From Gangs to Grit: Ranking the Top Leonardo DiCaprio-Martin Scorsese Collaborations

A look at the unforgettable movies that shaped Hollywood


Leonardo DiCaprio and Martin Scorsese, two giants in the world of cinema, have left an indelible mark on Hollywood with their exceptional collaborations. As both an actor and director, DiCaprio and Scorsese have combined their talents to create cinematic masterpieces that have captivated audiences and critics alike. In this ranking, we take a closer look at their collaborations, evaluating them based on our opinion and IMDb ratings.

6. The Aviator (2004)
“The Aviator” is a biographical film that delves into the life and career of Howard Hughes, the legendary director, and aviator. Scorsese’s narrative focuses on the most prolific period of Hughes’ life, from the roaring ’20s to 1940. This era was marked by significant aeronautical advancements, which piqued the interest of people from all walks of life. The film beautifully portrays Hughes’ brilliance and innovations while also shedding light on his troubled life. Leonardo DiCaprio’s stellar performance as Howard Hughes elicits empathy from the audience. “The Aviator” holds an IMDb rating of 7.2.

5. Gangs of New York (2002)
Set in the 1860s, “Gangs of New York” follows Amsterdam Vallon (Leonardo DiCaprio) in his quest for vengeance after his father’s death at the hands of Bill the Butcher. The film boasts an IMDb rating of 7.5 and offers a compelling backdrop to the story. Daniel Day-Lewis’s portrayal of Bill the Butcher adds a chilling intensity to the film.


4. Shutter Island (2010)
“Shutter Island,” with an IMDb rating of 8.2, might be one of Scorsese’s most underrated projects. The film follows U.S. Marshals Teddy Daniels (Leonardo DiCaprio) and Chuck Aule (Mark Ruffalo) as they investigate the disappearance of a patient on a remote island asylum. With a heart-wrenching twist, the movie offers a thrilling experience that is worth a watch.

3. The Departed (2006)
A high-stakes cat-and-mouse chase defines “The Departed,” adapted from a Hong Kong film, “Infernal Affairs.” The film features an enthralling narrative as a cop infiltrates a gang while an undercover member from the same gang joins the police force. The IMDb rating of 8.5 speaks to the film’s brilliance as characters engage in a relentless pursuit to expose each other.

2. The Wolf of Wall Street (2013)
“The Wolf of Wall Street” is arguably DiCaprio and Scorsese’s most renowned collaboration. Based on real events, it portrays Jordan Belfort’s meteoric rise to wealth as a stockbroker and his subsequent fall amidst federal investigations and corruption scandals. This iconic film earned critical acclaim and boasts an IMDb rating of 8.2.

1. Killers of the Flower Moon (2023)
Despite being released just a few days ago, “Killers of the Flower Moon” has already garnered praise from both critics and fans. The film, based on David Grann’s book of the same name, recounts the harrowing story of the Osage murders and the birth of the FBI as they seek to solve the mystery behind these crimes. Touching on profound themes and delivering a heart-wrenching portrayal of true events, “Killers of the Flower Moon” secures the top spot in our ranking.

As the collaboration between Leonardo DiCaprio and Martin Scorsese continues to evolve, movie enthusiasts can’t help but anticipate the magic that these two Hollywood powerhouses will conjure in their future projects.