The Revenant
Leonardo DiCaprio finally got his Oscar for his role as frontiersman Hugh Glass fighting for his life after surviving a grizzly bear attack. This 2015 role marked his sixth nomination for the Academy Awards.
The Wolf of Wall Street
His fifth Oscar nod was for his role as Jordan Belfort. The movie is controversial for it's explicit content, including the use of the f-word more than 500 times, more than any other mainstream film.
Django Unchained
DiCaprio was challenged by playing an evil slave plantation owner in the 2012 picture. While filming, Leo unintentionally cut his hand on glass and began gushing with blood, but remained in character. That take was what ended up being used in the film.
What's Eating Gilbert Grape
DiCaprio received his first Oscar nod for his role as mentally challenged Arnie in this 1993 film. At the time of his nomination, Leo was only 20 years old.
The Great Gatsby
The actor played the titular character in this adaption of the American classic novel. The film was notable for its stylish and modern approach to the original source material, taking creative liberties with fashion and music.
J. Edgar
Although the 2011 biographical drama film received mixed reviews, critics and audience members alike were wowed by Leo's performance as FBI Director J. Edgar Hoover, earning him a Golden Globe nod.
Inception
Our mind was collectively blown by this 2010 sci-fi film that was anchored by amazing special effects and performances by DiCaprio, Joseph Gordon-Levitt and Ellen Page.
Shutter Island
Leo made waves with this 2010 film with one of the biggest twist endings of all time. He called the role his most challenging to date because of the emotional toll the subject matter had on him.
Titanic
DiCaprio made his permanent mark on cinema history with his iconic role in the epic romance that is Titanic. The film made over $2 billion and won 11 Academy Awards.
The Departed
Dicaprio played an undercover state trooper in this 2006 Academy Award Best Picture. Even though the film is set in Boston, it was mostly filmed in New York City due to tax incentives.
The Aviator
This 2004 film depicts the life of Howard Hughes, an aviation pioneer and director of Hell's Angels as he struggled with mental illness. The role of Hughes was originally given to Johnny Depp, but then ultimately went to Leo.
Revolutionary Road
The stars of Titanic crossed paths yet again by playing lovers in this 2008 romantic drama film. Both actors said that they tried to avoid films too similar to Titanic, but were so in love with the script that they decided to look past the genre similarity.
Catch Me If You Can
DiCaprio ran from the law in this 2002 film co-starring Tom Hanks. The film was later turned into a musical, debuting on Broadway in 2011.
Gangs of New York
The epic drama was set in New York City in 1863, following gangs fighting for control of the streets. The film was nominated for 10 Academy Awards, but did not win any.
Romeo + Juliet
Original dialogue mixed with a modern interpretation of the Shakespeare play made for a winning combination. DiCaprio played Romeo while Claire Danes was his Juliet.
Blood Diamond
Set during the Sierra Leone Civil War of 1991-2002, the film depicts the struggle between government loyalists and insurgents. Dicaprio plays a Rhodesian gunrunner arrested after trying to smuggle diamonds into Liberia.