The 60s
The Herlihys are a working class family from Chicago whose three children take wildly divergent paths: Brian joins the Marines right out of High School and goes to Vietnam, Michael becomes involved in the civil rights movement and after campaigning for Bobby Kennedy and Eugene McCarthy becomes involved in radical politics, and Katie gets pregnant, moves to San Francisco and joins a hippie commune. Meanwhile, the Taylors are an African-American family living in the deep South. When Willie Taylor, a minister and civil rights organizer, is shot to death, his son Emmet moves to the city and eventually joins the Black Panthers, serving as a bodyguard for Fred Hampton.
Josh Hamilton
Michael Herlihy
Julia Stiles
Katie Herlihy
Jerry O'Connell
Brian Herlihy
Jeremy Sisto
Kenny Klein
Jordana Brewster
Sarah Weinstock
Leonard Roberts
Emmet Taylor
Bill Smitrovich
Bill Herlihy
Annie Corley
Mary Herlihy
Donovan Leitch
Neal Reynolds
David Alan Grier
Fred Hampton
Charles S. Dutton
Reverend Willie Taylor
Cliff Gorman
Father Daniel Berrigan
April Mills
Constance
Marc Blucas
Buddy Wells
Jenna Byrne
Melissa
Carnie Wilson
Mama Earth
John C. Meier
Cop #3
David Denman
SDS Radical
Ronald William Lawrence
Civil Rights Leader #1
Kimberly Scott
Althea Taylor
Monti Sharp
Civil Rights Leader #2
Chonique Sneed
Dancer
Sara Van Horn
Sister Elisabeth
Brian Donovan
Chicago Delegate / Reed Student
Raynor Scheine
Sheriff
Gibbs Tolsdorf
Marine
James Arone
Father Monahan
David Paul Needles
Toby Manders
David Tom
Tommy
Lauren Birkell
Joanie
Grant Gelt
Jimmy Dunbar
Lynn Tufeld
Nurse
Ping Wu
Chinese Waiter
Jeremiah Birkett
Marquette
Nigel Thatch
Corey
Elisabeth Röhm
Amanda Stone
Mushond Lee
Huey Newton
Michael Maize
Leather Hat
Hugh Ross
Owl Man
Miranda Bailey
Digger Girl
Steve Eastin
Big Max
Roger Hampton
Half Sauced Man
Tim Reinhard
John Denny
Michael Harney
Tom Gryzbowski
Sean Hennigan
Sergeant
Brian Klugman
Wahoo
Heath Lourwood
WavyGravy
Grant Mathis
FBI Agent #2
Clay Wilcox
Trippie Hippie
Andrew Woodworth
Red
Lorin McCraley
Hippie Guy
Ryan Cutrona
Chairman of Draft Board
James DeBello
O'Doud
Rosanna Arquette
Hippie Mother (uncredited)
Steven Boe
Doctor (uncredited)
Craig Calman
Haight Ashbury Hippie (uncredited)
Johan-Carl Nowack
Freedom Rider Singer
Charles Wheat
Dancer
Philip Cordaro
Singer / Guitar Player on Bus
Carl E. Nelson
Marine Pal
James E. Treloar
Train Engineer
Stan Garner
Train Conductor
Michael Kaufman
Leonard Tannen
Desiree Paterson
Nun
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
Ryan Chism
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
Danny Rogers
Cop #1
Si Paciorek
Clinic Doctor
Bix Barnaba
Hippie in Need
Dana Smith
Bobby Seale
Gregory Storm
David Hillard
Mark Leahy
Reporter #1
Bill Willens
Allen Ginsberg
Austin Marriott
Baby Rainbow
Benjamin Marriott
Baby Rainbow
Shane Barach
Vietnam Vet
Mitch Gibney
FBI Agent #1
Wavy Gravy
Trip Captain
Hannah Whelan
Rainbow (Toddler)
Lou Simon
Panther
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)
Michael Emanuel
Coach