Josh Hamilton
Michael Herlihy
Julia Stiles
Katie Herlihy
Jerry O'Connell
Brian Herlihy
Jordana Brewster
Sarah Weinstock
Leonard Roberts
Emmet Taylor
Bill Smitrovich
Bill Herlihy
Donovan Leitch
Neal Reynolds
David Alan Grier
Fred Hampton
Charles S. Dutton
Reverend Willie Taylor
Cliff Gorman
Father Daniel Berrigan
Ronald William Lawrence
Civil Rights Leader #1
Kimberly Scott
Althea Taylor
Monti Sharp
Civil Rights Leader #2
Sara Van Horn
Sister Elisabeth
Brian Donovan
Chicago Delegate / Reed Student
James Arone
Father Monahan
David Paul Needles
Toby Manders
Jeremiah Birkett
Marquette
Elisabeth Röhm
Amanda Stone
Miranda Bailey
Digger Girl
Roger Hampton
Half Sauced Man
Michael Harney
Tom Gryzbowski
Clay Wilcox
Trippie Hippie
Ryan Cutrona
Chairman of Draft Board
Rosanna Arquette
Hippie Mother (uncredited)
Steven Boe
Doctor (uncredited)
Craig Calman
Haight Ashbury Hippie (uncredited)
Johan-Carl Nowack
Freedom Rider Singer
Philip Cordaro
Singer / Guitar Player on Bus
James E. Treloar
Train Engineer
Stan Garner
Train Conductor
Michael Kaufman
Leonard Tannen
Jennifer Bauerle
Katie's Friend #2
Oded Gross
Berkeley Delegate
Nicky Merchant
Katie's Friend #1
Jason Nesmith
Singer in Band
Mike Williams
Singer in Band
James Michael Marshall
Doorman
William Barillaro
Bus Driver
Terrance Ellis
2nd Blackman
John H. Freeland Jr.
Blackman
Barbara Roberts
Marquette's Mother / Woman in Mississippi
Bix Barnaba
Hippie in Need
Gregory Storm
David Hillard
Bill Willens
Allen Ginsberg
Austin Marriott
Baby Rainbow
Benjamin Marriott
Baby Rainbow
Hannah Whelan
Rainbow (Toddler)
James Furlong
Hippie (uncredited)
Eli Jones
Cross-dressing Draftee (uncredited)
Anthony Jordan
Frat House Partier / Dancer (uncredited)
Marcus Le Bov
Hate Ashbury - Hippie (uncredited)
Mindy Miller
Diner Waitress (uncredited)