$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.

  • Paisley Formal Embroidered Mini Dress
    Special Occasion 

    Make a sweet charming entrance in our breathtaking Paisley dress! She features an all over gray hue, a sleeveless bodice, a sweetheart neckline, a built in no strip, adjustable narrow straps and built in boning. Her bodice features piping details and leads to a mini length silhouette. She is composed of a lined mesh fabric adorned with embroidered floral details and dazzling sequins. She offers a form hugging fit with minimal stretch. Includes a back zipper closure.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-3998

    Category Name: $20 & Under Sale

    Price: $26.00 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Glam Faux Leather Rhinestone Pumps

    Bring on the glamour in these heels that radiate lots of glitz. The pumps feature mini rhinestones throughout, a pointy toe, and a sleek stiletto heel. The pumps are composed of a faux leather material. Complete look with a curve-hugging bodycon dress

    Fit & Features

    • Pump design
    • Pointy toe
    • Mini rhinestones throughout 
    • Stiletto heel
    • Faux leather material 

    Style Number/Barcode: 07401-2518

    Category Name: $20 & Under Sale

    Price: $20.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Elegance Poiny Heels

    Let your wild side take center stage in these chic stiletto heels. The heels feature a classic solid hue, a pointed toe, lace-up straps, and a sleek stiletto heel. The heels are composed of smooth nylon material Complete look with a sleek LBD

    Fit & Features

    • Solid hue
    • Pointed toe
    • Lace-up straps
    • Stiletto heel
    • Smooth nylon material

    Style Number/Barcode: 07401-2494

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Lace Up Combat Booties

    Bring some edge in combat booties that slay! The booties feature a lace-up front with metal grommets, a lug sole, and a statement stacked block heel. Complete your look with high waist jeans and a mesh top.

    Fit & Features

    • Around the ankle length
    • Inner zipper closure
    • Lace-up front with metal grommets
    • Almond toe 
    • Lug sole
    • Stacked block heel
    • Faux suede material

    Style Number/Barcode: 07403-0388

    Category Name: $20 & Under Sale

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fiercely On-Trend Leopard Print Burnout Romper

    Keep yourself on-trend in this fab and fierce leopard print romper! It features fitted long sheer sleeves, a square neckline, and form-fitting shorts that hit mid-thigh. It is composed of a sheer mesh fabric with a velvet burnout leopard print and a knit lining. Pair this romper with chunky sneakers and a chic gold cuff.

    Fit & Features

    • Square neckline
    • Long fitted sheer sleeves
    • Back zipper and hook and eye closure
    • Front high waist seam
    • Form-fitting shorts
    • Sheer mesh fabric with a knit lining and moderate stretch
    • Velvet burnout leopard print

    Style Number/Barcode: 06503-0193

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Girly Embroidered Crop Top

    Feel oh so luxe in this gorgeous and girly embroidered crop top! It features long fitted sleeves, a cropped, form-hugging fit, and a sheer mesh fabric with front rhinestone and pearl detailing. Pair this top with high waist jeans to get a casual-chic vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Sheer mesh fabric with lurex seam detailing
    • Front rhinestone and pearl detailing
    • Plenty of stretch

    Style Number/Barcode: 06001-2888

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Feels Two Tone Pajama Onesie

    Channel cozy vibes in a pajama onesie that keeps it oh so stylish! The onesie features a V-neckline, long sleeves, and a composed of a two-tone knit fabric. The relaxed fit bodice leads to a form-hugging straight leg fit with a slightly cropped hem. Complete your cozy night in look with a pair of fuzzy slides.

    Fit & Features

    • V-neckline
    • Long sleeves
    • Two-tone knit fabric
    • Straight leg with a slightly cropped hem 
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 07103-0406

    Category Name: $20 & Under Sale

    Price: $20.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Glitter Knit Ruched Mini Skirt

    Bring the glam and glitz in this mini skirt that illuminates your night out outfits. The skirt features a high-rise waist, ruched side seams, and composed of a glitter knit fabric. Complete your look with a statement sleeve top.

    Fit & Features

    • High rise waist
    • Ruched side seams
    • Mini length silhouette
    • Glitter knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06501-0330

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Buckle Detail Pointed Toe Booties

    These chic pointed toe booties will elevate your casual everyday look! They feature an ankle-high fit, a trendy buckle accent, and a sturdy block heel. Pair these booties with a ribbed knit sweater dress and layer on a cozy faux fur coat.

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Inner zipper closure
    • Buckle accent
    • Block heel
    • Faux suede material

     

    Please be advised that these booties run a 1/2 size too small.

    Style Number/Barcode: 07403-0331

    Category Name: $20 & Under Sale

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Char Formal Velvet Glitter Mini Dress

    Special Occasion 

    Dazzle and stun in a dress that is fit for a fashionista! Char features a wrap V-neckline, long puff sleeves that bring the drama, glitter details throughout, and a ruched ruffle accent that runs off-center. The dress is composed of a lined velvet fabric that offers a form hugging fit with a moderate stretch.

    Fit & Features

    • Wrap V-neckline
    • Long puff sleeves
    • Glitter details throughout
    • Ruched ruffle accent
    • Lined velvet fabric
    • Mini length silhouette
    • Form hugging fit
    • Moderate stretch 

     

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05001-0483

    Category Name: $20 & Under Sale

    Price: $29.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Johanna Formal Convertible Ties Satin Dress

    Special Occasion 

    We love a dress that offers glam options, the Johanna dress offers so many ways to dress up for your next special occasion. Johanna features surplus convertible ties at the bodice that can be styled into different necklines that flatter. Her bodice leads to a form of hugging floor-length skirt that is accented with a high side slit. The dress is composed of a stretch satin fabric that offers a moderate stretch. Complete look with a rhinestone choker and bracelet

    Fit & Features

    • Convertible ties to create customized necklines
    • Sleeveless
    • Floor-length A-line skirt
    • High side slit
    • Stretch satin fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05002-1126

    Category Name: $20 & Under Sale

    Price: $31.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty In Plaid Knit Mini Dress

    Get a pretty, picture-perfect look in this adorable plaid knit mini dress! It features a trendy square neckline and a short, curve-hugging silhouette. Layer on a chic jacket over this dress and style it up with heeled booties for a fall night out.

    Fit & Features

    • Spaghetti straps
    • Square neckline
    • Short, form-hugging fit
    • Allover plaid print
    • Knit fabric with plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-1049

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle Babe Glitter Velvet Mini Dress

    Sparkle and shine babe in this stunning little black dress! It features a high crew neckline, long fitted sleeves, an open back detail, and a form-hugging, mini length silhouette. The dress is composed of a gorgeous glitter velvet fabric for a luxe look. Pair this mini dress with a sleek gold ring set for added glam.

    Fit & Features

    • High crew neckline
    • Long fitted sleeves
    • Partial open back detail
    • Mini length
    • Form-fitting style
    • Glitter velvet fabric

    Style Number/Barcode: 05103-3667

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Viv Formal Crepe Wrap Dress

    Special Occasion 

    Make an entrance that will draw all eyes on you in our captivating Viv formal dress! Her silhouette hugs curves to create an hourglass illusion! She features a sleeveless V-neckline with a mesh insert, shoulder straps, padded cups for a supportive fit, and a wrap mermaid silhouette. Pair her with glam accessories and sleek stilettos to complete an A-list-worthy look!

    Fit & Features 

    • Plunging V-neck, mesh inset, shoulder straps
    • Supportive padded cups, no bra required
    • Asymmetrical wrap skirt, high side slit
    • Lined crepe fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-0796

    Category Name: $20 & Under Sale

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mid Rise Eyelash Knit Pajama Leggings

    Stay cozy and chic in pajama leggings that are so soft to the touch! The leggings feature a mid-rise waist, a drawstring detail, and a skinny leg fit. The leggings are composed of a soft to the touch eyelash knit fabric that offers a relaxed with a moderate stretch. Complete your cozy night in look with the matching top and fuzzy slides.

    Shop Matching Pajama TopLong Sleeve Eyelash Knit Pajama Top

    Fit & Features

    • Mid-rise waist 
    • Drawstring
    • Skinny leg fit
    • Eyelash knit fabric
    • Relaxed fit 
    • Moderate stretch 
    • Matching top sold separately 

    Style Number/Barcode: 07103-0424

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Better In Basics Ribbed Knit Sweater Dress

    Sometimes, basic is better, like this adorable ribbed knit sweater dress! It features a flattering V neckline, a mid-length, curve-hugging silhouette, and a front slit. Pair this sweater dress with chunky sneakers for a casual-chic vibe.

    Fit & Features

    • Thin adjustable shoulder straps with gold metal detailing
    • V neckline
    • Mid-length silhouette
    • Form-hugging fit
    • Front slit
    • Ribbed sweater knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0862

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless And Edgy Faux Leather Booties

    Showcase an effortlessly edgy look in these faux leather booties! They feature an ankle-high design with a pointed toe, trendy side zipper accent, and a sturdy block heel. Pair these booties with high rise skinny jeans for a classic, causal-chic look.

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Inner zipper closure
    • Outer zipper detail
    • Block heel
    • PU material

     

    Please be advised that these booties run one size too small.

    Style Number/Barcode: 07403-0452

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy and Fuzzy Faux Fur Slippers

    Keep it cozy in slippers that brings comfort for chilly days spent in. The slippers feature an easy-slip on design, a faux fur trim, and a closed toe. Complete your look with stylish matching separates.

    Fit & Features

    • Slip-on design 
    • Faux fur trim 
    • Closed almond-toe
    • Faux microsuede body 

    Style Number/Barcode: 07408-0044

    Category Name: $20 & Under Sale

    Price: $10.97 $17.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Long Sleeve Eyelash Knit Pajama Top

    Stay cozy and chic in pajama leggings that are so soft to the touch! The pajama top features a wide round neckline, long sleeves, and a cropped hem. The top is composed of an eyelash knit fabric that offers a relaxed fit with a moderate stretch. Complete your cozy night in look with the matching leggings and fuzzy slides.

    Shop Matching Pajama Leggings: Mid Rise Eyelash Knit Pajama Leggings

    Fit & Features

    • Wide round neckline
    • Long sleeves
    • Cropped hem
    • Eyelash knit fabric
    • Matching leggings sold separately

    Style Number/Barcode: 07103-0423

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy Vibes Collared Polo Top

    Channel those preppy vibes in a top that keeps it effortlessly chic. The top features a collared neckline, long sleeves, a button-down front, and an oversized length. The top is composed of a fleece-like fabric that offers a moderate stretch. Complete look with biker shorts

    Fit & Features

    • Collared neckline
    • Button-down front
    • Long sleeves
    • Oversized-length and fit
    • Moderate stretch 
    • Fleece-like fabric 

    Style Number/Barcode: 06002-0779

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace-Up Jersey Knit Crop Top

    Elevate your everyday basic look with this trendy jersey knit crop top! It features long fitted sleeves, a cropped, form-fitting style, and a lace-up front design. Pair this top with high waist denim and chunky sneaks for that casual and chill vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Lace-up front
    • Cropped
    • Form-hugging fit
    • Jersey knit fabric with plenty of stretch

    Style Number/Barcode: 06002-0606

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Over The Knee Stacked Block Heeled Boots

    A fall staple for sure, these over the knee heeled boots will go with all of your fab 'fits! They feature a smooth faux suede material with a sturdy stacked block heel. Pair these boots with a chic sweater dress for a cute date night look.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Inner zipper closure
    • Stacked block heel
    • Tie back detail
    • Faux suede material

    Style Number/Barcode: 07402-0228

    Category Name: $20 & Under Sale

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colorfully Chic Tie Dye Joggers

    Keep it colorfully chic in joggers that keep it casual for a chill day in. The joggers feature an elastic high rise fit, a tie-dye print, and an oversized fit with a stretchy elastic hem. Complete your look with the matching top and chunky sneakers to rock a casual outfit. 

    Shop Matching Top: Colorfully Chic Tie Dye Oversized Top

    Fit & Features

    • Elastic high rise waist
    • Tie-dye print
    • Straight leg with elastic hem
    • Oversized fit, moderate stretch
    • Soft to the touch cashmere-like fabric
    • Matching top sold separately 

    Style Number/Barcode: 06502-0514

    Category Name: $20 & Under Sale

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Colorfully Chic Tie Dye Oversized Top

    Keep it colorfully chic in a top that keeps it casual for a chill day in. The top features a crew neckline, long dolman sleeves, a tie-dye print, and an oversized fit. Complete your look with the matching joggers and chunky sneakers to rock a casual outfit.

    Shop Matching Joggers: Colorfully Chic Tie Dye Joggers

    Fit & Features

    • Crew neckline
    • Long dolman sleeves
    • Tie-dye print
    • Oversized fit, moderate stretch
    • Soft to the touch cashmere-like fabric
    • Matching joggers sold separately

    Style Number/Barcode: 06002-0730

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale