| Competition | Outcome | Home team | Score/Time | Away team | |
|---|---|---|---|---|---|
| CPL | Bodden Town | 3 - 0 | Tigers | More info | |
| CPL | Bodden Town | 1 - 1 | Scholars International | More info | |
| CPL | Academy | 1 - 3 | Bodden Town | More info | |
| CPL | Cayman Athletic | 2 - 3 | Bodden Town | More info | |
| CPL | George Town | 0 - 2 | Bodden Town | More info | |
| CPL | Bodden Town | 3 - 1 | Elite | More info | |
| CPL | North Side | 2 - 4 | Bodden Town | More info | |
| CPL | Tigers | 2 - 6 | Bodden Town | More info | |
| CPL | Scholars International | 1 - 1 | Bodden Town | More info | |
| CPL | Bodden Town | 3 - 3 | Academy | More info |
| Competition | Outcome | Home team | Score/Time | Away team | |
|---|---|---|---|---|---|
| CPL | Roma United | 0 - 3 | Tigers | More info | |
| CPL | George Town | 1 - 0 | Roma United | More info | |
| CPL | Roma United | 1 - 3 | Bodden Town | More info | |
| CPL | Roma United | 0 - 1 | Elite | More info | |
| CPL | Roma United | 4 - 2 | Future | More info | |
| CPL | Cayman Athletic | 3 - 0 | Roma United | More info | |
| CPL | Roma United | 0 - 5 | Scholars International | More info | |
| CPL | Tigers | 3 - 1 | Roma United | More info | |
| CPL | Roma United | 1 - 3 | George Town | More info | |
| CPL | Bodden Town | 3 - 1 | Roma United | More info |
