$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.

  • Sweet Dreams Striped Pajama Top

    Have only the sweetest of dreams in this adorable striped pajama top! It features loose dolman style sleeves and an oversized, cropped hem. Pair with some slides for a cozy night in look!

    Shop Matching Bottoms: Sweet Dreams Striped Pajama Shorts

    Fit & Features

    • Wide rounded neckline
    • Loose dolman style sleeves with merrow edge trim
    • Oversized cropped hem
    • All over striped pattern

     

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

    Style Number/Barcode: 07103-0373

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timelessly Chic Ribbed Knit Basic Midi Dress

    Keep it timelessly chic in a dress that wows! Perfect for a cocktail event or making the right first impression, this mini dress is a must! The dress features a crew neckline with a racer bust, a fitted form-hugging fit, and composed of a ribbed knit fabric. Complete your chic outfit with mules and duster earrings.

    Fit & Features

    • Sleeveless crew neckline
    • Racer bust
    • Ribbed knit fabric
    • Form hugging fit
    • Midi length silhouette

    Style Number/Barcode: 05102-0894

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Destructed Diva Skinny Jeans

    Bring the drama in high rise jeans to dress up casual outfits. The jeans feature a high rise waist, a single button with zipper closure, heavy destruction throughout, and knee slits. Complete your outfit with a crop top and ankle booties.

    Fit & Features

    • High rise waist
    • Single-button with zipper closure
    • Traditional five-pocket with belt loop design 
    • Heavy destruction detailing
    • Knee slit
    • Skinny leg with a tapered hem
    • Form hugging fit

    Style Number/Barcode: 06602-0162

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smocked Floral Fusion Tube Scarf Top

    Keep it cute in this scarf-styled tube top! The floral top features a sleeveless straight neckline, a floral patterned bodice, a smocked back, and a cropped hem with a triangular-shaped hem. Complete your look with a pair of high waist jeans and a dainty necklace

    Fit & Features

    • Sleeveless straight neckline
    • Floral print
    • Smocked back
    • Cropped hem
    • Lightweight woven fabric

    Style Number/Barcode: 06003-1027

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bundle Up Zip Front Teddy Jacket

    Get ready to bundle up in the perfect teddy jacket you need for this season! Featuring a collar, zip front, and a fitted ribbed hem, this jacket is a must-have for everyday wear. Pair with some distressed denim and faux suede heeled booties for a coffee date with bae.

    Fit & Features

    • Collared
    • Long sleeves
    • Complete zip front
    • Ribbed hem

     

    Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06201-0130

    Category Name: $20 & Under Sale

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bohemian Babe Cropped Ruffled Sleeve Top

    Go boho chic in a crop top that brings the good vibes. The crop top features a surplice neckline, kimono-style ruffled sleeves, and a cropped hem. Complete your look with high waist skinny jeans and mules.

    Fit & Features

    • Surplice neckline
    • Long kimono-styled ruffled sleeves
    • Cropped hem
    • Lightweight woven fabric
    • Relaxed fit 
    • Minimal stretch 

    Style Number/Barcode: 06003-0780

    Category Name: $20 & Under Sale

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Passion Surplice Chiffon Bodysuit

    Show your floral passion in a bodysuit that brings the charm. The bodysuit features a surplice neckline, a gorgeous floral print, and a partially open back with a tie strap accent a the nape of the neck. The bodysuit is composed of an airy chiffon fabric that offers a relaxed fit with minimal stretch. Complete your outfit with high waist jeans and mules

    Fit & Features

    • Surplice neckline
    • Long sleeves
    • Floral print
    • Partially open back with tie strap accent
    • Unlined chiffon fabric
    • Contrast thong bottom
    • Relaxed fit, minimal stretch 

     

    Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06003-1026

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Pleated Plaid Mini Skirt

    Keep it preppy in a classic plaid skirt that hits the mark. The skirt features a flattering high rise waist, a classic plaid pattern, and a pleated body. Complete your preppy-inspired outfit with a crop top and boots

    Fit & Features

    • High rise waist
    • Classic plaid pattern
    • Pleated detail
    • Mini length silhouette

     

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0250

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Instincts Leopard Lug Booties

    Channel your fashion instinct in booties that reflect your fierce side! These ankle booties feature a trendy leopard print, a round toe, goring at each side to easily put on, and a textured lug sole. Complete your look with biker shorts and a statement top

    Fit & Features

    • Leopard print
    • Ankle-length
    • Inner zipper closure, pull tabs at back
    • Goring at each side
    • Round toe
    • Stacked block heel
    • Textured lug sole

    Style Number/Barcode: 07403-0314

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Statement Chain-Link Collar Necklace

    Make a major statement in this oh-so-chic chain-link collar necklace! With its minimal design and sleek gold hue, this necklace is perfect for taking your everyday 'fits to the next level. Pair with a basic white tee and some mom jeans for a shopping day with your squad.

    Fit & Features

    • Collar necklace
    • Thick chain-link design
    • Gold hue

    Style Number/Barcode: 07002-0398

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Babe High Slit Maxi Skirt

    Channel vacay vibes in a tropical skirt that is perfect for days spent underneath a cabana. The high waist skirt features a tropical palm leaf print and a high side slit to show off a hint of leg. Complete your tropical-inspired look with the matching top and cork wedges

    Shop Matching TopTropical Babe Tie Front Crop Top

    Fit & Features

    • High rise waist
    • Lightly pleated 
    • Tropical palm leaf print
    • High side slit 
    • Lightweight woven fabric
    • Matching top sold separately 

     

    Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.

    Style Number/Barcode: 06301-0049

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Every Day Knit Mini Dress

    Keep it cute in a basic mini dress that is perfect to wear any day! The dress features an off the shoulder neckline with a boat neck bust, short sleeves, and composed of a flattering knit fabric. Complete your outfit with sleek stilettos and a cute crossbody.

    Fit & Features

    • Off the shoulder neckline
    • Short sleeves
    • Boat neckline
    • Mini length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch

    Style Number/Barcode: 05102-0892

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Destructed Boyfriend Denim Jacket

    Everyone needs a good destructed boyfriend denim jacket! This one features a button-up front and distressed detailing throughout. Layer over a graphic tee and some black skinny jeans for an edgy date look.

    Fit & Features

    • Collared neckline
    • Long sleeves with buttons to cuff
    • Button-up front
    • Buttoned pockets
    • Destructed detailing
    • Denim fabric

     

    Model is 5'8" with a 30" bust, 23" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06203-0098

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show Up Satin One-Shoulder Midi Dress

    Show them up, girl! Look elegantly sleek in this one-shoulder midi and walk right in looking like a million bucks! It features a curve-hugging silhouette with a thigh-high front slit. Complete the look with chrome heels.

    Fit & Features

    • One-shoulder neckline, single spaghetti strap
    • Asymmetric neckline
    • Ruching at the side slit
    • Midi-length silhouette
    • Satin-like fabric, pretty sheen finish 
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-0894

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sassy Babe Leopard Print Mini Skirt

    You'll be a total sassy babe in this fierce leopard print mini skirt! It features a flattering high rise waist and a sultry front slit. Pair it with a basic crop top and some chic booties for a night out with your girls. 

    Fit & Features

    • High rise waist
    • Short, form-hugging fit
    • Front slit
    • Leopard print
    • Knit fabric

     

    Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0298

    Category Name: $20 & Under Sale

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Poised in Plaid Tie Back Romper

    Keep it poised in a plaid romper that is perfect for this season. The romper features a trendy plaid pattern, a sleeveless square neckline, a mid-drift cutout, and an open back with a tie back detail. Complete your look with block heels and a chic cuff

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Mid-drift cutout 
    • Plaid pattern 
    • Wide leg shorts with skirt overlay 
    • Partially open back with tie back accent 
    • Lightweight woven fabric 

    Style Number/Barcode: 06503-0155

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tied to Basics Ribbed Knit Scoop Neck Mini Dress

    Get tied to basics in a ribbed mini dress that is oh too gorgeous! The dress features a scoop neckline, tie spaghetti straps, and composed of a ribbed knit fabric that hugs curves in all the right places. Complete your casually cute look with stud earrings and block heels.

    Fit & Features

    • Scoop neckline
    • Tie spaghetti straps
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit
    • Moderate stretch

    Style Number/Barcode: 05102-0978

    Category Name: $20 & Under Sale

    Price: $7.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Step Up Lace Up Faux Suede Crop Top

    Step up your crop top game in a sexy lace-up that brings the boldness! The crop top features a mock neck, lace-up side seams, and a cropped hem. Complete your head-turning look with your favorite high waist skinny jeans and sunnies

    Fit & Features

    • Sleeveless
    • Mock neck with racer bust
    • Side seam lace up
    • Cropped hem
    • Faux suede fabric
    • Form hugging fit
    • Slight stretch 

    Style Number/Barcode: 06001-2491

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Camila Formal Ruched Open Back Mini Dress

    Special Occasion 

    Stun in our Camila dress from the moment you enter the room. She features a plunging V-neckline, adjustable spaghetti straps for a customized fit, ruched side seams, and a bold open back that shows off more than a hint of skin. Complete your formal outfit with rhinestone earrings to add a pop of shine.

    Fit & Features 

    • Plunging V-neckline, built-in padded bust
    • Adjustable spaghetti straps
    • Ruched side seams
    • Open back design
    • Mini-length silhouette
    • Smooth knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05001-0571

    Category Name: $20 & Under Sale

    Price: $29.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ribbed Pajama Biker Boxer Shorts

    Comfy chic is the vibe in these pajama boxer shorts! They feature a high rise waist for a flattering fit and a ribbed detail. Perf for lounging at home, pair with the matching bralette and slides

    Shop Matching Bralette: Plunging V Neck Ribbed Bralette

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Ribbed detail

     

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

    Style Number/Barcode: 07103-0354

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Statement Stunner Smocked Puff Sleeve Crop Top

    Stun in a statement top that elevates your every day look! The top features a trendy square neckline, a smocked bodice, and sheer mesh puff sleeves. Complete your chic look with high waist denim jeans and sunnies

    Fit & Features

    • Square neckline
    • Smocked bodice
    • Sheer mesh long puff sleeves
    • Cropped hem 
    • Relaxed fit, moderate stretch 


    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0701

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Such A Stunner One Shoulder Ruched Mini Dress

    Serve stunning looks in this curve-hugging ruched mini dress! Featuring a one-shoulder neckline and sultry ruched detailing, this dress is ready for you to wear your next night out. Pair with statement earrings and heels for that chic it-girl vibe.

    Fit & Features

    • One-shoulder neckline
    • Ruched detailing
    • Short, form-hugging fit
    • Knit fabric with plenty of stretch

    Style Number/Barcode: 05103-3724

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Crew Neck Basic Muscle Tee

    Keep it casual in a muscle tee that can be dressed up or down depending on your mood. The muscle tee features a crew neckline, a sleeveless bodice with padded shoulders and an oversized fit for a no-fuss feel. Complete outfit with high waist denim and chic sunnies.

    Fit & Features 

    • Crew neckline
    • Sleeveless bodice
    • Shoulder pads
    • Oversized relaxed fit
    • Knit fabric 
    • Available in: Black, White, Light Blue, and Navy Stripes 

     

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

    Style Number/Barcode: 06002-0546

    Category Name: $20 & Under Sale

    Price: $10.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That Basic Life Ribbed Crop Top

    Keep it basic in a crop top to nail those cool girl vibes that are oh-so-trendy. The crop top features a square neckline with tank straps and is composed of a ribbed knit fabric. Create a perfect day-out look with the matching ribbed biker shorts and chunky dad sneakers.

    Shop Matching Biker Shorts: That Basic Life Ribbed Biker Shorts

    Fit & Features

    • Sleeveless square neckline
    • Tank straps
    • Cropped hem 
    • Ribbed knit fabric
    • Form-hugging fit
    • Moderate stretch 
    • Matching biker shorts sold separately
    • Runs true to size

    Style Number/Barcode: 06002-0593

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale