Season: 2025/2026

Balgonie Scotia vs. The Swifts (23/08/2025 at 14:00)

Bowhill Rovers vs. Markinch (23/08/2025 at 14:00)

Leslie Hearts vs. Lochgelly United (23/08/2025 at 14:00)

Burntisland United vs. St Andrews Amateurs (23/08/2025 at 14:00)

Lochgelly United vs. Bowhill Rovers (19/08/2025 at 18:30)

Leslie Hearts vs. Burntisland United (19/08/2025 at 18:30)

Leven vs. Kingdom of Fife Thistle (19/08/2025 at 18:30)

Eastvale vs. Kirkcaldy/Dysart YMCA (19/08/2025 at 18:30)

Auchtermuchty Bellvue vs. Newport (19/08/2025 at 18:30)

Rosebank Rangers vs. Methilhill Strollers (19/08/2025 at 18:30)