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Starring:

Sean Penn

Acting credits By Highest Global Gross

By Year
By UK Gross
By US Gross
By Global Gross
Starring With
Total Gross
1.

The Angry Birds Movie / 2016

Director(s):
Clay Kaytis • Fergal Reilly

Starring:
Jason Sudeikis • Josh Gad • Danny McBride • Maya Rudolph • Bill Hader
$349,779,543
2.

The Game / 1997

Director(s):
David Fincher

Starring:
Michael Douglas • Sean Penn • Deborah Kara Unger • James Rebhorn • Peter Donat
$109,423,648
3.

Gangster Squad / 2013

Director(s):
Ruben Fleischer

Starring:
Sean Penn • Holt McCallany • Wade Williams • James Landry Hebert • Ambyr Childers
$105,200,903
4.

The Thin Red Line / 1999

Director(s):
Terrence Malick

Starring:
Sean Penn • Adrien Brody • Jim Caviezel • Ben Chaplin • George Clooney
$98,126,565
5.

I Am Sam / 2001

Director(s):
Jessie Nelson

Starring:
Sean Penn • Michelle Pfeiffer • Dakota Fanning • Dianne Wiest • Loretta Devine
$97,818,139
6.

Risky Business / 1983

Director(s):
Paul Brickman

Starring:
Tom Cruise • Rebecca De Mornay • Joe Pantoliano • Richard Masur • Bronson Pinchot
$69,895,955
7.

Taps / 1981

Director(s):
Harold Becker

Starring:
George C. Scott • Timothy Hutton • Ronny Cox • Sean Penn • Tom Cruise
$35,856,053
8.

Licorice Pizza / 2021

Director(s):
Paul Thomas Anderson

Starring:
Alana Haim • Cooper Hoffman • Sean Penn • Tom Waits • Bradley Cooper
$33,081,423
9.

Being John Malkovich / 2000

Director(s):
Spike Jonze

Starring:
John Cusack • Cameron Diaz • Ned Bellamy • Eric Weinstein • Madison Lanc
$24,989,129
10.

The Gunman / 2015

Director(s):
Pierre Morel

Starring:
Sean Penn • Jasmine Trinca • Javier Bardem • Ray Winstone • Mark Rylance
$24,177,137
11.

The Falcon and the Snowman / 1985

Director(s):
John Schlesinger

Starring:
Timothy Hutton • Sean Penn • Pat Hingle • Joyce Van Patten • Rob Reed
$17,130,087
12.

Before Night Falls / 2001

Director(s):
Julian Schnabel

Starring:
Olatz Lpez Garmendia • Giovanni Florido • Lol Navarro • Sebastin Silva • Carmen Beato
$8,601,053
13.

Sweet and Lowdown / 1999

Director(s):
Woody Allen

Starring:
Woody Allen • Ben Duncan • Daniel Okrent • Dan Moran • Tony Darrow
$5,232,723
14.

State of Grace / 1990

Director(s):
Phil Joanou

Starring:
Sean Penn • Ed Harris • Gary Oldman • Robin Wright • John Turturro
$1,911,542
15.

Woody Allen: A Documentary / 2012

Director(s):
Robert B. Weide

Starring:
Woody Allen • Letty Aronson • Antonio Banderas • Marshall Brickman • Josh Brolin
$778,621
16.

I'm Still Here / 2010

Director(s):
Casey Affleck

Starring:
Joaquin Phoenix • Antony Langdon • Carey Perloff • Larry McHale • Casey Affleck
$626,396
17.

Hugo Pool / 1997

Director(s):
Robert Downey Sr.

Starring:
Alyssa Milano • Patrick Dempsey • Robert Downey Jr. • Richard Lewis • Malcolm McDowell
$13,330