| 1998/11/29 | Rangers |  | 2-1 |  | St. Johnstone |
| 1999/04/10 | Celtic |  | 2-0 |  | Dundee United | ||||
| 1999/04/11 | St. Johnstone | | 0-4 | | Rangers |
| 1999/03/15 | Dundee United | | 2-1 |  | Ayr United |
| 1999/03/05 | Motherwell |  | 0-2 | | St. Johnstone | ||||
| 1999/03/06 | Rangers | | 2-1 |  | Falkirk | ||||
| 1999/03/07 | Morton FC |  | 0-3 | | Celtic | ||||
| 1999/03/12 | Ayr United | | 0-0 | | Dundee United |
| 1999/03/05 | Dundee United | | 3-0 |  | Clydebank |
