John Cusack

Lloyd Dobler

Ione Skye

Diane Court

John Mahoney

James Court

Lili Taylor

Corey Flood

Pamela Adlon

Rebecca

Jason Gould

Mike Cameron

Loren Dean

Joe

Johnny Green

Luke

Jeremy Piven

Mark

Don Wilson

Sparring Partner

Bebe Neuwirth

Mrs. Evans

Eric Stoltz

Vahlere

Joan Cusack

Constance Dobler

Richard Portnow

Agent Stewart

Philip Baker Hall

IRS Boss

Chynna Phillips

Mimi

Gregory Sporleder

Howard

Stephen Shortridge

Ray

Kim Walker

Sheila

Lisanne Falk

Sandra

Polly Platt

Mrs. Flood

Jerry Ziesmer

U.S. Attorney

John Hillner

Court's Attorney

Dan Castellaneta

Diane's Teacher (uncredited)

Lois Chiles

Diane's Mother (uncredited)

Judy Prescott

Partier

Bill Stevenson

Partier