone celebrations, dressy cocktail soirees, birthday dinners

    Style Number/Barcode: 05002-000098

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amelie Ruched Glitter Knit Mermaid Dress

    Special Occasion

    The Amelie mermaid dress is designed to glow with every step, catching the light as it moves with you. Its glitter knit fabric and ruched mermaid silhouette create a sculpted look that feels effortlessly glamorous, while the rhinestone back strap adds a touch of sparkle.

    Fit & Features

    • Glitter knit fabric with full-length knit lining, high stretch
    • Soft draped cowl neckline
    • Adjustable spaghetti straps
    • Ruched detailing through the bodice and hips
    • Open back with rhinestone accent strap, adjustable hook-eye closure, low draped design
    • Floor-length mermaid silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, black-tie parties, weddings, dressed-up dinners, red-carpet events, and formal affairs.

    Style Number/Barcode: 05002-000925

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED, BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Raelynn Floral Sequin Mermaid Formal Dress

    Special Occasion

    For the kind of evening that calls for a camera-ready entrance, the Raelynn gown delivers refined sparkle with a romantic twist. Designed in a floral sequin mermaid silhouette with a sculpted neckline and dramatic front slit, it hugs in all the right places before flaring into a sweeping finish.

    Fit & Features

    • Floral sequin fabric with soft stretch lining
    • Strapless sweetheart neckline with structured bodice, padded bra cups
    • Back zipper and hook-eye closure
    • Mermaid silhouette, floor-length hem
    • Front slit
    • Runs true to size


    Where to Wear:

    Prom, bridal celebrations, galas, balls, engagement parties, milestone celebrations, formal parties, anniversaries

    Style Number/Barcode: 05002-001240

    Category Name: $20 & Under Sale

    Price: $19.97 $99.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XXS, XS

    Product Badge:
    • Sale
  • Lilly Sleeveless High-Slit Glitter Column Dress

    Special Occasion 

    Bring the glamour in the Lilly formal glitter dress that wows from the moment you walk in! The long dress features a strapless straight neckline, ruching to enhance curves, a bold asymmetric front slit, and a floor-length column silhouette.

    Unapologetically bold, this dress is all about confidence. Keep the luxe look going with our stunning strapless prom dresses or discover the perfect fit among our stylish wedding guest dresses.

    Fit & Features

    • Lined glitter knit fabric
    • Strapless straight neckline, padded bra cups
    • Ruching, back zipper with hook-eye closure
    • Asymmetric high-front slit
    • Long-length hem
    • Column silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, galas, and black-tie parties.

    Style Number/Barcode: 05002-8901

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kindra High-Slit Mermaid Halter Dress

    Special Occasion

    Go bold in a long mermaid dress that features a plunging halter neckline with a U-shaped bust, adjustable neck ties, ruching, a high side slit, and a captivating mermaid silhouette. Complete your formal outfit with a sleek rhinestone clutch.

    Fit & Features

    • Lined mesh fabrication, moderate stretch
    • Plunging halter neckline, U-shaped bust
    • Halter neck ties
    • High side slit
    • Ruching
    • Mermaid silhouette
    • Long length hem
    • Runs true to size

    Style Number/Barcode: 05002-8924

    Category Name: $20 & Under Sale

    Price: $19.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Janella Sequin Lace-Up Mini Dress

    Special Occasion

    Turn every step into a shimmer moment in the Janella sequin bodycon dress that hugs in all the right places. Its strappy open back adds a daring twist, making it perfect for the kind of night that calls for unforgettable entrances.

    Fit & Features

    • Sequin embellished fabric
    • Halter V-neckline
    • Spaghetti straps
    • Strappy lace-up back
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, date nights, rooftop hotel bars, bachelorettes, cocktail soirees

    Style Number/Barcode: 05001-000551

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irene Open Back Slit Column Formal Dress

    Special Occasion

    Everyone will do a double-take when you walk by in the Irene sleeveless formal dress at weddings, banquets, or dances! Crafted from a smooth knit fabric, this floor-length dress features an open-back design for a touch of sultriness, ruched seams that hugs your curves, and a high front slit along the column silhouette. Pair with a clutch.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Square neckline, padded bra cups
    • Wide shoulder straps
    • Open back, tie closure, zipper and hook-eye closure
    • Ruched seams, high front slit
    • Column silhouette, floor-length hem
    • Runs true to size

    Style Number/Barcode: 05002-9280

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tamara Off-The-Shoulder Mermaid Glitter Formal Dress

    Special Occasion

    You'll be a notable sensation in the Tamara glitter formal dress at prom, banquets, or upscale birthdays! The textured glitter fabric and full-length knit lining provide the perfect blend of comfort and sophistication. She features a trendy off-the-shoulder sweetheart neckline, short-sleeve cuffs, a ruched bust with padded bra cups, and a mermaid silhouette that exudes elegance and support, while the high front slit adds a touch of glamour to her floor-length hem. Complete the look with earrings and high heels!

    Fit & Features

    • Textured glitter fabric lined with knit lining
    • Plenty of stretch
    • Sweetheart neckline, ruched bust, padded bra cups
    • Off-the-shoulder short-sleeve cuffs
    • High front slit
    • Mermaid silhouette
    • Runs true to size
    • Extra glitter for maximum sparkle - may have some natural fallout

    Style Number/Barcode: 05002-8482

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sandy Satin Tie-Back Chiffon Formal Dress

    Special Occasion

    Effortless elegance meets modern allure in the Sandy gown designed to glide with every step. A mermaid silhouette flows into a sheer chiffon floor-length hem, while the tie-open back adds a soft, romantic finish that feels refined yet unforgettable.

    Fit & Features

    • Stretch satin fabric, short knit lining
    • V-neckline, spaghetti straps, padded bra cups
    • Open tie-back design, zipper and hook-eye closure
    • Mermaid silhouette
    • Sheer chiffon floor-length hem with train
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, black tie galas, formal celebrations, engagement parties, rehearsal dinners, red-carpet occasions, fashion-forward events, award dinners, fancy birthday parties, milestone celebrations, special date nights

    Style Number/Barcode: 05002-001484

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Sunset Drip Retro Aviator Sunglasses

    With retro-inspired frames and luxe metal detailing, these aviator sunglasses give the final touch for pool parties, matcha runs, and paparazzi-level entrances.

    Fit & Features

    • Lightweight metal frame with retro aviator shape
    • Gradient-tinted lenses with UV protection
    • Slim bridge with supportive nose pads

    Style Number/Barcode: 07008-000018

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Exquisite In Strapless Satin Midi Dress

    Captive the room with this exquisite satin midi dress at cocktail parties or rehearsal dinners! Featuring a cowl sweetheart neckline and form-hugging fit for a sensational look. With a center-back slit and midi-length hem, this dress will make you feel elegant at any event. Complete the look with a chic clutch purse and heels.

    Fit & Features

    • Satin fabric, bust lining, minimal stretch
    • Strapless cowl sweetheart neckline
    • Form-hugging fit
    • Center back slit
    • Runs true to size

    Style Number/Barcode: 05101-3157

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Go Babe Colored Aviator Square Sunglasses

    For any babe on the go, these aviator sunglasses are essential! These modern aviator frames, combined with vibrant colored lenses, bring a touch of boldness and style to any outfit.

    Fit & Features

    • Aviator square frames
    • Colored lenses
    • 100% UV protection

    Style Number/Barcode: 07008-1136

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heat Check Abstract Cutout Maxi Dress

    This isn’t just a dress, it’s a moment. With sultry cutouts, strappy details, and a leggy high slit, this curve-hugging mesh maxi brings the heat for nights out, birthdays, and turning heads on vacation!

    Fit & Features

    • Abstract tie-dye print, mesh fabric, sewn-in knit lining
    • One-shoulder neckline, bungee spaghetti strap
    • Side cutout, open back
    • High front slit, adjustable bungee cord strap with toggle
    • Hidden side zipper and hook-eye closure
    • Curve-hugging fit, maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000125

    Category Name: $20 & Under Sale

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Just A Lil' Rhinestone Fringe Earrings

    Add a lil' touch of sparkle to your look with these gorgeous and glam earrings! We are obsessing over rhinestone fringe at the moment because it compliments even your most casual look. These earrings feature an asymmetrical post with cascading rhinestone fringe that will bring the dramatic vibes. Style these earrings with a sleek clutch.

    Fit & Features

    • Asymmetrical design
    • Rhinestone detailing
    • Cascading fringe
    • Post-back closure, rubber stopper


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

    Style Number/Barcode: 07001-0296

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • CEO Energy Retro Metal Watch

    Serving vintage vibes with a power-move twist. This retro metal watch is that sleek, polished touch your stack’s been missing—perfect for 9am meetings and rooftop martinis.

    Fit & Features

    • Polished metal finish
    • Rectangular watch face
    • Roman numeral detailing
    • Minimalist face with classic hour markers
    • Slim link bracelet with flex fit

    Style Number/Barcode: 07007-000014

    Category Name: $20 & Under Sale

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It Girl O’Clock Rhinestone Watch Bracelet

    Because your wrist deserves VIP treatment. Dripping in rhinestones with a sleek face, this bracelet watch brings serious that girl energy to every outfit—whether it’s a night out or your 9 to 5.

    Fit & Features

    • Rhinestone-covered metal bracelet with luxe shine
    • Square face with minimalist detailing
    • Secure foldover clasp closure

    Style Number/Barcode: 07007-000015

    Category Name: $20 & Under Sale

    Price: $4.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play My Song Lace Fringe Crop Top

    Move to the music in this lace fringe crop top at festivals, concerts, or your fave country bar!

    Fit & Features

    • Lace fabric, bust knit lining
    • Strapless neckline
    • Sheer fitted crop hem, fringe trim
    • Runs true to size

    Style Number/Barcode: 06001-000105

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale