The Five Best Brad Pitt Movies Of All-Time

Brad Pitt is a true Hollywood icon and has been gracing our screens for many decades now, still looking as good as ever and still appearing in star roles.

He’s got a catalogue of movies as long as anyone, and down the years has put in some hugely noteworthy performances, from leading roles to brief cameos.

But what are Pitt’s five best movies?

It’s a question that is incredibly tricky to answer, but given we’re asking it, we thought we should try and answer it too. So, here we go…

Ocean’s Eleven

Ocean’s Eleven is one of the great movies of the last 20 or so years and enjoys an all-star cast that Brad Pitt is a huge part of.

Playing Rusty, Danny Ocean’s (George Clooney) right hand man, Pitt adds a humour to the movie that few other actors could pull off. As well as constantly eating, of course.

The movie had a big impact on Pitt’s life at the time. While he’s always been a keen gambler, enjoying a number of different casino games while the cast were shooting a movie, he also tried to get into the casino trade himself, alongside co-star Clooney.

The pair invested quite heavily in a $3billion casino complex in Las Vegas, which would have had a staggering 4,400 rooms and a 48,000-square foot casino. Sadly, the plans never came to light and they may have lived to regret it given the booming casino industry with online games like 777 slots and roulette being very popular.


Moneyball tells the true story of Billy Beane and his Oakland A’s team that used a unique tactic to not only recover from financial difficulties but also compete for honours.

Hiring a young economics graduate, Peter Band (Jonah Hill), the pair create a team of misfits from scratch that gel together and become a side to be reckoned with.

The film itself was a huge hit, and was nominated for a total of six Oscars, including Best Actor and Best Picture.

The Big Short

Another movie where the Oscars came calling for Pitt was The Big Short, a movie which was nominated for Best Picture.

It was a much smaller role for Pitt, with Christian Bale taking the lead, but one that was instrumental in the film and another where his comic timing really played out.

The movie tells the story of the US housing market crash and how a number of people predicted it and shorted it. They made millions upon millions from the crash, in what is a fantastic movie, but a rather depressing tale.

Once Upon A Time In Hollywood

Working with Quentin Tarantino, and starring alongside Leonardo DiCaprio and Margot Robbie, helped earn an Oscar for Best Supporting Actor in Once Upon A Time In Hollywood.

The film is a funny-yet-dark drama about a fading actor and his stunt double trying to navigate a new emerging Hollywood during a time when Charles Manson was starting to influence people and the Tate murders were about to happen.

It’s one of Tarantino’s finest pieces of work to date and received rave reviews from the press.

Fight Club

No list would be complete without Fight Club, a cult film that is perhaps Brad Pitt’s finest feature. Of course, we shouldn’t really be talking about it, but alongside Ed Norton he was quite phenomenal.

Based on Chuck Palahniuk’s novel, the film didn’t receive great reviews when it first hit screens, but has grown in popularity hugely since then and Pitt’s performance is quite simply flawless in it.


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