$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.

  • Edgy Flair Flat Top Square Sunglasses

    Give your summer 'fits an edgy flair with these cool shades. The sunglasses feature a flat top square-shaped design, a plastic frame with metal geometric accents on each side, and tinted lenses. Style with a cropped denim jacket.

    Fit & Features

    • Flat top
    • Square-shaped design
    • Plastic frame
    • Metal geometric side accents
    • Tinted lenses
    • 100% UV protection

    Style Number/Barcode: 07008-1020

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's So Chic Platform Stiletto Pumps

    Make yourself known as a chic it-girl with these platform stiletto pumps! They feature a closed pointed toe, a thin adjustable ankle strap, a closed back, a tall platform sole, and a sleek stiletto heel. Style with hoop earrings.

    Fit & Features

    • Closed pointed toe
    • Thin adjustable ankle strap, buckle detail
    • Closed back
    • Tall platform sole
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4348

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daring And Chic Platform Block Heels

    Level up your look to be daring and chic with these sleek platform block heels. They feature an open almond toe with a strap, thin adjustable ankle and heel straps, a platform sole, and a tall block heel. Style with fringe earrings.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap
    • Thin adjustable ankle and heel straps, buckle detail
    • Platform sole
    • Tall block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4407

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Sheen Holographic Faux Leather Shorts

    These trendy holographic faux leather shorts will show off a chic sheen on your next night out. They feature a high-rise waist with an inner elastic band for plenty of stretch, a hidden side zipper closure, a cheeky form-hugging fit, and are composed of an ultra-smooth faux leather fabric with a cool holographic sheen. Style with a corset top and clear-heel mules!

    Fit & Features

    • High-rise waist, inner elastic band
    • Hidden side zipper, hook and eye closure
    • Cheeky form-hugging fit
    • Holographic sheen
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0331

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remy High-Rise Lace-Up Denim Shorts

    Level up your summer 'fits with the trendy Remy lace-up denim shorts by Windsor Denim. They feature a high-rise waist, lattice side detailing, a frayed edge hem, and a fitted silhouette. Style with a graphic tee and combat boots.

    Fit & Features

    • High-rise waist
    • Lattice side detailing, tie closures
    • Frayed edge trim
    • Five-pocket and belt loop design, front button and zipper closure
    • Fitted silhouette
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0336

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Island Girl High Rise Wide Leg Pants

    Showcase island vibes on vacation in these must-have tropical pants perfect for chilling under the cabana with a cocktail in hand! They feature a flattering high-rise waist, slim hip-hugging fit, a wide-leg silhouette, and a breezy palm print. Complete the look in platform sandals.

    Fit & Features

    • High-rise waist
    • Slim hip-hugging fit
    • Wide-leg silhouette
    • Palm print
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2355

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sassy Speed Racer Graphic Mini Dress

    Amp up your bar hopping 'fits with this edgy graphic mini dress! It features a sleeveless crew neckline, a notched V-neck design with safety pin accents, a racecar graphic with various scripts like, "Champions Racing," a mini-length hem, and a bodycon silhouette that will hug your curves. Style with a layered necklace set and sneakers.

    Fit & Features

    • Sleeveless crew neckline
    • Notched V-neck design, safety pin accents
    • Racecar graphic, various scripts like "Champions Racing"
    • Mini-length hem
    • Bodycon silhouette
    • Cotton-blend fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1607

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flaunt At First Sight Off-The-Shoulder Romper

    Flaunt your sophisticated self in this off-the-shoulder romper for dinner and drinks or date night! Featuring sheer peasant long sleeves, a wired V-notch neckline, a mesh surplice bodice, and high-rise crepe short bottoms. Complete the look in chic platform heels and a clutch.

    Fit & Features

    • Off-the-shoulder
    • Sheer peasant long sleeves
    • Wired V-notch neckline
    • Mesh surplice bodice
    • High-rise short bottoms
    • Lined mesh fabric, stretchy crepe fabric
    • Runs true to size

    Style Number/Barcode: 06503-1051

    Category Name: $20 & Under Sale

    Price: $21.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Style Belted Twill Skort

    Show off a trendy style this summer season with this of-the-moment twill skort. It features a mid-rise waist with an adjustable faux leather belt, a hidden side zipper closure, a front skirt overlay with pleated detailing, shorts, and a fitted silhouette. Pair with a graphic tee and booties for a cool vibe.

