Lindsay Lohan

Casey Stuart

Tyra Banks

Eve

Jere Burns

Ben Stuart

Anne Marie DeLuise

Drew McDonald

Garwin Sanford

Richie

Tom Butler

Phil

Jillian Fargey

Ellen

Katelyn Wallace

Sarah

Shaina Tianne Unger

Jessica

Stephanie Moore

Woman in Mink

Dee Jay Jackson

Coach

Corrine Koslo

Toy Store Owner

Alf Humphreys

Bookstore Owner (as Alfred E. Humphreys)

Kerry Sandomirsky

Ms. Weiner

Sam MacMillan

Sam

Jessica Lee Owens

Shannon

Chantal Strand

Sarah's Sister

Laurie Murdoch

Mr. Boring

Candice Connelly

Mrs. Boring

Alvin Sanders

Guard

Ryan DeBoer

Weiner (as Ryan de Boer)

Lesley Ewen

Francine

Kaitlyn Burke

Girl with Doll

George Blondheim

Band Leader

Joanna Piros

Newscaster

Campbell Lane

Judge Peterman

Kasper Michaels

Litter Man

Garvin Cross

Truck Driver

Aliana Lohan

Girl at Football Stands (uncredited)