| LISASMILE | Julia Roberts and Maggie Gyllenhaal 2003 drama, Mona _ (4,5) |
| LISA | Julia Roberts drama, Mona ___ Smile |
| SECRETARY | 2002 comedy-drama film starring James Spader and Maggie Gyllenhaal (9) |
| THECOOLER | 2003 drama set in Vegas |
| SARSGAARD | Peter ?, actor who married actress Maggie Gyllenhaal in 2009 (9) |
| STRANGERTHAN | 2006 comedy-drama film starring Will Ferrell and Maggie Gyllenhaal (8,4,7) |
| CRAZY | 2009 film drama starring Jeff Bridges and Maggie Gyllenhaal |
| CRAZYHEART | 2009 film drama starring Jeff Bridges and Maggie Gyllenhaal |
| HEART | 2009 film drama starring Jeff Bridges and Maggie Gyllenhaal (5,5) |
| FICTION | 2006 comedy-drama film starring Will Ferrell and Maggie Gyllenhaal (8,4,7) |
| SMILE | Julia Roberts drama, Mona Lisa ___ |
| MYSTIC | "__ River": 2003 drama directed by Clint Eastwood |
| THIRTEEN | 2003 drama film starring Holly Hunter (8) |
| SISTER | What relation is Maggie Gyllenhaal to Jake Gyllenhaal? (6) |
| CLARKSON | Patricia _, Oscar nominee for her role in the 2003 drama film Pieces of April (8) |
| SHERRYBABY | 2006 film written and directed by Laurie Collyer starring Maggie Gyllenhaal in the title role (10) |
| SIS | Maggie Gyllenhaal, to Jake Gyllenhaal |
| FIANCEE | Maggie Gyllenhaal, to Peter Sarsgaard |
| BESTSUMMEREVER | Musical film featuring Maggie Gyllenhaal |
| KATIEHOLMES | Actress whose Batman Begins role was recast with Maggie Gyllenhaal in its 2008 sequal: 2 ds. |
