(Photo by Paramount/courtesy Everett Collection)

All Leonardo DiCaprio Movies Ranked

---

The latest: The trailer’s out for One Battle After Another (September 26), DiCaprio’s collaboration with director Paul Thomas Anderson in a darkly comic drama loosely based on Thomas Pynchon’s Vineland.

---

Like Paul Rudd or Jennifer Aniston who would follow, Leonardo DiCaprio got his start in the business befitting all future megastars: Starring in a godawful horror movie. 1991’s Critters 3 was DiCaprio’s rite of passage, followed by a bit part in Poison Ivy the next year — and that about ended his association with the genre. By 1993, DiCaprio was applying his striking cherubic looks to dramatic features like This Boy’s Life and breakthrough What’s Eating Gilbert Grape, in which he shared the screen with already-established heartthrob Johnny Depp. Romeo + Juliet made Bill Shakespeare palatable for the mid-’90s teenybopper set, which set the stage for world-storming Titanic, which won all the awards, made all the money, and fashioned DiCaprio as a legend in his own time.

Not to rest on his laurels like on a haphazard dresser floating in the ocean, DiCaprio spent the immediate post-Titanic years seeking only to work with the best directors on edgy material, even as they were in their creative doldrums: Woody Allen with Celebrity, and Danny Boyle with The Beach. The viscerally negative reaction to Beach was enough to get DiCaprio to seemingly pull a disappearing act for what seemed like ages in the pre-Internet world. In reality, not even three years had passed when he re-appeared in Gangs of New York, igniting a rich De Niro-esque relationship with Martin Scorsese that would pay dividends with The Aviator, The Departed, Shutter Island, and The Wolf of Wall Street.

Beyond his conservation efforts (resulting in documentaries like Ice on Fire and Before the Flood), which have kept him from acting, DiCaprio maintains his brand and allure by making each screen performance a major event, going years between narrative films and working only with the biggest-name directors out there: Clint Eastwood (J. Edgar), Christopher Nolan (Inception), Alejandro González Iñárritu (Best Actor and Best Picture-winning The Revenant), and, most recently, Quentin Tarantino (Once Upon a Time in Hollywood).

Read on to see Leonardo DiCaprio’s best movies (and his worst) by Tomatometer!