Head to Head
| Antigua & Barbuda Premier Division | 2019/11/02 22:59 | Old Road FC v Jennings Grenades | W | 1-2 |
| Antigua & Barbuda Premier Division | 2019/03/17 21:00 | Jennings Grenades v Old Road FC | W | 1-0 |
| Antigua & Barbuda Premier Division | 2018/12/16 21:00 | Old Road FC v Jennings Grenades | W | 0-3 |
| Antigua & Barbuda Premier Division | 2018/01/20 21:09 | Old Road FC v Jennings Grenades | W | 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 | W | 2-3 |
Home History
| Antigua & Barbuda Premier Division | 2020/02/23 19:02 | Pigotts Bullets FC v Jennings Grenades | D | 0-0 |
| Antigua & Barbuda Premier Division | 2020/02/16 23:08 | Parham FC v Jennings Grenades | L | 3-2 |
| Antigua & Barbuda Premier Division | 2020/02/09 22:59 | Greenbay Hoppers FC v Jennings Grenades | W | 1-2 |
| Antigua & Barbuda Premier Division | 2020/02/02 23:25 | All Saints Utd FC v Jennings Grenades | D | 1-1 |
| Antigua & Barbuda Premier Division | 2020/01/26 21:00 | Jennings Grenades v Swetes FC | W | 3-2 |
| Antigua & Barbuda Premier Division | 2020/01/05 21:00 | Jennings Grenades v All Saints Utd FC | W | 3-1 |
| Antigua & Barbuda Premier Division | 2019/12/29 21:00 | Jennings Grenades v Five Islands | L | 0-2 |
| Antigua & Barbuda Premier Division | 2019/12/22 21:00 | Jennings Grenades v Greenbay Hoppers FC | W | 3-1 |
Away History
| 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 | 2019/12/28 21:00 | All Saints Utd FC v Old Road FC | L | 1-0 |
| Antigua & Barbuda Premier Division | 2019/12/22 23:00 | Old Road FC v Pigotts Bullets FC | D | 1-1 |
| Antigua & Barbuda Premier Division | 2019/12/14 21:04 | Old Road FC v Ottos Rangers FC | W | 2-1 |
| Antigua & Barbuda Premier Division | 2019/12/08 20:58 | Old Road FC v Greenbay Hoppers FC | L | 2-6 |