Motherwell 0:0 Kilmarnock 19 9월 1998 · Scottish Premier Division 1998/99, Premier League, First Round
Dunfermline Athletic 0:2 Team 7557 26 9월 1998 · Scottish Premier Division 1998/99, Premier League, First Round
Dundee United 1:1 Dunfermline Athletic 23 9월 1998 · Scottish Premier Division 1998/99, Premier League, First Round
Dunfermline Athletic 1:1 Hearts 20 9월 1998 · Scottish Premier Division 1998/99, Premier League, First Round
Team 8868 1:1 Dunfermline Athletic 12 9월 1998 · Scottish Premier Division 1998/99, Premier League, First Round
Dunfermline Athletic 1:1 Aberdeen 29 8월 1998 · Scottish Premier Division 1998/99, Premier League, First Round