| Dominica Premier League | 2023/07/12 22:30 | Middleham United FC v LA Stars | D | 1-1 |
| Dominica Premier League | 2023/06/16 22:30 | Middleham United FC v Promex Harlem United SC | D | 1-1 |
| Dominica Premier League | 2023/05/05 22:30 | Middleham United FC v LA Stars | W | 2-0 |
| Dominica Premier League | 2023/04/21 22:30 | Dublanc FC v Middleham United FC | L | 2-1 |
| Dominica Premier League | 2023/03/11 20:00 | Sagicor South East FC v Middleham United FC | W | 0-1 |
| Dominica Premier League | 2023/03/05 20:00 | East Central FC v Middleham United FC | D | 1-1 |
| Dominica Premier League | 2021/07/17 20:00 | East Central FC v Middleham United FC | W | 1-2 |
| Dominica Premier League | 2021/07/09 22:44 | Dublanc FC v Middleham United FC | L | 3-1 |
| Dominica Premier League | 2023/07/08 22:00 | We United FC v Pointe Michel FC | W | 1-6 |
| Dominica Premier League | 2023/06/30 22:30 | Pointe Michel FC v LA Stars | W | 5-0 |
| Dominica Premier League | 2023/06/24 22:00 | Pointe Michel FC v Portsmouth Bombers | W | 5-2 |
| Dominica Premier League | 2023/05/06 20:00 | Sagicor South East FC v Pointe Michel FC | W | 1-2 |
| Dominica Premier League | 2023/04/14 22:30 | Bath Estate v Pointe Michel FC | D | 1-1 |
| Dominica Premier League | 2023/03/17 22:30 | East Central FC v Pointe Michel FC | L | 4-1 |
| Dominica Premier League | 2023/03/12 20:00 | Promex Harlem United SC v Pointe Michel FC | L | 4-2 |
| Dominica Premier League | 2023/03/04 20:00 | Dublanc FC v Pointe Michel FC | L | 4-1 |