$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.

  • Major Destruction High Rise Skinny Jeans

    Bring some major drama in high rise jeans. Hit up that next concert in distressed jeans that bring the edge to your look. The jeans feature a super high rise waist, a single button with zipper closure, heavy distressed detailing throughout, and a cropped hem. Complete look with a chic crop top and sunnies

    Fit & Features

    • High rise waist
    • Single-button and zipper closure 
    • Traditional five-pocket design
    • Heavy distressed detailing
    • Skinny leg fit
    • Cropped hem 
    • Denim fabric, form-hugging fit 

     

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

    Style Number/Barcode: 06602-0158

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • What's The Scoop Ribbed Tank Bodysuit

    Bring a scoop of style in a fab bodysuit to style with all your effortlessly casual outfits. The bodysuit features a scoop neckline with a matching scoop back, tank-like straps, and is composed of a ribbed compression knit fabric. Style the basic tank bodysuit with high waist denim and statement sunglasses.

    Fit & Features

    • Scoop neckline
    • Tank-like straps
    • Ribbed compression knit fabric
    • Plenty of stretch
    • Form-hugging fit

    Style Number/Barcode: 06002-0595

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Escape Sleeveless Striped Romper

    Escape to the topics in a romper that brings those vacay vibes girl! The romper features a sleeveless square-neck bodice, paper bag shorts with a tie waist belt, and a tropical palm-leaf print with stripes. Complete outfit with wedges and sunglasses for your vacay-approved look. 

    Fit & Features

    • Sleeveless bodice
    • Square neckline
    • Paper bag shorts
    • Tie-waist belt
    • Tropical palm leaf print
    • Stripes 
    • Hidden side pockets

     

    Model is 5'8" with a 32" bust,  24 waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06303-0093

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Amabella Floral Foiled High Low Dress

    Special Occasion 

    Charm in florals in our Amabella dress from the moment you enter the room.  She features a foiled floral print that radiates luxe, a high-low silhouette, and trendy hidden side pockets to keep essentials close to you. Radiate like a true one of a kind beauty when you complete your formal evening look with rhinestone earrings and chromatic heels

    Fit & Features

    • Plunging v-neckline
    • Padded cups, adjustable spaghetti straps
    • Foiled floral print 
    • High-low silhouette, hidden pockets 
    • Lined crepe knit fabric 
    • Form hugging fit, moderate stretch 
    • Back zipper closure 

     

    Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size small.

    Special Occasion products cannot be returned to any retail locations.

    Style Number/Barcode: 05002-1039

    Category Name: $20 & Under Sale

    Price: $19.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Your Radar Ruched Maxi Dress

    Get on their radar in a sleek maxi dress that shows off curves in all the right places. The maxi dress features a square neckline, sleek spaghetti straps and ruched maxi length silhouette with a high side slit to show off glowing gams. Complete your look with clear heels and statement earrings

    Fit & Features

    • Sleeveless square neckline
    • Sleek spaghetti straps
    • Maxi length silhouette
    • Ruched side seams that streamline design
    • High side slit
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 

     

    Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0332

    Category Name: $20 & Under Sale

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready To Move Square Neck Ruched Mini Dress

    Make a move in this ruched mini dress that brings the heat for your next night out with the girls. The dress features a square neckline and a curve-hugging mini length silhouette with a ruched drawstring hem. Complete look with statement hoops and glam heels

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Mini length silhouette
    • Ruched drawstring hem
    • Smooth knit fabric 
    • Form hugging fit

     

    Model is 5'8" with 32" bust, 24" waist and 36.5" hips. She is wearing a size small.

    Style Number/Barcode: 05103-1174

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Scooped In Style Sleeveless Cutout Ribbed Maxi Dress

    Serve up a stylish look in a maxi dress that slays girl! Step out in this dress that features a sleeveless bodice, a scoop neckline with tank-like straps, a sexy mid-drift cutout to show off a hint of skin, and a maxi length silhouette with twist front accent to reveal a mini length skirt. Complete outfit with wedges and fringe earrings. 

