Kevin Kline
as Ben Hood

Joan Allen
as Elena Hood

Sigourney Weaver
as Janey Carver

Jamey Sheridan
as Jim Carver

Christina Ricci
as Wendy Hood

Tobey Maguire
as Paul Hood

Elijah Wood
as Mikey Carver

Adam Hann-Byrd
as Sandy Carver

Michael Cumpsty
as Philip Edwards

Katie Holmes
as Libbets Casey

Henry Czerny
as George Clair

David Krumholtz
as Francis Davenport

Kate Burton
as Dorothy Franklin

William Cain
as Ted Shackley

Maia Danziger
as Mrs. Gadd

Michael Egerman
as Pharmacist

Christine Farrell
as Marie Earle

Glenn Fitzgerald
as Neil Conrad

Allison Janney
as Dot Halford

Jonathan Freeman
as Ted Franklin

Barbara Garrick
as Weather Reporter

Dennis Gagomiros
as Stephen Earle

John Benjamin Hickey
as Mark Boland

Tom Flagg
as Train Conductor

Byron Jennings
as Pierce Sawyer

Miles Marek
as Mr. Gadd

Colette Kilroy
as Sari Steele

Ivan Kronenfeld
as Jack Moellering

Daniel McDonald
as Weatherman

Donna Mitchell
as Maria Conrad

Barbara Neal
as Helen Wentworth

Nancy Opel
as Claudia White

Larry Pine
as Dave Gorman

Wendy Scott
as Pharmacy Attendant

Marcell Rosenblatt
as Mikey's Teacher

Evelyn Solann
as Woman in Pharmacy

Jessica Stone
as Marge

Sarah Thompson
as Beth

Scott Wentworth
as Paul's Teacher

Robert Westenberg
as Rob Halford

Colleen Camp
as Dr. Pasmier (uncredited)

Bill McIntyre
as Libbet's Doorman (uncredited)

Joe O'Connor
as Marty (uncredited)

Courtney Peldon
as Billie (uncredited)

Bettina Skye
as Drug Store Clerk (uncredited)