Sean Penn

Jimmy Markum

Tim Robbins

Dave Boyle

Kevin Bacon

Sean Devine

Laurence Fishburne

Whitey Powers

Marcia Gay Harden

Celeste Boyle

Laura Linney

Annabeth Markum

Kevin Chapman

Val Savage

Tom Guiry

Brendan Harris

Emmy Rossum

Katie Markum

Spencer Treat Clark

Silent Ray Harris

Andrew Mackin

John O'Shea

Adam Nelson

Nick Savage

Robert Wahlberg

Kevin Savage

Jenny O'Hara

Esther Harris

John Doman

Driver

Cameron Bowen

Young Dave

Jason Kelly

Young Jimmy

Connor Paolo

Young Sean

T. Bruce Page

Jimmy's Father

Miles Herter

Sean's Father

Cayden Boyd

Michael Boyle

Tori Davis

Lauren Devine

Jonathan Togo

Pete

Shawn Fitzgibbon

Funeral Director

Will Lyman

FBI Agent Birden

Celine du Tertre

Nadine Markum

Ari Graynor

Eve Pigeon

Zabeth Russell

Diane Cestra

Joe Stapleton

Drew Pigeon

Susan Willis

Mrs. Prior

José Ramón Rosario

Lt. Friel

Tom Kemp

CSS Tech

Charley Broderick

Medical Examiner

Lonnie Farmer

Lab Technician

Celeste Oliva

Trooper Jenny Coughlin

Bates Wilder

Loud Mouth Cop

Douglass Bowen Flynn

Cop at Barricade

Bill Thorpe

Neighbor at Barricade

Matty Blake

Cop in Park

Ken Cheeseman

Dave's Friend in Bar

Duncan B. Putney

Solicitor in Car

Ed O'Keefe

Communion Priest

Michael McGovern

'75 Reporter

John Franchi

Bar Patron (uncredited)

Colleen Kelly

Boston Cop (uncredited)

Eli Wallach

Mr. Loonie (uncredited)

Kevin Conway

Theo (uncredited)

Frank Ridley

Police Detective (uncredited)

John Zaffis

Casino Patron (uncredited)