$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.

  • Walking The City Moto Striped Crop Jacket

    This faux leather moto jacket features long sleeves, a standing collar neckline, and a trendy striped design and cropped hem. Perfect for layering over a LBD.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Long sleeves, button cuffs
    • Standing collar neckline with dual buttons
    • Front zip-up closure
    • Striped design
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06204-1864

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Position Plunge Scarf Straight-Leg Jumpsuit

    This sleeveless jumpsuit features a stunning plunge halter V-neck with a scarf, an open back, and a flattering straight-leg silhouette. The smooth knit fabric offers stretch and comfort. 

    Fit & Features

    • Smooth knit fabric
    • Plunge halter V-neckline with scarf
    • Open back
    • Straight-leg silhouette
    • Jumpsuit has a 13” front rise with a 32” inseam.
    • Runs true to size

    Style Number/Barcode: 06502-2537

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Dream High-Rise Lace Rosette Maxi Skirt

    You'll captivate everyone in this alluring lace maxi skirt for an effortless dreamy look at dinner!  With a flattering high-rise waist and delicate rosette flower, this lace skirt features a high side slit and form-hugging fit. Complete the look with the matching top.

    Shop Matching Top: Alluring Dream V-Neck Lace Rosette Crop Top

    Fit & Features

    • Lace fabric, sewn-in knit lining, stretchy
    • High-rise waist with trim
    • Rosette flower
    • High side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1033

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bling It On Crepe Blazer With Chain

    Bling it on this season with this crepe blazer for a sleek and edgy style! It features long sleeves, a lapel collar neckline, a front hidden hook closure with a detachable chain, front pockets, and a slim silhouette. Complete the look in sleek stiletto pumps for cocktail hour!

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Front hidden hook closure, detachable chain
    • Front pockets
    • Slim silhouette
    • Crepe fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06204-1644

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Paperbag Skinny Dress Pants

    Keep it chic and dressy with these paper bag waist pants perfect for any occasion. These high-waist pants feature a self-tie belt to help cinch your waist, slanted front pockets, and a skinny-leg fit with a tapered hem. Make a lasting impression for a polished office ensemble or sleek date night outfit. Pair these paper bag pants with a long-sleeve blouse and strappy heels for a fierce and sultry look.

    Fit & Features

    • High-rise paper bag waist
    • Hidden front zipper closure
    • Tie-front belt
    • Slanted front pockets
    • Pleated detailing
    • Woven fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-1168

    Category Name: $20 & Under Sale

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring On The Glam Mini Skirt

    Bring on the glamour with a mini skirt that is part sultry, part glitz! The skirt features a high-rise waist, an asymmetrical high side slit, a rhinestone fringe, and a mini-length hem. The skirt is composed of a lined faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a bodysuit and mules.

    Fit & Features

    • High rise waist
    • Asymmetrical high side slit
    • Rhinestone fringe
    • Mini length hem
    • Faux leather fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0434

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Aesthetic Denim Trucker Jacket

    Layer on this denim trucker jacket for a cool girl aesthetic! It features a trendy corduroy trim collar and front pockets while the cropped cinch hem lets you flaunt your figure. Pair with high-rise bottoms.

    Fit & Features

    • Cotton-blend denim fabric, no stretch
    • Collared neckline with corduroy trim
    • Long sleeves with elasticized cuffs
    • Button-down front
    • Buttoned chest pockets
    • Cropped elastic cinched hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06203-0557

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Casual High-Rise Distressed Dad Jeans

    These dad jeans will give you an effortlessly casual and cute look! They feature a flattering high-rise waist and a baggy leg fit with trendy distressing. Complete the look with a bodysuit.

    Fit & Features

    • Cotton-blend denim fabric, moderate stretch
    • High-rise waist
    • Traditional five-pocket and belt loop design
    • Single button and front zipper closure
    • Distressing and knee slit accents
    • Baggy leg fit
    • Runs true to size

    Style Number/Barcode: 06602-0544

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutie In Lace Lattice Hanky Hem Mini Skirt

    Keep your summer looks cute and flirty in this lace hanky hem mini skirt! Designed with an airy floral lace fabric with a knit lining for coverage, this adorable mini skirt is perfect for stylishly frolicking about. It features a high waist with a trendy lattice front detail, a tiered asymmetric hanky hem design, and an effortless flowy fit. Pair with a crop top and booties!

    Fit & Features

    • Sheer floral lace fabric with knit lining
    • High waist
    • Lattice tie-front
    • Tiered hanky hem design
    • Flowy fit
    • Runs true to size

    Style Number/Barcode: 06501-1062

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chicest Look Pinstripe Pleated Drop Waist Romper

    A chic sleeveless pinstripe romper perfect for everyday play! The romper features adorable floral lace spaghetti straps and a pleated skater skirt overlay with fitted shorts for coverage. Pair with earrings.

    Fit & Features

    • Pinstripe printed crepe knit fabric, moderate stretch
    • Sleeveless square neckline, mini rosette detail
    • Sheer floral lace trim, lace adjustable spaghetti straps
    • Drop waist
    • Pleated skater skirt overlay, fitted shorts
    • Romper in size small is 28" shoulder to hem with an 8" front rise and a 2.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1239

    Category Name: $20 & Under Sale

    Price: $38.00 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK/WHITE

    Available Size: S

    Product Badge:
    • Sale
  • Total Glam Girl Rhinestone Fringe Mini Skirt

    Radiate total glam girl energy in this fabulous rhinestone fringe mini skirt! It features a high-rise waist with a back zipper closure, a mini-length hem with a high-cut front slit with a sparkling rhinestone fringe trim, and a form-hugging fit. Style this faux leather skirt with a bustier top and strappy heels!

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Mini-length hem
    • High-cut front slit, rhinestone fringe trim
    • Form-hugging fit
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0572

    Category Name: $20 & Under Sale

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Star Cheerleader Three-Piece Costume Set

    Channel an iconic star cheerleader for Halloween in this sexy three-piece costume set! It features a tie-front crop top with a collared V-neckline and long sleeves, a cropped fringe vest with embroidered star appliques, and low-rise hot shorts with a star applique buckle belt. Complete your costume with cowboy boots!

    Fit & Features

    • Three-piece set
    • Tie-front smooth knit crop top, collared V-neckline, long sleeves with tapered hems
    • Sleeveless cropped smooth woven vest, embroidered star appliques, fringe trim
    • Low-rise cheeky knit shorts, removable buckle belt with embroidered star appliques
    • Shorts in size extra small/small have a 7" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1237

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Anti-Hero Babe Checkered Diamond Strapless Corset Top

    Stay stylishly rebellious this Halloween with a bold corset top that features a strapless plunging sweetheart neckline, hook and eye front closures, a satin lace-up back for a customized fit, and a checkered diamond pattern. Complete your costume with the hot shorts, sheer tights, and combat boots.

    Fit & Features

    • Satin-like woven fabric lined with knit, minimal stretch
    • Checkered diamond pattern
    • Strapless plunge sweetheart neckline
    • Hook-eye front closures
    • Satin lace-up back design
    • Angled mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-2586

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mystical Mermaid Clear Shell Bag

    Entice them all with your mystical aura as a mermaid this Halloween with this pretty shell bag! It features a clear acrylic shell design with a sleek gold metal trim, a faux pearl beaded and rhinestone wristlet strap, and a chain-link shoulder strap. Complete your costume with the shimmering bra top, foiled flare pants, and the perfect pair of heels!

    Fit & Features

    • Clear acrylic shell design
    • Gold metal trim
    • Top clasp closure
    • Attachable faux pearl beaded and rhinestone wristlet strap
    • Attachable chain-link shoulder strap

    Style Number/Barcode: 07203-2035

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feline Fatale Long Sleeve Catsuit

    Look ever so fierce this Halloween in this curve-hugging catsuit! It features a mock neck with a zip-front design to create a plunging neckline, long fitted sleeves, and a sexy leopard pattern on the stretchy knit fabric. Complete your costume with velvet cat ears and a cat-eye mask!

    Fit & Features

    • Leopard-printed coated knit fabric, plenty of stretch
    • Mock neckline
    • Zip-front closure
    • Long fitted sleeves
    • Form-hugging fit
    • Catsuit in size small is 53" shoulder to hem with a 10" front rise and a 28" inseam
    • Runs true to size

    Style Number/Barcode: 06502-2532

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Red Hot Devil Rhinestone Horns

    Complete your devil costume with a headband that features rhinestone-embellished horns. Style with a faux leather red dress and heels for a fiery costume. 

    Fit & Features

    • 3-D rhinestone horns
    • Sleek headband 

    Style Number/Barcode: 07308-0658

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut It Out Moto Block Heel Platform Booties

    Fit & Features

    • 3" Stacked block heel, 6" leg opening, 6" shaft height
    • Almond toe
    • Moto strap detail with hoop insert
    • Faux leather material
    • Platform sole
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07403-1796

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dazzling Moments Rhinestone Platform Satin Block Heels

    These satin heels feature a square toe, platform sole, and all-over rhinestone embellishments. Perfect for any semi-formal or special event.

    Shop Matching Bag: Dazzling Moments Rhinestone Satin Clutch Bag

    Fit & Features

    • 4.5" Block Heel
    • Square toe
    • Platform sole
    • Cushioned footbed
    • Adjustable ankle strap with buckle closure
    • Rhinestone satin material
    • Runs true to size

    Style Number/Barcode: 07401-4964

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Fierce Faux Leather Snake Print Ankle Booties

    Strut in these fierce faux leather snake print ankle booties showcasing a block heel and inner zipper closure that secures the style. Pair with a purse.

    Fit & Features

    • 3.5" block heel, 5" leg opening, 5.5" shaft height
    • Faux leather material
    • Ankle-fit 
    • Pointy toe
    • Inner zipper closure
    • Snake print
    • Runs true to size

    Style Number/Barcode: 07403-1797

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Of-The-Moment Stiletto Ankle Booties

    Chic and stylish, these of-the-moment ankle booties are designed with a faux suede material accented with an elastic gore detail for added stretch and a top buckle strap design. They feature a pointed toe, an inner zipper closure for effortless styling, and a short stiletto heel.

    Fit & Features

    • Short stiletto heel
    • Faux suede material
    • Ankle-high length
    • Pointed toe
    • Elastic gore, buckle strap detail
    • Inner zipper closure
    • Runs true to size

    Style Number/Barcode: 07403-1843

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Moves Rhinestone Buckle Metallic Block Heels

    Enter every party looking glamorous in these metallic block heels! They feature a sleek square toe with a rhinestone buckle strap for a hint of sparkle, a block heel, a cushioned footbed for comfort, and an adjustable ankle strap with buckle closure. Complete the look with a glam hair accessory

    Fit & Features

    • 4" Block Heel
    • Square toe
    • Rhinestone buckle strap
    • Cushioned footbed
    • Adjustable ankle strap with buckle closure
    • Metallic faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4966

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Statement Faux Leather Croc-Embossed Under the Knee Boots

    Make a bold statement with faux leather under-the-knee boots that feature a trendy croc-embossed pattern, a pointy toe, and a block heel. Complete with a midi dress for the perfect office to happy hour outfit! 

    Fit & Features

    • 3” block heel, 8" leg opening, 16" shaft height
    • Faux leather material
    • Croc-embossed pattern
    • Pointy toe
    • Runs true to size

    Style Number/Barcode: 07402-1031

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Moto Chic Buckled Faux Leather Ankle Booties

    Give your outfit some chic edge in these faux leather ankle booties with trendy buckle accents and an inner zipper closure that secures the style. Complete the look with a faux leather jacket.

    Fit & Features

    • 2.5" Stacked block heel, 5.5" leg opening, 4.5" shaft height
    • Faux leather material
    • Square-shaped toe
    • Inner zipper closure
    • Dual moto strap detail with metal hoop insert
    • Runs true to size

    Style Number/Barcode: 07403-1822

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorably Posh Polka Dot Mesh Slingback Pumps

    These adorably posh polka dot mesh slingback pumps are chic perfection! They feature a stiletto heel, a pointed-toe designed with a sheer mesh material with a chic polka dot pattern, the cutest mini bow accent, and a thin slingback strap for effortless on-and-off styling. Pair these pumps with a fit-and-flare dress and pearl earrings!

    Fit & Features

    • 3.5" Stiletto heel
    • Pointed toe
    • Sheer mesh material, polka dot pattern
    • Mini bow
    • Slingback strap
    • Runs true to size

    Style Number/Barcode: 07401-4876

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale