Who Has Leonardo DiCaprio Lost the Oscar To?

Leonardo DiCaprio, one of Hollywood’s most talented and beloved actors, has captured the hearts of audiences worldwide with his incredible performances. However, when it comes to the prestigious Academy Awards, Leo’s journey to Oscar glory has not always been a smooth one. Let’s take a look at the actors who have stood in his way and emerged victorious.

The 1994 Oscars: The First Heartbreak

In 1994, a young and promising Leonardo DiCaprio received his first Oscar nomination for his supporting role in “What’s Eating Gilbert Grape.” Although he delivered a remarkable performance as Arnie Grape, he lost out to Tommy Lee Jones for his role in “The Fugitive.” It was undoubtedly a heartbreaking moment for Leo and his fans alike.

The 2005 Oscars: A Battle Amongst Legends

Fast forward to 2005, Leonardo DiCaprio found himself nominated for Best Actor for his portrayal of Howard Hughes in Martin Scorsese’s “The Aviator.” Unfortunately, he faced stiff competition from legendary actors like Clint Eastwood (“Million Dollar Baby”) and Jamie Foxx (“Ray”). Ultimately, it was Jamie Foxx who took home the coveted statuette that night.

The 2007 Oscars: Bloodshed on Screen and Off

Two years later, Leonardo DiCaprio received another Best Actor nomination for his powerful performance as Danny Archer in “Blood Diamond.” This time, he had to contend with Forest Whitaker’s outstanding portrayal of Idi Amin in “The Last King of Scotland.” Despite delivering an exceptional performance, Leo once again left empty-handed.

The 2014 Oscars: The Year of ‘Wolf’

2014 marked another significant milestone in Leonardo DiCaprio’s career. Nominated for Best Actor for his role as Jordan Belfort in “The Wolf of Wall Street,” he was up against some tough competition, including Matthew McConaughey for his transformative performance in “Dallas Buyers Club.” Unfortunately, Leo’s captivating portrayal did not secure him the coveted Oscar trophy.

The 2016 Oscars: Finally, Victory!

After years of anticipation and near-misses, Leonardo DiCaprio finally won his first Academy Award in 2016. His riveting performance as Hugh Glass in “The Revenant” earned him the Best Actor award, leaving no doubt about his talent and dedication to his craft. It was a moment of triumph and celebration for Leo and his fans worldwide.


Throughout his illustrious career, Leonardo DiCaprio has proven time and time again that he is an exceptional actor deserving of recognition. Although he faced disappointment on several occasions at the Oscars, it only made his eventual victory all the more sweeter.

With each nomination and loss, Leo’s determination grew stronger, culminating in a well-deserved win. So let us celebrate Leonardo DiCaprio’s extraordinary talent while also appreciating the remarkable performances of those who stood in his way on that journey to Oscar glory.