$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.

  • Work It Girl Scoop Neck Ponte Short Dress

    Work it, girl, in this ponte short dress in the office or at networking events! With its cap sleeves, scoop neckline, and bodycon silhouette, it flatters your figure and hugs your curves in all the right places while the center back slit offers movement. Pair with sleek pumps and minimal jewelry for a polished and poised look!

    Fit & Features

    • Smooth ponte knit fabric with stretch
    • Back zipper and hook-eye closure
    • Center back slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05101-3271

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Sweet Ruffled Bodycon Eyelet Lace Mini Dress

    Make your sweet impression in this eyelet lace mini dress at bridal showers, graduations, or birthdays! Crafted from an eyelet lace fabric that adds a touch of chic to this mini-length dress boasting a square neckline, ruffled straps, and a flattering bodycon fit. Complete the look with a sleek choker.

    Fit & Features

    • Eyelet lace fabric lined with stretchy knit
    • Ruffled straps
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5429

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Floral Sweetheart Crepe Skater Dress

    Sweet and sassy, this floral skater dress is a must-have for your wardrobe! Featuring a trendy sweetheart neckline and adjustable spaghetti straps, this dress is perfect for any spring or summer occasion. Its skater silhouette and short-length hem will have you twirling all day, while the playful floral print will make you stand out in style! Complete the look with hoop earrings.

    Fit & Features

    • Floral print
    • Stretchy crepe fabric, knit lining at the bust
    • Sweetheart neckline
    • Adjustable spaghetti straps
    • Skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3196

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spring Fling High Slit Ditsy Floral Knit Midi Dress

    Embrace your flirtatious side in this adorable floral knit midi dress! The lightweight stretchy knit fabric is detailed with the cutest ditsy floral print pattern for the spring season. The mid-length dress features a crew neckline, short sleeves, a small back keyhole cutout, a large lower back cutout to add some allure, a high-cut front slit, and a bodycon silhouette to flaunt your curves. Style with hoop earrings and a charm necklace.

    Fit & Features

    • Stretchy knit fabric
    • Ditsy floral print
    • Crew neckline, short sleeves
    • Back keyhole cutout, lower back cutout
    • High front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5653

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Pretty Dainty Heart Charm Necklace

    You'll be feeling oh-so-pretty accessorizing with this dainty heart charm necklace! It features a thin chain and a center heart outline charm with a chic textured design. Style with mini hoop earrings.

    Fit & Features

    • Dainty chain
    • Heart outline charm, textured design
    • Back adjustable chain with lobster clasp closure

    Style Number/Barcode: 07002-1758

    Category Name: $20 & Under Sale

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Playful Charm Ruffled Mini Skort

    Play up your charm in this flirty ruffled mini skort for effortless spring-to-summer styling! This high-rise woven skort features an adjustable drawstring waist and tiered skirt overlay, adding a feminine touch to your look. Plus, you'll feel stylish and comfortable with built-in shorts lining and a mini hem. Complete the look in a basic crop tee and your favorite sneakers!

    Fit & Features

    • Airy woven fabric
    • High-rise adjustable drawstring waist with tie
    • Ruffled tiered skirt overlay
    • Shorts lining
    • Runs true to size

    Style Number/Barcode: 06303-0260

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Love With Country Heart Fringe Belt

    So in love with this country-inspired faux leather belt perfect for defining your silhouette and accessorizing for concerts, festivals, or lime dancing! The belt is designed with metal heart trims, an adjustable fit, dual buckle closures, and fun long fringe trim all around. Complete the look in cowboy boots.

    Fit & Features

    • Faux leather material
    • Metal heart trims
    • Adjustable fit, dual buckle closures
    • Long fringe trim

    Style Number/Barcode: 07301-1102

    Category Name: $20 & Under Sale

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Shine Rhinestone Denim Mini Satchel Bag

    The trendy shine this rhinestone denim mini satchel bag gives will level up any look! Designed with a denim material, this mini bag features a rectangular shape with front sparkling rhinestone embellishments, dual top handle straps, a top zipper closure to secure your essentials, a woven interior, and an attachable chain-link shoulder strap. Style with strappy heels!

    Fit & Features

    • Denim material
    • Varying-sized rhinestone embellishments
    • Mini rectangular-shaped design
    • Top handle straps
    • Top zipper closure
    • Woven interior
    • Attachable chain-link shoulder strap, lobster clasps

    Style Number/Barcode: 07201-0129

    Category Name: $20 & Under Sale

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cowgirl Charm Rhinestone Western Denim Booties

    These western denim booties exude effortless cowgirl charm! Featuring a pointed toe with a square metal trim, these booties are perfect for a hoedown at the country bar. The rhinestone embellished trim adds a touch of sparkle, while the inner zipper closure and stacked block heel ensure both style and comfort. Pair with a fun fringe denim jacket.

    Fit & Features

    • 2" Stacked block heel, metal trim
    • Pointed toe, metal square trim
    • Rhinestone embellished trim
    • Inner zipper closure
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07403-1762

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Upgraded Luxe Faux Pearl Rhinestone Belt

    An eye-catching statement belt to upgrade your luxe formal wear! Featuring a stunning rhinestone embellished loop design intertwined with lustrous faux pearls, this belt adds a touch of glamour to any outfit. The adjustable chain and lobster clasp closure ensures a perfect fit. Complete the look with earrings for a special event!

    Fit & Features

    • Rhinestone embellished loop design
    • Faux pearl insets
    • Adjustable chain
    • Lobster clasp closure

    Style Number/Barcode: 07301-0742

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gossip Mill Strappy Satin Stiletto Heels

    You'll be all over the gossip mill when you're seen in these satin stiletto heels around town! Made with a smooth satin material, these heels feature a sleek pointy-toe and thin strappy design that'll catch all the attention. Complete the look with a trendy purse.

    Fit & Features

    • 5" Stiletto Heel
    • Pointy-toe
    • Thin strappy design
    • Satin material
    • Runs true to size

    Style Number/Barcode: 07401-4792

    Category Name: $20 & Under Sale

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Flirt Lace-Up Heeled Thong Sandals

    The perfect faux leather sandals for a flirty look with all your sundresses! These exclusive thong sandals showcase a sleek square toe with a thong-style strap, a thin block heel, and thin lace-up straps that let you customize the style. Complete the look with a trendy handbag for any occasion!

    Fit & Features

    • 3.5" Thin block heel
    • Faux leather material
    • Square toe, thong strap
    • Lace-up straps
    • Runs true to size

    Style Number/Barcode: 07401-4810

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Aviator Babe Cap Sleeve Utility Wide-Leg Jumpsuit

    Soar into this utility jumpsuit to take your style to new heights! Perfect for casual outings or travel, this twill-woven jumpsuit offers style and functionality with trendy cap sleeves, a collar neckline, button-down front closures, an adjustable tie-waist belt to snatch your figure, convenient front pockets to keep your things handy, and a flattering wide-leg silhouette. Complete the look in platform sneakers.

    Fit & Features

    • Twill woven fabric with stretch
    • Button-down front closures
    • Adjustable tie-waist belt, front pockets
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06302-0824

    Category Name: $20 & Under Sale

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sultry Flair Woven Cropped Corset Top

    This trendy woven corset top will give off a sultry flair with its chic details and alluring silhouette! Made with a smooth woven fabric with moderate stretch, this top features a sleeveless sweetheart neckline with a bust seam outline, flexible boning inserts to add structure, spaghetti straps leading to a back zipper closure, an angled cropped hem, and a form-hugging fit for that signature snatched look. Style with straight-leg jeans and strappy mules.

    Fit & Features

    • Woven fabric, moderate stretch
    • Sleeveless sweetheart neckline, bust seam outline
    • Flexible boning
    • Spaghetti straps, back zipper closure
    • Angled cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-2362

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Melanie Sleeveless Lace-Up Glitter Satin Formal Dress

    Special Occasion

    Prepare for compliments when you're seen in the Melanie sleeveless lace-up glitter satin formal dress as a lovely bridesmaid or wedding guest! She boasts a delicate V-neckline and spaghetti straps, while the lace-up back adds a touch of sophistication to the slim, curve-hugging silhouette. The floor-length hem and glitter satin fabric make this dress a true showstopper! Complete the look with a necklace.

    Fit & Features

    • Glitter satin fabric, bust lining, minimal stretch
    • Spaghetti straps, padded bra cups
    • Back zipper hook-eye closure
    • Lace up
    • Slim silhouette
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05002-8492

    Category Name: $20 & Under Sale

    Price: $19.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meant To Last Square Toe Block Heel Mules

    These faux leather block heel mules are meant to last on rotation from season to season! Designed with a sleek square toe and a wide banded strap, these sandals have a cute block heel with a gold trim detail for some luxe. Complete the look with the matching bag for any occasion!

    Shop Matching Shoulder Bag: Made For You Faux Leather Shoulder Bag
    Shop Matching Crossbody Bag: Pretty Perfect Floral Strap Crossbody Bag

    Fit & Features

    • 3" Block heel with gold trim
    • Square toe
    •  Cushioned insole
    • Faux leather material
    • Runs true to size

      Style Number/Barcode: 07401-4710

      Category Name: $20 & Under Sale

      Price: $12.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Spread Your Wings Butterfly Spiral Stiletto Heels

      Step out in style and spread your wings with confidence in these butterfly stiletto heels! These spiral stilettos feature an almond toe and rhinestone embellished straps with whimsical butterfly decorations, rhinestone trim, and mesh wings. The metallic-coated faux leather material gives off a bold and daring vibe to your dressy look! Complete with a strapless mini dress.

      Fit & Features

      • 4.5" Stiletto Heel
      • Metallic coated, faux leather material
      • Almond toe
      • Rhinestone embellished straps, spiral ankle
      • Butterfly decorations, rhinestone trim, mesh wings
      • Cushioned insole
      • Runs true to size

      Style Number/Barcode: 07401-4751

      Category Name: $20 & Under Sale

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Talking Sweet One-Shoulder Cutout Eyelet Lace Dress

      Dress to impress in this sweet one-shoulder cutout eyelet lace dress guaranteed to turn heads as the lovely bride-to-be or graduate! Made from eyelet lace fabric, this bodycon dress will hug your curves in all the right places. This stunning mini-length dress features a trendy one-shoulder neckline, a flirty puff sleeve, and a sultry side drawstring cutout so you can customize the look. Style this dress with sandals and a tote bag.

      Fit & Features

      • Eyelet lace fabric lined with stretchy knit
      • Drawstring side cut-out
      • Bodycon fit
      • Runs true to size

      Style Number/Barcode: 05102-5715

      Category Name: $20 & Under Sale

      Price: $9.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Feeling Good Seamless V-Neck Bralette

      Comfort and style meet to create this seamless bralette perfect for everyday styling! Featuring a flattering surplice accent and adjustable spaghetti straps, you'll never want to take this bralette off! The V-neckline and low-cut back design add a touch of allure, while the elastic band ensures a comfortable fit. Layer under a sheer blouse or a cute casual dress for day or night plans.

      Fit & Features

      • Soft, stretchy, seamless knit fabric
      • Adjustable spaghetti straps
      • Supportive elastic banded hem
      • Runs true to size

      Style Number/Barcode: 07109-0370

      Category Name: $20 & Under Sale

      Price: $9.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Free Flowing Cutie V-Neck Ruffle Eyelet Maxi Dress

      Flattering and breezy come together on this charming eyelet lace maxi dress perfect for spring days and summer cuteness! This dreamy dress features a flattering V-neckline, adjustable spaghetti straps, and charming button accents. The cutout waist and flowy silhouette accentuate your figure, while the tiered ruffled maxi hem adds a whimsy touch. Complete the look in wedge sandals and a floppy hat!

      Fit & Features

      • Eyelet lace fabric lined with woven fabric
      • Adjustable spaghetti straps
      • Back zipper and hook-eye closure
      • Cutout waist
      • Ruffled maxi length hem
      • Runs true to size

      Style Number/Barcode: 05101-3286

      Category Name: $20 & Under Sale

      Price: $9.97 $54.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Desert Wanderer Wrap Waist Boho Flare Pants

      Escape in these boho pants to the desert for festivals or concerts! Dance the weekend away in these pants featuring a flattering wrap style high-rise waist, a hip-hugging fit, and a trendy flared hem on ultra-soft brushed knit fabric with a unique bohemian print. Complete the look in a graphic tee and cowboy hat!

      Fit & Features

      • Bohemian print
      • Brushed knit fabric, moderate stretch
      • High-rise wrap style waist
      • Hip-hugging, flared hem
      • Runs true to size

      Style Number/Barcode: 06502-2458

      Category Name: $20 & Under Sale

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Flirty Arrival Floral Trim Knit Crop Top

      Bring the flirtatious vibes when you arrive at the party in this sweet floral trim crop top! The stretchy knit fabric showcases a stunning sheen to catch everyone's eye. The top is shaped with a sleeveless sweetheart neckline with ruching at the bust, spaghetti straps, and dainty floral embroidered applique trim on the neckline and straps. The fitted cropped hem will give you that snatched look. Complete your fab look with the matching mini skirt!

      Shop Matching Bottoms: Flirty Arrival Floral Trim Knit Mini Skirt

      Fit & Features

      • Stretchy knit fabric with sheen
      • Sweetheart neckline
      • Ruched bust
      • Spaghetti straps
      • Floral embroidered applique trim
      • Fitted cropped hem
      • Runs true to size

      Style Number/Barcode: 06001-5260

      Category Name: $20 & Under Sale

      Price: $6.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sweet 'Fit Long Sleeve Textured Knit Corset Top

      Create a sweet 'fit for your weekend plans with this long-sleeved corset top. Designed with a sheer partially lined textured knit fabric, this top features a square neck and back design, long fitted sleeves, and cute tie-back straps. The front hook and eye closures offer a secure fit, leading to a cropped hem with a form-hugging silhouette. Style with your fave pair of jeans and strappy mules.

      Fit & Features

      • Sheer textured knit fabric with partial knit lining, moderate stretch
      • Square neck and back
      • Long fitted sleeves
      • Tie-back straps
      • Front hook and eye closures
      • Cropped hem, form-hugging fit
      • Runs true to size

      Style Number/Barcode: 06001-5087

      Category Name: $20 & Under Sale

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Dreamy Escape Strapless Tropical Midi Dress

      Serve chic looks on your dreamy escape in this tropical print midi dress. The stretchy lined knit fabric showcases a detailed tropical print pattern on the figure-flaunting silhouette. The bodice features a strapless elasticized straight-across neckline, leading to a bodycon fit with a mid-length hem. Style with combat booties to add some edge!

      Fit & Features

      • Stretchy knit fabric with knit lining
      • Tropical print
      • Strapless elasticized straight neckline
      • Bodycon fit
      • Runs true to size

      Style Number/Barcode: 05102-5539

      Category Name: $20 & Under Sale

      Price: $9.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale