$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.

  • Fantasy Fairy Holographic Crop Top

    Flutter and fly this Halloween going as a mystic fantasy fairy! Leave a trail of pixie dust at the costume party in this holographic crop top featuring a sleeveless scoop neck, adjustable spaghetti straps, and a cropped hem. Don't forget to complete your Halloween costume with the matching mini skirt and fairy wings!

    Shop Matching Bottoms: Fantasy Fairy Holographic Mini Skirt

    Fit & Features

    • Sleeveless scoop neck
    • Adjustable spaghetti straps
    • Cropped hem
    • Holographic effect
    • Lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4434

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fantasy Fairy Holographic Mini Skirt

    Flutter and fly this Halloween going as a mystic fantasy fairy! Leave a trail of pixie dust at the costume party in this holographic mini skirt featuring a high-rise waist, a short, curve-hugging fit, and a cute side slit. Don't forget to complete your Halloween costume with the matching crop top and fairy wings!

    Shop Matching Top: Fantasy Fairy Holographic Crop Top

    Fit & Features

    • High-rise waist, back zipper closure
    • Bodycon silhouette
    • Front side slit
    • Mini-length hem
    • Holographic effect
    • Sleek fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0681

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Princess Tweed Mini Skirt

    Everyone knows you're the princess of plaid! This 90's-inspired tweed skirt features a high-rise waist, back zipper closure and lower slit accent, and a mini-length hem. Complete the look in the matching top.

    Shop Matching Top: Plaid Princess Tweed Tube Top

    Fit & Features

    • High-rise waist
    • Back zipper closure 
    • Lower back slit accent
    • Mini-length hem
    • Plaid pattern
    • Lined tweed woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06401-0468

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid Princess Tweed Tube Top

    Everyone knows you're the princess of plaid! This 90's-inspired tweed tube top features a strapless neckline, lace-up back closure, and a cropped hem on woven lined fabric. Complete the look in the matching bottoms.

    Shop Matching Bottoms: Plaid Princess Tweed Mini Skirt

    Fit & Features

    • Strapless neckline
    • Lace-up back closure
    • Cropped hem
    • Plaid pattern
    • Lined tweed woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1968

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Ranks Wide Leg Cargo Pants

    Functional and fashion meet with these high-rise cargo pants perfect for off-duty days! They feature a utility, wide-leg design with six-pocket styling, an adjustable belt with buckle closure, and contrast stitching, composed of woven non-stretch fabric. Complete the look in a basic top and booties.

    Fit & Features

    • High-rise waist
    • Adjustable belt with buckle closure
    • Front button and hidden zipper closure
    • Six-pocket styling, belt loops
    • Wide-leg silhouette, utility design, contrast stitches
    • Non-stretch woven fabric
    • Runs true to size

    Style Number/Barcode: 06302-0692

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Coveted Glam Rhinestone Trim Dress

    Covet this glam rhinestone trim dress for your dressy night out! The mini dress features a sleek and sleeveless cowl neck, spaghetti straps, and side ruched seams that hug your curves along the bodycon silhouette on slinky-knit-lined fabric. Complete the look in lace-up heels.

    Fit & Features

    • Sleeveless cowl neck
    • Spaghetti straps
    • Side ruched seams, rhinestone trim
    • Bodycon silhouette
    • Mini-length hem
    • Slinky-knit lined fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1804

    Category Name: $20 & Under Sale

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Butterfly Layered Necklace

    Spread your wings and fly with this boho-inspired necklace! Featuring multi-layers of delicate chain and coin accents with a dainty rhinestone butterfly charm and lobster clasp closure. Complete the look in a high-neck bodysuit to elevate your outfit.

    Fit & Features

    • Multi-layered design
    • Chain and coin accents
    • Dainty rhinestone butterfly charm
    • Lobster clasp closure

    Style Number/Barcode: 07002-1281

    Category Name: $20 & Under Sale

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth And Seamless Crop Top And Leggings Set

    Smooth and seamless, this loungewear set is so comfortable. It features a sleeveless crop top with a crew neckline and tank shoulder straps and matching leggings with a high-rise banded waist and a form-hugging fit. The seamless knit fabric offers plenty of stretch. Style with your fave slides.

    Fit & Features

    • Matching set
    • Sleeveless crop top, crew neckline, tank shoulder straps
    • Leggings, high-rise banded waist, form-hugging fit
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 07107-0806

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Magic Moment Chrome Stiletto Pumps

    Have yourself a magic moment in these chrome pumps featuring an on-trend pointed toe, stiletto heel, and a faux leather cushion footbed. Complete the look in a dressy jumpsuit.

    Fit & Features

    • Pointed toe
    • Stiletto heel
    • Sleek design
    • Chrome exterior
    • Faux leather cushion footbed
    • Runs true to size

    Style Number/Barcode: 07401-4070

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Sparkle Pearl Buckle Belt

    Give off a chic sparkle with this trendy embellished statement belt. It features a faux leather front, a center O-ring buckle with rhinestone and faux pearl embellishments, and a stretchy elastic back. Style over an oversized blazer with knee-high boots.

    Fit & Features

    • Faux leather front
    • O-ring buckle
    • Rhinestone and faux pearl embellishments
    • Stretchy elastic back

    Style Number/Barcode: 07301-0543

    Category Name: $20 & Under Sale

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crowd Favorite Ruffle Shoulder Bag

    This faux leather shoulder bag will be adored everywhere! It features a ruffle shoulder strap, cinched body, snap button closure, and a spacious interior to keep your essentials. Complete the look in strappy heels.

    Fit & Features

    • Ruffle shoulder strap
    • Cinched body
    • Snap button closure
    • Spacious interior
    • Faux leather material

    Style Number/Barcode: 07203-1117

    Category Name: $20 & Under Sale

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bow Beauty Nubuck Platform Booties

    The world is your runway in these nubuck platform booties featuring an almond toe, thin block heel, bow with rhinestone charm, side zipper closure, and an above-the-ankle fit. Complete the look with a crossbody purse.

    Fit & Features

    • Almond toe, thin block heel
    • Platform sole
    • Bow with rhinestone charm
    • Side zipper closure
    • Above-the-ankle fit
    • Nubuck material
    • Runs true to size

    Style Number/Barcode: 07403-1573

    Category Name: $20 & Under Sale

    Price: $20.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Metallic Shine Lace-up Stiletto Heels

    Show off major shine with these fab metallic stiletto heels! They feature an open toe with an asymmetrical strappy design, thin straps that lace up around the ankle, a sleek stiletto heel, and a textured chrome finish. Style with a bodycon dress and hoop earrings.

    Fit & Features

    • Open almond-shaped toe
    • Asymmetrical strappy design
    • Thin straps, lace-up around the ankle
    • Adjustable buckle detail
    • Stiletto heel
    • Textured chrome finish, faux leather insole
    • Runs true to size

    Style Number/Barcode: 07401-4034

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Julianna Sleeveless Sequin Party Dress

    Special Occasion

    Showcase your sweet side with a pretty sparkle in the Julianna sleeveless party dress! She features a square neckline, spaghetti straps, a cross back lace-up strappy design, a high waist seam, and a short party skirt with a fit and flare silhouette. The lined mesh fabric features all-over sequin embroidery in a chic scroll pattern. Complete the look with rhinestone chandelier earrings and embellished heels.

    Fit & Features

    • Sleeveless square neckline
    • Adhesive bra recommended
    • Spaghetti straps
    • Open back, cross-back lace-up strappy design, tie closure
    • High waist seam, short party skirt, fit and flare silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Sequin embroidery, scroll pattern
    • Runs true to size

    Style Number/Barcode: 05001-1076

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Seasonal Plaid Crepe Mini Skirt

    It's feeling like the season of plaid! Create a cute and casual outfit with this crepe mini skirt featuring a high-rise waist, bodycon silhouette, and a flirty slit accent. Complete the look with a denim jacket.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Slit accent
    • Mini-length hem
    • Plaid pattern
    • Crepe knit fabric
    • Fits true to size

    Style Number/Barcode: 06501-0699

    Category Name: $20 & Under Sale

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Language Of Glam Ruche Mini Skirt

    Speak the language of glam in this effortlessly sleek mini skirt featuring a high-rise elastic waist, bodycon silhouette, and a ruched seam atop a flirty slit. Complete the look with a rhinestone bag.

    Fit & Features

    • High-rise elastic waist
    • Bodycon silhouette
    • Ruched seam
    • Slit accent
    • Mini-length hem
    • Sleek knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0715

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Nights Like This Ruched Short Dress

    Stun in a short dress to make your night out stand out. The dress features a sleeveless wired V-neckline, adjustable spaghetti straps, ruching throughout to enhance curves, and a short-length hem. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with heels and earrings

    Fit & Features

    • Sleeveless wired V-neckline
    • Adjustable spaghetti straps
    • Ruching 
    • Short length hem 
    • Lined mesh fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 05103-4253

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spark Romance Lace Skater Dress

    Spark the romance in a dress that enchants the room! The lace skater dress features a sleeveless V-neckline with adjustable spaghetti straps, a high waist seam, and a flared, short-length hem. Complete your dressy look in stiletto heels and a clutch.

    Fit & Features

    • Sleeveless, V-neckline, adjustable spaghetti straps
    • High waist seam
    • Skater silhouette
    • Flared, short-length hem
    • Back zipper closure
    • Lace fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1753

    Category Name: $20 & Under Sale

    Price: $5.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sexy Silhouette Satin Mini Dress

    This sleek satin mini dress will give you an alluring and sexy silhouette! It features a sleeveless square neckline, spaghetti straps, an open back with a strappy lace-up design for a customized fit, a wide waistband, and a short, curve-hugging, bodycon silhouette. Style with a pair of platform heels.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Open back, strappy lace-up design, tie closure
    • Wide waistband
    • Mini-length hem, bodycon fit
    • Smooth satin knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4622

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kaylee Halter Satin Formal Dress

    Special Occasion

    Sleek and glam, the Kaylee satin dress will elevate your formal looks. She features a sleeveless halter neckline with a cross-over design, a center keyhole cutout at the bust, a racerback design, a high waist seam with pleated detailing, and a fitted, floor-length skirt with a wrap-front silhouette creating a slit to showcase some leg. The smooth satin fabric offers a moderate stretch. Style with strappy stilettos.

    Fit & Features

    • Sleeveless halter neckline, cross-over-design
    • Center keyhole cutout at the bust
    • Adhesive bra recommended
    • Racerback design, zipper closure
    • High waist seam, pleated detailing
    • Floor-length hem, wrap-front silhouette, slit, form-hugging fit
    • Satin fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2473

    Category Name: $20 & Under Sale

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Violet Woven Glitter Party Dress

    Special Occasion

    Bring the shine to your group pics in the stunning Violet party dress! With her woven glitter fabrication, all eyes will be on you this Homecoming season. Violet features a sleeveless scoop neckline, adjustable spaghetti straps that lead to a cross-back design, high waist seams, and a short party skirt with a flirty fit and flare silhouette. Style with clear heels.

    Fit & Features

    • Sleeveless scoop neckline, ruched detailing
    • Adjustable spaghetti straps, cross-back design
    • High waist seams, back zipper, hook and eye closure
    • Hidden side pockets
    • Short party skirt, fit and flare silhouette
    • Woven glitter fabric, knit lining, moderate stretch
    • Sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1152

    Category Name: $20 & Under Sale

    Price: $9.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Skeleton Mesh Crop Top

    Come back from the dead this Halloween going as a Sultry Skeleton! This mesh crop top embodies a ghoulish scare in a long sleeve, crew neck design with bone graphics along the sides and front on sheer fabric. Complete your costume with sleek high-rise liquid leggings for the Halloween party!

    Fit & Features

    • Long fitted sleeves
    • Crew neck
    • Skeleton bone graphics
    • Cropped hem
    • Sheer mesh fabric
    • Runs true to size

    Style Number/Barcode: 06002-1388

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Casual Cropped Tank

    This classic casual cropped tank is a wardrobe staple. It features a sleeveless square neckline, thin tank shoulder straps, ruching down the side seams, and a cropped, form-hugging fit. Style with a faux leather mini skirt and strappy heels for a dressier vibe.

    Fit & Features

    • Sleeveless square neckline
    • Tank shoulder straps
    • Ruching down the sides
    • Cropped, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4499

    Category Name: $20 & Under Sale

    Price: $11.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Smooth Talker Satin Tie-Front Top

    Let this satin top do the talking! Step out in this silky satin crop top featuring long bell sleeves, a collared v-neckline, and tie-front closure. Complete the look in sleek faux leather pants.

    Fit & Features

    • Long bell sleeves
    • Collared v-neckline
    • Tie-front closure
    • Cropped hem
    • Silky satin fabric
    • Fits true to size

    Style Number/Barcode: 06204-1430

    Category Name: $20 & Under Sale

    Price: $6.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale