Heart of Midlothian FC 
| 2008-08-09 | Premiership | Motherwell FC | (H) | 3 | - 2 | W | |
| 2008-08-16 | Premiership | Glasgow Rangers | (A) | 0 | - 2 | L | |
| 2008-08-23 | Premiership | St. Mirren FC | (H) | 2 | - 1 | W | |
| 2008-08-30 | Premiership | Hamilton Academical FC | (A) | 2 | - 1 | W | |
| 2008-09-13 | Premiership | Falkirk FC | (A) | 1 | - 2 | L | |
| 2008-09-20 | Premiership | Inverness CT FC | (H) | 1 | - 0 | W | |
| 2008-09-27 | Premiership | Dundee United FC | (A) | 0 | - 3 | L | |
| 2008-10-04 | Premiership | Kilmarnock FC | (H) | 1 | - 2 | L | |
| 2008-10-19 | Premiership | Hibernian FC | (A) | 1 | - 1 | D | |
| 2008-10-25 | Premiership | Aberdeen FC | (H) | 1 | - 1 | D | |
| 2008-11-02 | Premiership | Celtic FC | (H) | 0 | - 2 | L | |
| 2008-11-08 | Premiership | St. Mirren FC | (A) | 1 | - 0 | W | |
| 2008-11-12 | Premiership | Hamilton Academical FC | (H) | 1 | - 0 | W | |
| 2008-11-15 | Premiership | Inverness CT FC | (A) | 1 | - 0 | W | |
| 2008-11-22 | Premiership | Falkirk FC | (H) | 2 | - 1 | W | |
| 2008-11-29 | Premiership | Glasgow Rangers | (H) | 2 | - 1 | W | |
| 2008-12-13 | Premiership | Celtic FC | (A) | 1 | - 1 | D | |
| 2008-12-20 | Premiership | Dundee United FC | (H) | 0 | - 0 | D | |
| 2008-12-27 | Premiership | Aberdeen FC | (A) | 0 | - 1 | L | |
| 2009-01-03 | Premiership | Hibernian FC | (H) | 0 | - 0 | D | |
| 2009-01-07 | Premiership | Motherwell FC | (A) | 0 | - 1 | L | |
| 2009-01-17 | Premiership | Kilmarnock FC | (A) | 2 | - 0 | W | |
| 2009-01-24 | Premiership | Inverness CT FC | (H) | 3 | - 2 | W | |
| 2009-01-31 | Premiership | Hamilton Academical FC | (A) | 0 | - 2 | L | |
| 2009-02-14 | Premiership | Aberdeen FC | (H) | 2 | - 1 | W | |
| 2009-02-21 | Premiership | St. Mirren FC | (H) | 1 | - 1 | D | |
| 2009-02-28 | Premiership | Dundee United FC | (A) | 1 | - 0 | W | |
| 2009-03-04 | Premiership | Motherwell FC | (H) | 2 | - 1 | W | |
| 2009-03-14 | Premiership | Hibernian FC | (A) | 0 | - 1 | L | |
| 2009-03-21 | Premiership | Glasgow Rangers | (A) | 2 | - 2 | D | |
| 2009-04-04 | Premiership | Kilmarnock FC | (H) | 3 | - 1 | W | |
| 2009-04-11 | Premiership | Celtic FC | (H) | 1 | - 1 | D | |
| 2009-04-18 | Premiership | Falkirk FC | (A) | 0 | - 0 | D | |
| 2009-05-03 | Premiership | Glasgow Rangers | (A) | 0 | - 2 | L | |
| 2009-05-07 | Premiership | Hibernian FC | (H) | 0 | - 1 | L | |
| 2009-05-12 | Premiership | Aberdeen FC | (A) | 0 | - 0 | D | |
| 2009-05-16 | Premiership | Dundee United FC | (H) | 3 | - 0 | W | |
| 2009-05-24 | Premiership | Celtic FC | (A) | 0 | - 0 | D |