John Cusack as Lloyd Dobler

Ione Skye as Diane Court

John Mahoney as James Court

Lili Taylor as Corey Flood

Amy Brooks as D.C.

Pamela Adlon as Rebecca

Jason Gould as Mike Cameron

Loren Dean as Joe

Johnny Green as Luke

Jeremy Piven as Mark

Patrick O'Neill as Denny

Don Wilson as Sparring Partner

Bebe Neuwirth as Mrs. Evans

Eric Stoltz as Vahlere

Joan Cusack as Constance Dobler

Richard Portnow as Agent Stewart

Philip Baker Hall as IRS Boss

Chynna Phillips as Mimi

Gregory Sporleder as Howard

Stephen Shortridge as Ray

Jim Ladd as D.J.

Kim Walker as Sheila

Lisanne Falk as Sandra

Glenn Walker Harris Jr. as Jason Dobler

Montrose Hagins as Bess

Gloria Cromwell as Ruth

Polly Platt as Mrs. Flood

Joanna Frank as Mrs. Kerwin

Jerry Ziesmer as U.S. Attorney

John Hillner as Court's Attorney

Dan Castellaneta as Diane's Teacher (uncredited)

Lois Chiles as Diane's Mother (uncredited)

Nicholas Kallsen as Nose-setter

Jonathan Chapin as Garcon 1

Judy Prescott as Partier

Bill Stevenson as Partier