$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.

  • Rylee Formal Off the Shoulder Crepe Dress

    Special Occasion 

    Bring the elegance to your evening with our formal Rylee dress! She features a dazzling off the shoulder neckline, a sexy cut out at the bust, and a floor-length silhouette with a high side slit. She is composed of a curve-hugging crepe fabric that offers a form-hugging fit with a moderate stretch. Complete look with heels and a sleek clutch.

    Fit & Features

    • Off the shoulder neckline
    • Cutout at the bust
    • High side slit
    • Slim floor-length silhouette
    • Crepe fabric
    • Form-hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05002-1149

    Category Name: $20 & Under Sale

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam It Up Faux Leather Block Heels

    Glam up your outfits with block heels that slay! The heels feature an open back, an adjustable ankle strap with a large square buckle, an open almond toe with a wide strap over the toe, and a block heel. Complete look with a ribbed mini dress and a moto jacket.

    Fit & Features

    • Open back
    • Wide adjustable ankle strap with square buckle
    • Open almond toe with a strap over the toe
    • Block heel
    • Faux leather material

    Style Number/Barcode: 07401-2644

    Category Name: $20 & Under Sale

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Ribbed Knit Tie-Front Top

    Level up your basic everyday look with this trendy top! It features long fitted sleeves, a V neckline, an open front with a tie closure, a merrow edge trim, and a cropped fit. The brushed ribbed knit fabric offers plenty of stretch for comfortable wear. Pair this top with mom jeans and chunky sneakers.

    Fit & Features

    • Long fitted sleeves
    • V neckline
    • Open front with a tie closure
    • Merrow edge trim
    • Cropped fit
    • Brushed ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06202-0134

    Category Name: $20 & Under Sale

    Price: $12.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrap Me In Glam Ribbed Mini Dress

    Wrap yourself in this glam sweater knit dress that brings the charm. The dress features an off-the-shoulder neckline, long sleeves, a gorge tie waist ribbon, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete your look with mules and a trendy crossbody.

    Shop More Sweater Dresses: Sweater Dress Collection

    Fit & Features

    • Off-the-shoulder neckline 
    • Long fitted sleeves
    • Tie waist ribbon 
    • Mini-length silhouette
    • Ribbed knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-0881

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild At Heart Swim Bottoms

    Showcase your wild and trendy style at the beach in these leopard print swim bottoms! They feature a high waist with a semi-cheeky fit. Pair these swim bottoms with the matching swim top and a chic flowy duster.

    Shop Matching Swim Top: Wild At Heart Swim Top

    Fit & Features

    • High waist
    • Semi-cheeky fit
    • Leopard print

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0632

    Category Name: $20 & Under Sale

    Price: $1.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Babe Bandeau Swim Top

    Yes babe, give your poolside look a trendy and bold vibe in this swim top! It features a bandeau design with a strapless square neckline, padded detailing, and a cropped fit. Pair this swim top with the matching swim bottoms and a lightweight flowy duster.

    Shop Matching Swim Bottoms: Bold Babe Cheeky Swim Bottoms

    Fit & Features

    • Bandeau design
    • Strapless
    • Square neckline
    • Padded
    • Cropped

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0352

    Category Name: $20 & Under Sale

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Babe Cheeky Swim Bottoms

    Yes babe, give your poolside look a trendy and bold vibe in these swim bottoms! They feature a high V-cut design and a cheeky fit. Pair these swim bottoms with the matching swim top and a lightweight flowy duster.

    Shop Matching Swim Top: Bold Babe Bandeau Swim Top

    Fit & Features

    • High V-cut design
    • Cheeky fit

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0503

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Chic Sweater Knit Crop Top

    Get a cute and chic everyday look in this sweater knit crop top! It features a sleeveless bodice, tank-like shoulder straps, a square neck and back, and a cropped, form-hugging fit. Pair this top with the matching cardigan and high waist jeans for the perf outfit.

    Shop Matching Cardigan: Cute And Chic Sweater Knit Cardigan

    Fit & Features

    • Tank-like shoulder straps
    • Square neck and back
    • Cropped
    • Form-fitting style
    • Sweater knit fabric

    Style Number/Barcode: 06005-0886

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frilly and Ruffled Pajama Tank and Shorts Set

    Keep it sweet and frilly in this cute pajama set! The set includes a tank and shorts combination that features a ribbed knit fabrication. The tank features a sleeveless scoop neckline, tank shoulder straps, and a cropped hem. The matching shorts feature a mid-rise waist, a cheeky fit, and a ruffled hem. Complete your lounge outfit with fuzzy slippers

    Fit & Features

    • Set includes tank and shorts
    • Ribbed knit 
    • Sleeveless scoop neckline, tank shoulder straps
    • Cropped hem with ruffled hem
    • Mid-rise waist with ruffled hem
    • Cheeky fit
    • Relax fit, moderate stretch 

    Style Number/Barcode: 07103-0444

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Lace Appeal Bralette and Panty Set

    Heat up date night with a sexy lace bralette and panty set! The set features an unlined lace bralette with a plunging V-neckline, lace trim, cap sleeves, and sheer unlined back. The matching unlined panties feature a high rise fit and thong bottom. Complete look with adhesive pasties. 

    Fit & Features

    • Unlined lace bralette 
    • V-neckline
    • Lace trim 
    • Cap sleeves
    • Matching panties 
    • High rise fit
    • Thong bottom 

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise 

    Style Number/Barcode: 07107-0514

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lookin' Luxe Off The Shoulder Mini Dress

    You'll look oh-so-luxe and chic in this stunning mini dress. It features an off the shoulder neckline with a fold-over detail, a ruched side with a tie, and a short, curve-hugging fit. Style this stretchy knit dress with rhinestone statement earrings and a rhinestone choker necklace to bring some bling to your look.

    Fit & Features

    • Off the shoulder neckline
    • Fold-over detail
    • Ruched side with a tie
    • Mini length
    • Form-hugging fit
    • Knit fabric
    • Plenty of stretch

    Style Number/Barcode: 05103-3735

    Category Name: $20 & Under Sale

    Price: $14.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Diamond Girl Quilted Crossbody

    Elevate your glam with a chic quilted crossbody that reflects your luxe sense of fashion. The crossbody features a diamond quilted design, a large rectangular body, a fold-over closure with turn-lock detail, and a chain shoulder strap. Complete your look with a bustier, trench, and skinny jeans. 

    Fit & Features

    • Quilted diamond design 
    • Large rectangular body
    • Fold-over closure
    • Turn-lock 
    • Faux leather material 

    Style Number/Barcode: 07203-0458

    Category Name: $20 & Under Sale

    Price: $13.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Vibes Glitter Lurex Bodycon Dress

    Bring luxe appeal with a one-shoulder bodycon that showcases sultry vibes! The dress features a one-shoulder neckline with a fitted long sleeve and an asymmetrical mini-length silhouette. The ruching detail throughout enhances your natural curves while offering a form-hugging fit. Composed of a glitter lurex-lined fabric with a moderate stretch. Style with mules and rhinestone earrings.

    Fit & Features

    • One shoulder neckline. strapless bra friendly
    • Fitted long sleeve 
    • Ruching detail, form-hugging fit
    • Back zipper, hook-eye closure
    • Asymmetrical mini length silhouette
    • Glitter lurex-lined fabric, moderate stretch 
    • Fits true to size

    Style Number/Barcode: 05101-0947

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace Affair Ruched Mini Dress

    Fall for this lace mini dress as you head out for a date night with bae! The dress features a sleeveless square neckline, spaghetti straps, ruched side seams, and a floral lace body. Complete your look with rhinestone hoops and mules

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruched side seams with tie details
    • Sheer floral lace body with a knit lining
    • Moderate stretch
    • Mini length silhouette
    • Form-hugging fit

    Style Number/Barcode: 05101-0958

    Category Name: $20 & Under Sale

    Price: $19.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Color Block Tie Front Swim Top

    Color block your look babe in this adorable multi-colored tie front swim top! Pair with the matching bottoms and take your look poolside!

    Shop Matching Bottoms: Color Block High Waist Swim Bottoms

    Fit & Features

    • Adjustable spaghetti straps
    • Triangle design
    • Tie front detail
    • Back hook and bar closure

    Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0371

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Style Lace Bra And Garter Skirt Set

    Showcase your sultry style in this chic lace bra and garter skirt set! It features a sheer lace bra with adjustable spaghetti straps, lined cups with underwire, and a notched center detail. It also includes a matching sheer lace thong panty, a sheer lace garter skirt with a high waist, and garter straps attached to thigh-high stockings. Pair this set with a lightweight flowy duster for a sexy look.

    Fit & Features

    • Sheer lace bra
    • Adjustable spaghetti straps
    • Lined cups with a notched center detail
    • Matching sheer lace thong panty
    • Sheer lace high waist garter skirt
    • Garter straps
    • Sheer thigh-high stockings
    • Runs true to size

     

    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: 07107-0523

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Impression Swiss Dot Crop Top

    Make a sweet impression in a top that brings the charm! The top features a sweetheart neckline, sheer puff sleeves with a swiss dot design, a hook and eye front closure, and a cropped hem. Complete your look with high waist jeans and clear mules to create a trendy outfit. 

    Fit & Features

    • Sweetheart neckline
    • Short puff sleeves with swiss dot design 
    • Hook and eye front closure 
    • Cropped hem

    Style Number/Barcode: 06003-1156

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Cropped Drawstring Hoodie

    Bring it back to basics in a cropped hoodie that keep it chill! The cropped hoodie features a drawstring hoodie, long sleeves, and a cropped hem. Complete look with the matching joggers and chunky sneakers to nail those casual vibes. 

    Shop Matching Joggers: Back To Basics High Waist Joggers

    Fit & Features

    • Drawstring hoodie
    • Long sleeves
    • Cropped drawstring hem
    • Matching joggers sold separately 

    Style Number/Barcode: 06002-0693

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Dreams V-Neck Knit Onesie

    Cuddle up in this cozy onesie that is perfect for lounging in! The onesie features a plunging V-neckline, a multi-button down closure, long sleeves, and a skinny leg fit. The onesie is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Comes in a cute solid print and animal print for the basic and bold babes out there! Complete look with faux fur slides!

    Fit & Features

    • Plunging V-neckline
    • Multi-button down front
    • Long sleeves
    • Skinny leg fit
    • Knit fabric
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 07103-0481

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coastal Breeze High Waist Swim Bottoms

    Look like a total trendsetter as you relax on the beach in these swim bottoms! They feature a high rise waist with side cut outs and a high cut, semi-cheeky fit. Pair these swim bottoms with the matching swim top and some adorable sandals.

    Shop Matching Swim Top: Coastal Breeze Triangle Swim Top

    Fit & Features

    • High rise waist
    • Side cut outs
    • High cut, semi-cheeky fit

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07105-0638

    Category Name: $20 & Under Sale

    Price: $5.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coastal Breeze Triangle Swim Top

    Look like a total trendsetter as you relax on the beach in this swim top! It features a triangle design with adjustable spaghetti straps, a small front cut out at the bust, a lace-up back, and a banded hem. Pair this swim top with the matching swim bottoms and some adorable sandals.

    Shop Matching Swim Bottoms: Coastal Breeze High Waist Swim Bottoms

    Fit & Features

    • Triangle design
    • Adjustable spaghetti straps
    • Small front cut out at the bust
    • Lace-up back
    • Banded hem

     

    RETURNS ACCEPTED ONLY WHEN ALL TAGS AND HYGIENIC PROTECTION ARE INTACT.

    Style Number/Barcode: 07104-0490

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Charm Smocked Long Sleeve Top

    Bring the charm with a floral top that showcases your sweet side! The top features a square neckline, long sleeves, and a gorgeous floral print. The top is composed of a semi-sheer chiffon fabric that offers a relaxed fit. Complete your look with high waist jeans

    Fit & Features

    • Square neckline
    • Smocked bodice
    • Long sleeves
    • Floral print
    • Chiffon fabric 
    • Form hugging fit

    Style Number/Barcode: 06003-1066

    Category Name: $20 & Under Sale

    Price: $16.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Norah Formal High Slit Satin Dress

    Special Occasion 

    Stun in a satin dress that captivates from the moment you enter the room of your special event. Norah features a trendy one-shoulder neckline and a double-row of sleek spaghetti straps on the left side with one leading to an asymmetrical back. Her relaxed bodice leads to a floor-length silhouette with a ruched drawstring and a high side slit. She is composed of a curve-hugging satin fabric that offers a slight stretch. Complete your look with platform heels and a dainty bracelet

    Fit & Features

    • One-shoulder neckline, dual spaghetti straps
    • Adhesive bra recommended
    • Ruched drawstring, high side slit
    • Form-hugging silhouette
    • Floor-length hem
    • Lined satin, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05002-1170

    Category Name: $20 & Under Sale

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylishly Sheer Lace Bodysuit

    This stylishly sheer lace bodysuit is perf for a casual yet still chic 'fit for a girl's night out. It features a crew neckline, long fitted sleeves, and a thong bottom with dual snap button closures. Pair this bodysuit with a bralette and mom jeans.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Thong bottom with dual snap button closures
    • Sheer lace detailed knit fabric
    • Moderate stretch
    • Bra not included

    Style Number/Barcode: 06001-2974

    Category Name: $20 & Under Sale

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale