$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.

  • That Stunner Style Lace Booties

    Lace up in booties that a major style moment! The booties feature a mid-calf fit, a lace-up front, a pointed toe, inner zipper closure, and a block heel. The booties are composed of a nylon-like material. Complete look with a sweater and skinny jeans.

    Fit & Features

    • Mid-calf fit
    • Lace-up front
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Nylon-like material
    • Runs true to size

    Style Number/Barcode: 07403-1480

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Charm Them All Layered Necklace

    Charm them all with your sweet style with this layered embellished necklace. It features four layers including a dainty snake chain, a chain with a mini rhinestone drop design, and two chains with rhinestone adorned butterfly charms. Pair this necklace with simple stud earrings.

    Fit & Features

    • Four-row layered design
    • Snake chain
    • Mini rhinestone drop design
    • Rhinestone butterfly charms
    • Adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-0947

    Category Name: $20 & Under Sale

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • All About That Lace Booties

    Lace up in booties that a major style moment! The booties feature a mid-calf fit, a lace-up front, a pointed toe, inner zipper closure, and a block heel. The booties are composed of a nylon-like material. Complete look with a sweater and skinny jeans. 

    Fit & Features 

    • Mid-calf fit
    • Lace-up front
    • Pointed toe
    • Inner zipper closure
    • Block heel 
    • Nylon-like material 
    • Runs true to size

    Style Number/Barcode: 07403-1481

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Moves Lace-Up Sock Booties

    Make trendy moves this season in these stylish lace-up sock booties. They feature a round toe, a lace-up front, a sock detail design, and a lug sole. Pair these faux leather booties with a mini skirt and a cropped sweater for a casual-chic vibe.

    Fit & Features

    • Round toe
    • Lace-up front
    • Sock detail design
    • Lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1431

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meadow Formal Open Back Ruffled Dress

    Special Occasion 

    Make a head-turning impression with a formal dress that wows from the moment you enter the room! Meadow features a sleeveless square neckline, spaghetti straps, a daring open back, a fab bow at the lower back that leads to a ruffled trim, and a mermaid silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a rhinestone clutch.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Adhesive bra recommended
    • Open back 
    • Bow and ruffles at the lower back 
    • Mermaid silhouette
    • Smooth knit fabric, form-hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 05002-1636

    Category Name: $20 & Under Sale

    Price: $14.97 $64.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Purrfect Look Leopard Print Booties

    Get a purrfect look that you can wear from day to night with these trendy booties. They feature a pointed toe, an inner zipper closure, a thin block heel, and a fab leopard print design. Style these booties with sleek hoop earrings.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Thin block heel
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07403-1454

    Category Name: $20 & Under Sale

    Price: $4.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistibly Chic Snake Print Mini Skirt

    Showcase an alluring and irresistible look in this chic snake print mini skirt! It features a high-rise elastic banded waist, a sultry side slit, and a short, form-hugging fit. Style this skirt with the matching bustier and clear heels.

    Shop Matching Top: Irresistibly Chic Snake Print Bustier

    Fit & Features

    • High-rise waist, elastic band
    • Side slit
    • Mini-length, form-hugging fit
    • Snake print
    • Textured knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0517

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Work It Out Crisscross Strap Block Heels
    It's time to work it out in this pair of block heels! They feature a crisscross ankle strap, a block heel, and an open toe. Wear them with a jumpsuit and clutch for a show-stopping look.

    Fit & Features
    • Block heel
    • Crisscross straps
    • Open toe
    • Fits true to size

    Style Number/Barcode: 07401-3078

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dazzle Queen Rhinestone Block Heels

    Bring the dazzle in these luxe heels that elevate your look. The heels feature a wide ankle strap embellished with mini rhinestones, a zippered back, a square toe with a strap over the toe, and a block heel. The heels are composed of a faux nubuck material. Complete the look with a floral mini dress. 

    Fit & Features

    • Wide ankle strap
    • Rhinestones
    • Zippered back 
    • Square toe 
    • Strap over the toe
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2569

    Category Name: $20 & Under Sale

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take Charge Faux Leather Booties

    Take charge in booties that bring the edge to your look! The booties feature an around the ankle fit, an inner zipper closure, an almond toe, a lace-up front, and a lug sole. The booties are composed of a faux leather material. Complete look with a graphic tee and faux leather leggings. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Almond toe
    • Lace-up front
    • Lug sole
    • Faux leather material 

    Style Number/Barcode: 07403-1445

    Category Name: $20 & Under Sale

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Style It Up Faux Suede Block Heels

    Style up your look with heels that elevate your outfit! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a strap over the toe, and a thin block heel. The heels are composed of a faux suede material. Complete look with a blouse and pencil skirt. 

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open square toe, strap over the toe
    • Thin block heel
    • Faux suede material 
    • Runs true to size 

    Style Number/Barcode: 07401-3732

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Endless Chic Faux Wool Beret

    Keep it endlessly chic with a beret to adorn tresses with! The beret features a classic beret-styled brim and is composed of a wool knit material. Complete look with a ribbed midi dress and ankle booties.

    Fit & Features

    • Beret design
    • Faux wool knit material

    Style Number/Barcode: 07302-0394

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Stunning Satin Crop Top

    Keep it sleek and stunning with a crop top that elevates your outfits! The crop top features a sleeveless cowl neckline, spaghetti straps, a lace-up back, and a cropped hem. The top is composed of a stretchy satin fabric that offers a form hugging fit. Complete look with the matching mini skirt.

    Shop Matching Mini Skirt: Sleek And Stunning Satin Mini Skirt

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Lace-up back
    • Cropped hem
    • Stretchy satin fabric
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-3637

    Category Name: $20 & Under Sale

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Split Hem High-Rise Pants

    Step up your everyday look with these chic and trendy high-rise pants. They feature an elastic-banded waist, vertical seams running down the legs leading to a split hem design, and a form-hugging fit. Style these pants with clear mules.

    Fit & Features

    • High-rise elastic-banded waist
    • Vertical seams
    • Split hem design
    • Form-hugging fit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0739

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Irresistibly Chic Snake Print Bustier

    Showcase an alluring and irresistible look in this chic snake print bustier! It features a sleeveless sweetheart neckline, bungee spaghetti straps, padded cups, and a cropped, form-hugging fit. Style this bustier with the matching mini skirt and clear heels.

    Shop Matching Bottoms: Irresistibly Chic Snake Print Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Bungee spaghetti straps
    • Padded cups
    • Cropped, form-hugging fit
    • Snake print
    • Textured knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3673

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic High Waist Ponte Knit Leggings

    These classic Ponte knit leggings will be a staple in your wardrobe. They feature a flattering high-rise waist with a V-shaped seam design and a form-hugging fit. Style these leggings with a cozy sweater and cute ankle booties.

    Fit & Features

    • High-rise waist, V-shaped seam design
    • Form-hugging fit
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0735

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Jessica Glitter Knit Mermaid Dress

    Special Occasion

    Make a gorgeous and glitzy entrance at your next formal soiree in the stunning Jessica glitter knit mermaid dress. She features a sleeveless square neckline, bungee spaghetti straps that lead to an open back with a lace-up strappy design, a high waist seam, and a floor-length fitted mermaid silhouette. Style this dress with sparkling rhinestone earrings to add all the more glamour to your look.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Open back, cross-back, lace-up strappy design, tie closure
    • High waist seam
    • Floor-length fitted mermaid silhouette
    • Glitter knit fabric, moderate stretch
    • Runs true to size


    The saturation of glitter varies. Glitter may transfer.

    Style Number/Barcode: 05002-1201

    Category Name: $20 & Under Sale

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Trendsetter Layered Tunic

    Showcase that preppy-chic vibe that is trending this fall with this adorable tunic. It features a layered design with a collared V-neckline, long sleeves with single-button details, a sweater vest overlay with a cable knit pattern, and a long hem to create the illusion of a layered look. Style this tunic with black leggings and booties.

    Fit & Features

    • Layered design
    • Collared V-neckline
    • Long sleeves, single-button details
    • Sweater vest overlay, cable knit pattern
    • Long hem, relaxed fit
    • Woven fabric, sweater knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1106

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ella High-Rise Destructed Cropped Jeans

    Your style is on the rise with these '90s inspired cropped jeans! They feature a high-rise waist, distressed detailing with slits at the knees, an on-trend straight-leg fit, and a cropped hem. The medium wash denim fabric has a color fade effect for the perfect worn-in look. Complete the outfit with a bodysuit and mules.

    Fit & Features

    • High-rise waist
    • Five-pocket and belt loop design
    • Single-button and zipper closure
    • Straight-leg relaxed fit, cropped hem
    • Distressing, knee slits
    • Medium wash denim fabric, color fade effect, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0266

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkling Glamour High Waist Sequin Midi Skirt

    Bring the sparkling glamour with a skirt to match your over-the-top style! The skirt features a high rise waist, sparkling sequins throughout, a center high slit, and a midi-length silhouette. The skirt is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with a bustier and mules. 

    Fit & Features

    • High rise waist
    • Sequins
    • Center high slit
    • Midi length silhouette 
    • Lined mesh fabric
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0381

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Danna Formal Glitter Sleeveless Bodycon

    Special Occasion 

    Bring the shine to your special evening with a bodycon that stuns! Danna features a sleeveless V-neckline, bungee spaghetti straps, dazzling glitter set in a diamond pattern throughout, and a mini-length silhouette. The dress is composed of a lined mesh fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Glitter
    • Diamond pattern 
    • Mini length 
    • Lined mesh fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05001-0601

    Category Name: $20 & Under Sale

    Price: $19.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Essential Seamless Biker Shorts

    These simple seamless biker shorts are a definite trendy essential! They feature a flattering high-rise banded waist, a mid-thigh length, form-hugging fit, and are composed of a lightweight ribbed knit fabric that offers plenty of stretch for comfortable wear. Style these shorts with the matching bralette.

    Shop Matching Bralette: Trendy Essential Seamless Bralette

    Fit & Features

    • High-rise banded waist
    • Mid-thigh length, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0666

    Category Name: $20 & Under Sale

    Price: $9.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Essential Seamless Bralette

    This simple seamless bralette is a definite trendy essential! It features a flattering V-neckline, adjustable spaghetti straps, and is composed of a lightweight ribbed knit fabric that offers plenty of stretch for comfortable wear. Style this bralette with the matching biker shorts.

    Shop Matching Bottoms: Trendy Essential Seamless Biker Shorts

    Fit & Features

    • V-neckline
    • Adjustable spaghetti straps
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07107-0646

    Category Name: $20 & Under Sale

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ciara Sleeveless Satin Formal Dress

    Special Occasion

    Sleek and stunning, you'll fall head over heels for the Ciara sleeveless satin formal dress. She features a sweetheart neckline with a cowl neck draped design, padded cups, spaghetti straps, a flattering high waist, and a floor-length fitted silhouette. The smooth satin-knit fabric offers a moderate stretch. Complete your look with sparkling rhinestone heels.

    Fit & Features

    • Sleeveless sweetheart neckline, cowl neck draped design
    • Padded cups
    • Spaghetti straps
    • High waist seam
    • Floor-length fitted silhouette
    • Satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-1659

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance