Home History
| Saint Kitts & Nevis - Premier League | 2023/04/22 00:15 | SLH St Pauls Utd v Conaree United | D | 0-0 |
| Saint Kitts & Nevis - Premier League | 2022/09/14 22:00 | Flow 4G Cayon Rockets v Conaree United | D | 1-1 |
| Saint Kitts & Nevis - Premier League | 2020/12/09 22:00 | Conaree United v St. Peters FC | D | 3-3 |
| Saint Kitts & Nevis - Premier League | 2020/11/20 00:00 | Conaree United v RAMS Village Superstars | L | 0-2 |
| Saint Kitts & Nevis - Premier League | 2020/11/06 22:31 | Security Forces United v Conaree United | W | 0-6 |
| Saint Kitts & Nevis - Premier League | 2020/10/03 23:12 | Conaree United v SLH St Pauls Utd | L | 0-4 |
| Saint Kitts & Nevis - Premier League | 2020/02/26 00:04 | Conaree United v Fast Cash Saddlers Utd | W | 1-0 |
| Saint Kitts & Nevis - Premier League | 2020/02/16 21:00 | Conaree United v Security Forces United | W | 4-0 |
Away History
| Saint Kitts & Nevis - Premier League | 2022/07/21 00:18 | Old Road Jets v RAMS Village Superstars | D | 1-1 |
| Saint Kitts & Nevis - Premier League | 2020/11/19 22:00 | Old Road Jets v Garden Hotspurs | L | 0-1 |
| Saint Kitts & Nevis - Premier League | 2020/11/08 20:00 | Old Road Jets v Fast Cash Saddlers Utd | W | 6-1 |
| Saint Kitts & Nevis - Premier League | 2020/10/31 21:00 | Security Forces United v Old Road Jets | W | 1-5 |
| Saint Kitts & Nevis - Premier League | 2020/10/26 22:00 | Trafalgar Southstars v Old Road Jets | W | 0-2 |
| Saint Kitts & Nevis - Premier League | 2020/02/29 22:12 | Garden Hotspurs v Old Road Jets | W | 0-1 |
| Saint Kitts & Nevis - Premier League | 2020/02/23 21:09 | RAMS Village Superstars v Old Road Jets | L | 8-0 |
| Saint Kitts & Nevis - Premier League | 2020/02/12 22:00 | Old Road Jets v Security Forces United | D | 3-3 |