    Fit & Features 

    • Sleeveless scoop neckline
    • Tank-like straps
    • Mid-drift cutout
    • Maxi length silhouette overlay with twist front accent 
    • Mini length skirt 
    • Ribbed knit fabric 
    • Form hugging fit

     

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

    Style Number/Barcode: 05101-0462

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Frilled and Flirty Cropped Ribbed Cami

    Keep it flirty in a frilly cami tank. This must-have cropped cami tank features a scoop neckline, spaghetti straps, and a frilly lettuce-edge hem. Complete your look with the matching jacket to layer with and a pair of high waist jeans

    Shop Matching Jacket: Frilled and Flirty Ribbed Cardigan

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cropped hem 
    • Lettuce-trim hem
    • Ribbed knit fabric 

     

    Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06002-0564

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Vibes Cropped Denim Puff Sleeve Top

    Channel good vibes in a cute crop top that showcases your on-point style this season. The crop top features a plunging sweetheart neckline, short puff sleeves, a zip-up front, and a light wash denim. Complete outfit with high waist shorts and sleek hoops for your next outing with the squad. 

    Fit & Features

    • Sweetheart neckline
    • Short puff sleeves
    • Zippered front 
    • Corset-like seams at the bust
    • Cropped hem
    • Light-medium wash denim fabric 

     

    Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small. 

    Style Number/Barcode: 06003-1022

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Spaghetti Strap Wide Leg Jumpsuit

    Keep it chic in fab jumpsuit for your next brunch date! The jumpsuit features spaghetti tie straps to create a custom fit, a square neckline with shirring at the bust and a flared culotte leg. Style jumpsuit with clear heels and statement earrings.

    Fit & Features

    • Sleeveless bodice
    • Spaghetti tie straps
    • Square neckline with shirring at the bust
    • Empire waist
    • Flared culotte leg

     

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

    Style Number/Barcode: 06402-0258

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daisy Days Smocked Mini Dress

    Keep it fab in florals this season with this charming mini dress! Pair with wedges and a cute tote for the perf lewk honey! 

    Fit & Features 

    • Square Neckline | Smocked Trim
    • Inset | Tie at Bust 
    • Spaghetti Tie Straps 
    • Daisy Floral Print
    • Smocked Knit Fabric 
    • Form Hugging Fit 
    • Moderate Stretch 

     

    Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small

     

    Style Number/Barcode: 05102-0684

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Floral Ditsy Smocked Tie Front Mini Dress

    Spring into a smocked disty mini dress to keep on trend this season. This flirty piece features a sweetheart neckline, a tie front with a small keyhole at the bust, and an all-over floral ditsy print. The relaxed fit bodice leads to a curve-hugging mini-length silhouette. The dress is composed of a smocked knit fabric that offers a moderate stretch. Complete your look with hoop earrings and minimal heels

    Fit & Features

    • Sweetheart neckline
    • Keyhole at bust
    • Floral ditsy print
    • Smoked fabric
    • Form-hugging fit
    • Moderate stretch 

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0497

    Category Name: $20 & Under Sale

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweetheart Neck Ruffled Ditsy Print Mini Dress

    Keep on trend in a floral ruffle dress. The ditsy floral dress features a sweetheart neckline, ruffled shoulder straps and an-all over ditsy floral print. The relaxed fit waist leads to a mini length silhouette that offers a curve-hugging fit with slight stretch. Complete your outfit with hoops and dad sneakers for a casual vibe. 

    Fit & Features

    • Sweetheart neckline
    • Ruffled shoulder straps 
    • Ditsy floral print 
    • Mini length silhouette 

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0538

    Category Name: $20 & Under Sale

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Start Fresh Ruffle And Ruched Mini Dress

    It's time to refresh your wardrobe with this adorable mini dress! It features spaghetti straps, a ruffled V neckline, center ruching, and a short, curve-hugging fit. The lined knit fabric offers plenty of stretch for comfortable wear. Accessorize your look with cat-eye sunglasses and heeled mules.

    Fit & Features

    • Spaghetti straps
    • Ruffled V neckline
    • Ruching down the center front
    • Mini-length silhouette
    • Form-hugging fit
    • Fully lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-0591

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry And Strappy Mini Dress

    Sultry and strappy, this LBD will make you a total stunner. Pair with a faux leather jacket and some heels to edge up your look.

    Fit & Features

    • Spaghetti straps
    • V neckline
    • Front waist cut out | Dual cross strap details
    • Short, form hugging fit
    • Crepe fabric | Moderate stretch

    Style Number/Barcode: 05103-2927

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Ruched Dotted Mini Dress

    Bring the charm in a dotted mini dress to make a flirty impression. The dress features an off the shoulder neckline, sheer long sleeves with a swiss dot pattern and a ruched silhouette throughout. Complete your date night ready look with extra-large hoops and sleek stilettos

    Fit & Features

    • Off the shoulder neckline
    • Sweetheart bust with tie front accent
    • Long sheer sleeves with swiss dot pattern
    • Ruched body
    • Mini length silhouette
    • Form hugging fit

     

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

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

    Style Number/Barcode: 05101-0801

    Category Name: $20 & Under Sale

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hook and Eye Mesh Ruched Midi Dress

    Get hooked to this sexy ruched dress. Make a move in this wowing dress that features a sweetheart neckline, a hook and eye fasten center closure to create a custom look and a curve-hugging ruched body throughout. Complete your night out outfit with statement heels and extra-large hoops.

    Fit & Features

    • Sweetheart neckline
    • Sleek corded straps
    • Hook and Eye fasten closure 
    • Ruched body
    • Midi length silhouette
    • High center slit
    • Form hugging fit

     

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

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

    Style Number/Barcode: 05101-0842

    Category Name: $20 & Under Sale

    Price: $9.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready To Roll Tie Waist Jumpsuit

    They're not going to have to ask you twice! Slip into this jumpsuit and get dressed-up without all the fuss. Pair it with a chambray button-up and some white sneakers! 

    FIts & Features

    • Surplice V Neckline 
    • Short Sleeves I Rolled Cuffs
    • Belt Loops I Detatachable Tie Waist 
    • Slant Hand Pockets 
    • Tapered Pant Legs
    • Form Hugging Fit I Plenty Of Stretch 

    Style Number/Barcode: 06502-0297

    Category Name: $20 & Under Sale

    Price: $11.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Leather Snake Print Skort

    Keep it sassy in snake print skort. The skort features a trendy snake print and an envelope hem. Complete look with a basic scoop neck tank and clear heels for a look that slays.

    Fit & Features

    • High rise waist
    • Snake-inspired print
    • Envelope hem overlay
    • Faux leather fabric 

     

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

    Style Number/Barcode: 06403-0127

    Category Name: $20 & Under Sale

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Open Back Scoop Neck Bodysuit

    Show off some skin in this bodysuit because we all know you're not a basic babe. This must-have bodysuit features a scoop neckline and an open back with a sleek tie back accent to add a special detail. Complete look with high waist jeans and a pair of statement earrings to create a head-turning look. 

    Fit & Features

    • Scoop neckline
    • Spaghetti straps
    • Ope back with tie back straps
    • Smooth knit fabric

     

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

    Style Number/Barcode: 06001-2658

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bringing The Shade Over-sized Cat Eye Sunglasses

    Throw some shade in chic sunglasses that bring the drama. The sunglasses feature an oversized cat-eye frame and a flat top with metal trim. Complete your look with fab matching separates girl! 

    Fit & Features

    • Over-sized
    • Cat-eye frame
    • Flat top with metal trim 
    • Dark lenses

    Style Number/Barcode: 07008-0699

    Category Name: $20 & Under Sale

    Price: $5.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Three Pack Tube Hoop Earrings

    Stay on trend with hoop earrings to complete all your favorite looks. This three-pack features a variety of tube hoop earrings. Complete look with a statement jumpsuit or go with a sleek bodycon dress

    Fit & Features

    • Three-pack
    • Twisted open hoop earring 
    • Post-back closure

     

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

    Style Number/Barcode: 07001-0405

    Category Name: $20 & Under Sale

    Price: $6.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Satin Stunner PJ Crop Top and Shorts

    Stun in a satin PJ set to make a gorgeous impression. The set includes a cropped cami-styled top with lace trim and adjustable spaghetti straps. The matching shorts feature a mid-rise fit and lace hem.

    Fit & Features

    • Two-piece set 
    • Cropped v-neckline 
    • Lace trim 
    • Adjustable spaghetti straps
    • Mid-rise shorts with lace trim 
    • Satin-like fabric

     

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

    Style Number/Barcode: 07103-0346

    Category Name: $20 & Under Sale

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterfly Charm Anklet

    Get carried away in a fluttery anklet that brings the charm to all your favorite outfits. The anklet features a single row of mini butterflies. Complete your look with a floral romper and sleek slides

    Fit & Features

    • Single-row
    • 3-D mini butterfly design 
    • Lobster clasp closure 

    Style Number/Barcode: 07002-0520

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale