$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.

  • Sleek And Stylin' Ponte High-Rise Leggings

    Keep your look sleek and styling in these high-rise leggings. Featuring elastic waist inserts for easy pull-on/off styling designed in a thick, ponte-knit fabric that hugs your body like a glove. Complete the look with a basic bodysuit and heels. 

    Fits & Features

    • High-rise waist
    • Elastic waist inserts
    • Front seam detail
    • Thick ponte-knit fabric 
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-1089

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Gaze Sleeveless Romper

    Gaze on at this cute pattern girl! Pair this season-ready romper with a pretty wedge and sleek hoops for a complete look!

    Fit & Features

    • V-Neckline
    • Adjustable Spaghetti Straps | Cross-Back Straps
    • Lined Floral Lace Bodice
    • Unlined Crochet Waist Trim
    • Floral and Paisley Pattern Wide Leg Shorts
    • Gauze Fabric
    • Relaxed Fit | Minimal Stretch 

    Style Number/Barcode: 06303-0089

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Island Dreams Floral Romper

    You need this romper for your next getaway! Pair it strappy sandals and a straw hat for a insta worthy look.

     Fits & Features

    • All Over Floral Print
    • Strapless

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

    Style Number/Barcode: 06503-0237

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knot Ur Average Babe Mesh Asymmetrical Maxi Skirt

    Tie your look together with a stunning mesh maxi skirt, that's adds a little something more to that poolside 'fit!

    Fit & Features

    • High waist fit
    • Sheer mesh 
    • Knot side detail
    • Maxi length
    • Moderate stretch

    Style Number/Barcode: 06501-0246

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Super High Rise Skinny Ponte Pants

    Everything feels better when you make it high waist! Style these ponte stretch bottoms with all of your work wear favs, or dress them up with a leather jacket and heels for a fun night out!

    Fit & Features

    • Super high rise
    • Button + zipper closure
    • Faux front pockets
    • Functioning back pockets
    • Ponte material | Slight stretch
    • Skinny tapered leg

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

    Style Number/Barcode: 06502-0317

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Zebra Print High Slit Maxi Skirt

    Give your summer look a wild vibe in this sassy zebra print high slit maxi skirt! Pair with a simple top and some heels and let the skirt be the major statement.

    Fit & Features

    • High rise elastic banded waist
    • Wrap front with high slit
    • Cheeky bodysuit bottoms
    • Flowy maxi length
    • Stretchy knit fabric
    • All over zebra and animal prints

    Style Number/Barcode: 06501-0220

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace Up Your Look Mini Skirt

    Lace-up your look with style with this sexy faux leather skirt that will be an instant staple in your closet! It features a high-rise waist, a hidden back zipper closure, a front lattice detail with a sultry slit, and a short, curve-hugging fit. The skirt is composed of a coated faux leather fabric that offers a moderate stretch. Complete look with a bodysuit for a sleek look.

    Fit & Features

    • High rise waist, back zipper closure
    • Side lattice closure, side slit
    • Bodycon silhouette
    • Mini length hem
    • Coated faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06401-0040

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Floral Ruched Knit Mini Skirt

    Impress this season in a floral skirt. Dress up your basic tops with a floral mini skirt that features a flattering high rise waist, ruched side seams with drawstring ties, and an all-over floral print. The skirt is composed of a smooth knit fabric that enhances curves with a moderate stretch. Complete your outfit with strappy heels and a dainty necklace for a daytime look.

    Fit & Features

    • High rise waist
    • Ruched side seam with drawstring ties
    • Floral print 
    • Mini length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 

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

    Style Number/Barcode: 06501-0262

    Category Name: $20 & Under Sale

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Floral Ruched Mini Skirt

    Spring into florals in a fab mini skirt. Dress up your basic tops with a floral mini skirt that features a flattering high rise waist, ruched side seams with drawstring ties, and an all-over floral print. The skirt is composed of a smooth knit fabric that enhances curves with a moderate stretch. Complete your outfit with strappy heels and a dainty necklace for a brunch-ready look.

    Fit & Features

    • High rise waist
    • Ruched side seam with drawstring ties
    • Floral print 
    • Mini length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch 

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

    Style Number/Barcode: 06501-0263

    Category Name: $20 & Under Sale

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Bohemian Print Wide Leg Pants

    Keep it boho chic in flared pants. These festival-ready pants feature a high rise waist, bohemian print, straight leg with flared wide-leg hem. Pants offer a structured fit with a lower back zipper closure. Complete your dreamy look with layers of dainty necklaces and a lacey crop top

    Fit & Features

    • High rise waist 
    • Bohemian print 
    • Straight leg with a wide-leg opening 
    • Lower back zipper closure 

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

    Style Number/Barcode: 06302-0117

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Strapless Cargo Pocket Jogger Jumpsuit

    Step out in a sleeveless cargo jumpsuit for a night out. This must-have jumpsuit features an elastic straight strapless neckline, a drawstring tie waist, and slant pockets. The straight jogger leg features cargo-styled pockets and an elastic cuff. The jumpsuit is composed of lightweight woven fabric that offers a form hugging fit. Complete your night out look with a chic crossbody and sleek heels.

    Fit & Features

    • Sleeveless straight elastic neckline
    • Drawstring waist
    • Slant pockets
    • Straight jogger leg with elastic cuff
    • Lightweight woven fabric 
    • Form hugging fit

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

    Style Number/Barcode: 06302-0087

    Category Name: $20 & Under Sale

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Never Enough High Rise Destructed Shorts

    You’ll never get tired of rocking these denim shorts! Pair them with cute tops all summer long.

    Fit & Features

    • High Rise Waist
    • Distressed Detailing
    • Traditional Five Pocket and Belt Loop Design
    • Raw Hemline

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

    Style Number/Barcode: 06603-0113

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Posh Ponte Knit Mini Skirt

    Hey babe, you'll be looking so posh in this ponte knit mini skirt! Pair with a classic blouse and some heels for an on point office look!

    Fit & Features

    • High rise waist
    • Short, curve hugging fit
    • Ponte knit fabric
    • Moderate stretch

    Style Number/Barcode: 06501-0274

    Category Name: $20 & Under Sale

    Price: $5.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Ponte Knit Mini Skirt

    Create endless looks with a mini skirt. The high waist skirt features a mini length and a curve-enhancing ponte knit fabric that offers stretch. Keep it minimalistic with a basic top or pair with fab floral print for a unique look.

    Fit & Features

    • High rise waist 
    • Mini length silhouette
    • Ponte knit fabric
    • Form hugging fit
    • Moderate stretch 

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

    Style Number/Barcode: 06501-0268

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tobi High-Rise Distressed Mom Jeans

    Oasis by Eunina

    You can never have enough denim in your wardrobe! These high-rise mom jeans are the perfect fit and will look great with all of your everyday tops. They feature trendy destructed detailing down the front and a mom-style fit that hits above the ankle. Style these jeans with clear mules.

    Fit & Features

    • High-rise waist
    • Front distressed detailing
    • Mom-style fit, above the ankle length
    • Five-pocket and belt loop design
    • Front button closure
    • Medium-wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0058

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready To Slay Jumpsuit

    You'll be ready to slay all day in this chic knit jumpsuit! Pair with some strappy heels and accessorize with gold hoops for that bold babe look!

    Fit & Features

    • Short sleeves
    • Wrap front V neckline
    • Back button closure | Keyhole cut out
    • High rise elastic banded waist
    • Straight pant legs
    • Knit fabric | Plenty of stretch

    Style Number/Barcode: 06502-0345

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleeveless V Neck Waist Cut Out Gauze Knit Romper

    Turn to fab rompers with sexy cutouts this season. A romper is a staple piece to take you from festival to date night. This romper features a plunging V-neckline, waist cutouts with elastic ruched bar straps, and a relaxed waist that leads to a pair of wide-leg shorts. The romper is composed of a lightweight gauze fabric that offers a relaxed fit with a slight stretch. Complete look with a denim jacket and fringe earrings

    Fit & Features

    • Sleeveless plunging v-neckline
    • Waist cutouts with bar straps
    • Wide-leg shorts
    • Gauze fabric
    • Relaxed fit with minimal stretch 

    Model is 5'8" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06303-0040

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Daisy Darling Ruched Mini Skirt

    Keep it darling in a naturally-inspired daisy print! Pair this pretty mini skirt with a minimal top to let the pattern speak for itself!

    Fit & Features

    • High Rise Fit
    • Daisy Print 
    • Ruched Drawstring 
    • Mini Length 
    • Lined Mesh Fabric
    • Form Hugging Fit 

     

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

    Style Number/Barcode: 06501-0275

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched and Ready Mini Skirt

    Get ruched and ready for a girl's night out with the squad in this sleek mini skirt! Pair this faux leather skirt with a daring top for a head-turning look! 

    Fit & Features 

    • High Rise Waist
    • Ruched Side Seams 
    • Faux Leather Fabric
    • Form Hugging Fit 
    • Moderate Stretch 

     

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

     

     


    Style Number/Barcode: 06401-0216

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Dye Cut Out Racer Neck Romper

    A tie-dye romper brings the retro vibes. Hit your next festival in this fun tie-dye romper that impresses with sexy cutouts at bust through the mid-drift, a halter neck to show off shoulders, and a daring lower back cutout. The relaxed fit waist leads to a pair of flowy wide-leg shorts. Complete your look with statement wedges and extra-large hoops.

    Fit & Features 

    • Halter neck with racer bust
    • Cut out at the center of the bodice
    • Mid-drift cut out with criss-cross strap accents
    • Tye-dye print 
    • Wide-leg shorts 
    • Lower back keyhole with drawstring straps
    • Lightweight knit fabric 

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

    Style Number/Barcode: 06503-0123

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bold Floral Puff Sleeve Catsuit

    Bring on the bold florals in this spring ready puff sleeve catsuit! Pair with some wedges and gold jewelry to pull the look together!

    Fit & Features

    • Short puff sleeves | Elastic banded hems
    • Sweetheart neckline
    • High waist seam | Tie front detail
    • Skinny tapered pant legs
    • Floral printed top
    • Crepe fabric | Moderate stretch

    Style Number/Barcode: 06502-0356

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Cutoff Denim Shorts

    Your summer wardrobe isn’t complete without a couple pairs of denim shorts! Style these with a crop top to stay cool and look good on a warm day.

    Fit & Features

    • High Rise Waist
    • Distressed Detailing
    • Raw Hemline

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

    Style Number/Barcode: 06603-0054

    Category Name: $20 & Under Sale

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snake Things Up Wrap Mini Skirt

    Shake your everyday look by adding a statement snake print to your neutral palette! 

    Fits & Features

    • High Rise, Elastic Waist
    • Decorative Side Tie
    • Asymmetrical Wrap Front 
    • Form-Hugging Fit 
    • Knit Fabric With All Over Snake Print 
    • Moderate Stretch

    Style Number/Barcode: 06501-0180

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stay Chic Corset Blouse

    Serve a trendy chic look in this of the moment corset blouse!

    Fit & Features

    • Plunging V neckline
    • Long sheer sleeves with elastic cinched cuffs
    • Partial sheer back
    • Lightweight chiffon top
    • Faux suede corset | Ten hook and eye closures
    • Form hugging fit

    Style Number/Barcode: 06003-0444

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance