| Pr. Division | 30/09/16 | Gibraltar United FC | - | Lincoln Red Imps | 0:2 | ||||
| Pr. Division | 22/10/16 | Gibraltar United FC | - | St. Joseph's FC | 0:1 | ||||
| Pr. Division | 09/12/16 | Gibraltar United FC | - | Manchester 62 FC | 3:1 | ||||
| Pr. Division | 25/02/17 | Europa Point FC | - | Gibraltar United FC | 1:0 | ||||
| Pr. Division | 09/04/17 | Gibraltar United FC | - | St. Joseph's FC | 0:0 |  |
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| Pr. Division | 12/05/17 | Europa FC | - | Gibraltar United FC | 7:0 | ||||
| Pr. Division | 15/10/17 | Manchester 62 FC | - | Gibraltar United FC | 1:1 | ||||
| Pr. Division | 25/11/17 | Gibraltar United FC | - | Gibraltar Phoenix | 2:2 | ||||
| Pr. Division | 06/04/18 | Gibraltar United FC | - | Europa FC | 2:0 | ||||
| Pr. Division | 26/05/18 | Gibraltar United FC | - | Gibraltar Phoenix | 2:1 | ||||
| Pr. Division | 02/06/18 | Europa FC | - | Gibraltar United FC | 2:1 | |
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| Pr. Division | 23/11/18 | Gibraltar United FC | - | Glacis United FC | 2:1 | ||||
| Pr. Division | 28/04/19 | Gibraltar United FC | - | Europa FC | 1:1 |
Gibraltar