$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.

  • Step Out In Flocked Velvet Ruffle Midi Dress

    Step out in style with this stunning flocked velvet midi dress! With a bodycon silhouette, mesh fabric, adjustable spaghetti straps, and soft knit lining, you'll look beautiful and be comfortable all day. The square neckline and trumpet hem complete the look with a unique touch. Complete the look in strappy heels for a party or banquet!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Ruffled midi-length hem
    • Flocked velvet pattern
    • Mesh fabric, soft knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2516

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Girl Energy Houndstooth Knit Mini Dress

    Bring the chic girl energy to your fall wardrobe with this trendy mini dress! It features a sleeveless square neckline, spaghetti straps, a mini-length hem, and a bodycon silhouette to showcase your curves. The knit fabric features an all-over houndstooth pattern for an elevated vibe. Style this mini dress with a faux leather moto jacket and combat boots!

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Mini-length hem
    • Bodycon silhouette
    • Houndstooth pattern
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5410

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Another Day Long Sleeve Sweater Midi Dress

    Another day, another slay in this sweater midi dress - perfect for pumpkin patches, grabbing a PSL, or meeting up with friends! The knee-length dress features fitted long sleeves, a crew neckline, a bodycon silhouette, and a flirty front slit on soft and stretchy rib knit fabric. Complete the look in booties and a chic crossbody bag.

    Fit & Features

    • Fitted long sleeves
    • Crew neckline
    • Bodycon silhouette
    • Front slit accent
    • Midi-length hem
    • Soft, stretchy sweater rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5305

    Category Name: $20 & Under Sale

    Price: $5.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On The Down Low Denim Strapless Midi Dress

    Take your look on the down low in this denim midi dress! The knee-length dress features a strapless neckline, stretchy smocked back, and button-down front closures, this bodycon dress will have you breaking the fashion barriers. With belt loop accents, three-pocket styling, and a midi-length hem, this denim stunner gives you the power to take risks and turn heads! Style this midi dress with a purse and block heels for a birthday brunch!

    Fit & Features

    • Strapless neckline
    • Stretchy smocked back
    • Button-down front closures
    • Bodycon silhouette, midi-length hem
    • Belt loop accents, three-pocket styling
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5283

    Category Name: $20 & Under Sale

    Price: $5.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Star Energy Glitter Velvet Mini Dress

    Give off major star energy in this glitter velvet mini dress that will have you radiating glamour all night long! It features a sleeveless sweetheart neckline with a center V-wired accent to provide structure, a built-in padded bust with ruching at the cups, spaghetti straps, dual curved seams down the front of the dress to highlight your silhouette, a mini-length hem, and a bodycon fit that will hug your gorgeous curves. The glitter velvet fabric offers a moderate stretch. Style this mini dress with rhinestone spiral heels.

    Fit & Features

    • Sleeveless sweetheart neckline, center V-wired accent
    • Padded bust, ruched detailing
    • Spaghetti straps
    • Dual curved seams down the front, mini-length hem
    • Bodycon fit
    • Glitter velvet fabric, knit lining at the bust, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5293

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wine And Dine Off The Shoulder Mini Dress

    This off-the-shoulder dress is perfect for a night of wine and dining! It features a sweetheart neckline, short-sleeve cuffs, a padded bust with a cinched accent, side ruching to accentuate your curves, and a flattering bodycon silhouette and mini-length hem. Complete the look lace-up stiletto heels.

    Fit & Features

    • Off-the-shoulder, sweetheart neckline
    • Short-sleeve cuffs
    • Padded bust, cinched accent
    • Side ruching, bodycon silhouette
    • Mini-length hem
    • Smooth fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5107

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Sparks Glitter Halter Ruffle Mini Dress

    Bring the sparks in this glitter mini dress to make your shimmering entrance and exit! The mini dress features a halter V-neckline adorned with tie-back spaghetti straps, a bodycon silhouette, and flirty cascading ruffle trim along the hem. Complete the look in platform heels for a night on the town!

    Fit & Features

    • Sleeveless halter V-neckline
    • Tie-back spaghetti straps
    • Bodycon silhouette
    • Cascading ruffle trim mini-length hem
    • Glitter knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5222

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get My Attention Fitted Ankle Combat Boots

    Call for all the attention in these trendy fitted ankle combat boots this fall and winter season! They feature a fitted ankle design, a round toe, a bold platform lug sole, and are composed of a sleek faux leather material. Style these ankle boots with a bomber jacket. 

    Fit & Features

    • Fitted ankle design
    • Round toe
    • Platform lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1709

    Category Name: $20 & Under Sale

    Price: $8.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cute March Faux Leather Lug Combat Booties

    Take a cute march around in these combat booties! The faux leather boots feature a round toe, a sturdy traction lug sole and short heel, a front lace-up placket, and a back pull tab for easy on-and-off styling. Complete the look in a plaid shacket for casual plans!

    Fit & Features

    • Round toe
    • Sturdy traction lug sole and heel
    • Front lace-up placket
    • Back pull tab
    • Easy-on-and-off styling
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1710

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Country Glamour Metallic Cowboy Booties

    Unlock your glamorous country style in these metallic cowboy boots perfect for bachelorettes or country bar nights! The boots feature a pointed-toe with a shiny cap, a stacked block heel, back zipper closure, and western-inspired stitch detailing on metallic material. Complete the look in a trendy denim jacket.

    Fit & Features

    • Pointed-toe, shiny cap
    • Stacked block heel
    • Back zipper closure
    • Ankle-length fit
    • Western-inspired stitch detailing
    • Metallic material
    • Runs true to size

    Style Number/Barcode: 07403-1725

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Mckenzie Formal Rhinestone Mesh Long Dress

    Special Occasion

    Discover luxe and lavishness in this stunning Mckenzie formal long dress. Made from a mesh fabric, her curve-hugging slim silhouette features a sweetheart neckline with a structured and padded bust and adjustable spaghetti straps for a comfortable fit. Adorn your curves with her dramatic floor-length hem with a back slit accent for a sophisticated and eye-catching look. The formal long dress is designed with an intricate iridescent rhinestone-embellished pattern that flatters your curves for a jaw-dropping finish! Complete the look with earrings to attend a black tie gala or red carpet event.

    Fit & Features

    • Sleeveless sweetheart neckline, structured underwire, padded bust
    • Adjustable spaghetti straps, hidden side zipper, hook and eye closure
    • Curve-hugging, slim silhouette
    • Floor-length hem, back slit
    • Iridescent rhinestone-embellished pattern flatters curves
    • Sheer mesh fabric, full-length knit lining, moderate stretch
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-2956

    Category Name: $20 & Under Sale

    Price: $9.97 $174.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let Your Sparkle Shine Under-The-Knee Boots

    Let your sparkle shine in these under-the-knee boots with each strut you take! They feature a pointed toe, an inner zipper closure, a stiletto heel, and all-over mini rhinestone embellishments that glitter under the lights. Complete the look in a sleek blazer for a girl power moment!

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • All-over mini rhinestone embellishments
    • Under-the-knee shaft height
    • Runs true to size

    Style Number/Barcode: 07402-0948

    Category Name: $20 & Under Sale

    Price: $9.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ally Metallic Marbaou Feather Mini Dress

    Special Occasion

    Make a stunning impression under the spotlight in the Ally metallic mini dress! She features a strapless marabou feather trim neckline, flexible boning inserts, and a flattering bodycon silhouette. Complete your glam party look with statement earrings.

    Fit & Features

    • Strapless marabou feather trim neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Flexible boning inserts
    • Bodycon silhouette, mini-length hem
    • Metallic fabric, sewn-in knit lining, minimal stretch
    • Strapless bra recommended
    • Runs true to size

    Style Number/Barcode: 05001-2013

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Willow Formal Sequin Halter Slit Midi Dress

    Special Occasion

    Bring modern glamour to every soiree in the Willow formal midi dress! She features a halter neckline, a flattering bodycon silhouette, and a sultry front slit along her midi-length hem. The formal midi dress is designed with a striking sequin-embellished scroll pattern that glitters under the light! Complete the look in rhinestone stiletto heels and earrings for a wedding or banquet.

    Fit & Features

    • Sleeveless halter neckline
    • Bodycon silhouette
    • Front slit
    • Midi-length hem
    • Sequin-embellished scroll pattern
    • Sticky bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1667

    Category Name: $20 & Under Sale

    Price: $79.90

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Vibes Pinstripe Trouser Pants

    Create an iconic look and have a major it-girl moment in these pinstripe trouser pants! They feature a high-rise waist, dual front pockets, dual faux back pockets, a wide-leg silhouette, and a relaxed fit. The woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching vest or blazer to wear from the office to dinner!

    Shop Matching Tops: Iconic Vibes Pinstripe Cropped Vest, Iconic Vibes Pinstripe Blazer

    Fit & Features

    • High-rise waist, back elastic waistband, pleating
    • Hidden front zipper, hook and bar closure
    • Dual front pockets, dual faux back pocket slits
    • Wide-leg silhouette, relaxed fit
    • Pinstripe pattern
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1334

    Category Name: $20 & Under Sale

    Price: $3.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tess Rhinestone Faux Pearl Bodycon Dress

    Special Occasion

    The Queen has arrived! Greet your royal constituents in the Tess party dress at a club with the girls or a dressy celebration. She features fitted long sleeves, a square neckline, a bodycon silhouette that flatters your curves, and a mini-length hem. The party dress is composed of a mesh fabric with an intricate rhinestone and faux pearl embellished pattern and has a stretchy knit lining. Complete the look in bold platform heels. 

     Fit & Features

    • Fitted long sleeves, square neckline
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Intricate faux pearl, rhinestone embellished pattern
    • Mesh fabric, stretchy knit lining
    • Bra friendly design
    • Runs true to size

    Style Number/Barcode: 05001-1632

    Category Name: $20 & Under Sale

    Price: $59.97 $129.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cassandra Formal Satin Lace Sweetheart Long Dress

    Special Occasion

    Take luxury to a new level with the Cassandra formal satin dress perfect for galas or black tie parties! She features a sweetheart neckline with delicate lace trim, adjustable spaghetti straps, and an underwire bust for support. Show off a dash of daring with a high front slit and a floor-length hem for a sophisticated evening look. The formal dress is crafted from a silky satin knit fabric you'll feel alluring in and offers minimal stretch. Complete your look with a rhinestone collar necklace and a purse. 

    Fit & Features

    • Sleeveless sweetheart neckline, lace trim
    • Underwire bust, back zipper and hook-eye closure
    • Curve-hugging slim silhouette
    • High front slit, floor-length hem
    • Satin fabric, moderate stretch
    • Pasties reccomended
    • Runs true to size

    Style Number/Barcode: 05002-7682

    Category Name: $20 & Under Sale

    Price: $29.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Modern Chic Ear Jacket Stud Earrings

    These modern chic ear jacket stud earrings will effortlessly elevate your everyday jewelry! They feature a small round rhinestone stud and a curved ear jacket post-back closure with a hanging cuff design with dainty rhinestone embellishments. Style these simply glam stud earrings with a rhinestone choker necklace.

    Fit & Features

    • Small round rhinestone stud
    • Curved ear jacket post-back closure
    • Hanging cuff design, mini rhinestones
    • Rubber stopper


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

    Style Number/Barcode: 07001-1781

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Style Staple Canvas Woven Belt

    This canvas woven belt is one of those trendy style staples that need to be in your closet. It features a double D-ring buckle on a canvas woven material with faux leather strap accents. Pair this casual belt with a crop top and cargo pants!

    Fit & Features

    • Double D-ring buckle
    • Canvas woven material
    • Faux leather straps
    • Adjustable fit

    Style Number/Barcode: 07301-0678

    Category Name: $20 & Under Sale

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Hello Cutie Chenille Crop Pajama Top

    Look and feel like a cutie in this chenille pajama top! The tank top features a sleeveless square neckline, tank-style straps, and a cropped hem on ultra-soft and cozy knit chenille fabric. Complete the look in the matching pajama bottoms and robe for the perfect lounge sesh!

    Shop Matching Pajama Bottoms: Fuzzy Feels Chenille High-Rise Jogger Pajamas

    Shop Matching Robe: Tied In Cozy Chenille Tie-Waist Robe

    Fit & Features

    • Sleeveless square neckline
    • Tank-style straps
    • Cropped hem
    • Ultra-soft and cozy
    • Chenille knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0938

    Category Name: $20 & Under Sale

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fuzzy Feels Chenille High-Rise Jogger Pajamas

    Get cozy lounging in these chenille jogger pajamas! They feature a high-rise elasticized waistband, a skinny jogger-leg silhouette, and ribbed cuffs on ultra-soft and cozy chenille knit fabric. Complete the look in the matching pajama top and robe for a chill night in!

    Shop Matching Pajama Top: Hello Cutie Chenille Crop Pajama Top

    Shop Matching Robe: Tied In Cozy Chenille Tie-Waist Robe

    Fit & Features

    • High-rise elasticized waistband
    • Skinny jogger-leg silhouette
    • Ribbed cuffs
    • Ultra-soft chenille knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0940

    Category Name: $20 & Under Sale

    Price: $13.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Buy Me Flowers Mesh Velvet Scoop Neck Mini Dress

    One night in this mesh mini dress and you'll be receiving many flowers! It features a scoop neckline adorned with a flirty bust keyhole tie, spaghetti straps, a bodycon silhouette, and a mini-length hem. The dress is designed with a flocked floral velvet pattern on mesh fabric and has a stretchy knit lining. Complete the look in high heels for a dressy dinner party!

    Fit & Features

    • Sleeveless scoop neckline, spaghetti straps
    • Bust keyhole tie
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Flocked velvet floral pattern
    • Mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2724

    Category Name: $20 & Under Sale

    Price: $5.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Days Quilted Nylon Shoulder Bag

    This trendy quilted nylon shoulder bag was made for those lowkey casual days. It features a medium size with a top shoulder strap, a slouchy silhouette, and a quilted design on the nylon fabric. The top zipper closure leads to a spacious woven interior with a single zippered pocket. Style with sleek hoops and ankle booties for a cute on-the-go look.

    Fit & Features

    • Medium size
    • Top shoulder strap
    • Slouchy silhouette
    • Fully quilted design
    • Nylon fabric
    • Top zipper closure
    • Spacious woven interior, zippered pocket

    Style Number/Barcode: 07203-1420

    Category Name: $20 & Under Sale

    Price: $3.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bling Babe Rhinestone Foldover Stiletto Boots

    Flaunt these blinged out stiletto boots like the babe you are! They feature a sleek pointed-toe, an inner zipper closure, a foldover design with glitzy rhinestone embellishments, and have an under-the-knee shaft height. Complete the look with a glam handbag for dinner and drinks!

    Fit & Features

    • Pointed-toe
    • Stiletto heel
    • Inner zipper closure
    • Foldover rhinestone embellishments
    • Under-the-knee shaft height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0950

    Category Name: $20 & Under Sale

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale