Lindsay Lohan as Casey Stuart

Tyra Banks as Eve

Jere Burns as Ben Stuart

Anne Marie DeLuise as Drew McDonald

Garwin Sanford as Richie

Tom Butler as Phil

Jillian Fargey as Ellen

Katelyn Wallace as Sarah

Shaina Tianne Unger as Jessica

Stephanie Moore as Woman in Mink

Dee Jay Jackson as Coach

Corrine Koslo as Toy Store Owner

Alf Humphreys as Bookstore Owner (as Alfred E. Humphreys)

Kerry Sandomirsky as Ms. Weiner

Sam MacMillan as Sam

Jessica Lee Owens as Shannon

Chantal Strand as Sarah's Sister

Laurie Murdoch as Mr. Boring

Candice Connelly as Mrs. Boring

Alvin Sanders as Guard

Ryan DeBoer as Weiner (as Ryan de Boer)

Lesley Ewen as Francine

Kaitlyn Burke as Girl with Doll

George Blondheim as Band Leader

Joanna Piros as Newscaster

Campbell Lane as Judge Peterman

Kasper Michaels as Litter Man

Garvin Cross as Truck Driver

Aliana Lohan as Girl at Football Stands (uncredited)