Kit Kittredge

Abigail Breslin

Acting

Mr. Kittredge

Chris O'Donnell

Acting

Mrs. Kittredge

Julia Ormond

Acting

Mr. Jefferson Jasper Rene Berk

Stanley Tucci

Acting

Will Shephard

Max Thieriot

Acting

Miss Lucinda Bond

Joan Cusack

Acting

Mrs. Howard

Glenne Headly

Acting

Miss May Dooley

Jane Krakowski

Acting

Mr. Gibson

Wallace Shawn

Acting

Ruthie Smithens

Madison Davenport

Acting

Stirling Howard IV

Zach Mills

Acting

Countee (Constance)

Willow Smith

Acting

Hobo Doctor

Martin Roach

Acting

Sax-Playing Hobo

Eddie Graff

Acting

Roger

Austin Macdonald

Acting

Uncle Hendrick

Kenneth Welsh

Acting

Mr. Pennington

Colin Mochrie

Acting

Frances Stone

Brieanne Jansen

Acting

Florence Stone

Erin Hilgartner

Acting

Classmate #1

Elisabeth Perez

Acting

Classmate #2

Jordan Rackley

Acting

Frederich

Dylan Scott Smith

Acting