| 100% | THEGREATGATSBY | 14 | 2013 film adaptation of an F. Scott Fitzgerald novel starring Leonardo DiCaprio: 3 wds. |
| 42% | DICAPRIO | 8 | Leonardo ___, actor who played Jay Gatsby in the 2013 film adaptation of F. Scott Fitzgerald's "The Great Gatsby" |
| 38% | BODYOFLIES | 10 | 2008 action thriller film directed by Ridley Scott starring Leonardo DiCaprio: 3 wds. |
| 37% | LEONARDO | 8 | ___ DiCaprio, actor who portrayed Jay Gatsby in the 2013 adaptation of F. Scott Fitzgerald's novel "The Great Gatsby" |
| 37% | SAVINGMRBANKS | 13 | 2013 film starring Emma Thompson as the creator of Mary Poppins: 3 wds. |
| 35% | BAZ | 3 | ___ Luhrmann, director of the 2013 adaptation of F. Scott Fitzgerald's novel "The Great Gatsby" |
| 34% | GATSBY | 6 | Jay ___, title character of an F. Scott Fitzgerald book |
| 33% | BLOODDIAMOND | 12 | Political thriller film starring Leonardo DiCaprio for which he received an Oscar nomination for best actor: 2 wds. |
| 32% | JAYGATSBY | 9 | Title bootlegger in an F. Scott Fitzgerald novel |
| 31% | GEORGECSCOTT | 12 | "Patton" actor who played Rochester opposite Susannah York as Jane Eyre in a 1970 film adaptation of Charlotte Brontë's novel (3 wds.) |
| 31% | TOBEY | 5 | ___ Maguire, actor who portrayed Nick Carraway in the 2013 adaptation of F. Scott Fitzgerald's novel "The Great Gatsby" |
| 31% | TOM | 3 | ___ Buchanan, character played by Joel Edgerton in the 2013 adaptation of F. Scott Fitzgerald's novel "The Great Gatsby" |
| 31% | BAKER | 5 | Jordan ___, character played by Elizabeth Debicki in the 2013 adaptation of F. Scott Fitzgerald's novel "The Great Gatsby" |
| 31% | ISLA | 4 | ___ Fisher, actress who portrayed Myrtle Wilson in the 2013 adaptation of F. Scott Fitzgerald's novel "The Great Gatsby" |
| 31% | MULLIGAN | 8 | Carey ___, actress who portrayed Daisy Buchanan in the 2013 adaptation of F. Scott Fitzgerald's novel "The Great Gatsby" |
| 31% | SHUTTERISLAND | 13 | Dennis Lehane novel made into a film starring Leonardo DiCaprio and Mark Ruffalo (2 wds.) |
| 31% | ANNIE | 5 | 1982 film adaptation of the 1977 Broadway musical about an orphan girl starring Aileen Quinn |
| 31% | FURNACE | 7 | "Out of the___," 2013 film starring Christian Bale that was produced by Leonardo DiCaprio |
| 31% | SAVINGMRBANKS | 13 | 2013 film about the making of 33-Across starring Emma Thompson as 18-Across and Tom Hanks as Walt Disney (3 wds.) |
| 30% | THEREVENANT | 11 | 2015 American semi-biographical film starring Leonardo DiCaprio based on the life of frontiersman Hugh Glass: 2 wds. |
| 30% | WORLDWARZ | 9 | June 2013 film starring Brad Pitt that features walking corpses: 3 wds. |
| 30% | PAULNEWMAN | 10 | Actor who stars in the film adaptations of the Walter Tevis novels "The Color of Money" and "The Hustler" (2 wds.) |
| 30% | GATSBY | 6 | The Great __, 2013 DiCaprio film of 1925 novel |
| 30% | DONTLOOKUP | 10 | 2021 black comedy in which Leonardo DiCaprio plays an astronomy professor: 3 wds. |
| 29% | DAVIDBOWIE | 10 | Singer/actor who stars in the film adaptation of the Walter Tevis novel "The Man Who Fell to Earth" (2 wds.) |
| 29% | JAYGATSBY | 9 | Protagonist of F. Scott Fitzgerald's "Great" novel |
| 29% | WOLF | 4 | "The ___ of Wall Street," 2013 film starring Leonardo DiCaprio with a howling canine in its title |
| 29% | SOPHIESCHOICE | 13 | American drama film of 1982 starring Meryl Streep which is an adaptation of a novel of the same name by William Styron: 2 wds. |
| 29% | LITTLEWOMEN | 11 | 2019 film adaptation of a Louisa May Alcott novel: 2 wds. |
| 29% | WILLSMITH | 9 | Star of the 2013 film "After Earth": 2 wds. |