| ROUND | R1 | R2 | QF | SF | F |
| Season archive |
| Sunday, 7 September 2008 | ||||||
| qf | Queen of the South | 0-2 | Morton | |||
| 48 | Wake | |||||
| 77 | McGuffie | |||||
| qf | Cowdenbeath | 1-2 | Airdrieonians | |||
| 79 | Fairbairn | 53 | Di Giacomo | |||
| 75 | Di Giacomo | |||||
| qf | Livingston | 0-2 | Partick Thistle | |||
| 75 | Turner | |||||
| 78 | Twaddle | |||||
| qf | Clyde | 0-1 | Ross County | |||
| 25 | Craig | |||||
| 4 | Craig GUNN (Peterhead, 1p) | |
| 3 | +2 | Paul DI GIACOMO (Airdrieonians) |
| Stewart KEAN (Queen of the South) | ||
| +1 | Ryan McGUFFIE (Morton) | |
| Sean O'CONNOR (Queen of the South) | ||
| Leigh GRIFFITHS (Livingston) | ||
| 2 | Paul McQUADE (Cowdenbeath) | |
| +1 | Brian FAIRBAIRN (Cowdenbeath) | |
| Alan TROUTEN (Clyde, 1p) | ||
| Martin BAVIDGE (Peterhead) | ||
| Stephen McKEOWN (Partick Thistle) | ||
| Alex KEDDIE (Ross County) |