Abigail Breslin
Kit Kittredge
Chris O'Donnell
Mr. Kittredge
Julia Ormond
Mrs. Kittredge
Stanley Tucci
Mr. Jefferson Jasper Rene Berk
Max Thieriot
Will Shephard
Joan Cusack
Miss Lucinda Bond
Glenne Headly
Mrs. Howard
Jane Krakowski
Miss May Dooley
Wallace Shawn
Mr. Gibson
Madison Davenport
Ruthie Smithens
Zach Mills
Stirling Howard IV
Willow Smith
Countee (Constance)
Martin Roach
Hobo Doctor
Eddie Graff
Sax-Playing Hobo
Austin Macdonald
Roger
Kenneth Welsh
Uncle Hendrick
Colin Mochrie
Mr. Pennington
Brieanne Jansen
Frances Stone
Erin Hilgartner
Florence Stone
Elisabeth Perez
Classmate #1
Jordan Rackley
Classmate #2
Dylan Scott Smith
Frederich