The Best Marilyn Monroe Movies to Watch: A Celebration of Her Cinematic Legacy

The Best Marilyn Monroe Movies to Watch: A Celebration of Her Cinematic Legacy

Few figures in Hollywood history embody the glamor, complexity, and cultural influence of Marilyn Monroe. With her platinum blonde hair, breathy voice, and undeniable screen presence, Monroe became a defining symbol of classic Hollywood. But beyond the image of the “blonde bombshell,” she was a gifted actress with impeccable comedic timing, vulnerability, and depth that made her performances unforgettable.

From the golden age of the 1950s through the early '60s, Monroe lit up the silver screen in a series of roles that showcased not only her beauty and charisma but also her evolving skill as a performer. Her filmography includes some of the best Marilyn Monroe movies ever made—films that helped define an era, influence generations of actresses, and solidify Monroe as a timeless legend.

💡 Want to see Marilyn through a different lens? Read about her final and most intimate photoshoot in The Last Sitting, a haunting visual diary of the woman behind the icon.

Why Marilyn Monroe Became an Icon

Monroe’s stardom wasn't a fluke or simply the result of a manufactured studio image. Her beauty was undeniably striking, but it was her ability to mix vulnerability with wit, sensuality with charm, that set her apart. She had the rare ability to make you laugh in one scene and break your heart in the next.

Her comedic roles were filled with sharp timing and subtle intelligence, often layered beneath the appearance of a naive persona. In dramatic roles, Monroe revealed surprising emotional depth, hinting at the real-life complexities behind her public image.

She became a fashion icon (those white halter dresses and curve-hugging gowns still inspire designers today), and her persona helped shape the aesthetics and ideals of an entire era. But perhaps most impressively, she fought to be taken seriously as an actress, founding her own production company and seeking challenging roles that broke away from typecasting.

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If you're curious about the Marilyn Monroe first movie, she made her uncredited debut in Scudda Hoo! Scudda Hay! (1948), but her breakthrough came shortly after with The Asphalt Jungle and All About Eve in 1950—setting her on a path toward superstardom.

5 Best Marilyn Monroe Movies

If you're new to Monroe’s films—or revisiting her iconic career—these five standout titles are considered among the Marilyn Monroe best movies and essential viewing. Each one showcases a different facet of her talent, from comedic brilliance to dramatic vulnerability.

1. Gentlemen Prefer Blondes (1953)

Plot Overview

This Technicolor musical comedy follows two showgirls, Lorelei Lee and Dorothy Shaw, as they embark on a transatlantic cruise to Paris. While Lorelei is engaged to a wealthy man whose father disapproves of her, the duo gets into trouble involving private detectives, a stolen tiara, and a whole lot of diamonds.

Monroe's Role

Monroe plays Lorelei Lee, a ditzy but cunning blonde obsessed with wealth, famously declaring, “Diamonds are a girl's best friend.” Her performance is bubbly, flirtatious, and endlessly entertaining, but there’s a cleverness beneath the surface.

The Significance of the Film

This is arguably the Marilyn Monroe most famous movie, thanks to her pink dress performance, which became a defining pop culture moment. It's also one of the best Marilyn Monroe films for seeing her comedy and musical skills shine.

2. How to Marry a Millionaire (1953)

Plot Overview

Three single women in New York City—Schatze, Pola, and Loco—concoct a plan to find and marry millionaires. The catch? They’re all broke themselves and pretending to be wealthy to attract the right suitors. Romantic entanglements and mistaken identities ensue.

Monroe's Role

Monroe plays Pola Debevoise, a near-sighted model who stumbles her way into romantic comedy gold. Her timing and charm in this role make it one of the best Marilyn Monroe movies for showcasing her endearing side.

The Significance of the Film

With its glamorous cast, witty script, and wide-screen visuals, this film was a massive success. It helped define the 1950s rom-com genre and remains one of the most popular Marilyn Monroe movies to date.

3. The Seven Year Itch (1955)

Plot Overview

Richard Sherman, a married man whose family is away for the summer, finds himself increasingly obsessed with his beautiful, bubbly neighbor upstairs. Hijinks, imagination, and inner conflict ensue.

Monroe's Role

As “The Girl,” Monroe brings innocence, humor, and flirtation to a character that represents fantasy and temptation. She turns a seemingly shallow role into one of substance and comic brilliance.

The Significance of the Film

The scene of Monroe’s white dress billowing over a subway grate became a defining image of the 20th century. For many, this is the Marilyn Monroe most famous movie, making it an essential part of any list of best Marilyn Monroe films.


4. Some Like It Hot (1959)

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Plot Overview

After witnessing a mob hit, two musicians disguise themselves as women to escape with an all-female band. One falls for the band’s lead singer, Sugar Kane, while keeping up the charade.

Monroe's Role

Sugar Kane is one of Monroe’s richest characters—funny, sad, hopeful, and completely lovable. Monroe won a Golden Globe for this performance, proving her skill as a serious comedic actress.

The Significance of the Film

Frequently topping lists of the best movie about Marilyn Monroe, this film is a masterclass in farce and gender comedy. It's also one of the Marilyn Monroe best movies for seeing her handle nuanced material with grace and humor.

5. The Misfits (1961)

Plot Overview

A woman recovering from a painful divorce connects with three cowboys in Nevada, each carrying their own emotional baggage. Together, they struggle with love, loneliness, and the changing American West.

Monroe's Role

Roslyn is arguably her most emotionally raw role. Vulnerable, open-hearted, and searching for truth, Roslyn allowed Monroe to step into serious drama—and she delivered a deeply felt performance.

The Significance of the Film

The Misfits was Marilyn Monroe’s last movie, and it’s unlike anything she’d done before. Written by Arthur Miller and co-starring Clark Gable, this film serves as a powerful closing chapter to her career. It’s not just a film—it’s a haunting elegy.

Conclusion: Why Her Legacy Lives On

These five films—each a standout among the best Marilyn Monroe movies—represent the full spectrum of her talent, from comedy to drama, from charm to heartbreak. They also show why she remains one of the most beloved figures in cinematic history.

Her influence continues in modern culture, from fashion to feminist critique to psychological studies of fame. She was more than a symbol; she was a storyteller, a performer, and a pioneer.

If you’re looking for the best movie about Marilyn Monroe to start with, go for Some Like It Hot or The Misfits to experience the full breadth of her artistry.

Whether you’re a longtime fan or a new viewer curious about the most popular Marilyn Monroe movies, watching her films is the best way to understand her enduring power—and the woman behind the myth.

Ready to Explore More?

If Monroe’s timeless appeal has you rethinking your wardrobe, explore how you can build a more intentional, timeless closet with our capsule wardrobe philosophy—designed to take the guesswork out of getting dressed, just like Marilyn made elegance feel effortless.

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