$20 & Under Sale

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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 Rhinestone Criss-Cross Strap Faux Leather Sandals

    Amp up your warm-weather 'fits with these glam rhinestone strappy sandals! Made with a smooth faux leather material, these sandals feature a square-shaped toe with a curved criss-cross strap design accented with mini rhinestone embellishments for that chic sparkle. The slip-on-and-off design on the flat sole allows for effortless styling, and the lightly padded insole provides comfortable wear. Pair these sandals with hoop earrings.

    Fit & Features

    • Flat sole
    • Faux leather upper
    • Square toe
    • Curved criss-cross strap design, mini rhinestones
    • Slip-on-and-off styling
    • Lightly padded insole
    • Runs true to size

    Style Number/Barcode: 07404-1173

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Countryside Cutie Rhinestone Denim Cowboy Boots

    These denim cowboy boots will have you looking like a countryside cutie at festivals, concerts, and bachelorettes! Made from denim material, these under-the-knee boots feature a pointed-toe with a trendy embroidered accent, a stacked block heel to elevate your look, and a western-inspired rhinestone embellished pattern. Complete the look in a cowboy hat!

    Fit & Features

    • 3" Stacked Block Heel
    • Pointed toe
    • Rhinestone embellished western pattern
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07402-0952

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Mode High Waist Straight-Leg Cargo Pants

    Activate weekend mode with these straight-leg cargo pants that will bring on those cool-girl vibes. Made from a structured woven fabric, they feature a high waist and a straight-leg silhouette with a trendy relaxed fit. The pants have a hidden front zipper and button closure for effortless styling, convenient front and back pockets, and large flap pockets at each side with snap button closures. Style with a graphic tee and sneakers.

    Fit & Features

    • Non-stretch woven fabric
    • High waist with belt loops
    • Straight-leg silhouette, relaxed fit
    • Hidden front zipper, button closure
    • Dual front and back pockets
    • Dual side flap pockets, snap button closures
    • Runs true to size

    Style Number/Barcode: 06302-0808

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hint Of Chic Cowl Neck Knit Mini Dress

    You'll love the hint of chic style this cowl neck mini dress gives your look! The soft knit fabric has a double-lined design for a smooth seamless look with plenty of stretch. The short dress is shaped with a sleeveless cowl neckline and thin tank shoulder straps. The bodycon silhouette will hug your curves along the mini-length hem. Pair with a handbag and clear heels for happy hour.

    Fit & Features

    • Stretchy double-lined knit fabric
    • Sleeveless cowl neckline
    • Thin tank shoulder straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5557

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Shine Rhinestone Dainty Duster Earrings

    Shimmer with a stunning shine in these rhinestone dainty duster earrings! They feature a gorgeous cascading two-row drop design with small rhinestone embellishments and larger round rhinestones accented at the ends for extra glamour. Include a post-back closure. Style with a ring set for a luxe look.

    Fit & Features

    • Two-row linear drop design
    • Rhinestone embellishments
    • Larger round rhinestone accents
    • Post-back closure


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

    Style Number/Barcode: 07001-1836

    Category Name: $20 & Under Sale

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getaway Bound Tropical Print Woven Maxi Dress

    Jet set to your gorgeous getaway in this tropical woven maxi dress! The lightweight gauze woven fabric features a bold tropical print to bring the allure to your dreamy vacay. The maxi-length dress is shaped with a strapless straight-across neckline with a ruffled fold-over design to add a flirty flair. The fitted high waist seam has an elasticized design for added stretch and a thin tie-front belt with cute tassel accents. The dress flows out to a floor-length hem with an effortless A-line silhouette. Style this maxi dress with strappy sandals.

    Fit & Features

    • Tropical printed gauze woven fabric with short knit lining, minimal stretch
    • Strapless straight neckline with no-slip strip, ruffled fold-over design
    • Fitted elasticized high waist seam
    • Tie-front belt with tassels
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5678

    Category Name: $20 & Under Sale

    Price: $6.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dream Of Sparkle Rhinestone Chandelier Earrings

    Create the dreamiest look that will radiate sparkly vibes in these rhinestone chandelier earrings! They feature a gorgeously glam chandelier design with a round clear rhinestone stud, mini iridescent rhinestone fringe for that multi-colored shine, and baguette-shaped clear rhinestone fringe at the center. Include a post-back closure. Style with a dainty bracelet.

    Fit & Features

    • Chandelier design
    • Round clear rhinestone stud
    • Iridescent rhinestone fringe
    • Baguette clear rhinestone fringe
    • Post-back closure


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

    Style Number/Barcode: 07001-1897

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moment Of Chic Dainty Layered Lariat Necklace

    Have a moment of chic accessorizing with this dainty layered lariat necklace. It features a three-row layered chain-link design with sleek beaded detailing. The center layer is accented with a long cascading lariat, perfect to pair with your plunging tops or dresses. Complete the look with gold hoops.

    Fit & Features

    • Three-row layered dainty chain-link design
    • Beaded detailing
    • Center layer with long lariat
    • Lobster clasp closure

    Style Number/Barcode: 07002-1755

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Crush Sweetheart Applique Mesh Mini Dress

    Create a crush-worthy look in this chic floral applique mesh mini dress! Designed with stretchy lined mesh fabric, this mini-length dress is accented with a sleeveless sweetheart neckline with a floral embroidered applique at the bust for a romantic allure. The corset-style bodice features a padded bust and flexible boning inserts to add structure for that snatched silhouette. The dress has adjustable spaghetti straps for a customized fit and a back zipper closure for effortless styling. The ruched detailing on the curve-hugging fit will accentuate your gorgeous figure. Complete your look with lace-up stilettos for date night!

    Fit & Features

    • Stretchy sheer mesh fabric with knit lining
    • Sleeveless sweetheart neckline, floral embroidered applique
    • Corset bodice with structured and padded bust, flexible boning
    • Adjustable spaghetti straps, back zipper with hook and eye closure
    • Ruching
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05103-5441

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Babe Iridescent Rhinestone Fringe Cowboy Hat

    Show up looking oh-so-glam in this rhinestone fringe faux wool cowboy hat! Designed with a structured top, a wide brim with curved sides, and an iridescent rhinestone fringe trim with teardrop accents, this hat will level up your concert, bachelorette, or party 'fits. Includes adjustable ties hidden on the inside for a tighter fit. Style with ankle booties!

    Fit & Features

    • Faux wool material
    • Structured top
    • Wide brim with curved sides
    • Iridescent rhinestone fringe trim, teardrop accents
    • Adjustable ties for tighter fit

    Style Number/Barcode: 07302-1547

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffle Me Up V-Neck Midi Dress

    A night of dinner and dancing calls for this sultry knit midi dress to make an impression! The midi-length dress features a V-neckline, spaghetti strap, and a front ruffled trim going down the center with chic ruching to flatter your curves along the bodycon silhouette. Complete the look with rhinestone earrings and heels!

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Center front ruffled trim, ruching
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2955

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shine Time Rhinestone Strappy Metallic Platform Heels

    These trendy rhinestone strappy metallic platform heels were made to shine all night long! Designed with a fab metallic sheen on the faux leather material, these heels will bring the flashy glamour you love. The tall block heel and platform sole will level up your look, and the rhinestone-embellished strappy knotted design will add that sparkle. Include adjustable ankle and heel straps with a buckle closure. Style these chrome heels with a sleek clutch.

    Fit & Features

    • 4" Tall block heel
    • Platform sole
    • Faux leather upper with metallic sheen
    • Open square toe
    • Rhinestone strappy knotted design
    • Adjustable ankle and heel straps with buckle closure
    • Runs true to size

    Style Number/Barcode: 07401-4736

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charm Appeal Chiffon Floral Midi Dress

    Turn up the charm in this chiffon floral midi dress at garden parties or baby showers! Featuring a sweetheart neckline, adjustable straps, a padded bust, and a curve-hugging silhouette boasting a pretty side pleated seam and wrap front slit. The delicate watercolor floral print and textured chiffon fabric offer a touch of elegance. Complete the look with a dainty bracelet and strappy heels.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps, padded bust
    • Back zipper and hook-eye closure
    • Curve-hugging silhouette
    • Side pleated seam, wrap front slit, midi-length hem
    • Watercolor floral print, texture chiffon fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2973

    Category Name: $20 & Under Sale

    Price: $49.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweeter Than Ever Floral Eyelet Knit Mini Dress

    Create the sweetest springtime vibe in this adorable eyelet knit mini dress! The airy sheer knit fabric is detailed with dainty floral eyelet embroidery and includes a knit lining for coverage. The dress features a sleeveless scoop neckline with a ruched bust and cute tie-front detail, spaghetti straps, and a bodycon silhouette to highlight your figure along the mini-length hem. Style this short dress with sleek hoops and heeled sandals.

    Fit & Features

    • Sheer knit fabric with floral eyelet embroidery, knit lining
    • Moderate stretch
    • Sleeveless scoop neckline
    • Ruched bust with tie-front detail
    • Spaghetti straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5517

    Category Name: $20 & Under Sale

    Price: $6.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rise And Bloom Off-The-Shoulder Floral Crop Top

    Rise and bloom in this statement floral crop top for a striking look on dates or at celebrations! Showcasing flirty 3D floral appliques on airy mesh fabric, this crop top boasts a flattering off-the-shoulder neckline, flared short-sleeve cuffs, and a flowy silhouette. Complete the look in a sleek bodycon midi skirt and sandals for a chic flair!

    Fit & Features

    • 3D floral appliques
    • Mesh fabric lined with woven fabric
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2441

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Attention Please Metallic Faux Leather Mini Skirt

    This fabulous metallic mini skirt will make you the center of attention all night long! Designed with a coated faux leather fabric with a trendy metallic sheen, this skirt features a high waist, a back zipper closure for effortless styling, and a mini-length hem with a bodycon silhouette to flaunt your curves. Complete your trendy 'fit with a corset top and stilettos for the club.

    Fit & Features

    • Coated faux leather fabric, sewn-in knit lining
    • Metallic sheen
    • High waist
    • Back zipper closure
    • Mini-length hem, bodycon fit
    • Runs true to size

    Style Number/Barcode: 06401-0631

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Social Butterfly Square Neck Floral Mini Dress

    A dreamy butterfly floral mini dress perfect for social girlies! The mini-length dress features a square neckline that showcases a ribbon trim for romance, adjustable spaghetti straps to get a perfect fit, front metal closures, and a form-hugging silhouette that will flatter your figure. Complete the look in lace-up stiletto heels and a purse for a date!

    Fit & Features

    • Woven fabric lined with stretchy knit
    • Butterfly floral print
    • Adjustable spaghetti straps
    • Ribbon trim, front metal closures
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5623

    Category Name: $20 & Under Sale

    Price: $5.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Magnificent Glamour Rhinestone Bustier

    Bring magnificent glamour in this dazzling bustier top to parties and nights out! The sweetheart neckline with a padded bust and adjustable spaghetti straps offers a comfortable fit, while the rhinestone trim and large iridescent gemstones add a touch of glamour. The straps are also removable to make the bustier strapless! The structured silhouette and cropped hem enhance your figure, making you look and feel confident and chic! Complete the look in faux leather pants and heels.

    Fit & Features

    • Woven fabric with minimal stretch
    • Rhinestone trim, large iridescent gemstones
    • Sleeveless sweetheart neckline, structured and padded bust, flexible boning
    • Adjustable and removable spaghetti straps
    • Multiple back hook and eye fasteners
    • Fitted structured silhouette, cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2391

    Category Name: $20 & Under Sale

    Price: $21.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keep It Chill High Waist Ribbed Knit Pajama Shorts

    Settle in for a chill night in these cute high waist pajama shorts! Made with an ultra-soft and stretchy ribbed knit fabric, they have a lightweight feel for ultimate comfort. The shorts feature a high-rise elastic banded waist with a trendy curved dolphin short design. Complete your cozy 'fit with the matching pajama top!

    Shop Matching Top: Keep It Chill Long Sleeve Ribbed Knit Pajama Top

    Fit & Features

    • Soft and stretchy ribbed knit fabric
    • High-rise elastic banded waist
    • Dolphin short design
    • Fitted
    • Runs true to size

    Style Number/Barcode: 07103-1008

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Charm Crepe Floral Midi Dress

    Charm from day to night in this ditsy floral midi dress! Featuring a ruffle trim sweetheart neckline, spaghetti straps, and a flirty bust tie front. The form-hugging silhouette and front slit add a touch of allure, while the ditsy floral print on crepe fabric and midi-length hem keep it sweet and romantic. Complete the look in simple block heels for a dressy date or brunch!

    Fit & Features

    • Sleeveless ruffle trim sweetheart neckline
    • Spaghetti straps, bust tie front
    • Form-hugging silhouette
    • Front slit, midi-length hem
    • Ditsy floral print, crepe fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5446

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Radiant By Night Rhinestone Applique Bustier

    Strike a radiant look tonight in this rhinestone bustier out on the town! Showcasing a flattering sweetheart neckline adorned with an iridescent rhinestone and beaded embellished applique going down the center of the top. The padded bust and flexible boning add structure for a snatched silhouette. The adjustable spaghetti straps and back hook and eye fasteners provide a secure and customizable fit, and the straps are removable to make the bustier strapless. Complete the look in a mini skirt and strappy sandals.

    Fit & Features

    • Woven fabric with minimal stretch
    • Sleeveless sweetheart neckline, structured and padded bust, flexible boning
    • Adjustable and removable spaghetti straps
    • Back hook and eye fasteners
    • Iridescent rhinestone and beaded embellished applique
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2392

    Category Name: $20 & Under Sale

    Price: $15.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Most Wanted Cargo Camouflage Mini Skirt

    Upgrade your style game and stand out from the crowd in this cargo camouflage mini skirt! The high-rise elasticized waist and bodycon silhouette flatter any figure, while the mini-length hem, cargo flap pockets, and two back pockets add a functional style. Complete the look in a corset top for weekend plans!

    Fit & Features

    • Camouflage print
    • Twill woven fabric with minimal stretch
    • High waist with back elastic band, belt loops
    • Cargo flap pockets, two back pockets
    • Front button, hidden zipper closure
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06301-0180

    Category Name: $20 & Under Sale

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Charming Mood Collared Woven Skater Dress

    Charm them all with your chic style in this sleeveless collared skater dress! Designed with a lightweight woven fabric, this short dress features a collared V-neckline and a flirty open back. The button-front design goes down the complete length of the dress for effortless styling. The high waist is accented with a wide belt for a cinched look, leading to the fit and flare skater silhouette. Complete the look for a spring party with clear heels.

    Fit & Features

    • Non-stretch lined woven fabric
    • Sleeveless collared V-neckline, open back
    • Button-down front
    • High belted waist with circular buckle
    • Skater silhouette
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05101-3346

    Category Name: $20 & Under Sale

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Vibes Long Sleeve Chiffon Skater Dress

    This dreamy long sleeve chiffon skater dress has a flowy silhouette to give you that effortlessly ethereal look! The short dress is crafted with an airy sheer chiffon fabric for a lightweight feel, and includes a partial knit lining for coverage. The bodice is shaped with a V-neckline with a chic pleated surplice design, and the sheer long balloon sleeves have cinched hems. The back features a partially smocked design for added stretch. The high waist seam flows out to a short skater skirt with a fit and flare silhouette and a faux wrap-front design. Complete your outfit with block heels for a bridal shower or birthday party!

    Fit & Features

    • Sheer non-stretch chiffon fabric, partial knit lining
    • V-neckline with pleated surplice design
    • Long unlined balloon sleeves, elastic cinched hems
    • Smocked back, zipper with hook and eye closure
    • High waist seam
    • Short skater silhouette, faux wrap-front design
    • Runs true to size

    Style Number/Barcode: 05101-3139

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale