2. Round | 06/08/1999 | Celtic FC | - | St. Johnstone FC | 3:0 | ||||
5. Round | 28/08/1999 | Aberdeen FC | - | St. Johnstone FC | 0:3 | ||||
13. Round | 05/11/1999 | St. Johnstone FC | - | Dundee FC | 0:1 | ||||
22. Round | 04/02/2000 | Aberdeen FC | - | St. Johnstone FC | 2:1 | ||||
36. Round | 20/05/2000 | Kilmarnock FC | - | St. Johnstone FC | 3:2 |