Leonardo Wilhem (no we’re not kidding) DiCaprio has had a pretty diverse career. We’ve loved him from his floppy haired Titanic days, but he’s done so much since then. We’d be as bold to say he’s one of the greatest actors of our generation. And now things have got serious. Because despite having several Oscar nominations, he still – after starring and producing in some monumental films for over 20 years – hasn’t won an Oscar. *UPDATE: HE WON!*

A whole lotta Leo: his best films

The love for Leo is so real there’s even events all over Facebook: “If Leonardo DiCaprio wins the Oscar everybody meet at [insert central city meeting point here]”. They span from Dublin to Auckland to Prague. The one in Leicester Square has gathered a casual 31k interested likes.

Leo DiCaprio Films: Our Top Picks

We’ve pick some of Leo’s best films to show our love…

What’s Eating Gilbert Grape (1993)

The film is centred around the Grape family, two brothers and sisters and a mother who is morbidly obese and can’t leave her bedroom. Gilbert Grape (Jonny Depp) works in the local shop trying to look after the family. This film shows DiCaprio’s acting capabilities from the start, playing Gilbert’s brother Arnie Grape, a character with a severe mental condition. Be warned if you haven’t seen this film, things get pretty emotional. Don’t say we didn’t warn you when you’ve got tears and snot on your new cushions – stock up on tissues.

Leo DiCaprio films - Gilbert Grape

The Beach (2000)

Based on Alex Garland’s bestselling book (also a bl**dy good read), DiCaprio plays the lost soul Richard who is led to a tropical beach paradise in the depths of an undiscovered island in Thailand. Relationships blossom and get torn apart, and DiCaprio’s naivety and curiosity leads him to some pretty dark places. Fave Leo scene: where he hallucinates and thinks he’s in a video game, it’s genius. Oh, and did we mention he spends most of this film topless. You’re welcome.

Leo DiCaprio films - The Beach

Inception (2010)

One of those films everyone pretended to understand but noone actually did because WHAT THE HELL WAS GOING ON?! You have to buy into the concept you can go into other people’s dreams, and the next layer of dreams etc., and that all the characters only have interesting dreams and not painfully dull ones like being late for work and forgetting to feed your cat. Once you’re set with that, this Christopher Nolan-directed film is flipping incredible. DiCaprio is the main man (obvs), skilled in thieving from people’s dreams. Him and his team (a plethora of good actors) plot to plant an idea in someone’s dream. DiCaprio is so engaging and persuasive you’ll want to risk your life and join his dreamy heist. Avoid seeing this with a hangover, it’ll seriously mess with your head.

Leo DiCaprio films - Inception

Titanic (1997)

An oldie, but we couldn’t not mention this 90s classic. Paving the way for 3 hour-plus films everywhere (yes, James Cameron we’re pointing the finger at you), a tragic romantic telling of the sinking of RMS Titanic in 1912. Leo plays Jack Dawson who falls in love with rich girl Rose (Kate Winslet). We really don’t need to sum this up for you, but there’s a steamy sexy car scene, an artistic bare-boobed Kate, and a heartbreaking ending (apart from, y’know 1500 people dying, ahem, spoiler alert). If you don’t cry, your heart must be made of ice. (Yes, we went there.)


The Wolf of Wall Street (2013)

DiCaprio plays the real life Jordan Belfort, a stockbroker from the early 90s who set up his own business and rapidly made a fortune by defrauding wealthy investors out of millions. DiCaprio swaggers from drink to drugs to girls to anything else he can flash his cash at. The scene where he attempts to drive home after a copious amount of narcotics and crawls around had us howling with laughter. It’s a glamourised version of events but Leo is mesmerising, hilarious and hugely charismatic and makes Jordan Belfort look like one seriously cool dude you want to party with.


Shutter Island (2010)

Another Scorsese special, DiCaprio plays Teddy Daniels, a US marshal trying to investigate the disappearance of a patient from a mental institution on Shutter Island in 1954. DiCaprio gives a mind-blowing compelling performance of Daniels, who is traumatised by his WWII experiences and becomes increasingly frustrated at the complex case which no one has answers for as puzzling clues multiply. It’s haunting, but very gripping stuff.

Leo DiCaprio - Shutter Island

The Departed (2006)

This crime thriller, based on Hong Kong’s “Internal Affairs,  involves young undercover cop Billy Costigan (DiCaprio) and mole Colin Sullivan (Matt Damon) both intertwined with a gang run by Frank Costello (Jack Nicholson). The mob find out there’s a mole in their midst and both of them are in danger of losing their cover – and their lives. Yet another Scorsese number and the cast mix here is pretty epic (Martin Sheen, Mark Wahlberg, Alec Baldwin and Vera Farmiga also star). However, DiCaprio’s gritty portrayal of Billy showed he could hold his own and his acting range was more than he’d been given credit for.


The Revenant (2016)

A pretty grim and powerfully bleak true story of frontiersman Hugh Glass (Leo) on a fur trading expedition, fighting for survival after being mauled by a bear and left for dead by members of his own hunting team. Emotionally distressing, extremely violent, but DiCaprio’s cripplingly painful and suffering performance is most definitely Oscar-winning stuff.

Leo DiCaprio films - The Revenant

It’s time to binge on DiCaprio films now…

What do you think – will Leo finally have Oscar success? Share your thoughts with us, @tweetjanes.

Tickled your fancy?



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