best film: Leo may be lacking that Goodfellas or Blade Runner top one, two, three of the decade level film – but there is no shame in having Inception, The Revenant or even possibly Once Upon a time in Hollywood as your best film. The group of films a step or half-step down includes Aviator, The Departed, and Django Unchained. And there are no cameos or small parts among those six (6) films. The quietest of the six (6) may be in Christopher Nolan’s mind-bending Inception – but with closer study, DiCaprio’s work there as the steady hand at the helm (sort of acting as a Nolan surrogate with the world-making and maneuvering it all) gets better with each repeat viewing.
best performance: The Revenant edges out a half-dozen others by a hair. Leo again does not have Daniel Day-Lewis in There Will Be Blood (that is no insult, maybe only five or six actors do) but the delta between number two here (The Aviator) and number ten (perhaps This Boy’s Life or Catch Me If You Can) is not all that great. He is outstanding as a Bogart anti-hero type in Blood Diamond and that performance is even farther down the list. In The Revenant, Leo is front and center for Iñárritu’s torture chamber of pain against a Malick-like picturesque backdrop (but with camera movement like from Mikhail Kalatozov or Bela Tarr). It is a physical performance (and a great pairing with Inception as that performance is almost entirely verbal) that reaches a level of authenticity that should be unattainable from any actor who has been the biggest movie star (or one of) in the world since 1997.

The Revenant – DiCaprio’s best? Yes – and it different than most of his work. It is physical instead of verbal, but his weathered face is a brilliant canvas – pained, resolute. DiCaprio is aided by Iñárritu’s camera – these are actor friendly close-ups of those glassy blue eyes. The dialogue has lines like “I ain’t afraid to die, I’ve done it already”. It is more Steve McQueen, Clint Eastwood, Robert Redford in Jeremiah Johnson-style than Al Pacino in Dog Day Afternoon or something. He crawls for a lot of it like he did in that comic virtuoso quaalude scene in Wolf of Wall Street. DiCaprio’s dedication to the role is admirable but always in service of character and story and the brutality of the world of the film.
stylistic innovations/traits: Leonardo DiCaprio now has twenty (20) archiveable films with plenty of room in front of him if he chooses to keep working (he has worked less and less in recent years – including just three (3) films in the nine (9) years from 2014 and 2022). Still, DiCaprio is the youngest actor so far on the list – yet despite that – it is really the depth of both high quality films and performances that are his main strength for the purposes of this list. Leo’s had a eye opening 1993 with both What’s Eating Gilbert Grape (alongside Johnny Depp) and This Boy’s Life (dueling with Robert De Niro). Titanic in 1997 made him a global celebrity. He seemed to use that stardom and power to rededicate himself to doing quality work in 2002 by choosing to work with both Martin Scorsese (Gangs of New York) and Steven Spielberg (Catch Me If You Can). Since The Aviator in 2004, DiCaprio has been pretty consistently regarded as the best actor on the planet (Tony Leung right there and Daniel Day-Lewis of course when he decides to come out of retirement and make a film). He has six Oscar nominations (including a win for The Revenant).

Leo as Rick Dalton in 2019’s Once Upon a Time in Hollywood – Leo gets big actor-friendly showcase moments like the whiskey sour trailer scene and the “great f*cking note” close-up (after acting brilliantly as Rick Dalton in the show within the movie) – all of this is wrapped in an an interconnected-narrative history-being-rewritten-again Tarantino masterpiece.
directors worked with: Martin Scorsese (5), Baz Luhrmann (2), Quentin Tarantino (2), James Cameron (1), Woody Allen (1), Steven Spielberg (1), Sam Mendes (1), Christopher Nolan (1), Alejandro González Iñárritu (1). There is no point in lamenting that DiCaprio/Scorsese will never be De Niro/Scorsese. But there are no misfires in those five (5) films together – not by a long stretch. And The Aviator and The Departed, especially, are up there with the very best films of their respective years – the evidence for this is right there on screen even if they do not touch Taxi Driver or Raging Bull. On top of that, the collaborations with Tarantino, Iñárritu, and Nolan were clearly artistic successes.

Leo did not completely land his first collaboration with Scorsese in Gangs of New York (2002). He would lose that sort of acting battle against Day-Lewis (but redeem himself by out-acting Jack Nicholson in The Departed in 2006). It feels like it was 2004 and The Aviator when the paradigm shifted for good and those who teased him for been a teen heart throb from Titanic (not a film or performance worthy of any warranted ridicule) had to permanently shut up. DiCaprio’s Texan vibrato voice as Howard Hughes is perfect – clearly studied.
top five performances:
- The Revenant
- The Aviator
- The Departed
- Once Upon a Time in Hollywood
- Inception

Leo’s work in The Departed is both showy and genuine – such a wonderfully open or unguarded performance. This type of complex character and performance is so rare in a genre film.
archiveable films
1993- This Boy’s Life |
1993- What’s Eating Gilbert Grape |
1995- The Quick and the Dead |
1996- Romeo & Juliet |
1997- Titanic |
1998- Celebrity |
2002- Catch Me If You Can |
2002- The Gangs of New York |
2004- The Aviator |
2006- Blood Diamond |
2006- The Departed |
2008- Revolutionary Road |
2010- Inception |
2010- Shutter Island |
2012- Django Unchained |
2013- The Great Gatsby |
2013- The Wolf of Wall Street |
2015- The Revenant |
2019- Once Upon a Time in Hollywood |
2021- Don’t Look Up |
Apparently, Leo has two films coming from Scorsese (Killers of the Flower Moon, The Wager) and one rumored with PTA . Exciting stuff
@Haider- Very exciting. One thing that stuck out to me was just how rarely Leo is working with a younger director. I mean hey- who can argue with Scorsese, Tarantino, PTA- three of the best directors ever – but even when he’s missed (Body of Lies – Ridley Scott, J. Edgar Edward)- it is usually with a veteran director
Incredible consistency, so few time gaps, 3 years the longest it appears. Of all the archivable films the only performance I did not care for was Gangs of New York
Top 5:
1. The Aviator
2. The Departed
3. Once Upon a Time in Hollywood
4. The Revenant
5. Shutter Island
The best actor of his generation. With Killer of the Flower Moon out soon and if the rumoured pairing with PTA is true (PTA has mentioned years ago that DiCaprio is the one actor he has to work with) then it doesn’t look like he’s slowing down anytime soon.
His Wolf of Wall Street performance not being in the top 5 though is insane. A bravado performance for 3 hours that meshes all his best qualities – cockiness, humour, suave. The movie really doesn’t work nearly as good without this central performance in my opinion. Although filling out a top 5 is always hard. The top 3 are all interchangeable in my eyes.
1. The Wolf of Wall Street
2. The Revenant
3. The Departed
4. The Aviator
5. Django Unchained
Inception I believe is his best film and that falls at 6 performance wise.
My favorite actor of his generation. Seems like a heir of DeNiro/Nicholson. A Legend. I think he could end up in the top 10. He needs a Raging Bull, There Will Be Blood, Godfather performance. Hard to do. Maybe the next Scorsese or PTA movie.
My top 10 of his performances :
1 – The Revenant
2 – The Aviator
3 – Once Upon a Time… in Hollywood
4 – The Wolf of Wall Street
5 – The Departed
6 – Inception
7 – Shutter Island
8 – Django Unchained
9 – Catch Me If You Can
10 – Revolutionary Road
He doesn’t need a Raging Bull or There Will Be Blood to be top 10 imo. Top 5? Yea. But not 10. A handful more of Hollywood/Inception level performances would probably get it done
The Revenant is my second favourite film of the 2010s decade and in my top 25 overall so I’m pretty happy ot see Leo this high up
1. Once Upon A Time In Hollywood
2. The Aviator
3. The Revenant
4. The Wolf of Wall Street
5. The Departed
6. Django Unchained
7. Inception
I’m not really a fan of The Beach (2002)
Can DiCaprio play Matt Damon roles mainly Good Will Hunting and Tom Ripley?
@M*A*S*H- I’m there for Good Will Hunting if DiCaprio can land the accent or it is shot somewhere else… Tom Ripley has a darkness to him I am not sure we’ve seen from DiCaprio yet
@Drake and James Trapp- I’m with @Drake on this one.
@M*A*S*H – Its not that I don’t think DiCaprio could play the Good Will Hunting role, I just think the real life friendship between Matt Damon/Ben Affleck comes off so natural in that film, I mean they were childhood friends (link below) who achieved success together. And like I said its such a Boston film, though DiCaprio is amazing in The Departed. DiCaprio clearly has had the better overall career and I think he out acts Damon in The Departed but that is 2006. I don’t think DiCaprio was as good an actor as Matt Damon in 1997. I do like Titantic more than a lot of cinephiles but that was less about the acting and more about the great set piece and the amazing suspense in the 2nd half, basically everything after the Ship hits the Iceberg.
https://people.com/movies/matt-damon-ben-affleck-friendship-timeline/
@M*A*S*H – definitely he could play the Tom Ridley role, that would have been shortly after Titanic and a couple of years before Catch Me If You Can, speaking of which his performance in Catch Me… is precisely why he could play the Ridley role, it’s an extremely similar character.
The Good Will Hunting is another story, while he in theory could play that kind of character the film itself is a Boston film and Matt Damon and Affleck come off so authentic in a way that I don’t think would feel the same. And to be honest I think Matt Damon have as a better actor than DiCaprio around that time though that certainly changed over the years including The Departed where they were both impressive but DiCaprio more so.
*was a better actor
I really thought Joaquin Phoenix would be on a higher position on drake’ s list than Leo Dicaprio
@Tozoco- i didn’t think it would happen and yeah it didn’t. But i think should have. The case for Phoenix is INARGUABLY THE GREATEST performance of the decade in the greatest film of the decade which top 50 film of all time for me and arguably the best film by the greatest director of the century. Haha. But it’s also incredible incredible depth. And range. He’s unhinged and loud in Joker and warm and calm in Her and C’mon C’mon. Hard to believe it’s the same actor.
@Tozoco – look at what’s coming up for Joaqin over the next two years. Leading in the next films from Pawel Pawlikowski, Lynne Ramsay also leading in Ridley Scott’s Napoleon and the Joker sequel. Beau is Afriad is great on its own but Joaquin is one who I think will have a huge resume growth over the next few years with all those important roles.
@Harry- Very exciting. I cannot imagine they’ll all land – but still – even two or three do – could be a strong stretch of work.
but i think joaquin will not have a better performance than The Master, i really thought he would be higher on drake’s list because of The Master. Like MASH said, it’s probably the best performance of the decade