$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.

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$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.

  • Lola High Slit Satin Dress

    Special Occasion

    Make a stunning entrance at your next formal event in this long satin dress. This luxurious, floor-length satin dress features a cowl neckline, high side slit, and a slim-fit form-hugging silhouette. Perfect for weddings, black-tie events, or school dances.

    Shop Lola In More Colors: Windsor's Lola Dress Collection

    Shop Short Version: Sleek Vibes Satin Mini Dress

     

    This dress is the perfect pick for Prom 2023! Not exactly your style? You’ll love other prom dresses.

    Fit & Features

    • Stretchy satin fabric, non-see through
    • Cowl neckline, spaghetti straps
    • Slim-fit bodice, form-hugging fit
    • High side slit
    • Floor-length silhouette
    • Runs true to size

    Style Number/Barcode: 05002-1118

    Category Name: $20 & Under Sale

    Price: $39.96 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: HUNTER, ROSE, GOLD, BURGUNDY, ROYAL, NAVY

    Available Size: L, XL

    Product Badge:
    • Sale
  • Stunning Sultry Satin Corset Top

    Stunning and sultry, this sleek satin corset top is perf for date night! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a corset-designed front with a structured bust, a lattice front detail, and a mid-length flirty peplum hem. Style this top with your fave distressed jeans and chic mules.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, back zipper and hook and eye closure
    • Corset-designed front, structured bust
    • Lattice front detail
    • Mid-length peplum hem
    • Satin fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1400

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sarah One-Shoulder Mermaid Sequin Formal Dress

    Special Occasion

    Elevate the night in the Sarah sequin formal dress that brings sultry shine to balls, banquets, and prom! Show off the stunning one-shoulder neckline and adjustable spaghetti strap for a custom fit, while the padded bra cups provide support. The mermaid silhouette and sequin pattern add eye-catching flair, while the floor-length hem creates a dramatic entrance. Complete the look with luxe earrings and block heels.

    Fit & Features

    • Sequin scroll pattern, mesh fabric lined with stretchy knit
    • Padded bra cups
    • Adjustable spaghetti strap
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7936

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marnie Formal Satin Corset Midi Dress

    Special Occasion

    You'll wow the crowd in the classy Marnie formal satin dress at banquet dinners or weddings! She features a corset-style bodice, a sweetheart neckline adorned with wide shoulder straps, a pleated and padded bust, flexible boning inserts, a flattering bodycon silhouette, a front slit, and a midi-length hem. The formal dress is composed of a silky satin-knit fabric with a luxe sheen and a moderate stretch. Complete the look in stiletto heels.

    Fit & Features

    • Sleeveless corset-style bodice
    • Sweetheart neckline, wide shoulder straps
    • Pleated and padded bust, back zipper and hook-eye closure
    • Flexible boning inserts
    • Bodycon silhouette, front slit, midi-length hem
    • Satin-knit fabric, sheen effect, knit lining at the top, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-1978

    Category Name: $20 & Under Sale

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiate Romantic Vibes Strapless Floral Chiffon Maxi Dress

    Radiate romantic vibes in this strapless floral chiffon maxi dress at garden parties or showers! The long ruffled silhouette adds flow and movement while the floral chiffon fabric adds a touch of femininity. Perfect for any occasion, this dress will make you stand out with its playful and flirty style! Complete the look with teardrop earrings.

    Fit & Features

    • Floral printed chiffon fabric with stretchy knit lining
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Ruffled flowy silhouette
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-3044

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • When Life Gives You Lemons Sweetheart A-Line Midi Dress

    This A-line midi dress is all you need to serve a sweet and sassy look this summer! With a flattering sweetheart neckline and puff sleeves, this A-line dress also features a built-in padded underwire bust and playful lemon print. The front slit and midi-length will have you twirling in style all day long! Complete the look in wedge sandals.

    Fit & Features

    • Lemon print, eyelet fabric, woven lining, no stretch
    • Sweetheart neckline
    • Built-in padded underwire bust
    • Back zipper and hook-eye closure
    • Front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3295

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stripes of The Day Tie Side Romper

    Show your stripes of the day on this trendy romper! It features a sleeveless, v-neck, adjustable spaghetti straps, surplice bodice, and an elasticized waist with side tie detail. Complete the look in chunky heels for the perf summer vibe.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Surplice bodice
    • Elasticized waist, side tie detail
    • Striped print
    • Woven lined fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06403-0182

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Here To Slay One-Shoulder Cutout Knit Crop Top

    This iconic crop top was here to stay and slay your 'fits! Made with a stretchy ribbed knit fabric, it features an asymmetric one-shoulder neckline with a tank strap, a trendy twist-front design and sultry center bust cutout, and a cropped hem with a form-hugging fit for a snatched look. Style with high-rise jeans and sneakers for a cute and casual vibe!

