$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.

  • Set It Off Ruffled Bodycon Dress

    Set off your night with a head-turning bodycon that raises the heat! The dress features a sleeveless wrap V-neckline, spaghetti straps, a ruched body, and a mini-length silhouette with a ruffled hem. 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 clutch. 

    Fit & Features

    • Sleeveless wrap V-neckline
    • Spaghetti straps
    • Ruched body
    • Mini length silhouette, ruffled hem 
    • Smooth knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-4464

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Main Event Sleeveless Skater Romper

    Show up like the true diva you are with a romper that is anything but basic! The romper features a sleeveless wrap V-neckline, adjustable spaghetti straps, a tie waist belt, a flared skater skirt overlay, and wide-leg shorts. Complete look with wedges and a floppy hat

    Fit & Features

    • Wrap V-neckline
    • Adjustable spaghetti straps
    • Tie-waist belt 
    • Skater skirt overlay
    • Wide leg shorts
    • Lightweight woven fabric 
    • Form hugging fit, minimal stretch, runs true to size

    Style Number/Barcode: 06503-0258

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Level Up Snake Crop Top

    Level up your night with a chic crop top! The top features a sleeveless square neckline, a snake print, spaghetti straps, a lace-up back, and a cropped hem. Complete look with the matching mini skirt. 

    Shop Matching Mini Skirt: Level Up Snake Ruched Mini Skirt

    Fit & Features

    • Sleeveless square neckline
    • Snake print
    • Spaghetti straps
    • Lace-up back
    • Cropped hem 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3312

    Category Name: $20 & Under Sale

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Moment Floral Chiffon Skater Dress

    Have a flirty moment in this adorable floral chiffon skater dress! It features a sleeveless V-neckline with a wrap-front design, thin shoulder straps that lead to a front ruffle overlay, and an open-back design with a tie-back detail. The dress has a high waist with a tie-front accent and a short, skater silhouette with a tiered hem. Style this dress with hoop earrings and mules.

    Fit & Features

    • Sleeveless V-neckline, wrap-front design
    • Thin shoulder straps, front ruffle overlay
    • Open back, tie back detail, lower back zipper and hook and eye closure
    • High waist, tie-front
    • Mini-length skater silhouette, tiered hem
    • Floral print, sheer chiffon fabric, knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1142

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Cutie Waffle Knit Pajama Biker Shorts

    Keep it casually cute with pajama biker shorts that are perfect for lounging in! The shorts feature a high rise waist, a mid-thigh length, and are composed of a soft to the touch waffle knit fabric. The pajama shorts offer a relaxed fit with a moderate stretch. Complete look with the matching bralette. 

    Shop Matching Bralette: Casual Cutie Waffle Knit Bralette

    Fit & Features

    • High rise waist
    • Mid-thigh length 
    • Waffle knit fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0665

    Category Name: $20 & Under Sale

    Price: $1.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Cutie Waffle Knit Bralette

    Keep it casually cute with a bralette that is perfect for lounging in! The bralette features a sleeveless scoop neckline, spaghetti straps, and a longline hem. The bralette is composed of a waffle knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching pajama biker shorts. 

    Shop Matching Pajama Biker Shorts: Casual Cutie Waffle Knit Pajama Biker Shorts

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Longline hem
    • Waffle knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07107-0645

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Key To Style Cutout Jumpsuit

    Let this chic jumpsuit be the key to unlocking your fab style! The jumpsuit features a sleeveless sweetheart neckline, a twist-front accent at the bodice, a small cutout, and a straight-leg fit. Complete look with mules

    Fit & Features

    • Sleeveless sweetheart neckline 
    • Twist-front accent
    • Cutout at bodice 
    • Straight leg fit, wide-leg hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0672

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic And Chic Lattice Catsuit

    Keep it chic with a basic catsuit that is perfect for those lowkey days! The catsuit features a plunging V-neckline, lattice front, short sleeves, and a skinny fit with a tapered hem. Complete look with sneakers

    Fit & Features

    • V-neckline
    • Lattice front
    • Short sleeves
    • Skinny leg fit
    • Knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0641

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Adhesive Clasp Bra

    This adhesive bra is all you need when other strapless bras aren't giving you enough lift. The bra features petal-shaped demi cups, a front clasp closure, and a silicone adhesive interior. Wear under strapless or backless special occasion dresses.

    Fit & Features

    • Petal shaped demi cups
    • Front clasp closure
    • Silicone adhesive interior

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07101-0313

    Category Name: $20 & Under Sale

    Price: $9.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Knockout Puff Sleeve Bodycon

    Stun in a knockout dress for your next night out with the squad! The dress features a plunging sweetheart neckline, short puff sleeves, a bodycon fit throughout, and a mini-length silhouette. The dress is composed of a crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with rhinestone heels and a clutch.

    Fit & Features

    • Sweetheart neckline
    • Short puff sleeves
    • Mini-length silhouette
    • Bodycon fit, moderate stretch 
    • Crepe fabric 
    • Runs true to size

    Style Number/Barcode: 05101-1235

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Making My Mark Ribbed Mini Dress

    Make your style mark with a mini dress that is part casual, part glam! The dress features a sleeveless crew neckline, tank shoulder straps, and an open back with criss-cross straps. The dress is composed of a lined ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules

    Fit & Features

    • Sleeveless crew neckline
    • Tank shoulder straps
    • Open back, criss-cross straps
    • Lined ribbed knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05102-4270

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Double O-Ring Corset Belt

    Stylishly cinch your look for a figure-flattering silhouette with this faux leather corset belt. It features a corset design with a center adjustable strap and a chic double O-ring buckle. Wear this belt over your fave dresses for an edgy vibe.

    Fit & Features

    • Corset design
    • Center adjustable strap
    • Double O-ring buckle
    • Faux leather material

    Style Number/Barcode: 07301-0307

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Double The Appeal Rhinestone Hoops

    Bring double the appeal with hoops that add that glimmer to your look. The hoops feature a double-row design, rhinestones, and an omega back closure. Complete look with an LBD and heels for a night out. 

    Fit & Features

    • Oversized hoops
    • Double-row design 
    • Rhinestones
    • Omega back closure

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07001-0867

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Stunner Faux Suede Block Heels

    Stun like the diva you are with stylish block heels that command attention! The heels feature an open back, lace-up straps, an open square toe with a ruched strap over the toe, and a thin block heel. The heels are composed of a faux suede material. Complete look with a ruffled dress and dainty rings. 

    Fit & Features

    • Lace-up straps
    • Open back 
    • Open square toe
    • Ruched strap over the toe
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07401-3380

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lowkey Glamour Low Block Heel

    Keep it lowkey with block heels that are perfect for nailing those effortless vibes! The heels feature an adjustable ankle strap with a small buckle, an open almond toe with a strap over the toe, and a low block heel. Complete look with a white dress and door knocker earrings. 

    Fit & Features

    • Adjustable ankle strap with a small buckle
    • Open almond toe, strap over the toe 
    • Low block heel 
    • Faux suede material 
    • Runs true to size 

    Style Number/Barcode: 07401-3363

    Category Name: $20 & Under Sale

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Girl Metallic Toe Strap Sandal

    Keep the glam vibes going in this pair of metallic sandals. They feature a rhinestone embellished clear strap and toe strap. Pair with a velvet dress for a showstopping statement. 

    Fit & Features 

    • Slip-on design
    • Embellished clear strap
    • Toe strap
    • Faux leather material
    • Runs true to size 

    Style Number/Barcode: 07404-0932

    Category Name: $20 & Under Sale

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Studded Chic Faux Leather Espadrille Sandals

    Keep it chic with studded sandals that are part edgy and part casual. The sandals feature an adjustable ankle strap, an open almond toe, a multi-strap design, pyramid-shaped studs throughout, and an espadrille sole. Complete look with a romper and hoops. 

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe 
    • Multi-strap design 
    • Pyramid-shaped studs
    • Espadrille sole
    • Faux leather
    • Runs true to sole

    Style Number/Barcode: 07404-0842

    Category Name: $20 & Under Sale

    Price: $7.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Plaid Leggings

    Keep it chic and comfy with leggings that you can dress up in! The leggings feature a plaid print, a high waist, and a skinny leg with a tapered hem. Complete look with a crop top and sneakers.

    Fit & Features

    • High rise waist 
    • Plaid print 
    • Skinny leg fit
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0674

    Category Name: $20 & Under Sale

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Ribbed O-Ring Bandeau

    Go for a bold look with a bandeau that stands out! The top features a sleeveless sweetheart neckline, an O-ring at the bodice, and tie-fronts that can be used as halter neck ties. The bandeau is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a maxi skirt and wedges. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • O-ring at bodice
    • Tie-front ties
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1052

    Category Name: $20 & Under Sale

    Price: $11.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hit The Tropics Mesh Swim Wrap

    Channel a tropical vibe with a swim wrap to accent your swimsuit! The swim wrap features a tropical palm leaf print and is composed of a mesh fabric. Complete look with sandals and sunnies!

    Fit & Features

    • Tropical palm leaf print
    • Sheer mesh fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07305-0317

    Category Name: $20 & Under Sale

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Tie Waist Wide Leg Pants

    Keep it sleek with high waist pants that are totally posh for a day out! The pants feature a high-rise waist, a tie waist belt, and a straight leg with a flared hem. Complete look with a blazer and heels. 

    Fit & Features

    • High rise waist
    • Tie waist belt 
    • Straight leg fit 
    • Wide leg hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0593

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twist Of Fate Wrap Midi Dress

    Wrap yourself in a midi dress that keeps it casually chic! The dress features a V-neckline, short kimono sleeves, a high center slit, and a midi-length silhouette. The dress is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with clear mules and hoops. 

    Fit & Features

    • V-neckline
    • Short kimono sleeves
    • High center slit 
    • Midi length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05101-0990

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brynlee Formal High Slit Mermaid Dress

    Special Occasion 

    Make an entrance for the ages in a formal dress that wows! Brynlee features a sweetheart neckline, removable long sleeves with snap buttons to secure on, padded cups, a sleek bar strap, lace-up ties at the lower back, and a mermaid silhouette accented with a high side slit. Complete look with rhinestone heels and an anklet

    Fit & Features

    • Sweetheart neckline, padded cups
    • Removable long sleeves
    • Bar strap, lace-up back 
    • High side slit
    • Mermaid 
    • Lined crepe fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05002-1526

    Category Name: $20 & Under Sale

    Price: $13.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wrapped In Glamour Surplice Romper

    Wrap yourself in a glam romper that you can dress up in for a weekend getaway! The romper features a wrap V-neckline, a tie-waist belt, long sleeves, and wide-leg shorts. Complete look with rhinestone hoops and heels. 

    Fit & Features

    • Wrap V-neckline
    • Tie-waist belt
    • Long sleeves
    • Wide leg shorts
    • Form hugging fit, moderate stretch 
    • Runs true to size 

    Style Number/Barcode: 06503-0315

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance