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| 24.06.2022 | ||||
| 03:00 | D1PO Quarterfinal Play-Off | Arnett Gardens | 1-1/p.7-8 | Harbour View |
| 00:00 | D1PO Quarterfinal Play-Off | Cavalier FC | 1-1/p.4-3 | Mount Pleasant |
| 21.06.2022 | ||||
| 02:30 | D1PO Quarterfinal Play-Off | Mount Pleasant | 0-0 | Cavalier FC |
| 00:00 | D1PO Quarterfinal Play-Off | Harbour View | 1-1 | Arnett Gardens |
| 12.06.2022 | ||||
| 22:00 | D1 Regular Season | Arnett Gardens | 4-2 | Waterhouse FC |
| 22:00 | D1 Regular Season | Cavalier FC | 0-1 | Tivoli Gardens |
| 22:00 | D1 Regular Season | Dunbeholden FC | 1-1 | Harbour View |
| 22:00 | D1 Regular Season | Molynes United | 0-3 | Humble Lions |
| 22:00 | D1 Regular Season | Montego Bay Utd | 1-1 | Vere United |
| 22:00 | D1 Regular Season | Portmore United | 1-2 | Mount Pleasant |
| 10.06.2022 | ||||
| 02:30 | D1 Regular Season | Waterhouse FC | 2-1 | Harbour View |
| 00:00 | D1 Regular Season | Dunbeholden FC | 1-1 | Cavalier FC |
| 26.06.2022 | |||||
| 22:00 | D1PO Semifinal Play-Off | Cavalier FC | - | Dunbeholden FC | |
| 27.06.2022 | |||||
| 00:15 | D1PO Semifinal Play-Off | Harbour View | - | Waterhouse FC | |
| 30.06.2022 | |||||
| 00:00 | D1PO Semifinal Play-Off | Waterhouse FC | - | Harbour View | |
| 02:30 | D1PO Semifinal Play-Off | Dunbeholden FC | - | Cavalier FC | |
| 03.07.2022 | |||||
| 22:00 | D1PO 3rd Place | Loser Semifinal 1 | - | Loser Semifinal 2 | |
| 04.07.2022 | |||||
| 00:30 | D1F Final Play-Off | Winner Semfinal 1 | - | Winner Semfinal 2 | |