The Fife Cup has five participants – the four SPFL clubs based in the Kingdom of Fife plus East of Scotland League side Burntisland Shipyard.
In recent years, there have been problems completing this competition, but a draw has been made for 2016-17 and it is hoped that room will be found in the schedule for all matches.
- East Fife 7-0 Burntisland Shipyard (Sep 27)
- Raith Rovers 1-1(5-4p) Dunfermline Athletic (Aug 31)
- Cowdenbeath wo-scr East Fife
- Raith Rovers 1-2 Cowdenbeath (May 3 @ Stark’s Park)