15th May 2010
| Final | Dundee United | 3-0 |
11th April 2010
| Semi Final | Dundee United | 2-0 |
10th April 2010
| Semi Final | Celtic | 0-2 |
24th March 2010
| Quarter Final Replay | Dundee United | 1-0 | Rangers |
23rd March 2010
| Quarter Final Replay | 2-1 | Hibernian |
14th March 2010
| Quarter Final | Rangers | 3-3 | Dundee United |
13th March 2010
| Quarter Final | 1-2 |
| Quarter Final | Hibernian | 2-2 |
| Quarter Final | Kilmarnock | 0-3 | Celtic |
17th February 2010
| 5th Round Replay | Rangers | 1-0 | St. Mirren |
16th February 2010
| 5th Round Replay | Aberdeen | 0-1 |
7th February 2010
| 5th Round | 2-4 | Celtic |
6th February 2010
| 5th Round | 9-0 |
| 5th Round | 2-1 |
| 5th Round | St. Mirren | 0-0 | Rangers |
| 5th Round | 0-1 | Dundee United |
| 5th Round | Kilmarnock | 3-0 |
| 5th Round | 1-1 | Aberdeen |
| 5th Round | Hibernian | 5-1 |
26th January 2010
| 4th Round Replay | 1-2 |
25th January 2010
| 4th Round | 1-1 |
20th January 2010
| 4th Round Replay | 3-1 |
| 4th Round | Livingston | 0-1 |
19th January 2010
| 4th Round Replay | Rangers | 2-0 |
| 4th Round | 0-1 | Celtic |
18th January 2010
| 4th Round | 1-0 |
| 4th Round | 0-0 |
| 4th Round | 4-0 |
| 4th Round | Kilmarnock | 1-0 |
| 4th Round | 2-0 | Motherwell |
| 4th Round | 0-3 |
| 4th Round | 1-3 |
10th January 2010
| 4th Round | 3-3 | Rangers |
9th January 2010
| 4th Round | Aberdeen | 2-0 | Heart of Midlothian |
| 4th Round | St. Mirren | 3-1 |
| 4th Round | 0-2 | Dundee United |
| 4th Round | Hibernian | 3-0 |
| 4th Round | 7-1 |
14th December 2009
| 3rd Round Replay | Livingston | 7-1 |
9th December 2009
| 3rd Round | 1-1 | Livingston |
8th December 2009
| 3rd Round Replay | 1-0 |
| 3rd Round Replay | 4-2 |
5th December 2009
| 3rd Round Replay | 0-1 |
| 3rd Round | 5-0 |
1st December 2009
| 3rd Round Replay | 1-4 |
28th November 2009
| 3rd Round | 1-0 |
| 3rd Round | 2-1 |
| 3rd Round | 1-0 |
| 3rd Round | 3-1 |
| 3rd Round | 4-4 |
| 3rd Round | 0-0 |
| 3rd Round | 2-1 |
| 3rd Round | 0-0 |
| 3rd Round | 0-1 |
| 3rd Round | 4-0 |
| 3rd Round | 5-1 |
| 3rd Round | 1-2 |
| 3rd Round | 0-1 |
| 3rd Round | 0-0 |
31st October 2009
| 2nd Round Replay | 1-0 |
| 2nd Round Replay | 1-3 |
| 2nd Round Replay | 4-3 |
24th October 2009
| 2nd Round | 5-1 |
| 2nd Round | 0-2 |
| 2nd Round | 1-4 |
| 2nd Round | 0-3 |
| 2nd Round | 2-1 |
| 2nd Round | 4-2 |
| 2nd Round | 1-3 |
| 2nd Round | 2-1 |
| 2nd Round | 1-1 |
| 2nd Round | 1-1 |
| 2nd Round | 1-4 |
| 2nd Round | 2-4 |
| 2nd Round | 1-3 | Livingston |
| 2nd Round | 0-3 |
| 2nd Round | 2-2 |
| 2nd Round | 1-2 |
3rd October 2009
| 1st Round Replay | 0-3 |
| 1st Round Replay | 2-1 |
| 1st Round Replay | 0-0 |
| 1st Round Replay | 1-2 |
26th September 2009
| 1st Round | 4-1 |
| 1st Round | 1-4 |
| 1st Round | 1-1 |
| 1st Round | 0-3 |
| 1st Round | 7-0 |
| 1st Round | 2-4 |
| 1st Round | 1-5 |
| 1st Round | 2-2 |
| 1st Round | 1-0 |
| 1st Round | 0-0 |
| 1st Round | 0-2 |
| 1st Round | 5-2 |
| 1st Round | 3-0 |
| 1st Round | 1-1 |
| 1st Round | 5-0 |
| 1st Round | 0-7 |
| 1st Round | 1-5 |