Alec Baldwin
Bob Berrenger
Philip Seymour Hoffman
Joseph Turner White
Charles Durning
Mayor George Bailey
Clark Gregg
Doug Mackenzie
Patti LuPone
Sherry Bailey
William H. Macy
Walt Price
Sarah Jessica Parker
Claire Wellesley
David Paymer
Marty Rossen
Julia Stiles
Carla
Rebecca Pidgeon
Ann
Vincent Guastaferro
Uberto Pazzi-Sforzo
Michael Higgins
Doc Wilson
Ricky Jay
Jack
Lionel Mark Smith
Bill Smith
Matt Malloy
Hotel Clerk
Jack Wallace
Bellhop
J.J. Johnston
Stationmaster
Dee Nelson
Decorator
Brian Howe
Bartender
Robert Walsh
Trooper #1
Matthew Pidgeon
B.B.G. TV Reporter
Paul Butler
Real Judge
Ken Cheeseman
Trooper #2
Jordan Lage
Doc Morten
Laura Silverman
Secretary
Jonathan Katz
Howie Gold
Sean Patrick Reilly
Loop
John Krasinski
Judge's Assistant (uncredited)
Jim Frangione
Tommy Max
Christopher Kaldor
Officer Cal Thompkin
Michael Bradshaw
Priest
Morris Lamore
Bunky
Allen Soule
Spud
Tony V.
Water Delivery Man
Tony Mamet
Electrician
Michael James O'Boyle
Chuckie
Charlotte Potok
Maude
Frederic Levy
Gun Store Owner
Richard L. Friedman
Postman
Kolbie McCabe
Girl on Scooter
Emma Norman
Fisherwoman
G. Roy Levin
Salesman with Rubber Duck
Danny Hovanesian
Bailiff
Jerry Graff
Fake Judge
Timothy Jernigan-Smith
Billy on Bike
Alexandra Kerry
Television Director
Linda Kimbrough
Courteney
Lana Bilzerian
Girl PA
Josh Marchette
Production Assistant
Chris De Christopher
Painter 1 (uncredited)
Darrell Geer
Vermont State Trooper (uncredited)
David Lauren
News Producer (uncredited)
Cindy Lentol
Reporter (uncredited)
Kevin Foster McCarthy
Airport Van Driver (uncredited)
Todd Poudrier
Production Assistant (uncredited)
Alan Francis Sullivan
Vermont State Trooper (uncredited)
Kate Super
Production Assistant (uncredited)