1. Round | 21/09/2016 | Europa Point FC | - | Glacis United FC | 1:3 | ||||
2. Round | 28/09/2016 | Glacis United FC | - | Manchester 62 FC | 1:0 | ||||
3. Round | 16/10/2016 | Lincoln Red Imps | - | Glacis United FC | 7:0 | ||||
5. Round | 31/10/2016 | St. Joseph's FC | - | Glacis United FC | 1:1 | ||||
6. Round | 05/11/2016 | Glacis United FC | - | Lynx FC | 2:0 | ||||
7. Round | 20/11/2016 | Gibraltar United FC | - | Glacis United FC | 0:2 |