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| 16.01.2022 | ||||
| 21:15 | D1 Regular Season | Waterhouse FC | 2-1 | Montego Bay Utd |
| 19:00 | D1 Regular Season | Arnett Gardens | 1-2 | Cavalier FC |
| 17.01.2022 | |||||
| 19:00 | D1 Regular Season | Vere United | - | Dunbeholden FC | |
| 21:15 | D1 Regular Season | Tivoli Gardens | - | Portmore United | |
| 18.01.2022 | |||||
| 19:00 | D1 Regular Season | Harbour View | - | Molynes United | |
| 21:15 | D1 Regular Season | Mount Pleasant | - | Humble Lions | |
| 22.01.2022 | |||||
| 19:00 | D1 Regular Season | Humble Lions | - | Tivoli Gardens | |
| 21:15 | D1 Regular Season | Mount Pleasant | - | Harbour View | |
| 23.01.2022 | |||||
| 19:00 | D1 Regular Season | Cavalier FC | - | Waterhouse FC | |
| 21:15 | D1 Regular Season | Dunbeholden FC | - | Montego Bay Utd | |
| 24.01.2022 | |||||
| 19:00 | D1 Regular Season | Portmore United | - | Arnett Gardens | |
| 21:15 | D1 Regular Season | Molynes United | - | Vere United | |
| 29.01.2022 | |||||
| 19:00 | D1 Regular Season | Waterhouse FC | - | Dunbeholden FC | |
| 21:15 | D1 Regular Season | Cavalier FC | - | Portmore United | |