$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.

  • Main Event Energy Faux Leather Mini Dress

    This is the dress that instantly sets the tone. The lace-up detailing pulls everything in just right, while the bodycon fit on faux leather fabric offers a sleek look at concerts, festivals, and nights out.

    Fit & Features

    • Faux leather fabric
    • Strapless tube neckline
    • Back zipper closure
    • Dual front lace-up plackets
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000755

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S

    Product Badge:
    • Sale
  • Don't Waist Time Crop Denim Jacket

    With this denim jacket, it'll take less time to put together a fab outfit! It features a trendy oversized silhouette, long sleeves with button cuffs, a collar neckline, a front button-down placket, big front pockets, and button tab accents along the cropped hem. Complete the look in a sleek faux leather skirt.

    Fit & Features

    • Long sleeves, button cuffs, collar neckline
    • Front button-down placket
    • Big front pockets
    • Cropped hem with tab button accents
    • Oversized silhouette
    • Acid wash denim fabric
    • Fits true to size

    Style Number/Barcode: 06203-0506

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marissa Formal Satin Cowl Neck Dress

    Special Occasion

    The Marissa long satin dress brings elegance and sultriness to your formal night. The floor-length gown enhances your curves with a fitted bodice and flattering A-line silhouette while the high front slit provides movement.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Stretch-satin fabric, non-see-through, double-lined bust
    • Sleeveless pleated cowl neckline, spaghetti straps
    • Slim-fit bodice, empire waistline
    • High front slit, floor-length hem
    • A-line silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, black-tie soirees, special date nights, and engagement parties.

    Style Number/Barcode: 05002-2119

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Andi Heat Stone Corset Dress

    Special Occasion

    Cause sparkling commotion at your next formal party in the Andi heat stone corset dress! Stun the room in this sleeveless bodycon dress featuring a sweetheart neckline, adjustable spaghetti straps for a customized fit, a corset-style sheer bodice with flexible boning, and side ruched seams along the bodycon silhouette. The partially lined mesh fabric features all-over mini heat stone embellishments. Complete your sultry look with a rhinestone fringe hair accessory.

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Built-in padded bust, underwire
    • Back zipper, hook and eye closure
    • Corset-style sheer bodice, flexible boning
    • Side ruched seams, bodycon silhouette, mini-length hem
    • All-over heat stone embellishments
    • Sheer mesh fabric, partial knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1040

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Haylie Sequin Short Party Dress

    Special Occasion

    Haylie is party-perfection in her brilliant sequin embellishments that will have you glowing all night! She features a sleeveless, sweetheart neckline, adjustable spaghetti straps, a lightly padded bust, and a high-waist seam leading to her, form-hugging short-length hem. The formal dress is composed of a mesh sequin scroll overlay with a knit lining and minimal stretch. Complete your dressy look in stiletto heels and a clutch.

    Fit & Features

    • Sweetheart neckline, non-slip grip, adjustable spaghetti straps
    • Lightly padded bust, bra optional
    • Back zipper closure
    • High waist seam
    • Form-hugging, short-length hem
    • Sequin-scroll mesh overlay, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05001-1055

    Category Name: $20 & Under Sale

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spectacular Twirl Glitter Skater Dress

    Your twirls in this glitter skater dress will be spectacular and sparkly! It features a sleeveless twist V-neckline and back accent, spaghetti straps, a skater silhouette, and a short-length hem. The glitter knit fabric offers a moderate stretch. Complete the look in a necklace and heels.

    Fit & Features

    • Sleeveless twist V-neckline, spaghetti straps
    • Twist back accent
    • Skater silhouette
    • Short-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1734

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Josie Ruffle Detail Satin Mini Dress

    Special Occasion

    Short and sassy, the Josie satin mini dress will step up your formal looks! This saying dress dares to be flirty and bold with a strappy lace-up back and a ruffled side trim that brings some drama. 

    This dress brings the fun and the fashion. If you love a bold, playful look, explore our stylish short prom dresses or make an entrance in our stunning short wedding guest dresses in short and mini lengths.

    Fit & Features

    • Stretch satin fabric, moderate stretch
    • Square neckline, spaghetti straps
    • Open back, lace-up strappy design, tie closure
    • Mini-length hem, form-fitting silhouette
    • Wrap-front skirt, ruffle side detail
    • Runs true to size

     

    Where to Wear:

    School dances, date nights, bachelorettes, weddings, dinner parties, birthdays, milestone celebrations, cocktail soirees, bridal showers, rehearsal dinners, engagement parties and photoshoots

    Style Number/Barcode: 05001-1142

    Category Name: $20 & Under Sale

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

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

    Special Occasion

    Glitzy and glam with a touch of sultry, the Hayden glitter knit mermaid dress will have all eyes on you at Prom! She features a sleeveless square neckline, spaghetti straps, ruched detailing down the front and side seams, a floor-length hem, a curve-hugging mermaid silhouette, and a high front slit to showcase some leg. The glitter knit fabric offers a moderate stretch. Style with rhinestone fringe earrings.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching down the front and side seams
    • Floor-length hem, mermaid silhouette, front slit
    • Glitter knit fabric, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-2524

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rachel Formal Glitter Lace-Up Dress

    Special Occasion

    Make your mark in shimmery beauty! The Rachel formal glitter long dress is sure to dazzle at the school dance, banquet dinner, or celebration. She features a sleeveless V-neck, dual spaghetti straps, an open lace-up back with tie closure, and a form-hugging mermaid silhouette that gently sweeps into a floor-length hem. The formal dress is composed of a stretch-knit glitter fabric with partial lining. Complete your dressy look in an elegant necklace and earrings set.

    Fit & Features

    • Sleeveless V-neck, dual spaghetti straps
    • Sticky bra recommended
    • Open lace-up back, tie closure
    • Form-hugging, mermaid silhouette, floor-length hem
    • Stretch glitter-knit fabric, partial lining, sheer airy fabric
    • Extra glitter for maximum sparkle - may have some natural fallout
    • Runs true to size

    Style Number/Barcode: 05002-2532

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle My Way Glitter Mini Dress

    Steal the spotlight glistening under the dance floor lights in this glitter mini dress featuring long sleeves, a square neck, a bodycon silhouette, and an asymmetrical pleat hem. Complete the look in stunning lace-up heels.

    Fit & Features

    • Long sleeves
    • Square neck
    • Bodycon silhouette
    • Asymmetrical pleat hem
    • Short-length 
    • Glitter-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1893

    Category Name: $20 & Under Sale

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Factor Glitter Mesh Mini Dress

    Evoke a major shine factor at the club in this glitter mesh mini dress! Featuring a sleeveless V-wire neckline, spaghetti straps, and side ruched seams that flaunt your curves along the bodycon silhouette. Complete the look with the mini dress in platform heels.

    Fit & Features

    • Sleeveless V-wire neckline
    • Spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Glitter mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4716

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kayla Satin Cowl A-Line Ball Gown

    Special Occasion

    A classic ball gown silhouette reveals a modern allure! The Kayla satin gown is a stunning option for making your grand entrance at formal dances and galas. She's designed in a sleeveless sweetheart neck with cowl draping, spaghetti straps that lace up on the back, a built-in padded bust, and flexible boning inserts along the bodice. Her flattering A-line silhouette features hidden side pockets to keep your hands warm, pleat detailing, and a floor-sweeping hem. The ball gown is composed of smooth satin fabric with multi-layers of tulle and woven lining for a voluminous effect. Style with a sparkly envelope clutch and heels to complete the look!

    Dripping in satin and pure sophistication, this dress turns heads effortlessly. Love that silky shine? Browse our luxe satin prom dresses or opt for a sleek silhouette with our formal dresses.>

    Fit & Features

    • Sleeveless sweetheart neck, cowl draping
    • Spaghetti straps, lace-up back, zipper, and hook-eye closure
    • Built-in padded bust, flexible boning inserts on bodice
    • Hidden side pockets, pleat detailing
    • A-line silhouette, floor-length hem
    • Satin fabric, multi-layers of tulle, and woven lining
    • Runs true to size

    Style Number/Barcode: 05004-0165

    Category Name: $20 & Under Sale

    Price: $89.97 $189.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Riley Ruched Velvet Formal Dress

    Special Occasion

    Showcase an elevated and chic style in the gorgeous Riley ruched velvet formal dress! She features a sleeveless cowl neckline, spaghetti straps that lead to a cross-back design, a hip-hugging silhouette with ruching at the waist, and a floor-length hem with a sultry thigh-high front slit. The velvet fabric gives off a luxe vibe. Complete the look with strappy heels and an embellished evening bag.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps, cross-back design
    • Hip-hugging silhouette, ruching at the waist
    • Floor-length hem, high front slit
    • Velvet fabric, lined bust, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7374

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gabrielle Formal Sequin Long Dress

    Special Occasion

    You'll shine in head-to-toe sequins on the Gabrielle formal dress boasting a lace-up back that stuns and a mermaid silhouette with a sultry high slit perfect for showing off your heels!

    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

    • Sequin-embroidery, mesh fabric, stretchy knit lining
    • Cowl neckline, adjustable spaghetti straps
    • Lace-up back, zipper and hook-eye closure
    • Form-hugging, mermaid silhouette
    • Front slit, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, big birthday events, glamorous parties, and special occasions.

    Style Number/Barcode: 05002-2975

    Category Name: $20 & Under Sale

    Price: $49.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxurious Night Satin Midi Dress

    Your night is looking flawless and luxe in this satin midi dress perfect for a cocktail party! It features a sleeveless square neckline, spaghetti straps, an alluring open back with a lace-up strappy design for a customized fit, a midi-length hem with a sultry high-cut front slit, and a form-hugging silhouette. The silky satin-knit fabric offers a moderate stretch. Style this mid-length dress with rhinestone heels and a clutch!

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Princess seams, angled high waist seam
    • Open back, lace-up strappy design, tie closure
    • Midi-length hem, high front slit
    • Form-hugging silhouette
    • Silky satin-knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1988

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cross Your Mind X-Back Short Dress

    You'll cross their mind once they catch you in this sleeveless short dress featuring a sweetheart neck, wide tank-style straps that cross in the back, a padded bust, and side ruched seams that accentuate your curves. Complete the look with a sparkly bracelet and clutch.

    Fit & Features

    • Sleeveless sweetheart neck
    • Wide-tank style straps, criss-cross back
    • Padded bust
    • Side ruched seam, bodycon fit
    • Short-length hem
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-6006

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Glam Girl Rhinestone Fishnet Top

    Give off edgy glam girl energy in this sultry rhinestone fishnet top! It features a crew neckline, long fitted sleeves, a fitted, cropped hem, and all-over mini rhinestone embellishments for an alluring shine. The sheer fishnet fabric offers a moderate stretch. Style over a bralette with faux leather shorts for festival season!

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Fitted, cropped hem
    • Mini rhinestone embellishments
    • Sheer fishnet fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4648

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Velvety Luxe Long Sleeve Bolero

    Layer on this velvety luxe bolero over your semi-formal or party dress! It features long fitted sleeves, an open-front design, and a cropped hem on soft velvet fabric with minimal stretch. Complete the look with a sparkly bracelet.

    Fit & Features

    • Long fitted sleeves
    • Open-front design
    • Cropped hem
    • Velvet fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0369

    Category Name: $20 & Under Sale

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Krista Strapless Tulle Ruffle Party Dress

    Special Occasion

    Embrace your bride-to-be era or grand debut as a graduate in the Krista party dress perfect for bachelorette weekends, bridal showers, or graduation celebrations! She features a strapless tulle ruffled neckline, and side ruched seams to accentuate your natural curves along her bodycon silhouette with a flirty short hem. The formal dress is composed of a lined mesh fabric with a moderate stretch. Complete the look with spiral block heels.

    This dress brings the drama. Want more? Turn up the volume in a showstopping ruffle prom dress or make a statement in our sleek party dresses.

    Fit & Features

    • Strapless tulle ruffled neckline
    • Back zipper and hook-eye closure
    • Side ruched seams, bodycon silhouette
    • Short-length hem
    • Lined mesh fabric, moderate stretch
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2189

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kristy Satin Cowl Neck Party Dress

    Special Occasion

    Sleek and slinky satin shapes the chic Kristy party dress ready for rehearsal dinners, bachelorettes, and formal parties! She features a sleeveless cowl neckline, adjustable spaghetti straps, a side ruched drawstring so you can customize the style and a short bodycon silhouette. The formal dress is composed of silky satin fabric with a stretchy knit lining. Complete the look in statement block heels.

    Fit & Features

    • Sleeveless cowl neckline, adjustable spaghetti straps
    • Side ruched drawstring
    • Bodycon silhouette
    • Short-length hem
    • Silky satin, stretchy knit lining
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1469

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Amirah Formal Glitter Cowl Neck Column Dress

    Special Occasion

    Look your best for a fancy night in the stunning Amirah formal glitter dress! Fashioned with an eye-catching cross back, this dress will make you feel like the star of the evening with a high slit and floor-length column silhouette.

    Fit & Features

    • Glitter knit fabric, moderate stretch
    • Sleeveless cowl neckline
    • Spaghetti straps, cross back
    • Side pleated seam, slim silhouette, high front slit
    • Floor-length column silhouette
    • Runs true to size
    • Extra glitter for maximum sparkle - may have some natural fallout


    Where to Wear:

    Prom, black-tie weddings, galas, and upscale birthday events.

    Style Number/Barcode: 05002-000370

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER

    Available Size: XS, S

    Product Badge:
    • Sale
  • Let It Glow Glitter Rhinestone Skater Dress

    You'll be glowing in this glitter skater dress to shine at graduation parties, rehearsal dinners, and birthdays! It features a sleeveless cowl neckline, spaghetti straps, a glam rhinestone back strap with a lower cutout, and a short fit and flare silhouette. Complete the look in rhinestone platform heels for extra shimmer!

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Rhinestone back strap, lower cutout
    • Fit and flare, skater silhouette
    • Short-length hem
    • Lined glitter fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2279

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fallon Satin Corset Side Sash Formal Dress

    Special Occasion

    Entrance them all with your stunning beauty showcasing chic details in the Fallon satin formal dress! She features a sleeveless sweetheart neckline with a structured and padded bust, a pleated cowl neck overlay, adjustable spaghetti straps, and a sheer mesh corset bodice with flexible boning. Her ruched high waist flows out to a floor-length hem with a sultry high side slit, a floor-sweeping side sash for extra drama, and a form-hugging silhouette. The buttery smooth satin-knit fabric offers a moderate stretch. Complete your look with strappy stilettos.

    With a smooth, luminous finish, this dress was made to shine. Keep the luxe look going with breathtaking satin prom dresses or go for a sophisticated statement with our wedding guest dresses.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust, supportive underwire
    • Pleated cowl neck overlay
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • Sheer mesh corset bodice, flexible boning, ruched high waist
    • Floor-length hem, high side slit, floor-length side sash, form-hugging fit
    • Satin-knit fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-7092

    Category Name: $20 & Under Sale

    Price: $39.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant Glitter Off-The-Shoulder Dress

    Radiant shine in this glitter party dress - perfect for a girl's night or bachelorette weekend! It features a chic off-the-shoulder neckline, short-sleeve cuffs, a bodycon silhouette, and a side ruched seam that leads the asymmetrical mini-length hem. Complete the look in strappy block heels.

    Fit & Features

    • Off-the-shoulder neckline, short-sleeve cuffs
    • Bodycon silhouette
    • Side ruched seam
    • Asymmetrical mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4962

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale