| 100% | THETREEOFLIFE | 13 | 2011 Brad Pitt movie set in 1950s Texas: 4 wds. |
| 58% | THETREEOFLIFE | 13 | Brad Pitt movie that won the top prize at the Cannes Film Festival in 2011: 4 wds. |
| 46% | MONEYBALL | 9 | 2011 Brad Pitt movie about sports financing in the Major Leagues |
| 42% | MADMAXFURYROAD | 14 | 2015 Charlize Theron action movie set in a postapocalyptic wasteland: 4 wds. |
| 40% | WORLDWARZ | 9 | Brad Pitt zombie movie in which Peter Capaldi played a WHO physician: 3 wds. |
| 37% | BROOKLYN | 8 | 2015 Saoirse Ronan movie set in 1950s New York |
| 36% | RIO | 3 | 2011 movie set in Brazil |
| 36% | DIEHARD | 7 | 1988 action movie set in an LA skyscraper: 2 wds. |
| 35% | RIO | 3 | 2011 animated movie set in Brazil |
| 34% | SEEHOWTHEYRUN | 13 | 2022 whodunit mystery film set in 1950s London starring Saoirse Ronan, David Oyelowo, 18-Across, and 43-Across (4 wds.) |
| 34% | WORLDWARZ | 9 | 2013 Brad Pitt zombie movie: 3 wds. |
| 34% | TROY | 4 | 2004 Brad Pitt movie in which Peter O'Toole played King Priam |
| 34% | RIO | 3 | 2011 computer-animated movie set in Brazil |
| 33% | TREE | 4 | "The ___ of Life" (2011 Brad Pitt movie) |
| 33% | THETREEOFLIFE | 13 | 2011 American epic drama film starring Brad Pitt as Mr. O'Brien: 4 wds. |
| 33% | DIRTYDANCING | 12 | 1987 coming-of-age movie set in New York's Catskill Mountains: 2 wds. |
| 32% | BLINDTIGER | 10 | Sandra Brown historical romance set in Prohibition-era Texas (2 wds.) |
| 32% | BLINDTIGER | 10 | 2021 Sandra Brown bestseller set in Texas during Prohibition: 2 wds. |
| 32% | FARFROMHEAVEN | 13 | Family drama starring 45-Across set in the 1950s (3 wds.) |
| 32% | ONCEUPONATIME | 13 | ABC fantasy TV series set in Storybrooke, Maine: 4 wds. |
| 31% | THEDEPARTED | 11 | 2006 Jack Nicholson movie set among the Irish Mob in Boston: 2 wds. |
| 31% | TROY | 4 | Movie in which Brad Pitt plays Achilles |
| 31% | TROY | 4 | Brad Pitt movie |
| 31% | MYSTICRIVER | 11 | 2003 movie set in Boston, for which Sean Penn and Tim Robbins each won a 1-Across: 2 wds. |
| 31% | ANGELINAJOLIE | 13 | She married Brad Pitt, her costar from the 2005 movie "Mr. & Mrs. Smith": 2 wds. |
| 31% | THESEARCHERS | 12 | 1956 John Ford film set in Texas and New Mexico starring John Wayne (2 wds.) |
| 30% | THETREEOFLIFE | 13 | 2011 Brad Pitt film |
| 30% | ELEPHANTWALK | 12 | Movie set in Ceylon |
| 30% | ROBERTDOWNEYJR | 14 | He played 46-Across in 2009 and 2011 movies: 3 wds. |
| 30% | JONAHHILL | 9 | "How to Train Your Dragon" voice actor who starred with Brad Pitt in "Moneyball" (2 wds.) |