$20 & Under Sale

Home$20 & Under Sale
Loading...

Now Trending

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.

  • Curve Alert Ruched Mini Skirt

    Let your curves draw all the attention in this mini skirt perfect for date nights! Featuring a high-rise waist and side ruched seams that accentuate your figure along the bodycon silhouette. The lined knit fabric offers plenty of stretch. Complete the look in a flirty statement crop top and sandals.

    Fit & Features

    • High-rise elasticized waist
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0853

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • She's So Sassy Rhinestone Platform Stiletto Mules

    Bring the sassy style to your night out 'fits with these of-the-moment platform stiletto mules! They feature an open almond-shaped toe, a wide clear strap across the foot, all-over mini rhinestone embellishments, an open back, a bold chunky platform sole, and an ultra-tall stiletto heel. Complete the look with a glitter mesh clutch.

    Fit & Features

    • Open almond-shaped toe
    • Wide clear PVC strap
    • Mini rhinestones
    • Open back
    • Chunky platform sole, ultra-tall stiletto heel
    • Faux leather material, subtle cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4318

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Point PVC Rhinestone Stiletto Pumps

    Keep your look on point in these must-have glam stiletto pumps! They feature a closed PVC clear pointed-toe and sides with rhinestone embellishments and a metallic closed ankle. Complete the look with statement earrings for a formal occasion. 

    Fit & Features

    • Closed PVC clear pointed-toe and sides
    • All over rhinestone embellishments
    • Metallic closed ankle
    • Stiletto heel
    • Runs true to size

    Style Number/Barcode: 07401-4339

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Real Style Faux Leather Platform Heels

    These faux leather heels have got real style! They feature a square toe, wide toe strap, a thin block heel, a platform, an ankle strap with buckle closure, and a slightly cushioned insole. Complete the look with a trendy crossbody bag for a daytime soiree!

    Fit & Features

    • Square toe, wide toe strap
    • Thin block heel, platform
    • Ankle strap with buckle closure
    • Slightly cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4406

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strapped In Edge Buckle Detail Stiletto Heels

    Edgy and cool-girl status, these faux leather stiletto heels are sure to dress up your favorite bottoms! They feature a sleek square toe, a wide and curved toe strap with buckle detail, and a closed ankle with buckle detail and lace-up straps. Complete the look in a sultry mini skirt for dinner and drinks!

    Fit & Features

    • Square toe
    • Curved and wide toe strap, buckle detail
    • Closed ankle, buckle detail
    • Stiletto heel
    • Lace-up straps
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4404

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Away This Weekend Buckle Platform Wedges

    These platform wedges are ready for your weekend away! They feature a square toe, a faux leather strap with studs and a buckle detail, a wooden-like sole, and a wrap-style ankle strap with a buckle closure and stud accents. Complete the look in a wide-leg jumpsuit for a dinner with a view!

    Fit & Features

    • Square toe
    • Faux leather strap, studs, buckle detail
    • Wooden-like platform sole
    • Wrap-style ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07406-0335

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pearl Up With Me Long Sleeve Mini Dress

    Link up with this mesh mini dress for a stunning look at rehearsal dinners or cocktail parties! The dress features a square neck, sheer fitted long sleeves covered in faux pearl embellishments, a sheer back with a keyhole accent and button closure, side ruched seams to accentuate your curves, and a bodycon silhouette. Complete the look with earrings and block heels. 

    Fit & Features

    • Square neck
    • Sheer fitted long sleeves, faux pearl embellishments
    • Sheer back, keyhole accent, button closure
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Lined mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2261

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Looks Mesh V-Neck Babydoll Dress

    Showcase a dreamy look in this mesh babydoll dress perfect for date nights or parties! It features a sleeveless V-neckline, adjustable spaghetti straps, ruched bust seams, and a flattering babydoll style silhouette with a mini-length hem. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Ruched bust seams
    • Babydoll style silhouette
    • Mini-length hem
    • Airy mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4971

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Mood For Glamour Gemstone Choker Necklace

    This gorgeous gemstone choker necklace will have you in the mood for glamour! It features a chain-link design leading to front oval-shaped gemstones outlined with mini rhinestones. Style with sleek hoop earrings.

