$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.

  • Leighton V-Neck Rhinestone Slit Formal Dress

    Special Occasion

    Made for the kind of entrance that lingers, the Leighton foil gown shimmers with every step. A plunging V-neckline framed by a rhinestone-covered bodice that flows into a double-slit skirt designed with cascading rhinestone embellishments for drama, and just the right amount of reveal.

    Fit & Features

    • Rhinestone-embellishments
    • Foil-lined knit stretch fabric
    • V-neckline, padded bra cups
    • Adjustable spaghetti straps
    • Side zipper and hook-eye closure
    • Dual front slits
    • Form-hugging fit, floor-length hem
    • Runs true to size

     

    Where to Wear:

    Black-tie weddings, galas, red-carpet events, formal milestone celebrations, holiday parties, glam industry parties

    Style Number/Barcode: 05002-000689

    Category Name: $20 & Under Sale

    Price: $99.90

    Availability: In Stock

    Available Color: GOLD, BLACK

    Available Size: XL, XS, S, M, L

    Product Badge:
    • Sale
  • Arie Strapless Rhinestone A-Line Party Dress

    Special Occasion

    This strapless party dress features a flattering A-line silhouette with a ruffled short-length hem for a flirtatious allure. The glitter rhinestone embellished mesh fabric offers a sparkling look at the school dance or birthday party.

    Fit & Features

    • Glitter rhinestone mesh fabric lined with stretchy knit
    • Strapless neckline, padded bra cups
    • Back zipper and hook-eye closure
    • Flexible boning
    • A-line ruffled short-length silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2348

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Paige Rhinestone Formal Bodycon Mini Dress

    Special Occasion

    Capture all the attention with your sultry allure in the Paige rhinestone formal bodycon mini dress! She features a sleeveless cowl neckline, adjustable spaghetti straps for a customized fit, all-over rhinestone embellishments for that total glam girl vibe, a mini-length hem, and a bodycon silhouette to hug your gorgeous curves. The slinky knit fabric offers plenty of stretch. Style this mini dress with metallic heels for your next dressy night out!

    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

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • All-over rhinestone embellishments
    • Mini-length hem, bodycon silhouette
    • Slinky knit fabric, full-length knit lining, plenty of stretch
    • Runs true to size

     

    Where to Wear:

    School dances, date nights, bachelorettes, birthdays, cocktail parties, rooftop hotel bars, GNO, parties

    Style Number/Barcode: 05001-1905

    Category Name: $20 & Under Sale

    Price: $59.90

    Availability: In Stock

    Available Color: RED, BLACK, SILVER

    Available Size: M, L, XL, S

    Product Badge:
    • Sale
  • Nyssa Strapless Slit Mermaid Formal Dress

    Special Occasion

    Designed to steal the spotlight, the Nyssa strapless gown features a ruched bust, mermaid fit, and a daring thigh-high slit. Equal parts sultry and sophisticated, it’s a look that guarantees unforgettable entrances.

    Fit & Features

    • Foil sheen knit fabric, stretchy knit lining
    • Strapless neckline, padded bra cups, ruched bust
    • High front slit
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, black tie galas, cocktail parties, red-carpet events, romantic dinner dates, formal celebrations, engagement parties, rehearsal dinners, anniversaries

    Style Number/Barcode: 05002-000266

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Marcie Cowl Neck Slit Mermaid Formal Dress

    Special Occasion

    The Marcie formal dress is the showstopping style that demands attention! Designed in a flattering mermaid silhouette, this dress fits like a glove with a faux wrap design and high slit for allure.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • Faux wrap design, high front slit
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, formal parties and celebrations, glam functions

    Style Number/Barcode: 05002-9651

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brynne Formal Floral Mesh Ruffled Skater Dress

    Special Occasion

    The gorgeous Brynne formal floral mesh ruffled skater dress is the perfect flirty option for summer parties! The airy sheer mesh fabric is accented with a dainty floral and polka dot print pattern for an effortlessly ethereal look. The short skater dress is shaped with a sleeveless sweetheart neckline with a built-in padded bust and a chic knot-front design with ruched detailing. Her sheer waist features flexible boning inserts for added structure, and her thin tie-shoulder tank straps lead to a hidden back zipper closure. Your waist will be cinched with her high waist seam, flowing out to a tiered ruffled skater skirt with a pretty fit and flare silhouette. Complete your look with wedge heels!

    Fit & Features

    • Sheer mesh fabric with floral and polka dot print
    • Partial knit lining, mesh underskirt, minimal stretch
    • Sweetheart neckline with padded bust, ruched knot-front design
    • Sheer waist design, flexible boning
    • Tie-shoulder tank straps, hidden back zipper with hook and eye closure
    • Tiered ruffled skater skirt, fit and flare silhouette
    • Runs true to size

    Style Number/Barcode: 05001-2110

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Maisie Sequin Bodycon Mini Dress

    Special Occasion

    Shine like you own the night—the Maisie sequin bodycon mini dress is pure glam with its bold shimmer and sculpted fit. Designed to hug your curves and catch the light, it's the ultimate go-to for party-perfect moments.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Sequin embroidered scroll pattern
    • Sleeveless square neckline
    • Adjustable thin tank shoulder straps
    • Back zipper with hook-eye closure
    • Mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthday celebrations, bachelorette parties, and glam nights out.

    Style Number/Barcode: 05001-000306

    Category Name: $20 & Under Sale

    Price: $69.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Card Energy Abstract Cutout Halter Mini Dress

    This one’s for the plans that start late and go later. An abstract print cutout halter mini dress that sculpts your shape and brings just enough edge for nights out, rooftop hangs, and everything after.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Abstract print
    • Sleeveless V-neckline with knotted detail at the bust
    • Halter tie-back spaghetti straps
    • Keyhole cutout, dual waist cutouts leading to an open back, lower tie-back spaghetti straps
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000925

    Category Name: $20 & Under Sale

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Jana Heat Stone Cutout Bodycon Dress

    Special Occasion

    Sculpted to catch the light and the room’s attention, the Jana strapless mini dress is all about confident allure with a polished finish. Rhinestone embellishment and a sleek cutout detail elevate the silhouette for unforgettable nights out. 

    Fit & Features

    • Lined fishnet fabrication
    • Strapless square neckline, padded bra cups
    • Bodycon silhouette
    • Side cutout 
    • Rhine stone studs
    • Mini length hem
    • Runs true to size

     

    Where to Wear:

    Formal dances, nights out, birthday parties, dressy events, date nights, bachelorettes, rooftop hotel bars, fashion-forward events

    Style Number/Barcode: 05001-000604

    Category Name: $20 & Under Sale

    Price: $79.90

    Availability: In Stock

    Available Color: BROWN, BLACK

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Wendy Mesh Corset Slit Formal Dress

    Special Occasion

    Sleek and sculpted for nights that call for confident elegance, the Wendy mesh gown delivers drama with a refined finish. The sweetheart neckline with a subtle cutout and corset bodice shapes a form-hugging long silhouette designed to leave a lasting impression.

    Fit & Features

    • Mesh-lined fabric with stretch
    • Sweetheart neckline, cutout accent
    • Built-in padded underwire bust, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Flexible boning structured bodice
    • High slit design, form-hugging floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Black tie weddings, galas, formal evening ceremonies, upscale red-carpet events, elegant ballroom receptions, luxury hotel venues, bachelorettes, formal birthday celebrations, milestone parties, fancy date nights, anniversaries

    Style Number/Barcode: 05002-001243

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Plans In Bloom Floral Chiffon Babydoll Dress

    RSVP yes, figure out the details later. This floral chiffon babydoll dress is light, flirty, and effortless with its ruched sweetheart neckline and open tie-back—basically your go-to when the group chat says brunch, birthday, or both.

    Fit & Features

    • Chiffon fabric with lining
    • Floral print
    • Sleeveless sweetheart neckline, ruched bust
    • Adjustable spaghetti straps
    • Open back, tie-back design
    • Mini-length babydoll silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000878

    Category Name: $20 & Under Sale

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Madison Cowl Neck Slit Glitter Formal Dress

    Special Occasion

    Sparkly and fabulous! Make a shimmering impression in the Madison glitter formal dress showcasing a high slit for effortless movement and a flattering curve-hugging fit.

    Elegant choice! Picture yourself in more stunning styles with our collection of blue prom dresses or slip into something sophisticated from our wedding guest dresses.

    Fit & Features

    • Glitter fabric lined with stretchy knit
    • Cowl neckline, padded bra cups
    • Adjustable spaghetti straps
    • High front slit
    • Curve-hugging fit, floor-length hem
    • Runs true to size
    • Extra glitter for maximum sparkle - may have some natural fallout

     

    Where to Wear:

    Prom, formal celebrations, big birthday events, and dressed-up parties.

    Style Number/Barcode: 05002-9519

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daydream Drama Polka Dot Satin Mini Dress

    A flirty mix of sweet and sultry, this satin mini brings the playful allure. The lace trim and open lace-up back make it a total show-stealer—perfect for brunch dates, parties, or spontaneous plans that somehow turn into the best stories.

    Fit & Features

    • Polka dot print, silky satin fabric, chiffon lining, no stretch
    • Lace trim V-neckline
    • Spaghetti straps
    • Lace-up open back, hidden lower back zipper with hook-eye closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000510

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Anika Cold-Shoulder Pearl Mesh Formal Midi Dress

    Special Occasion

    Make a beautiful impression at weddings or parties in the Anika cold-shoulder pearl mesh formal midi dress! The stretchy sheer mesh fabric is accented with all-over faux pearl embellishments for that touch of chic glamour and includes a full-length knit lining for coverage. Her wired V-neckline will accentuate your bust, and her cold-shoulder design with adjustable spaghetti straps and short-sleeved cuffs will give that feminine look. Your gorgeous curves will be showcased with the ruched detailing, and the back slit accent on the mid-length hem adds a sexy detail. Complete your formal look with a rhinestone necklace and metallic heels.

    Every bead, every detail—this dress was made to shine. Searching for more statement styles? Discover our exquisite beaded prom dresses or find a look that dazzles from our party dresses.

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining, faux pearl embellishments
    • Wired V-neckline
    • Cold-shoulder design, adjustable spaghetti straps and short-sleeved cuffs
    • Ruching, back slit
    • Bodycon fit
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2117

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glow Candy Sequin Dress

    Sweet meets sultry—this mini halter dress shines with allover sequins, a plunging neckline, and a daring open back. The bodycon fit makes it perfect for parties, birthdays, or any night where you plan to steal the spotlight.

    Fit & Features

    • Sequin-embellished fabric, mesh-lined stretch fabric
    • Plunge halter neckline, padded bra cups
    • Open back design
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000177

    Category Name: $20 & Under Sale

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laila Sequin Open Back Bodycon Mini Dress

    Special Occasion

    Turn every step into a spotlight moment in the Laila sequin bodycon mini dress. With its sleek open back and sculpted fit, it’s the perfect blend of sultry and glam for the nights you want to stand out.

    Fit & Features

    • Sheer mesh fabric with knit lining, moderate stretch
    • Sequin embroidery, scroll pattern
    • Sleeveless V-neckline, padded bust, adjustable spaghetti straps
    • Side cutouts, open back
    • Back strap with hook and bar closure, lower back zipper with hook-eye closure
    • Mini-length bodycon silhouette
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthday festivities, bachelorette parties, and glam nights out.

    Style Number/Barcode: 05001-000285

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quietly Captivating Floral Midi Dress

    Flowy, flattering, and quietly captivating. This abstract floral midi dress drapes just right with an asymmetrical ruffle hem that moves with you—easy elegance for dinners, weddings, or any moment that calls for something special.

    Fit & Features

    • Lined mesh fabric with abstract floral print
    • Cowl neckline
    • Adjustable spaghetti straps
    • Asymmetrical midi hem
    • Ruffled slit design
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000487

    Category Name: $20 & Under Sale

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Charm Ruffled Chiffon Tube Skater Dress

    Your go-to summer floral dress has arrived! With charming ruffles and skater silhouette, this short dress is perfect for shower celebrations, brunch, or day dates.

    Fit & Features

    • Floral print, chiffon fabric, stretchy knit lining
    • Strapless tube neckline
    • Stretchy, smocked fitted bodice
    • Skater silhouette
    • Ruffled short hem
    • Runs true to size

    Style Number/Barcode: 05101-4125

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Eileen Floral Strapless Mermaid Formal Dress

    Special Occasion

    The gorgeous Eileen floral formal dress will have everyone swooning for you! With its luxe cowl neckline and figure-hugging mermaid silhouette, this floor-length gown elevates your natural beauty with every step.

    Fit & Features

    • Floral print, smooth knit fabric, stretchy knit lining
    • Strapless cowl neckline, padded bra cups
    • Mermaid silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, garden parties, summer galas, black tie events, rooftop dinner parties, rehearsal dinner, anniversaries, fancy shower celebrations

    Style Number/Barcode: 05002-000153

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotlight Moment Open Back Maxi Dress

    Elegant, effortless, and made for the spotlight. This maxi dress flows with quiet confidence. Crafted from soft jersey knit, it features a draped cowl neckline and an open tie-back design that catches every eye from the moment you walk in.

    Fit & Features

    • Slinky knit-lined stretch fabric
    • Plunge halter neckline
    • Open back with tie
    • Curve-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000675

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Andie Velvet Drop Waist Skater Dress

    Special Occasion

    Elevate your formal outfit in a luxe velvet short dress featuring an off-the-shoulder collared sweetheart neckline, adjustable spaghetti straps, a drop-waist design, and a pleated skater silhouette. Complete the outfit with glitter mesh heels.

    Show off your style in this standout dress. Feeling the short and chic vibe? Discover more fashion-forward short prom dresses or elevate your style with our formal dresses.

    Fit & Features

    • Lined velvet fabrication
    • Off-the-shoulder neckline
    • Collared sweetheart bust, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Drop-waist design
    • Pleated skater silhouette
    • Short length hem
    • Runs true to size

    Style Number/Barcode: 05001-2444

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Lucena Convertible Mermaid Formal Dress

    Special Occasion

    The Lucena mermaid formal dress offers endless styling options to suit your mood for any formal occasion! The dress boasts a convertible style neckline that can be worn as a halter, one shoulder, and more plus has a high front slit for effortless movement.

    Fit & Features

    • Smooth knit lined fabric
    • Convertible neckline with straps
    • High front slit
    • Mermaid silhouette
    • Floor-length hem
    • Multiple styling options
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, bridesmaids, black-tie gala, fancy dinner parties, formal occasions and events

    Style Number/Barcode: 05002-000066

    Category Name: $20 & Under Sale

    Price: $19.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Thea Sequin Lace-Up Skater Dress

    Special Occasion

    Made to move with you, the Thea sequin skater dress catches the light in every step. The flared silhouette and lace-up back detail bring a playful yet polished edge to your next big night out.

    Fit & Features

    • Sequin mesh-lined fabric
    • Square halter neckline, spaghetti straps
    • Strappy open lace-up back
    • Skater silhouette
    • Short-length hem
    • Runs true to size

     

    Where to Wear:

    Homecoming, birthdays, date nights, weddings, engagement parties, milestone celebrations

    Style Number/Barcode: 05001-000212

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Citrus A-Line Mini Dress

    Like sunshine in outfit form. This lemon print stretch linen mini dress features a square neckline with a delicate bust tie and a flirty A-line skirt that’s made for brunch dates, vacations, and sunny day plans.

    Fit & Features

    • Citrus print, cotton-blend woven fabric, woven lining
    • Square neckline with tie front
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • A-line fitted silhouette, pipe trim
    • Flared mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000518

    Category Name: $20 & Under Sale

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale