$20 & Under Sale

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Product Recommendations

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.

  • Alayah Feather Trim Velvet Formal Mini Dress

    Special Occasion

    Bring the dramatic allure and chic style to your next fancy party in the Alayah feather trim velvet formal mini dress. She features an asymmetric one-shoulder neckline with a long bell sleeve with a fabulous marabou feather trim, flattering ruching down the back, a mini-length hem, and a bodycon silhouette that will hug your figure. The luxe velvet fabric includes a smooth knit lining. Complete your look with rhinestone fringe earrings.

    Fit & Features

    • Asymmetric one-shoulder neckline
    • Long bell sleeve, marabou feather trim
    • High waist seam, ruching down the back
    • Mini-length hem, bodycon silhouette
    • Velvet fabric, knit lining, moderate stretch
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1602

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shannon Lace-Up Sequin Mesh Mermaid Formal Dress

    Special Occasion

    Lines of sparkly sequins dance across the Shannon formal dress adding drama and dimension to prom night or banquet dinners! Made from a lightweight mesh fabric with a full stretchy knit lining for coverage, this gown is a perfect choice for any formal occasion. She boasts a flattering V-neckline, sleek spaghetti straps, and padded bra cups that provide support for a sophisticated look. The intricate lace-up back and mermaid silhouette create a stunning silhouette, while the sparkling sequin striped pattern adds a touch of glamour to this floor-length gown. Complete the look with earrings, bracelets, and a clutch to carry your essentials!

    Fit & Features

    • Sequin striped pattern, mesh fabric lined with stretchy knit
    • Spaghetti straps
    • Padded bra cups
    • Lace-up, back zipper and hook-eye closure
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7935

    Category Name: $20 & Under Sale

    Price: $9.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Downtown Meetings Pinstripe Linen Vest

    The perfect pinstripe linen vest for your meetings downtown - whether it's for business or pleasure! Featuring a sleeveless V-neckline and button front closures, this vest exudes chic while the faux pockets and curved crop hem add a touch of modern flair. Complete the look with the matching skort.

    Shop The Matching Skort: Downtown Meetings Pinstripe Linen Skort

    Fit & Features

    • Pinstripe print, linen blend fabric lined with knit
    • V-Neckline
    • Button front closures
    • Faux pockets
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06204-1739

    Category Name: $20 & Under Sale

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dancing Diva Satin Skater Dress

    Get ready to twirl all night long in this flirty homecoming satin skater dress! The mini dress features a sleeveless V-neckline, dual spaghetti straps that lead to a cross-back design, a high waist seam, a short skater skirt with a wrap-front layered design, and a fab fit and flare silhouette. Style this short party dress with rhinestone earrings and strappy heels.

    Fit & Features

    • Sleeveless V-neckline
    • Dual spaghetti straps, cross-back design
    • High waist seam
    • Short skater skirt, wrap-front layered design
    • Fit and flare silhouette
    • Smooth satin-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2216

    Category Name: $20 & Under Sale

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Myra Formal High Slit Dress

    Special Occasion 

    The Myra formal dress brings all the luxe, elevating your evening with timeless elegance! The long formal dress features a sweetheart neck with a built-in padded bust that offers support to her flattering, off-the-shoulder neckline with short-sleeve cuffs.  The flattering, relaxed fit bodice leads to a curve-hugging floor-length mermaid silhouette that is accented with a sexy high side slit. Complete your captivating formal outfit with dazzling duster earrings and open-toe heels.

    Fit & Features 

    • Off-shoulder neckline, short-sleeve cuffs
    • Sweetheart neck, built-in padded bust
    • Back zipper, hook-eye closure
    • Floor-length A-line silhouette
    • High side slit
    • Lined crepe fabric
    • Curve-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05002-2403

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Stylish Crepe Mini Dress

    Get all wrapped up in this stylish sleek crepe dress. Dance the night away at that upcoming wedding or ring in the festivities in this statement wrap mini dress. The dress features a sleeveless square neckline, spaghetti straps, and a ruched wrap silhouette that hugs curves in all the right places. The dress is composed of a crepe fabric that offers a moderate stretch. Complete your look with rhinestone earrings and trendy mules.

    Fit & Features

    • Sleeveless square neckline, square back design
    • Spaghetti straps
    • Strapless bra recommended
    • Ruched wrap-front detail 
    • Mini-length bodycon silhouette 
    • Crepe knit fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-3794

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Brittney Strapless Rhinestone Long Formal Dress

    Special Occasion

    Light up the night in the Brittney rhinestone long formal dress with a fabulous glow down the red carpet or black tie parties! She showcases a dazzling rhinestone-embellished mesh fabric that adds a touch of luxury to any formal event. The strapless neckline is lined with a non-slip grip to ensure a secure fit, while the flexible boning and curve-hugging silhouette flatter your figure. With a long length and center-back slit, this dress exudes elegance and sophistication. Complete the look in stiletto heels and earrings.

    Fit & Features

    • Rhinestone embellished, mesh fabric, sewn-in knit lining
    • Flexible boning, non-slip grip lining
    • Back zipper and hook-eye closure
    • Center back slit
    • Slim silhouette
    • Strapless bra or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-8025

    Category Name: $20 & Under Sale

    Price: $9.97 $179.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Under Cover Trench

    Go undercover in this chic trench but don't cover up that cute outfit! This coat features a draped open front, lapel collar, fitted long sleeves, a removable tie waist belt that cinches your waist, and trendy side pockets. The textured lightweight woven fabric offers a relaxed fit and a moderate stretch. Complete your look in this trench coat with a basic bodysuit and high waist jeans.

    Fit & Features

    • Lapel collar draped open-front
    • Fitted long sleeves
    • Side pockets for keeping your hands warm
    • Removable tie waist belt with loops
    • Textured lightweight woven fabric
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-3016

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Day Of Spring Puff Sleeve Smocked Romper

    Embrace the beauty of spring in this adorable romper! Featuring delicate puff short sleeves and a tie-front bust, this romper flatters everyone. The stretchy smocked waist and flowy short-length hem provide ultimate comfort and style. Complete the look in cute sandals and sunnies for any casual outing!

    Fit & Features

    • Woven fabric lined with stretchy knit
    • Tie-front bust
    • Stretchy smocked waist
    • Runs true to size

    Style Number/Barcode: 06303-0265

    Category Name: $20 & Under Sale

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Butterfly Baby Layered Chain Belt

    Upgrade your style with this butterfly layered chain belt! This trendy belt features layered chains and adorable butterfly charms for a fun and playful look and a secure lobster clasp closure. Complete the look in a basic bodycon midi dress and heels for a concert or dinner out with the girls!

    Fit & Features

    • Layered chain design
    • Butterfly charms
    • Lobster clasp closure

    Style Number/Barcode: 07301-0710

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Marcella Formal Glitter Sleeveless Midi Dress

    Special Occasion

    Radiate sparkle in the Marcella formal glitter midi dress that emulates shine! She features a cowl neckline, tank shoulder straps, and a form-hugging silhouette. The midi-length hem and back center slit complete the sophisticated silhouette with an elegant touch. The formal midi dress is crafted from a glitter fabric that shimmers with every step and has a stretchy knit lining. Complete the look in stiletto heels for a banquet or holiday dinner!

    Fit & Features

    • Sleeveless cowl neckline
    • Tank shoulder straps
    • Form-hugging silhouette
    • Center back slit, midi-length hem
    • Glitter fabric, stretchy knit lining
    • Bra-friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1927

    Category Name: $20 & Under Sale

    Price: $19.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Desert Princess Halter Maxi Dress With Pockets

    Experience the effortless beauty of this boho maxi dress! The sleeveless halter neckline and spaghetti strap tie create a flowy silhouette, while the hidden side pockets add functionality. The front slit and ruffled maxi-length hem in a chic bohemian print will make you feel like a true desert princess! Complete the look in sandals and sunnies.

    Fit & Features

    • Bohemian print, woven fabric, no stretch
    • Halter neckline, spaghetti strap tie
    • Hidden side pockets
    • Flowy ruffled silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5804

    Category Name: $20 & Under Sale

    Price: $16.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Got The Blues High Rise Denim Print Flare Pants

    Got the blues? Refresh your mood in these denim pants perfect for achieving a stylish look while staying comfy! They feature an elasticized high-rise waistband, a hip-hugging fit, and a flared hem on stretchy mesh fabric with a denim jean print. Complete the look in a basic tee for a concert!

    Fit & Features

    • Denim jean print, mesh fabric, stretchy
    • High-rise elasticized waistband
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06502-2483

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Crush Marble Print Maxi Dress

    They'll totally be crushing on you in this alluring abstract marble print maxi dress! It features a strapless straight-across neckline, ruching down one side seam with an adjustable drawstring, a sultry high-cut side slit, and an asymmetric maxi-length hem. The fitted bodice leads to a flowy silhouette. The marble-printed sheer mesh fabric includes a mini-length knit lining. Style with gemstone earrings.

    Fit & Features

    • Strapless straight-across elastic-banded neckline
    • Ruching down one side seam, adjustable drawstring
    • High-cut side slit, asymmetric maxi-length hem, lettuce-edge trim
    • Fitted bodice, flowy silhouette
    • Abstract marble print
    • Sheer mesh fabric, mini-length knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5276

    Category Name: $20 & Under Sale

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sparkle Step Glitter Lurex Block Heels

    Bring the shimmer and shine when you step out in these eye-catching glitter lurex heels! They feature an open almond-shaped toe with a strap, a slim adjustable ankle strap, a back zipper closure, and a stabilizing block heel. Shoes are constructed with a metallic glitter material and have a faux leather cushioned insole. Complete the look with a skater dress and rhinestone anklet.

    Fit & Features

    • 3.25" Block heel
    • Open almond toe, strap
    • Closed-back, adjustable ankle strap 
    • Back zipper closure
    • Glitter lurex material
    • Faux leather cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-4706

    Category Name: $20 & Under Sale

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kara V-Neck Mermaid Sequin Formal Dress

    Special Occasion

    Gorgeous sequins make a statement on the Kara long formal dress perfect for prom, banquets, and birthday celebrations! Adorned with a captivating sequin scroll pattern, this formal gown is made of stretchy mesh fabric with a knit lining for comfortable elegance. She features a sleeveless wired V-neckline and padded bra cups for a flawless silhouette. The adjustable spaghetti straps provide a perfect fit, while the mermaid silhouette and floor-length hem create a striking look. Complete the look with a stunning necklace and earrings set to radiate luxe all evening!

    Fit & Features

    • Sequin scroll pattern, mesh fabric lined with stretchy knit
    • Adjustable spaghetti straps
    • Padded bra cups
    • Back zipper and hook-eye closure
    • Mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05002-7956

    Category Name: $20 & Under Sale

    Price: $9.97 $109.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Reputation Halter Cutout Ribbed Knit Midi Dress

    It's easy to keep up with your stylish reputation with this ribbed knit midi dress! Perfect for vacation or weekend plans, this midi dress boasts a trendy halter neckline with tie straps, sultry side, and back cutouts that flaunt some skin, and a bodycon silhouette adorned with a front slit. Complete the look with sunglasses and a cute purse!

    Fit & Features

    • Ribbed knit fabric, moderate stretch
    • Halter neckline with tie straps
    • Cutout side and back
    • Front slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06005-2000

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Love In The West Texture Concho Belt

    Love your look in this western-inspired concho belt for a cute statement accessory! It features texture circular metal pieces in various sizes connected on a chain link with a lobster clasp closure that secures the style. Complete the look in a crop top and jeans for a rodeo or line dancing!

    Fit & Features

    • Texture circular metal pieces
    • Various sizes
    • Chain link
    • Lobster clasp closure

    Style Number/Barcode: 07301-1162

    Category Name: $20 & Under Sale

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegantly Glam Rhinestone Teardrop Earrings

    So elegantly glam, these rhinestone teardrop earrings will add a gorgeous sparkle to your formal look for dances, weddings, or parties! They feature a dainty short drop design with a thin bar embellished with mini rhinestones and a large teardrop-shaped rhinestone with a mini rhinestone outline. Include a post-back closure. Style these luxe earrings with a sleek clutch.

    Fit & Features

    • Short drop design
    • Thin bar with mini rhinestones
    • Large teardrop rhinestone with mini rhinestone outline
    • Post-back closure, rubber stopper


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

    Style Number/Barcode: 07001-1907

    Category Name: $20 & Under Sale

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Draped Fringe Halter Cutout Jumpsuit

    Step up the sultry style of your night-out look with this sultry jumpsuit! It features a sleeveless halter neckline with spaghetti straps, a sheer mesh bodice accented with a chic draped fringe design, a V-cut back, and front and back waist cutouts to add all the more allure. The high-rise crepe pants have a hip-hugging fit leading to an iconic wide-leg silhouette. Complete the look with platform heels.

    Fit & Features

    • Sheer mesh and crepe fabrics, moderate stretch
    • Halter neckline, spaghetti straps, V-cut back, zipper and hook and eye closure
    • Sheer mesh bodice with draped fringe design
    • Front and back waist cutouts
    • High-rise crepe pants, hidden back zipper with hook and eye closure
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2528

    Category Name: $20 & Under Sale

    Price: $13.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Piece One-Shoulder Hoop Bodysuit

    The perfect sleeveless bodysuit to dress up your favorite bottoms! This sleek and form-hugging bodysuit features a one-shoulder neckline and tank strap with a trendy hoop insert so you can strut with confidence everywhere you go. Complete the look in high rise jeans and heels.

    Fit & Features

    • Knit double-lined fabric, moderate stretch
    • One-shoulder neckline
    • Tank strap with hoop insert
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Runs true to size

    Style Number/Barcode: 06001-5357

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jessie Sleeveless Midi Formal Dress

    Special Occasion

    Make major style moves in the stunning Jessie sleeveless midi formal dress. She features a cowl neckline, spaghetti straps, an empire waist seam, front ruched detailing, and a mid-length curve-hugging fit with a chic adjustable side slit. The smooth satin-knit fabric offers plenty of stretch. Complete your look with strappy heels and a sleek clutch.

    Fit & Features

    • Stretchy satin-knit fabric, lined bust
    • Sleeveless cowl neckline, spaghetti straps
    • Empire waist seam
    • Front ruching, side slit, adjustable drawstring
    • Form-fitting silhouette
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-1195

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Oh-So-Alluring Ruched Midi Dress

    This sultry ruched midi dress is oh-so-alluring! Featuring a sleeveless sweetheart neckline, a padded bust that eliminates the need for a bra, adjustable spaghetti straps, all-over ruching, a curve-hugging fit, and a midi-length asymmetrical silhouette creating a high side slit, this dress was made for a night out. Style this midi dress with a rhinestone choker necklace and strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, padded bust
    • Adjustable spaghetti straps, back zipper, hook and eye closure
    • All-over ruched detailing
    • Curve-hugging bodycon fit
    • Midi-length asymmetrical hem, high side slit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1992

    Category Name: $20 & Under Sale

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming Vibe Tie-Back Flowy Floral Woven Maxi Dress

    Give off a charming vibe at summer parties in this simply stunning floral woven maxi dress! The breezy lightweight woven fabric is detailed with a gorgeous floral print pattern and includes a mini-length lining for coverage. The sleeveless bodice is shaped with a sweetheart neckline, a dainty tie-front bust design for a cute detail, and spaghetti straps leading to an open back with a cross-back strappy design and a customized tie closure. The fitted high waist flows out to a maxi-length hem with an effortlessly chic A-line silhouette. Style with hoop earrings and slip-on sandals.

    Fit & Features

    • Floral print
    • Lightweight woven fabric, mini-length woven lining, no stretch
    • Sweetheart neckline with tie-front bust, spaghetti straps
    • Open back, cross-back strappy design, tie closure
    • High waist seam
    • Flowy A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3048

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale