Best movies with Sean Penn

10 items • 23 views • 0 votes • updated Nov 13, 2026
Best movies with Sean Penn

Discover the best movies with Sean Penn, ranked from best to worst.

Based on 0 votes, the movie 21 Grams, starring Sean Penn and Naomi Watts, came in first as the best Sean Penn movie, followed by Dead Man Walking and I Am Sam from 2001. Scroll down for the top 10 movies with Sean Penn, recommended by movie fans in 2026.

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Source: official page — Milk

Recommend the best movie with Sean Penn

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21 Grams 1
21 Grams
2003 - Sean Penn, Naomi Watts, Benicio del Toro
Drama, Crime, Thriller
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An accident connects an ailing mathematician, a mother and a former prisoner trying to change his life. Sean Penn, Naomi Watts and Benicio del Toro play the three characters whose stories •••
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2
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Dead Man Walking 2
Dead Man Walking
1995 - Susan Sarandon, Sean Penn, Robert Prosky
Drama
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A death row prisoner asks a nun for support in the days before his execution, drawing her towards the suffering of those affected by the crime. Susan Sarandon, Sean Penn and Robert Prosky •••
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3
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I Am Sam 3
I Am Sam
2001 - Sean Penn, Michelle Pfeiffer, Dianne Wiest
Drama
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Sam, a man with an intellectual disability, is raising his daughter Lucy on his own. When she starts to outgrow him, social services take her away, and Sam persuades Rita, a busy •••
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4
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Licorice Pizza 4
Licorice Pizza
2021 - Alana Haim, Cooper Hoffman, Sean Penn
Drama, Comedy, Romance
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In the San Fernando Valley in 1973, Gary Valentine and Alana Kane grow up, run around and find their way through first love. Alana Haim and Cooper Hoffman play the leads, with Sean Penn •••
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5
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One Battle After Another 5
One Battle After Another
2025 - Leonardo DiCaprio, Sean Penn, Chase Infiniti, Benicio del Toro, Regina Hall, Teyana...
Thriller, Crime, Comedy
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Bob, a former member of a revolutionary group, lives in isolation with his teenage daughter, Willa, fearing that his past may catch up with him. When an adversary from his revolutionary •••
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6
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The Interpreter 6
The Interpreter
2005 - Nicole Kidman, Sean Penn, Catherine Keener
Crime, Thriller
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Silvia Broome, an interpreter at UN headquarters in New York, overhears a plot to assassinate an African dictator due to give a speech. Agent Tobin Keller is sent to protect her, but he •••
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7
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The Professor and the Madman 7
The Professor and the Madman
2019 - Mel Gibson, Sean Penn, Natalie Dormer
History, Drama
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In the mid-19th century, Professor James Murray begins collecting words for the first edition of the Oxford English Dictionary. More than 10,000 entries come from a patient at Broadmoor •••
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8
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The Thin Red Line 8
The Thin Red Line
1998 - Jim Caviezel, Nick Nolte, Sean Penn
Drama, History, War
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An American infantry company lands on the Pacific island of Guadalcanal and goes through the hard fighting against the Japanese army in World War II. Jim Caviezel, Nick Nolte and Sean Penn •••
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9
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This Must Be the Place 9
This Must Be the Place
2011 - Sean Penn, Olwen Fouere, Eve Hewson
Drama
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A retired rock star living in Ireland travels to the United States to track down a Nazi criminal who persecuted his father. Paolo Sorrentino casts Sean Penn, Olwen Fouere and Eve Hewson in •••
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10
%
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U Turn 10
U Turn
1997 - Sean Penn, Nick Nolte, Jennifer Lopez
Thriller, Crime
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On the run from vengeful bookies, a desperate man's car breaks down in a strange desert town. There he gets caught in a dangerous love triangle, as a husband and wife each ask him to kill •••
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Frequently asked questions

Is there already a ranking based on votes?

This list has not received any votes yet. The order shown does not reflect visitor preferences. You can help by voting for the options you recommend.

What is in this list?

This list includes, for example, One Battle After Another, U Turn, Licorice Pizza.

What are the most recent movies in this list?

Among the titles with a known release year, the most recent are: One Battle After Another (2025), Licorice Pizza (2021), The Professor and the Madman (2019).

Which movies from 2000–2009 are included?

Titles released in this period include The Interpreter (2005), 21 Grams (2003), I Am Sam (2001).

How do I vote and how is the ranking decided?

Press the up arrow if you recommend an option or the down arrow if you do not. You can use the search box in the list to quickly find a name and vote directly. The order takes into account both positive and negative votes and how many there are, and positions can change as votes are added.