Abigail Breslin

as Kit Kittredge

Chris O'Donnell

as Mr. Kittredge

Julia Ormond

as Mrs. Kittredge

Stanley Tucci

as Mr. Jefferson Jasper Rene Berk

Max Thieriot

as Will Shephard

Joan Cusack

as Miss Lucinda Bond

Glenne Headly

as Mrs. Howard

Jane Krakowski

as Miss May Dooley