Scottish Cup| ROUND | R2 | R3 | R4 | R5 | R6 | QF | SF | F | |||
| r2 | R | r3 | R | r5 | R | ||||||
| Season archive |
| Saturday, 29 November 2008 | ||||||
| r3 | Airdrieonians | 3-0 | Cove Rangers | |||
| r3 | Albion Rovers | 1-2 | Queen's Park | |||
| r3 | Clachnacuddin | 0-5 | Stenhousemuir | |||
| r3 | Clyde | 2-0 | Montrose | |||
| r3 | East Stirlingshire | 2-1 | Livingston | |||
| r3 | Peterhead | 2-1 | Morton | |||
| r3 | Raith Rovers | 0-0 | Alloa Athletic | |||
| r3 | Ross County | 2-2 | Dumbarton | |||
| r3 | Stirling Albion | 2-3 | Partick Thistle | |||
| r3 | East Fife | 2-0 | Arbroath | |||
| Saturday, 6 December 2008 | ||||||
| r3 | Elgin City | 2-1 | Spartans | |||
| r3 | Forres Mechanics | 2-2 | Dalbeattie Star | |||
| Monday, 8 December 2008 | ||||||
| r3 | Edinburgh City | 0-3 | Brechin City | |||
| Tuesday, 9 December 2008 | ||||||
| r3R | Alloa Athletic | 2-1 | Raith Rovers | |||
| Saturday, 13 December 2008 | ||||||
| r3 | Inverurie Locos | 4-0 | Vale of Leithen | |||
| Monday, 15 December 2008 | ||||||
| r3 | Dalbeattie Star | 2-4 | Forres Mechanics | aet | ||
| r3 | Forfar Athletic | 2-0 | Stranraer | |||
| r3 | Elgin City | 1-2 | Spartans | |||
| r3R | Dumbarton | 1-2 | Ross County | |||
| Wednesday, 17 December 2008 | ||||||
| r3 | Lochee United | 1-1 | Ayr United | |||
| Tuesday, 23 December 2008 | ||||||
| r3R | Ayr United | 3-1 | Lochee United | |||
| 3 | +3 | Ian DIACK (Brechin City, 1p) |
| +3 | Scott DALZIEL (Stenhousemuir) | |
| 2 | Andy SHIRRA (Stenhousemuir) | |
| +1 | Kenny WRIGHT (Elgin City) | |
| +2 | Simon LYNCH (Airdrieonians) | |
| +2 | Brown FERGUSON (Alloa Athletic) | |
| +1 | Brian GRAHAM (East Stirlingshire) | |
| +2 | Sean HIGGINS (Ross County) | |
| +2 | Derek CARCARY (Dumbarton) |
