- Edi Gathegi - "Cheese" Jean Baptiste
- Mark Margolis - Leon Trett
- Madeline O'Brien - Amanda McCready
- Slaine - 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 Hornung - 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)
- Alan Resnic - Mourner at Funeral (uncredited)
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Oliver Schmitz
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Anant Singh, Brian Cox
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