Milk Movie Poster

Milk

In 1972, Harvey Milk (Sean Penn) and his then-lover Scott Smith leave New York for San Francisco, with Milk determined to accomplish something...

Screen Actors Guild Awards (2008)
Nominated
Outstanding Performance by a Cast in a Motion Picture
Won
Actor in a Leading Role
Screen Actors Guild Awards (2008)
Won
Outstanding Performance by a Male Actor in a Leading Role
British Academy of Film & Television Arts (2008)
Nominated
Leading Actor
Nominated
Best Performance By an Actor in a Motion Picture - Drama
Mystic River Movie Poster

Mystic River

When the daughter (Emmy Rossum) of ex-con Jimmy Marcus (Sean Penn) is murdered, two of his childhood friends from the neighborhood are involved....

Screen Actors Guild Awards (2003)
Nominated
Outstanding Performance by a Cast in a Motion Picture
21 Grams Movie Poster

21 Grams

In a film that plays with the idea of straightforward storytelling, a group of troubled people find that they are linked in unpredictable ways....

British Academy of Film & Television Arts (2003)
Nominated
Actor in a Leading Role
Mystic River Movie Poster

Mystic River

When the daughter (Emmy Rossum) of ex-con Jimmy Marcus (Sean Penn) is murdered, two of his childhood friends from the neighborhood are involved....

British Academy of Film & Television Arts (2003)
Nominated
Actor in a Leading Role
Won
Actor in a Leading Role
Screen Actors Guild Awards (2003)
Nominated
Outstanding Performance by a Male Actor in a Leading Role
Won
Best Performance By an Actor in a Motion Picture - Drama
I Am Sam Movie Poster

I Am Sam

"I Am Sam" is the compelling story of Sam Dawson (Sean Penn), a mentally-challenged father raising his daughter Lucy (Dakota Fanning) with the...

Screen Actors Guild Awards (2001)
Nominated
Outstanding Performance by a Male Actor in a Leading Role
Nominated
Actor in a Leading Role
Sweet and Lowdown Movie Poster

Sweet and Lowdown

Emmet Ray (Sean Penn) isn't an easy guy to be around -- among other things, he's inconsiderate and egomaniacal. He also happens to be a jazz...

Nominated
Actor in a Leading Role
Nominated
Best Performance By an Actor in a Motion Picture - Comedy or Musical
Dead Man Walking Movie Poster

Dead Man Walking

As death row inmate Matthew Poncelet (Sean Penn) nears his execution date, he calls upon Sister Helen Prejean (Susan Sarandon) to help him with...

Screen Actors Guild Awards (1995)
Nominated
Outstanding Performance by a Male Actor in a Leading Role
Nominated
Actor in a Leading Role
Nominated
Best Performance By an Actor in a Motion Picture - Drama
Carlito's Way Movie Poster

Carlito's Way

A free man after years in prison, Carlito Brigante (Al Pacino) intends to give up his criminal ways, but it's not long before the ex-con is sucked...

Nominated
Best Performance By an Actor in a Supporting Role in a Motion Picture