Head to Head
| Antigua & Barbuda Premier Division | 2019/03/17 21:00 | Jennings Grenades v Old Road FC | L | 1-0 |
| Antigua & Barbuda Premier Division | 2018/12/16 21:00 | Old Road FC v Jennings Grenades | L | 0-3 |
| Antigua & Barbuda Premier Division | 2018/01/20 21:09 | Old Road FC v Jennings Grenades | L | 1-4 |
| Antigua & Barbuda Premier Division | 2017/11/26 23:00 | Jennings Grenades v Old Road FC | D | 1-1 |
| Antigua & Barbuda Premier Division | 2016/12/04 23:00 | Old Road FC v Jennings Grenades | L | 2-3 |
Home History
| Antigua & Barbuda Premier Division | 2019/10/26 21:00 | Old Road FC v Swetes FC | L | 1-3 |
| Antigua & Barbuda Premier Division | 2019/03/17 21:00 | Jennings Grenades v Old Road FC | L | 1-0 |
| Antigua & Barbuda Premier Division | 2019/03/09 23:04 | Swetes FC v Old Road FC | W | 2-4 |
| Antigua & Barbuda Premier Division | 2019/03/02 22:59 | FC Aston Villa v Old Road FC | W | 1-4 |
| Antigua & Barbuda Premier Division | 2019/02/23 21:09 | Liberta SC v Old Road FC | L | 2-1 |
| Antigua & Barbuda Premier Division | 2019/02/16 21:06 | Old Road FC v SAP FC | W | 7-0 |
| Antigua & Barbuda Premier Division | 2019/02/10 21:09 | Old Road FC v Parham FC | W | 2-0 |
| Antigua & Barbuda Premier Division | 2019/02/02 20:55 | Tryum v Old Road FC | W | 0-2 |
Away History
| Antigua & Barbuda Premier Division | 2019/03/17 21:00 | Jennings Grenades v Old Road FC | W | 1-0 |
| Antigua & Barbuda Premier Division | 2019/03/03 23:00 | Jennings Grenades v Greenbay Hoppers FC | L | 0-2 |
| Antigua & Barbuda Premier Division | 2019/02/24 23:00 | Five Islands v Jennings Grenades | W | 0-2 |
| Antigua & Barbuda Premier Division | 2019/02/17 21:09 | Liberta SC v Jennings Grenades | L | 3-0 |
| Antigua & Barbuda Premier Division | 2019/02/09 21:07 | SAP FC v Jennings Grenades | W | 0-2 |
| Antigua & Barbuda Premier Division | 2019/02/03 19:06 | Jennings Grenades v FC Aston Villa | L | 0-2 |
| Antigua & Barbuda Premier Division | 2019/01/27 19:00 | Jennings Grenades v Swetes FC | D | 1-1 |
| Antigua & Barbuda Premier Division | 2019/01/20 23:00 | Jennings Grenades v Parham FC | W | 1-0 |