St Mirren 3 Dunfermline 1
Sat, 30th Oct 1999

SFL First Division:
Barry Lavety (33) 1-0:
David Moss (51) 1-1:
Mark Yardley (56) 2-1:
Andy Tod (og 84) 3-1

Inverness CT 1 Dunfermline 1
Sat, 23rd Oct 1999

SFL First Division:
Steven Hampshire (28) 0-1:
Martin Bavidge (89) 1-1:

Reserves v Forfar Athletic
Tue, 19th Oct 1999

Reserve League East

Rangers 1 Dunfermline 0
Tue, 12th Oct 1999

CIS Insurance Cup:
Rod Wallace (24) 1-0: