Charlie Simms is a student at a private preparatory school who comes from a poor family. To earn the money for his flight home to Gresham, Oregon for Christmas, Charlie takes a job over Thanksgiving looking after retired U.S. Army officer Lieutenant Colonel Frank Slade, a cantankerous middle-aged man who lives with his niece and her family.
Al Pacino Lt. Col. Frank Slade
Chris O'Donnell Charlie Simms
James Rebhorn Mr. Trask
Gabrielle Anwar Donna
Philip Seymour Hoffman George Willis, Jr.
Richard Venture W.R. Slade
Bradley Whitford Randy
Ron Eldard Officer Gore
Rochelle Oliver Gretchen
Margaret Eginton Gail
Tom Riis Farrell Garry
Nicholas Sadler Harry Havemeyer
Todd Louiso Trent Potter
Matt Smith Jimmy Jameson
Gene Canfield Manny
Frances Conroy Christine Downes
June Squibb Mrs. Hunsaker
Sally Murphy Karen Rossi
Michael Santoro Donny Rossi
Anh Duong Sofia
Leonard Gaines Freddie Bisco
David Lansbury Michael
Baxter Harris George Willis, Sr.
Francie Swift Flight Attendant
Michael Simon Oak Room Waiter
Mansoor Najee-Ullah Skycap
Peter Carew Bootblack
Paul Stocker Doorman
Divina Cook Night Maid
William Beckwith Oak Room Maitre D'
Dan Gifford Man in Hotel Lobby (uncredited)
Jack Mulcahy Oak Room Patron (uncredited)
Joseph Palmas Bellhop
J.T. Cromwell Ballroom Waiter
Mike Lisenco Cab Driver
Russell Gibson Barber (uncredited)
Carlo Giuliano Student (uncredited)
George Grafas Waldorf Guest (uncredited)
Luke L. Hansen Student (uncredited)
Eric Reid Schroeder Student (uncredited)
Lucy Smith Airport Traveler (uncredited)
Paul Zimmerman Student (uncredited)
Stephen L'Heureux Classmate (uncredited)
Alyson Feldman Francine Rossi
Erika Feldman Francine Rossi
Julian Stein Willie Rossi
Max Stein Willie Rossi