Cup of Jamaica season 39
Cup of Jamaica
| Tournament | Season | Champion |
|---|---|---|
 Cup | 8 | FC Portmore #2 |
| Cup | 7 | FC Kingston |
| Cup | 6 | FC Kingston #4 |
| Cup | 5 | FC Portmore #2 |
| Cup | 4 | FC Kingston #4 |
| Cup | 3 | FC St. Ann's Bay |
| Cup | 2 | FC Portmore |
The cup winner qualifies for North American League season 40 (Playoffs)
If the cup winner qualified for the champions league then the cup ticket goes to the best team in the league that doesn't qualify for the champions league.