$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.

  • Rose So Sweet Halter Cutout Midi Dress

    You'll be sweet as can be in this sleeveless midi dress at dressy birthday dinners or a party! It features a sweetheart neckline, spaghetti straps that crisscross in the back, a bust rose applique, a cutout waist design with rose appliques, a bodycon silhouette, and side slit accent. Complete the look in strappy sandals.

    Fit & Features

    • Sleeveless sweetheart neckline
    • Spaghetti straps, criss cross back
    • Bust rose applique
    • Cutout waist design, rose appliques
    • Bodycon silhouette, side slit, midi-length hem
    • Slinky knit fabric, short lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-2605

    Category Name: $20 & Under Sale

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glamorous Upgrade Rhinestone Strappy Heels

    Make a glamorous upgrade with these patent leather heels at your next semi-formal or special occasion! They feature a sleek square toe, six rhinestone embellished toe straps, a lightly cushioned footbed, a platform sole and block heel. Complete the look with a statement ring set.

    Fit & Features

    • Square toe
    • Six rhinestone embellished toe straps
    • Slightly cushioned footbed
    • Platform sole
    • Block heel
    • Patent leather material
    • Runs true to size

    Style Number/Barcode: 07401-4512

    Category Name: $20 & Under Sale

    Price: $12.96 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Race To The Finish Graphic Crop Top

    Cross the finish line in this stylish racer graphic crop tee perfect for showing off your trophy! It features short sleeves, a crew neck, a fitted hem with wrap ties, and an edgy racecar graphic design. Complete the look in sleek faux leather shorts for a backyard bbq!

    Fit & Features

    • Short sleeves
    • Crew neck
    • Fitted crop hem, wrap ties
    • Racercar graphic design
    • Brushed soft knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1641

    Category Name: $20 & Under Sale

    Price: $3.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stretch The Rules Mesh Denim Print Crop Top

    Stretch the rules in this Y2K-inspired mesh crop top perfect for concerts and backyard parties! It features fitted long sleeves, a mock neck, and a fitted hem on denim printed sheer mesh fabric. Complete the look with a seamless bralette and your favorite bottoms!

    Fit & Features

    • Fitted long sleeves
    • Mock neck
    • Fitted crop hem
    • Denim print
    • Sheer mesh fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06002-1643

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Inside Scoop Newspaper Print Crop Top

    News travels fast once you give the inside scoop on where you snagged this newspaper print crop top! It features short sleeves, a crew neck, and a fitted hem with wrap ties on brushed knit fabric. Complete the look in new denim jeans for hanging out with friends!

    Fit & Features

    • Short sleeves
    • Crew neck
    • Fitted crop hem
    • Wrap ties
    • Newspaper print
    • Brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1642

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Strut In Style Chunky Platform Block Heels

    These sleek patent faux leather platform block heels will have you strutting in style! They feature an open almond-shaped toe with a wide toe strap, thin adjustable ankle and heel straps, a chunky platform sole, and an ultra-tall block heel. Pair with a sparkly rhinestone clutch for a night out.

    Fit & Features

    • Open almond-shaped toe
    • Wide toe strap
    • Thin adjustable ankle and heel straps
    • Circular buckle, metal grommet details
    • Chunky platform sole, ultra-tall block heel
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-4325

    Category Name: $20 & Under Sale

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Be Mine Ditsy Floral A-Line Midi Dress

    Make this ditsy floral midi dress be yours for the summer and beyond! It features a sleeveless V-neckline, adjustable spaghetti straps, a trendy tie-back cutout design, and a flattering A-line silhouette, front slit with a frayed trim, and midi-length hem. Complete the look in block heels for a dressy soiree!

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Tie-back cutout design
    • Hidden side zipper closure
    • A-line silhouette, front slit, frayed trim
    • Midi-length hem
    • Ditsy floral print, airy woven fabric, short chiffon lining
    • Runs true to size

    Style Number/Barcode: 05102-5320

    Category Name: $20 & Under Sale

    Price: $26.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Curve-Hugging Chic Sheer Lace Maxi Dress

    Flaunt your stunning silhouette in this casual curve-hugging sheer lace maxi dress. It features a crew neckline, short sleeves, dainty ruffled trims, a maxi-length hem with a back slit accent, and a bodycon fit. The sheer textured lace fabric offers a moderate stretch. Style with clear heels.

    Fit & Features

    • Crew neckline, short sleeves
    • Back zipper and hook-eye closure
    • Ruffled trims
    • Maxi-length hem, back slit
    • Bodycon silhouette
    • Sheer textured lace fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5228

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Striking And Chic Marble Print Midi Dress

    So striking and chic, this marble print midi dress will capture all the attention at happy hour! It features a sleeveless V-neckline, spaghetti straps, an asymmetric high-cut midi-length hem creating a thigh-high slit, and a bodycon silhouette that will flaunt your figure. The buttery smooth and stretchy knit fabric features an all-over multicolored marble print pattern. Style with clear mules.

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Asymmetric high-cut midi-length hem, high slit
    • Bodycon silhouette
    • Multi-colored marble print
    • Smooth and stretchy knit fabric, full-length sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5231

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cathy Formal V-Neck High Slit Long Dress

    Special Occasion

    Sophistication is bliss on the effortless Cathy formal long dress that radiates a timeless beauty! She features a sleeveless surplice V-neckline, a padded bust, spaghetti straps, a curve-hugging slim silhouette, side ruched seams that accentuate your figure, and a high side slit to show some leg. The formal dress is composed of a smooth and stretchy knit fabric with a bust lining. Complete the look with platform rhinestone heels for a wedding or dressy event!

    Fit & Features

    • Sleeveless surplice V-neckline, spaghetti straps
    • Padded bust
    • Side ruched seam, high side slit
    • Curve-hugging slim silhouette, long hem
    • Smooth and stretchy knit fabric, bust lining
    • No bra required
    • Runs true to size

    Style Number/Barcode: 05002-7246

    Category Name: $20 & Under Sale

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Christine Formal Rhinestone Mermaid Dress

    Special Occasion

    Defined by striking rhinestones, the elegant Christine formal dress is made for celebratory occasions! She features a sleeveless sweetheart neckline with a V-wired insert, spaghetti straps, and a floor-length mermaid silhouette that highlights your gorgeous curves! The formal dress is composed of a rhinestone embellished slinky knit fabric with a bust lining. Style with earrings and a statement ring set for a banquet dinner or wedding.

    Fit & Features

    • Sleeveless sweetheart neckline, V-wired insert
    • Spaghetti straps, back zipper and hook-eye closure
    • Mermaid silhouette, floor-length hem
    • Rhinestone-embellished
    • Slinky knit fabric, bust lining, moderate stretch
    • Strapless br or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7425

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adalynn Rhinestone Faux Pearl Mini Dress

    Special Occasion

    Dial up a glam glow in the Adalynn party dress ready for the bachelorette or a weekend in Vegas! She features a sleeveless V-neckline with a sheer mesh insert, and spaghetti straps that create the alluring lace-up back with tie closure, a sexy bodycon silhouette, and a mini-length hem. The party dress is composed of all-over rhinestone and faux pearl embellishments for a luxe style and has a stretchy knit lining. Complete the look with earrings and heels.

    Fit & Features

    • Sleeveless V-neckline, sheer mesh insert
    • Spaghetti straps, lace-up back with tie closure
    • Back zipper and hook-eye closure
    • Bodycon silhouette, mini-length hem
    • Faux pearl and rhinestone embellishments, stretchy knit lining
    • Stick bra or pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1573

    Category Name: $20 & Under Sale

    Price: $14.97 $99.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Shondra Taffeta Rhinestone Strap Party Dress

    Special Occasion

    Steal the scene in the Shondra taffeta party dress ready to hit the dance floor! She features a sleeveless square neckline, dazzling rhinestone twist embellished straps with adjustable details, a corset bodice with flexible boning inserts, and a short bodycon silhouette. The party mini dress is composed of a shiny taffeta woven fabric and a stretchy knit lining. Complete the look in rhinestone block heels for extra glamour!

    Fit & Features

    • Sleeveless square neckline
    • Rhinestone embellished twist straps, adjustable
    • Corset bodice, flexible boning, back zipper and hook-eye closure
    • Bodycon silhouette, short-length hem
    • Taffeta woven fabric, stretchy knit lining
    • Pasties recommended
    • Runs true to size

    Style Number/Barcode: 05001-1581

    Category Name: $20 & Under Sale

    Price: $19.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall For You Heart Chain Belt

    Make them fall for you and your trendy style when you accessorize with this sleek chain belt! It features heart outline accents with a chain-link design and an adjustable fit. Pair with hoop earrings and a rhinestone ring set.

    Fit & Features

    • Heart outline accents
    • Chain-link design
    • Back adjustable chain, lobster clasp closure

    Style Number/Barcode: 07301-0660

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Charm Cactus Drop Earrings

    Show off a cute western charm with these cactus drop earrings! They feature a textured circular post with a hanging cactus charm with an engraved boho-inspired design. Include a post-back closure. Style with a flowy summer dress and cowboy boots!

    Fit & Features

    • Textured circular post
    • Hanging cactus charm, engraved boho-inspired design
    • Post-back closure


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

    Style Number/Barcode: 07001-1645

    Category Name: $20 & Under Sale

    Price: $3.96 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bloom Into Season Floral Mini Dress

    This floral mini dress is perfect for flaunting blooms this season! It features a sleeveless square neckline, adjustable spaghetti straps, a bodycon silhouette, and a wrap-style hem on floral print mesh fabric with a stretchy knit lining. Style this mini-length dress with rhinestone hoop earrings for a dressy outdoor party!

    Fit & Features

    • Sleeveless square neckline
    • Adjustable spaghetti straps
    • Bodycon silhouette
    • Wrap-style mini-length hem
    • Floral print, mesh fabric, stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 05101-2490

    Category Name: $20 & Under Sale

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Summer Crochet Fringe Crop Top

    Embrace the bohemian vibes this summer with this cool-girl crop top! It features a triangle design with a sleeveless V-neckline, adjustable spaghetti straps, a detailed crochet trim with cascading fringe detailing, and a fitted, cropped hem. The faux suede fabric has minimal stretch. Style with high-rise jean shorts and strappy sandals.

    Fit & Features

    • Triangle design, sleeveless V-neckline
    • Adjustable spaghetti straps
    • Crochet trim, cascading fringe
    • Fitted cropped hem
    • Faux suede fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4938

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Babe Puff Sleeve Knit Romper

    Show off an adorable casual outfit in this puff sleeve knit romper that will have you looking like a summer babe! It features a square neckline with a ruched bust, short puff sleeves, a trendy open back with a dual tie-back design, a fitted high waistband, and flowy shorts with a short skirt overlay. The smooth knit fabric has plenty of stretch. Style with espadrille sandals and hoop earrings.

    Fit & Features

    • Square neckline, ruched bust
    • Short puff sleeves, elastic cinched hems
    • Open back, dual tie-back design
    • Fitted high waistband
    • Flowy shorts, short skirt overlay
    • Smooth and stretchy knit fabric, lined bust
    • Runs true to size

    Style Number/Barcode: 06503-1071

    Category Name: $20 & Under Sale

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dress Me Up Satin Straight-Leg Cargo Pants

    Dress yourself up in these satin cargo pants to elevate your everyday style! They feature a flattering high-rise waist, hidden side pockets, a straight-leg silhouette, and lower cargo flap pockets, and are crafted from silky satin fabric. Complete the look in a basic short sleeve top.

    Fit & Features

    • High-rise waist
    • Hidden side pockets
    • Straight-leg silhouette
    • Lower cargo flap pockets
    • Front button and hidden zipper closure, belt loop accents
    • Silky satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1312

    Category Name: $20 & Under Sale

    Price: $24.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Bling Crepe Rhinestone Bra Mini Dress

    Bring the bling to the club in this chic crepe mini dress to make a striking entrance! It features a one-shoulder strap neckline, an attached rhinestone-embellished bra with adjustable spaghetti straps, a built-in padded underwire bust, and a mini bodycon silhouette. Style this mini-length dress with platform heels to complete the look!

    Fit & Features

    • Sleeveless one-shoulder strap neckline
    • Attached rhinestone-embellished bra
    • Adjustable spaghetti straps
    • Side zipper and hook-eye closure
    • Built-in padded underwire bust, mini bodycon silhouette
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-5005

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mila Rosette Wrap-Front High Slit Formal Dress

    Special Occasion

    Take your formal look to a chic new level with the romantic and sultry Mila formal dress! She features a sleeveless V-neckline with a wrap-front, spaghetti straps, a trendy rosette applique at the side with ruching at the waist, a floor-length hem with a wrap design creating a high side slit, and a slim-fit silhouette. The buttery-smooth knit fabric offers plenty of stretch. Style with strappy stilettos for a stunning allure.

    Fit & Features

    • Sleeveless V-neckline, wrap-front, spaghetti straps
    • Rosette side applique, ruching
    • Floor-length hem, wrap design, high side slit
    • Slim-fit silhouette
    • Smooth and stretchy knit fabric
    • Strapless or sticky bra recommended
    • Runs true to size

    Style Number/Barcode: 05002-7711

    Category Name: $20 & Under Sale

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Coastal Vacay Tie-Shoulder Ruffled Short Dress

    This cute and casual ruffled short dress is perfect for a coastal summer vacay! It features a sleeveless scoop neckline, tie-shoulder tank straps, hidden side pockets, a drop waist seam with a ruffled short-length hem, and a relaxed A-line silhouette. The cotton fabric has no stretch. Style with gold hoops and espadrille sandals!

    Fit & Features

    • Sleeveless scoop neckline
    • Tie-shoulder tank straps
    • Hidden side pockets
    • Drop waist seam, ruffled short-length hem
    • Relaxed A-line silhouette
    • Cotton fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 05102-5345

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Leave An Impression Abstract Midi Dress

    Leave an impression everywhere you go in this abstract midi dress! It features a sleeveless square neckline, spaghetti straps, side ruched seams to accentuate your curves, and a flattering bodycon silhouette. The dress is designed with a figure-flattering abstract print on knit fabric with a stretchy lining. Complete the look in cute sandals for a lunch date.

    Fit & Features

    • Sleeveless square neckline, spaghetti straps
    • Side ruched seams
    • Bodycon silhouette
    • Midi-length hem
    • Abstract print, smooth knit fabric, stretchy lining
    • Runs true to size

    Style Number/Barcode: 05102-5252

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casually Effortless Smooth Knit Bodycon Mini Dress

    Enjoy an effortless day or night out with this casual smooth knit mini dress! Its strapless neckline and bodycon silhouette are perfect for showing off those curves, while the mini-length hem ensures you get noticed! The dress is composed of a slinky smooth knit fabric with a stretchy knit lining. Complete the look in sassy lace-up sandals.

    Fit & Features

    • Strapless neckline
    • Bodycon silhouette
    • Mini-length hem
    • Slinky smooth knit fabric, stretchy knit lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5289

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale