$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.

  • Cozy and Chic Ribbed Surplice Jogger Jumpsuit

    Keep it chic and cozy in a jumpsuit that keeps your look on point this season! Perfect for a chill lounge look or creating a head-turning streetwear outfit. The jumpsuit features a plunging surplice neckline, long sleeves, an elastic waist with a tie-waist belt to create a customized fit, trendy side pockets, and composed of a smooth to the touch cashmere-like ribbed fabric. Complete your look with chunky sneakers and layers of dainty necklaces.

    Fit & Features

    • Surplice neckline
    • Long sleeves
    • Elastic waist with adjustable drawstrings
    • Side pockets
    • Straight leg
    • Cashmere-like feel, ribbed fabric
    • Relaxed fit, moderate stretch


    Black Jumpsuit: Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.

    Charcoal and Brown Jumpsuits: Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0426

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Corduroy Cutie Cropped Sherpa Jacket

    Keep it cute and cozy in a jacket that is so on trend this season! The jacket features a drawstring hoodie, side pockets, a corduroy composition, and a cozy sherpa knit lining. Complete your outfit with high waist skinny jeans and booties

    Fit & Features

    • Drawstring hoodie
    • Zippered front
    • Side pockets
    • Cropped hem
    • Corduroy fabric
    • Sherpa knit lining
    • Relaxed fit

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0675

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mackenzie Off The Shoulder Lace Party Dress

    Special Occasion

    Our Mackenzie party dress will have you feeling oh so elegant and gorgeous! She features an off-the-shoulder neckline with delicate scalloped lace detail and a tie-front ribbon to accentuate your waist. Perf for a formal party, add on some rhinestone earrings and chic heels.

    Fit & Features

    • Off-the-shoulder, short-sleeve cuffs
    • Adhesive bra recommended
    • Back zipper closure
    • Empire waist with tie front ribbon
    • Fit and flare silhouette
    • Sheer lace-lined fabric
    • Fits true to size

    Style Number/Barcode: 05001-0439

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clara High Rise Destructed Skinny Jeans

    Oasis By Eunina 

    We take our skinny jeans high waist and edgy! Pair this destructed pair with your fav tops for a insta-worthy look! 

    Fit & Features

    • High Rise Waist
    • Single Button | Zipper Closure 
    • Traditional Five Pocket | Belt Loop
    • Skinny Leg 
    • Heavy Destruction 
    • Fringe Hem 
    • Form Hugging Fit | Moderate Stretch 

    Style Number/Barcode: 06602-0045

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Clearly On Trend Chunky Sneakers

    Clear stay on trend in sneakers that give your streetwear outfits major style! The sneakers feature a lace-up front, a round toe and a clear insert at the sole. Complete your look with a cute crop top and high waist jeans.

    Fit & Features

    • Lace-up front
    • Round toe
    • Pull tabs at the back of the ankle
    • Clear insert at the sole
    • Chunky sole

    Style Number/Barcode: 07407-0173

    Category Name: $20 & Under Sale

    Price: $23.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Snake Faux Leather Block Heels

    Keep it sassy in heels that bring some serious sultry appeal. The block heels feature a trendy snake print, a closed-back, an open square toe with a single strap over the toe, and a block heel. Complete your night out look with a black dress and silver accessories

    Fit & Features

    • Closed-back 
    • Snake pattern 
    • Open square toe
    • Single strap over the toe
    • Block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2434

    Category Name: $20 & Under Sale

    Price: $16.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cute And Cozy Ribbed Knit Romper

    Keep it cute and cozy in this adorable ribbed knit romper. Featuring a deep V neckline and tie front detail at the waist, this romper would be so cute paired with chunky sneakers. Wear to a movie night with your squad!

    Fit & Features

    • Short sleeves
    • Deep V neckline
    • High waist
    • Tie front detail
    • Ribbed knit fabric

    Style Number/Barcode: 06503-0164

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style It Up Snake Print Crop Top

    Style it up in trendy chic snake print in this adorable crop top! It features a deep V neckline, an open tie back detail and a majorly cropped hem. Pair with some high rise cargo joggers and glam it up with statement earrings for a gorgeous night out look.

    Fit & Features

    • V neckline
    • Long fitted sleeves
    • Open tie back detail
    • Cropped hem
    • Allover snake print
    • Knit fabric

    Style Number/Barcode: 06001-2761

    Category Name: $20 & Under Sale

    Price: $4.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Destructed Mock Neck Cropped Sweater

    A must-have for sure, this mock neck cropped sweater will have you ready for all things fall! It features destructed detailing to give it a trendy vibe and a majorly cropped hem. Pair with high rise denim and heeled booties for a day out with your girls.

    Fit & Features

    • Mock neckline
    • Long sleeves
    • Cropped hem
    • Destructed detailing along the hems
    • Sweater knit fabric

    Style Number/Barcode: 06005-0737

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Knit Henley Button-Front Bodysuit

    Keep it casual and cute in this basic must-have knit henley bodysuit. It features a wide V-neckline, button-down front detailing, and a comfy ribbed knit. Add on some cargo joggers and booties to get that edgy-chic vibe.

    Fit & Features

    • Wide V-neckline
    • Long fitted sleeves
    • Button-down front
    • Ribbed knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-0747

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ruched V Neck Jersey Knit Crop Top

    Style up this adorable ruched jersey knit crop top for a cute everyday 'fit! It features a flattering V neckline and a ruched form-hugging look. Pair this top with gold tube hoop earrings to give yourself a trendy vibe.

    Fit & Features

    • V neckline
    • Long fitted sleeves
    • Ruched front detailing
    • Cropped hem
    • Form-hugging fit
    • Jersey knit fabric

    Style Number/Barcode: 06001-2843

    Category Name: $20 & Under Sale

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Vibes Seamless Bodysuit

    Get those effortless and cool basic vibes in this seamless bodysuit! Featuring adjustable spaghetti straps for comfortable wear and a flattering V-neckline, this bodysuit would be perf paired with cargo-style joggers and chunky sneakers. Wear this look as an everyday 'fit that your whole squad will love.

    Fit & Features

    • Adjustable spaghetti straps
    • V-neckline
    • Seamless T-shirt fabric
    • Runs true to size

    Style Number/Barcode: 06002-0625

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Twist Back Ribbed Knit Midi Sweater Dress

    Keep your look on point and trendy in this chic twist back knit sweater dress! Featuring a partially open back and a mid-length, curve-hugging silhouette, this dress is perfect for the fall season. Dress it up with statement earrings for a cute fall date night.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Open back with twist back detail
    • Mid-length silhouette
    • Form-hugging fit
    • Ribbed sweater knit fabric

    Style Number/Barcode: 06005-0846

    Category Name: $20 & Under Sale

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make It Chic Cropped Jacket

    Make your look chic and on point in this of the moment cropped jacket! Featuring double button detailing and a cropped, fitted look, this jacket will elevate your look. Style it up with an adorable crop top for a brunch-worthy vibe.

    Shop Matching Bottoms: Make It Chic Wrap Mini Skirt

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Double button detailing
    • Cropped, fitted look
    • Woven fabric

    Style Number/Barcode: 06204-0565

    Category Name: $20 & Under Sale

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keepin' Knit Chic Midi Sweater Dress

    Keep it chic and stylish in this knit midi sweater dress, a perf transitional piece into the new season! It features a curve-hugging fit and a mid-length silhouette. Pair the dress with some trendy heeled booties for that must-have fall look.

    Fit & Features

    • V neckline
    • Tank-like shoulder straps
    • Mid-length silhouette
    • Form-hugging fit
    • Ribbed sweater knit fabric

    Style Number/Barcode: 06005-0832

    Category Name: $20 & Under Sale

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Taking Chances Destructed Raw Edge Skinny Jeans

    Go edgy in denim jeans that are part chic and part grunge. These must-have jeans are perfect for meeting up with the squad for happy hour or for a date night with bae. The jeans feature a high rise fit, moderate destruction, knee slit, and a raw edge hem. Complete your night out look with a bodysuit and blazer.

    Fit & Features

    • High rise fit
    • Single-button and zipper closure
    • Traditional five-pocket with belt loop design
    • Moderate destruction 
    • Knee slits
    • Medium wash denim fabric
    • Straight leg with raw edge hem 

    Style Number/Barcode: 06602-0172

    Category Name: $20 & Under Sale

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy In Plaid Double Slit Mini Skirt

    Get a preppy, pretty look in this trendy plaid mini skirt! Featuring a form-hugging fit and double front slits, this skirt is perf for your next party. Simply add on an adorable crop top and strappy heels for a go-to look.

