| 1. Round | 03/08/2002 | Kilmarnock FC | - | Rangers FC | 1:1 | ||||
| 2. Round | 10/08/2002 | Dundee United | - | Kilmarnock FC | 1:2 |  |
|||
| 3. Round | 17/08/2002 | Kilmarnock FC | - | Motherwell FC | 0:3 | |
|||
| 4. Round | 25/08/2002 | Livingston FC | - | Kilmarnock FC | 0:1 | ||||
| 5. Round | 31/08/2002 | Heart of Midlothian | - | Kilmarnock FC | 1:1 |  |
England