| | Good Will Hunting (1997)| Imdb: 8 | Metascore: 70 | Earnings: $138.34M Lead Role: Robin Williams, Matt Damon, Ben Affleck, Stellan Skarsgård, | Director: Gus Van Sant, Will Hunting, a janitor at M.I.T., has a gift for mathematics, but needs help from a psychologist to find direction in his life. |
| | Milk (2008)| Imdb: 7 | Metascore: 84 | Earnings: $31.84M Lead Role: Sean Penn, Josh Brolin, Emile Hirsch, Diego Luna, | Director: Gus Van Sant, The story of Harvey Milk, and his struggles as an American gay activist who fought for gay rights and became California's first openly gay elected official. |
| | Drugstore Cowboy (1989)| Imdb: 7 | Metascore: 82 | Earnings: $4.73M Lead Role: Matt Dillon, Kelly Lynch, James Le Gros, Heather Graham, | Director: Gus Van Sant, A pharmacy-robbing dope fiend and his crew pop pills and evade the law. |
| | To Die For (1995)| Imdb: 6 | Metascore: 86 | Earnings: $21.20M Lead Role: Nicole Kidman, Matt Dillon, Joaquin Phoenix, Casey Affleck, | Director: Gus Van Sant, A beautiful but naïve aspiring television personality films a documentary on teenagers with a darker ulterior motive. |
| | Paranoid Park (2007)| Imdb: 6 | Metascore: 83 | Earnings: $0.49M Lead Role: Gabe Nevins, Daniel Liu, Taylor Momsen, Jake Miller, | Director: Gus Van Sant, A teenage skateboarder's life begins to fray after he is involved in the accidental death of a security guard. |
| | My Own Private Idaho (1991)| Imdb: 7 | Metascore: 77 | Earnings: $6.40M Lead Role: River Phoenix, Keanu Reeves, James Russo, William Richert, | Director: Gus Van Sant, Two best friends living on the streets of Portland as hustlers embark on a journey of self discovery and find their relationship stumbling along the way. |
| | Elephant (2003)| Imdb: 7 | Metascore: 70 | Earnings: $1.23M Lead Role: Elias McConnell, Alex Frost, Eric Deulen, John Robinson, | Director: Gus Van Sant, Several ordinary high school students go through their daily routine as two others prepare for something more malevolent. |
| | Finding Forrester (2000)| Imdb: 7 | Metascore: 62 | Earnings: $51.77M Lead Role: Sean Connery, Rob Brown, F. Murray Abraham, Anna Paquin, | Director: Gus Van Sant, A young writing prodigy finds a mentor in a reclusive author. |
| | Don't Worry, He Won't Get Far on Foot (2018)| Imdb: 6 | Metascore: 67 | Earnings: $1.44M Lead Role: Joaquin Phoenix, Jonah Hill, Rooney Mara, Jack Black, | Director: Gus Van Sant, On the rocky path to sobriety after a life-changing accident, John Callahan discovers the healing power of art, willing his injured hands into drawing hilarious, often controversial cartoons, which bring him a new lease on life. |
| | Last Days (2005)| Imdb: 5 | Metascore: 67 | Earnings: $0.45M Lead Role: Michael Pitt, Lukas Haas, Asia Argento, Scott Patrick Green, | Director: Gus Van Sant, A Seattle musician's life and career are reminiscent to those of Kurt Cobain. |
| | Promised Land (2012)| Imdb: 6 | Metascore: 55 | Earnings: $7.56M Lead Role: Matt Damon, Frances McDormand, John Krasinski, Hal Holbrook, | Director: Gus Van Sant, A salesman for a natural gas company experiences life-changing events after arriving in a small town, where his corporation wants to tap into the available resources. |
| | Restless (2011)| Imdb: 6 | Metascore: 47 | Earnings: $0.16M Lead Role: Mia Wasikowska, Henry Hopper, Ryo Kase, Schuyler Fisk, | Director: Gus Van Sant, The story of a terminally ill teenage girl who falls for a boy who likes to attend funerals and their encounters with the ghost of a Japanese kamikaze pilot from WWII. |
| | Gerry (2002)| Imdb: 6 | Metascore: 54 | Earnings: $0.24M Lead Role: Casey Affleck, Matt Damon, | Director: Gus Van Sant, A friendship between two young men is tested when they go for a hike in a desert and forget to bring any water or food with them. |
| | Psycho (1998)| Imdb: 4 | Metascore: 47 | Earnings: $21.38M Lead Role: Vince Vaughn, Anne Heche, Julianne Moore, Viggo Mortensen, | Director: Gus Van Sant, A young female embezzler arrives at the Bates Motel, which has terrible secrets of its own. |
| | The Sea of Trees (2015)| Imdb: 5 | Metascore: 23 | Earnings: $0.02M Lead Role: Matthew McConaughey, Naomi Watts, Ken Watanabe, Ryoko Seta, | Director: Gus Van Sant, A suicidal American befriends a Japanese man lost in a forest near Mt. Fuji and the two search for a way out. |
| | Even Cowgirls Get the Blues (1993)| Imdb: 4 | Metascore: 28 | Earnings: $1.71M Lead Role: Uma Thurman, Lorraine Bracco, Pat Morita, Angie Dickinson, | Director: Gus Van Sant, Sissy Hankshaw is born with enormous thumbs that help her hitchhiking through the U.S. from a young age. She becomes a model in advertising, and her New York agent, "the Countess", sends ... |
| | Mala Noche (1986)| Imdb: 6 | Metascore: 0 | Earnings: null Lead Role: Tim Streeter, Doug Cooeyate, Ray Monge, Nyla McCarthy, | Director: Gus Van Sant, A story of amour fou. Walt is madly in love/lust with a young illegal Mexican immigrant. However, the object of his unrequited affection doesn't even speak any English and finds Walt really... |