    Fit & Features

    • High rise waist
    • Short, form-hugging fit
    • Double front slits
    • Plaid woven fabric

    Style Number/Barcode: 06401-0254

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Lady Halloween Satin Gloves

    Keep it fancy in satin gloves this Halloween! Perfect for creating luxe and glamourous Halloween costumes this season, these gloves are a must! The gloves feature a satin-like fabric and come available in black and red. Use the gloves to create an iconic character costume or a diva Halloween costume. 

    Shop Matching Wig: Villainous Diva Black And White Long Wig

    Shop Matching Bunny Ears: Iconic Diva Satin Bunny Ears

    Fit & Features

    • Satin-like fabric
    • Full-wrist length 
    • Available in red and black 

     

    Halloween Costumes are excluded from Promotions.

    Style Number/Barcode: 07308-0120

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Moment Faux Leather Stiletto Heels

    Create a chic moment in heels that slay! Perfect for styling with your brunch outfit, these heels are a must. The heels feature an adjustable ankle strap, a strap over the back of the ankle, a trendy square toe, and wide stiletto heel. Complete look with a midi dress and hoops

    Fit & Features

    • Adjustable ankle strap
    • Strap over the back of the ankle
    • Double-row of narrow straps over the toe
    • Square toe
    • Wide stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-2424

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic and Charming Criss Cross Platform Block Heels

    Charm them all in heels that bring the chic factor to your looks! The heels feature a zippered back, an adjustable ankle strap with a large buckle, criss-cross straps at the ankle, matching cross straps over the toe and a wide platform. Complete your look with a curve-hugging bodycon dress and crossbody

    Fit & Features

    • Zippered back
    • Wide cross straps at the ankle
    • Wide cross straps over the toe
    • Open almond toe
    • Wide platform 
    • Narrow block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2396

    Category Name: $20 & Under Sale

    Price: $16.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffled Romance Off The Shoulder Maxi Dress

    Spark romance in a ruffled dress that is too gorgeous! The maxi dress is perfect for your next date night with bae. The dress features an alluring off the shoulder neckline, a ruffled bodice, and a tiered ruffle maxi length silhouette. Complete your stunning date night outfit with clear heels and duster earrings

    Fit & Features

    • Off the shoulder neckline
    • Ruffled bodice
    • Off the shoulder straps that cascade shoulders
    • Tiered maxi length silhouette, partially sheer
    • Mini skirt length knit lining
    • Lightweight woven fabric
    • Relaxed fit, minimal stretch 

    Style Number/Barcode: 05102-1007

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mesmerize In Mesh Ruched Mini Dress

    A sultry mesh mini dress you'll look mesmerizing in! The short dress features a trendy square neckline and a ruched, curve-hugging silhouette, this mini is the perfect dress for a night out. Pair with some chunky gold hoop earrings for a chic touch.

    Fit & Features

    • Square neckline, long sheer fitted sleeves
    • All-over ruched detailing
    • Back zipper closure
    • Bodycon silhouette
    • Mini-length hem
    • Mesh fabric, partial knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3659

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Viper Vixen Snake Print Mini Dress

    You'll be a total stylish vixen in this trendy snake print mini dress! It features a flattering square neckline and a curve-hugging fit. Keep it chic with some dazzling duster earrings and heels for a night out.

    Fit & Features

    • Spaghetti straps
    • Square neck and back
    • Short, form-hugging fit
    • All over snake print
    • Knit fabric

    Style Number/Barcode: 05102-0837

    Category Name: $20 & Under Sale

    Price: $10.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off The Shoulder Button Down Mini Dress

    This adorable off the shoulder button down mini dress is perfect for transitioning to the cooler fall months! Featuring long fitted sleeves and a curve-hugging fit, pair this knit dress with some chunky sneakers for a trendy chic look.

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Button-down front
    • Short, form-hugging fit
    • Ribbed knit fabric

    Style Number/Barcode: 05102-0828

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance