Casey Affleck

Patrick Kenzie

Michelle Monaghan

Angie Gennaro

Morgan Freeman

Jack Doyle

Ed Harris

Remy Bressant

John Ashton

Nick Poole

Amy Ryan

Helene McCready

Amy Madigan

Bea McCready

Titus Welliver

Lionel McCready

Michael Kenneth Williams

Devin

Edi Gathegi

Cheese

Mark Margolis

Leon Trett

Madeline O'Brien

Amanda McCready

George Carroll

Bubba

Trudi Goodman

Roberta Trett

Matthew Maher

Corwin Earle

Jill Quigg

Dottie

Sean Malone

Skinny Ray Likanski

Brian Scannell

Lenny

Jay Giannone

Steve Penteroudakis

William Lee

Big Dave

William Marlowe

Fillmore Regular

Daniel DeMiller Jr.

Fillmore Regular

Kenneth Butler Jr.

Fillmore Regular

Stephen Curran

Fillmore Regular

Michael T. Blythe

Fillmore Regular

Bob J. Leary

Fillmore Regular

Mike Pusateri

Fillmore Regular

Paul Sullivan

Fillmore Regular

John McColgam

Fillmore Regular

Nicholas Donovan

Kid on Bike

Joseph Thomas-O'Brien

Kid on Bike

Jimmy LeBlanc

Chris Mullen

Mary Bounphasaysonh

Cheese's Girl

Fanshen Cox

Doyle's Secretary

Kippy Goldfarb

Francine Doyle

Elizabeth Duff

Mrs. Bressant

Cathie Callanan

Mrs. Poole

Cameron Henry

Johnny Pietro

Bobby Curcuro

Bobby

Kevin Molis

Officer in Procession

Robert Wahlberg

Interrogating Officer

Tom Kemp

Police Captain

Matt Podolske

Officer Riley

Joseph Flaherty

Murphy's Law Bartender

Carla Antonino

Murphy's Law Waitress

Peg Holzemer

Woman at Bar

Chelsea Ladd

Boston Girl

Josh Marchette

Dart Player

Tom McNeeley

Teamster at Bar

Paul Horn

Newscaster

Rena Maliszewski

Newscaster

Suzanne Schemm

Newscaster

Lonnie Farmer

Newscaster

Richard Snee

Newscaster

Dale Place

Newscaster

Gary Tanguay

Newscaster

Ted Reinstein

Field Reporter

Celeste Oliva

Field Reporter

Patrick Shea

Field Reporter

Lewis D. Wheeler

Field Reporter

Michele Proude

Field Reporter

Tim Estiloz

Field Reporter

Karen Scalia

Field Reporter

John Belche

Field Reporter

Raymond Alongi

West Beckett Police Officer

Joey Vacchio

State Trooper

Eamon Brooks

State Trooper

Vincent H. Carolan

State Trooper

Frank G. Sullivan

State Trooper

Karen Ahern

Reunited Police Officer

Ellen Becker Gray

Gossipy Funeral Mourner (uncredited)

Shana Carr

Restaurant Patron / Family Member at Funeral (uncredited)

Mark S. Cartier

Pantsless Reporter (uncredited)

Frank Durant

Neighbor (uncredited)

John Franchi

Funeral Attendee (uncredited)

Alex Milne

Child at Playground (uncredited)

Nicholas Purcell

Punk (uncredited)