Best Robert Downey Jr. movies of all time

Robert Downey Jr. has had a long and successful career in Hollywood and has starred in some truly great movies over the years. Although the younger generation of movie-watchers might be familiar with his now iconic Iron Man and Sherlock Holmes roles, his filmography goes much deeper than that. Here are 10 of his best movies in ascending order.

Chaplin (1992)

Downey Jr. gave an Oscar-nominated performance as the titular Charlie Chaplin in this 1992 biopic. The movie chronicles Chaplin’s life from his humble beginnings as a vaudeville performer to his rise to stardom as one of the most famous actors and directors in Hollywood history. The story is told with a combination of drama, comedy and Chaplin’s trademark physical humor. Downey Jr. brings an energy and humanity to the role that captures both the legendary comedian’s struggles and triumphs as he navigated fame, fortune and controversy throughout his life.

Sherlock Holmes (2009)

Robert Downey Jr. brought an energetic new take to the role of Sherlock Holmes in this 2009 Guy Ritchie-directed movie. The film was a critical and commercial success, grossing over $500 million at the box office worldwide. It revolves around the detective and his partner, Dr. John Watson, as they investigate a mysterious cult that has infiltrated London. Downey Jr.’s portrayal of Holmes is both humorous and captivating, combining a sharp wit with an impressive physicality to create a truly unique take on this iconic character. His chemistry with Jude Law’s Watson was evident throughout, making for an entertaining ride.

Tropic Thunder (2008)

Directed by Ben Stiller, Tropic Thunder is a hilarious satire of Hollywood that features an all-star cast including Robert Downey Jr., Jack Black, and Matthew McConaughey. In the film, Downey Jr. plays a method actor who becomes so immersed in his role as an Australian soldier that he forgets he’s actually filming a movie. The result is a hysterically funny performance that earned Robert Downey Jr. rave reviews and a Golden Globe Award.

Kiss Kiss Bang Bang (2005)

Kiss Kiss Bang Bang is a comedy crime caper that was written and directed by Shane Black. In the movie, Downey Jr. plays a petty thief named Harry Lockhart who is mistaken for an actor. This sets off a series of events that includes him being brought to Los Angeles to audition for a movie role and getting caught up in a murder investigation. The movie is a mix of action, drama, and comedy and features strong performances from Downey Jr., Val Kilmer, and Michelle Monaghan. It’s an original story that will keep viewers entertained with its witty dialogue and fast-paced action sequences.

Due Date (2010)

With Robert Downey Jr. at the helm, Due Date is a hilarious comedy about two unlikely travelers who attempt to travel from Atlanta to Los Angeles before Peter Highman’s baby is born. Their journey becomes more chaotic than expected due to obstacles and mishaps they encounter along the way. As Downey Jr. and Galifianakis navigate their way through a variety of predicaments while trying to meet their tight deadlines, the chemistry between them is undeniable. Their due date is constantly in danger of being missed because of everything from car theft to a delayed flight. The classic road trip genre is reimagined in this movie filled with laugh-out-loud moments.

Good Night, and Good Luck (2005)

Robert Downey Jr. plays Fred Friendly in this George Clooney-directed historical drama about the conflict between CBS newsman Edward R. Murrow and Senator Joseph McCarthy during the 1950s Red Scare. Downey’s performance as Friendly, Murrow’s producer, is one of his best — he’s charming, funny, and completely believable as a guy who’s fiercely loyal to his friend and colleague. The script, also written by Clooney and Grant Heslov, is sharp and smart as it examines the power of Murrow’s words to stand up to McCarthyism. Good Night, and Good Luck won two Academy Awards for its editing and art direction, but Downey’s performance should not be overlooked—it was an integral part of this powerful film.

Zodiac (2007)

This movie is based on the true story of the Zodiac Killer, a serial killer who operated in Northern California in the late 1960s and early 1970s. The movie focuses on the detectives who were assigned to the case, and Downey Jr. plays one of those detectives. Zodiac is well-written and directed, and Downey Jr. gives a great performance, with great chemistry with other actors.

Short Cuts (1993)

Robert Downey Jr. gave one of his first great performances in this Robert Altman ensemble film about the interconnected lives of several Los Angeles residents. Though not a huge box office success, Short Cuts was well-reviewed and recognized for its large cast and ambitious storytelling. The actor and his colleagues’ performance earned the film several nominations and awards.

The Judge (2014)

Robert Downey Jr. plays the role of Hank Palmer, a big city lawyer who returns to his childhood home after the death of his mother to grieve. In an attempt to possibly save his distant father from being imprisoned for murder, Hank puts aside his differences and defends the town’s judge when it becomes known that he has been wrongfully accused. Father and son are confronted by their pasts as they explore themes like justice, family bonds, and redemption, all in the context of a strained relationship. There’s no doubt that The Judge will leave you thinking long after the credits have rolled, thanks to Downey Jr. and Robert Duvall’s stellar performances.

Iron Man (2008)

Robert Downey Jr. stars as the titular superhero in this Jon Favreau-directed action flick. Based on the Marvel Comics character, the film follows genius billionaire Tony Stark (Downey Jr.), who is kidnapped and forced to build an armored suit to escape. He eventually uses the suit to fight evil forces and protect the world as Iron Man. Robert Downey Jr. brings the perfect mix of humor and heart to the character, making him one of the most beloved heroes in the Marvel Cinematic Universe (MCU). As a result, the film was a critical and commercial success, grossing over $585 million worldwide, and launched the Marvel Cinematic Universe.