| ROUND | R2 | R3 | R4 | R5 | QF | SF | F | |||||
| r2 | R | r3 | R | r4 | R | r5 | R | qf | R | |||
| Season archive |
| Saturday, 28 November 2009 | |||||
| r3 | Airdrieonians | 4-0 | Queen of the South | ||
| r3 | Albion Rovers | 1-0 | Elgin City | ||
| r3 | Montrose | 2-1 | East Fife | ||
| r3 | Raith Rovers | 0-0 | Peterhead | ||
| r3 | Ross County | 5-1 | Berwick Rangers | ||
| r3 | Morton | 0-0 | Dumbarton | ||
| r3 | Cowdenbeath | 0-0 | Alloa Athletic | ||
| r3 | Deveronvale | 0-1 | Ayr United | ||
| r3 | Edinburgh City | 3-1 | Keith | ||
| r3 | Irvine Meadow | 1-0 | Arbroath | ||
| r3 | Spartans | 0-1 | Forfar Athletic | ||
| r3 | Stirling Albion | 2-1 | Auchinleck Talbot | ||
| r3 | Threave Rovers | 1-2 | Inverurie Locos | ||
| r3 | Wick Academy | 4-4 | Brechin City | ||
| Tuesday, 1 December 2009 | |||||
| r3R | Peterhead | 1-4 | Raith Rovers | ||
| Saturday, 5 December 2009 | |||||
| r3 | Stenhousemuir | 5-0 | Cove Rangers | ||
| r3R | Dumbarton | 0-1 | Morton | ||
| Tuesday, 8 December 2009 | |||||
| r3R | Alloa Athletic | 1-0 | Cowdenbeath | ||
| r3R | Brechin City | 4-2 | Wick Academy | ||
| Wednesday, 9 December 2009 | |||||
| r3 | Clyde | 1-1 | Livingston | ||
| 3 | Craig FRIZZEL (Elgin City, 1p) | |
| +3 | Rory McALLISTER (Brechin City) | |
| 2 | +2 | Paul DI GIACOMO (Ross County) |
| Ross CAMPBELL (Forfar Athletic) | ||
| Fraser McLAREN (Berwick Rangers) | ||
| +1 | Paul WATSON (Montrose) | |
| +2 | Charlie KING (Brechin City) | |
| +2 | Darren SMITH (Raith Rovers) | |
| Raffaele DE VITA (Livingston) | ||
| +2 | David ALLAN (Wick Academy) | |
| +2 | Alan TROUTEN (Airdrieonians) | |
| +2 | Kevin MOTION (Stenhousemuir) |