    Fit & Features

    • Mid-rise waist, belt loops
    • Adjustable faux leather belt, rectangular buckle
    • Hidden side zipper closure
    • Front skirt overlay, pleating, shorts
    • Fitted silhouette
    • Smooth twill fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0238

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Allure Geometric Cat-Eye Sunglasses

    Give off a chic allure in these sleek shades! The sunglasses feature a small geometric cat-eye design with a plastic frame, metal chain-link accents on the arms, and tinted lenses. Style with hoop earrings.

    Fit & Features

    • Small geometric cat-eye shape
    • Plastic frame
    • Metal chain-link accents on the arms
    • Tinted lenses
    • 100% UV protection

    Style Number/Barcode: 07008-1025

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Level Up Rectangular Frame Sunglasses

    Level up your look for the summer season with these trendy shades! The sunglasses feature a geometric rectangular-shaped design with a plastic frame and tinted lenses. Style with a layered charm necklace. 

    Fit & Features

    • Geometric rectangular-shaped design
    • Plastic frame
    • Tinted lenses
    • 100% UV protection

    Style Number/Barcode: 07008-1029

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Luxe Rhinestone Embellished Headband

    Style up your pretty tresses with this totally luxe rhinestone headband! It features a sleek metal flexible design with baguette-shaped rhinestones with mini rhinestone outlines for a stunning sparkle. Complete the look with duster earrings.

    Fit & Features

    • Thin metal flexible design
    • Baguette-shaped rhinestones
    • Mini rhinestone outlines

    Style Number/Barcode: 07006-0396

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Glam Rhinestone Platform Stiletto Heels

    Sleek and glam, these rhinestone platform stiletto heels will take your night-out look up a notch. They feature an open square toe, a triple strap design with mini rhinestone embellishments, a back zipper closure, a platform sole, and a thin stiletto heel. Style with a metallic clutch.

    Fit & Features

    • Open square-shaped toe
    • Triple strap design
    • Mini rhinestones
    • Closed back, zipper
    • Platform sole, stiletto heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-4472

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sunset Chaser Cowl Neck Mini Dress

    The perfect mesh mini dress for a sunset dinner by the beach! It features a sleeveless cowl neckline, sleek bungee spaghetti straps, and side-ruched seams to accentuate your curves along the bodycon silhouette. Complete the look with a sleek choker and earrings.

    Fit & Features

    • Sleeveless cowl neckline
    • Bungee spaghetti straps
    • Side ruched seams, bodycon silhouette
    • Mini-length hem
    • Sunset beach graphic design
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5197

    Category Name: $20 & Under Sale

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Fave Ribbed Knit Mini Dress

    This basic casual ribbed knit mini dress will be a new fave for the season! It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, a mini-length hem, and a form-hugging silhouette. The lightweight ribbed knit fabric offers plenty of stretch. Style with a denim jacket and sandals for a cute everyday vibe.

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Mini-length hem
    • Form-hugging bodycon fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5086

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Denim Sweetheart Midi Dress

    Sweet but sexy, this denim midi dress was made for you! It features a sleeveless, sweetheart neck, adjustable spaghetti straps, corset-style bodice, and a high-waist seam leading to the bodycon silhouette with a back slit accent. Complete the look in statement earrings.

    Fit & Features

    • Sleeveless, sweetheart neck, adjustable spaghetti straps
    • Corset-style bodice, back zipper closure
    • High-waist seam, back slit accent
    • Bodycon silhouette
    • Midi-length hem
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4477

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heat Things Up Cutout Mini Dress

    Heat things up in this showstopping bodycon mini dress on vacation or at a summer party! It features a sweetheart neckline, spaghetti straps that crisscross in the back, dual front center O-ring inserts and cutout accents, side ruched seams, and a fitted hem. Complete the look with geo-shaped earrings and a layered necklace.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps, crisscross back
    • Dual front center O-ring inserts, cutout accents
    • Bodycon silhouette, side ruched seams
    • Mini-length fitted hem
    • Double-lined brushed knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 05102-5137

    Category Name: $20 & Under Sale

    Price: $9.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Weekend Style Denim Skort

    Level up your casual summer weekend style with this on-trend denim skort. It features a high-rise waist, a short asymmetric wrap-front overlay with button detailing, front and back pockets, and a fitted silhouette. Pair with a basic bodysuit and strappy sandals.

    Fit & Features

    • High-rise waist
    • Short asymmetric wrap-front overlay
    • Button detailing
    • Belt loops
    • Dual front and back pockets
    • Denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0339

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dinner With A View Tropical Slit Maxi Dress

    You may be on vacay with incredible views but you'll be the main attraction in this tropical maxi dress perfect for dining on the island! It features a sleeveless square neck, adjustable spaghetti straps, a front adjustable ruched drawstring that lets you customize the style, a sultry front slit, and a flattering slim curve-hugging silhouette. The maxi dress is composed of a slinky knit fabric with a tropical print and a short stretchy knit lining. Complete the look in strappy heels.

    Fit & Features

    • Sleeveless square neck, adjustable spaghetti straps
    • Front adjustable ruched drawstring
    • Slim curve-hugging silhouette
    • Front high slit
    • Maxi-length hem
    • Tropical print, slinky knit fabric, short stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5031

    Category Name: $20 & Under Sale

    Price: $5.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dance Floor Diva Sequin Backless Jumpsuit

    This sparkling sequin jumpsuit is worthy of a dance floor diva like you! It features a sleeveless cowl neckline, halter spaghetti straps, an alluring backless design, a high waist seam, a hip-hugging fit, a form-hugging fit throughout the leg, and a fab flared hem. The mesh fabric features all-over sequin embroidery for a gorgeous shine under the lights. Style with rhinestone fringe earrings and platform heels. 

    Fit & Features

    • Sleeveless cowl neckline
    • Halter spaghetti straps, tie-back closure, backless design
    • High waist seam, hip-hugging fit
    • Form-hugging fit throughout the leg, flared hem
    • All-over sequin embroidery
    • Sheer mesh fabric, full sheer mesh lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-1294

    Category Name: $20 & Under Sale

    Price: $6.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Get Your Attention Platform Block Heel Pumps

    These chic of-the-moment platform pumps will garner all the attention! They feature a closed almond toe, a closed back, a thin adjustable ankle strap, a bold platform sole, and an ultra-tall block heel. Style with a sleek clutch for your next night out.

    Fit & Features

    • Closed almond-shaped toe
    • Closed back
    • Thin adjustable ankle strap, buckle detail
    • Platform sole, ultra-tall block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4396

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Signature Style Platform Block Heel Pumps

    Show off a signature style in these chic platform pumps! These Mary Jane-inspired heels feature a closed almond toe, a criss-cross strap design across the foot, an adjustable ankle strap, a closed back, a platform sole, and a block heel. Pair with a mini handbag.

    Fit & Features

    • Closed almond-shaped toe
    • Criss-cross strap design
    • Adjustable ankle strap, buckle detail
    • Closed back
    • Platform sole, block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4384

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend State Of Mind Long Cotton Vest

    Get into a weekend state of mind with this chic long cotton vest. It features a sleeveless bodice with a lapel collar, a button-down front, a thin tie-front detail, front pockets, and a long-line hem with a fitted silhouette. Layer this lightweight vest over a mini dress with espadrille sandals.

    Fit & Features

    • Sleeveless bodice, lapel collar
    • Button-down front
    • Thin tie-front detail
    • Dual front pockets
    • Long-line hem, fitted silhouette
    • Cotton fabric, sewn-in woven lining
    • Runs true to size

    Style Number/Barcode: 06204-1595

    Category Name: $20 & Under Sale

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nothing Short Of Glam Rhinestone Lace-Up Denim Shorts

    They can expect nothing short of glam when you show up in these high-rise denim shorts perfect for a summer night out! They feature an eye-catching front lace-up with rhinestone embellished straps, a form-hugging silhouette, and a raw-cut hem. The shorts are composed of vintage-inspired medium-wash denim fabric with a slight stretch. Complete the look in a basic bodysuit and heels.

    Fit & Features

    • High-rise waist
    • Front lace-up design, rhinestone embellished straps
    • Form-hugging silhouette, raw-cut hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Vintage-inspired, medium wash denim, slight stretch
    • Runs true to size

    Style Number/Barcode: 06603-0338

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance