Season: 2025/2026

Pitreavie United vs. Auchtermuchty Bellvue (30/08/2025 at 14:00)

St Monans Swallows vs. Inverkeithing United (30/08/2025 at 14:00)

Newport vs. Kingdom of Fife Thistle (30/08/2025 at 14:00)

Pittenweem Rovers vs. Greig Park Rangers (30/08/2025 at 14:00)

Fife Thistle vs. Cupar Hearts (30/08/2025 at 14:00)

Bowhill Rovers vs. Leven United (30/08/2025 at 14:00)

Leslie Hearts vs. Balgonie Scotia (30/08/2025 at 14:00)

Lochgelly United vs. Markinch (30/08/2025 at 14:00)

Bridge of Earn vs. St Andrews Amateurs (30/08/2025 at 14:00)

Kettle United vs. St Monans Swallows (26/08/2025 at 18:30)