| Antigua & Barbuda Premier Division | 2023/01/01 00:44 | Old Road FC v Willikies FC | W | 4-1 |
| Antigua & Barbuda Premier Division | 2022/12/16 23:00 | Tryum v Old Road FC | L | 2-0 |
| Antigua & Barbuda Premier Division | 2022/12/03 22:00 | Old Road FC v SAP FC | D | 3-3 |
| Antigua & Barbuda Premier Division | 2020/02/29 23:00 | Jennings Grenades v Old Road FC | L | 3-1 |
| Antigua & Barbuda Premier Division | 2020/02/23 23:01 | Old Road FC v Liberta SC | W | 3-1 |
| Antigua & Barbuda Premier Division | 2020/02/15 23:00 | Greenbay Hoppers FC v Old Road FC | L | 4-3 |
| Antigua & Barbuda Premier Division | 2020/02/02 19:00 | Old Road FC v Five Islands | W | 3-0 |
| Antigua & Barbuda Premier Division | 2020/01/04 21:00 | Five Islands v Old Road FC | W | 0-2 |
| Antigua & Barbuda Premier Division | 2022/12/31 22:00 | Greenbay Hoppers FC v Blue Jays FC | L | 1-0 |
| Antigua & Barbuda Premier Division | 2022/12/19 23:00 | Five Islands v Blue Jays FC | W | 1-4 |
| Antigua & Barbuda Premier Division | 2022/12/04 23:49 | Swetes FC v Blue Jays FC | D | 1-1 |