Season: 2025/2026

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

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

Leven vs. Kirkcaldy/Dysart YMCA (23/08/2025 at 14:00)

Newport vs. Eastvale (23/08/2025 at 14:00)

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)

Inverkeithing United vs. Benarty Astros (19/08/2025 at 18:30)

Kettle United vs. Pitreavie United (19/08/2025 at 18:30)