$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.

  • 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
  • Faux-Ever Fashionable Block Heel Booties

    Keep your look forever fashionable in these adorable booties! They feature an ankle-high design with a chic faux fur cuff, a back zipper closure, and a block heel. Pair these booties with a simple little black dress and layer on a faux leather moto jacket.

    Fit & Features

    • Ankle-high design
    • Faux fur cuff
    • Back zipper closure
    • Almond toe
    • Block heel
    • Faux microsuede material

    Style Number/Barcode: 07403-0486

    Category Name: $20 & Under Sale

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Houndstooth Scoop Neck Mini Dress

    Stay on-trend in a mini dress that slays this season. The dress features a sleeveless scoop neckline, sleek spaghetti straps, a houndstooth print, and a mini length silhouette. Complete your look with a faux fur jacket

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Houndstooth print
    • Mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 05102-1036

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Dye Crew Socks

    Add a fun and trendy vibe to your everyday 'fit with these crew socks! They feature an above the ankle fit with an allover tie dye print. Pair these socks with your fave pair of chunky sneakers.

    Fit & Features

    • Above the ankle fit
    • Allover tie dye print

    Style Number/Barcode: 07306-0073

    Category Name: $20 & Under Sale

    Price: $3.97 $7.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feline Fierce Block Heel Combat Booties

    Make a fierce impression in leopard booties that command the room! The booties feature an around the ankle fit, a trendy leopard print, a lace-up front, an almond toe, and a stacked block heel. Complete look with a black dress

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Leopard print
    • Almond toe 
    • Lug sole 
    • Stacked block heel
    • Faux microsuede material


    Please be advised that these boots run 1/2 size small.

    Style Number/Barcode: 07403-0416

    Category Name: $20 & Under Sale

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Stacked Block Heel Booties

    These faux leather block heel booties are the essential shoes you need this winter season! They feature an ankle-high design, a flattering almond toe, a stacked, sturdy block heel, and a back zipper closure. Keep it more casual by pairing these booties with skinny jeans, or elevate your look with a sweater dress.

    Fit & Features

    • Ankle-high design
    • Almond toe
    • Stacked block heel
    • Back zipper closure
    • Smooth faux leather material

    Style Number/Barcode: 07403-0436

    Category Name: $20 & Under Sale

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Basic Pointed Toe Booties

    Fall back to basics in a bootie that goes with all your layered looks this season. The booties feature a mid-calf fit, a pointed square toe, an inner zipper closure, and a block heel. The booties are composed of a faux leather material. Complete look with a plaid scarf.

    Fit & Features

    • Mid-calf fit
    • Inner zipper closure
    • Pointed square toe
    • Block heel
    • Faux leather material 


    Please be advised that these booties run one size too small.

    Style Number/Barcode: 07403-0497

    Category Name: $20 & Under Sale

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale