Sean Penn

Character: Jimmy Markum

Tim Robbins

Character: Dave Boyle

Kevin Bacon

Character: Sean Devine

Laurence Fishburne

Character: Whitey Powers

Marcia Gay Harden

Character: Celeste Boyle

Laura Linney

Character: Annabeth Markum

Kevin Chapman

Character: Val Savage

Tom Guiry

Character: Brendan Harris

Emmy Rossum

Character: Katie Markum

Spencer Treat Clark

Character: Silent Ray Harris

Andrew Mackin

Character: John O'Shea

Adam Nelson

Character: Nick Savage

Robert Wahlberg

Character: Kevin Savage

Jenny O'Hara

Character: Esther Harris

John Doman

Character: Driver

Cameron Bowen

Character: Young Dave

Jason Kelly

Character: Young Jimmy

Connor Paolo

Character: Young Sean

T. Bruce Page

Character: Jimmy's Father

Miles Herter

Character: Sean's Father

Cayden Boyd

Character: Michael Boyle

Tori Davis

Character: Lauren Devine

Jonathan Togo

Character: Pete

Shawn Fitzgibbon

Character: Funeral Director

Will Lyman

Character: FBI Agent Birden

Celine du Tertre

Character: Nadine Markum

Ari Graynor

Character: Eve Pigeon

Zabeth Russell

Character: Diane Cestra

Joe Stapleton

Character: Drew Pigeon

Susan Willis

Character: Mrs. Prior

José Ramón Rosario

Character: Lt. Friel

Tom Kemp

Character: CSS Tech

Charley Broderick

Character: Medical Examiner

Lonnie Farmer

Character: Lab Technician

Celeste Oliva

Character: Trooper Jenny Coughlin

Bates Wilder

Character: Loud Mouth Cop

Douglass Bowen Flynn

Character: Cop at Barricade

Bill Thorpe

Character: Neighbor at Barricade

Matty Blake

Character: Cop in Park

Ken Cheeseman

Character: Dave's Friend in Bar

Scott Winters

Character: Detective

Thomas Derrah

Character: Headstone Salesman

Jim Smith

Character: Reporter

Patrick Shea

Character: Handcuffed Man

Duncan B. Putney

Character: Solicitor in Car

Ed O'Keefe

Character: Communion Priest

Dave Zee Garison

Character: '75 Police Officer

Michael McGovern

Character: '75 Reporter

Bill Richards

Character: Helicopter Pilot

Michael Peavey

Character: Helicopter Pilot

John Franchi

Character: Bar Patron (uncredited)

Colleen Kelly

Character: Boston Cop (uncredited)

Eli Wallach

Character: Mr. Loonie (uncredited)

Kevin Conway

Character: Theo (uncredited)

Frank Ridley

Character: Police Detective (uncredited)

Kris Williams

Character: Spectator (uncredited)

Jillian Wheeler

Character: Sara Markum (uncredited)

Lance Norris

Character: Bartender (uncredited)

John Zaffis

Character: Casino Patron (uncredited)