    Fit & Features

    • Stretchy ribbed knit fabric
    • Asymmetric one-shoulder neckline, tank strap
    • Twist-front design
    • Bust cutout
    • Cropped
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-1950

    Category Name: $20 & Under Sale

    Price: $16.90

    Availability: In Stock

    Available Color: WINE, BROWN, ORANGE, WHITE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Chic Beauty Off-The-Shoulder Corset Top

    Showcase your beauty in this chic on-trend corset top! It features an off-the-shoulder neckline, long puff bishop sleeves with tapered, fitted hems, a front corset design with ruching, and a cropped, form-hugging fit. Complete the look with mom jeans and cute mules.

    Fit & Features

    • Off-the-shoulder neckline
    • Long puff bishop sleeves with tapered, fitted hems
    • Front corset design, ruched detailing, flexible boning 
    • Back zipper closure
    • Cropped, form-fitting style
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06003-1308

    Category Name: $20 & Under Sale

    Price: $4.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flawless 'Fit Off-The-Shoulder Smooth Knit Top

    Create a simply flawless 'fit with this trendy off-the-shoulder smooth knit top! Designed with the iconic smooth double-lined knit fabric, it offers an ultra-soft buttery feel and plenty of stretch for comfortable wear. The top features an asymmetric off-the-shoulder neckline with pleated detailing, short fitted sleeves, ruching down the side seams to accentuate your curves, and a mid-length hem with a form-hugging fit. Style with your fave pair of denim!

    Fit & Features

    • Smooth double-lined knit fabric, plenty of stretch
    • Asymmetric pleated off-the-shoulder neckline
    • Short sleeves
    • Ruched side seams
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5297

    Category Name: $20 & Under Sale

    Price: $28.90

    Availability: In Stock

    Available Color: PINK, BROWN, YELLOW, YELLOW-2, RED, LIGHT, BLUE, WHITE

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

    Product Badge:
    • Sale
  • She's Glowing Sequin Corset Top

    Mesmerize the room in this glowing sequin corset top featuring a strapless square neck,  pleat detailing, a structured bodice, a cropped hem, and a back zipper closure. Complete your dressy look in trouser pants and heels.

    Fit & Features

    • Strapless, square neck
    • Pleat detailing
    • Structured bodice, flexible boning
    • Cropped hem
    • Back zipper, hook and eye closure
    • Sequin embroidered woven fabric
    • Runs true to size

    Style Number/Barcode: 06003-1958

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Noemi Formal Sequin A-Line Dress

    Special Occasion

    Shimmering sequins make a debut on the Noemi formal dress to make your sparkling appearance at school dances, banquet dinners, and black tie events! She features a sleeveless square neck, adjustable spaghetti straps, and a flattering A-line silhouette that leads to the floor-length hem that gracefully kisses the floor with step. The formal dress is composed of a sequin-scroll patterned mesh fabric with a stretchy knit lining. Complete the look with statement earrings.

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • A-line silhouette
    • Floor-length hem
    • Sequin-scroll pattern, mesh fabric, stretchy knit lining
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05002-3161

    Category Name: $20 & Under Sale

    Price: $19.97 $109.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, PURPLE

    Available Size: XS, S

    Product Badge:
    • Sale
  • Kinsley Formal Sequin Mermaid Dress

    Special Occasion

    Gorgeous and glam, the Kinsley formal sequin mermaid dress will give off major regal energy. She features a sleeveless square neckline, spaghetti straps that lead to a cross-back lace-up design, a floor-length skirt with a mermaid silhouette, and a high side slit to showcase some leg. The lined mesh fabric features all-over sequin embroidery in a luxe scroll pattern. Complete your formal affair look with gold hoops and neutral heels.

    This dress is the perfect pick for Prom 2023! Not exactly your style? You’ll love other prom dresses.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Adhesive bra recommended
    • Open back, cross-back lace-up strappy design, tie closure
    • High waist seam, lower back zipper, hook and eye closure
    • Floor-length, fitted, mermaid silhouette, high side slit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Sequin embroidery, scroll pattern
    • Runs true to size

    Style Number/Barcode: 05002-2453

    Category Name: $20 & Under Sale

    Price: $99.90

    Availability: In Stock

    Available Color: GOLD, RED, SILVER, NEON, PINK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Smooth Silhouette Ruched Bodycon Mini Dress

    Sleek and smooth, this bodycon mini dress serves curves for days! Crafted from a soft double-lined knit fabric that fits like a glove, this dress features a square neckline adorned with adjustable spaghetti straps, side ruched seams to accentuate your figure along the bodycon silhouette, and a flattering mini-length hem. Complete the look with mules and a crop jacket.

    Fit & Features

    • Soft knit fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5683

    Category Name: $20 & Under Sale

    Price: $34.90

    Availability: In Stock

    Available Color: CHAMBRAY, LIME

    Available Size: S, M, L, XS

    Product Badge:
    • Sale
  • Pop Of Sparkle Rhinestone Block Heels

    These block heels bring the perfect pop of sparkle to your dressy fit! They feature an almond-shaped toe, rhinestone-embellished toe and ankle straps, a block heel, and a closed back with a zipper closure. The heels are composed of a faux leather material with a cushioned insole. Complete the look in a stunning necklace set.

    Fit & Features

    • Almond toe
    • Rhinestone toe and ankle straps
    • Block heel
    • Closed back, zipper closure
    • Faux leather material
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4708

    Category Name: $20 & Under Sale

    Price: $30.90

    Availability: In Stock

    Available Color: WHITE, NUDE, BLACK

    Available Size: 6, 6.5, 7, 7.5, 8.5, 9, 10, 5.5, 8

    Product Badge:
    • Sale
  • Gloss Up Glitter Rhinestone Platform Block Heels

    Gloss up your wardrobe in these glitter rhinestone platform block heels! Accented with a sleek almond toe, rhinestone embellished toe straps and asymmetrical straps, a closed ankle, and an adjustable ankle strap with buckle closure. Complete the look with the matching sparkly bag and glitzy belt for a formal occasion!

    Shop Matching Bag: Let The Night Begin Rhinestone Bucket Bag
    Shop Matching Wristlet: Moment of Luxe Rhinestone Wristlet
    Shop Matching Belt: Always Classy Rhinestone Belt

    Fit & Features

    • 3.5" Block heel
    • Almond toe, platform sole
    • Rhinestone embellished straps, asymmetrical strap
    • Closed ankle, adjustable ankle strap, buckle closure
    • Luxe fit cushioned footbed
    • Glitter mesh material
    • Runs true to size

    Style Number/Barcode: 07401-4700

    Category Name: $20 & Under Sale

    Price: $32.90

    Availability: In Stock

    Available Color: SILVER, BLACK, GOLD

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

    Product Badge:
    • Sale
  • Sweet One Off-The-Shoulder Crop Top

    Show off your sweet side in this off-the-shoulder crop top perfect for summer fun! Features a sweetheart neckline and short sleeve cuffs for a flattering fit. The adjustable drawstring allows for a customizable look and the cropped hem adds a touch of trendiness. Complete the look in denim shorts and sandals for a day out!

    Fit & Features

    • Stretchy rib knit fabric
    • Off-the-shoulder, sweetheart neckline
    • Adjustable drawstring
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06002-1865

    Category Name: $20 & Under Sale

    Price: $22.90

    Availability: In Stock

    Available Color: WHITE, YELLOW, PINK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Annalise Glitter Satin Corset Mermaid Dress

    Special Occasion

    Glisten with glamour in the gorgeous Annalise glitter satin corset mermaid dress at your next black-tie affair! Crafted with a sleek satin fabric with a luxe glitter sheen, this long formal dress will capture all the compliments. She is designed with a sleeveless sweetheart neckline with pleating at the bust, and flexible boning at the bustier bodice for a snatched look. Her thin tank shoulder straps lead to a back zipper closure for effortless styling. Her mermaid silhouette will flaunt your stunning curves on the floor-sweeping hem, accented with a high front slit. Complete your look with metallic heels.

    Fit & Features

    • Glitter satin fabric, bust knit lining, slight stretch
    • Sleeveless sweetheart neckline, pleated bust
    • Bustier bodice with flexible boning
    • Tank shoulder straps, back zipper and hook-eye closure
    • High front slit
    • Mermaid fit
    • Runs true to size

    Style Number/Barcode: 05002-7861

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD, LIGHT, BLUE

    Available Size: XS, S, M

    Product Badge:
    • Sale
  • Cynthia Lace Up Mermaid Sequin Formal Dress

    Special Occasion

    The exquisite details of the Cynthia lace up mermaid sequin formal dress are sure to have everyone in awe of you at prom, banquets, or red carpet events! Adorned with a stunning sequin scroll pattern on mesh fabric, this dress is the perfect choice for any formal occasion.  She boasts a sultry V-neckline and spaghetti straps that form the lace-up back designed to turn heads and a mermaid silhouette that hugs your curves down to the floor-length hem. Complete the look with earrings and a bracelet.

    Fit & Features

    • Sequin scroll pattern, mesh fabric
    • Spagehtti straps, padded bra cups
    • Lace up, back zipper and hook-eye closure
    • Mermaid silhouette
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-7938

    Category Name: $20 & Under Sale

    Price: $49.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hit The City Strapless Slit Crop Top

    Throw on your sunnies and hit the city in this strapless crop top for a flirtatious style! The top boasts a trending strapless sweetheart neckline, a center front adjustable drawstring and slit, and a ruffled trim crop hem. Complete the look in denim jeans and sneakers!

    Fit & Features

    • Brushed knit soft fabric, moderate stretch
    • Strapless sweetheart neckline
    • Center front adjustable drawstring
    • Center slit design
    • Ruffled trim cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5375

    Category Name: $20 & Under Sale

    Price: $19.90

    Availability: In Stock

    Available Color: MOCHA, WHITE, MAUVE

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

    Product Badge:
    • Sale
  • Brittney Strapless Rhinestone Long Formal Dress

    Special Occasion

    Light up the night in the Brittney rhinestone long formal dress with a fabulous glow down the red carpet or black tie parties! She showcases a dazzling rhinestone-embellished mesh fabric that adds a touch of luxury to any formal event. The strapless neckline is lined with a non-slip grip to ensure a secure fit, while the flexible boning and curve-hugging silhouette flatter your figure. With a long length and center-back slit, this dress exudes elegance and sophistication. Complete the look in stiletto heels and earrings.

    Fit & Features

    • Rhinestone embellished, mesh fabric, sewn-in knit lining
    • Flexible boning, non-slip grip lining
    • Back zipper and hook-eye closure
    • Center back slit
    • Slim silhouette
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-8026

    Category Name: $20 & Under Sale

    Price: $19.97 $179.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE

    Available Size: XS, S

    Product Badge:
    • Sale
  • Stunning Summer Daze Strappy Block Heels

    Put them all in a daze with the chic details of these stunning strappy block heels! They feature an open square-shaped toe, a criss-cross strappy design across the foot, thin adjustable ankle and heel straps with a buckle closure, and a block heel. Style with a mini handbag.

    Fit & Features

    • 4" Block heel
    • Open square toe, criss-cross strappy design
    • Adjustable ankle and heel straps with buckle closure
    • Padded insole
    • Coral and yellow heels are faux leather
    • Black heels are faux nubuck
    • Runs true to size

    Style Number/Barcode: 07401-4926

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CORAL, YELLOW, BLACK

    Available Size: 5.5, 6, 6.5, 7, 8, 8.5, 9, 10, 7.5

    Product Badge:
    • Sale
  • Flirty Pick Mid-Rise Pleated Denim Skort

    This denim mini skort is a flirty pick for making your crush blush! The mid-rise waist and pleated silhouette highlight your curves while the mini-length hem adds a playful touch with faux pocket lining. Features woven shorts lining for extra comfort. Complete the look in a cute crop top and sneakers.

    Fit & Features

    • Light wash denim fabric, non-stretch
    • Mid-rise waist
    • Front button and hidden zipper closure
    • Pleated silhouette
    • Faux pocket and woven shorts lining
    • Runs true to size

    Style Number/Barcode: 06603-0416

    Category Name: $20 & Under Sale

    Price: $39.90

    Availability: In Stock

    Available Color: DARK, DENIM, LIGHT

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Curvacious Lane Sleeveless Bodycon Mesh Mini Dress

    Strut looking curvacious in this mesh mini dress for your next night on the town! Designed from form-hugging mesh fabric, this dress boasts a plunge-wired sweetheart neckline with a bar trim, adjustable spaghetti straps, and a bodycon silhouette that flatters your figure. Complete the look in sleek stiletto heels.

    Fit & Features

    • Mesh fabrication lined with stretchy knit
    • Plunge-wired sweetheart neckline
    • Adjustable spaghetti straps
    • Back zipper hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5629

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK, BLUE

    Available Size: S, M, L

    Product Badge:
    • Sale