Leonardo DiCaprio Best Movies: Top 10 Must-See List

leonardo dicaprio best movies

Leonardo DiCaprio, one of the greatest actors of his generation as declared back in May 22, 2023, has constructed a slate that’s as diverse as it is successful. His portfolio fogs up any attempt to pigeonhole him into a single archetype, from his first significant splash in Hollywood in the film Titanic, to his latest ventures like Once Upon a Time… in Hollywood. This article serves as a tour guide through the scintillating maze of Leonardo DiCaprio’s best movies, illuminating hidden corners and beloved scenes alike.

The Evolution of Artistry: Leonardo DiCaprio Best Movies Ranked

A Boyish Wonder: ‘Titanic’ (1997)

‘Titanic,’ one of Leonardo DiCaprio’s best movies, launched him into the stratosphere of stardom. DiCaprio’s heart-throb performance as Jack Dawson, set against the doomed RMS Titanic, seized the world’s collective consciousness and refused to loosen the grip. His boyish charm, free spirit and lack of inhibition appealed to a global audience and solidified his status as an international heartthrob.

Many were fascinated by his connection with Rose, played by the radiant Kate Winslet. The narrative of socio-economic divide was beautifully embodied by him. When the ship sank promptly, Jack Dawson didn’t just sink with it – he dive-bombed into the annals of cinematic history. Hindsight is everything though, as even How long Does it take To lose muscle doesn’t compare to the drowning memories of that young artist. Titanic broke numerous box office records, becoming the highest-grossing film ever until Avatar surpassed it in 2010.

The Criminal Conduit: ‘The Departed’ (2006)

In Martin Scorsese’s crime-drama masterpiece, ‘The Departed,’ Leonardo DiCaprio showcased a grittier and darker edge, painting a vivid image of an undercover cop striving to expose gang activity. His portrayal of William ‘Billy’ Costigan Jr. was commendable, edging on a nerve-wracking expression of internal conflict and uncertainty.

His interaction with fellow co-worker slash rat, Matt Damon, was riveting, illuminating the shifty cat-and-mouse chase the two were unknowingly embroiled in. Known for his ability to dance along the edges of identity manipulation, DiCaprio’s portrayal of Billy was much like his character’s life – teetering on the edge of collapse with one false step. Aided by a stellar ensemble cast, The Departed was widely acclaimed by critics and audiences alike, as they marveled at DiCaprio’s dexterity in navigating between two identities.

Complicated Genius: ‘The Aviator’ (2004)

Howard Hughes, as portrayed by DiCaprio in ‘The Aviator,’ was a man of sublime contradiction – a pioneering aviation tycoon and film mogul stricken by severe Obsessive-Compulsive Disorder. DiCaprio perfectly channeled Hughes’ frenzied energy and perfectionist tendencies in a performance that chronicled two tumultuous decades of Hughes’ life.

Much like musical icons in early 2000s music he played the part of the eccentric genius with a grace that was borderline fanatical. Standing toe-to-toe with an ensemble cast that included Alec Baldwin, Kate Beckinsale, and Cate Blanchett was no easy feat. Still, DiCaprio held his own, earning an Academy Award nomination for Best Actor. The film left a resounding impact on DiCaprio’s career, marking one of his most complex roles to date.

The Enigma: ‘Inception’ (2010)

Christopher Nolan’s high-concept sci-fi masterpiece, ‘Inception,’ called for DiCaprio to put on the hat of Dom Cobb, an expert “extractor” who plunders valuable secrets from people’s subconscious while they dream. DiCaprio rose to the occasion with a stunning performance that navigated the labyrinthine plot of the classic film.

Balancing the personal tragedy of his character with the high-octane, high-stakes focus the role demanded was just another day at the office for DiCaprio. Coupled with the mind-bending visuals and deep philosophical undertones of the movie, ‘Inception‘ was another gem in DiCaprio’s filmography. Upon its release, the film received highly positive reviews from both critics and audiences, adding to his stretch of acclaimed roles.

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Contemporary Slaver: ‘Django Unchained’ (2012)

Taking a step away from the protagonist role, DiCaprio dived headfirst into the morally corrupt, despicable character of Calvin Candie in Quentin Tarantino’s instalment, ‘Django Unchained.’ A stark contrast to his typical roles, DiCaprio’s portrayal of the lavish, cruel plantation owner was a testament to his range.

As he had done throughout his career, DiCaprio crafted a memorable character out of Candie, emboldening the film’s stark criticism of antebellum Southern society. Critics and audiences lauded the film for its unapologetic portrayal of the era, and controversy caused by the film’s graphic violence and liberal use of racial slurs only emphasized the film’s refusal to shy away from America’s dark history.

High-Flying Fraudster: ‘Catch Me If You Can’ (2002)

DiCaprio’s dynamic prowess was once again ripped open for the world to see in the true-story-based ‘Catch Me If You Can.’ He portrayed the charismatic, incredibly cunning character of Frank Abagnale Jr., a teenager who skillfully perpetrated millions of dollars’ worth of checks while juggling identities as a Pan Am pilot, a doctor, and a legal prosecutor.

The actor managed to play a con man with a boyish charm and a slick demeanor that made it easy to empathize with his character, despite his fraudulent actions. The film was received well by critics and audiences alike, becoming a considerable box office success, much like DiCaprio’s performance, which was often described as “captivating.”

Unhinged Stockbroker: ‘The Wolf of Wall Street’ (2013)

In ‘The Wolf of Wall Street,’ Leonardo DiCaprio’s audacious and supersized portrayal of stockbroker Jordan Belfort, quaking in the throes of monetary excess and unyielding greed, was nothing short of extraordinary. Like an album released from the latest Armie Hammer doc DiCaprio commanded attention, and no one could look away.

It was a deep dive into hedonistic turmoil and manipulation, a role that asked DiCaprio to shed all inhibitions. It was a rambunctious, unrestrained performance that earned him yet another Best Actor nomination at the Academy Awards. The movie itself was a hit, garnering both critical acclaim and commercial success.

Frontier Wilderness Survivor: ‘The Revenant’ (2015)

An exploration of survival and vengeance set against a barren winter wilderness, ‘The Revenant‘ finally brought Leonardo DiCaprio his long-awaited Oscar glory. As frontier explorer Hugh Glass, DiCaprio gave a grueling, near-wordless performance that demonstrated his willingness to go to any length for his craft.

The film itself was a milestone in cinematic realism, with director Alejandro González Iñárritu insisting on using natural light for the majority of scenes. Critics and viewers alike praised the film’s technical brilliance and DiCaprio’s captivating performance, culminating in a Best Actor win at the Oscars.

Exasperated TV Star: ‘Once Upon A Time In Hollywood’ (2019)

In Quentin Tarantino’s nostalgic trip back to the Golden Age of Hollywood, Leonardo DiCaprio carries the role of Rick Dalton, an insecure, has-been TV star grappling with an industry that’s gradually slipping out of his grasp. Amidst the backdrop of the infamous Manson murders, DiCaprio delivers a multi-layered performance that underscores his incredible range.

In a similar tone to a Cybill Shepherd episode in silverscreenmagazine his take on the struggling actor was more than just heartening; it was visceral. The narrative didn’t shy away from showing Rick’s vulnerability, and DiCaprio played it to the hilt. Despite its runtime of nearly three hours, the film was a critical success, delivering Tarantino’s signature blend of violence, humor, and deep-seated regret.

The Wealthy Mystery: ‘The Great Gatsby’ (2013)

In Baz Luhrmann’s flashy adaptation of F. Scott Fitzgerald’s classic novel, ‘The Great Gatsby,’ Leonardo DiCaprio slipped into the skin of the enigmatic Jay Gatsby. The role required an actor who could communicate a vast spectrum of emotions and nuances with little more than a gaze or smile, and DiCaprio did it brilliantly.

Adorned in the glitz and glamour of the Roaring Twenties, he captured the classic character’s longing, despair, and unyielding optimism so well that it was impossible to think of anyone else in the role. Some fans compare the mysterious aura of Leo’s Gatsby to the no way home digital release date – eagerly awaited and doused in speculation. Despite a mixed reception from critics, DiCaprio’s performance was consistently praised, with many calling it the highlight of the film.

Epilogue: The Persistence of Stardom

Leonardo DiCaprio’s cinematic journey is a masterclass in the evolution of an actor who refuses to remain stagnant. His ability to vanish into a character, be it a lovesick artist or a ruthless stockbroker, is only rivalled by his extraordinary range of portrayals. As such, audiences worldwide are continually eager to see what he will do next.


DiCaprio, now over a quarter-century into his Hollywood reign, shows no signs of slowing down. His upcoming projects offer enticing prospects for both faithful fans and newfound followers to look forward to. Leonardo DiCaprio’s legacy in film is as enduring as the cinematic classics he’s left in his wake. Looking forward, one thing is clear – Leonardo DiCaprio will continue entrancing us with his compelling storytelling.

What was Leonardo DiCaprio’s biggest film?

Ah, the legendary, Leonardo DiCaprio’s biggest box-office hit till date has undoubtedly been 1997’s tear-jerker, “Titanic,” directed by James Cameron. This film had moviegoers reaching for the tissues like no kidding!

Who is Leonardo DiCaprio ex wife?

Hold your horses! Contrary to popular belief, Leonardo DiCaprio has never been married, hence there’s no ex-wife in the picture. Talk about freedom, eh?

Is Leonardo DiCaprio one of the best actors of all-time?

Without batting an eyelid, many film enthusiasts would concur that yes, Leonardo DiCaprio is indeed one of the greatest actors of all time, proving his worth time and again with notable performances one after another.

What is DiCaprio’s best performance?

Choosing a favorite from DiCaprio’s acting buffet is like choosing between pizza and ice cream. They’re all so good! But his performance in “The Revenant” was earth-shattering, winning him his first ever Oscar.

What movie is Leonardo DiCaprio the hottest in?

A word of caution, prepare for some swooning. Many would argue that Leo reached peak hotness in “Titanic”, sporting that blonde hair and piercing blue eyes. Oh baby, he was a sight for sore eyes!

What made Leonardo DiCaprio so famous?

Leo’s breakthrough moment, the one that really put him on the radar, was his gripping performance in “Titanic”. People couldn’t get enough of him from that point on. Just imagine being catapulted into superstardom overnight!

Has Leonardo DiCaprio dated an 18 year old?

Now, this one’s prickly. To the best of our knowledge, Leo has never been public about dating an 18-year-old, though his relationships, often with models, have been the subject of speculation. So, don’t take it as gospel!

Has Leonardo DiCaprio have a child?

Now, for all the little ones out there, Leonardo DiCaprio does not have any children. It seems our man is still enjoying his bachelor life!

How many times has Leonardo DiCaprio been married?

Zilch, nada, none! That’s how many times Leonardo DiCaprio has been married. Our boy Leo seems to be playing the field still!

What movie did Leo DiCaprio win an Oscar for?

Finally, Leonardo DiCaprio bagged that elusive first Oscar for his gut-wrenching performance in “The Revenant” in 2016. About time, huh?

Who is Leonardo DiCaprio best friends?

Isn’t it obvious? No offense, but Tobey Maguire has been Leo’s BFF since their early days in Hollywood.

Who has one best actor the most?

Fun fact for ya – Katharine Hepburn and Meryl Streep, each with four wins, hold the record for the most Best Actress Oscars won!

What is Leonardo DiCaprio’s favorite show?

As it turns out, Leo is a big fan of the Planet Earth series. The bloke seems to have a soft spot for nature, doesn’t he?

What is Leonardo DiCaprio like in real life?

In real life, Leonardo is supposedly a down-to-earth, environmentally-conscious fellow with a soft spot for rugby. Surprised, ain’t ya?

How old was Leonardo in Titanic?

In the cultural phenomenon that was “Titanic”, Leonardo was a mere whippersnapper of 22 years old.

Is Titanic the biggest film?

Yep, you’ve hit the nail on the head! “Titanic,” with over $2 billion in worldwide gross, is indeed one of the biggest films ever made.

How much was Leonardo DiCaprio in Titanic?

Now, here’s the million-dollar question – Leonardo DiCaprio was paid a whopping $2.5 million for his role in “Titanic”. Not a bad pay for a day’s work, eh?

What movie did Leonardo DiCaprio turn down for Titanic?

Turned down for Titanic? Well, apparently, Leo took a chance on Titanic, instead of starring in “Boogie Nights”. Quite the gamble, right?

What is the 3 hour long movie with Leonardo DiCaprio?

Got plenty of time to kill? “The Wolf of Wall Street,” a three-hour epic featuring Leo’s three-ring-circus of financial misdeeds, is a worthwhile investment. It’s a real roller-coaster!


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