| Dominica Premier League | 2025/04/19 20:00 | Pointe Michel FC v Middleham United FC | W | 1-7 |
| Dominica Premier League | 2024/04/13 20:00 | Middleham United FC v Pointe Michel FC | W | 3-1 |
| Dominica Premier League | 2023/08/12 22:24 | Middleham United FC v Pointe Michel FC | W | 1-0 |
| Dominica Premier League | 2025/04/27 22:30 | Middleham United FC v We United FC | L | 2-7 |
| Dominica Premier League | 2025/04/19 20:00 | Pointe Michel FC v Middleham United FC | W | 1-7 |
| Dominica Premier League | 2025/04/13 20:00 | Promex Harlem United SC v Middleham United FC | W | 0-2 |
| Dominica Premier League | 2025/04/06 20:15 | Sagicor South East FC v Middleham United FC | D | 2-2 |
| Dominica Premier League | 2025/03/28 22:30 | East Central FC v Middleham United FC | W | 1-3 |
| Dominica Premier League | 2024/11/01 22:44 | Middleham United FC v Promex Harlem United SC | D | 3-3 |
| Dominica Premier League | 2024/10/05 20:29 | Sagicor South East FC v Middleham United FC | D | 0-0 |
| Dominica Premier League | 2024/09/22 20:25 | Middleham United FC v Bath Estate | W | 3-2 |
| Dominica Premier League | 2025/04/19 20:00 | Pointe Michel FC v Middleham United FC | L | 1-7 |
| Dominica Premier League | 2025/04/13 23:40 | Pointe Michel FC v Portsmouth Bombers | L | 0-3 |
| Dominica Premier League | 2024/10/10 22:50 | Sagicor South East FC v Pointe Michel FC | L | 6-2 |
| Dominica Premier League | 2024/10/06 22:51 | Pointe Michel FC v East Central FC | L | 1-5 |
| Dominica Premier League | 2024/09/21 20:22 | Pointe Michel FC v Mahaut Soca Strikers | L | 1-5 |
| Dominica Premier League | 2024/09/17 22:51 | Bath Estate v Pointe Michel FC | D | 1-1 |
| Dominica Premier League | 2024/08/09 22:45 | Sagicor South East FC v Pointe Michel FC | L | 1-0 |
| Dominica Premier League | 2024/07/13 22:56 | Pointe Michel FC v Portsmouth Bombers | L | 3-6 |