$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.

  • Casual And Stylish Waffle Knit Leggings

    Keep it casual and stylish with leggings that are so cozy to lounge in! The leggings feature an elastic high-rise waist, a straight skinny leg fit, and are composed of a waffle knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching bralette.

    Shop Matching Bralette: Casual And Stylish Waffle Knit Bralette

    Fit & Features

    • Elastic high-rise waist
    • Straight leg fit
    • Waffle knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07103-0603

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual And Stylish Waffle Knit Bralette

    Keep it casual and stylish with a bralette that is so cozy to lounge in! The bralette features a sleeveless V-neckline, narrow shoulder straps, and a cropped hem. The bralette is composed of a waffle knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching leggings.

    Shop Matching Leggings: Casual And Stylish Waffle Knit Leggings

    Fit & Features

    • Sleeveless V-neckline
    • Narrow shoulder straps
    • Cropped hem
    • Waffle knit fabric
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 07107-0608

    Category Name: $20 & Under Sale

    Price: $4.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dainty Details Faux Leather Lace-Up Block Heels

    The details make these heels a stunning accent to your look! The heels feature sleek lace-up straps, an open back, sleek asymmetrical straps over the toe, an open square toe, and a low block heel. The heels are composed of a faux leather material. Complete look with a white mini dress and butterfly earrings. 

    Fit & Features

    • Lace-up straps
    • Open back 
    • Asymmetrical straps over the toe
    • Open square toe
    • Low block heel
    • Faux leather material 

    Style Number/Barcode: 07401-2767

    Category Name: $20 & Under Sale

    Price: $15.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Staple Faux Nubuck Block Heels

    Rotate these basic heels as your go-to staple for your dressy and casual outfits. The heels feature a closed-back, adjustable ankle strap, open almond toe, a single strap over the toe, and a block heel. Complete look with a jumpsuit and moto jacket for date night!

    Fit & Features

    • Closed-back 
    • Adjustable ankle strap
    • Open almond toe 
    • Strap over the toe 
    • Block heel 
    • Faux nubuck material 

    Style Number/Barcode: 07401-2806

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reserved Script Crop Top

    Let this top say it all! The crop top features a crew neckline, short sleeves, a graphic that reads "Reserved", and a cropped hem. The top is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with denim shorts

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Graphic reads: "Reserved"
    • Cropped hem 
    • Cotton knit fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-0807

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Slay Quilted Mules

    Stylishly slay in these chic mules, a perfect option to elevate your everyday 'fit. They feature an on-trend square toe, a wide strap with a quilted design, an open back, and a thin block heel. Pair these mules with mom jeans and a cute crop top.

    Fit & Features

    • Square toe
    • Wide strap
    • Quilted design
    • Open back
    • Thin block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-2648

    Category Name: $20 & Under Sale

    Price: $7.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Cap Sleeve Bodysuit

    Bring your look back to basics with a staple bodysuit that can be worn with your dressy and casual outfits. The bodysuit features a square neckline, cap sleeves, and a full bottom coverage with a dual snap button closure. The bodysuit is composed of a double-lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with high waist jeans and heels. 

    Fit & Features

    • Square neckline
    • Cap sleeves
    • Full bottom, dual snap button closure
    • Double-lined smooth knit fabric
    • Form hugging fit
    • Moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3267

    Category Name: $20 & Under Sale

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Beautifully Beaded Cropped Bustier

    Elevate your night-out look with this beautifully beaded cropped bustier! It features a sleeveless bodice, adjustable spaghetti straps, lined molded cups, and an intricate sequin and beaded front design. Complete the outfit with high-rise denim and new heels.

    Fit & Features

    • Adjustable spaghetti straps
    • Lined molded cups, underwire, flexible boning
    • Sequin and beaded front design
    • Sheer woven fabric
    • Cropped, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-1221

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Rise Denim Cargo Joggers

    Part edgy, part casual, these joggers are perfect to throw on with your basic tops! The joggers feature a high-rise elastic waist with drawstring, slant pockets, destructed detailing, cargo pockets with snap button closure, a straight leg fit with an elastic hem. The joggers are composed of a denim fabric that offers a relaxed fit with slight stretch. 

    Fit & Features

    • Elastic high rise waist
    • Drawstring 
    • Slant pockets 
    • Destructed detailing, cargo pockets with snap button closure
    • Straight leg fit, elastic hem
    • Denim
    • Relaxed fit, slight stretch, runs true to size

    Style Number/Barcode: 06602-0231

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Endless Chic Oversized Cropped Denim Jacket

    Channel an endlessly glam look with a denim jacket that can be layered over your chic outfits! The jacket features a collared neckline, a multi-button down front, large pockets, long sleeves with single-button cuff, and a cropped hem with raw edge hem. Complete the look with a floral mini dress and wedges.

    Fit & Features

    • Collared neckline
    • Multi-button down front
    • Large pockets
    • Long sleeves with single-button cuff
    • Cropped hem with raw edge hem
    • Denim 
    • Oversized fit, minimal stretch, runs true to size

    Style Number/Barcode: 06203-0143

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Gem Butterfly Jelly Sandals

    Bring the glam to your summertime outfits with these butterfly jelly sandals. They feature an open almond toe with a thong strap design, a sparkly center butterfly gemstone design, an adjustable ankle strap, and an all-over metallic finish. Complete the look with a pretty charm necklace.

    Fit & Features

    • Open almond toe
    • Thong strap design
    • Center butterfly gemstone design
    • Adjustable ankle strap
    • Flat sole
    • All-over metallic finish
    • Runs true to size

    Style Number/Barcode: 07404-0761

    Category Name: $20 & Under Sale

    Price: $7.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Smocked Off-The-Shoulder Romper

    Level up your summer style with this flirty smocked romper! It features an off-the-shoulder neckline with a ruffle trim, short sleeves, a tie-front detail, a fitted smocked bodice, and flowy shorts. Complete the look with strappy sandals and a woven tote.

    Fit & Features

    • Off-the-shoulder neckline, ruffle trim
    • Short sleeves
    • Tie-front detail
    • Fitted smocked bodice
    • High waist, flowy shorts
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06303-0099

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Stunning Mesh Mini Dress

    Get a sweet and stunning look in this chic mesh mini dress! It features an off-the-shoulder sweetheart neckline with a cute ruffle trim, short sleeves, all-over ruching, and a mini-length, curve-hugging silhouette. Complete the outfit in this mini dress with clear heels and a trendy shoulder bag.

    Fit & Features

    • Off-the-shoulder sweetheart neckline, short sleeves
    • Ruffle trim, no-slip strip, built-in padded bust
    • All-over ruching
    • Back zipper, hook-eye closure
    • Mini-length bodycon silhouette
    • Mesh-lined knit fabric, moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05101-0964

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Magical Moments Rhinestone Butterfly Ring

    Create a magical moment with a butterfly ring that brings that charm to your look. The ring features a sleek metal band and a 3-D butterfly design. The butterfly features mini rhinestones and baguette-cut stones. Complete look with a floral mini dress and wedges

    Fit & Features

    • Sleek metal band
    • 3-D butterfly design 
    • Mini rhinestones stones
    • Baguette-cut stones

    Style Number/Barcode: 07004-0147

    Category Name: $20 & Under Sale

    Price: $4.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Leaf Chandelier Earrings

    Bring the luxe to your evening outfit with earrings that dazzle from all your best angles! The earrings feature mini rhinestones in a cascading chandelier design set in a leaf-shape. Complete look with a flocked velvet dress and rhinestone heels. 

    Fit & Features

    • Chandelier design 
    • Leaf-shape
    • Rhinestones 


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

    Style Number/Barcode: 07001-0748

    Category Name: $20 & Under Sale

    Price: $5.97 $11.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Linked In Glamour O-Ring Choker

    Link up with a glam feel to your look with a choker that elevates your formal outfits! The choker features a rhinestone embellished mini o-ring in an interlocked design and a lobster clasp closure. Complete your look with a satin dress

    Fit & Features

    • Mini O-rings 
    • Interlocked design 
    • Rhinestones
    • Lobster clasp closure 

    Style Number/Barcode: 07002-0706

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Tortoise Chain Faux Leather Shoulder Bag

    Stay on-trend with a cute shoulder bag that elevates your outfits! The bag features a small rectangular body, a top zipper closure, and a small faux leather handle with a tortoise-shell-hued acrylic chain link. Complete look with a ribbed mini dress and mules

    Fit & Features

    • Small rectangular body
    • Top zipper closure
    • Faux leather handle
    • Tortoise-shell-hued acrylic chain link
    • Faux leather 

    Style Number/Barcode: 07203-0566

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Five Row Rhinestone Fringe Choker

    Liven up your look with a choker that sparkles from all your best angles. The choker features a five-row design with mini rhinestones and a fringe detail. Complete look with a formal satin dress and rhinestone heels. 

    Fit & Features

    • Five-row design
    • T-strap 
    • Fringe 
    • Rhinestones 

    Style Number/Barcode: 07002-0712

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Beauty Lace-Up Back Mini Dress

    Showcase your stylish beauty in this on-trend mini dress! It features a sleeveless bodice, bungee spaghetti straps that lead to a lace-up back design, a V neckline, all-over ruching, and a mini-length, curve-hugging silhouette. Complete the look with clear mules and a sleek crossbody purse.

    Fit & Features

    • Bungee spaghetti straps
    • Lace-up back design
    • V neckline
    • All-over ruching
    • Short, form-hugging fit
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3825

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Keeper Satin Mini Dress

    Fall for this sleek satin dress that will have you head over heels! The satin dress features a sleeveless square neckline, bungee spaghetti straps, an open back with sleek bungee bar straps, and a mini-length silhouette. The dress is composed of a satin-like fabric that offers a form-hugging fit with a moderate stretch. Complete look with heels.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Open back with bungee bar straps
    • Mini-length silhouette 
    • Satin fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3759

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Hard To Get Ruched Cutout Mini Dress

    Play hard to get in this mini dress that breaks the ice with chic details. The mini dress features a sleeveless square neckline. a sexy cutout at the waist, a ruched side seam, and a mini-length silhouette. Complete look with faux leather heels and a sleek clutch for your next date night. 

    Fit & Features

    • Sleeveless square neckline
    • Cutout at the waist 
    • Ruched side seam
    • Mini length silhouette
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 05103-3826

    Category Name: $20 & Under Sale

    Price: $6.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sami Lace Up Mermaid Dress

    Special Occasion 

    Lace up and head out for an elegant evening in our captivating Sami dress! Her high slit and mermaid silhouette showcase curves in all the right places! 

    Fit & Features

    • Plunging V-Neckline | Tank Straps
    • Lace Up Back 
    • Mermaid Silhouette 
    • High Slit
    • Fully Lined Smooth Knit Fabric
    • Form Hugging Fit 
    • Moderate Stretch 


    Special Occasion products cannot be returned to any retail locations.

    Red: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05002-0676

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Glam Tie Dye Ruched Mini Dress

    Keep it so glam with a tie-dye dress that gives your look a retro feel! The dress features a sleeveless square neckline, bungee spaghetti straps, a tie-dye print, a ruched side seam, and a mini-length silhouette. The dress is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look in new top-rated shoes

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Tie-dye print
    • Ruched side seam
    • Mini length silhouette 
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 05102-1083

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam And Edgy Studded Bow Sandals

    Part edgy, part glam, these sandals are a must! The sandals feature a clear PVC T-strap embellished with studs, a bow accent, and a nailhead trim. Complete look with a ruffled mini dress and a floppy hat.

    Fit & Features

    • Clear PVC T-strap
    • Studs
    • Bow accent 
    • Nailhead trim 
    • Faux leather insole

    Style Number/Barcode: 07404-0787

    Category Name: $20 & Under Sale

    Price: $12.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale