$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.

  • Luxe Rhinestone Lariat Necklace And Earrings Set

    This luxe jewelry set features a V-shaped collar necklace with a gorgeous rhinestone embellished design and short cascading lariat. The duster earrings feature a matching rhinestone design for a seamless glam look.

    Fit & Features

    • Necklace and earrings set
    • V-shaped collar necklace, back adjustable chain with lobster clasp closure
    • Single row of mini rhinestones, round rhinestones with mini rhinestone outline
    • Short lariat, teardrop rhinestone accent
    • Short duster earrings, post-back closures
    • Round rhinestones and teardrop rhinestone accent, mini rhinestone outline

     

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

    Style Number/Barcode: 07002-1919

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • One Take V-Neck Ruffle Skater Romper

    One take in this skater romper and you'll be so obsessed! With a flirty tie back design and flattering skater silhouette, this romper will be your favorite style for brunch to parties!

    Fit & Features

    • Knit fabric, moderate stretch
    • Adjustable spaghetti straps
    • Ruffle V-neckline
    • Tie-back design
    • Skater silhouette
    • Ruffle layered short-length hem
    • Runs true to size

    Style Number/Barcode: 06503-1143

    Category Name: $20 & Under Sale

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fairytale Daze Strappy Back Chiffon Skater Dress

    This stunning skater dress is the perfect blend of effortless and ethereal. It is designed with flirty ruffles and a strappy tie-back that turns heads at parties!

    Fit & Features

    • Chiffon fabric, woven lining
    • V-neckline, spaghetti straps
    • Strappy tie-back, lower zipper and hook-eye closure
    • Ruffled skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-4097

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistible Darling Strapless Tie Waist Satin Romper

    A strapless satin romper features a corset bodice with flexible boning, a flirty tie waist, and a ruffled layered short-length silhouette. Perfect for the school dance or a party.

    Fit & Features

    • Jacquard pattern, satin fabric, no stretch
    • Strapless neckline
    • Back zipper and hook-eye closure
    • Flexible boning, tie waist
    • Layered ruffled short-length silhouette
    • Romper has an 11" rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0581

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Encore Rhinestone Bow Heels

    These heels are here for your grand entrance—glitter mesh, a rhinestone bow strap, and a chic almond toe all wrapped into a sky-high block platform. They bring that playful, ultra-glam vibe that turns every step into a moment.

    Fit & Features

    • 3.5" Block heel
    • Almond toe silhouette
    • Rhinestone bow strap detail
    • Closed ankle design for a secure fit with buckle closure strap
    • Platform sole
    • Luxe fit cushioned insole
    • Runs true to size

    Style Number/Barcode: 07401-000415

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Links for Days Layered Chain Necklace

    The kind of chain that makes every 'fit feel expensive. This layered chain necklace serves effortless edge with a touch of glam featuring a chunky chain and sleek paperclip chain.

    Fit & Features

    • Two-row layered design
    • Chunky chain
    • Paperclip chain
    • Back lobster clasp closure with extender

    Style Number/Barcode: 07002-000021

    Category Name: $20 & Under Sale

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blinged Out Babe Rhinestone Hot Shorts

    Create a flashy 'fit that will be party-ready with these rhinestone cheeky hot shorts! They feature a high-rise waist with a back zipper closure, all-over mini rhinestone studded embellishments, and a cheeky, form-hugging fit. The woven fabric includes a sewn-in knit lining and has minimal stretch. Style with a cropped bustier and metallic heels!

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • All-over mini rhinestone studded embellishments
    • Cheeky, form-hugging fit
    • Woven fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0322

    Category Name: $20 & Under Sale

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Everyday Classic Watch

    Classic never goes out of style. This interlocking band watch brings just the right mix of polish and everyday ease, making it a piece you’ll wear on repeat.

    Fit & Features

    • Polished watch with adjustable side dial
    • Interlocking style band

    Style Number/Barcode: 07007-000042

    Category Name: $20 & Under Sale

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Luxe Cubic Zirconia Rhinestone Necklace Set

    This timeless luxe cubic zirconia jewelry set includes a matching necklace and earrings with a unique design everyone will admire. Complete the look with a necklace.

    Fit & Features

    • Jewelry set includes two pieces
    • Necklace and earrings
    • Cubic zirconia rhinestones
    • Lobster clasp closures
    • Post back closures


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

    Style Number/Barcode: 07002-1915

    Category Name: $20 & Under Sale

    Price: $4.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Drama Me Softly Ruffle Chiffon Mini Dress

    Soft glam, loud entrance. With an off-the-shoulder neckline and fluttery ruffles, this chiffon mini dress was made to float through the spotlight at parties and events!

    Fit & Features

    • Chiffon fabric, sewn-in knit lining
    • Ruffled off-the-shoulder neckline
    • Back zipper and hook-eye closure
    • Side ruched seams
    • Bodycon silhouette
    • Side cascading ruffled accents and ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000512

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Mood Ruched Midi Dress

    Level up your style in this bodycon dress. With a sleek midi length, flattering ruching, and delicate straps, this dress is made for every RSVP on your calendar.

    Fit & Features

    • Mesh-lined stretchy fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Ruched bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000665

    Category Name: $20 & Under Sale

    Price: $20.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stephanie Glitter Lace-Up Ball Gown

    Special Occasion

    For evenings that feel softly lit and endlessly photographed, the Stephanie glitter mesh mermaid gown brings romance with a modern edge. Designed with a sweetheart halter neck, sculpted bodice, and lace-up back, the floor length silhouette skims the figure before flaring into a graceful finish that feels polished and unforgettable.

    Fit & Features

    • Glitter mesh-lined fabric with ornate shimmer pattern
    • Scoop neckline, spaghetti straps, padded bra cups
    • Sheer corset paneling with flexible boning
    • Lace up back, hidden zipper and hook-eye closure
    • Mermaid silhouette with bonded floor-length hem and train
    • Runs true to size

     

    Where to Wear:

    Prom, black tie galas, military balls, weddings, debutante balls, cotillion evenings, big birthday events, opera and theatre nights, formal award ceremonies, red-carpet events

    Style Number/Barcode: 05005-000016

    Category Name: $20 & Under Sale

    Price: $49.97 $219.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Darling Off-Shoulder Skater Dress

    This chiffon mini dress features an off-the-shoulder ruffle neckline with delicate lace trim and a flirty skater skirt, creating a dreamy silhouette perfect for family brunches, bridal events, and dressy occasions.

    Fit & Features

    • Chiffon-lined fabric
    • Ruffle trim off-the-shoulder neckline, tie-front
    • Corset-seamed bodice
    • Skater silhouette, drop waist seam
    • Lace trim mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000684

    Category Name: $20 & Under Sale

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz Happens Glitter Halter Mini Dress

    Giving disco diva with a dash of sultry! This glitter mini dress brings the heat with a draped cowl neckline and curve-hugging ruching—aka, the dress that does all the flirting for you.

    Fit & Features

    • Glitter fabric, sewn-in knit lining, moderate stretch
    • Halter cowl neckline
    • Open back with spaghetti strap tie
    • Ruched bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000192

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elegant Glitz Rhinestone Necklace And Earrings Set

    Bring the elegant glitz and glamour to your formal affair with this luxe rhinestone necklace and earrings set! It features a collar necklace with a single strand of clear rhinestones leading to a chic center blue rhinestone with a cascading two-row lariat of clear rhinestones and blue teardrop-shaped rhinestones. The dainty duster earrings feature a matching rhinestone design for a stunning seamless look. Style this jewelry set with a satin formal dress and stiletto heels for your next black-tie gala!

    Fit & Features

    • Necklace and earrings set
    • Collar necklace, lobster clasp closure
    • Single row of clear rhinestones, center blue rhinestone
    • Hanging two-row lariat of clear rhinestones with blue teardrop rhinestones
    • Duster earrings, matching rhinestone design
    • Post-back closures


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

    Style Number/Barcode: 07002-1728

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Mode Cotton Bra Top

    Activate summer mode with this lightweight cotton bra top featuring a sleeveless V-neckline, adjustable spaghetti straps, and a fitted ultra-cropped hem. Style with the matching button-down top and high-rise shorts for an effortlessly chic look.

    Shop Matching Set: Summer Mode Button-Down Cotton Top, Summer Mode High-Rise Cotton Shorts

    Fit & Features

    • Textured cotton fabric
    • Sleeveless V-neckline, surplice design
    • Adjustable spaghetti straps
    • Stretchy smocked back
    • Fitted ultra-cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-000082

    Category Name: $20 & Under Sale

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: In Stock

    Available Color: CHARTREUSE

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Chic Drama Strapless High Slit Ruffle Maxi Dress

    A strapless maxi dress that knows how to flirt without trying. The ruched fit sculpts every curve, while the ultra-high slit and ruffled silhouette bring just the right dose of drama.

    Fit & Features

    • Sheer mesh fabric with lining
    • Strapless straight-across neckline, dainty ruffle trim
    • Ruching
    • Knot-front overlay design
    • High-cut front slit
    • Tiered ruffled design, flowy maxi-length silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000691

    Category Name: $20 & Under Sale

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Silhouette Bodycon Midi Dress

    Show off a stunning silhouette in this sleek knit midi dress featuring a sleeveless square neck, ruching to flaunt your figure, and a hanky hem with a chic flared fit. Style with stilettos for cocktail hour!

    Fit & Features

    • Smooth knit fabric, high stretch, stretch knit lining
    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching
    • Bodycon silhouette
    • Midi-length hanky hem
    • Runs true to size

    Style Number/Barcode: 05101-4112

    Category Name: $20 & Under Sale

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vintage Charm Grommet Belt

    Bring a retro twist to your waistline. This belt features scalloped panels with grommet details and an antique gold buckle that instantly gives your outfit that vintage-inspired cool factor.

    Fit & Features

    • Faux leather scalloped panels
    • Allover grommet accents
    • Statement buckle design
    • Adjustable for a custom fit

    Style Number/Barcode: 07301-000327

    Category Name: $20 & Under Sale

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Shimmer Agenda Glitter Knit Halter Mini Dress

    Serving sparkle with a side of sass—this mini dress was made for the spotlight. The curve-hugging glitter knit and halter tie bring the perfect mix of glam and flirty vibes.

    Fit & Features

    • Glitter knit fabric, sewn-in knit lining, high stretch
    • Sleeveless square neckline, padded bust
    • Tie-back halter straps, partially open back
    • Ruching
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000430

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Charm Heart Chain Belt

    For the girls who love a little edge with their charm. This heart chain belt brings vintage flair with a cool-girl twist. Style it low on your hips or cinched at the waist.

    Fit & Features

    • Chain-link design
    • Filigree heart accents
    • Lobster clasp closure with extender
    • Adjustable fit

    Style Number/Barcode: 07301-000258

    Category Name: $20 & Under Sale

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soft Spoken Drama Floral Mesh Midi Dress

    Soft florals, but bringing the subtle drama. This floral print mesh midi dress hugs just right with ruched details that do the most—perfect for dinners and drinks.

    Fit & Features

    • Sheer mesh fabric with full-length knit lining, high stretch
    • Floral print
    • Square neckline
    • Spaghetti straps
    • Ruched detailing
    • Midi-length mermaid silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000771

    Category Name: $20 & Under Sale

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dangerously Divine Long Sleeve Bodycon Dress

    Bring the heat—this long sleeve bodycon dress is bold, fitted, and ready to steal the night. The sleek ruching and daring neckline make it perfect for dressy events and date nights.

    Fit & Features

    • Smooth knit stretch fabric
    • V-neckline
    • Fitted long sleeves
    • Ruched detail
    • Bodycon fit, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000308

    Category Name: $20 & Under Sale

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitzy Drama Rhinestone Chandelier Earrings

    Fit & Features

    • Teardrop-shaped rhinestone post
    • Chandelier drop design
    • Rhinestone embellishments
    • Post-back closure

     

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

    Style Number/Barcode: 07001-2248

    Category Name: $20 & Under Sale

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale