| Darrin Baker | Coach Dunbar | |
| Wes Warnicker | ||
| Christian Borle | Willard Hewitt | |
| Luther Creek | Lyle | |
| Teri DiGianfelice | Ensemble | |
| Sean Dooley | Ensemble | |
| Garvin | ||
| Jennifer Gambatese Broadway debut | Urleen | |
| Asmeret Ghebremichael | Ensemble | (Feb 14, 1999-Aug 25, 1999) |
| Casey Miles Good | Ensemble | |
| Jamie Gustis | Cowboy Bob | |
| Ensemble | ||
| Jeter | ||
| Katie Harvey | Wendy Jo | |
| John Hillner | Reverend Shaw Moore | |
| Curtis Holbrook | Ensemble | |
| Michelle Kittrell | Ensemble | |
| Bradley Jay Madison | Ensemble | |
| Kathleen Marsh | Lulu Warnicker | |
| Matthew Morrison | Ensemble | |
| Mary Gordon Murray | Vi Moore | |
| Tanya Nieves | Ensemble | |
| Carolyn Ockert-Haythe | ||
| Orfeh | Rusty | (Jun 8, 1999-Jun 13, 1999) |
| Timothy Quinlan | Ensemble | (May 27, 2000-Jul 2, 2000) |
| Lyle | (May 27, 2000-Jul 2, 2000) | |
| Anika Noni Rose Broadway debut | Rusty | |
| Teresa Marie Sanchez | Rusty | |
| Michael Seelbach | Bickle | |
| Ensemble | ||
| Martin Vidnovic | Reverend Shaw Moore | Was replaced in previews |
| Karl Wahl | Ensemble | |
| Jason Wooten | Bickle | |
| Ren McCormack | ||
| Ensemble |