Casey Affleck as Patrick Kenzie

Michelle Monaghan as Angie Gennaro

Morgan Freeman as Jack Doyle

Ed Harris as Sgt. Det. Remy Bressant

John Ashton as Det. Nick Poole

Amy Ryan as Helene McCready

Amy Madigan as Bea McCready

Titus Welliver as Lionel McCready

Michael Kenneth Williams as Devin

Edi Gathegi as Cheese

Mark Margolis as Leon Trett

Madeline O'Brien as Amanda McCready

George Carroll as Bubba

Trudi Goodman as Roberta Trett

Matthew Maher as Corwin Earle

Jill Quigg as Dottie

Sean Malone as Skinny Ray Likanski

Brian Scannell as Lenny

Jay Giannone as Steve Penteroudakis

William Lee as Big Dave

William Marlowe as Fillmore Regular

Daniel DeMiller Jr. as Fillmore Regular

Kenneth Butler Jr. as Fillmore Regular

Stephen Curran as Fillmore Regular

Michael T. Blythe as Fillmore Regular

Bob J. Leary as Fillmore Regular

Mike Pusateri as Fillmore Regular

Paul Sullivan as Fillmore Regular

John McColgam as Fillmore Regular

Joseph Thomas-O'Brien as Kid on Bike

Jimmy LeBlanc as Chris Mullen

Mary Bounphasaysonh as Cheese's Girl

Fanshen Cox as Doyle's Secretary

Kippy Goldfarb as Francine Doyle

Elizabeth Duff as Mrs. Bressant

Cathie Callanan as Mrs. Poole

Cameron Henry as Johnny Pietro

Bobby Curcuro as Bobby

Kevin Molis as Officer in Procession

Robert Wahlberg as Interrogating Officer

Tom Kemp as Police Captain

Matt Podolske as Officer Riley

Joseph Flaherty as Murphy's Law Bartender

Carla Antonino as Murphy's Law Waitress

Peg Holzemer as Woman at Bar

Chelsea Ladd as Boston Girl

Josh Marchette as Dart Player

Tom McNeeley as Teamster at Bar

Rena Maliszewski as Newscaster

Suzanne Schemm as Newscaster

Lonnie Farmer as Newscaster

Richard Snee as Newscaster

Dale Place as Newscaster

Gary Tanguay as Newscaster

Ted Reinstein as Field Reporter

Celeste Oliva as Field Reporter

Patrick Shea as Field Reporter

Lewis D. Wheeler as Field Reporter

Michele Proude as Field Reporter

Tim Estiloz as Field Reporter

Karen Scalia as Field Reporter

John Belche as Field Reporter

Raymond Alongi as West Beckett Police Officer

Joey Vacchio as State Trooper

Eamon Brooks as State Trooper

Vincent H. Carolan as State Trooper

Frank G. Sullivan as State Trooper

Karen Ahern as Reunited Police Officer

Ellen Becker Gray as Gossipy Funeral Mourner (uncredited)

Shana Carr as Restaurant Patron / Family Member at Funeral (uncredited)

Mark S. Cartier as Pantsless Reporter (uncredited)

Frank Durant as Neighbor (uncredited)

John Franchi as Funeral Attendee (uncredited)

Alex Milne as Child at Playground (uncredited)

Nicholas Purcell as Punk (uncredited)

Alan Resnic as Mourner at Funeral (uncredited)

Paul Horn as Newscaster

Nicholas Donovan as Kid on Bike