$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.

  • Always Admired Scoop Neck A-Line Mini Dress

    You'll always admire having this sleeveless mini dress for dressing up or down! Made from lined stretchy rib knit fabric, this dress hugs your curves in a flattering A-line silhouette. The scoop neckline and thin spaghetti straps add a flattering look. Style with a cute jacket and your favorite sneakers!

    Fit & Features

    • Stretchy rib knit fabric, full knit lining
    • Spaghetti straps
    • Curve-hugging, A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5652

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Perfection Striped Crochet Straw Bucket Hat

    Create perfect summertime 'fits with this striped crochet straw bucket hat! Made with lightweight crochet straw material, this adorable hat features natural and green hues woven together to create the cutest striped pattern. Offers a flexible brim for effortless styling. Pair this bucket hat with a breezy crochet dress and lace-up sandals!

    Fit & Features

    • Crochet straw material
    • Striped woven design
    • Flexible brim

    Style Number/Barcode: 07302-1551

    Category Name: $20 & Under Sale

    Price: $4.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Captivating Lace Trim A-Line Satin Dress

    Even in the most crowded room, you'll be captivating in this satin dress on your next evening out! This delicate and femme dress boasts a romantic plunge V-neckline with lace trim and bust tie while the flattering A-line silhouette and short-length hem show off your curves. Complete the look in stiletto heels and a purse!

    Fit & Features

    • Satin fabric, slight stretch
    • Lace trim, bust tie
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5574

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Majorly Chic Soft Faux Leather Shorts

    Majorly chic, these soft faux leather shorts will elevate your 'fit. They feature a high-rise waist, a hidden front zipper closure, a cheeky form-hugging fit, and is composed of a buttery soft and smooth faux leather fabric. Style these shorts with a bodysuit and a moto jacket for an edgy look.

    Fit & Features

    • High-rise waist, back belt loops
    • Hidden front zipper, hook and bar closure
    • Cheeky form-hugging fit
    • Soft faux leather fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0356

    Category Name: $20 & Under Sale

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sun-Soaked Adventure Woven Metallic Flat Sandals

    Let these faux leather flat sandals lead you on a sun-soaked adventure! The square toe and studded trim add edgy detail while the woven strap brings a touch of boho-chic. Plus, the metallic adjustable ankle strap ensures a comfortable fit. Perfect for beach days, city strolls, and vacations! Complete the look with a trendy tote bag and sunnies.

    Fit & Features

    • Flat faux leather sole
    • Square toe
    • Woven pattern strap
    • Studded trim
    • Metallic adjustable ankle strap, buckle closure
    • Runs true to size

    Style Number/Barcode: 07404-1193

    Category Name: $20 & Under Sale

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Sophistication Rhinestone Box Clutch

    Sparkle with a glitzy sophistication with this gorgeous rhinestone box clutch! It features a classic rectangular-shaped design with all-over tonal rhinestones for a radiant shine. The bag includes a sleek metal trim, a rhinestone-adorned top clasp closure, and an attachable long chain-link shoulder strap. Style with metallic heels.

    Fit & Features

    • Rectangular-shaped design
    • Tonal mini rhinestones
    • Metal trim, top clasp closure
    • Attachable chain-link shoulder strap

    Style Number/Barcode: 07204-0774

    Category Name: $20 & Under Sale

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Minimalistic Elegance Square Ring Flat Sandals

    Indulge this season in these minimalistic faux leather flat sandals for an elegant and chic look! They feature a sleek square toe, a thong toe strap with a chunky square ring decor, and a cushioned footbed for all-day comfort. Complete the look with a trendy handbag.

    Fit & Features

    • Flat sole
    • Thong toe strap, chunky square ring
    • Cushioned footbed
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07404-1206

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Classy Strapless Rhinestone Satin Top

    This strapless satin top exudes classy elegance and sultry! Perfect for date night or a dinner party, features a strapless stretchy smocked tube top lining and tie-back design. The rhinestone fringe trim adds a touch of sparkle to the satin overlay, for a bold and daring fashion statement. Complete the look in high-rise jeans and mules!

    Fit & Features

    • Stretchy smocked tube top lining
    • Satin overlay
    • Tie-back design
    • Rhinestone fringe
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2319

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Dye Cutie Lace-Up Long Sleeve Crop Top

    Unlock a bold and cute look for the new season in this tie-dye crop top perfect for stepping up your everyday style! Crafted from a soft double-lined brushed knit fabric with a tie-dye print, this top boasts fitted long sleeves, a sultry V-neckline with a lace-up design, and a crop hem to flaunt your figure. Complete the look in a denim skirt and sandals!

    Fit & Features

    • Double-lined brushed knit fabric, stretchy
    • Tie-dye printed
    • Lace-up
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5299

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmering Rhinestone Choker Necklace

    Elevate your formal looks showcasing the prettiest shimmer with this glitzy rhinestone necklace. The choker necklace features a luxe four-row rhinestone design. Includes a back adjustable chain with a lobster clasp closure. Complete your outfit with a sleek clutch.

    Fit & Features

    • Choker necklace
    • Four-row rhinestone design
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07002-1745

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Chic Puffy Strap Faux Leather Mules

    Your looks are always chic and on point, so these sleek faux leather mules are a staple for your outfits. They feature a sturdy block heel, an open square-shaped toe, and a puffy strappy design with a knotted center detail. The open back offers effortless on-and-off styling. Pair these mules with a cute handbag.

    Fit & Features

    • 4" Block heel
    • Faux leather upper
    • Open square toe
    • Puffy strappy design, knotted detail
    • Open back
    • On-and-off styling
    • Runs true to size

    Style Number/Barcode: 07401-4816

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vineyard Gal Floral Woven Skater Dress

    This vintage-inspired floral woven dress is perfect for vineyard weddings, wine tastings, and daytime soirees! The skater dress features adorable short puff sleeves, a sweetheart neckline with a bust tie, a lace-up back design, and a tiered fit-and-flare skater silhouette with a short hem. The lined woven fabric showcases a vintage floral print pattern. Style this short dress with on-trend strappy mules.

    Fit & Features

    • Short puff sleeves
    • Sweetheart neckline, bust tie
    • Lace-up back design, tie closure
    • Tiered fit-and-flare skater silhouette
    • Short-length hem
    • Vintage floral print, lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05101-2966

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kick Up The Dust Knee High Suede Western Boots

    Kick up the dust as you lime dance in these faux suede western boots! The pointy toe and stacked block heel exude classic style, an inner zipper closure secures the fit, while the western-inspired stitching adds a touch of country to the faux suede material. Complete the look in a cowboy hat for a concert or festival.

    Fit & Features

    • 2.5" Stacked Block Heel
    • Pointy toe
    • Knee-high shaft length
    • Inner zipper closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-1003

    Category Name: $20 & Under Sale

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quintessential Cutie Faux Leather Zipper Sling Bag

    Secure this quintessential and cute faux leather zipper sling bag that holds your phone, wallet, keys lineup, and more! Designed with an adjustable strap for crossbody comfort, a front zipper pocket for small items, and a snap-button closure. The spacious interior is perfect for all your essentials and is secured with a zipper closure. Complete the look in platform sneakers for your daily adventures or travel!

    Fit & Features

    • Adjustable crossbody strap
    • Front zipper pocket, snap-button closure
    • Spacious interior with zipper closure
    • Faux leather material

    Style Number/Barcode: 07203-1967

    Category Name: $20 & Under Sale

    Price: $3.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lizzy V-Neck Sequin Ombre Long Formal Dress

    Special Occasion

    Shimmer and shine like a Hollywood star in the Lizzy sequin long formal dress at prom, fancy birthdays, or red carpets! Covered in head-to-toe sequin embellishments, she sparkles in a flattering V-neckline that flaunts your bust and sleek adjustable spaghetti straps to give you a perfect fit. The mermaid silhouette gracefully hugs your curves down to the dramatic floor-length hem with an ombre effect that adds color to your night! Complete the look with this captivating formal gown with earrings, a chic clutch, and heels for an unforgettable evening ensemble!

    Fit & Features

    • Sequin ombre embellished, mesh fabric lined with knit
    • Adjustable spaghetti straps
    • Back zipper and hook-eye closure
    • Mermaid silhouette, floor-length 
    • Runs true to size

    Style Number/Barcode: 05002-7858

    Category Name: $20 & Under Sale

    Price: $9.97 $89.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Floral Mindset Lace Up Mini Dress

    Discover your new mindset in this floral mini dress perfect for wedding showers or brunch! This bodycon dress features a square neckline, spaghetti straps, and a lace-up back for a flirtatious appeal. The side ruched seams accentuate your curves even more on the soft brushed knit fabric that offers a stretchy knit lining for coverage. Complete the look with a trendy purse.

    Fit & Features

    • Brushed knit soft fabric lined with stretchy knit
    • Ditsy floral print
    • Spaghetti straps, lace-up 
    • Side ruched seams
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5489

    Category Name: $20 & Under Sale

    Price: $19.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Fave Sterling Silver Plated Mini Hoop Earrings

    These sterling silver plated mini hoop earrings will be a luxe fave to add to your jewelry lineup! Crafted with sleek sterling silver plating, they feature a classic mini hoop design for a simply chic look. Style with a dainty necklace.

    Fit & Features

    • Sterling silver plated
    • Mini hoop design
    • Omega closure


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1958

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Flirty Sequin Glitter Denim Shorts

    These head-turning sequin glitter denim shorts will have you feeling fun and flirty! Designed with a textured glitter denim fabric, they are accented with all-over sequin embroidery for a glitzy western vibe. The shorts feature a high waist with belt loops, a secure front button and hidden zipper closure, pockets, and a fitted silhouette. Complete the look with the matching bustier top and booties for a concert!

    Shop Matching Top: Feeling Flirty Sequin Glitter Denim Bustier Top
    Shop Matching Vest: Feeling Flirty Sequin Glitter Denim Vest

    Fit & Features

    • Textured glitter denim fabric with sequin embroidery, no stretch
    • High waist
    • Fitted silhouette
    • Belt loops
    • Front button, hidden zipper closure
    • Front pockets
    • Runs true to size

    Style Number/Barcode: 06603-0371

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Flirty Sequin Glitter Denim Bustier Top

    This head-turning sequin glitter denim bustier will have you feeling fun and flirty! Designed with a textured glitter denim fabric, it is accented with all-over sequin embroidery for a glitzy western vibe. The top is shaped with a sleeveless sweetheart neckline with a built-in padded bust for a lifted look and adjustable spaghetti straps that lead to hook and eye closures at the back for a secure fit. The fitted cropped hem will create that iconic snatched silhouette. Complete the look with the matching shorts and booties for a concert!

    Shop Matching Vest: Feeling Flirty Sequin Glitter Denim Vest
    Shop Matching Bottoms: Feeling Flirty Sequin Glitter Denim Shorts

    Fit & Features

    • Textured glitter denim fabric with sequin embroidery, no stretch
    • Sweetheart neckline with padded bust
    • Adjustable spaghetti straps
    • Back hook and eye closures
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2308

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bri High Waist Flare Jeans by Windsor Denim

    The Bri high-waist flare jeans by Windsor Denim are perfect for giving off those laid-back weekend vibes! Made with cotton-blend fabric, these jeans feature a high waist with a hip-hugging fit that continues through the leg and a trendy flared hem. They include a hidden front zipper and button closure, belt loops, two front and back pockets, a front distressed detail, and a stylish curved seam design at the back. Pair with a crop top and clear heels for a cute and casual look.

    Fit & Features

    • Cotton-blend fabric, minimal stretch
    • High waist
    • Fitted through the leg, flared hem
    • Hidden front zipper, button closure, belt loops, front distressed detail
    • Dual front and back pockets
    • Back curved seam design
    • Runs true to size

    Style Number/Barcode: 06602-0468

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Angel Looks Short Sleeve Printed Mesh Crop Top

    Serve angelic looks in this printed crop top to elevate your weekend looks! Made from sheer mesh fabric, this fitted crop top features a classic crew neckline and short sleeves for a flattering silhouette. The angel-printed design adds a touch of whimsy to any outfit! Complete the look in a faux leather skirt and heels for an art show!

    Fit & Features

    • Mesh stretchy fabric lined with knit
    • Angel printed design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-5130

    Category Name: $20 & Under Sale

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Perfection Gingham Twill Skater Skort

    Style up a look of preppy perfection with this gingham twill skater skort! This structured skort is designed with a fine twill fabric and a chic gingham pattern to step up your everyday 'fits. It features a high-rise waist with a trendy belted design, a short pleated overlay with a skater silhouette, and fitted shorts. Pair with the matching cropped blazer for a seamlessly fab look!

    Shop Matching Jacket: Preppy Perfection Gingham Twill Cropped Blazer

    Fit & Features

    • Fine twill fabric, no stretch
    • Gingham pattern
    • High-rise belted waist, side zipper closure
    • Short pleated overlay with skater silhouette
    • Fitted shorts lining
    • Runs true to size

    Style Number/Barcode: 06403-0389

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Entrance Cropped Blazer Bolero

    This structured blazer bolero will make your formal 'fits all the more chic. Crafted from a woven crepe fabric, it features a lapel collar with a sleek silk-blend trim, long sleeves, front bar clasp closures with mini rhinestone embellishments, and a fitted cropped hem. Layer over a cocktail dress with rhinestone heels!

    Fit & Features

    • Lapel collar, silk-blend trim
    • Long sleeves
    • Front bar clasp closure, mini rhinestones
    • Fitted cropped hem
    • Woven crepe fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06202-0433

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • RSVP To Cute Ditsy Wildflower Tie A-Line Midi Dress

    RSVP yes to shower or birthday invites when you have this cute ditsy wildflower tie A-line midi dress in your closet! Embellished with a ditsy wildflower print, this midi-length dress is sure to turn heads. With short puff sleeves and a square neckline, this dress is perfect for casual-dressy occasions. The tie front bust adds a touch of whimsy while the a-line silhouette and front slit provide movement and a flattering look. Complete the look with luxe earrings and tennis shoes.

    Fit & Features

    • Ditsy wildflower print
    • Woven fabric lined with stretchy knit
    • Tie front bust, back zipper and hook-eye closure
    • Front slit
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3008

    Category Name: $20 & Under Sale

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale