Top 10 Robert Downey Jr. Movies of All Time

We all watch movies, and which is the “best” is a matter of opinion. With that being said, here are the top 10 Robert Downey Jr. movies of all time. Feel free to check out other lists throughout Thought for Your Penny.

10. Natural Born Killers (1994) 46% at Rotten Tomatoes

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Mallory’s father is abusive, so she and her boyfriend Mickey kill her parents and embark on a murderous rampage across the country that’s fueled by mass media’s obsession with criminals.

Rating: R
Director: Oliver Stone
Starring: Robert Downey Jr., Woody Harrelson, Juliette Lewis

9. Due Date (2010) 40% at Rotten Tomatoes

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A straight-laced architect is kicked off a plane and must take a road trip with the eccentric actor who’s fault it is.

Rating: R
Director: Todd Phillips
Starring: Robert Downey Jr., Zach Galifianakis, Michelle Monaghan

8. A Scanner Darkly (2006) 68% at Rotten Tomatoes

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An undercover cop investigates a group of users of a powerful drug called Substance D but ends up falling in too deep.

Rating: R
Director: Richard Linklater
Starring: Robert Downey Jr., Keanu Reeves, Winona Ryder

7. Johnny Be Good (1988) 0% at Rotten Tomatoes

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Johnny Walker is America’s hottest young football prospect and faces a choice of which path to take during college recruitment season.

Rating: R
Director: Bud S. Smith
Starring: Robert Downey Jr., Anthony Michael Hall, Paul Gleason

6. Sherlock Holmes (2009) 71% at Rotten Tomatoes

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Sherlock Holmes is the world’s greatest detective, yet he and his assistant Dr. Watson have trouble taking down occult serial killer Lord Blackwood.

Rating: PG-13
Director: Guy Ritchie
Starring: Robert Downey Jr., Jude Law Rachel McAdams

5. Heart and Souls (1993) 55% at Rotten Tomatoes

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Four lost souls are killed in a bus crash and become the guardian angels for a young boy who’s born in a nearby car.

Rating: PG-13
Director: Ron Underwood
Starring: Robert Downey Jr., Charles Grodin, Kyra Sedgwick

4. Chaplin (1992) 58% at Rotten Tomatoes

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Charlie Chaplin was the silent film’s greatest star, but he led a turbulent life, especially after the introduction of talkies.

Rating: PG-13
Director: Richard Attenborough
Starring: Robert Downey Jr., Geraldine Chaplin, Paul Rhys

3. Tropic Thunder (2008) 82% at Rotten Tomatoes

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A group of eccentric actors in a war film find themselves involved in real warfare after a freak accident. One’s in black face, and another is constantly lambasted for going full retard.

Rating: R
Director: Ben Stiller
Starring: Robert Downey Jr., Ben Stiller, Jack Black

2. Iron Man (2008) 94% at Rotten Tomatoes

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A spoiled, but brilliant, weapons-dealing billionaire invents a suit of armor that allows him to fight his enemies.

Rating: PG-13
Director: Jon Favreau
Starring: Robert Downey Jr., Gwyneth Paltrow, Terrence Howard

1. Kiss Kiss Bang Bang (2005) 85% at Rotten Tomatoes

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A thief posing as an actor finds himself in the middle of a murder investigation alongside the detective training him for the role.

Rating: R
Director: Shane Black
Starring: Robert Downey Jr., Val Kilmer, Michelle Monaghan


Brian Penny is a former Business Analyst and Operations Manager at Bank of America turned whistleblower, troll, and freelance writer.

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