| THEWOLFOF | Film starring Leonardo DiCaprio as a stockbroker (3,4,2,4,6) |
| WALLSTREET | Film starring Leonardo DiCaprio as a stockbroker (3,4,2,4,6) |
| TRADED | Worked as a stockbroker |
| INCEPTION | 2010 sci-fi action film starring Leonardo DiCaprio as a professional thief (9) |
| CATCHME | ____ If You Can, 2003 film starring Leonardo DiCaprio as a con artist (5,2) |
| BLOOD | ___ Diamond 2006 film starring Leonardo DiCaprio as a diamond smuggler shot in South Africa |
| AVIATOR | The -; Martin Scorsese film starring Leonardo DiCaprio as Howard Hughes (7) |
| REVENANT | The ___ , 2015 adventure film starring Leonardo DiCaprio as frontiersman Hugh Glass (8) |
| ECLIPSE | 'Total -', 1996 film starring Leonardo DiCaprio as poet Arthur Rimbaud (7) |
| CATCHMEIFYOUCAN | 2002 film starring Leonardo DiCaprio as con artist Frank Abagnale (5,2,2,3,3) |
| GANGSOFNEWYORK | 2002 movie featuring Leonardo DiCaprio as a young man seeking revenge |
| CATCHMEIFYOU | 2002 biopic starring Leonardo DiCaprio as Frank Abagnale Jr (5,2,2,3,3) |
| THEDEPARTED | Film starring Matt Damon and Leonardo DiCaprio as undercover rivals |
| TITANIC | Ship depicted in a film starring Leonardo DiCaprio and Kate Winslet (7) |
| DEPARTED | The ___, 2006 film starring Leonardo DiCaprio and Matt Damon (8) |
| SHUTTERISLAND | 2010 neo-noir film starring Leonardo DiCaprio (7,6) |
| DIAMOND | Blood ___ , 2006 thriller film starring Leonardo DiCaprio (7) |
| THEREVENANT | 2016 film starring Leonardo DiCaprio (3,8) |
| BODYOFLIES | 2008 action film starring Leonardo DiCaprio and Russell Crowe (4,2,4) |
| THEBEACH | 2000 film starring Leonardo DiCaprio (3,5) |
