| Cast list |
| Jim Sturgess | as | Jude |
| Evan Rachel Wood | as | Lucy |
| Joe Anderson | as | Max |
| Dana Fuchs | as | Sadie |
| Cynthia Loebe | as | Diner Waitress |
| Martin Luther | as | JoJo |
| T.V. Carpio | as | Prudence |
| Heather Janneck | as | Bowling Alley Dancer |
| Eddie Izzard | as | Mr. Kite |
| Bono | as | Dr. Robert |
| Jacob Pitts | as | Desmond |
| James Urbaniak | as | Bill |
| Samantha Futerman | as | Prom Dancer |
| Robert Clohessy | as | Jude's father |
| Ira David Wood IV | as | SDS Revolutionary |
| Kevin Alexander Stea | as | East Village Denizen |
| Orfeh | as | Hooker |
| Justin Restivo | as | Merchant Marine |
| Matthew Backer | as | Guru |
| Marcus Collins | as | Hippie |
| Linda Emond | as | Barbara Carrigan |
| Halley Wegryn Gross | as | Max's Girl 1/Merry Prankster |
| Jim Ford | as | Football Player |
| Kel O'Neill | as | Hippie |
| Saycon Sengbloh | as | Sadie's Band/backup |
| Adrianna Bremont | as | Hippie |
| Perri Lauren | as | Basketball Teamate |
| Larry Laboe | as | Lucy's Ensemble |
| Kiva Dawson | as | Max's Girl #2/Merry Prankster |
| Cicily Daniels | as | Backup Singer - Sadie's Band |
| Chris Nunez | as | Department Store Delivery Boy |
| Tracey Brennan | as | College Girl |
| Ramon Flowers | as | Drag Queen |
| Brian Smyj | as | Cop |
| Ellen Hornberger | as | Julia |
| Kristen Silverman | as | Hippie |
| Annie Vanders | as | Singing Housewife |
| Edwin Freeman | as | Football Player |
| Joe Dolinsky | as | Hippy dude |
| Nikki Snelson | as | East village denizen |
| Sarah Jayne Jensen | as | Lucy's friend |
| Cris D'Annunzio | as | Riot Cop |
| Kevin Watson | as | Funeral patron |
| Vitta Quinn | as | Black/White Painted Mod Girl |
| Steve Lord | as | National Guard Soldier |
| Mark Keller | as | Football Player |
| Phillip James Griffith | as | Frat Boy |
| Paul Hayes | as | Cavern band |
| Bill Weeden | as | East Village Denizen |
| Frank Stellato | as | Football coach |
| Brendan Burke | as | Soldier |
| Craig DiFrancia | as | Football Player |
| Noah Weisberg | as | ACLU Lawyer |
| Luther Creek | as | Prankster #1 |
| Luis Salgado | as | East Village Denizen/Sergent |
| Jack Fitz | as | Daniel's Uncle |
| Spencer Liff | as | Daniel |
| Shane Geraghty | as | Acrobat |
| Keith Moyer | as | Loft Artist Partygoer |
| Keith Patterson | as | Daniel's Voice |
| Desmond Richardson | as | Dancer |
| Antonique Smith | as | Hooker |
| Frank Hopf | as | Door officer at Strawberry Records |
| Daniel Ezralow | as | Priest |
| Chris McMullin | as | Security at Fillmore East |
| Chris McGarry | as | Sergeant |
| Abigail Gustafson | as | Protester/Flower Child |
| Joey Giambattista | as | Sadie's Fan |
| William Atkinson | as | Sailor |
| Matt Caplan | as | Frat boy #3 |
| Gail Yudain | as | High School Teacher |
| Mark Pricskett | as | Loft Artist Partygoer |
| Shawn Luckey | as | Hippie |
| Ronald Sylvers | as | Funeral Attendee |
| Jeanine Serralles | as | Lil |
| Lisa Hogg | as | Molly |
| Elizabeth Newman | as | Protestor |
| Brian M. Wixson | as | Strawberry Records Hippie |
| Jason Daniel Audette | as | Hippie |
| Kevin Cannon | as | Professor |
| Angel Morales | as | Dancer |
| Alexus Robertson | as | Hippie Guitarist |
| Sandy Chase | as | Dancer |
| Bill Richards | as | Helicopter Pilot |
| Michael Biscardi | as | 5th Ave. Protestor |
| Elain R. Graham | as | JoJo's mother |
| Tracy Westmoreland | as | Fillmore East Manager |
| Chivonne Hill | as | Detroit Rioter |
| Thomas Russo | as | National Guardsman |
| Andrew Llera | as | Princeton Student |
| Kathryn Eleni Fraggos | as | Dancer |
| Mark A. Bailey | as | Hippie |
| Simone Butler | as | Student Democratic Revolutionary |
| Delancey Birzin | as | Princeton Student |
| Laurence Covington | as | Football Player |
| Mike Dobbins | as | Student for Democratic Reform |
| Joey Chanlin | as | Protestor |
| Kent Moran | as | Football Player |
| Ryan Lee Gilbert | as | Student Protestor |
| John 'J.T.' Tully | as | Dancing Businessman |
| Danya Taymor | as | HS Girlfriend #1 |
| Adesola A. Osakalumi | as | Black Panther/Dancer |
| Andrew Asnes | as | Dancer/John |
| Jeffrey Hawkins | as | Soldier Patient/Dancer |
| Lisa Marie Farago | as | Bowler |
| Jeremy Leiner | as | Dancer |
| Justin Osterthaler | as | Yale Bully |
| Russ Klein | as | Protester |
| Jerzy Gwiazdowski | as | Merry Prankster |
| Rick Collum | as | Columbia University Student Radical |
| Jordan Bass | as | High School Student/Dancer |
| Kevin W. Burns | as | Telegram Sergeant |
| Christopher Youngsman | as | Merry Prankster |
| Jordan Spencer | as | Dancing Businessman |
| Angelo Fraboni | as | Soldier/Dancer/Bowler |
| Johnpaul Castrianni | as | Cavern Loner |
| Angela Mounsey | as | Martha |
| Angela Mounsey | as | Jude's mother, Martha |
| Nick Ellison | as | Cavern band |
| Nicole Lewis | as | Young Mother |
| John Orion | as | DC Rioter/Hippie at party |
| Matthew Neff | as | Dancer |
| Courtney Lynne Coleman | as | High School Student |
| Eric Michael Kochmer | as | Protester |
| Michael Boothroyd | as | Dancing Businessman |
| Randy Blair | as | Mother Face |
| Kurt Froman | as | Vietnam Inductee |
| Kristen Haakerud | as | Cheerleader |
| Melissa Medina | as | Dancer |
| Dolores McDougal | as | Nurse |
| Amanda Cole | as | Emily |
| Dominique Kelley | as | East Village Denizen, Army Recruiter |
| Chris Philip | as | Columbia College Student |
| Brian Speaker | as | Additional Voices |
| John Jeffrey Martin | as | Frat guy |
| Jen Arvay | as | Protester |
| Craig Clary | as | College Student |
| Evan Crothers | as | Patient |
| Richard Kirkman Page | as | Shipyard Worker |
| Jamal Burke | as | Football Player |
| Gregory Allan Bock | as | Hippie Protester #2 |
| Jessica Frank | as | Cheerleader |
| Ambrose Martos | as | Prankster #5 |
| Adam Kerbis | as | Football Player |
| Adolpho Blaire | as | Army Recruit |
| Michael Chenevert | as | Wounded soldier |
| Samantha Musumeci | as | Daniel's sister |
| Cory Mayer | as | Daniel's Brother |
| Martin Soole | as | Army Recruit |
| Barney Taylor | as | Cavern band |
| Bryan Noll | as | Sadie's Bass Player |
| Leo G. Liteman | as | Roadie |
| Edward Kasche | as | Underground News Editor |
| Kevin Brendan O'Brien | as | Delicatessen Waiter |
| Ben Wilkinson | as | Cavern band |
| Tim McGarrigal | as | Dancer |
