| DARKO | Donnie ___, 2001 film by Richard Kelly starring Jake Gyllenhaal and Jena Malone |
| DONNIE | 2001 film drama starring Jake Gyllenhaal and Jena Malone (6,5) |
| DONNIEDARKO | 2001 film drama starring Jake Gyllenhaal and Jena Malone |
| TONYRICHARDSON | Who directed the 1970 film version of Ned Kelly starring Mick Jagger? (4,10) |
| BOY | ___ Meets World American teen drama sitcom co-created by April Kelly starring Ben Savage |
| OCTOBERSKY | 1999 American biographical film directed by Joe Johnston, starring Jake Gyllenhaal and Chris Cooper |
| NOTTINGHILL | Set in London, a romantic comedy film by Richard Curtis starring Hugh Grant and Julia Roberts (7,4) |
| LETHAL | 1987 film by Richard Donner starring Mel Gibson (6) |
| WEAPON | 1987 film by Richard Donner starring Mel Gibson (6) |
| KNACK | 'The -- ... and How to Get It', 1965 film by Richard Lester (5) |
| CRYFREEDOM | 1987 film by Richard Attenborough starring Denzel Washington as Steve Biko (3,7) |
| JAGGEDEDGE | 1985 film by Richard Marquand starring Jeff Bridges (6,4) |
| OCTOBER | 1999 film drama starring Jake Gyllenhaal and Chris Cooper (7,3) |
| OTHERDRUGS | Romance starring Jake Gyllenhaal and Anne Hathaway, Love and ___ (5,5) |
| RENDITION | 2007 film thriller starring Jake Gyllenhaal and Reese Witherspoon (9) |
| MOONLIGHT | 2002 film drama starring Jake Gyllenhaal and Dustin Hoffman (9,4) |
| MOONLIGHTMILE | 2002 film drama starring Jake Gyllenhaal and Dustin Hoffman |
| SOUTHPAW | 2015 film drama starring Jake Gyllenhaal and Forest Whitaker |
| AMBULANCE | 2022 action thriller film starring Jake Gyllenhaal and Yahya Abdul-Mateen II (9) |
| BUBBLE | 2001 movie starring Jake Gyllenhaal and Swoosie Kurtz, - Boy (6) |