Cowdenbeath 1 Dunfermline 1
Wed, 28th Jul 1999

Fife Cup
A warm summer`s evening certainly made the 500 or so travelling supporters feel like it was the real Brazil. No extra time so Cowdenbeath won 4-2 on penalties.

Dunfermline 2 Wigan Athletic 1
Wed, 21st Jul 1999

Pre Season Friendly:
Simon Haworth (28) 0-1:
Andy Smith (40) 1-1:
Colin Nish (86) 2-1

Dunfermline 6 Cardiff City 1
Sun, 18th Jul 1999

Pre Season Friendly: Smith (18), Coyle (24), Petrie (41), Thomson (63), Reid (72), Mitchell og (90). Cardiff scorer: Matt Brazier (71)

Nairn County 0 Dunfermline 8
Thu, 15th Jul 1999

Pre Season Friendly:
Petrie, Squires 2, Nish 3, Graham, McGroarty,

Ross County 0 Dunfermline 1
Tue, 13th Jul 1999

Pre Season Friendly:
Owen Coyle (89)