Head to Head
| Antigua & Barbuda Premier Division | 2019/01/27 21:00 | Five Islands v Old Road FC | L | 0-1 |
| Antigua & Barbuda Premier Division | 2019/01/06 21:05 | Old Road FC v Five Islands | L | 3-1 |
| Antigua & Barbuda Premier Division | 2018/02/11 21:00 | Five Islands v Old Road FC | W | 2-0 |
| Antigua & Barbuda Premier Division | 2017/12/02 21:06 | Old Road FC v Five Islands | W | 1-3 |