$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.

  • Bundle Up Reversible Long Line Puffer Jacket

    Bundle up in this adorable puffer that is perfect to layer on in the winter season! It features a hood, long sleeves with ribbed knit hems, a complete zip front, and a long line design. The jacket is reversible and can be worn with the faux fur fabric on the outside for a cute and comfy vibe. Pair this puffer with a cozy beanie and a plaid blanket scarf.

    Fit & Features

    • Hooded
    • Long sleeves with ribbed knit hems
    • Complete zip front
    • Large buttoned front pockets
    • Inner pockets
    • Long line reversible design
    • Smooth nylon exterior with soft faux fur interior fabric

    Style Number/Barcode: 06201-0133

    Category Name: $20 & Under Sale

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On the Prowl Puff Sleeve Leopard Print Bodysuit

    Keep it fierce in a bodysuit that will unleash your fashion instincts. The bodysuit features a crew neckline, long puff sleeves, and a leopard print. The bodysuit is composed of a sheer unlined mesh fabric that offers a form hugging fit that offers a moderate stretch. Complete your look with distressed jeans

    Fit & Features

    • Crew neckline
    • Long puff sleeves
    • Animal print
    • Sheer unlined mesh fabric
    • Form hugging fit
    • Moderate stretch 
    • Bralette pictured not included 

    Style Number/Barcode: 06001-2976

    Category Name: $20 & Under Sale

    Price: $8.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Play On Plaid Skort

    Play on in a playful plaid skort! The skort features a high rise waist, a plaid print, and a cheeky fit with skirt overlay. Complete your cute outfit with a black bodysuit and thigh high boots for a night out outfit. 

    Fit & Features

    • High rise waist
    • Plaid print
    • Skirt overlay
    • Cheeky fit

    Style Number/Barcode: 06403-0137

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Layer Up Basic Ribbed Knit Bodysuit

    Layer up in a chic bodysuit that is perfect to nail your look together! The bodysuit features a plunging V-neckline, long sleeves, and composed of a ribbed knit fabric. The bodysuit offers a form hugging fit. Complete look with a high waist mini skirt.

    Fit & Features

    • V-neckline
    • Long sleeves
    • Ribbed knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0844

    Category Name: $20 & Under Sale

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddle Weather Plaid Blanket Scarf
    Cuddle up in a cozy plaid scarf that layers up perfectly with your sweater weather outfits.

    The scarf features a plaid print with red and black hues and an oversized blanket fit. Complete your cold-weather outfit with a faux fur jacket and ankle booties.

    Fit & Features

    • Plaid print
    • Red, black, and white hues
    • Oversized blanket fit

    Style Number/Barcode: 07305-0203

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual and Chic Plaid Blanket Scarf

    Keep it casually chic in a plaid scarf to adorn your cold-weather outfits with. The scarf features neutral tones, a plaid print, and an oversized blanket fit. Complete your cold-weather out with a faux fur jacket and ankle booties.

    Fit & Features

    • Plaid print
    • Neutral tones
    • Plaid print
    • Oversized blanket fit

    Style Number/Barcode: 07305-0204

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Sassy Leopard Print Makeup Bag

    Stylishly organize your beauty products in this sassy makeup bag! It features a top zipper closure with gold metal hardware and an all-over leopard print. Add this to your wishlist for the holiday season!

    Fit & Features

    • Top zipper closure
    • All-over leopard print

    Style Number/Barcode: 07202-0002

    Category Name: $20 & Under Sale

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lookin' Luxe Velvet Ruched Mini Dress

    Showcase a gorgeous luxe look in this stunning ruched mini dress! It features a trendy square neckline with front ruched detailing, a drawstring accent, and a short, curve-hugging silhouette. Pair this dress with a sleek and chic ring set for the perf holiday party look.

    Fit & Features

    • Spaghetti straps
    • Square neckline
    • Back zipper closure
    • High waist seam
    • Front ruched detailing with drawstring accent
    • Short, form-hugging fit
    • Smooth velvet fabric with plenty of stretch

    Style Number/Barcode: 05103-0786

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Cozy Vibes Plaid Blanket Scarf

    Wrap yourself in a cozy plaid scarf that is totally cuddle-worthy. The scarf features a plaid print with soft-hued neutral pink and gray tones and an oversized blanket fit. Complete your cold-weather outfit with a faux fur jacket and ankle booties

    Fit & Features

    • Plaid print
    • Soft-hued neutral pink and gray tones
    • Oversized blanket fit

    Style Number/Barcode: 07305-0205

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Every Day Ribbed Knit Midi Dress

    This knit dress is perfect for your everyday occasions! Layer with chunky sneakers and dainty rings to create a chic back to school outfit this season. The dress features a mock neck, long sleeves, a midi-length silhouette, and composed of a soft to the touch ribbed knit fabric that enhances curves.

    Fit & Features

    • Mock neck 
    • Long sleeves
    • Midi length silhouette
    • Lined ribbed knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05102-0960

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Side Slit Ribbed Knit Mini Dress

    Amp up your basic mini dress with a trendy side slit! This staple piece dress features a mock neck, long sleeves, and a side slit. The dress is composed of a lined ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties.

    Fit & Features

    • Mock neck
    • Long sleeves
    • Side slit
    • Mini length silhouette
    • Lined ribbed knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05102-0966

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Brushed Knit Pajama Tank

    Keep it cozy in a basic pajama tank that is oh so soft to the touch. The tank features a sleeveless scoop neckline, tank straps, and a cropped hem. The pajama tank is composed of a ribbed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching pajama pants and fuzzy slides

    Shop Matching Pajama Pants: Basic Brushed Knit Pajama Pants

    Fit & Features

    • Sleeveless scoop neckline
    • Tank straps 
    • Cropped hem
    • Ribbed knit fabric
    • Relaxed fit 
    • Moderate stretch 
    • Matching pants sold separately 

    Style Number/Barcode: 07103-0455

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leopard Print Pajama Crop Top

    This pajama crop top is part fierce, part cozy. The crop top features a leopard print, a scoop neckline, tank straps, and a cropped hem. The crop top is composed of a fuzzy knit fabric that offers a relaxed fit with a moderate stretch. Complete loungewear look with the matching pajama leggings and fuzzy slides.

    Shop Matching Pajama Leggings: High Waist Leopard Print Pajama Leggings

    Fit & Features

    • Sleeveless
    • Scoop neckline
    • Tank straps
    • Leopard print
    • Cropped hem
    • Fuzzy knit fabric
    • Matching leggings sold separately

    Style Number/Barcode: 07103-0433

    Category Name: $20 & Under Sale

    Price: $9.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Leopard Print Pajama Leggings

    These leggings are part fierce, part cozy. The leggings feature a high rise waist, a leopard print, and a skinny leg fit. The leggings are composed of a fuzzy knit fabric that offers a relaxed fit with a moderate stretch. Complete your loungewear look with the matching crop top and fuzzy slides

    Shop Matching Pajama Crop Top: Leopard Print Pajama Crop Top

    Fit & Features

    • High rise waist
    • Leopard print 
    • Skinny leg fit
    • Fuzzy knit fabric
    • Moderate stretch 
    • Matching crop top sold separately 

    Style Number/Barcode: 07103-0434

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Ribbed Open Back Crop Top

    Fall back on a basic ribbed top that offers a little twist to dress up your loungewear. The top features a mock neck, a bold open back with cute back ties, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete your look with the matching leggings and chunky sneakers

    Shop Matching Leggings: Basic High Waist Ribbed Leggings

    Fit & Features

    • Mock neck
    • Long sleeves
    • Cropped hem
    • Open back with back ties
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Matching leggings sold separately 

    Style Number/Barcode: 06005-0853

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic High Waist Ribbed Leggings

    Fall back on basic ribbed leggings to keep your loungewear on trend this season. The leggings feature a high rise waist, a skinny straight leg, and composed of a ribbed knit fabric. Complete look with the matching crop top and chunky sneakers.

    Shop Matching Crop Top: Basic Ribbed Open Back Crop Top

    Fit & Features

    • High rise waist
    • Skinny straight leg
    • Ribbed knit fabric
    • Form hugging fit
    • Moderate stretch
    • Matching crop top sold separately

    Style Number/Barcode: 06502-0465

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold and Belted Faux Leather Top

    Create a bold look in a belted top that brings the chic factor to your night outfits. The top features a plunging V-neckline, long sleeves, a belted waist with loops, and a peplum hem with a snap button closure. The top is composed of a lined faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist jeans

    Fit & Features

    • Plunging V-neckline
    • Long sleeves
    • Belted waist with loops
    • Peplum hem with snap button closure
    • Faux leather fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06003-1032

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Style Snake Print Mini Skirt

    Showcase your sassy style in this trendy mini skirt! It features a high rise waist, a short, curve-hugging silhouette with a sultry side slit, and an allover snake print. Pair this skirt with a cropped sweater and heeled ankle booties for a date night out.

    Fit & Features

    • High rise elastic banded waist
    • Back zipper closure
    • Short, form-hugging fit
    • Side slit
    • Allover snake print
    • Knit fabric with moderate stretch

    Style Number/Barcode: 06501-0336

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casually Chic Faux Leather Joggers

    Get a casually chic look, perf for your upcoming holiday party, with these trendy faux leather joggers! They feature a high rise elastic banded waist with a tie front drawstring, a relaxed fit through the legs, and a tapered jogger hem. The faux leather fabric offers moderate stretch for comfortable wear. Pair these joggers with a chunky knit sweater and heeled booties.

    Fit & Features

    • High rise elastic banded waist
    • Tie front drawstring
    • Front pockets
    • Relaxed fit
    • Tapered jogger hem
    • PU fabric with moderate stretch

    Style Number/Barcode: 06402-0272

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Eyes On You Sequin Romper

    All eyes will be on you when you walk in the room in this stunning sequin romper! It features an off the shoulder neckline with long loose sleeves with cinched hems, a padded bust, a high waist, and fitted shorts. The allover sequin adorned knit fabric offers moderate stretch and includes a knit lining. Pair this romper with a rhinestone necklace to add even more sparkle!

    Fit & Features

    • Off the shoulder neckline
    • Long loose sleeves with cinched hems
    • Padded bust
    • High waist
    • Fitted shorts
    • Sequin adorned knit fabric
    • Knit lining

    Style Number/Barcode: 06503-0199

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy And Stylish Faux Fur Bomber Jacket

    Layer on this adorable faux fur bomber jacket for a sassy and stylish look! It features a complete zip front, an overall relaxed fit, and an allover leopard print for a trendy vibe. Pair this jacket over a basic bodysuit for a fierce fashionista 'fit.

    Fit & Features

    • Long sleeves with elastic banded hems
    • Complete zip front
    • Elastic banded mid-length hem
    • Relaxed fit
    • Faux fur fabric with a smooth lining
    • Allover leopard print

    Style Number/Barcode: 06201-0126

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elisabeth Pleated Tulle Formal Dress
    Special Occasion


    Dress as the princess you are with our breathtaking Elisabeth dress! She is a floor-length evening gown with a plunging V-neckline and thin adjustable straps that create a cross-back design. Her wide empire waist leads to a floor-length skirt that dances around your ankles. She is composed of pleated tulle fabric with a sheer appearance and a thin knit lining that features two front slits. Elisabeth offers a moderate stretch and includes a hidden zipper. Complete the look with a rhinestone clutch and a dainty rhinestone bracelet.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Cross-back straps
    • Empire waist, two high-front slits
    • Floor-length silhouette
    • Lined tulle fabric
    • Flowy fit, moderate stretch
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-4997

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Satin and Sequin Halter Mini Dress

    Bring the luxe in a satin dress that dazzles and shines under the spotlight. The dress features a plunging halter neck with a sequin bodice, a bold open back, neckties, and a satin mini-length silhouette. Complete your look with a luxe clutch and a dainty rhinestone bracelet

    Fit & Features

    • Sleeveless plunging halter neck
    • Sequin bodice
    • Neck ties
    • Satin mini length silhouette
    • Form hugging fit
    • Minimal stretch 
    • Lined

    Style Number/Barcode: 05103-2105

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy And Glamorous Glitter Mesh Pumps

    Complete your glamorous formal look with these glitzy pumps! They feature a closed pointed toe, a closed back, and a short stiletto heel. They are composed of a glitter mesh material with a clear PVC insert with all-over rhinestone detailing for major sparkle. Pair these heels with a floor-sweeping specialty gown with a high slit.

    Fit & Features

    • Closed pointed toe
    • Closed back
    • Short stiletto heel
    • Glitter mesh material
    • Clear PVC insert
    • All-over rhinestone detailing

    Style Number/Barcode: 07401-2523

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance