| Thomas Jane | Neal Cassady |
| Keanu Reeves | Harry |
| Tom Bower | Captain (uncredited) |
| Adrien Brody | Ben |
| John Doe | Lewis |
| Claire Forlani | Joan |
| Marg Helgenberger | Lizzy |
| Gretchen Mol | Mary Greenway |
Neal Cassady, '60s counterculture icon, seeks a conventional life with a suicidal girlfriend in mid-'40s Denver.
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