$20 & Under Sale

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.

  • Polished Halter Bodycon Maxi Dress

    A smooth, shine-kissed finish makes this one feel instantly dressed up. The curve-hugging shape, plunging neckline, and waist cutouts bring the drama for vacation dinners, cocktail parties, and every RSVP that needs a little extra.

    Fit & Features

    • Slinky knit fabric with stretch
    • Halter neckline with plunging V front
    • O-ring hardware at center waist
    • Side and underbust cutout details
    • Body-hugging maxi fit
    • Runs true to size

    Style Number/Barcode: 05102-000825

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Sunny Plans Striped Crochet Strapless Mini Dress

    Sunny plans, cute outfit, and you’re already out the door. This striped crochet mini dress hugs just right up top with a strapless fit and flares into an easy A-line that’s made for brunch, beach days, and last-minute invites.

    Fit & Features

    • Striped crochet knit fabric with knit lining, moderate stretch
    • Strapless straight-across neckline, no-slip strip
    • Mini-length hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000689

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seashell Dreams Striped Mini Dress

    The kind of dress that makes packing for vacation feel easy. With a shimmering striped knit, plunging halter neckline, and open-back silhouette, it brings effortless beach club energy whether you're heading to dinner by the water or chasing golden hour plans.

    Fit & Features

    • Striped pattern, lurex knit fabric, sewn-in knit lining
    • Halter neckline, tie straps
    • Open back
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-001253

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • One More Dance Lace Skater Dress

    This lace halter mini dress does all the flirting with an open back, layered ruffle skirt, and skater silhouette that pairs perfectly with strappy heels.

    Fit & Features

    • Lace fabric, smooth lining
    • High halter neckline, tie straps
    • Open tie-back
    • Skater silhouette
    • Layered ruffle mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-001018

    Category Name: $20 & Under Sale

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Dinner At Eight Floral Maxi Dress

    Some dresses get compliments. This one starts conversations. Featuring an elegant cowl neckline, an open-back halter design, and oversized floral artwork, this maxi dress was made for vacation dinners, wedding guest RSVPs, and every plan that deserves a dramatic entrance.

    Fit & Features

    • Tropical floral print, mesh fabric, knit lining
    • Cowl halter neckline
    • Open tie-back
    • Side slit
    • Curve-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000678

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Getaway Bound Lace-Up Print A-Line Dress

    With an Italian-inspired print, this A-line dress is perfect for packing with you! This dress is designed in a flattering A-line mini silhouette with a stylish lace-up front and a chic cutout back that turns heads.

    Fit & Features

    • Multi-printed, woven fabric, woven lining
    • V-neckline with lace-up bust
    • Adjustable spaghetti straps
    • Cutout back
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000659

    Category Name: $20 & Under Sale

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: In Stock

    Available Color: MULTI-2

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Glimmering Strappy Sequin Bodycon Dress

    Intricate sequin embroidery gives this dress its standout texture. Adjustable crisscross straps frame the open back while the curve-skimming shape keeps the finish sleek. Let the detailed surface lead with minimal jewelry and barely there heels.

    Fit & Features

    • Sequin-embroidered mesh with knit lining
    • Adjustable crisscross back straps
    • Open back design, lower zipper and hook-eye closure
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-001246

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: XXS, XS, S, M, L

    Product Badge:
    • Sale
  • Leg Appeal Sheer Fishnet Tights

    One pair, plenty of Halloween styling possibilities. The sheer fishnet design gives these tights a statement finish that works with a range of DIY looks. Change up the outfit, accessories, or mood while keeping the legwear in rotation.

    Fit & Features

    • Fishnet fabric, high stretch
    • Sheer construction
    • Full-length design 


    How to style for Halloween: Pair them with a bodysuit, skirt, and statement shoes to build a bold DIY Halloween look.

    Style Number/Barcode: 07306-000053

    Category Name: $20 & Under Sale

    Price: $2.97 $9.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: NS

    Product Badge:
    • Sale
  • Enchanted Farm Girl Gingham Hot Shorts

    Start your enchanted farm girl costume with gingham, ruffles, and a pop of red. The hot shorts feature tiered ruffles and red bow accents to bring extra detail to the playful storybook-inspired look. Style them with the matching gingham bra top to bring the full costume together.

    Shop Matching Top: Enchanted Farm Girl Gingham Bra Top

    Fit & Features

    • Gingham-printed mesh fabric, knit lining
    • Low-rise waist
    • Tiered ruffled design
    • Mini side bow accents
    • Cheeky, form-hugging fit
    • Runs true to size

     

    How to style for Halloween: Style them with the coordinating gingham bra top, sold separately, and heels for a playful enchanted farm girl costume.

    Style Number/Barcode: 06503-000139

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: M, L

    Product Badge:
    • Sale
  • Star Of The Lineup Bralette Top

    The top that does all the talking before you say a word. Covered in intricate sequins and beadwork with a tie-back design, this bralette top is made for concerts, birthday plans, and every outfit that deserves a little extra attention.

    Fit & Features

    • Lined knit fabric
    • Sequin and beaded embellished design
    • Bralette silhouette, triangle cups
    • Tie-back halter spaghetti straps
    • Open back, lower tie-back spaghetti straps
    • Fitted, ultra-cropped hem
    • Runs true to size

     

    How to style for Halloween: Pair this with sheer mesh pants, statement jewelry, and bold accessories to build a genie, mystical desert-inspired, or enchanted fantasy look.

    Style Number/Barcode: 06001-000581

    Category Name: $20 & Under Sale

    Price: $17.96 $44.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Mary Rhinestone Skeleton Mesh Formal Dress

    Special Occasion

    The skeleton detailing brings the drama, and the rhinestones make sure it sparkles. This formal mermaid dress pairs an embellished skeleton pattern with long sleeves and a floor-length silhouette for a striking look. Style it with heels and let the shimmer do the haunting.

    Fit & Features

    • Sheer mesh fabric with high stretch
    • Rhinestone-embellished skeleton design
    • Crew neckline
    • Long fitted sleeves
    • Back zipper with hook-eye closure
    • Floor-length mermaid silhouette
    • Runs true to size
    • Please note undergarments are not included

     

    Where to Wear: 

    Themed parties and events, cocktail soirees, and birthday celebrations.

    Style Number/Barcode: 05002-002093

    Category Name: $20 & Under Sale

    Price: $55.96 $139.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NUDE

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • Bethany Tropical Bead A-Line Mini Dress

    Special Occasion

    The Bethany mini dress was made for sunny destinations. This beaded mesh mini dress features a tropical pattern, an open back, and a flattering A-line silhouette that brings just the right amount of getaway glamour.

    Fit & Features

    • Tropical beaded pattern, mesh fabric, smooth lining
    • Square neckline
    • Spaghetti straps
    • Cutout back detail
    • A-line mini-length silhouette
    • Runs true to size

    Where to Wear:

    Vacations, honeymoons, birthday dinners, getaways, date nights, parties

    Style Number/Barcode: 05001-000656

    Category Name: $20 & Under Sale

    Price: $29.97 $89.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CORAL

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Maisy Gingham Lace-Up Bubble Dress

    Special Occasion

    Playful polish meets polished charm in the Maisy mini dress, a gingham taffeta A-line skater dress made for twirling into the spotlight. With its structured bodice, delicate spaghetti straps, and voluminous skirt, this silhouette feels equal parts flirty and refined—perfect for those what are you wearing moments.

    Fit & Features

    • Gingham pattern, taffeta fabric, sewn-in knit lining
    • Scoop neckline, spaghetti straps
    • Lace-up back
    • Drop waist seam
    • A-line skater silhouette
    • Bubble mini-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, garden party, bridal showers, engagement brunch, birthdays, graduation celebration, sorority formal, baby showers, outdoor soirees

    Style Number/Barcode: 05001-000655

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Nora Floral Taffeta Sash Mini Dress

    Special Occasion

    Made for the entrance that turns a few heads, the Nora dress pairs crisp floral print taffeta with a sleek strapless mini silhouette that feels both polished and playful. A sculpted bodice shapes the fit while the attached side sash drapes dramatically along the skirt, creating movement that makes every step feel a little more memorable.

    Fit & Features

    • Floral print, taffeta fabric, sewn-in knit lining
    • Strapless neckline, non-slip grip lining, bodice with boning inserts
    • Hidden side zipper and hook-eye closure
    • Attached side sash accent
    • Pleated bodycon fit
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Prom, bridal showers, brunch celebrations, daytime events, vineyard tastings, destination dinners, cocktail parties, birthdays, engagement parties and photoshoots, date nights

    Style Number/Barcode: 05001-000675

    Category Name: $20 & Under Sale

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: WHITE, PRINT

    Available Size: XXS, XS, S, M, L, XL

    Product Badge:
    • Sale
  • Sallie Floral A-Line Dress With Pockets

    Special Occasion

    Playful yet polished, the Sallie A-line short dress is made for twirl-worthy moments that still feel refined. The garden floral print, V-neckline, and ruffle trim shoulder straps bring a romantic charm, while the lace-up open back adds a hint of allure from every angle.

    Fit & Features

    • Floral print, jacquard fabric, smooth woven lining
    • V-neckline, ruffle trim straps
    • Lace-up open back, lower zipper and hook-eye closure
    • Hidden side pockets
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

     

    Where to Wear:

    Bridal celebrations, engagement photoshoots and parties, graduations, birthday brunches, afternoon tea, dressy baby showers, vacations, honeymoons

    Style Number/Barcode: 05001-000699

    Category Name: $20 & Under Sale

    Price: $29.97 $64.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Sale
  • After Hours Sparkle Halter Mini Dress

    The group chat is asking where you got it. This rhinestone mini dress features a plunging cowl neckline, halter silhouette, and curve-hugging fit that’s made for birthdays, bachelorettes, and every event on your calendar.

    Fit & Features

    • Stretch mesh fabrication with rhinestone embellishments, knit lining
    • Sleeveless halter neckline, snap-button strap
    • Draped cowl bodice
    • Dual waist cutouts
    • Open back with tie-back details
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05103-000932

    Category Name: $20 & Under Sale

    Price: $19.97 $62.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GRAY

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Clean Lines Sleeveless Seamless Knit Bodysuit

    Elevate your basics in this seamless knit bodysuit for a sleek and chic silhouette! The basic bodysuit features adjustable spaghetti straps and a square neckline that flatter, a form-hugging fit, and a thong bottom with snap-button closures for easy wear. Complete the look with high-rise pants and an oversized blazer for a chic style!

    Fit & Features

    • Seamless soft knit fabric, moderate stretch
    • Adjustable spaghetti straps
    • Square neckline
    • Form-hugging fit
    • Thong bottom, snap-button closures
    • Runs true to size 

     

    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07102-0323

    Category Name: $20 & Under Sale

    Price: $19.90

    Availability: In Stock

    Available Color: BLACK, BROWN-3, BROWN-2

    Available Size: S/M, M/L

    Product Badge:
    • Sale
  • Sweetest Vibe V-Neck Tie A-Line Dress

    Bring a sweet vibe in this V-neck mini dress designed with a flirty bust tie and A-line silhouette. Pair with a bow hair accessory.

    Fit & Features

    • Smooth knit fabric, stretchy knit lining
    • V-neck with bust tie
    • Spaghetti straps
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-6063

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Your Vibe Strapless A-line Mini Dress

    This adorable strapless A-line mini dress is so your vibe! Designed with a stretchy lined knit fabric, it features a strapless straight-across neckline, chic pleated detailing at the bust, and a flirty flowy A-line silhouette on the mini-length hem. Style for a girl's night with statement earrings and strappy mules.

    Fit & Features

    • Stretchy knit fabric with knit lining
    • Strapless straight neckline, no-slip strip
    • Pleated bust
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 05103-5978

    Category Name: $20 & Under Sale

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, YELLOW

    Available Size: L, XS, S, M

    Product Badge:
    • Sale
  • Fluff Talk Faux Suede Stiletto Heels

    A little fluff goes a long way. These faux suede stiletto heels feature a plush faux fur strap that’s all about cozy-glam energy—perfect for dressing up your outfits with a soft, sultry twist.

    Fit & Features

    • 4.5" stiletto heel
    • Square toe
    • Faux fur strap
    • Adjustable ankle strap, buckle closure
    • Luxe fit cushioned insole
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-000455

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Glow Halter Mini Dress

    A little wild and a lot unforgettable—this halter mini dress brings all the heat with its abstract mesh, sequin-traced neckline, and flouncy ruffled hem. The ruched body keeps the silhouette sleek, giving you that perfect mix of flirty, bold, and ready-for-anything energy.

    Fit & Features

    • Abstract print, mesh-lined fabric, moderate stretch
    • Halter neckline with keyhole cutout, sequin-embellished trim
    • Tie closure
    • Back zipper and hook-eye closure
    • Ruched bodycon fit
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000987

    Category Name: $20 & Under Sale

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet And Chic Tulle Bow Kitten Heels

    Your presence in these statement kitten heels is a gift! Featuring a square toe for added comfort, the back tulle bow with faux pearl trim adds a touch of elegance. 

    Fit & Features

    • 3" Kitten heel
    • Square toe
    • Wide toe strap
    • Closed ankle, tulle bow with faux pearl trim
    • Adjustable ankle strap, buckle closure
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000291

    Category Name: $20 & Under Sale

    Price: $12.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Stacked Layered Chain Necklace

    The kind of layer that looks styled even when you didn’t overthink it. This layered coin chain necklace adds just enough texture and shine to elevate everyday 'fits and late plans alike.

    Fit & Features

    • Three-row layered design with mixed chain styles
    • Paperclip chain with front carabiner-style clasp
    • Delicate chains with textured coin pendants
    • Lobster clasp closure with extender
    • High-shine finish

    Style Number/Barcode: 07002-000198

    Category Name: $20 & Under Sale

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty Darling Tie-Back Mini Dress

    Sweet meets sultry—this mesh mini dress brings all the charm with its ruched fit and bold tie-back design. A total heart-stealer for date nights, parties, or any dressy brunch occasion!

    Fit & Features

    • Mesh-lined stretch fabric
    • Square neckline
    • Wide shoulder straps
    • Open tie-back design
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000403

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale