The Haig Gordon Cup is contested by the fourteen member clubs of the South of Scotland League.
The format is straight knockout.
St Cuthbert Wanderers won the competition in 2015-16.
First Round (Oct 22)
- Abbey Vale 1-3 Wigtown & Bladnoch
- Creetown 0-3 Upper Annandale
- Dumfries YMCA 1-6 St Cuthbert Wanderers
- Edusport Academy 2-1 Threave Rovers (@ Palmerston Park)
- Mid Annandale 0-1 Lochar Thistle
- Nithsdale Wanderers 1-6 Heston Rovers
Byes: Lochmaben, Newton Stewart
Second Round (Nov 26)
- Heston Rovers 2-1 Upper Annandale
- St Cuthbert Wanderers 1-2 Edusport Academy
- Lochar Thistle 1-2 Newton Stewart (Dec 17, post Nov 26)
- Wigtown & Bladnoch 2-0 Lochmaben (Dec 17, post Nov 26)
- Edusport Academy 0-3 Wigtown & Bladnoch (Feb 4)
- Newton Stewart 2-3 Heston Rovers (Feb 4)
Final (May 6 @ Palmerston Park)
- Heston Rovers 1-4 Wigtown & Bladnoch