$20 & Under Sale

Dive into our fabulous $20 and under sale, where affordability meets style with dresses, tops, bottoms, and shoes. Perfect for fashion-savvy shoppers, this collection allows you to create complete chic looks without straining your wallet. Whether you're updating key pieces or opting for a fresh 'fit for an upcoming event, seize the opportunity to enhance your wardrobe with our stunningly priced finds.

SHOW FILTER

SORT:

SIZE
COLOR
PRICE
ALL FILTERS
SORT

Size Filter

Color Filter

Price Filter

Sort Options

Loading...

Product Recommendations

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.

  • Glam Essential Pointed Toe Rhinestone Stiletto Heels

    These rhinestone stiletto heels are a glam essential for any shoe lover's closet! They feature a sleek pointed toe, sparkling rhinestone embellished asymmetrical straps, an adjustable ankle strap, and buckle closure. Complete the look with a luxe clutch purse.

    Fit & Features

    • 4" Stiletto heel
    • Pointed toe
    • Rhinestone embellished asymmetrical straps
    • Adjustable ankle strap, buckle closure
    • Black color is faux leather, pink is metallic
    • Runs true to size

    Style Number/Barcode: 07401-4911

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Allure Tie-Front Ruffled Skater Dress

    Captivate with your charming allure in this pretty tie-front ruffled skater dress! Designed with a breezy gauze woven fabric, this short dress is the perfect lightweight style for weekend dates. It features a sleeveless V-neckline with the cutest tie-front bow design, a built-in padded bust, adjustable spaghetti straps so you can find your perfect fit, and a smocked back for added stretch. The high waist flows out to a tiered ruffled skater skirt with an adorable fit-and-flare silhouette. Complete your look with hoop earrings and heeled sandals.

    Fit & Features

    • Gauze woven fabric with woven lining, no stretch
    • V-neckline with tie-front, padded bust
    • Adjustable spaghetti straps
    • High waist, smocked back
    • Tiered ruffled design
    • Fit-and-flare skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5720

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Margret Sweetheart Bodycon Mesh Long Formal Dress

    Special Occasion

    Leaving them speechless is easy in the Margret mesh long formal dress perfect for weddings or cocktail parties! Designed from mesh fabric with a sewn-in knit lining, this formal dress is perfect for formal events. Her sweetheart neckline and adjustable spaghetti straps accentuate your figure while the padded bra cups provide support. The ruched side seams and bodycon silhouette create a sleek look, while the center back slit adds a touch of sophistication to the fitted long hem. Complete the look with earrings and block heels.

    Fit & Features

    • Mesh fabric, sewn-in knit lining, minimal stretch
    • Adjustable spaghetti straps
    • Sweetheart neckline, back zipper and hook-eye closure
    • Padded bra cups
    • Bodycon fit, center back slit
    • Runs true to size

    Style Number/Barcode: 05002-8443

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Right Impression V-Neck Floral Ruffle Skater Dress

    A cutie like you will always make the right impression in this floral skater dress on dates or at brunch!  Featuring sheer peasant long sleeves and a flattering V-neckline, this skater silhouette is completed with a ruffled short-length hem. The V-cut back with a spaghetti strap tie adds a touch of allure. Style this floral skater dress with block heels.

    Fit & Features

    • Floral print, chiffon fabric with woven lining, no stretch
    • V-neckline, V-cut back with spaghetti strap tie
    • Skater silhouette
    • Ruffled short-length hem
    • Runs true to size

    Style Number/Barcode: 05101-2894

    Category Name: $20 & Under Sale

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay Mode Tropical Floral Mesh Maxi Dress

    Activate vacay mode and radiate dreamy vibes in this alluring tropical maxi dress! Designed with an airy sheer mesh fabric with a mini-length knit lining, this maxi-length dress is accented with a blooming tropical floral print for a stunning look. It features a sleeveless square neckline, spaghetti straps, ruched detailing at the waist to accentuate your curves, and a bodycon silhouette with a thigh-high side slit to showcase some leg. Style with stiletto heels for a sunset dinner!

    Fit & Features

    • Tropical floral print
    • Sheer mesh fabric with mini-length knit lining, plenty of stretch
    • Square neckline
    • Spaghetti straps
    • Ruched waist, side slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5543

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready To Sparkle V-Neck Bodycon Sequin Mini Dress

    This sequin mini dress is ready to sparkle on your next night out at your bachelorette or girl's night! The lined mesh fabric is accented with all-over sequin, faux pearl, and beaded embellishments for a gorgeous look. Featuring a flattering V-neckline and wide shoulder straps, this dress will make you stand out from the crowd. The bodycon fit and mini-length hem will accentuate your figure, while the V-cut back adds a touch of allure. Style with hoop earrings.

    Fit & Features

    • Sheer mesh fabric with knit lining, minimal stretch
    • Sequin, faux pearl, and beaded embellishments
    • V-neckline
    • Wide shoulder straps
    • V-cut back, zipper with hook and eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5377

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Remarkable Show-Stopper Rhinestone Mesh Mini Dress

    This dazzling mini dress is designed to be a show-stopper on your next GNO! Crafted from a sheer mesh fabric embellished with countless rhinestones, this sleeveless dress brings the glamour. It features a cowl neckline, shoulder straps, and a sultry bodycon silhouette. Complete the look in stiletto heels.

    Fit & Features

    • Sheer mesh fabric, rhinestone embellishments
    • Cowl neckline
    • Shoulder straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5613

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Daydream Off-The-Shoulder Mesh Top

    This breezy floral mesh off-the-shoulder top will have you looking like a daydream! The airy sheer mesh fabric is accented with a soft floral print and includes a knit lining at the bust for coverage. The off-the-shoulder sweetheart neckline plays into the feminine look, featuring ruching at the bust and long fitted sleeves. The mid-length hem has a center front slit to add that flirty touch. Style this adorable top with light-wash jeans and mules!

    Fit & Features

    • Stretchy sheer mesh fabric, knit lining at the bust
    • Floral print
    • Off-the-shoulder sweetheart neckline, ruching
    • Long fitted sleeves
    • Center front slit
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5248

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetest Look Ditsy Floral Chiffon Babydoll Dress

    Create the sweetest look for your summer plans with this adorable babydoll dress! The airy sheer chiffon fabric is detailed with a ditsy floral print and includes a full-length lining for coverage. The short dress features a sleeveless scoop neckline with ruching at the bust, adjustable spaghetti straps for a customized fit, a smocked back for added stretch, and a ruffled tiered A-line silhouette with an effortless flowy fit. Style with sneakers for a cute and casual summer outfit.

    Fit & Features

    • Ditsy floral print
    • Sheer chiffon fabric with stretchy knit lining
    • Ruched scoop neckline
    • Adjustable spaghetti straps
    • Smocked back
    • Ruffled tiered A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5451

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterfly Magic Mesh Glitter Wings

    Sprinkle some magic on your Halloween costume with butterfly wings that feature a mesh material, glitter sprinkled throughout, and adjustable straps for easy wear! Complete with a sequin set or sequin dress! 

    Fit & Features

    • Sheer mesh material 
    • Large butterfly design
    • Glitter
    • Sheer tulle ruffled center
    • Clear adjustable straps

    Style Number/Barcode: 07308-0589

    Category Name: $20 & Under Sale

    Price: $2.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Moves Faux Leather Stiletto Heels

    These classic faux leather stiletto heels are the perfect pick for your dressy events. They feature an open square toe with a thin strap, a thin adjustable ankle strap, a closed back, and a sleek stiletto heel. The heels are composed of a patent faux leather material with a subtle cushioned insole. Style with an envelope clutch.

    Fit & Features

    • Open square-shaped toe
    • Thin toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Stiletto heel
    • Patent faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4418

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Chic Ponte Knit Fringe Romper

    Fit & Features

    • Ponte knit fabric with moderate stretch
    • Strapless square neckline, elastic band
    • Western-inspired etched buckle accent
    • Mini skirt overlay, fringe hem
    • Fitted shorts
    • Romper in size small is 22" top hem to bottom hem with a 7" front rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1203

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lavish Flirt V-Neck Bubble Hem Skater Satin Dress

    You'll look lavishly flirty in this skater satin dress as the blushing bride-to-be, graduate, or birthday princess! Made from luxurious satin fabric, it's sure to turn heads and make you feel like a true fashion queen! Featuring delicate spaghetti straps and a flattering V-neckline, this dress flares out into a playful pleated skater silhouette with a chic bubble hem mini-length. 

    Fit & Features

    • Satin fabric, sewn-in knit lining, moderate stretch
    • V-Neckline, spaghetti straps
    • Skater silhouette
    • Bubble mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3111

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Her V-Neck Bow Lace Skater Dress

    Be the center of attention with the attitude to match in this lace skater dress perfect for dressy occasions! With a flattering skater silhouette and a ruched bow-detailed bodice. The adjustable spaghetti straps and padded bra cups provide a perfect fit, while the lace accent short-length hem adds a touch of elegance. Complete the look with a stunning hair accessory.

    Fit & Features

    • Mesh and lace fabric lined with stretchy knit
    • V-neckline, back zipper and hook-eye closure
    • Adjustable spaghetti straps
    • Padded bra cups
    • Ruched bow detailed bodice
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3367

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Twist-Front Off-The-Shoulder Crop Top

    Keep your everyday 'fits cute and trendy with this adorable crop top. Made with a stretchy knit fabric, it features an off-the-shoulder sweetheart neckline with short-sleeve cuffs, a stylish twist-front design at the bust, and a cropped hem with a form-hugging fit. Complete the look with high waist jeans and sneakers.

    Fit & Features

    • Stretchy knit fabric
    • Off-the-shoulder sweetheart neckline
    • Short sleeve cuffs
    • Twist-front bust design
    • Ruching
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5349

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Esmerelda Formal Crepe Strappy Mermaid Dress

    Special Occasion

    You'll be the talk of the night wearing the Esmerelda formal dress at school dances, black tie events, or banquets! She features a striking and sleeveless V-neckline, sleek bungee spaghetti straps that create the open strappy back design, and a flattering mermaid silhouette, high side slit, and floor-length hem. The formal dress is composed of a crepe fabrication with a stretchy knit lining. Complete the look in rhinestone heels and earrings for some glam!

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps, open strappy back design
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • High side slit
    • Floor-length hem
    • Crepe fabrication, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05002-6938

    Category Name: $20 & Under Sale

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Diva Delight Pointed Toe Stiletto Heels

    Looking for the limelight? It will always find you in these faux leather heels! They feature a sleek pointed-toe with a curved strap, an adjustable ankle strap with buckle closure, and a stiletto heel and cushioned insole. Complete the look in a sleeveless midi dress for a chic style.

    Fit & Features

    • 4" Stiletto Heel
    • Pointed toe with curved strap
    • Adjustable ankle strap, buckle closure
    • Red and brown have croc pattern
    • Nude is solid
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-5041

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play The Field Cropped Screen Jersey Tee

    Game on, player! The cropped open mesh jersey features a V-neckline, short sleeves, and a contrasting "00" screen on the front.  Complete your sporty costume with the matching football rhinestone clutch and hot shorts.

    Fit & Features

    • Unlined open mesh fabric, moderate stretch
    • "00" screen
    • V-neckline
    • Short sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1925

    Category Name: $20 & Under Sale

    Price: $9.00 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Garden Of Romance Tie Back Rose Floral A-Line Dress

    Let your love bloom for this rose floral chiffon midi dress perfect for garden parties and weddings! Featuring a square neckline, adjustable spaghetti straps, and a tie-back for the perfect fit, this flowy A-line silhouette dress will have you feeling flirty and feminine. With a front slit and midi-length hem, it's perfect for styling with chic stiletto heels.

    Fit & Features

    • Rose floral print, chiffon fabric lined with stretchy knit
    • Square neckline
    • Adjustable spaghetti straps
    • A-Line silhouette
    • Front slit
    • Runs true to size

    Style Number/Barcode: 05101-3257

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Soldier Faux Suede Shorts

    Command the party with your bold confidence as a sultry soldier this Halloween! These faux suede shorts feature a high-rise waist and a cheeky form-hugging fit. Complete your costume with the camo bodysuit, aviator sunglasses, and booties.

    Fit & Features

    • Faux suede fabric with moderate stretch
    • High-rise waist
    • Belt loops
    • Hidden front zipper with snap button closure
    • Cheeky form-hugging fit
    • Shorts in size small have a 10" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0532

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterfly Effect Long Sleeve Mesh Crop Top

    The effect of this butterfly mesh crop top will take your style to new heights! Designed with fitted long sleeves, a crew neckline, and a cropped hem, this top is both trendy and comfortable. The sheer mesh fabric features a beautiful butterfly print that will add a touch of whimsy to your wardrobe! Complete the look in faux leather pants and mules for dinner and drinks.

    Fit & Features

    • Butterfly print, sheer mesh stretchy fabric
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5191

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Call The Shots Ringleader Sequin Bodysuit

    Call the shots as a sultry ringleader this Halloween in this shimmering sequin bodysuit! It features a sleeveless plunging V-neckline with a halter strap and a cheeky form-hugging fit with sequin fringe trim at the hips. Complete your glitzy costume with rhinestone fishnet tights and faux leather boots.

    Fit & Features

    • Knit fabric, moderate stretch
    • All-over sequin embroidery
    • Plunging V-neckline
    • Halter strap with elastic detail
    • Partially open back, zipper with hook-eye closure
    • Cheeky form-hugging fit, sequin fringe trim, dual snap-button closure
    • Runs true to size

    Style Number/Barcode: 06003-2601

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sarai Formal Sequin Striped Mermaid Long Dress

    Special Occasion

    Lines of sparkling sequins add drama and dimension to the glamorous Sarai formal long dress! She features a sexy wired plunge V-neckline, a padded bust for support, and adjustable spaghetti straps. Her curve-flaunting mermaid silhouette effortlessly showcases your femme allure while the floor-length hem adds a touch of grace to the style. The formal maxi dress is crafted from a lightweight mesh fabric with a dazzling sequin striped pattern and has a full knit stretchy lining. Complete the look with a bracelet and clutch for a black tie wedding or soiree! 

    Fit & Features

    • Sleeveless wired plunge V-neckline
    • Adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Floor-length hem
    • Sequin striped pattern, mesh fabric, full knit stretchy lining
    • Runs true to size

    Style Number/Barcode: 05002-8185

    Category Name: $20 & Under Sale

    Price: $9.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Covetable Charm V-Neck Ruffled Maxi Dress

    You'll covet the charm of this sleeveless maxi dress all season!  With a flattering V-neckline and adjustable spaghetti straps, this dress will hug you in all the right places. The crisscross and smocked back add a trendy touch, while the flowy silhouette and ruffled long-length hem offer a breezy style. Complete the look in sandals.

    Fit & Features

    • Woven fabric, bust lining, no stretch
    • Adjustable spaghetti straps
    • Crisscross and smocked back
    • Flowy silhouette
    • Ruffled hem
    • Runs true to size

    Style Number/Barcode: 05102-5546

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale