6. Round | 19/09/2009 | Raith Rovers | - | Greenock Morton FC | 3:0 | ||||
9. Round | 10/10/2009 | Airdrie United FC | - | Raith Rovers | 1:2 | ||||
19. Round | 09/03/2010 | Raith Rovers | - | Ross County FC | 2:1 | ||||
29. Round | 20/03/2010 | Raith Rovers | - | Dunfermline Athletic | 1:2 | ||||
32. Round | 03/04/2010 | Inverness CT | - | Raith Rovers | 4:3 |