$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.

  • Windsor x Von Dutch Logo Mid-Rise Denim Jeans

    Y2K nostalgia just clocked back in. These Windsor x Von Dutch straight-leg jeans feature a bold Von Dutch logo graphic, patches, and contrast stitching for that effortlessly cool, thrifted-but-better vibe you’ll keep reaching for.

    Fit & Features

    • Vintage-inspired medium wash denim fabric
    • Mid-rise waist
    • Front, side, and back Von Dutch logo graphics and patches
    • Straight-leg fit
    • Front button and hidden zipper closure, belt loops
    • Five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06602-000105

    Category Name: $20 & Under Sale

    Price: $39.97 $94.00

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty And Playful Floral Tie-Back Mini Dress

    Flirty from every angle—this strapless floral mini dress shows off a fitted bodice up front and a dramatic bow in the back. Lightweight, twirl-worthy, and perfect for any RSVP that calls for pretty but playful.

    Fit & Features

    • Floral brocade pattern, woven fabric, knit and tulle linings
    • Strapless neckline, no-slip strip
    • Pleated bodice
    • Back zipper with hook-eye closure, tie-back design
    • Skater silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05101-000336

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: L

    Product Badge:
    • Sale
  • Soft Sparkle Floral Sequin Ruffle Skater Dress

    Soft, sparkly, and lowkey stealing attention. This floral sequin ruffle skater dress hugs just right up top, then flares into the cutest tiered moment for parties, date nights, and every “what are you wearing?” text.

    Fit & Features

    • Floral printed mesh fabric with knit lining, moderate stretch, all-over clear sequin embellishments
    • Sleeveless sweetheart neckline, cinched center design
    • Adjustable spaghetti straps
    • Open back with lace-up strappy design, tie closure
    • Drop waist, tiered ruffled design
    • Mini-length skater silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000871

    Category Name: $20 & Under Sale

    Price: $24.97 $59.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: M

    Product Badge:
    • Sale
  • Glam Invite Beaded Mesh A-Line Mini Dress

    When the invite calls for glam, this mini dress answers loud and clear. Beaded swirl embroidery on airy sheer mesh keep it sparkly, while the strappy back makes it unforgettable.

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Beaded embroidered swirl pattern
    • Sleeveless plunging V-neckline, dual cutouts below the bust
    • Spaghetti straps, open cross-back lace-up design
    • Mini-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05101-000514

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK, LAVENDER

    Available Size: S, M, XS

    Product Badge:
    • Sale
  • Classy Luxe Rhinestone Strappy Stiletto Mules

    Step out in these classy luxe stiletto mules with glitzy rhinestone embellished straps perfect for bringing glam to every party or event. Pair with a clutch.

    Fit & Features

    • 3.5" Stiletto heel
    • Square toe
    • Rhinestone-embellished straps
    • Luxe fit cushioned insole
    • Glitter material
    • Runs true to size

    Style Number/Barcode: 07401-5202

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Viana Satin Open Back Formal Dress

    Special Occasion

    The Viviana is the kind of satin mermaid dress that feels made for a graceful entrance. Flutter short sleeves frame the neckline, while an open back with a soft drape accent adds an unexpected moment of drama as you move.

    Fit & Features

    • Premium satin fabric lined with smooth knit
    • V-neckline with soft flutter short sleeves
    • Curve-hugging mermaid silhouette
    • Open back with draped accent detail
    • Floor length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridesmaids, galas, cocktail parties, engagement parties, rehearsal dinners, formal celebrations, anniversaries

    Style Number/Barcode: 05002-000901

    Category Name: $20 & Under Sale

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Juliette Chiffon Lace Formal Dress

    Special Occasion

    The Juliette formal dress is made for twirling entrances and lingering compliments. Crafted from airy chiffon with delicate lace accents, this floor-length A-line gown features a plunging V-neckline, a lace-up back, and cascading tiered ruffles that bring beautiful movement to every step.

    Fit & Features

    • Chiffon and lace trim fabric, woven lining, no stretch
    • Halter V-neckline, tie straps, padded bra cups
    • Open back
    • Tiered ruffled A-line silhouette
    • Floor-length hem
    • Runs true to size

     

    Where to Wear:

    Weddings, bridal celebrations, bridesmaids, engagement photoshoots, rehearsal dinners, anniversaries, honeymoons, vacations, formal celebrations, garden parties, and cocktail soirees.

    Style Number/Barcode: 05002-001661

    Category Name: $20 & Under Sale

    Price: $49.97 $109.90

    On Sale: Yes

    Availability: In Stock

    Available Color: SAGE

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

    Product Badge:
    • Sale
  • Monica Chiffon Embellished Formal Dress

    Special Occasion

    The Monica dress moves with effortless grace, designed for evenings that call for elegance with a hint of sparkle. Crafted from flowing chiffon with an A-line, floor-length silhouette, it features a refined mock neckline, a sheer rhinestone-embellished faux-pearl waist accent, and a striking cross-open back, finished with a high front slit.

    Fit & Features

    • Chiffon fabric with lining
    • High mock neckline with button closures
    • Open cross-back strap design, hidden side zipper and hook-eye closure
    • Sheer rhinestone and faux pearl embellished waist
    • High front slit, A-line floor-length silhouette
    • Runs true to size

     

    Where to Wear:

    Prom, weddings, spring galas, balls, formal celebrations, engagement parties, rehearsal dinners, anniversary dinners, milestone events, vacations, resorts, black tie occasions

    Style Number/Barcode: 05002-001029

    Category Name: $20 & Under Sale

    Price: $39.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: LIGHT, BLUE

    Available Size: S, M, L, XL

    Product Badge:
    • Sale
  • Drew Open Back Glitter Mermaid Dress

    Special Occasion

    Shimmer with every step in the glam Drew glitter floor-length dress designed with a revealing open back and high front slit to show skin along the mermaid silhouette. Pair with earrings.

    Fit & Features

    • Glitter knit fabric with knit lining, moderate stretch
    • Sleeveless square neckline, pleated draped cowl neck overlay
    • Tank shoulder straps, padded bra cups
    • Open back, bar back accent
    • Front ruching, high front slit
    • Floor-length mermaid silhouette
    • Runs true to size 

    Style Number/Barcode: 05002-8821

    Category Name: $20 & Under Sale

    Price: $29.97 $79.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Baby Got Back Basic Crew Neck Crop Tee

    Getting dressed is a stylish breeze when you have this basic crew neck tee with a flirty open back design to elevate your favorite bottoms!

    Fit & Features

    • Smooth stretchy knit fabric
    • Crew neck
    • Short sleeves
    • Open back design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06002-000040

    Category Name: $20 & Under Sale

    Price: $19.90

    Availability: In Stock

    Available Color: BLACK, BLUE, TEAL, YELLOW, HUNTER

    Available Size: L, XS, S, M

    Product Badge:
    • Sale
  • Ring the Night Satin Mini Dress

    Sleek, sultry, and made for the spotlight. This satin halter mini dress turns up the heat with bold hoop inserts and a sculpted bodycon fit that knows how to work a room.

    Fit & Features

    • Satin-lined stretchy fabric
    • Halter neckline, hoop inserts
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05103-000578

    Category Name: $20 & Under Sale

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Link Up Square Chain Belt

    Proof that accessories make the outfit. This square chain belt adds that effortlessly cool finish—layer it over cargos, dresses, or low-rise denim when you’re feeling a little extra (in the best way).

    Fit & Features

    • Chain-link design
    • Square-shaped cutout accents, textured and sleek
    • Lobster clasp closure with extender
    • Adjustable fit

    Style Number/Barcode: 07301-000322

    Category Name: $20 & Under Sale

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale
  • Daring Luxe Velvet Bodycon Mini Tube Dress

    When luxe meets daring. This velvet tube mini dress brings all the allure with a sculpted fit and dramatic side sash—made for nights that deserve a little extra glam.

    Fit & Features

    • Velvet fabric, stretch knit lining, moderate stretch
    • Strapless straight-across neckline
    • Pleating
    • Side sash accent
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-000637

    Category Name: $20 & Under Sale

    Price: $19.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flutter Kiss Butterfly Chain Belt

    Take your look from simple to standout with this butterfly chain belt. Designed with delicate gold-tone butterflies along a dainty chain, it’s the perfect piece to cinch your waist or layer over dresses, skirts, or denim.

    Fit & Features

    • Chain-link design
    • Butterfly charms
    • Polished metal finish
    • Lobster clasp closure with extender

    Style Number/Barcode: 07301-000150

    Category Name: $20 & Under Sale

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Stunner Stiletto Mules

    Step into glamour with these stiletto mules, featuring a stunning sleek finish that catches every light. Perfect for dressing up your day or night look.

    Fit & Features

    • 3" Stiletto heel
    • Square toe
    • Wide curved strap
    • Cushioned insole
    • Silver And Gold: metallic material
    • Red: faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000306

    Category Name: $20 & Under Sale

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flower Hour Sequin Bodycon Mini Dress

    Florals with a flashier agenda. This sequin bodycon mini dress hugs your shape with ruched detailing and high stretch mesh, ready for birthdays, parties, and plans worth dressing up for.

    Fit & Features

    • Mesh fabric with knit lining, high stretch
    • Large floral print, sequin-embroidered swirl pattern
    • Strapless straight-across neckline
    • Ruched detailing
    • Back zipper and hook-eye closure
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05103-001127

    Category Name: $20 & Under Sale

    Price: $19.97 $62.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

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

    Product Badge:
    • Sale
  • Little Red Lace-Up Corset Top

    Once upon a glow-up—this Little Red corset-inspired top is giving storybook baddie. Perfect for Halloween costume parties when you want your fairytale with a sultry twist!

    Fit & Features

    • Velvet fabric
    • Plunge V-neckline
    • Adjustable spaghetti straps
    • Front satin ribbon lace-up
    • Fitted corset bodice, crop hem
    • Multiple back hook and eye fasteners
    • Runs true to size

     

    How To Style For Spooky Season:

    Style it with the matching skort, hooded cape, and sultry thigh-high boots.

    Style Number/Barcode: 06003-000117

    Category Name: $20 & Under Sale

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Easy Chic Thong Block Heels

    These thong block heel sandals feature a square toe and sleek design that offers endless styling possibilities!

    Fit & Features

    • 2" Block heel
    • Square toe
    • Sleek thong toe strap
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000588

    Category Name: $20 & Under Sale

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: 5.5, 6, 8.5

    Product Badge:
    • Sale
  • Back It Up Bodycon Mini Dress

    Last-minute invite? Say less—you’re already dressed. This halter mini dress hugs in all the right places with a textured finish and statement hoop back detail that hits from every angle.

    Fit & Features

    • Textured knit fabric, knit lining, high stretch
    • Plunge V-neckline, halter strap
    • Open back with metal hoop details
    • Side slit accent
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000332

    Category Name: $20 & Under Sale

    Price: $14.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RUST

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Wrapped in Charm Rib Knit Dress

    Soft meets sultry in this rib knit mini dress made for showing a little shoulder. The foldover neckline, waist wrap belt, and ruffled hem bring that flirty-feminine vibe—perfect for when cozy still calls for a look.

    Fit & Features

    • Rib knit fabric, sewn-in knit lining, moderate stretch
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves
    • Wrap waist belt accent with hardware insert
    • Bodycon fit
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000371

    Category Name: $20 & Under Sale

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed Energy Animal Print Mini Skirt

    Channel your inner wild with a skirt that does all the flirting for you. This snakeskin mid-rise skirt delivers instant edginess with its faux wrap front, hardware trim, and fitted bodycon silhouette that effortlessly flaunts your figure! Shop the matching top to complete the look.

    Shop The Matching Top: Untamed Energy Animal Print Crop Top

    Fit & Features

    • Faux leather animal-print fabric
    • Mid-rise waist
    • Wrap-front construction
    • Dual side buckle accents with metal hardware
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06403-000105

    Category Name: $20 & Under Sale

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S

    Product Badge:
    • Sale
  • Cool Girl Shine Rhinestone Layered Necklace Set

    The kind of shine that catches compliments mid-convo. This rhinestone layered necklace set stacks delicate chains and subtle sparkle for an effortlessly cool styled look that works from coffee runs to night-out plans.

    Fit & Features

    • Two-pack necklace set
    • Three-row layered necklace, varying chains, rhinestone accents
    • Single-row dainty chain necklace, beaded details, rhinestone charms
    • Lobster clasp closures with extenders

    Style Number/Barcode: 07002-000414

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: In Stock

    Available Color: GOLD

    Available Size: NS

    Product Badge:
    • Sale
  • Dress It Up Buckle Stiletto Heels

    Easy to slip on, hard to forget. These mule heels bring a clean silhouette with buckle and grommet details that dress up any look.

    Fit & Features 

    • 3" Stiletto heel
    • Pointed toe design
    • Wide buckled strap with grommets
    • Cushioned insole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000608

    Category Name: $20 & Under Sale

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrist Game Strong Bangle Bracelet Set

    When minimal meets major. This three-pack bangle bracelet set gives luxe energy with bold textures made to flex from day to night.

    Fit & Features

    • Three-pack bracelet set
    • Two coiled stretch designs
    • One sleek slip-on design

    Style Number/Barcode: 07003-000050

    Category Name: $20 & Under Sale

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale