John Cusack

Lloyd Dobler

Ione Skye

Diane Court

John Mahoney

James Court

Lili Taylor

Corey Flood

Amy Brooks

D.C.

Pamela Adlon

Rebecca

Jason Gould

Mike Cameron

Loren Dean

Joe

Johnny Green

Luke

Jeremy Piven

Mark

Patrick O'Neill

Denny

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

Jim Ladd

D.J.

Kim Walker

Sheila

Lisanne Falk

Sandra

Glenn Walker Harris Jr.

Jason Dobler

Montrose Hagins

Bess

Gloria Cromwell

Ruth

Polly Platt

Mrs. Flood

Joanna Frank

Mrs. Kerwin

Jerry Ziesmer

U.S. Attorney

John Hillner

Court's Attorney

Dan Castellaneta

Diane's Teacher (uncredited)

Lois Chiles

Diane's Mother (uncredited)

Nicholas Kallsen

Nose-setter

Jonathan Chapin

Garcon 1

Judy Prescott

Partier

Bill Stevenson

Partier