$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.

  • Sunset Moments A-Line Mini Dress

    This gorgeous mini dress was made for sunset dates! It features a sleeveless cowl neckline, spaghetti straps, an open back with a cross-back strap design and a low back draped accent, and a mini-length hem with an A-line silhouette. Style this short dress with a dainty necklace and espadrille wedges.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Open back, cross-back strap design
    • Low back draped accent
    • Mini-length hem, A-line silhouette
    • Lightweight woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5325

    Category Name: $20 & Under Sale

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Glamour Rhinestone Cutout Catsuit

    This chic and sultry catsuit has an alluring glam vibe to level up your night-out 'fit! It features a strapless sweetheart neckline, three front circular cutouts with rhinestone embellished O-ring accents, and an all-over curve-hugging fit for a seamless and sculpted look. The smooth knit fabric offers plenty of stretch for comfortable wear. Style with strappy stilettos and get ready for all the compliments!

    Fit & Features

    • Strapless sweetheart neckline
    • Three front circular cutouts
    • Three rhinestone-adorned O-ring metal accents
    • Curve-hugging fit, seamless and sculpted look
    • Smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0953

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Captivating Glamour Rhinestone Statement Earrings

    Captivate them all with the luxe glamour of these stunning rhinestone statement earrings. They feature a kite-shaped cascading design with mini rhinestone embellishments with a sparkling iridescent hue that will catch everyone's eye. Complete your dressy look with a glitzy cuff.

     Fit & Features

    • Kite-shaped design
    • Mini rhinestones
    • Iridescent hue
    • Post-back closure

     

    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1649

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Vibes Fold-Over Waist Cargo Pants

    Show up with the coolest vibes in these trendy cargo pants! They feature a mid-rise waist with a front fold-over design, dual front and back pockets, large cargo-style pockets on each side with flap accents, and a straight-leg silhouette with a relaxed fit. The woven fabric has minimal stretch. Style with a basic bodysuit and sneakers.

    Fit & Features

    • Mid-rise waist
    • Front fold-over design, hidden zipper closure
    • Dual front pockets, dual faux back pockets
    • Dual large cargo-style pockets, flap accents
    • Straight-leg silhouette, relaxed fit
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0772

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend By The Bay Cotton Wide-Leg Pants

    Create a chic relaxed look for a weekend by the bay in these lightweight cotton wide-leg pants. They feature an elasticized high-rise waist with an adjustable front drawstring, dual front pockets, and a casual wide-leg silhouette. The cotton fabric has no stretch. Pair with a crop top and sandals.

    Fit & Features

    • Elasticized high-rise waist
    • Adjustable front drawstring
    • Dual front pockets
    • Wide-leg silhouette
    • Cotton fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0773

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Sultry Vibes Cutout Maxi Dress

    Bring the casual sultry vibes to your weekend plans with this curve-hugging maxi dress. It features a sleeveless sweetheart neckline with a twist-front design, spaghetti straps, a bold waist cutout at the front, a maxi-length hem with a chic back slit accent, and a bodycon silhouette. The ribbed knit fabric offers plenty of stretch. Style with clear mules for drinks with the girls.

    Fit & Features

    • Sleeveless sweetheart neckline, twist-front design
    • Spaghetti straps
    • Waist cutout
    • Maxi-length hem, back slit
    • Bodycon fit
    • Ribbed knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5186

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Luxe Satin Wide-Leg Jumpsuit

    Give off a luxe aura in this chic satin wide-leg jumpsuit! It features a sleeveless V-neckline with a pleated wrap-front design, adjustable spaghetti straps for a customized fit, a high-rise cinched waist with an adjustable tie-front detail, and a wide-leg silhouette. The smooth satin fabric will showcase a stunning sheen. Style with platform heels for date night.

    Fit & Features

    • Sleeveless V-neckline, pleated wrap-front
    • Adjustable spaghetti straps, square back
    • High-rise cinched waist, adjustable tie-front
    • Wide-leg silhouette
    • Satin-knit fabric, knit lining at the bust, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-2347

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Revamp Zip-Front Mini Dress

    This trendy zip-front mini dress will revamp your basic looks! It features a sleeveless mock neckline with a front zipper to style into a V-neckline, tank shoulder straps, a mini-length hem, and a bodycon silhouette that will hug your curves. The soft brushed knit fabric offers plenty of stretch. Style this mini dress with sneakers to keep it casual or mules for an elevated vibe!

    Fit & Features

    • Sleeveless mock neckline
    • Zip-front design
    • Tank shoulder straps
    • Mini-length hem
    • Bodycon fit
    • Brushed knit fabric, full lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5092

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Striking Style Marble Print Midi Dress

    Showcase a striking style and a stunning look in this curve-hugging marble print midi dress! It features a sleeveless cowl neckline, spaghetti straps, an asymmetric midi-length hem creating a sultry thigh-high side slit, a bodycon silhouette, and an all-over alluring marble print pattern. The smooth knit fabric offers plenty of stretch. Complete the look with clear mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Asymmetric midi-length hem, high side slit
    • Bodycon fit
    • Marble print
    • Knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5001

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getaway Bound Tropical Cowl Neck Maxi Dress

    You'll be ready for your getaway with this tropical maxi dress in your carry-on! It features a sleeveless cowl neckline, spaghetti straps that crisscross in the back, a curve-hugging slim silhouette, and a flirty front slit. Complete the look in espadrille wedges and sunnies!

    Fit & Features

    • Sleeveless cowl neckline, bust lining
    • Spaghetti straps, crisscross back
    • Curve-hugging, slim silhouette
    • Front slit
    • Maxi-length hem
    • Tropical print, smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4999

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Chic Cutout Midi Sweater Dress

    Create the perfect casual chic look with this of-the-moment sweater dress. It features a sleeveless scoop neckline with contrast piping, thin tank shoulder straps, a front waist cutout with matching contrast piping, a midi-length hem with a front slit, and a curve-hugging silhouette. The ribbed knit fabric offers plenty of stretch. Style with clear mules.

    Fit & Features

    • Sleeveless scoop neckline, contrast piping
    • Thin tank shoulder straps
    • Front waist cutout, contrast piping
    • Midi-length hem, front slit
    • Curve-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1700

    Category Name: $20 & Under Sale

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Kennedy Formal V-Neck Ruffled Skater Dress

    Special Occasion

    Get ready to dance and twirl with a flirtatious flair in the Kennedy formal skater dress! She features a sleeveless V-neckline with a built-in padded bust, dual spaghetti straps that lead to an open back with a strappy cross-back design, dual high waist seams, a short skater skirt with a tiered ruffled overlay and banded hems, and a flattering fit and flare silhouette. The lined crepe fabric offers a moderate stretch. Style with platform heels for your bachelorette party!

    Fit & Features

    • Sleeveless V-neckline, padded bust, dual spaghetti straps
    • Open back, strappy cross-back design
    • Dual high waist seams, lower back zipper, hook and eye closure
    • Short skater skirt, tiered ruffled overlay, banded hems, fit and flare silhouette
    • Crepe fabric, smooth knit lining, moderate stretch
    • Sticky bra or pasties optional
    • Runs true to size

    Style Number/Barcode: 05001-1611

    Category Name: $20 & Under Sale

    Price: $19.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Happy Face Statement Sunglasses

    Complete your fab summer festival 'fits with these trendy statement sunnies! The sunglasses feature round-tinted lenses with a heart-eyed happy face cutout design, sleek metal arms, and rubber nose pads for support. Style with a rhinestone choker necklace.

    Fit & Features

    • Round-tinted lenses
    • Heart-eyed happy face cutout design
    • Thin metal arms
    • Rubber nose pads
    • Polycarbonate, blocks 100% UV

    Style Number/Barcode: 07008-1032

    Category Name: $20 & Under Sale

    Price: $2.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Oh-So-Dramatic Rhinestone Lace-Up Stiletto Heels

    Make it a dramatic affair in these stunning rhinestone lace-up stiletto heels. They feature an open almond toe with a strap, an asymmetric strap and clear PVC strap across the foot, lace-up straps that spiral around the leg, and a stiletto heel. The straps feature mini rhinestone embellishments for a glamorous sparkle. Style with a metallic clutch.

    Fit & Features

    • Open almond-shaped toe
    • Toe strap, asymmetric strap, clear PVC strap
    • Lace-up straps, spiral wrap-around design, tie closure
    • Mini rhinestones
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4485

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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