2008/09
| Date | Home | Time/Results | Away | Competition | Match Info |
|---|---|---|---|---|---|
Alloa Athletic  | 4 - 1 |  Dundee | Challenge Cup | Reaction | |
Arbroath  | 4 - 1 | Alloa Athletic | William Hill League 1 | Reaction | |
| Alloa Athletic | 2 - 0 |  Elgin City | Challenge Cup | Reaction | |
| Alloa Athletic | 0 - 2 |  Ayr United | William Hill League 1 | Reaction | |
| Alloa Athletic | 0 - 2 |  Clyde | Challenge Cup | Reaction | |
| Alloa Athletic | 1 - 1 |  Raith Rovers | William Hill League 1 | Reaction | |
Peterhead  | 1 - 0 | Alloa Athletic | William Hill League 1 | Reaction | |
Dunfermline Athletic  | 1 - 0 | Alloa Athletic | Premier Sports Cup | Reaction | |
| Alloa Athletic | 5 - 1 |  Stranraer | William Hill League 1 | Reaction | |
Stirling Albion  | 3 - 2 | Alloa Athletic | William Hill League 1 | Reaction |
Second Division 08/09
| Pos | Club | P | W | D | L | F | A | GD | Pts |
|---|---|---|---|---|---|---|---|---|---|
| 1 |  Raith Rovers | 36 | 22 | 10 | 4 | 60 | 27 | 33 | 76 |
| 2 |  Ayr United | 36 | 22 | 8 | 6 | 71 | 38 | 33 | 74 |
| 3 |  Brechin City | 36 | 18 | 8 | 10 | 51 | 45 | 6 | 62 |
| 4 |  Peterhead | 36 | 15 | 11 | 10 | 54 | 39 | 15 | 56 |
| 5 |  Stirling Albion | 36 | 14 | 11 | 11 | 59 | 49 | 10 | 53 |
| 6 |  East Fife | 36 | 13 | 5 | 18 | 39 | 44 | -5 | 44 |
| 7 |  Arbroath | 36 | 11 | 8 | 17 | 44 | 46 | -2 | 41 |
| 8 |  Alloa Athletic | 36 | 11 | 8 | 17 | 47 | 59 | -12 | 41 |
| 9 |  Queen’s Park | 36 | 7 | 12 | 17 | 35 | 54 | -19 | 33 |
| 10 |  Stranraer | 36 | 3 | 7 | 26 | 31 | 90 | -59 | 16 |