    Fit & Features

    • Chain-link design
    • Front oval-shaped gemstones
    • Mini rhinestone outlines
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1438

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vacay In Bali One-Shoulder Maxi Dress

    Vacation in sultry style wearing this maxi dress! Serve major looks on the island in this dress featuring a sleeveless one-shoulder neckline, a tank strap with a hoop insert, and a form-hugging slim silhouette with a high side slit and ruched seam on textured knit fabric. Complete the look in chic sandals.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank strap, hoop insert
    • Form-hugging, slim silhouette
    • High side slit, side ruched seam
    • Maxi-length hem
    • Textured knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4970

    Category Name: $20 & Under Sale

    Price: $5.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Modern Marvel One-Shoulder Mini Dress

    Strut looking like a modern work of art in this marble-printed mini dress all over town! It features a sleeveless one-shoulder neck, an adjustable spaghetti strap, a side adjustable ruched string, and a bodycon silhouette. Complete the look with hoop earrings.

    Fit & Features

    • Sleeveless one-shoulder neck
    • Adjustable spaghetti straps
    • Side ruched string
    • Bodycon silhouette
    • Mini-length hem
    • Marble-printed mesh fabric, stretch knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4989

    Category Name: $20 & Under Sale

    Price: $5.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • What A Sight Eyelet Lace Lace-Up Dress

    You'll be quite a dreamy sight in this eyelet lace skater dress! Perfect for wedding showers, grabbing lunch with the girls, or backyard parties. It features adorable puff short sleeves, a sweetheart neck with an underbust seam, an open lace-up back, and a flattering short-length silhouette. Complete the look in strappy block heels.

    Fit & Features

    • Puff short sleeves
    • Sweetheart neck, underbust seam
    • Open lace-up back
    • Skater silhouette
    • Short-length hem
    • Eyelet lace cotton fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-4946

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Scene Rhinestone Block Heels

    Step out in glamour strutting in these rhinestone block heels for your next special occasion! They feature a sleek almond toe, PVC clear toe, and ankle strap with a buckle closure on patent leather material. Complete the look with a statement bracelet.

    Fit & Features

    • Almond toe
    • PVC clear toe and ankle strap, buckle closure
    • Rhinestone embellished block heel
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4022

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strike A Pose Crepe Bow Back Mini Dress

    Strike a pose at the party in this crepe mini dress designed with an eye-catching back detail everyone will adore! It features a sleeveless square neck, spaghetti straps, a caged back design, an attached bow with a train, and a bodycon silhouette. Complete the look in glitter platform heels for a cocktail party or rehearsal dinner!

    Fit & Features

    • Sleeveless square neck
    • Spaghetti straps
    • Caged back design, attached bow with train
    • Bodycon silhouette
    • Mini-length hem
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2427

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lovely Seeing You Floral Chiffon Midi Dress

    They'll be pleased to make your lovely acquaintance looking so romantic in this floral chiffon midi dress as the perfect wedding guest! The sleeveless dress features a sweetheart neckline, adjustable spaghetti straps, a stretchy smocked back, a built-in padded bust, and a flattering front slit along the flowy hem. Complete the look with clear lucite block heels and a clutch.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Adjustable spaghetti straps
    • Stretchy smocked back, zipper and hook-eye closure
    • Built-in padded bust
    • Front slit, midi-length hem
    • Garden rose print, airy chiffon, stretchy knit lining
    • Runs true to size 

    Style Number/Barcode: 05101-2214

    Category Name: $20 & Under Sale

    Price: $5.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Favorite Darling Eyelet Lace V-Neck Dress

    You'll be everyone's favorite sight looking so darling in this eyelet lace dress at dinner parties! It features a sleeveless V-neckline, wide shoulder straps, a stretchy smocked back, and a flattering tiered skater short-length silhouette. Complete the look with a charming rhinestone barrette for a chic hairstyle!

    Fit & Features

    • Sleeveless V-neckline
    • Wide shoulder straps
    • Stretchy smocked back
    • Tiered, skater short-length silhouette
    • Eyelet lace fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2030

    Category Name: $20 & Under Sale

    Price: $22.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Talk Business Woven Casual Blazer

    Talk business in this woven casual blazer to keep your look sharp and stylish! Featuring long sleeves with a roll-up design, a lapel collar neckline, shoulder pads for structured look, an open front design, three flap pockets, and a slim silhouette on gauze woven fabric. Complete the look in clear block heels for a seamless-chic finish!

    Fit & Features

    • Long sleeves, roll-up design
    • Lape collar neckline, shoulder pads
    • Open front design
    • Three flap pockets
    • Slim silhouette
    • Gauze woven fabric, sleek woven lining
    • Runs true to size

    Style Number/Barcode: 06204-1593

    Category Name: $20 & Under Sale

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Madelyn Formal Chiffon A-Line Dress

    Special Occasion

    Boho allure with a sprinkle of romance is the hallmark of the Madelyn formal dress perfect for wedding showers and dressy outdoor parties! She features a sleeveless sweetheart neckline, self-tie spaghetti straps for a customizable fit, a padded underwire bust, and a flattering A-line silhouette that creates the high front slit along her floor-sweeping hem. The formal dress is composed of an airy chiffon burnout fabric with a stretchy knit lining. Complete the look in this long dress with statement earrings and clear strap mules for a chic-seamless style!

    Fit & Features

    • Sleeveless sweetheart neckline, self-tie spaghetti straps
    • Padded underwire bust
    • Back zipper and hook-eye closure
    • A-line silhouette, high front slit, floor-length hem
    • Airy chiffon burnout fabric, stretchy knit lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7091

    Category Name: $20 & Under Sale

    Price: $19.97 $84.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Here To Slay Platform Stiletto Heels

    Step out ready to slay in these fabulous platform stiletto heels! They feature an open square-shaped toe with a strap, a thin adjustable ankle strap, a closed back, a bold platform sole, and a sleek tall stiletto heel. Style with a glitter clutch.

    Fit & Features

    • Open square-shaped toe, toe strap
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Platform sole
    • Tall stiletto heel
    • Faux leather material
    • Subtle cushioned insole

     

    Please be advised that these heels run a 1/2 size bigger.

    Style Number/Barcode: 07401-4308

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamorous Shine Glitter Mesh Bolero

    Layer on this lightweight glitter mesh bolero for a glamorous shine! It features long fitted sleeves, an open-front design, and an ultra-cropped hem. Style over a sleek party dress with rhinestone heels.

    Fit & Features

    • Long fitted sleeves
    • Open-front design
    • Ultra-cropped hem
    • Glitter mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06202-0390

    Category Name: $20 & Under Sale

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Intentions Floral Tube Top

    Show off your sweet side in this adorable tube top! It features a sweetheart neckline with a ruched bust, halter spaghetti straps, a smocked back panel, and a majorly cropped hem. The woven fabric features an all-over ditsy floral print pattern. Style with the matching skater skirt for a brunch-ready look.

    Shop Matching Bottoms: Sweet Intentions Floral Skater Skirt

    Fit & Features

    • Sleeveless sweetheart neckline, ruched bust
    • Halter spaghetti straps, tie at the back of the neck
    • Smocked back panel
    • Cropped fit
    • Ditsy floral print
    • Woven fabric, front knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-1833

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Intentions Floral Skater Skirt

    Show off your sweet side in this adorable skater skirt! It features a high-rise smocked waist with an adjustable drawstring, pleated detailing, and a short, fit and flare silhouette. The woven fabric features an all-over ditsy floral print pattern. Style with the matching tube top for a brunch-ready look.

    Shop Matching Top: Sweet Intentions Floral Tube Top

    Fit & Features

    • High-rise smocked waist, elastic waistband
    • Adjustable drawstring
    • Pleated detailing
    • Short hem, fit and flare silhouette
    • Ditsy floral print
    • Woven fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06301-0133

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Born Free Motor Graphic Bustier

    Flaunt your edge and love for the fast life! This graphic bustier features a sleeveless square neck, tank straps, a cropped hem, and a front graphic with a script that reads, "Born Free Motors". Complete the look in a denim mini skirt and heels for happy hour!

    Fit & Features

    • Sleeveless square neck
    • Tank straps
    • Cropped hem
    • Front graphic, script reads, "Born Free Motors"
    • Runs true to size

    Style Number/Barcode: 06002-1543

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Island Guru Pleated Bandeau Top

    Elevate your island vacation look with this sassy bandeau crop top perfect for dinner and drinks! It features a sleeveless halter neckline with tie closure and is composed of a pleated satin fabric with lining. Style with the matching bottoms.

    Shop Matching Bottoms: Island Guru Pleated Wide Leg Pants

    Fit & Features

    • Sleeveless halter neckline, tie closure
    • Cropped hem
    • Pleated satin fabric with lining
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06003-2135

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale