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. (voice)
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
Guy #1
Judy Prescott
Partier
Bill Stevenson
Partier
Lenore Woodward
Sabina
Tom Lawrence
Shop Customer
Katie Layman
Saleswoman
Allison Roth
Tammy
Donald Willis
Guy #2
Arlan Feiles
Guy #3
Chris Ziesmer
Guy #4
John Bruner
Guy #5
Jaime Gomez
Partier
Brooke Holland
Partier
Lisa Picotte
Girl #1
Sunshine Lee
Girl #2
Mindy Feldman
Girl #3