Kit Kittredge
Abigail Breslin
Mr. Kittredge
Chris O'Donnell
Aunt Millie
Joan Cusack
Mrs. Kittredge
Julia Ormond
Miss Dooley
Jane Krakowski
Mr. Berk
Stanley Tucci
Mrs. Howard
Glenne Headly
Will Shephard/Charlie Kittredge
Max Thieriot
Register's Reporter
Wallace Shawn
Ruthie Smithens
Madison Davenport
Stirling Howard
Zach Mills
Mr. Pennington
Colin Mochrie
Brieanne Jansen
Countee
Willow Smith
Hobo Doctor
Martin Roach
Sax-Playing Hobo
Eddie Graff
Kenneth Welsh